School Over-nighter

[RlAcct]

Chapter 5: Appropriate attire

A couple days had passed after the incident at the over-nighter, Tom had barely left his room, and hadn't spoken to anyone besides his parents, too traumatized by what had happened. That was until he heard his phone ding, he had received a text from an unknown number.

"Hey buddy! How's it going?" the text read.

Tom didn't respond. Two minutes later, his phone went off again

"I wouldn't ignore me if I were you" he received, followed by a picture of him, naked with his boxers over his head and Stepahnie holding his thigh off to the side.

"How did you get my number" Tom replied.

"Being a teacher's pet has it's advantages, I told Ms. Graham I had heard what happened at the over nighter and that I wanted to see if you're ok because we're such good friends that go way back."

Tom stared at his screen as another text came in.

"Anyway, I volunteered to clean the gym during the break for extra credit and I need help. Meet me at the school yard in 30 minutes, or else..." Stephanie texted, followed by another picture of Tom, naked on his back, with his knees pulled up to his chest.

Not seeing what else he could do, Tom got out of bed and started getting dressed, having to wear briefs again after his only pair of boxers had gone "missing", then putting on a pair of basketball shorts and a t-shirt. Tom made the walk over to school, about 15 minutes and saw Stepahnie waiting out there for him wearing a floral summer dress.

"Hey Tom!" she said as he approached.

Once he got close enough she pulled him in for a hug, confusing him, on one hand he hated Stephanie for what she had done to him, but on the other, having her body pressed up against him made his hormones rage.

"I love what you're wearing," Stephanie said sarcastically "But I brought you a more appropriate outfit for cleaning." as she threw some clothes at him.

Tom held up what she wanted him to wear, a pair of short shorts that seem a few sizes too big for him and a tank top that looked to be too small. Knowing who was in charge, Tom agreed.

"Ok, i'll put this on when we get inside" he said as he started walking towards the building.

"Nah, I want you to put it on now" Stephanie replied, smirking at Tom.

"Please, I can't out here, what if someone sees me?" Tom asked desperately.

"Just be quick about it" Stephanie said.

Knowing he was just wasting his breath, Tom nervously looked around then took off his shirt. As he went to put on the tank top Stephanie stopped him.

"Give me your shirt and shorts before you get dressed" she said, renewing Tom's panic.

He then untied his shorts and slid them down and off, shakily handing his clothes to Stephanie.

"Oh I love your little panties! Give me a spin would you" Stephanie said, full of glee.

Tom obliged and quickly spun around then pulled on the shorts Stephanie had provided, much to his chagrin the inseam was about two inches while the leg holes were about twice the size of his thighs, making it almost look like he was wearing a skirt. He then pulled on the top and it stopped about two inches above the waistband for his shorts not allowing him to cover. Tom felt the shorts beginning to sag slightly so he tied the drawstring tightly and with that he turned to look at Stepahnie.

"Looks good, just one thing, you have a panty line which is very embarassing" she said mockingly, "Luckily for you I have a solution she said as she rummaging around in her bag with one hand as she turned Tom to face away from her with the other. Once the sound of russling stopped, Tom felt Stephanie pull the back of the shorts away from his body and slide something cold and metallic between his underwear and his right hip then she pulled it out. He then felt her repeat the same action on the left side. Once she was done she turned him to face her and grabbed the front of his shorts pulling them open. Tom knew better by this point then to fight it. Stephanie then grabbed the fron of his briefs and pulled upwards, Tom braced for a painful wedgie but his undewear offered no resistance. Stephanie had cut both sides of his underwear and then simply pulled them right off of him. With Tom's butchered underwear in her hand, Stepahnie smiled.

"There, no more panty line, give me one more spin."

Once again Tom spun around quickly, making the the side of his shorts flip up slightly, giving Stephanie a side view of his butt from both sides.

"You look great! Let's get to cleaning" Stephanie said as she tossed Tom's underwear into a nearby bin.

Tom could feel the thin fabric of the shorts rubbing against his bare skin which was both a good, and bad feeling as they entered the school.

As they made this way down the hall, they could hear some chitter chatter though the gym doors. Upon entering, Tom and Stephanie saw Ms. Graham as well as eight freshmen tallking amongst themselves.

"Ah there you are" Ms. Graham said "I'll set you two up for cleaning and then I'm going to take the cheer team out for practice. How are you, Tom, you know after last Friday's ...events".

"G-good!, I'm fine thanks!" Tom's voice cracked as he quickly responded, not wanting her to go into any more detail.

"Ok then, come with me" Ms. Graham said as Tom and Stephanie followed her to the other side of the gym towards a ladder. "Bascially, all I need from you two is to wash the windows in here and in the locker rooms, the ones in here are quite high so I took out this ladder, one of you should go up while the other holds the bottom."

While Ms Graham was explaining, Tom couldn't help but feel like he was being watched, he turned to look at the girls and saw them whispering amongst themselves while one of them pointed at Tom. He recognized that girl from the over- nighter, he had to push her out the way to get into the weight room. His face flushed as he turned his attention back to Ms. Graham.


"For the locker rooms, the girl's room is currently undergoing renos so you only need to clean in the boys'. The ladder in there is shorter so no need to worry about holding it in place. Any questions?"

"No miss." Tom and Stephanie both said in unison.

"Perfect, I'm going to talk to the girls a bit them were going outside, you can get started right away if you'd like." Ms. Graham said as she walked back towards the other side of the gym.

Tom and Stepahnie stared at eachoteher for a moment before Stephanie spoke up.

"Alright, get on up there" she said pointing at the ladder

" What? Why me? I don't like heights. Can you go?"

"Oh, so you can peek up my dress while I'm up there? Yeah right" She said as she handed him a bucket and a cloth.

Resigned to his fate, Tom sighed and shakily climbed the ladder while Stepahnie stayed at the bottom. Once at the appropirate height, Tom hooked the bucket on the ladder and began washing the windows. After a few seconds Tom looked down and saw that Stephanie was puttng her phone away and grinning. Confused, Tom looked back ahead and finished up washing the windows he could reach, then climbed down.

They moved the ladder to wash the windows above the door and Tom climbed back up. Once at the top, the ladder settled slgihtly, causing Tom to adjust his standing position into a slight lunge, with one foot on a higher rung to stabilize himslef.

"Sorry about that!" Stephanie yelled out from the bottom as Tom started washing the windows, half believing her apology.

Just then, Ms. Graham finished speaking witht he girls and headed out the door Tom was standing over, the girls were a bit delayed as they gathered their things. As they approached the door in single file, Stephanie gestured to them, silently pointing up towards Tom, who was focused on cleaning the windows. The first girl didn't understand and walked under the ladder and out the door, Stephanie stopped the second girl, the one had Tom recognized from the over-nighter, once she was under the ladder and once again pointed up.

The girl understood what Stephanie was trying to tell her and looked up. She immediately covered her mouth in shock and stared at the sight above her. Due to the large leg holes in the shorts Tom was wearing and his lack of underwear, anyone standing under him could see everything he had to offer, which is why Stephanie was smiling earlier. The lunge position he was in now simply opened up the leg holes event more giving the girls a fully unobstructed view. The girl moved slightly forward leaving room for the next one, who had the same reaction. As a third girl tried to squeeze in under the ladder, she bumped it making Tom look down to see what was happeneing, as he did, he noticed this girls under him.

"A bit breezy today eh?" the girl Tom recognized earlier called out.

Confused, Tom replied "I don't thinnk it's too bad" giving the time for a fourth girl to slip under the ladder.

"OMG he's not wearing underwear!" the girl cried out.

This caused all the blood to drain from Tom's face and him to immediately clamp his knees together and start descensing the ladder.

"Awe no fair, I didn't get to see yet!" the next girl in line cried out as she shook the ladder angrily.

This Caused Tom to lose his footing and fall a few feet onto his back with his knees bent and his groin pointed at the girl who shook the ladder, giving her a great view oh his genitals poking out of left leg hole of his shorts. Ms. Graham called out from the hall for the girls to hurry up and, not wanting the coach to come back and see what they were up to, the girls hurredly left the gym, giggling about what most of them had just seen.

"Alright Tom, almost there, you just gotta get up the ladder a few more times and we can go clean the boys locker room after this." Stephanie said, looking down at Tom's crotch and offering him a hand up.

Upset, Tom didn't take her hand, he got up and climbed the ladder, being sure to keep his legs closed and continued washing the windows this way until they were done.

[Trundle]

Really, realling enjoying this.

The dynamic of the poor quiet boy being picked on by a confident girl intent on embarrassing him is one I really like. I wonder what else she has in store for Tom, she seems very creative in ways to humiliate him.

I wonder does Ms.Graham suspect nothing is going on? She's an interesting character too, would she help Tom if she knew or enjoy his troubles.

Can't wait for more!

[RlAcct]

Chapter 6: The truth

As Tom finished cleaning the last gym window, he headed down the ladder, once again giving Stephanie a glimpse up his shorts, causing her to laugh and renewing the anger within Tom.

"Whew, that was a lot of work, I don't know about you but I'm sweaty" Stephanie said unbuttoning the top button of her dress and sending a wave of excitement though her body. "Why don't you pop your shirt off, Tommy?"

"I'm good" Tom replied curtly

"Excuse me?"

"I said I'm good."

"I wasn't really asking, take it off, now."

"NO"

Stepahnie looked at him, stupefied then took a step closer to him. Tom began backing away slowly, realizing the mistake he had just made.

"Oh shit, sorry, sorry" he let out as he quickly took off his shirt.

"No, not good enough, I want the shorts off now too." she said, pushing the enveloppe.

"I-I can't not here"

"Not my problem, down they go" she said as she reached for his shorts and pulled on them. However, he tied them tight enough that they didn't budge. Stephanie simply stared down at the string then at his face, and raising one eye brow.

"O-ok, I'll untie them but please let me take them off somewhere more private" Tom said as he began fumbling with the knot.

When he had finally untied the knot, Ms. Graham walked in to the gym again. "Forgot my clip board, how's it going in her-" she stopped in her tracks staring at the half naked boy undoing his pants "-so what's going on here?"

Tom was so happy, Stephanie had finally been caught! As he opened his mouth Stephanie spoke up.

"We finished in here and were just going to do the locker room"

"Good good, I meant more what's going on with Tom" Ms. Graham replied.

"Oh right, I'm so used to it I don't even notice anymore, ever since he was little Tom was a nudist, since it was just the two of us, he was just trying to get more comfortable, don't worry though, he was planning on getting dressed again before you and the girls came back."

Ms. Graham stared between the two of them for a moment. "I knew it! You were naked so much during the over-nighter, I knew it couldn't be a coincidence, why were you acting so embarassed before then?" she asked Tom.

Tom, in disbelief looked at Stephanie, who replied for him.

"He was embarassed and afraid that other people in his grade would find out that he's a nudist, so he was pretending that he was forced to be naked " Stephanie said, not believing that Ms. Graham took the bait.

"Alright well, I won't tell any one, your secret is safe with me" She said to Tom, staring at him. "All the girls are still training outside so you don't have to worry about anyone else seeing you."

Not getting the hint, Stephanie nudged Tom, causing him to understand what she was saying, he took his hands slowly off his shorts, causing them to fall unceremoniously to the floor. Stephanie and Ms Grahamn both stared at the naked boy for a moment before Ms. Grham spoke.

"Ok well you two finish up in the boys locker room and we'll be back in in a bit." Ms. Graham said, grabbing her clip board and heading back outside, glancing at Tom over her shoulder as she did.

"Ok, my little nudist, you heard the lady, lets get to it." Stephanie said, pulling Tom's shorts away from his feet, causing his to stumble out of them. They then both headed into the boys locker room. The ladder was already set up to clean the windows, Stepahnie looked at Tom and, not needing further instruction, Tom climed a few rungs so he could begin cleaning the windows. While he was cleaning Stephanie took this time to be a bit more daring. She came up behind Tom and slapped his butt, which was now at eye level.

"Spread your legs" she comanded.

Told complied while continuing to wash the windows. Stepahnie then, with shaky hands, reached up and grabebed one of each of Tom's butt cheeks in her hands giving both of them a squeeze. Trying to ignore her actions, Tom began on the next window while Stephanie slowly moved her right hand between his legs towards his balls, stopping herself right before making contact. Stepahnie broke the tense silence,

"Ahem, uhm, you know, you did a great job in the gym, let me finish up in here, go ahead and take a seat" she said, feeling herself get too excited and letting go of Tom.

Not needing any more encouragement he hopped off the ladder and sat down, shaking slightly from arrousal and anger at the mutliple invasions of privacy he had just experienced in a short period. Stepahnie noticed his growing excitement and decided to ignore it for the time being as it matched her own. She climbed the ladder and began washing the windows that were left to distract herself.

After a couple moments, Tom looked up at Stephanie and noticed he could see about halfway up her thighs with the long dress she was wearing and the new vantage point he had. Not sure if it was caused by horniness or wanting revenge, Tom stood up behind her and yelled out.

"Let's see how you like it!" as he flipped up the back of her dress, up to her mid back revealing the pair of black biker shorts she was wearing underneath.

"You little pervert, I'll get you for that" Stephanie said, her body feeling hot as she grabbed the bucket of dirty water and dumped it on Tom. "Serves you right for trying to peek on my underwear you dirty boy".

Defeated and disappointed , Tom just stood there until his skin started tingling, the cleaning product in they were using for the windows began to make his skin itch and he cried out running for the showers. Once the water his him he felt relief, that is until he noticed Stephanie standing on the same side of the privacy wall as him, filming him rinse.

"Now I can get the pictures I wanted weeks ago, just keep showering, pretend I'm not here." Stephanie said with anger and arousal in her voice, pulling out her phone .

Uneasily, Tom continue rinsing, giving her many candid photos, until Stepahnie cranked the water to as cold as it would go. This caused Tom to cry out in shock and try to get out, but Stephanie blocked his way out.

"Wow, I guess shrinkage IS real" she said, pointing and laughing and Tom's shrunken member.

She took a few more pictures of him in the cold water until they heard a girl gasp at the entrance. It was one of the girls on the cheer team, she enterd followed by the other seven girls, they all stared at Tom from the other side of the privacy wall as Stephanie joined them as Ms. Graham walked in,

"Like I said before, the girl's locker room is being renovatred, Tom you'll have to clear out so they can change in here." She said, not caring that he was naked.

"Uhh, I wouldn't want to get water all over hall and gym floors, could I maybe dry off first?" Tom said hopefully.

"Girls, can any of you lend him a towel to dry off?" Ms. Graham asked. The room was silent, no one wanting to offer him cover. "Maggie, pass Tom your towel".

"Aw miss, he's gonna get cooties on it" Maggie the girl Tom recognized from the over-nighter, replied, making all the other girls laugh.

Ms. Graham simply started at her, making her comply and walk over to Tom, peeking over the wall as she handed him her towel.

Tom quickly dried off and wrapped the towel around his waist then headed towards the door. Until he heard Stephanie speak up from behind,

"You look pretty dry now, I think you can leave the towel here for Maggie".

"Yeah, I'm going to need my towel once I'm done showering" Maggie added on.

Ms. Graham looked at Tom who was now frozen in terror infront of her and whispered to him with a kind smile, "It's ok, you dont need to be shy" as she whisked the towel off of Tom and threw it to Maggie, causing all the girls behind him to giggle as Tom ran back towards the gym with Stephanie not far behind.

Tom burst into the gym, his face burning and his whole body shaking from the embarrassment that he had endured thus far.

"I can't believe Ms. Graham did that!" Stephanie exclaimed, walking into the gym behind Tom.

And that comment was all it took, Tom broke, he turned to look at her, tears welling up in his eyes making Stephanie actually feel bad, she walked over to Tom and gave him a tight hug, then took him by his hands.

"Hey, I'm sure they all enjoyed what they saw, I know I did." She said as she shot him a wink and a smile, catching Tom off guard and making his heart race while tears streamed down his cheeks. "I'll admit it, I may have gone too far, Ill try and tone it down from now on, just don't get on my bad side" she continued, playfully.

Between all the conflicting emotions, anger, fear, sadness, relief and embarrassingly, arousal, all Tom could do was let out a small chuckle as he wiped the tears from his cheeks. Before long, Ms. Graham entered the gym.

"Alright you two, great work, I'll take care of putting away the cleaning equipment, you can head out".

"Yes miss" the pair replied as Stephanie headed for the door, pulling Tom behind her.

Snapping Tom out of his confused mind state Stephanie spoke up. "So, tomorrow night my parents are gonna be out of town, my sister is throwing a party and I think it would be cool if you could make it" Stephanie said, genuinely as they walked down the hall.

This is the first party he'd ever been invited to. Even though it was from a girl who had been tormenting his the past few days, the invitation seemed genuine and the prospect of a social gathering took Tom's mind off of the horrors he'd been living through.

"Yeah, that sounds fun!" Tom replied eagerly, picking up his pace to keep up with Stephanie as they made their way out the back door of the school into the school yard.

"Perfect, you can stop by earlier in the evening, say around 5, I'll text you my address later" Stephanie told Tom as they made it to the middle of the soccer field. "Oh and before I forget" Stephanie said pulling something out of her bag and tossing it at Tom. "You should get dressed before you go home" .

With that he suddenly remembered that he was still naked! Tom placed his balled up clothes over his crotch looking around fearfully. He couldn't believe that he had made it outside fully naked without realizing, granted his mind was focused on other things. He rushed to pull on his shorts and shirt all the while Stephanie looked on with glee. Once he was dressed Stephanie waved at him and they parted ways.

[TeenFan]

Perhaps Tom can end up playing basketball in the gym during PE.
He ends up on the SKINS team vs the SHIRTS. Tom ends up going all SKIN as he loses his shorts. The PE coach has been given the
news (Ms. Graham can't keep a secret after all) that Tom is a practicing nudist, so he allows it. Finally, all of the Cheer Squad girls
get to see all of him.

Cool story. Keep up the good work. I'm still hoping Tom has something impressive to show the cheerleaders once they see him fully hard up.

[Jeepman89]

Agreed, TeenFan! Small dicks are such a turnoff in stories. My opinion only.

[tim409]

I agree Teen Fan that Tom should play the game as a skin with ALL of his skin on full display.

I also love Stephanie saying "You little pervert, I'll get you for that" Stephanie said, her body feeling hot as she grabbed the bucket of dirty water and dumped it on Tom. "Serves you right for trying to peek on my underwear you dirty boy" Since I practice PURE CFNM, I agree that males should not see personal parts of a female just because they are naked.

[Spathic Swordmaiden]

Ah, this is yet another of the stories which pulled me out of lurking and pushed me to make an account.

It has such a unique premise and story direction. I admit I was disappointed that Ms. Graham was not the ally to Tom to the end. But hopefully there can be another ally to Tom to prevent this story from becoming too dark and mean-spirited.