How Jacqui Saw Me Naked

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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EverythingOff
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How Jacqui Saw Me Naked

Post by EverythingOff »

The following is applicable to all chapters of “How Jacqui Saw Me Naked:”

This is a work of fiction and is pure fantasy. Names, characters, places, and incidents are products of the author’s imagination and are used fictitiously. Any resemblance to actual events, locales, or persons, living or dead, is entirely coincidental.

For ages 18 and older only.

Chapter 1: The Exam Table
Chapter 2: School Teasing
Chapter 3: Jacqui Takes Charge
Chapter 4: The Rules of the Game
Chapter 5: Simon Says
Chapter 6: On the Pool Table for Laura
Chapter 7: Spanked and Stripped by Laura
Chapter 8: Jacqui Teases James in the Bathroom
Chapter 9: Sprinkler Games
Chapter 10: Shower Time

* * * * *

Chapter 1: The Exam Table

When I was in sixth grade, there was this girl in my class. Her name was Jacqueline. I'd seen her dressed up for school and church and things like that, and she was really pretty. Light skin, long, straight blonde hair, and bright blue eyes. She was absolutely my first crush.

Plus the nice thing about it was that we were good friends, and we had been since we were little.

The other nice thing about Jacqueline—we all called her Jacqui (pronounced "Jackie")—was that she was athletic, just like me. So we'd get together and play sports. Sometimes with friends, or sometimes just the two of us.

At that age, I didn't have any other friends who were girls, except Jacqui. Our friends would tease us that we were in love or something, which always made me blush, because, like I said, she was my first crush.

Well one day, I was over at her house after school and we were kicking around the ball in the back yard. Then, and just by accident, the ball hit me right in the nuts. I mean hard. I fell to the ground immediately, all curled up. At first Jacqui put her hand over her mouth and laughed, because you see that kind of thing in the movies, and they make a big joke out of it. But when it really happens, it's no joke. She quickly realized I was in serious pain and she ran in to get her mom.

Her mom came out, and so did Jacqui's older brother, Matt. He's in high school. I'm an only child, and Matt's actually kind of like an older brother to me. So he came out and he's asking me questions about where it hurts. I'm trying to act tough and just shake it off, but apparently he had been hit there with a ball a couple of years ago, and it was kind of serious. So Matt and Jacqui's mom said I should go to the emergency clinic at the mall and get it looked at.

My mom was still at work, so I got in the car with Jacqui and her mom, and they drove me to the clinic.

We went in, and I felt like the pain wasn't so bad anymore and that they were just overreacting. But Jacqui's mom said, based on what had happened with Matt a couple of years ago, I should at least have it checked out.

The tech came out and brought me back. Jacqui and her mom came with me, of course. I would have rather just had my mom there, but she wasn't available. And I knew I wouldn't be allowed to go back alone. She took my height and weight and brought me to the exam room.

She handed me a gown. "Everything off and put this on." Then she walked out of the room.

Jacqui's mom was just scrolling through her phone and wasn't paying any attention to anything at all. But Jacqui looked at me and laughed. She was embarrassed, I think. But she was curious to see what would happen.

I tried to play it off like no big deal. Because, really, it wasn't. I took off my shirt. Jacqui had seen me without a shirt a million times. I mean, I wasn't even wearing a shirt when were out there playing soccer earlier!

So I took off my shirt and then I put on the gown. I sat down and kicked off my shoes (I was just wearing Crocs by then) and slipped off my shorts, putting them on the exam table behind me.

Then Jacqui looked at me and quietly said, "She said 'everything'."

I looked down at my lap, and then I looked at Jacqui. "Nice try," I whispered.

Jacqui gave me this look, like, "Well, we'll see what the doctor says."

We waited a minute. And of course, the longer we waited, the more nervous I got that I was going to get hard. Damn. I really hated that. I'd gotten hard at a checkup once, and it was the most embarrassing thing ever. So I was trying to just think of anything else.

Finally, someone came in. She looked to be about 25. She was pretty, too. Just my luck.

She walked in and looked at the computer, reading the notes the tech had written about me. "Hi there. James?"

I said yes.

She introduced herself to Jacqui's mom, and just ignored Jacqui altogether.

"I'm Coleen. I'm the PA. I'll take a look. I'm sure it's nothing serious."

She undid the gown and lowered it to my waist. She felt my back and chest, and listened. She looked in my eyes.

"All seems fine up here. So let's see what's going on."

She asked me what happened. I basically just told her that I'd gotten hit with the ball, and pointed to where.

I looked over at Jacqui. She was trying to look like she wasn't paying attention. Her head was facing down, but I could see that her eyes were looking up at me, waiting to see what would happen. That started making me a little hard.

The PA told me to lower my underwear to my knees. I was still covered with the gown so I knew Jacqui couldn't see anything. I lowered my underwear like it was no big deal. They were kind of loose, and they just fell to my ankles. I heard a sniff, which I realized was Jacqui suppressing a laugh. Then I felt another tingle down there, and I was so nervous I was going to get hard.

Jacqui tried to be sly about it, and she scooted just about a foot to her right, so that now instead of being on my side, she had a slightly better view of my front. She was still pretending she wasn't paying attention, with her head looking sort of the other way. But her eyes were absolutely looking right at me. I made a gesture with my head for her to stop looking, but she just kind of shot me a smile, like "Make me." I was kind of stuck. At least I was still covered with the gown.

But then the PA just lifted the gown up over my waist, and she said, "Here, James. Can you just please hold this at your chest?"

My face turned red and Jacqui's mouth fell open. She was no longer pretending to stare at the floor; she was just looking right at me. At least the PA was sitting between my privates and Jacqui. But still, I was feeling awfully exposed.

The PA was moving things around to examine for injury. It hurt when she would kind of run her fingers over my balls, so that was keeping me from getting hard, thankfully. But then she stopped touching my balls and she kind of lifted my penis up with her left hand to move it out of the way so she could do a visual inspection. And shit. That's when I started to get hard. It was with her holding my penis gently in her fingers. Just the way she was holding it, she was touching where I'm really sensitive, and like within a few seconds, I was completely and totally hard.

The PA didn't say anything about it. It was like she didn't even notice. And thankfully, she was still sitting between me and Jacqui.

I looked over at Jacqui's mom, and she was texting or emailing or whatever. It looked like she was dealing with something for work. But whatever it was, she was paying absolutely no attention to me... or to making sure Jacqui was behaving.

The PA was still holding my now-hard penis up and out of the way as she poked different areas on my balls and upper thighs, asking if this or that hurt. I assured her that nothing hurt, hoping that would bring a quick end to the exam. I peeked over at Jacqui again, and her eyes were so wide. She smiled a sweet smile at me, like "Gee, James. I wonder what's going to happen!"

With the PA's fingers on my penis, I had no chance of getting soft.

Finally, after what seemed like forever, she let go, and she said, "Okay, James. Just go ahead and lay back on the table."

I started to turn red. I knew that if I laid back, I'd be totally exposed in front of Jacqui. So what I did was, with both hands, I lowered the gown before I laid back.

I knew my boner was going to make quite a tent in the gown, but there was nothing I could do about that. I just stared at the ceiling, but out of the corner of my eye, I saw Jacqui scooting back to her left, bringing her in better alignment with my mid-section.

The PA stood up and walked to the other side of the table. So it was Jacqui sitting in a chair, facing me, right at my mid-section, about three feet away from me—and then me laying back on the table, covered with only my gown... and a conspicuous tent—and on the other side of the table, the PA.

Then without any warning, the PA just lifted my gown to my chest, and started examining my lower sides. Oh my god. It was just out there. I heard a very quiet gasp, and I turned my head to look at Jacqui. She was sitting there, just staring. Mouth open, eyes wide. She saw me looking at her. At first, she acted like she wasn't looking, and she kind of turned her head away, but then she just looked back at my hard penis and balls. Then she looked at me and gave me this big toothy grin. This wasn't happening!

The PA reached into a cabinet and opened a door. She pulled out an ice pack and placed it on my upper-right thigh, on the inside. She said, "James, it's nothing major. You'll be fine. But hold this icepack here. I just need to step out for a minute." And she disappeared, leaving me alone with Jacqui and her mom, who still wasn't paying any attention to anything at all, except her phone.

So there I was, flat on my back, the gown at my chest, my underwear at my ankles, my boner and balls just out for the world to see, and Jacqui and I are just staring at each other. Her in amazement, and me in humiliation.

Then Jacqui's mother, still not looking up from her phone, said, "Excuse me a minute, kids. I need to take care of something." And she vanished, furiously texting as she closed the door behind her.

Oh my god. It was just me and Jacqui.

I saw her looking at it. Then she looked at me. She was all smiles.

"Why is it all hard?" she teased.

"Oh my god, Jacqui! Can you not look?" I shout-whispered.

"Why wouldn't I look?" she smiled back.

"Because I'm naked!"

"And that's exactly why I'm looking!"

She even moved to the edge of her seat to get a better look at it.

"Come on!" I pleaded. "It's embarrassing."

"Come on, James. Are you saying that if things were reversed, you wouldn't look at me?"

"No! Absolutely not!"

"Right. Like I believe that. If I was naked, you wouldn't even peek?"

"Okay, maybe. But you're not peeking. You're staring!"

Then she said, "Maybe I'm staring because you've got so much to stare at!"

I didn't know how to respond to that!

Then she teased, "Do you want me to come and hold the ice pack for you?"

"No! I want you to look the other way!"

"Well, sorry. That's not going to happen. This is way too much fun. You're cute, all naked and embarrassed!"

"I'm not embarrassed!"

"Then why are you so red?"

I had no response, once again.

I don't know why it never occurred to me to pull my gown down. I mean, it did sort of occur to me, but the PA hadn't told me to, and so I felt like she wanted me to leave it up. I'm sure she wouldn't have cared, but I was nervous about that. So I guess that's why I left it up. It was stupid of me.

"So, James," Jacqui said, still shifting her gaze between my face and my boner and balls. "How long will it stay hard like that?"

"My god, Jacqui! Come on!"

"Really. How long?"

I was beside myself. Still shout-whispering, I said, "I have no idea! Sometimes it just gets hard when I'm nervous!" Then I realized that was the worst thing I could have possibly said.

She actually stood up and walked over to me, standing right next to me.

She looked right at it. I was almost shaking, I was so nervous.

"So, James. What you're saying is that it's hard because you're nervous? That's funny. Do I make you nervous? Am I making you nervous right now?"

I didn't know what to say. The truth would have been, Yes. You're making me nervous as hell. So go out in the hallway with your mom and give me some privacy! But I didn't say that.

Instead, I said, "Nah. You don't make me nervous."

She knew I was lying so bad. "So it won't make you nervous if I look right at it?" And she got real close—like inches away—and just stared at it. No girl had ever seen it before! And this was Jacqui, my first crush. I was beyond nervous. I thought I might throw up! And I felt it pulsing and getting harder than ever. She noticed, too.

"I think you're lying to me, James. I think I'm making you super nervous. And you know what? I think that's fun. It's fun making you nervous. And you know what else? Now I know that if I make you nervous, I can make you hard. Like when we're playing soccer, I could come up to you and remind you of this time here in the exam room, and I bet that would make you nervous and hard. Don't you think?"

"Jacqui!"

"Or at school. That might be kind of mean, but maybe fun sometime. I could come up to you like after class or in the hallway and whisper something to you about how I saw you all hard, and that would make you nervous, and you'd get hard right there. Of course, I'll just do it when you're wearing shorts so it's harder for you to hide it. I know that might be kind of mean, but don't you think it would be exciting? Like a little secret between the two of us?"

"Jacqui! You better go sit down! The PA could come back in any minute!"

"Or how about when we're sitting next to each other in Sunday school like we sometimes do. Wow. That would sure be an embarrassing place to get a boner, wouldn't it! I hope I don't make you nervous in Sunday school!"

"JACQUI! GO SIT DOWN!"

She took another look at it, and then looked at me. "So cute when you're nervous, James!"

Then she went and sat down.

First the PA came back in. She said, "Oh, sorry. You could have gotten dressed. My apologies."

Jacqui let out an audible laugh, and I turned red for the umpteenth time that afternoon.

I pulled down the gown, pulled up my underwear, and got dressed. Jacqui's mom drove me home. Nothing hurt anymore, but the PA told me to keep icing it for a couple of hours. On the drive, Jacqui and I were sitting in the back seat. She leaned over and whispered to me, "Hey, James. Am I making you nervous?" and she looked down between my legs to see if there was any reaction. I just kind of gave her a friendly push away as I turned red... again.

Her mom dropped me off at home. I got out of the car and thanked her. Then Jacqui rolled down the window and yelled as they were pulling away, "Hey, James. Let's get together tomorrow after school. I've got some ideas of some things we can do."

I went immediately to my room, stripped off my clothes, got on my bed, and played with myself all night. Oh my god. You have no idea. I was just replaying the whole thing in my mind, over and over. Especially when I had to lift my gown and Jacqui saw it for the first time. I don't know how many times I did it that night. I even found some pictures of her online to look at while I did. It was insane. And then, as I went to sleep, all I could think of was her saying as they dropped me off, "Let's get together tomorrow after school. I've got some ideas of some things we can do." Holy shit. Because I don't think she was talking about playing soccer.
Last edited by EverythingOff on Sat Nov 01, 2025 11:10 pm, edited 33 times in total.
NudeBaG
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Re: How Jacqui Saw Me Naked

Post by NudeBaG »

Another fantastic tale!
Keep it up!
Wonder what Jacqui wants to try😈
EverythingOff
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Re: How Jacqui Saw Me Naked

Post by EverythingOff »

NudeBaG wrote: Tue Sep 30, 2025 3:34 pm Another fantastic tale!
Thanks. A little more playful than the other one. (And don't worry. I'm not abandoning the Haley/Jimmy story. I just needed a break from it. I'm actually working on the next chapter now. I had an idea that works a little better than what I was originally thinking.)
Wonder what Jacqui wants to try😈
Oh, I know exactly what she wants to do with him! Part of me thinks he will not mind too much.
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Re: How Jacqui Saw Me Naked

Post by TeenFan »

Hopefully Jacqui and James have the same PE class. Those shorts the schools hand out are sometimes a wee bit snug.
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Re: How Jacqui Saw Me Naked

Post by EverythingOff »

TeenFan wrote: Tue Sep 30, 2025 7:38 pm Hopefully Jacqui and James have the same PE class. Those shorts the schools hand out are sometimes a wee bit snug.
Nice idea! Love it!
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Re: How Jacqui Saw Me Naked

Post by NudeBaG »

EverythingOff wrote: Tue Sep 30, 2025 7:35 pm
NudeBaG wrote: Tue Sep 30, 2025 3:34 pm Another fantastic tale!
Thanks. A little more playful than the other one. (And don't worry. I'm not abandoning the Haley/Jimmy story. I just needed a break from it. I'm actually working on the next chapter now. I had an idea that works a little better than what I was originally thinking.)
Wonder what Jacqui wants to try😈
Oh, I know exactly what she wants to do with him! Part of me thinks he will not mind too much.
I understand.
I had to write an entire separate story to get it out😅
Both are enjoyable stories, but I’m definitely invested in Jimmy and the bullies😉
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How Jacqui Saw Me Naked: Chapter 2

Post by EverythingOff »

Chapter 2: School Teasing

Like I mentioned, Jacqui and I were really good friends. Ever since kindergarten, we had actually walked to school together almost every single day. She lived down the street from me, so I'd walk to her house, she'd come out, and we'd walk the rest of the way to school.

And today was no different.

Well, I suppose it was a little different. Maybe even a lot different. Because, as you know, she saw me naked yesterday. Really close up and everything. And not only that, but she saw me fully hard. In fact, I think I was hard the whole time she saw me. I don't even think she saw it soft. So that was super awkward and embarrassing for me.

Weirdly, I was so turned on by it after, that I went home and played with myself pretty much all night.

So yeah. Picking her up and walking with her to school was going to be very different.

My face was flushed as I came up to her door. Sometimes she would be waiting outside, and sometimes I'd have to knock. Today, I had to knock.

Her mom came to the door.

"Oh, hi, James." Referring to my injury yesterday, she asked, "Are you feeling okay today?"

"Oh, yes, Mrs. D. I'm feeling fine. Thank you."

"Good. Jacqueline is still packing her bookbag. She'll be a minute. You can go up to her room if you want."

Jeez. This was making me nervous already.

"That's fine, thank you, Mrs. D. I'll just wait for her down here."

Then I heard Jacqui's voice calling from upstairs.

"James? Is that you? I'm almost ready. Come up here!"

With my bookbag still over my shoulder, I trotted up the stairs. I was really nervous to see her this morning.

Her door was open and she was putting her laptop into her bag. Then she turned and saw me. Her eyes lit up.

She grabbed me by the hands and pulled me into her room and quickly shut the door. She was wild with excitement.

"James! Oh my god! What about yesterday! That was wild! I saw you naked!"

She was smiling so big. She glanced down at my shorts.

"Am I making you nervous?" she teased.

"Jacqui, come on," I said, trying to pull her out the door. "We'll be late." But she didn't budge.

Still giddy, she said, "Show me again! Right now. Just real quick! I need to see it again."

"Jeez! Jacqui! No! Come on!"

She was practically bouncing off the walls.

"Oh my god, James. I couldn't think of anything else last night. You know, yours is the first one I've ever seen! It was amazing! Please let me see it again. Just real quick. Pleeease!" And she playfully pulled at my shorts a little.

"Jacqui! Your mom is downstairs!!!" I shout-whispered.

"She won't know. She won't. So real quick. Just show me! I neeeed to see it again. Just real quick."

I didn't know what to do. We were going to be late for school. I was nervous, but I figured it was the only way to get going.

I looked at her and I just reached to the front of my elastic waistband on my basketball shorts, I grabbed my shorts and underwear, and I just pulled forward a bit so she could peek down. I was basically trembling, I was so nervous and embarrassed to be letting her look down my shorts and underwear.

She put her face way down there to get a good look. I could take it for about five seconds, and then I got too nervous and I put my shorts back into place.

"Okay?" I asked.

She seemed a little disappointed, but she understood. "Okay, James. I know. You're shy. I think that's cute. You were sooooo cute yesterday all naked and embarrassed. I thought about it all night!"

I was basically trembling. At least, on the inside. Bright red, I said, "Okay, Jacqui. Seriously. We're going to be late to school. Let's go."

I grabbed her by the hand and basically had to pull her out of her room. We got out the door, and began our walk.

* * * * *

We were quiet for a couple of minutes as we walked.

Then she said, "Why was it soft just now. Back there. In my room. When you showed me. Why was it small and soft?"

"Oh my god! Really?"

"I just want to know. Really, James. I want to know everything about it!"

I didn't even know how to answer, and I was very uncomfortable talking about it, particularly as we were outside and on our way to school.

"I really don't know, Jacqui. Sometimes it's soft and sometimes it's hard. Like I said, when I'm nervous sometimes."

"So why were you nervous when I saw it yesterday and not today?"

"Jeez. I really have no idea, Jacqui. Honest. I don't know how it works."

She stopped in her tracks and looked at me. "You don't know how it works?"

"Well, I mean, I know how it works. I just don't know how it works. You know?"

She started walking again. "That's fine, James. You don't know how it works, and I don't know how it works. So you know what that means, don't you?"

"What?"

"It means that we'll need to figure out how it works together."

Wow. Just wow. That made me hard like instantly. And in these thin basketball shorts. I moved my bookbag in front of me. She noticed.

"Oh, James. Am I making you nervous?" she said, glancing at my bookbag.

Then she laughed and got down like she was about to run a sprint. And she said, "First one to the stop sign gets to see the other one naked after school!"

And she just took off, leaving me in the dust, standing there with my bookbag covering my boner. I couldn't do anything but shake my head in disbelief as I continued down the sidewalk, seeing her gleefully running in place and pumping her fists in triumph as she reached the stop sign.

* * * * *

Jacqui and I have lunch at the same time, but we usually don't sit together. I usually sit with my soccer buddies, and she sits with her girlfriends.

The guys were talking their usual BS at lunch, and usually I would have joined right in. But today, I was (obviously) a little distracted.

I looked over at Jacqui's table and saw her giggling with her friends. Nothing unusual there. But I felt like she was telling them about yesterday afternoon. I hadn't thought to tell her not to tell anyone. Because as embarrassing as it was in front of her, if the rest of the school found out that she saw me naked on the exam table with a boner, I didn't think I'd ever live it down.

I was kind of staring at her, trying to figure out what they were talking about, and she saw me looking. She smiled and waved back. And then she started frantically telling something to all the girls at her table. Oh no oh no! I shouldn't have looked at her! She probably wasn't thinking about it at all, and then she saw me, and now it looked like she was telling her friends everything! I couldn't take it.

I couldn't look anymore. I just finished my lunch, and headed out to the courtyard to wait for next period. That's what we'd do after we finished lunch.

So I was standing in the courtyard talking with my friend Marty, when Jacqui comes up to us. She's surrounded by three of her friends. They're nice enough. I know a couple from elementary school.

"Marty," she says, "would you mind excusing us for a minute. There's something I need to talk to James about."

He's like, "Later," and he disappears.

Her three friends are looking me over and kind of smiling and giggling. And she comes up to me and whispers in my ear so the others can't hear, "Am I making you nervous?"

I kind of playfully push her away, because I know what she's doing. But she holds onto me and gets right in my ear again.

"I'm just curious, James, if I'm making you nervous," she whispers. "I hope I'm not. Because you said when you get nervous, you get hard. And that might be embarrassing for you right now if you got hard in front of my friends. Wouldn't it? So I hope you're not getting nervous!"

Obviously, I was getting very nervous. I preemptively held a book in front of me, trying to look casual about it. But I think her friends were onto me, and they started laughing a little.

Jacqui went on whispering, "Especially in those very thin basketball shorts. My gosh. I think everyone would be able to see your big hard thing under there. And yeah. I think it might be funny. But I bet it would be awfully embarrassing for you. So I sure hope you're not getting nervous."

I whispered back, "Come on, Jacqui. Okay? Come on."

"Just tell me if it's hard. Tell me, and I'll stop."

I whispered back, "Yes! Okay? You did it! You make me crazy nervous, and it's all hard. Okay? Now please! Tell your friends to leave."

The whispering continued. "Okay, James. I'll tell them, but you need to promise something first."

"What?"

Then even quieter than before, she whispered, "I'll tell them to leave if you promise to come over to my house after school and take off your clothes for me."

Oh my god! My face turned bright red, and I was so hard.

"Jacqui! Please!"

"Serious, James. You promise right now, or I'm knocking that book out of your hands and my friends will all see how hard you are. Okay? You promise?"

I sure didn't want her to knock that book out of my hands! I was clutching it for dear life!

"Okay, Jacqui! Okay! Anything! Just make them leave."

"You promise?"

"Yes! I promise!"

She seemed very pleased with her negotiating skills. I, on the other hand, was a red, sweaty, hard, nervous mess.

She pulled away from me and said, "Okay, girls. Let's go!"

And they all started walking away, looking back and waving, giggling as they went.

"So long, James!"

"Bye, James!"

Oh my god. That was a close one. I thought she was kidding about teasing me at school and making me hard. Apparently not.

It just took a minute for it to go down. I was a little dazed, but the bell rang, and I pulled it together for my next class.
Last edited by EverythingOff on Wed Oct 01, 2025 7:23 pm, edited 4 times in total.
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Re: How Jacqui Saw Me Naked_New Oct. 1

Post by NudeBaG »

You’re on a hot streak!
Keep it up!
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Re: How Jacqui Saw Me Naked_New Oct. 1

Post by MaireadM »

Excellent story.
Great pacing.
Will Jacqui provide any entertainment when she has him
In her bedroom.
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Re: How Jacqui Saw Me Naked_New Oct. 1

Post by EverythingOff »

MaireadM wrote: Wed Oct 01, 2025 7:30 pm Will Jacqui provide any entertainment when she has him
In her bedroom.
Good question! Would you want her to, or is it more fun to keep the nakedness lopsided??? :shock:
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