Whats a sissy to do over winter break stuck in a dorm alone? Dorm Adventure Part 1.

Dorm Escapades part 1

All characters over 18. Please provide feedback.

I had spent my first semester at uni working hard on my grades and slyly working on my rather feminine physique, and now it was time for the semester to be over and winter break. 

My parents had just divorced, and between Dad's work obsession and Mom's younger boyfriend, I did not have a more appealing option than staying in the dorm through the break. 

Needless to say, I planned to take full advantage of it.  I would have the whole place to myself.  My dorm was an older dorm with rooms that we shared with another male and one shower per floor.  Alternating floors had either individual shower stalls or group shower rooms.  My floor had the group shower thing, but I always managed to get up to the top floor for individual stalls. 

I had gotten some giftcards from family and converted those to a whole toy bag full of fun toys.  A new bad dragon dildo, a ball crusher, a pink chastity cage, to name a few.  I also had some friends help me get the right amount of booze and gummies to help me relax.

So what would an aspiring sissy do?  Well, I started playing on reddit, of course.  I advertised for daddys to train a sissy, I played on cock comparisons with bets and got guidance on busting my balls from many helpful doms all across the site.  Over my first few days, I stayed in my room and would basically wake up, post looking for tasks, then go to the fitness room, then come back and do whatever tasks I had been assigned.  This usually took place in my room, at least for the first few days. I already had a small amount of makeup, a wig and some feminine workout clothes, and several pairs of panties. 

By day 4 of being seemingly the only one in the entire dorm, I started to get more adventurous.  I had already gone out pretty much every day with my panties and cage under my boy clothes. So I asked for challenges to do in the private shower and showed my toys.    One user more than others got really interested and challenged me in a way that pushed my limits and turned me on so much.  I had been locked for 4 days and was super horny.  My challenge was to dress like a sissy in heels and thigh highs and panties a pink push-up bra and a new pink cage.  I was able to wear a towel, but I had to wear it like a girl would.  I was to take my lube, 2 dildos and a ball clamp in my shower bag.  I was to leave chastity keys in my room. 

My heart was racing as I stepped out into the hall.  It was the middle of the afternoon, and the halls were empty.  I made my way slowly down the hall, trying hard to minimize the sound of my 5-inch stripper heels on the linoleum floor.  I made my up 2 flights of stairs in the unheated stairwell. My shaved bare chest, feeling the cold and my nipples hard enough to cut diamonds.

I finally made it to the showers.  I still had not seen anyone.  I stepped into the shower in the middle of the far wall, turned on the hot water, and removed my towel.  I took a pic and posted it and was met with almost immediate feedback on how hot it was.  I removed my bra, panties, thigh highs, and heels.  I got under the hot water and used it to loosen my hole.  I got a beep on my phone as I stepped away from the water.  It said, "Turn on your camera, and let us watch."  I was feeling good and confident after drying off and applying lipstick and eye liner. 

I worked the ball clamp and Bad Dragon Chance flared into place and then put my next largest dildo on the bench while i stayed on my knees.  I was to spend 25 minutes, sucking and fucking my two toys while progressively tightening my clamp.  I fixed my phone to get a view from the side as i got spit roasted by my new toys. 

I spent the next 25 minutes in sissy bliss and revelry, sucking and fucking, tightening and moaning.  Lots of gluck gluck and tears as the large toy in my ass caused me to push forward and take my 9 inch bbc toy deep into my throat regularly.  I hear the ding of the timer i had set for myself just as I feel a hand on the back of my head.  I panic, as it pulls me off the 9 inch toy that I had fully surrendered my throat too. 

The voice is as soothing as it is powerful.  The man asks, 'looks like you were having fun'.  I nod my head as I sit back on my haunches and catch my breath.  He sits down next to my saliva covered bbc dildo and lets his towel drop revealing an equally nice big white cock.  It looks soo yummy.  I am a little hypnotized by it as it sways and pulsates inches from my face.  He asks if i want to keep practicing or move on to the real thing.  I look up ar him for the first time at his hamdsome face and athletic upperbody.  I say, "Yes, I want the real thing."  He says he has 2 rules for now, 'I have to ask nicely and when his hands go to my head, i have to put mine behind my back."

I look up and ask "may i suck your cock?" He says "yes, but only if you do a good job and swalllow every last drop". He picks up the dildo and slides over to take its place as I kneel in between his legs.  I start by sucking his balls while i hold his cock. Then swirling my tongue around the head of his cock before working him into my mouth then throat.  He lets me control the pace for several minutes as I cup his rather large shaved balls and hold the base of his cock.  He routinely makes me bounce on the horsecock in my ass or to tighten the clamp on my balls.  He tells me i am a good gurl and an obedient little cock slut.

This goes on for 10 or 15 minutes.  He then tells me to cross my arms behind my back and to get ready to be face fucked. I cross my arms, and he puts two strong hands on my head.  He holds my head in place as he begins to work his hips, pistoning his thick and long cut tool in and out of the entrance to my throat.

After a few minutes like this, resulting in me choking and gagging on his thick cock and my eyes tearing up, he stands up.  He pulls his cock out of my throat, which it had happily had its way with, and lets me sit back on my haunches.  I do.  I gasp for breath and he says spread your legs, lean back and give me your hands.  I comply.
He pins my wrists to the wall behind me and steps forward with one foot.  He guides his cock back into my mouth.  He steps forward again and this time placing his left foot on the clamp crushing my testicles.  He leans in and says this is gonna hurt, but your moans are divine.

I groan deeply from the pressure on clamped berries as his cock swells enjoying the vibrations in my throat.  He says there is nothing like a sissy with their balls in a bind moaning on my cock.  He begins to pump himself in shallow strokes masturbating on the entrance to my throat. Each inward stroke giving more pressure, and my body giving him more pleasure.  I am in deep subspace unaware of how messy my face had gotten.  I have descended into complete bliss and let him have his way completely.  He soon begins to go faster and harder and pushes me down so that I am doing the splits and my balls are squarely on the floor and his front foot is weighing on them directly.  His big hairless balls are in fact bouncing off my chin as my nose has repeated collisions with his abdomen.  I have dreamt of this moment for a long time.  He plunges in then pulls back out.  He grabs my chin and says 'Swallow it all.  Be a good girl.'  I knod up and down looking up at him with a tear soaked face and a spit soaked chin and mouth, not able to hide the blush of shame of feeling good from being called a glod gurl after having my face destroyed by this upper classmans cock   'Damn your a good fag.'

I start to grin, but his cock is back in my throat.  His foot is off my clamped berries, and I can feel the urgency in his thrusting hips.  One hand holds my head and the other olds my hands over my head.  Soon both hands are on my head and his thrusts are sooo deeep.  I have not been able to breathe since he reinserted, but I dont dare interrupt.  I hear him grunt and then push his cock as deep as it can go and it swells a bit more then begins to shoot hot ropes of cum down my throat.  I choke and gag, but manage to take the 7 or 8 pulses with only letting a bit drip from my chin.  He stays in my mouth until i suck him dry and he pulls out and wipes his cock across my face to pick up remIning cum and reinserts it into my hungry mouth.  I continue to enjoy the flavor of his cum and try to regain normal breathing.  I have never felt so alive and so submissive in all of my life. 
I am overwhelmingly turned on and in the deepest point of sub space I have ever been.

He stumbles back a bit, finds his towel, as I sit there mostly naked, just breathing, and taking in what just happened.

To be continued.....