Pantsing and Stripping Forums

Chapter 35

What should have been a more natural moan shifted into a breathy squeal of surprise and pain. My chest arched towards Janine’s hand, more to lessen the pain than anything else. To my relief, she let go after a few more seconds, only to slap me across the face. All the while, her other hand continued working me between the thighs, keeping up her rhythm through the orgasm that was quickly being ruined by everything else.

I gasped at the way her hand cracked against my cheek, the sound intermingled with awkward moans from the extended sexual release my body had so badly needed up until now. Then, as if the first couple flashes of physical abuse weren’t enough, Janine proceeded to roughly bury her elbow into my bloated stomach.

Rather than arching, I naturally curled towards her elbow in response to the pain, letting out a sensual groan that was yet another sound that I had never heard myself make before. This was way different than the kind of stuff Hannah put me through. And, I really had to pee thanks to this latest maneuver.

If I were touching myself with my own hand, I would have kept fingering myself until I truly felt done. Janine, however, stopped halfway through my orgasm and removed her hand entirely, leaving me to desperately thrust once or twice towards her retreating fingertips in an attempt to get more of the experienced touch she had given me thus far. While I didn’t love what her other hand/elbow had hit me with, I very much wanted her to finish me properly, to the point where I instinctively tried to replace her hand with my own just so I could get something while I was still so turned on and needy.

“Bad girl!” Janine snapped. She hit my hand away, not letting me do anything but lie there half-satisfied.

It didn’t take long for my sexual needs to fade. My cheek and nipple were both throbbing, I was more keenly aware of my nudity now that the masseuse’s hands weren’t on me, and my desire for a better orgasm was quickly replaced by how badly I needed to use the bathroom.

Then, after an awkward minute of just lying there without any more stimulation, she said, “Well? Aren’t you going to get up? Your lesbian massage is over.”

Oh. Right. With my eyes closed, and all the distractions of what my body was going through, I had briefly forgotten about reality. Willow and Lillian were right there. I was a lesbian, according to them and Hannah. They were just as casually cruel in the blonde’s absence.

Reluctantly sitting up, willing myself not to cover my chest or my crotch when I was just going to be yelled at if I didn’t keep my hands down, I also forced myself to open my eyes. One way or another, I was going to have to leave the false comfort of the darkness eventually. Blinking a few times as I adjusted to the light of the massage room, I then noticed that Willow and Lillian both had their phone cameras trained on me.

Gasping again, this time with a blush, I instinctively shifted my arms to protect my modesty. Managing to stop myself halfway, I settled on simply keeping my legs closed as tightly as I could, wincing slightly at the lingering dampness down there. As badly as I wanted to beg/demand that they delete whatever pictures or videos they were taking, I knew it would fall on deaf ears. Had one or both of them recorded the not so happy ending to the massage? Probably. They had been noticeably quiet the whole time, likely so their voices weren’t part of the video.

“Meet me at the counter,” Janine said, breaking the silence before leaving the three of us in the private room. She was casual and professional as ever, as if she hadn’t just given me such an awful release. There was no way that was one of her regular services, when massages were supposed to be all about relaxing. Well, maybe she did the happy ending thing for clients that she trusted and who paid her for the trouble. But not like that. Lillian must have set it up ahead of time.

As soon as the door was closed, Willow said, “What are you doing, Virgin? Aren’t you going to get dressed?”

“She’s a lesbian slut, remember?” Lillian pointed out, “She likes being naked.”

No, it was the opposite! Still a bit overwhelmed from the end of my massage, and too nervous to say anything to contradict the teasing when I could get in trouble for that, I simply stood up and reached for my clothes. I couldn’t help but squirm slightly from the simple movements, from how pressing the urge to go to the bathroom was.

Noticing the not so subtle personal struggle, Lillian said, “Wait. Do you have to pee, Jessie?”

“Please tell me she’s not going to piss herself again,” Willow rolled her eyes.

Not waiting for a response, considering how hesitant I had become about saying anything that wasn’t prompted by one of the girls, Lillian said, “How about this? We can either go find a bathroom right now, or you can get dressed and hold it until we drop you off at Hannah’s house.”

How was that a choice? I didn’t want to be seen naked by anybody else, and I could literally get arrested for public indecency if I happened to be caught here and wherever the nearest bathroom was. This place presumably had one in the back for employees, though Janine wasn’t going to offer that if she was going along with Lillian’s games.

I decided to continue what I had already started by picking up my clothes, getting dressed and doing my best to suppress my full bladder. It was starting to hurt a little bit, and I was really worried about wetting myself in the car, but that would be better than getting in trouble for nudity and having an accident anyway if I was held up for too long.

The sheer crop top was almost as bad as being topless, and the loose shorts made me just as nervous as before about them slipping off if I wasn’t careful. It was better than nothing, however, and hopefully we’d be heading straight back to the car.

Willow nudged me out of the room, then towards the counter where Janine was waiting by the register once we were back in the lobby. Lillian approached her friend first, glancing at the prices on the little handout. “We could count this as a couples massage,” Lillian said, “Since you had to deal with more than one of us. And what do you charge for the extra services?”

“I just ring that up as a facial,” she smiled, “Not quite accurate, but you get the idea.”

“Mm hmm,” Lillian agreed. She pulled out my credit card; it was difficult to miss when Hannah had used it on other excursions. “So, what’s the damage?”

“Let’s see.” Janine pressed a few keys on the machine in front of her. “Couples massage is $380, couples facial is $310. And if you want, you can pre-pay for a future session. I know you and Willow like treating yourselves.”

“Sure!” Lillian said, “How about next weekend? Full package, for both of us?”

Janine nodded. “Of course. That’ll be $1650 total.”

“Don’t forget to tip!” Willow added. She gave me a nudge with her shoulder, “Thanks, Jessie. This is so sweet of you.”

“I’d say Janine deserves thirty percent,” Lillian said, swiping my card, “She always goes above and beyond for her favorite clients.”

How much was that? At least $400, from quick mental math. So, at least two thousand dollars total. Honestly, I had completely lost track of how much Hannah and her friends had spent with my credit card. Had it really not been flagged yet? I never went on expensive shopping sprees, or treated myself to unfairly pricey massages. I also had no idea how to balance out what I’d end up owing vs. what I’d earn from being Hannah’s ‘housekeeper.’ Plus whatever cash there was from what Willow and Lillian had sold earlier. It was completely out of my hands, when I was no longer in charge.

Maybe it was this latest development, or my body no longer being able to take it, but I couldn’t hold it back any more. As Lillian tapped the screen in front of her, completing the purchase and what she was giving Janine for her trouble, I started wetting myself. And, once I started, it was impossible to stop.

“Jessie!” Willow exclaimed. She was closest to me and must have noticed the shift in my breathing and body language. Within a few seconds of the stream starting, she jumped away and announced what was happening to the others. “Oh my God, she’s pissing herself again!”

“Seriously?” Lillian scoffed. She only sounded a little bit judgmental; otherwise, she had the typical mean girl energy that paralleled Hannah’s. “Sorry about her. Will a bigger tip make up for the mess?”

Janine was the only one who looked more confused and taken aback. She must have only been told so much about my circumstances. “Uh, sure,” she said, “Can she take it outside? Actually, no. Stay right there.” It took her a moment to work out that it would be easier to clean if there was just a puddle in one spot, rather than letting me walk through the lobby while peeing.

Lillian sighed and rolled her eyes. “I don’t know why a girl her age can’t make it to the bathroom most of the time. Trust me, it’s not because the massage relaxed her that much. This happens all the time.”

“Next time, say something,” Willow said, “We could’ve taken you literally anywhere but here. Now Janine has to clean up after you. Unless she wants you to take care of it?”

“No, it’s fine,” Janine replied, “Technically, that’s part of the job. And I’d rather get her out of here before someone else shows up.”

All the while, I kept peeing. I hadn’t gone all day, making this one of the worst accidents yet. Cheeks burning and averting my gaze as the three of them discussed the problem, I continued peeing for at least a minute. Maybe two. The too-big shorts were soaked, my legs were stained with urine, and I was literally standing in the warm puddle by the end of it.

“All done?” Lillian said, “Now, thank Janine for your massage, and go wait outside with Willow.”

“Thank you, Janine,” I immediately did as I was told, for once wanting to do the exact task that was demanded of me. The retreating part, that is. I wasn’t thinking about how I was essentially thanking the young masseuse for fingering me and being unexpectedly rough with me near the end. My focus was on getting out of the massage parlor and hopefully back to the car.

Willow was somewhat of the ‘good cop’ of the pairing, if only because she wasn’t nearly as harsh as Lillian. As soon as we were outside, she unlocked the car and calmly instructed me what to do next. “Get rid of those gross shorts, Jessie. Oh, you need to take off your top as well; you can use it as a rag. Make sure your legs are dry before you get in the car.”

I was a bit more hesitant about that directive. It wasn’t the most crowded parking lot, but there were a handful of businesses lined up alongside the massage place. Even if I used the car as cover, there was no guarantee that the right person at the right angle wouldn’t see me stripping down outside.

“Jessica.” Though Willow’s voice wasn’t harsh like I was used to, she was still easily able to snap me to attention with a pointed use of my full name. “What are you waiting for?”

Nothing, really. Just self conscious about nudity in general, and particularly nervous about being exposed outdoors. “Sorry,” I mumbled. At least the car would mostly hide my bottom half, plus wearing the shorts in the car would be uncomfortable in an entirely different way. All I really needed to do was let go of them in order to strip, at which point gravity did the rest of the work. With one hand over my crotch, I stepped out of the shorts and bent my knees quite a bit before removing the shirt.

With how tight the top was, I could literally feel my boobs drop when I pulled the fabric past my chest. Hastily pulling it over my head, messing up my already messy hair in the process, I used both my arm and the thin shirt to cover my bare breasts.

Willow reminded me that I was supposed to be wiping my legs with the makeshift rag; I wasn’t allowed in Lillian’s car until I was totally dry below the waist. I bent over and got to work, taking some solace in how my body would be covering itself in that position. Save for my backside, of course, which was totally on display.

Quickly and thoroughly rubbing the removed top up and down my legs, making sure to spend some extra time on my thighs and crotch, I dropped the yellowed shirt on top of the shorts that were still sitting on the ground. It was definitely littering, if Willow and Lillian decided to leave the clothes in the parking lot instead of taking them with us, though I was a little too caught up in my own problems to be concerned about that.

“Okay,” Willow said. She opened the car door for me and said, “You can get in now.”

I didn’t need to be told twice. Before she could change her mind, desperately wanting to be out of sight, I jumped in the back seat and slouched down slightly. Willow hadn’t reprimanded me for covering a minute ago; I didn’t want to push my luck. Keeping my hands down, I hoped that I was within my rights to use the side of the car to keep anyone from seeing my exposed body unless they were right next to the car like Willow was.

After telling me to stay put, and that she’d be right back, Willow closed the door and went back inside to check in with Lillian. It was the first time I had been alone in a while, which wasn’t necessarily a reprieve. Not when having nothing but my own thoughts and emotions to keep me company was the opposite of relaxing. The last few hours replayed themselves in my head, followed by a million thoughts about what to expect moving forward. The rest of the day, the rest of the week, the rest of the summer. Beyond that as well. I didn’t have a car or a laptop anymore. My credit and my checking account were a huge mystery, when I still didn’t know how much damage Hannah and her friends had actually done to my account, whether or not I’d be able to undo the charges, etc. etc.

The physical discomfort started creeping in as well. Willow hadn’t started the car, or even cracked the windows. After a minute or two, I was sweating a little bit. The leather seats weren’t helping anything; I could feel both my back and my rear sticking wherever I was in contact with the material, and it probably wouldn’t be long before I would be doing more than glistening.

By the time Willow and Lillian walked out of the massage place, I could feel myself perspiring pretty much everywhere skin was touching skin. Lillian didn’t seem to notice or care as she got into the driver’s seat. She admonished me for embarrassing her in front of her friend, said that Hannah was going to be the one to come up with my punishment, then proceeded to ignore me entirely as she turned on the music and started talking with Willow about social plans for the following week.

The one bit of good news was that we were going back to Hannah’s house. After a number of trips, I was starting to recognize the rural area when the main road turned into familiar landmarks. Once we were within ten or twenty minutes away, I started worrying about whether or not I would be kicked out of the car again. Another naked walk? I wasn’t sure I’d survive that, when I had eaten so little over the last day or two.

We eventually made it back to the main gate, at which point Lillian told me I was to follow her straight to Hannah upon our arrival. Not exactly something I was looking forward to, though it wasn’t as if I could delay the inevitable. Ultimately, Hannah was the one I was stuck with all summer. The only reason I had spent the morning/early afternoon with her friends was because she had decided that was the best use of everyone’s time. I was supposed to be her babysitter, yet I had lost every ounce of authority thanks to both the role her parents had pushed me into as well as Hannah’s effortless dominance.

Hannah was lounging by the pool, living her best spoiled brat life in a backyard most girls could only dream of. I was led out there and made to stand there with my arms by my sides as Lillian gave her a blow by blow account of our excursion.

Willow chimed in here and there, clarifying a detail or two about my ‘first time,’ how I publicly wet myself after declining the chance to use the bathroom, and so on.

When the duo was done summarizing everything I had gone through since we left the house, Hannah sat up and pursed her lips in a gentle smirk. “Sounds like you were a bad girl, Jessie,” she said, “I think you deserve a spanking for all of that.”

Chapter 36

It wasn’t up for discussion. One second, Hannah was mentioning how I might need to be spanked. The next, she was moving over to the sofa and patting her lap. “I’m assuming you prefer to be naked for this kind of punishment, Jessie,” she said, “Just like you were for your lesbian massage.”

But- It wasn’t like that! I hadn’t known at first that Janine was going to be ‘treating me’ to the unadvertised service. Not that it was actually her treat, when everything was charged to my card afterwards. And I wasn’t a lesbian! Although I couldn’t say that without incurring Hannah’s wrath. Nor could I argue against her command about getting into position without a stitch of clothing on.

Despite Hannah’s implication that I had been punished like this before, I had never actually been spanked. Ever. Not by my parents or any other authority figure. Certainly not by a peer of mine, let alone one who was a couple years younger. And Hannah wasn’t exactly the ideal ‘first,’ when I had already experienced what it was like for her to lay into me both verbally and physically.

Like so many of her summer outfits, Hannah was dressed in a skimpy shorts/tank top combo that left her thighs almost completely bare. I tried not to wince as I reluctantly positioned myself on her lap, when literally any negative response I had towards her didn’t end well for me.

As soon as I was somewhat settled, Hannah grabbed my waist and roughly pulled me into the exact spot she wanted me. “Lillian,” she said, “Get me the hairbrush from the bag in your room?” Unlike when she bossed me around, Hannah treated her friends with a little more respect by making it sound like a request.

Lillian still did it, of course. “Mm hmm. Be right back!”

“Willow?” Hannah addressed the other girl, “How about a before and after picture?”

“Great idea,” Willow said, “Pout for the camera, Virgin.”

Patronizing as the tease was, I was probably already pouting to some degree. Smiling would be the real challenge amidst the persistent humiliation. At the same time, my real preference would be burying my face in the sofa so no one could see that it was me being spanked. As if that would make much of a difference, when the girls already had plenty of photos and videos of me.

“Jessica!” Hannah snapped, “Hold STILL.” Out of nowhere, her hand cracked down on my ass.

I let out a little yelp, immediately failing in terms of not moving. Honestly, I thought I had been rather still before being yelled at about it. Maybe I had been nervously fidgeting without realizing it. However, the rough slap made me jump a little bit, both in surprise and from how painful it was. “Sorry,” I mumbled, purely by reflex.

“‘Sorry, Ms. Hannah,’” she corrected me. Resting her hand on the cheek she had just struck, as a warning to behave, it was only a few seconds before she decided to have some more fun at my expense while waiting for Lillian to return. She adjusted her hand and gave me a sharp pinch, then commented, “Spanking you is going to be a challenge. It’s such a small target.”

“Mm hmm,” Willow agreed, “How does a girl have such big tits . . . ”

“And such a pathetic ass?” Hannah finished her thought, “No wonder nothing I give you fits you. If you had actual curves down here, maybe your clothes would stay on. Just another reason it makes more sense for you to be naked.”

Willow quietly giggled. “Maybe she should apologize.”

“Maybe she should,” Hannah said, “Are you sorry having a small ass, Jessie?”

I was blushing again, torn between feeling embarrassed and offended. After countless apologies for the size of my chest, I was now being told to do the same for something that was entirely out of my control. “I’m sorry,” I awkwardly said. Going along with this would have been bad enough while clothed and on my feet. Doing so while naked and over Hannah’s lap made it that much worse. Naturally, I was pressed to be more specific, at which point I clarified, “I’m sorry for having a small ass.”

“A pathetic ass,” Hannah corrected me.

“A pathetic ass,” I echoed. Then I was made to say the whole thing. “I’m sorry for having a pathetic ass.”

“About time,” Lillian said. She stepped back into the living room, twirling a hairbrush in her hand. Specifically, MY hairbrush. It was the one I had packed for the summer. “I was wondering when someone was going to say something about that. Honestly, she kind of deserves to be spanked just for that.”

“You’re right,” Hannah replied, “Guess I’ll have to give her double the spankings. For being a bad girl, and for her pathetic ass. What do you think, Virgin? Do you deserve double?”

No. Of course not. And yet, I nodded. “Yes, Ms. Hannah.” I still couldn’t believe she was about to use my own brush for this. And double of what? I hadn’t been given a number.

“That’s what I thought,” Hannah said. She gave me another pinch, then returned her attention to Willow. “Did you get a good picture?”

“Of course,” Willow said, “She looks great. For now.” I still hadn’t figured the redhead out. While Lillian was like Hannah in a lot of ways, mimicking her friend’s casually cruel tendencies, Willow alternated between her own mean streak and being more teasing and lighthearted about everything. It was embarrassing in its own way, when she treated so much of this like it was perfectly normal.

“Ready, Virgin?” Hannah asked. She took the hairbrush from Lillian, and didn’t give me much time to prepare myself beyond how I had been over her lap ever since Lillian had run her quick errand to the bedroom. Before I could consider if that was where all my belongings were being held–those that hadn’t been sold or destroyed–Hannah cracked the hairbrush down against my ass.

Again, I yelped, jolting a little bit as well. It was way different than being smacked with a hand; more painful, too. The back of the brush was rubber, thankfully. I couldn’t begin to imagine what this might be like if I had packed a wooden one for my stay. Even so, Hannah had more than enough leverage to make it hurt.

She struck my opposite cheek just as hard, before reminding me, “Hold. Still. Every time you squirm, the spank doesn’t count. Got it?” Like before, she gave me very little time to process her words. Going back to the first cheek, she slammed the brush down for what was technically still the ‘first’ hit, per the rules I was just now being told.

Somehow, I kept myself from physically reacting. That was HARD. They weren’t all going to be like that, were they? I was immediately snapped from my thoughts when she gave an equally harsh blow to the other side. Then the first again. Then the other. Again, and again, and again.

Hannah eventually found a rhythm that made things slightly less rough, though the relentless pace was awful in its own way. At first, I tried to keep track. Counting two at a time, and hoping it would give me some sense of how many she had in mind. It struck me at twenty that there was a good chance she wasn’t bothering to do so herself and, around thirty, I started to lose count.

It was just too much. A lot of my focus was purely on holding still, and I also didn’t want to make too many embarrassing sounds. The more my ass stung from the nonstop assault, the less I could manage. First, I stopped counting. Then, I allowed more cries and yelps and squeaks escape as I continued being struck by the hairbrush. Finally, when I was on the edge of tears, I couldn’t help but give a full body flinch when I saw her raise the brush out of the corner of my eye.

Instead of giving me a breather, or maybe calling it quits, I could tell that she was about to strike me as hard as she could. Rather than swing down with her arm, she stopped to yell at me. “Are you serious, Jessica?! You’re my fucking housekeeper. Your literal job is to follow my instructions, and I only gave you ONE. Can you tell me what that was?”

My voice caught in my throat. I knew that this was the first of many questions that wasn’t rhetorical, yet I was worried that I was going to end up crying if my voice cracked in my attempt to respond. I was already pretty close to tears with how my eyes were watering.

When I hesitated, failing to speak up right away, Hannah began whaling on my backside all over again.

I only lasted another ten or so before exclaiming, “I’m sorry! Holding still! My job is holding still!” A few tears finally escaped the corners of my eyes, and my voice sounded just as weak as I expected, “Hannah, please!”

The hairbrush cracked down on me again. “It’s ‘Ms. Hannah.’” Another hit. “You’re a bad girl, Jessica.” Another. “You deserve this.”

It wasn’t long before I was full-on crying. My buttocks must have been a deep shade of red by the time Hannah finally rested my brush on my stinging cheeks. “Are you going to behave from now on, Jessica?”

“Y-yes!” I hastily replied, face stained with tears and absolutely terrified that the furious girl would start a new round. Amidst the pain and humiliation, it was mostly lost on me that she reserved my full name for when I was in trouble. Ultimately, I preferred ‘Jess,’ which I hadn’t been called since less than an hour after my arrival.

“Yes, what?” she coldly asked, lifting the hairbrush ever so slightly.

“Yes, Ms- Ms. H-Hannah!” I cried.

In response, she delivered three swift strikes of the brush, all on the same side. “What are you doing?” she snapped, “Get the fuck off of me. And don’t you dare cover up. We’ve already seen everything there is to see.”

I didn’t need to be told twice. Scrambling off her lap, since standing up meant not being spanked any more, I only realized once I was on my feet that I had no idea where to stand or what to do next. Should I stay by the sofa? Return to Willow and Lillian?

“You got a decent ‘after’ pic, right?” Hannah asked, “I’m assuming you’ve been snapping shots this whole time.”

“Obviously,” Willow said, “I have plenty. I’ll go through them later and send you the best ones.”

“Good,” she said. Tossing my hairbrush onto the empty cushion next to her, she leaned back and asked her friends, “Which one of you wants to put my useless virgin to bed?”

Willow half-raised her hand. “I can! Let’s be honest; she wouldn’t survive Lillian.”

“Rude,” Lillian smirked, “Whatever. I’ll take some quality time with Hannah over her housekeeper any day. Should I make us a drink, or does Jessie need one more job before Willow takes her away?”

Hannah considered the idea for a moment, before deciding, “You can make us something. You’re a better bartender, anyway. Maybe you can teach her later. She can fetch bottles and cans, but her cocktails weren’t the best last time.”

“Sure,” Lillian shrugged, “But only if she’s naked for her lesson. Makes it easier to discipline her when she messes up.”

“Fine by me,” Hannah said, “Jessie? Apologize for your tits, your ass, and for being a bad girl today. Be specific, or you’re going right back over my lap.”

That was- I wasn’t exactly in a state for critical thinking, or for speaking. But I’d do anything to avoid another spanking. “I’m, um- I’m sorry for . . . my boobs being too big,” I muttered. Before now, I had only needed to say ‘for my boobs.’ The next part was more straightforward, when I had already been prompted before Hannah got into the spanking. “I’m sorry for my- for my pathetic ass.” I was supposed to be Hannah’s babysitter. Yet I was about to talk about how I was a ‘bad girl.’ It took me a second to remember what I had actually been punished for. “I’m s-sorry for- umm, for wasting my money . . . on a lesbian massage. And . . . for wetting myself in the lobby.” Those were mostly phrases from Willow and Lillian’s retelling of the tail end of our outing. The last part was particularly embarrassing, when having an ‘accident’ in the middle of a public room sounded worse than doing so in the privacy of Hannah’s house.

Hannah just stared at me. Deliberating over whether that was good enough for her impossible standards. After a long ten seconds or two, she said, “It’s a decent start. I’m sure you’ll do better next time.” Then she turned to Willow, “You can take her. But don’t let her out of your sight; I trust her even less than I did before.”

“This way, Jessie.” Without missing a beat, Willow gracefully swiveled on her heel and walked away.

It took me a moment to register that we were done just like that. Willow had already turned the corner, leaving me to scurry after her. Rushing around the house and doing chores for Hannah and the girls while naked was rough enough where my breasts were concerned; without a bra, there were a lot of movements that were uncomfortable. Now I also had to contend with my stinging backside, which I could feel throbbing with every single step.

Willow led me upstairs, where she took me into the bathroom in which I had taken a shower with Hannah. The door was wide open, compared to when most of the rooms had been locked that first night. Although that kind of made sense; now, I knew not to cross Hannah, plus the cameras around the house meant that I couldn’t break any of my rules whether I had ‘supervision’ or not.

“I was going to give you a bath,” Willow said, “But I think the hot water might be too much for that little ass of yours right now. Here, take a look.” She gently gripped my wrist and guided me to the sink, where she had me face away from the mirror and look over my shoulder to examine the damage. “See?”

Oh, my God. My ass was DARK red. In a way, it matched my body that was unevenly burned from the combination of the tanning bed and my time spent in the summer sun without any protection. While I was rather fair skinned, my private areas were a bit more pale; that made my reddened buttocks particularly crimson in the aftermath of the spanking. There was a good chance I was going to bruise down there within a few hours, too.

“Cute, right?” she giggled, “Okay, I’ll be right back. Don’t move, Virgin.” Willow left me alone in the bathroom to continue assessing the aftermath of Hannah’s assault.

As I continued looking at the mortifying shade that wasn’t going to lighten any time soon, the lingering soreness/stinging felt more pronounced. I could only imagine what sitting down was going to be like for the next day or two.

Willow was back within a minute or two. She came back with my toothbrush in hand; there was already toothpaste on the bristles. “Why don’t I help you get ready for bed?” she said, “You’ve had a long day.” She had me face the sink the way I’d normally stand for this part of my evening ritual, yet didn’t hand me the brush. Instead, she put the head under the faucet for a few seconds and then brought it up to my mouth. “Open, Virgin.”

Something mundane as brushing my teeth (or having them brushed for me, apparently) still felt somewhat sexualized when Willow so casually paired those two words together. But I did as I was told, feeling like a child as the redhead stuck the brush in my mouth and started scrubbing.

It was patronizing, obviously, and also not as smooth when it was someone else’s hand instead of my own. Willow was being gentle enough, which proved her point about being the better choice for this compared to Lillian. Even so, it got to the point where I was frothing and drooling a little bit before she noticed that I needed to spit.

When she finally did see that my mouth was full, she just let out another soft laugh and stepped aside so I could use the sink. “Bedtime, Jessie. You can sleep in my room tonight. Hannah deserves a break from her little housekeeper, don’t you think?”

I wasn’t going to complain. Willow was devious in her own way, though she wasn’t nearly as harsh as Hannah. Following her to the bedroom, I was surprised when I saw that she had laid out pajamas for me on the bed. A matching silk set; pink shorts and a loose top. They looked way more comfortable than anything else I had been given to wear over the last few days. No underwear, but anything was better than being fully exposed.

Flushing as I bent over to put the shorts on, as well as how my breasts shifted with WIllow right there when I pulled on the top, I was further surprised with how both pieces actually fit my body. For once.

“Cute,” Willow commented, after looking me up and down, “Ready for bed?”

“Yes, Ms. Willow,” I hesitantly said. Until I was told otherwise, it was safe to assume that all three of them wanted to be addressed properly. They were in charge; I was the housekeeper who waited on them hand and foot.

“Don’t just say it,” she replied, “Give me a kiss goodnight. On the lips.”

Chapter 37

I froze.

There had been a lot of inappropriate contact over the last few days, and I had absolutely nothing to hide where my body was concerned, but I hadn’t actually done anything intimate with any of the girls. Not even a kiss. They had simply teased me about being a lesbian, commented on how my lips weren’t very kissable, and one of them had lied about how I tried to make a move while the others weren’t looking.

Considering my actual sexuality, it felt like a terrible idea to breathe life into the one being thrust upon me. At the same time, I had learned again and again that it was a terrible idea to cross Hannah or her friends. This was Willow being calm and gentle. If I hesitated, or refused to go along with the casual directive, there was a good chance I’d regret avoiding a simple kiss when the alternative could be so much worse.

With that in mind, I tentatively stepped forward. Was I really about to do this? Apparently so. Blushing bright red, I leaned in and brushed my lips against Willow’s for half a second. “Good night,” I mumbled, absolutely mortified. Though Hannah and her friends were eighteen, it still felt wrong doing something like that when I was supposed to be there as her babysitter.

Willow sighed. I could literally feel her breath from the disappointed response due to our close proximity. She took my chin, waiting until I met her eyes, and said, “Now I’m going to give you a goodnight kiss. Then I want you to thank me for the fun day out. Okay?” That’s all the warning I got. With the grip on my chin, she pulled me in while leaning forward herself. Parting my lips with her own, she gently locked us together for a lingering kiss. Then another. After the second, she slipped her tongue into my mouth, flicking it against mine before retreating and rounding things off with one last deep peck. “Good night, Virgin,” she murmured against my lips.

For a moment, I forgot about what I was supposed to say next. I still didn’t like girls; a kiss wasn’t going to change that. And yet, I was still thrown by doing that with Willow. “Umm, thank you . . . for the fun day.” For selling my car. And my laptop. Then spending my money on an expensive lunch and an even more expensive massage.

“What are you doing, Jessie?” she asked, “It’s time for bed. Go lie down.”

Oh. Right. As usual, I was a step behind when it came to pretty much anything the younger girls threw at me. Even when Willow was bossing me around more nonchalantly, she managed to subtly make it sound like it was my fault for not reading her mind.

Doing as I was told, I walked over to the bed, half expecting the rug to be ripped out from under me at the last second. This was the first time I had slept in a bed since my arrival. Wearing pajamas was another first, regardless of the fact that they weren’t mine. Was I going to get to experience the comfort of the mattress, only to lose it moments later? That seemed on brand for the cruel trio.

It really had gotten to the point where I anticipated the worst, which made it all the more confusing when Willow continually took things in the opposite direction. She brought over a glass of warm milk that had been sitting out of sight before, unless I had just been too overwhelmed with everything else to notice it.

Normally, brushing my teeth meant that I was done eating and drinking for the day. I had been so thoroughly starved, however, that I cared a lot more about the calories and nutrients in the glass than I did about a single night of brushing properly. Warm milk was a new experience for me; that hadn’t been part of my childhood, yet it still succeeded in making me feel like a child as Willow stood there and waited for me to finish drinking it so she could take the glass away.

Once I was done, she instructed me to lie down fully, and rounded out the patronizing evening ritual by tucking me in. The whole experience was a little bit unnerving, when I had mostly seen the other side of her. And I still kept waiting for the other shoe to drop.

Willow’s style was different from Lillian’s, but they both managed to keep me guessing every step of the way. As soon as I was settled in the bed, she tucked a few of my brunette locks behind my ear and gave my forehead a peck. “Good night, Virgin. Try and get some sleep, okay? You have another big day tomorrow.”

With that, she walked away, pausing at the door to blow me a kiss. Then she switched the lights off and closed the door. Just when I thought I could let out a sigh of relief, I could hear the distinct sound of a lock being turned.

Unlike Hannah’s room, I doubted this one had an attached bathroom. Not that I had to go. Aside from the glass of milk, I hadn’t really had anything to drink since wetting myself at the massage parlor. Still, the last few nights made me nervous about it, especially now that I knew about Hannah having cameras both inside and outside. For all I knew, she was keeping tabs on me here as well.

Alone in the dark, all I had for company was the occasional rumble of my stomach. The glass of milk was the first thing in my system since the scraps I had been given at lunch, which only made me more aware of the consistent hunger that kept me vulnerable on top of everything else Hannah and her friends threw at me. Not that there was anything to do about it now.

Even in her absence, Willow was still on my mind. There was no way she was interested in me like that, despite how she acted so differently when Hannah wasn’t around. This was just another game, and I didn’t need yet another distraction on top of everything else.

What was my goal? It was impossible to focus on anything but the present, when I had to constantly be obedient for the sake of avoiding punishments. Somehow both Hannah’s maid and the humiliated plaything for her and her friends. I had completely lost track since things had spun out so quickly and badly over my first day as her ‘housekeeper.’

Scattered as my thoughts were, not to mention the embarrassment as I relived countless moments in the solitude of the bedroom, I didn’t end up tossing and turning for long. It had been an absolutely exhausting day, complete with all kinds of mortifying experiences. And, for the first time since my arrival, I was actually in a bed. The mattress was softer than anything I had ever slept on, and I quickly found myself drifting off.

Before I knew it, I was completely out.

What felt like seconds later, it was time to start that ‘big day’ Willow mentioned.

Waking up came with a number of unexpected discoveries that instantly shocked me out of my slumber. For starters, I wasn’t alone in the bed like when I had been tucked in. All three girls were sleeping with me. Also, I was naked. I don’t know which was more shocking–that I had been stripped overnight, or that I had completely slept through it.

On top of that, they were nude as well. That’s what it felt like, anyway. My body was slightly pressed against Hannah’s, and shifting the other way would cause a similar feeling with Lillian. The king bed was big, but four girls sharing a mattress still made things somewhat cramped.

They were all fast asleep. Considering their party girl habits of drinking and staying up late, they’d probably be sleeping in for a while. Meanwhile, there was no way I’d be able to get back to sleep. I decided to get up and make breakfast in bed for them like I had been tasked to do the previous morning, in an attempt to subvert whatever cruel and humiliating ideas they had in store for me.

Slowly and carefully, I wriggled my way out from under the covers without waking them. All the while, I was nervous about accidentally jostling someone, as it was impossible to move without unintentionally rubbing my sweaty body against their own. Though the AC was still running, four girls under a comforter and a blanket or two must have added up over the course of the night.

Every time it seemed like one of them might stir in response to my small disruptions of their slumber, I froze, waiting until I was sure there was nothing but stillness and soft breathing before resuming my efforts. Finally, after what felt like ten minutes of stress, I was able to climb out of bed. I could only imagine how mad Hannah would be if I accidentally woke her up from her beauty sleep.

It wasn’t until I was standing in the middle of the guest room without a stitch of clothing on that I remembered how Willow locked the door after putting me to bed. Thankfully, they must have decided to leave it unlocked in case someone needed to get up in the middle of the night. I was able to slip out of the room and into the hall, keenly aware that I was providing Hannah more footage of me walking through her house naked. It made me want to cover up even though I was technically alone, except that could potentially be seen as being indirectly disobedient. I had been told multiple times to keep my arms down when fully exposed.

I still wasn’t comfortable being naked in public spaces. Multiple days of this hadn’t numbed me to the experience, or made me less self conscious about doing something like making breakfast in such an indecent state. Even so, I persevered. Grabbing what I needed from the fridge and the pantry, I started putting together a meal for all three girls. As usual, my bare breasts were particularly noticeable without the support of a bra.

Similar to the last time I cooked for Hannah and her friends, I was constantly tempted to take a bite or two along the way. Once the kitchen started smelling like meat and seasoning, my stomach was growling in need and I was practically salivating. Pushing my hunger aside, finding it slightly easier to do so now that it had been multiple days of being so restricted where my diet was concerned, I put everything on three trays so I could deliver a complete meal to each of them.

By the time I returned to the guest room, all three of the girls were awake. They were sitting up in bed with the covers only as high as their waists, chatting amongst themselves as if hanging out topless was the most normal thing in the world. Meanwhile, I immediately blushed, averting my gaze after getting an unexpected eyeful of their bare chests.

I gave Hannah the first tray; as her ‘housekeeper,’ she was always the priority. She didn’t bother thanking me for making breakfast. Instead, she started the morning by chastising me. “Seriously? Are you drooling right now? God, you’re such a virgin. Stop staring at my tits, Jessie.”

No, it wasn’t like that! Without my glasses, I could only see her bare form so well, and I had made a point not to look once I realized that she and the others were still fully undressed. As for her comment, I must have been more affected by the food than I realized, now that it was right underneath my nose. Even so, I definitely wasn’t drooling. She was exaggerating, yet Willow and Lillian took her side, reminding me that I was there to serve, not to stare.

“Sorry,” I mumbled, not even trying to defend myself. Flushing more deeply at the way they giggled in response to my natural submission, as I had fallen noticeably far from their first interaction with me, I scurried off to get the other two trays.

Each tray required a separate trip, meaning my own boobs were basically right in each girl’s face as I delivered her breakfast, only for my backside to be on display as I left the room. I had never wanted clothes more badly; the combination of my nudity and their nudity was more overwhelming than just the former.

As soon as all three girls had breakfast, Hannah held up a list of chores. “No breaks until all of these are done, Virgin,” she said. She also handed me my glasses. Perhaps that was my meager reward for taking the initiative on breakfast. That, or she liked the image of me only wearing the unattractive glasses. Either way, I couldn’t complain; my contacts were no longer an option, and I always got a bad headache whenever Hannah withheld the alternative for an extended period of time.

Then Lillian tossed me a piece of dry toast. Something to keep me going and, if I had to guess, a gesture that made it so I couldn’t accuse them of starving me. Other than the rare meal they allowed me to join them for, I had only been given scraps.

I started working my way down the list. It wasn’t long before I started to feel a little weak. Not even a full night’s rest was enough to offset the physical and emotional exhaustion from being Hannah’s obedient servant. There were also a number of chores that required going outside, which made me sweat from the summer heat while being nervous about burning more than the dark pink I already had everywhere. Even my normally pale breasts had the embarrassing hue, thanks to how Hannah had told me to fully strip for the tanning bed the other day.

As much as I wanted to hydrate along the way, I was starting to feel the urge to go to the bathroom. I didn’t understand how that was possible, since I hadn’t had anything to drink all day. Then again, I usually relieved myself upon getting out of bed. It didn’t really matter why. Every sip would only threaten another accident, plus I wasn’t sure if I was allowed to pour myself a glass of anything without permission.

It took me hours to finish everything on the list. The girls still hadn’t appeared by the time I finished, which Hannah had prepared for. Her note instructed me to sit at the bottom of the stairs and wait for them if they weren’t ready for the day yet.

The hard wood wasn’t particularly comfortable on my bare ass, and I felt somewhat child-like as I sat there with nothing to do, just because I had been told to. Now that I wasn’t moving about, my glistening body caused me to shiver in the cool hallway. I hugged myself into a ball for warmth, my hunger and need to relieve myself growing with every passing minute.

Maybe an hour later, around lunchtime, the three girls finally emerged. The good news was, they were actually clothed. The bad news was, they looked absolutely beautiful. All of them were wearing summer dresses, and had clearly spent the whole morning showering, doing their hair and make-up, and figuring out the perfect outfit/accessory combos. By contrast, I felt so unattractive as I awkwardly sat there naked, freezing, and desperately needing a shower.

Without saying a word to me, Hannah tossed me some clothes as she and the others strutted past me. I could tell right away that it was a workout kit that had definitely been worn recently. The mismatched tee and shorts were slightly damp, and smelled of a girl who had done some serious cardio in them.

She wanted me to wear her used clothes? That was- I didn’t have any time to process the choice that wasn’t really a choice, since the young trio was heading out the door and presumably expecting me to follow. It was either this, or leave the house naked.

Scrambling into motion, I hastily put on the shorts first, taking a few steps forward as I did so in an attempt to keep up while also getting dressed. Once that was done, I could do the rest while rushing towards the front door. I cringed at how Hannah’s bra felt on my body. Similar to the skimpy maid outfit, it crushed my breasts due to our differences in bust size; also, it was totally soaked with her sweat. After putting on the tank top, I found that the outfit was just as ill-fitting as the few ensembles I had been allowed to wear–too small in the chest, and too loose around my waist.

I didn’t have much time to worry about the gross clothes when I was catching up to the girls as quickly as I could. My assumption was that I’d be stuck in the back seat with Willow or Lillian, depending on which girl made more sense for whatever I had in mind. I was dead wrong.

Hannah popped the trunk, gesturing towards the empty space back there. “Get in, Jessie. Come on, we don’t have all day.”

“You better not make us late,” Lillian added.

What? The trunk? I couldn’t-

“Now, Virgin,” Hannah snapped, “Don’t make me count to three.”

It was shameful how effective such a threat was, particularly after my extended time sitting at the base of the stairs like a troublesome child waiting to be lectured.

Reluctantly obeying, I climbed into the trunk of the car that had been baking in the sun all morning. Lillian stepped forward and stuffed me into the cramped quarters, giving me a ‘friendly’ wave before slamming the trunk closed.

For a moment, I could faintly hear muffled giggles. Then they were getting in the car and turning it on, heading out to another destination I was completely in the dark about.

Chapter 38

I had no idea how long the drive was going to be.

Based on our previous outings, it would probably be at least twenty minutes. Hannah’s estate was such a secluded property, and it always took some time just to reach the edge of the city.

Once again, she and her friends had found a way to make things worse for me. Now that I was stuffed into the boiling trunk of her car, I found myself wishing I could be naked in the back seat like I had been before. The smell of Hannah’s stale sweat was already a bit overwhelming in the confined space, and it wasn’t long before I started perspiring myself as I remained uncomfortably curled up in the tiny trunk. While the girls almost certainly had the AC running, none of it reached me.

The bumpy country roads caused me to jerk and bounce along the way, and I couldn’t seem to find a good position. Hannah’s athletic shoes were way too small on me, but after being barefoot for so long, I grimaced and put up with it. I highly doubted they had brought anything else for me to wear, and the gross gym clothes were better than being naked. Not exactly a high bar.

By the time the car stopped moving and Hannah cut the engine, I was a total mess. Sore all over, literally dripping with sweat, and feeling even more self conscious about myself as Hannah opened the trunk and I once again saw the three of them looking stunning in their dresses.

They all giggled at the sight of me, and Hannah was quick to snap from amusement to her more harsh demeanor. “Get out, Jessie. We have places to be. Unless you want to stay in there?”

Definitely not! I scrambled out of the cramped space, at which point Hannah swiveled on her heel and walked away, telling me to close the trunk and follow.

We were at the absolute worst place for a girl who looked like I did. It looked like some kind of open-air, upper class party for the super wealthy. Even in my nicest clothes, I would have felt underdressed. Was I going to be allowed in? If I was, I was going to immediately stick out to anyone who glanced my way.

As Hannah flashed her ID, I felt beyond humiliated as the young man at the main entrance gave me a skeptical look.

“Don’t worry about her,” Hannah said. She handed him a crisp $100 bill to smooth things over, “I’ll keep her out of sight until later. She’s one of the charity girls.”

What did that mean? Before I could ask, not that I would speak up without permission at this point, Hannah’s friends were ushering me through the canopy and off to some side area that barely had any visibility to the main area of the party where the well dressed guests were all socializing and enjoying drinks and appetizers that probably eclipsed my total annual grocery expenses.

The moment it was just the four of us, Hannah crossed her arms and said, “Not a single word, Virgin. Not unless you want to go right back into the trunk. Naked this time.”

It was an effective threat. I was still recovering from the extended period of being curled up back there, and I had just been given something to wear. Gross as Hannah’s workout clothes were, they were better than being exposed all over again.

Once she could see that I didn’t plan on speaking, Hannah ushered me down the secluded path we were on. As we walked, Lillian asked me if I was excited about wearing something with Hannah’s scent. Luckily, I wasn’t allowed to speak, as I had no clue what to say in response to something like that. I wasn’t actually a lesbian, nor did I have a crush on Hannah; a girl’s sweat was hardly sexy, either.

The cool breeze was a constant reminder that I was going commando, and Hannah’s shorts were a bit loose on my body. Then there was the tank top, that was almost as tight as the bra; my chest was uncomfortably constricted, and my stomach was fully on display. I’d never wear an outfit like this under normal circumstances, and that was before getting into how the athletic clothes were thoroughly used.

For a few minutes, we just stood around in the spot where Hannah had chosen for us. Then another girl around their age arrived, wearing a black cocktail dress. I was immediately more self conscious than before, and nervous about yet another rich brat seeing me like this. Was this one of the girls from that first night? I had been too overwhelmed by everything then to really memorize all of the names and faces.

“Hmm, this is your girl?” she asked, “She’s not very presentable.”

“She had a charity race before this,” Hannah said, “Not my fault she needs all the help she can get.”

The new girl looked me up and down, then sighed, “Fine. We just won’t do a close-up. You’re on in about ten minutes.”

They chatted for another minute or so, while I was left wondering what was going on. Their girl for what? It sounded like I was going to be involved in some kind of charity/fundraiser, somehow. I was still clueless as to where we were or what this event was, and Hannah’s friends didn’t feel the need to fill me in as I awkwardly remained mute per her instructions.

Once the girl who was maybe the host roamed off to talk with another guest in the main area of the party, Hannah said, “Wait right here, Jessie. Lillian will watch you.” Then she took Willow’s hand and took her to socialize around the corner.

Lillian’s version of watching me was simply pulling out her phone and scrolling on whatever app she pulled up. She knew that I wasn’t going anywhere or going to do anything when dressed so poorly and relying on them for a ride home. Without my phone or wallet, I was stuck wherever they took me. And, based on the security guy’s attitude, there was a good chance I’d get kicked out of the upscale party if I strayed too far.

Eventually, Willow returned. “We’re ready for you, Jessica,” she said, “This way.” Not waiting to see whether or not I was following, as Lillian was right there to serve as back-up, she led me further towards the large building in the distance.

As we approached, and I could finally see a little better after mostly being behind bushes and structures that served to separate us from the party, I found myself face to face with a large stage that was clearly the main focus of those that were gathered.

Hannah was up there, standing back as the girl in the black dress from before was speaking into a microphone. “Alright, Hannah’s up next!” she said, pausing for a short cheer from the crowd. The casually cruel blonde was quite the popular girl, apparently beyond how many guests she had at her little pool party.

“Go on, Jessie!” Lillian snapped. Out of nowhere, she started rushing me forward towards the stairs on the side of the stage, “You’re up.”

“But-” I started to say, only for Willow to shush me.

“Hurry, Virgin!” she exclaimed, “You don’t want Hannah to look bad, do you?”

Between the two of them, they ushered me to the steps and demanded that I head up to join whatever this was.

Before I knew it, I was up on the stage, tentatively walking towards Hannah. I had been given no instructions or information whatsoever, and it felt like literally everyone was staring at me.

[BREAK]

As I approached the middle of the stage, Hannah took the microphone from the girl and gave the crowd a smile. “My charity girl is named Jessica, but she usually goes by ‘Jessie.’ She’s a year or two into college, and is in desperate need of financial support.”

At some point, I froze. For a lot of reasons. Not only was I super underdressed compared to all the rich guests in their suits and dresses, but I also hadn’t been told where to go or where to stand. Not specifically, anyway. And I wasn’t expecting Hannah to use my real name when introducing me to everyone.

The girl sharing the stage with Hannah came over to me when I looked somewhat aimless and unsure. “Stand here,” she muttered, “There’s literally an X on the ground.”

Oh. In a more calm state, I could have figured that out.

Once I was where I was supposed to be, she told me to stay there and not move an inch until Hannah’s presentation was done. She had to have been one of the girls at that party, or gathering, or whatever it was. Unless she was just that blunt to every ‘charity girl’ at the event.

Hannah continued, “Jessie is doing literally everything she can to pay for college. She gave up her whole summer to be my maid. Even after selling her car and most of her other possessions, she’s still super broke. Just this morning, she ran in a charity race, but was too out of shape to make it to the finish line. Poor girl can barely afford groceries; if I didn’t feed her, I don’t know what she’d do.”

I was appalled at how she was blending the truth and the lies. Yes, I took the lucrative housekeeping job. Financial aid only got me so far, and I was going to have to deal with student loans upon graduating. But I wasn’t broke to the point of needing handouts from a bunch of rich brats. Well, not originally. After all the damage Hannah had done with my wallet, I had no idea what my accounts looked like.

As I glanced around at my surroundings, as there wasn’t much else to do while I was simply standing there as a visual to Hannah’s claims about me needing charity, I let out a small gasp when I caught a glimpse of one of the screens off to the side. Per the conversation from earlier that made more sense now that I knew what was happening, there were cameras trained on me that kept a safe distance to avoid showing just how bad I looked at the moment.

It wasn’t the screens that were the problem, as those were presumably for those that were farther away from the stage. My shock was about how my name was projected as well. My FULL name.

With how many phones were out down there, I had to imagine I was being mentioned on any number of social media platforms. What if someone I knew saw this?! Despite what Hannah put me through when it was just her and a handful of her equally mean friends, she was currently presenting my summer’s existence in a more realistic and digestible way. Anyone who saw this or heard about it would absolutely believe it. A college girl doing whatever it takes to pay for her education, spun in a way that made me look a lot more poor and desperate than I actually was.

“I also just learned that Jessie is still a virgin,” Hannah informed the crowd, “Not that there’s any shame in that. But if she wasn’t so busy scrounging for cash, maybe she would have time for a relationship next semester. If there is a next semester.”

My lips parted in both surprise and offense. It wasn’t necessarily a secret that I was a virgin, but that didn’t mean I wanted it announced to dozens of strangers! Or posted on the internet.

At least Hannah didn’t mention the ‘lesbian’ part. I doubt it was because she decided to be nice on that front. More like she could only say so much publicly while pretending like this was all for my benefit. Or maybe because she expected this to be seen by any number of people that actually knew me, and didn’t want to raise too many eyebrows.

Either way, I was thoroughly blushing by the time Hannah was finished with her description of me. There was also no shade on the stage, meaning I could feel myself perspiring slightly on top of the sweat I was already dealing with between Hannah’s exercise in the clothes and my hot ride in the trunk.

In her closing remarks, Hannah told everyone how they could donate to ‘poor Jessie.’ Essentially, they would be sending her money, either through an app or the page she had linked for the fundraiser. Knowing her, I wouldn’t be seeing a penny of the proceeds.

Well, I would. Technically. Once we were off the stage, Hannah told me that I would be receiving the funds in the form of anything and everything I needed for the rest of the summer. Food. Clothes. Transportation. Cleaning Supplies. “Like today. Now you can pay me for the ride here, and for the ride back to the house.”

That sounded less like some legal loophole, and more like an immature way for Hannah to essentially pay herself for all the things her parents said would be provided for me to begin with. Room and board was part of the agreement and, until recently, I had a car to get me anywhere I needed to go during the extended stay.

“I don’t think she needs anything else to eat,” Lillian teased. She gave my abdomen a sharp poke, as the bare skin was visible from the tight tank top on me.

The stimulation caused my stomach to rumble and groan slightly, literally proving that it was the opposite of what she was suggesting. I had barely been given anything to eat, beyond the bare minimum. Less than that, really. The only reason I was bloated was because I hadn’t used the bathroom all morning.

“Time to go, Virgin,” Hannah said, “Back to the car. Where’s Willow?”

“Being a social butterfly,” Lillian replied, “Should I go find her?”

“Just send her a text. She can always order a ride if she needs to.”

With that, I was taken back towards the entrance to the party. I had mixed feelings about leaving, of course. I wasn’t particularly comfortable at an event where I stood out like a sore thumb, especially now that anyone who spotted me was bound to take a picture and add to whatever was happening on social media at my expense. At the same time, I wasn’t eager for another drive if I’d be right back to the cramped trunk.

Sure enough, that was where I was expected to go. “Whenever you’re ready, Jessie,” Hannah said, already sounding impatient, “You don’t need the bathroom, do you?”

Well . . . I kind of did. After not going all morning, and the latest jabs to my stomach, I didn’t feel the most confident about my bladder.

Easily reading the look on my face, Hannah said, “Hold it. You can use the toilet when we get home, I promise. Now, get in.”

It was the first time she had actually offered since banning me from the bathrooms for a reason that didn’t make any sense. And the journey was only so far; as long as I could hold until we made it back to the house, maybe we could do away with the mortifying and completely unfair rule.

Part 39

The trunk was just as uncomfortable the second time around. More so, now that I had to use the toilet and had nothing but my thoughts for my company in the hot, cramped darkness. I was still mentally reeling from everything Hannah had said about me on stage, while I stood there looking awkward and bewildered on stage.

Maybe I was ‘poor’ compared to Hannah, her rich friends, and all the attendees at whatever that fundraiser was, but I wasn’t actually poor. I was solidly lower-middle class. Which probably didn’t mean much to her when she had money to burn and I was pinching pennies. The most frustrating part of her presentation was how it was laced with truth. I had given up my summer. I was trying to pay for college, and all the expenses that came with it. And until her parents paid me, I was currently more broke than when I had started.

Well, maybe not. The state of my finances were so confusing. If I wasn’t able to undo the purchases she had made on my credit card, the real question was whether or not selling my possessions would make up for that debt. Wait, no. Even if I could pay off all of that, I’d still have to get a new car.

And she announced to a crowd full of people that I was a virgin?! That was so personal!

My worried thoughts and physical discomfort were interrupted when I felt the car come to a real stop. Every stop sign and red light had given me false hope thus far, until I heard the vehicle actually turn off. The car doors were opening as well, which I assumed meant that I’d let out of the trunk shortly.

Or not. I heard the girls’ muffled voices for a few seconds, and then they began to fade. Were they going inside without me?! I shouldn’t have been surprised, with how casually cruel Hannah could be. Except it was summer. I was already drenched in sweat from yet another ride in the boiling trunk, and wasn’t it unsafe to be in the car like that? The specifics were eluding me, probably because it had become difficult to think at my usual college level when I was constantly flustered and exhausted.

Aside from trying to count the seconds, I had no way to keep track of the time. After what felt like a minute or two, I attempted to open the trunk. The angle was difficult with how I had been stuffed into the back of the car, and I was fairly confident that there wasn’t a button or handle or anything to engage the door from the inside. Why would there be? The trunk was for things, not people.

I forced myself to take a breath. Panicking wouldn’t help anything, and surely someone would let me out after making me sweat for a bit, literally and figuratively.

Eventually, I could faintly hear their voices again. Instead of opening the trunk, however, they simply got back in the car and started driving again.

We had made a stop? Since Hannah had driven straight to that event from her house, I had assumed we were driving straight back. Maybe she and Lillian were killing time until they heard back from Willow, or simply running errands now because that had always been the plan. Either way, no one had warned me! I still had to pee, not to mention the persistent discomfort of everything else.

As I would soon find out, it wasn’t just going to be the one stop. Hannah apparently decided that this outing was the best time to collect packages, grab takeout for later, and stop by a friend’s place for a quick chat while they were in the neighborhood. All the while, I continued to squirm in the trunk, desperately fighting the urge to relieve myself.

Obviously, this had been on purpose. She had promised me the toilet if I could make it until we were back at her place. And proceeded to keep me in the trunk for way longer than I had anticipated.

Eventually, I couldn’t take it any more. After a particularly sharp bump from whatever she drove over, my control slipped. The single squirt made holding back the rest ten times worse, and I was only able to hold it for another minute or two before the dam burst entirely.

As usual, waiting until I desperately had to go meant that I totally soaked myself. Or, in this case, soaked the trunk. By the time I was done, I could feel how I was now curled up in my own mess, with the smell of piss mingling with the sweat I had already been dealing with. It caused me to gag a couple times; honestly, it was a miracle I didn’t throw up while acclimating to the new state of the confined space.

Painful as it would have been for us to arrive shortly after my accident, knowing that I was so close to making it, I still would have preferred that simply for the fresh air and the ability to clean myself up. Instead, I was stuck back there for another two hours between Hannah’s driving and the time she spent at some of the stops she made.

When we finally arrived back at her house, I didn’t realize it at first. For all I knew, this was yet another stop on the longest and most disgusting ride ever. But then, Hannah was popping the trunk, immediately wincing and crinkling her nose. Not that I could see her that well when the mid-afternoon sun blinded me at first after being stuck in the darkness for so long.

“You’re so predictable,” she scoffed. Rather than sounding judgmental, she merely took a step back to get some of that air I had been craving and turned to Lillian, “This is why she lost her bathroom privileges. It’s just not worth the effort, when she’s going to piss herself anyway.”

Embarrassingly enough, I hadn’t moved yet. As badly as I wanted to get up, I had been conditioned to wait for permission for basically anything. Not that I could ever win, since not doing something that was theoretically obvious could just as easily get me in trouble.

“Why aren’t you moving, Jessica?” Hannah asked, “You’ve had enough of a break. It’s time to stop lying around and doing nothing. Come on, get up. And strip. Right now.”

I didn’t need to be told twice. Hastily climbing out of the trunk, being careful not to touch any of the mess that I made, I only hesitated slightly before I started getting undressed. As much as I hated being exposed, even if I knew that Hannah and Lillian had seen me naked countless times, this time was more manageable because of how the workout shorts were just as soaked as the back of the car itself.

Starting with my bottoms, obviously, I worked quickly yet as carefully as I could. Then I pulled off the tank top and sports bra, relieved my breasts were no longer crushed while blushing at how I could feel the sun and the breeze on them.

“What are you waiting for, Jessie?” Hannah snapped, “Use those as rags. Cleaning supplies are in the garage. When you’re done, walk around to the back yard; I don’t want you in the house until you deal with all of this.” She made another face, vaguely gesturing to my nude body.

She and Lillian grabbed a few things from the back seat, all of which looked to be from their multi-stop trip back to the house, and headed towards the house without sparing me another glance.

I worked as quickly as I could, my body already rather pink from the tanning bed that had left me with a bit of an unattractive burn. As much as I wanted to say something to Hannah about how it was her fault I didn’t make it to the bathroom, I had learned countless times that biting my tongue was better than making things worse for myself by trying to speak up.

That, and it would be difficult to defend such a blatant accident. Wet shorts, wet trunk. Though they had caused it to happen, there was no getting away from such a visual.

Leaving the trunk open for it to dry and putting the cleaning supplies back where they belonged, I headed towards the pool in the back with the ‘rags’ in my hand. I wasn’t sure what else to do, when leaving them anywhere would potentially be frowned upon.

“About time,” Hannah said, as soon as I came into view. She pointed towards the outdoor shower. “Get cleaned up. Leave the door open so we know you’re not misbehaving in there. I know how you can get around pretty girls.”

But- I wasn’t a lesbian! Blushing as I walked over, expecting cold water from how Hannah got the shower started after giving me her directives, I was instead met with a wave of heat as I stepped in.

After my boiling ride in the trunk, I would have actually embraced the cold. Instead, Hannah had reversed what kinds of temperatures I was dealing with today. Instead of freezing AC in the bedroom and in the car, I was being kept way too hot between the trunk, the shower, and the summer sun.

I was given exactly two minutes to bathe myself and rinse off. There was only so much of the boiling water I could tolerate, anyway, and going faster also meant that I would possibly be allowed to get dressed afterwards.

Hastily running my hands all over my body after coating them with soap, spending extra time on my lower half to clean myself of the urine, I braced myself for one of them to say something about me ‘touching myself’ when that was the reason Hannah gave for not trusting me with any kind of privacy.

Instead, they stayed silent. That was just as bad, when I could practically feel their impatience and judgment as they watched.

For once, I was actually given clothes right away instead of having to stay nude and keep my hands down despite the constant impulse to cover up. Hannah threw a matching set of athletic clothes at my feet, that didn’t seem to be used like the last workout outfit she had given me to wear. They’d still end up being damp, since I wasn’t given a towel or anything else to dry off with.

Not wanting to risk the chance I had been given to have some modesty, I immediately started getting dressed. Though the lycra shorts and t-shirt were clean, they were definitely Hannah’s. The shorts fit somewhat, but weren’t great without underwear. The top was as bad as most of what I had been given to wear since Hannah took charge; it tightly hugged my chest, both crushing my breasts and blatantly showing off my form down to how my nipples were clearly visible.

“What do you think?” Hannah asked Lillian.

“Barefoot might be rough,” she said.

Hannah gave me another once-over, then shrugged. “I guess. I’ll find her something. Is Willow almost here?”

“Mm hmm,” Lillian nodded.

I was told to stay put.

They went inside, to the kitchen that was no doubt air conditioned and a lot more comfortable than how I was left standing on the hot concrete. It sounded like I’d be given something for my feet, yet I hadn’t been told anything about why I’d need footwear. Were we going somewhere else? Probably, if they felt the need to let me wear clothes.

Maybe twenty minutes later, all three girls stepped outside. Instead of being all dolled up, like they were before, all of them were wearing athletic outfits of their own. Hannah was showing the most skin, with a sports bra and short shorts, though the others wore rather skimpy combinations themselves.

Willow was rolling a cooler behind her, and Lillian held a pair of sandals that were meant for me. Who else? They were all wearing sneakers, which made more sense for the kind of clothes they had on.

“That’s for you,” Hannah said. She gestured to the cooler. Now that I was able to take a better look, I could see that it doubled as a backpack. “Be a good servant and give us a fresh drink when we need one. And take care of our empties, obviously.”

Without another word, she and the others walked past me and into the yard.

I quickly slipped my feet into the sandals and picked up the cooler . . . tried to pick up the cooler. It was SO heavy. They must have filled it all the way up with what I was assuming would be alcohol seltzers, after seeing what they preferred to drink when not enjoying the cocktails I was told to fix for them.

Now that I knew what to expect, I heaved the backpack cooler up and slung it over my shoulders, groaning slightly from the weight. Open-toed footwear wasn’t ideal for faster movement, nor was being weighed down like this. And yet, there was already a considerable distance between me and the trio of rich girls, thanks to how they had nothing but their phones to worry about carrying.

By the time I caught up, I was already sweating again. So much for the shower I had just taken. It wasn’t as bad as my experience in the trunk, but still. And I could hardly complain, when Hannah had already made the point that most of my day had involved lying down and doing nothing. As if there was anything comfortable or relaxing about the space I had been crammed into, especially after I wet myself.

As soon as I was somewhat close, Hannah snapped that all three of them needed a drink. They couldn’t have just grabbed one before they started walking?!

Taking the cooler off was just as rough; it wasn’t as if I could just reach over my shoulder and deal with it. And, unlike what a normal group would do on a walk, they didn’t wait for me. I quickly chose three seltzers, using my vague memory of the flavors each girl liked, then zipped the backpack up and hauled it back up. Three fewer cans didn’t seem to make much of a difference.

Once again, I had to rush forward to make my way towards the girls, all while trying to not let the sandals impede the process.

Naturally, I didn’t go so much as a ‘thank you.’ They just told me to keep up.

As we reached the far end of the yard, Hannah cracked her can and took a sip, then led the way to a small path starting at the edge of the trees. So, not just a walk around her immediate property. We were going on more of a hike, and I was going to be their pack mule the entire way.

Chapter 40

It didn’t take long until I was slightly out of breath, and sweating more than I had been a minute ago. I had never been much of an outdoorsy girl, and that was on a good day. At the moment, I was starving, wearing ill-fitting clothes, and hauling around the backpack cooler.

The girls maintained a rather brisk pace. Not quite speed walking, but faster than I was comfortable hiking in sandals. They were all clearly in shape, not to mention the height advantage they had on me. Meanwhile, I was struggling to keep up, hoping that the fact that they were drinking alcohol rather than hydrating properly would eventually slow them down.

As we walked through the woods, the three of them conversed as if I didn’t exist. Lillian commented on how she was jealous that Hannah’s family owned so much land surrounding their house. Apparently her place was closer to the city, with less real estate but more proximity to everything. Pros and cons that people in my wealth class would never be discussing.

In retrospect, I shouldn’t have been as worried when I was made to streak all the way back to Hannah’s house. Once the road was out of sight, there hadn’t been a risk of being caught. Well, trespassers, maybe. Still, it was good to know that my frequent nudity would likely only be a problem where Hannah and her guests were concerned.

When they needed their drinks refreshed, I wasn’t made to go through the whole process of taking the backpack off. No doubt guessing it would slow things down, Hannah simply told me to hold still as she circled around me and opened the cooler. She grabbed fresh drinks for herself and her girlfriends, then crushed the empty cans and tossed them into the container. Then, after distributing the seltzers, she pulled out a can of diet soda and handed it to me. “Drink, Jessie. If you want to carry less, that is.”

I would have preferred water. Something was better than nothing, however, with how parched I was. And Hannah was right about the weight of the cooler. Every drink we polished off meant another full one removed from the still rather heavy backpack.

There was really no way of knowing how long we had been hiking. My electronics, including my phone, had been confiscated for days. At some point after my second soda, I felt the need to relieve myself again. I knew it had been a mistake to drink more than necessary, yet I couldn’t help myself when dealing with the combination of a dry throat and the cooler that made the outing more exhausting than it would normally be.

I wasn’t the only one. After a while, Willow went off into the trees to relieve herself. We all waited for her, at which point I tried to say that I needed to go as well. Hannah just scoffed and reminded me that I wasn’t allowed to. My bathroom privileges, or lack thereof, extended to not using nature as a toilet.

“We’ve been over this,” she said, “You need to earn that. Until then, hold it.”

No matter how many times she explained it, the immature logic didn’t make any sense. I was never going to be able to hold it if I was never given the opportunity to relieve myself properly. Yet trying to argue my case would only lead to Hannah shutting me down like she always did. I was her ‘housekeeper,’ which somehow made me a servant/slave who had to do literally everything I was told.

Not that it was about the bullshit title that her parents gave me, and how Hannah twisted that. I was mostly being obedient because of the leverage the spoiled blonde had on me, as well as how she was remarkably intimidating for a girl I was supposed to be babysitting.

It didn’t help when Willow came back and let out a satisfied exhale. “Much better. It’s so nice to be empty again. Means I’m ready for another drink!”

That only made me more conscious of how my bladder was beginning to feel swollen. Though I was still thirsty from the hike, I made myself stop after two cans of soda. Any more, and I was going to start feeling desperate for the bathroom again.

When we stopped for lunch, Hannah made me hold still so she could grab the snacks in the outside pockets of the backpack. Then I was told to sit still and drink a bottle of water. If I could manage to avoid bothering them during the break, she said she’d give me a bite to eat.

I knew it was a bad idea. But I was thirsty, and Hannah had said it with a bit of a demanding tone. If I didn’t drink, I wasn’t sure what she’d do. So I reluctantly started sipping while they ate their trail mix and granola bars. The one upside to being full of fluids was that it made me less hungry. Still, I was hoping I’d at least be given something after an hour or more of walking.

Turns out, that wasn’t going to happen. Once they were done snacking and gossiping about the usual rich girl nonsense, Hannah told me that when she told me to ‘sit still,’ she meant. I hadn’t known that she meant like a statue. With the pressure building in my bladder, I had been squirming here and there, trying to adjust and doing my best to avoid the inevitable.

It wasn’t much longer before I could barely hold it back any more. Keeping myself from having yet another accident was a lot more manageable when I wasn’t moving around. When hiking, especially at the pace the girls were maintaining, every step I took weakened my resistance. That, and I wasn’t trying quite as hard as I usually did. One way or another, I was going to wet myself.

Finally, the combination of a tree root and the flimsy sandals caused me to stumble slightly, which in turn was what caused the dam to finally burst.

Unfortunately, the lycra shorts weren’t dark enough to hide a wet spot. I also couldn’t bring myself to keep walking as if nothing was happening. As I awkwardly stood there, soaking my shorts and blushing as I felt the warm pee streaming down my legs, Lillian glanced over her shoulder and saw what was happening.

She informed Hannah right away, who immediately whipped around to shout at me. “Jessie! What are you doing?! This is why you’re not allowed to use the bathroom. There’s no point, when you’re just going to piss yourself anyway. And you’re ruining those shorts! After I was nice enough to lend them to you. Do you know how inconsiderate that is?! For fuck’s sake.”

The entire time I was being berated, I was also peeing. It was mortifying in a different way than all the other instances in which I had been blushing up a storm in a situation that was entirely out of my control. She was acting like this was my fault!

Just as the stream was subsiding, ending in a light trickle, Hannah crossed her arms. “Forget it. Strip. Right now. All the way. If you’re not naked in ten seconds, you’ll be sorry.”

How- That wasn’t enough time! I was still peeing, just a little bit.

Obeying to the best of my ability, I scrambled to remove the backpack cooler that was impeding me from stripping my top. I was nervous about just throwing it to the ground, when it was Hannah’s and could potentially get damaged if I wasn’t careful. As soon as I set it down, I quickly peeled the athletic top off my upper body, blushing as I felt my boobs bounce from how they were pulled up and then dropped from the hurried process.

I was more okay with haphazardly tossing the shirt aside. As soon as my hands were free, I gripped the waistband of the wet shorts and yanked them down.

That was all the time I had. Before I could fully take them off, Hannah snapped her fingers. “Jessie, stop. Stand up. Arms down.”

It wasn’t my fault! Ten seconds was way too short. Honestly, the fact that I was stripping on command was already rather telling in terms of how it had gotten to the point where I’d do anything Hannah said. I flushed as I straightened my body, willing my hands to stay by my sides as I felt what was becoming a familiar breeze against my bare chest.

“Apologize for those,” Hannah coldly said. She gestured to my breasts.

It still felt wrong to do that for something that was entirely out of my control. Even so, I averted my gaze and muttered, “I’m sorry for my boobs.”

“And for pissing yourself? Again?”

My blush deepened. Though the shorts were halfway down my legs, I could still feel the recent accident in a number of places on my lower body. “I’m sorry for pissing myself . . . ”

Hannah rolled her eyes. “I keep lending you clothes, and you keep ruining them. From now on, you’re not allowed to wear anything, or cover yourself at all. You’ll have to earn that privilege back. Do you understand, Virgin?”

Not really. Which wasn’t saying much, when I didn’t understand the logic of most of how Hannah got from A to B. It didn’t really have to make sense, when she was a spoiled brat who would use any excuse to punish me.

I just nodded, still very much wanting to cover myself up. Apparently that wasn’t going to happen any time soon.

After telling me to hurry up and take off my shorts and sandals, Hannah simply walked away. Lillian and Willow followed, leaving me once again scrambling to get everything done. I was going to have to remove the sandals regardless, since there was no way I’d be able to take off the tight shorts with the footwear in the way. The real question was what to do with the dirty clothes afterwards. Leaving them on the ground felt like a bad idea, when Hannah might yell at me for littering on her property. But I also didn’t want to carry around the piss-stained bottoms.

Opting for the latter, I started by putting on the backpack again, wondering if I could get away with using the straps to cover my nipples. Tempting as that was, that would most likely cause some uncomfortable chafing and/or lead to me being reprimanded. Cooler over my shoulders and clothes in my hand, I rushed down the trail. It would be difficult to lose the girls with how they were chatting and giggling, though I still didn’t enjoy the thought of being stranded like that.

Shortly afterwards, we reached our destination–A secluded lake in the middle of the forest. The girls wasted no time in stripping completely naked, taking advantage of this being a private spot on private land. As usual, they were clearly unbothered being nude around each other, while it made me incredibly nervous and self conscious no matter how often the trio had seen me like this.

No wonder none of them had any tanlines, if they were mostly able to lounge topless by Hannah’s pool and at the lake. Not that I was staring. The opposite, really. My eyes were glued to the ground, and I was hesitant to get too close to any of them. Which didn’t last long.

“Virgin. I need a drink.” Hannah gestured for me to come over so she could grab one herself, rather than having me do it for her. The moment I turned around, she smacked my bare ass and told me to hold still.

She took out a fresh can of seltzer, as well a tube of sunscreen that I hadn’t realized was stuffed beneath the drinks. Lillian stepped forward and took the lotion, telling me to take the backpack off so she could apply the stuff to my body. “You’re already burned, Jessie. You don’t want that to get worse, do you?”

“Eww, Lillian,” Willow said, “You’re going to put your hands on all that?” She vaguely motioned to my legs and crotch.

“Oh, you’re right,” Lillian replied, making a bit of a face, “Go rinse off, Virgin. Clean those clothes, too. We’ll do your sunscreen last.”

I didn’t need to be told twice. Not only did I want to clean up my lower half, the water would also serve to temporarily cover my exposed body. I’d take anything I could get, regardless of how all three of them could currently see everything.

The one thing they hadn’t really seen was my backside, due to how I had been straggling behind for most of the hike. That was about to change, since going to the lake required turning around and walking away from them. The moment I did, Hannah slapped my ass more harshly than before. “Hurry up, Jessie.”

Unable to stop myself from letting out a yelp of surprise/pain, I scurried away as the trio laughed at the scene. I wasted no time in approaching the lake and stepping in. The water wasn’t too cold, and would definitely be refreshing after the long hike. I didn’t have any soap or anything to actually bathe myself, but simply submerging myself after glistening in the heat and wetting myself recently would put my body in a better state.

I was never the type to enjoy skinny dipping. Obviously. Unlike Hannah and her friends, nudity in general made me embarrassed. As for the silver lining of being able to protect my modesty, that didn’t last very long. Less than a minute after I got into the lake, Lillian called out, “What’s taking so long, Jessica?”

Some more time would have been nice. Another minute, or another hour. Not just to cover my body, but for the brief moment of privacy I had been given from the distance between us. Knowing better than to leave them waiting, I returned to the edge of the lake, reluctantly emerging from the water. I was dripping everywhere, and it didn’t look like I was going to be offered a towel. Instead, Lillian pointed at the ground as I approached her. “Lie down,” she said, “On your back.”

On the sand? It was going to stick to everything this soon after getting out of the lake. Even so, I obeyed without saying a word, blushing again when my movements caused my thighs to part along the way. One of those chairs by Hannah’s pool would be much more comfortable for tanning.

“Good girl,” she said, “Now, hold still. I’m serious. Don’t move a muscle, or I’m going to slap your tits.”

Lillian squeezed out a generous portion of sunscreen from the tube. Then she lathered up her hands and knelt down next to me. Without giving me much warning, she reached forward and grabbed my boobs, giving them both a firm squeeze.

Part 41

I quietly gasped from the sensation. While I wasn’t a lesbian, like Hannah and her friends insisted, having my breast stimulated caused a reaction regardless of which gender was fondling me.

In response, Lillian flicked my nipple. “Jessie. Hold still, remember?”

Not the easiest demand to obey. Honestly, I had briefly forgotten, despite how recent her warning was. And that flick made me twitch slightly, which hopefully didn’t count. I glanced away, focusing purely on keeping still while trying to ignore how Lillian’s breasts were also somewhat in my face as she leaned forward to apply the sunscreen to my bare chest.

Lillian continued rubbing the lotion all over my body in a continuously sensual manner, spending much longer than necessary on my breasts and thighs. I gradually became more aroused, trying my very best not to show it. Unlike the humiliating massage I had been given, I doubted Hannah was going to give me any kind of release. And it wasn’t as if I was going to have any privacy to take care of myself in that sense.

Nor was I the type of girl who did that outside. Of course, I had become ‘that type of girl’ in a lot of ways since arriving at Hannah’s house for the summer.

Hannah and Willow stripped down to their bikinis in the meantime, at which point Hannah mentioned that she forgot to pack one for me. So, I’d have to stay naked. Not a huge surprise, and I was assuming that she had never intended to bring anything for me to wear. Since I was already fully exposed, and exhausted from the last few days, I barely responded to her casual decision. That, and I was focusing on holding still to avoid any kind of punishment from Lillian.

The only silver lining I could think of was that I was actually being given sunscreen. I already had a bit of an unattractive sunburn, and another afternoon without any protection against the summer heat wouldn’t be good for me. With my fair skin, it didn’t take much.

By the time Lillian was done lathering up my body, I was feeling both sexually frustrated and noticeably hungry. Apparently being turned on made it more obvious that I had eaten next to nothing recently, causing my stomach to rumble.

Lillian went to join the other girls, who had laid out towels near the water. I was obviously the outsider, with how the three of them were positioned side by side and I was awkwardly ten feet away, farther from the shore. At least it seemed like I would be left alone for a while, as they had brought the backpack over to where they were chatting and tanning. Now that we weren’t hiking, I guess it was easier for them to just grab a fresh drink when they wanted it. Not that the easiest option had ever stopped them from making me serve them before.

I tried not to overthink it. After the day I had been put through, any kind of break was a good break. And, if I closed my eyes and somewhat tuned out their chatter, it was kind of like I was on the summer ‘vacation’ I had initially envisioned when signing up to be Hannah’s housekeeper.

The next thing I knew, I was starting to wake up. Slowly blinking my eyes, barely remembering falling asleep earlier, it took me a moment to figure out what was different. It was dark outside, which was probably partly why I had been sleeping so soundly. More noticeably, I was alone.

Hannah and her friends were gone, as was everything from the hike. As I came back to reality, I realized that I was lying on sand. Right. In my grogginess, I had forgotten that Lillian had told me to lie down without a towel. Which left me buck naked on the ground, in the middle of the forest, well after sundown.

Did they seriously just leave me?! Even in broad daylight, getting back to Hannah’s house alone would have been a challenge. I had been preoccupied with providing them drinks and trying to keep up, so I had mostly been following them all the way to the lake. This was the first time I had ever done the hike, too, so I had no idea how to get back.

While I could find the nearby trail, there was way less moonlight with all the tree cover. I returned to the shore, looking around and waiting for one of the girls to come out of hiding or something. Cold as I was in the evening air, I resisted the urge to wrap my arms around my body. If one or more of the rich brats were around, I didn’t want to be punished for breaking their rules.

I didn’t hear any laughter, or sounds of movement from the forest around me. The longer I stood there, the more it felt like my initial assumption was correct. At some point after tanning, they simply left, letting me sleep at the cost of being stranded.

It was too cold outside for me to wait until morning. All I could do was take the trail and hope that I had some sense of where the house was. Last time, I had been able to use the road to find my way back, and it had been light outside. I was a lot less confident this time around.

I spent the next few hours stumbling around in the dark, trying to work my way towards the main part of Hannah’s property. The dirt trail was hardly smooth. There were plenty of times when I tripped, stepped on something sharp, or temporarily lost track of the path. And, as I figured out partway through, there were a few times the trail branched off in two directions, leaving me to blindly guess which was the right way.

By the time I saw lights in the distance, I was a total mess. Shivering from the cold, bare feet bloodied and bruised, and aching all over from the exhausting day. Not even a long nap on the sand was enough to offset everything I had been put through recently

Half expecting all the doors to be locked, I was relieved upon being able to make it into the kitchen through the sliding glass doors. As soon as I closed the door behind me and turned around, I found myself face to face with a naked Willow.

She was clearly waiting for me, and was much more comfortable with casual nudity than I was. Sitting at the table without a stitch of clothing on, scrolling on her phone, as if baring herself was the most normal thing in the world.

“You are late, Jessie,” she said, glancing up as I stepped into the cool house. How was the AC not bothering her? My chest was already perking up, yet she was showing no effects of feeling it. Not that I was staring. It was just impossible to ignore a naked girl in the kitchen, particularly when I had been given no warning. The redhead stood up, continuing to tell me off, “Hannah and Lillian have already turned in for the night. I’d rather be in bed right now, but someone has kept me waiting. Aren’t you going to apologize?”

“S-sorry,” I stammered. By now, I knew it was best to do as I was told. Plus apologizing for something like this was more reasonable than having to do so for my chest size. Even if it wasn’t fair to reprimand me for how long it took to find my way back to the house after being stranded in the woods at night.

“Uh huh. Whatever. Follow me.” She swiveled on her heel and walked away, towards the stairs. Before I could mentally catch up to everything, she stopped and glanced over her shoulder. “And don’t you dare look at my ass. A lesbian virgin like you doesn’t deserve that.”


Hannah

Technically, Lillian and I had turned in for the night.

As in, we were in my bedroom, and would probably be staying there. My room had a minifridge, and an attached bathroom, so we were good for the night. Lillian and I weren’t going to mess around or anything like that; we weren’t attracted to each other, but we were perfectly comfortable sleeping in the same bed.

That’s where we were both lounging at the moment. Relaxing on my bed, sipping alcoholic seltzers, and watching Jessie and Willow on the internal cameras we had set up around the house.

Poor Jessie didn’t make it very far before stumbling from the first of many obstacles we had left for her to deal with. It didn’t matter that Willow was leading the way. By now, we had figured out just how blind Jessica was without her glasses. So, just for fun, we had shifted some of the furniture she had gotten used to, and left all kinds of items for her to step on and/or trip over.

The funniest part was that part of the mess included a pile of clothes. If only she knew that we had left her something to wear. Instead, she was going to stay naked all night, and share a bed with Willow.

As Willow had just snapped at her, Jessica was a lesbian. Or so we were going to continue gaslighting her into being. Tonight was going to include a bit of conditioning, thanks to Willow’s sexuality, and how she was a wonderfully good sport when it came to screwing with my pathetic maid.

After an eventful and no doubt exhausting day, Jessie was going to be pampered a little, for the sake of keeping her nice and confused. Willow was going to give her some hot chocolate, brush her teeth for her like she did the other night, and then they’d be sharing a bed.

If all went according to plan, Jessie would end up hugging Willow for warmth. With how we had the AC blasting, there was a good chance the comforter wouldn’t be enough. That, and I had instructed Willow to hog the covers just for good measure.

And, of course, Lillian and I would be watching everything on my tablet.

Then, the next morning, she’d be in for yet another rude awakening. More chores, more nudity, and more ‘accidents’ that would further prove that she didn’t deserve bathroom privileges.

Based on what I had seen of her progress so far, Jessica would be properly trained into a routine within a week. Being constantly naked would make her start to forget what wearing clothes felt like. Pissing herself would start to be the norm, to the point where she’d stop holding it entirely. And once bedwetting became a regular occurrence, it would be easy to permanently banish her to sleep on the floor.

As for what else I had planned for her, it wasn’t just about humiliating her for daring to think she could be in charge of a girl like me. My parents had hired her as a ‘housekeeper,’ and that’s exactly what she would be. I’d make sure she knew exactly when to bring me and my friends food, get her used to topping off both our alcoholic and nonalcoholic drinks, and so on. And, when she wasn’t waiting on us hand and foot, she’d be responsible for household chores and making sure that everything both inside and outside was perfectly clean and maintained.

Once she was used to being my naked little maid, and not questioning me or challenging me in the slightest, maybe I’d leave her alone and let her just deal with all the subservient work on her plate. Or not. It was kind of fun having a ‘toy’ to screw with, plus Lillian and Willow seemed into all that as well.

Jessica looked so awkward as Willow took her upstairs to the guest room she was staying in. Though she had accepted the constant nudity, and was no longer freaking out about it, her body language said everything. Nervous glances, constant fidgeting, and so on. She was behaving well, and had learned to keep her hands down by her sides, yet she looked amusingly uncomfortable.

“At least her tits are good for slapping,” Lillian commented. She zoomed in on the brunette’s body, clearly aiming to tease me a bit with Jessica’s size.

“Uh huh,” I rolled my eyes, “They make good sponges, too.” God, she had annoyingly big boobs. Not giving Lillian the satisfaction of a reaction, even though she knew I was a little jealous from how often I made Jessie apologize for her upper curves, I told her about how I had made the pathetic girl wipe the kitchen down with her soapy tits.

Willow stuck to the plan, treating Jessie to hot chocolate and being a bit more warm and friendly than she had been downstairs. Poor Jessie was so cold that she didn’t question the drink in the slightest. We had added crushed up sleeping pills to the powder, to make extra sure she was out cold. Maybe excessive, after her walk in the woods, but she had also napped all afternoon.

Better to play it safe. That way, she’d likely piss herself overnight, since her body wouldn’t wake up like it normally would when dealing with that urge.

“You’re really cute as a lesbian virgin, by the way,” Willow said. As Jessica sipped from the warm mug, sitting on the edge of the bed and blushing from how Willow’s bare chest was right at eye level, the red haired deviant leaned forward and said more quietly, “But you should really be ashamed of that. I can’t believe you’ve never been fucked.”

To further confuse and fluster her with the combination of gentleness and judgment, Willow brushed a soft kiss against Jessie’s bright red cheek.

And she wasn’t going to be fucked. Tempting as it was to take her virginity, since that was something she could never get back, I preferred the alternative. Jessica was going to stay a virgin. It wasn’t as if she was going to have any opportunities for the rest of the summer, and I already had some ideas of how to complicate her life from a distance once she was out of my hair.

But for now, I was content taking things day by day. Making Jessica submit. Stripping her of whatever shreds of dignity she had left. Permanently revoking her bathroom privileges. Ruining her reputation and fucking with her finances, both of which were easy when I controlled her phone. Branding her as a lesbian slut despite her inexperience. And training her to be the perfect servant, who would spend every waking minute cleaning up after me and anticipating my every need.

“Sleep tight, Virgin,” I said to the screen, smirking to myself as I finished the last of my drink, “You have another big day tomorrow.”