The Sissy Academy

I knelt there cum glazed over my entire face and body, as a martini glass filled with the cum of 10 studs prepares to get poured into my eager awaiting mouth. Simultaneously, a new group 10 studs surround me preparing themselves as they stroke their cocks and plot what the want to do with me. One of the studs from the previous group holds me by my throat as he begins to pour the martini glass into my mouth.

I gag as the initial pour envelops all of my senses the thick, salty cocktail fills my mouth as I struggle to contain every last drop in my mouth. "HOLD IT SISSY" the man shouts to me as my eyes begin to water. "I WANT YOU TO SAVOR IT". I acknowledge and smile at him as a I begin to swirl my tounge around my mouth, signaling my enjoyment of their savory cocktail. I gargle the drink blowing bubble after bubble of cum in mouth as he watches me with dominance. "NOW SWALLOW SLUT" he said to me as I continue playing with their cum in my mouth. I nod my head as I close my mouth and savor the taste one last time as I feel 10 loads sliding down my throat. I open my mouth and stick my tounge out for him to confirm. "Thank you for your cum master" I say to him as he grins with satisfaction. "No problem sissy" as he slaps me playfully on my cheek before walking away.

Before I have a chance to process the Martini the new group of 10 close in around me. I feel both my hands being guided towards two fresh new cocks. my soft milky pink nail polished hands delicately wraps around each cock and begins to stroke as another cock positions itself infront of my mouth. I wrap my glossy burgendy red lips around this thick veiny cock as I stroke the two on either side of me. I feel the hands of another stud caressing my hips as he pulls me off of my knees and positions himself behind me. "I WANT HER PUSSY" he shouted as I felt his cock slide effortlessly into my already cum filled gaping boy pussy. There I was servicing four cocks at once with 6 more waiting for their turns. my flat chastity cage and 500 cc breasts flopping in the wind with each thrust. Total submission, total acceptance that this was my happy place, my destiny, my purpose in life. I wasn't always this feminized cock hungry sissy.

What feels like an eternity ago by now I was once a guy, a regular guy, by the name of Matt I had girlfriends, friends, a career in construction, took care of my body, and seemed content as a man. At least that is, until I joined the Sissy Academy.

Around four years ago I was a 24 year old regular guy fresh out of college and focusing on myself. Work, gym, and an afternoon soccer league I played on. One of the last straight things I remember doing was hooking up with some random brunette on Tinder whose name I've all but forgotten by now I remeber meeting up with her after my soccer match, going out to the bar and hitting it off, going back to my place and hooking up only to wake up to her gone the next morning. she must have left in a rush, or just couldn't find it because she left her red victoria secret thong behind. Unsure what to do with it, I gave it a quick sniff then threw it to the side of my hamper and went on about my life.

A few days pass and I found myself laying in bed scrolling on the hub bored and horny. Unable to find anything arousing enough in the regular tabs I found myself scrolling through the shemale categories. The taboo of the idea was usually enough to get me rock hard. I'd always imagine fucking these shemales never beoming one. after some scrolling I stumbled across a video labeled straight test. Out of curiosity I decided to press play. A hypnotic swirl began playing and a sultry female voice that akin to Scarlet Johanson began to speak. "take a deep breath" it said "as I count down from 10 your eyes will be unable to look away from the dot in the center of the screen. an image flashed of a blonde bombshell in a corset and heels playing with her breasts.

10. a beautiful brunette with her mouth wrapped around a cock with that same sultry voice saying "you want to be her"

9. a blonde girl getting spirtroasted, in the background the voice echoing "you want to look like her"

8. another brunette rubbing her pussy while spread eagle the voice once again saying "aspire to be her"

7. a shemale riding a cock with her cock flopping around "becoming her is your only goal"

(at this point my cock began to get aroused)

6. a shemale in a chastity cage sucking two cocks

"chastity can help you become like her" I've seen porns before with chastity cages but neber once considered wearing one

5. a man stroking his cock

(ive never watched or even considered gay porn, shemale is one thing but a guy?) "submit to alpha cock"

4. a man bent over on all fours getting fucked from behind "You are a beta male"

3. a man on his knees getting baptized in cum

"cum is your only reward"

2. a man getting spitroasted

(ive never been so hard and aroused before was I gay?) "use all of your holes to pleasure cock"

1. a gay gangbang with a guy similiarly built to me getting absolutely used. "your only purpose in life is to please cock"

I was so hard at this point I was ready to cum buckets. suddenly the video began to strobe image after image, cock after cock the whole

time the voice repeating "becoming a sissy is your destiny, pleasing cock is your destiny, fulfill your destiny" unable to look away from the screen not even realizing my tounge was hanging out of my mouth as I shot rope after rope of cum so violently and aggressively that it landed in my mouth. Without skipping a beat I licked my lips to clean the cum off and swallowed it realizing that it didnt taste bad afterall and actually was somewhat pleasant. but after my climaxing subsided instant guilt and regret overcame me as I noticed my reflection in my laptop and the dribble of cum dangling off of my chin. After cleaning the cum and myself off I went back to my laptop to close out the site but noticed after the video ended a link popped up saying if I enjoyed what I saw to join the sissy academy for more videos and training. Having never cummed like that in my life before I decided to click the link and see what this "Sissy Academy" had to offer. immediately the site asked if i was a returning student or a new enlrollment. I dont know why I didn't just close the link right then and there but I didn't, I couldn't. I was so turned on by that video I wanted to see if there were more like that. I clicked new enrollment. It said all new students must take an entrance exam upon completion you may be invited to enroll would you like to begin the exam? I clicked yes out of curiosity and up popped the first question "Have you ever fantasized about becoming a sissy?" up until a few minutes ago I've only ever thought about fucking them not becoming them. I responded no. then the next question. when watching a blowjob do you like when the cock is small? what kind of question is that i thought to myself and no I want to watch her gag on the cock the sloppier the better because that would be me with my cock if I were fucking her mouth. I answered no the bigger the better. as if talking to some AI dominatrix it responded with so you fantasize about big cocks? I thought about it for a second then realized that well if I dont want to watch her suck a small cock then I guess in some way I do fantasize about cock. I responded with I guess so. The next question appeared. do you own any panties? No I immediately thought then I remembered the random hookup I had a few days ago left her thong here and I guess in some way I own it now. so I answered yes. do you like how they feel on you? it asked, I've never considered wearing panties before but now staring at them on my floor I felt compelled to try them

on I grabbed them off the floor slid them on then noticed myself in my mirror that HOLY SHIT my ass looks amazing I was admiring my toned soccer built legs and supple ass as I noticed my dick started to get hard again. I went back to my computer and answered Yes I like how they feel. to which it replied Good sissy. the next question popped up do you want to feel this amazing all of the time? Immediately I answered yes. to which the site changed to a entry exam complete page showing that I passed and may enroll into the academy. I filled out the application form but noticed when it asked for my name it wanted my new girly name and a new girly

email. I thought for a second then put Melissa since she was a girl I used to hook up with back in college that was a total party animal and slut. I created a new email for Melissa and submitted my form, awaiting approval from the Head Mistress, Mistress Alyssa. After what felt like an eternity of checking my emails I finally seen it; my acceptance letter. unable to control my excitement I checked it while on the construction site not even caring who might've saw it to which it read "

Dear Melissa, congratulations on your new life from this day forward you will only be known as Melissa as we help train, guide, and transform you into the sissy you've always been whether you knew it or not. our academy is a 12 part curriculum the twelve parts are #1 foundations, #2 fundementals, #3 acceptance, #4 fitness #5 social skills, #6 lifestyle, #7 beauty, #8 behavior, #9 transformation #10 slutification #11 parictal exams #12 graduation. all modules will have a final exam before being allowed to progress. by the time module one starts you must already have 1 pair of panties to your liking, and 1 bra. We look forward to your transformation and will begin lessons immediately. Sincerely Head Mistress Alyssa.