Chapter 2
by Monalott
What's next?
I let Mr Hollinhoe devour me
I'm too startled to react and my heart is thunping hard and fast in my chest as Mr Hollinhoe pulls me in for my first real kiss and I feel his hand on my waist slide around onto the small of my back. I close my eyes just as his lips press against mine and then suddenly our mouths are wrestling. Despite the horror of being kissed by a man it feels amazing and my mouth seems to know how to react to his instinctively. His hands move up and down my back, sliding under my school shirt and it feels so good that I don't care when they find the tight lycra crop top I wear to flatten the small yet very pert breasts I've grown as a result of my genetic disorder.
"I always knew there was something different about you Billy." Mr Hollinhoe says breaking the kiss, leaving me breathless and blushing. He pulls his hands out from under my shirt, unbuttons it and peels it off my slender body revealling the white crop top and the very long ponytail I keep tucked down the back of my shirt. While it does a good job off flattening my pert little A cup breasts to my chest, which is good enough for under a top, I have very large nipples that are clearly outlined through the lycra fabric.
"Take it off baby, take it off for Daddy and take your hair out of that ponytail." He tells me as he begins unbuttoning his own shirt and I feel something rise up from his lap and start prodding me over and over between my legs until it presses against me uncomfortably, before finally realising it must be his penis. I watch him watch me hungrily as I pull the crop top off over my head, exposing my small round breasts and thick pointy nipples from their uncomfortably restrictive confinement and then I pull my hair out of the hair band and let cascade down about my back almost to my bum.
Mr Hollinhoe pulls off his shirt without taking his eyes off my chest and it follows mine and my crop top to the floor revealing his chest and belly covered in thick dark hair. I've never felt like this before and I'm definitely not thinking straight, but I really want him and I want him to want me.
He grabs me again and pulls me towards him but instead of kissing me on the mouth Mr Hollinhoe kisses my breasts, each in turn before sucking one of my now rigid inch long nipples into his mouth and making me squeal loudly. I wrap my arms around his head pulling him onto my small yet pert breast and he reacts by sucking all of it into his mouth.
I am nearly delirious with bliss as he moves from one breast to another and only his arms wrapped around me stop me from falling off his lap. My breasts have always been sensitive but I had no idea they could feel like this. Eventually he leaves my breasts a slobbering mess and goes back to kissing me. I press against him delighting in the feeling of my breasts pressing against his hairy chest as his tongue explores my mouth.
Grabbing me by my hips Mr Hollinhoe begins sliding me up and down his lap and whatever the bulge in his trousers turns from feeling uncomfortable to feelong really good and I can't help but let out little moans into his mouth as a feeling unlike anything I've felt before grows inbetween my legs and I'm suddenly very aware of my little willy. It feels hard and swollen and pulses in time with me sliding on Mr Hollinhoes lap. I start to shake uncontrollably and hold on to him for dear life as my moans turn to breathless squeals and my whole body tenses until I think I'm going to break.
Suddenly my little willy explodes and all the tension in my body rushes out through it in unfathomable waves of wet pleasure as I buck and writhe uncontrollably on top of him. Warm wetness floods my lycra pants with every pulse from my little swollen willy and Mr Hollinhoe wraps his arms tightly around me, pressing me so hard against him that I can't tell where he starts and I end and in some tiny part of my delirious mind that is barely functioning I realise this must be what it feels like to truly become one with another person. Instinctively I keep grinding on top of him as I keep gushing in my pants and shudder uncontrollably in his tight embrace until I am completely spent and just slump limply in his arms.
Without letting go of me Mr Hollinhoe stands up and then lies me down on the table I spent two years sitting at and all I can do is look up at him standing over me. I watch as he undoes his trousers and pulls them down, revealing his hard erection that was instrumental in wiping me out. It's the first penis I've ever seen in real life, the others being in the sex education videos we watched in class. It looks scary jutting up and out from a thick patch of dark pubic hair. It's huge, about the length and girth of a tube of smarties, but with a slight curve upwards and ending in a shiny swollen head.
"Keep me hard while I sort you out." Mr Hollinhoe says grabbing my hand and placing it on his penis before wrapping my fingers around his shaft and sliding my hand up and down his length. "Don't stop wanking me off."
I had always wondered what wanking and wanker meant, especially as I had been called it on numerous occassions, but it had never been mentioned in the sex ed videos and I was always to embarassed to ask through fear of being ridiculed for not knowing. I stroke my hand up and down his length feel the smooth soft skin slide up and down the rigid shaft, mesmerised by the sight of it this close up. It is only about six inches above my face with Mr Hollinhoe standing beside me and gets a lot closer when he leans over me and starts unzipping my soaking wet trousers. He peels them off me, pulling off my shoes and socks as he does so, leaving me in just the white lycra pants I wear to flatten my pert little peach of a bum.
I can't see it, because vision is filled with Mr Hollinhoes penis and my hand sliding up and down it, but my pants have basically turned transparent from my gushing and do nothing to hide my little soft penis or my own thick patch of pubic hair. He lifts the waistband and I feel the moistness leak out over my flat belly before he peels them off me too.
"Wow, I never seen a real micro penis before. It's so pretty. You should shave your pubes to accentuate it." Mr Hollinhoe says grabbing it between thumb and forefinger and fiddling with it while the fingers on his other hand caress my shrivelled lttle testicles, making me squirm until I can't keep wanking him properly.
"Are you a virgin Billy?" He asks letting go of my genitalia and grabbing my legs, folding them at the knee until the heels of my feet are touching my damp bum cheeks before pushing my knees apart almost down to the table. I feel completely exposed and Mr Hollinhoe starts rubbing his hands through my soaking wet pubes, scooping up my sticky mess with one and sliding the gooey moistness down between my spread legs and between my bum cheeks with his other.
"Y-yes sirrrr." I moan as I feel his slippery fingers slide over and prod at my bumhole, completely surprised by how good the sensation feels.
"Good, I think I'm going to keep you a virgin for today." He tells me and much to my dismay stops touching me before straightening up and pulling his penis out of my hands. "Now get up. Don'tworry, we're not done yet."
I sit up on the table, swing my legs off and stand up, and nearly collapse as my legs give out. Reacting without thinking I grab the nearest thing to catch myself, which turns out to be Mr Hollinhoes still rigid penis, just as he catches me himself.
He holds me and I hold onto his penis, stroking it like I did before as he guides me over to his desk before bending me over it and forcing me to let go of him once more. Bent over his desk I can't see what he's doing behind me but he kicks my feet apart untill most of my weight is supported by me lying on his desk and then I feel his things pulling more sticky mess out of my matted pubes before wiping it between my bum cheeks.
I can't help but moan as he smears my own mess over my sensitive bum hole before I feel something hard slide between my cheeks. I only realise it's his penis when he grabs me by my hips and starts thrusting, slamming his pelvis into my bum and sliding his hard penis between my cheeks and over my now quivering bum hole.
It feels unlike anything I've felt before and my moans turn to squeals as he thrusts faster and harder until finally he hits me with a couple of very hard thrusts and keeps pressed against me. I feel hot wetness splattering on my back and realise he must be ejaculating on me. Moments later he collapses on top of me with his softening penis still lodged in between my bum cheeks and leakking sperm in there.
"Did you enjoy that Billy? Mr Hollinhoe asks breathlessly in my ear still led on top of me and trapping me under him.
"Y-yes sir. It was amazing. I've never done anything like this before, I never knew it would feel this good." I pant just as breathless enjoying the feeling of his penis and dribbles of sperm between my bum cheeks.
"This was nothing. I think you need some post school educating through the holidays and get you ready for life afer school." He says finally pushing himself up and pulling his penis from between my cheeks with a squelch.
I push myself up after him and turn around perching myself on the edge of his desk with my slender legs spread eager for more.
"Right, you wait here. Don't move. Don't get dressed. I'll be right back." Mr Hollinhoe instructs me as he pulls on his shirt, trousers and shoes. He walks out of the classroom, closing the door behind him and leaving me a naked, sticky mess sat on his desk.
Alone and spent my horniness fades and I start to comprehend the reality of what just happened. Not only was I making out and more with a man, he was treating me like a girl. A sense of shame wells up inside me.
Do you let shame take hold of you and leave before Mr Hollinhoe returns or wait for him obediently?
What's next?
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My life
The choices I wish I had after finishing school
Note - This story is told from a submissive sissy/femboy/tranny perspective and I try to write it so you, the reader, are the protagonist. So if you are more into being a top or domineering character, this probably won't be for you. Note - As always the way I write is rather erratic and I'll often return to and amend already published chapters to fit in with the direction a story arc has taken, so apologies for that. Note - please feel free to comment and message about anything. Prologue - Born to a pair of addicts I was a veritable crack baby addicted to the substances my parents abused. My early childhood was dire and dismal being 'brought up' in a home of neglectful and abusive parents. After my mum dies and my dad is turned into a vegetable from overdosing, I am taken in by my one time babysitter and adopted by her parents. She becomes my BFF and role model, grooming me to become her sister. Since my eleventh birthday she has secretly been feeding me a regiment of puberty blockers and female hormone therapy medication to ensure my transition but not make my development so obvious that it contributed to the bullying I already faced on a daily basis at school. For seven years I have publicly identified as a boy, with the last two years having to use restrictive undergarments and a permant exclusion from P.E lessons to hide the feminine characteristics that I am developing due to a rare genetic disorder that was caused by developing in my addled mothers womb and would be far more prominent if I was taking the meds that they've been feeding me, or so they tell me. Unbeknownst to me my emotional struggles stem from the fact that I am now more physically a girl who is masquerading as a boy and a boy still trying to deny he's mentally and emotionally a girl, but that's all about to come to a head.
Updated on Mar 1, 2024
by Monalott
Created on Sep 17, 2017
by Monalott
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