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Chapter 100
by
Usherbot
What happens next?
You find a bush up against a window
You begin to jog your way down the sidewalk, erect and sensitive cock in your hands as you desperately try and conceal any form of dignity you might have left after being caught jerking off in the side of the road by your roommate, Sam.
“I’m gonna get so much shit from her tonight, that is if I can get back inside this damn campus!” You whisper yell to yourself. You get frustrated the more you see brick walls with no windows or doors in sight. Part of you wants to just ditch this place and maybe find somewhere else to maybe hide or find clothes, maybe come back at night to sneak inside more effectively even, but that would mean missing an entire day of classes, and you have no clue how strict this elite level college is with attendance. Who knows, maybe you’ll miss out on whole sections of info you need to pass, and if you’re gonna have to be naked for your 4 years, you might as well get a degree out of it.
But thankfully, your pleads have finally been heard, cause as you turn the corner, you notice sets of windows alongside the wall! They are huge windows, being at least 6 ft long and 3 feet wide. Surely, there will be enough room for you to open the window and crawl through back to semi-safety!
But as you begin your jog towards the first window you see, you notice that damned police cruiser riding down the road again! You panic, looking around frantically as you try and find any cover to dive to, but you see nothing!
“Shit shit shit!” You yell. Stepping in place in a panic, you desperately gaze around and ahead of yourself to find a place to hide! But you need to be quick cause the police cruiser is rapidly approaching!
That is when you finally find your way out, a medium sized hedge bush obscuring a window! You immediately begin running towards this bush, throwing caution to the wind as you uncover your cock and balls. You quickly pass two sets of windows before getting to the bush. With your heart racing and the police closing in on your location, you push your way through the bush!
The leaves and branches of the bush agitate your bare skin as you **** your way to the other side, with mild pain against your chest and naked thighs as the trimmed fauna pokes you.
It thankfully doesn’t take you long to get past the bush! You crouch your body slightly as you lean up against the cool glass of the window, your ass cheeks squishing against it, which feels cold and unnatural for your rear. You take your hands and cover yourself, cupping your balls and holding your somewhat erect penis up against your stomach.
You close your eyes and take several deep breaths, making sure you hear the police drive past you. After a couple seconds, you hear the cruiser roll past you, luckily driving past far enough away that you feel confident that you’re hiding spot worked!
“Fuck….” You say in a sigh of relief as you look up into the bright blue sky. You let go of your naughty bits, with the release of your cock down to its natural position, sending slight shockwaves of pleasure.
“That’s enough thrill for today…”
You turn around in the small space that you find yourself in to face the giant window. This is your gate way back into safety where your nudity won’t leave you behind bars if you’re caught. But with how well polished the mirror is, and due to the natural shade and darkness around you, you quickly notice your own reflection in the window.
You look up and down at your nude reflection, noticing your bare arms, your subtlety built chest, and your somewhat pudgy stomach. Ever since you graduated high school, taking care of your physical health was less of a concern for you, hence the small pudge you see before you.
And of course, you notice your erect cock and sagging balls, fully exposed to the elements. Seeing your genitals like this outside of a steamy bathroom brings with it an odd sensation of both embarrassment and arousal. This view of your own erection is tantalizing in a way you don’t know yet. The way it moves and twitches against any small amount of stimuli sends peculiar signals to your mind, signals that you try to ignore.
“Focus on getting inside Heath…” You say to yourself.
But as you walk up to the window to try and open it, the tip of your penis collides with the window! Your sensitive head squeezes against the cool glass of the window, causing waves of pleasure to go up your spine.
“Ahh~ S-Shit…” You let out a small moan before quickly backing away.
Once again, your above average cock size has manifested a small downside to your nude state, and due to how pent up you are from earlier, you imagine anything your cock touches will be stimulating.
But you can’t just stay out here forever, right? You have to at least try and enter through the window, even if it means pleasuring yourself a little to do so.
So, you push through it! Grabbing the lip of the window with both hands and lifting as hard as you can! But you severely underestimated the strength of the window, as it doesn’t seem to budge, and worst yet, you’re spewing a bit of pre-cum on the window now with how much you’re grinding up against it!
“Dammit, just open you piece of…”
But no matter how hard you try, the window remains completely closed, and all you get out of this is a more sensitive cock and pre-cum all over the glass. You feel devastated, leaning your head up to the glass in defeat. Your one way ticket to safety is gone, and you’re still stuck completely naked outside.
And worst yet, you’re horny as hell!
You look down at your red tip, oozing pre-cum like a faucet, resting up against the cool window glass. You’re completely alone with no one to spot you, so your horny mind decides the best thing for you to do is at least enjoy yourself for a little while.
You lean up against the glass and place your hands on the window, the cool feeling of the glass sending small shivers down your spine. You then begin moving your hips against the window, humping your cock up against the glass.
“Mmmmm~ fuck~” You fail to suppress a moan as you feel your cock slowly moving up and down against the window glass. You think to yourself, you must look ridiculous and **** with how horny you are to hump glass, but that shame is completely drowned out by how good it feels against your needy dick.
You quickly fasten your pace, your balls now almost spamming against the glass, making a thud sound as your sack touches the window, and your cock starts spewing pre-cum everywhere, making a wiping noise you would hear when you’d wipe a window with a cleaning cloth.
“Ahhh~ Ahhh~ Ahhh~ shit~” You being to rhythmically moan out as you feel yourself getting closer to climax.
You take your left hand and begin feeling up your nude body. You start by feeling up your bare chest, your pecs feeling all sweaty from today’s antics. Then you reach down to your ass, squeezing your left butt cheek, which feels extremely good as you let out a small gasp. You’ve gotten really comfortable with touching yourself like this ever since last night, but deep down you still feel awkward for enjoying yourself this much so close to the open air.
Finally, you take your hand down and start stroking your cock to the rhythm of your thrusts. The combination of your hand and the humping of the window creates a unique sense of pleasure you haven’t experienced before. You feel so degenerate, but also on high as the ecstasy begins to boil over.
“Fuck I’m naked~~~” You murmur to yourself, resting your forehead on the glass as you look down at your sensitive and reddened cock head.
Your muscles begin to tense up as you feel closer to climax! Never in your life would you expect to find yourself naked outside, jerking your cock off with no care in the world like this, but part of you knows being like this for 4 years will bring even weirder and possibly crazier moments than this.
“AHHHHHHHHH~” You scream, trying your best to hold in your monumental, orgasmic moan by biting your lip, but you fail gracefully.
Your hot, sticky cum begins spewing all over the pristine glass of the window, it dripping down to the window frame like water droplets. Each shot of cum from your cock causes a wave of pleasure so intense you feel your lower body cramp and almost give in.
“Fuck— mmmm~” You moan as you fall forward, catching yourself with your right hand up against the glass. Nothing could have prepared you for this mind blowing orgasm.
But as the last bit of pleasure waves through your body and nerves, you watch as the curtains behind the window open abruptly in a flash! Your mind is still in a euphoric daze, so you don’t recognize who’s in front of you, but all you can do is watch as you hear the window open up!
Suddenly, you fall inside the window and back into the building, with your bare ass face up towards the ceiling! Somehow you’ve made it back inside, which is great!
But the bad news was that you literally stumbled into Ms. Graves classroom!
With the last bit of cum dripping down your shaft and onto the floor, you are forcefully grabbed up by Ms. Graves by your shoulders! Your mind is still trying to catch up, but all you see is a classroom full of your peers and a very angry Ms. Graves.
“Is that Heath? What was he doing outside?”
“OMG this is so hot! I think I even saw a bit of cum coming out his cock!”
“Ms. Graves! I n-need to use the restroom r-real quick!”
“Hmm, didn’t expect Naked Boy to be that adventurous…”
You hear the many lewd comments thrown your way as the girls comment on your sudden, and “explosive” appearance in their class. You already feel your cheeks heating up to a boiling point, and you try to cover your shame, but Graves has your arms pinned to your sides.
“Mr. McCoy! Why in all that is holy were you outside pleasuring yourself and not listening to my lecture?!” Graves exclaims, her face red with almost visible veins popping out her forehead.
“I… I…” You stammer, trying to wiggle yourself free from your math professors grasp, your flaccid cock wiggling along with you.
“I knew you’d do something like this eventually! I’m just shocked it was so soon! We’re going to make a visit to the Chancellor’s office, now!” Graves said with deep hearted hatred.
She takes your ear and pulls it toward the door all the way to the back of the classroom. You feel a stinging pain as you are basically dragged down the entire length of the room for all the women here to enjoy, you take your hands and try to cover yourself, but Graves scolds you for it by saying, “And don’t even try covering that disgusting thing up! You deserve all the shame you’re getting young man!”
And so, all you can do is walk alongside Graves as you exit the classroom, but before you do, you catch a glimpse of Taylor sitting at her desk. She looks upset, like she knows something isn’t right…
What happens at the Chancellors office?
Heath’s Humiliation
A nude college experience
You are Heath, a high school senior who recently graduated, and is now going to college. Only, through a ridiculous mixup in paperwork you’ve somehow been sent to an all women’s college. Sexy shenanigans ensue.
Updated on May 10, 2026
by Usherbot
Created on Jan 16, 2024
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