Sissy Rape Stories

Sissy Rape Stories
GayDemon's Stories: On this page you can find erotic fiction where you can read about men dressed and made into girls and sissification listed by date.
14 Jun 2022 2192 Readers 10 comments 16 Min Read
I finally found someone that could help me fulfill my desires.
Topics : Crossdressing, First Time, Sissy
29 Jun 2022 2536 Readers comments 2 Min Read
How I became a sissy slut addicted to big black cock
Topics : Crossdressing, Humiliation, Slut, Interracial, Sissy, BBC
9 Jul 2022 195 Readers comments 4 Min Read
My name is Sissie it used to be Matt, but that name doesn’t fit. I just put up a sissy pride flag in my window. Mine has pink and white stripes with a modified phallus symbol that looks like a heart with a limp arrow jutting out of it.
1 Jul 2022 700 Readers comments 12 Min Read
The Rest Stop Digest . This is one of many stories I have written through out the years.
Most of these stories are real experiences. Some of these stories are
about different people, but they are based on real event and told as close to a
Accurate as possible. This is a true story but the names have been changed ..
Topics : Crossdressing, Cruising, Cum, Sissy, Oral & Blowjobs, True Story, Stranger
2 Jul 2022 369 Readers comments 11 Min Read
Although this is ch 4 , it is the 2nd part of the Jill Jordan story.
Topics : Crossdressing, Cruising, Sissy, Breeding, Anonymous, Submission, Stranger
13 Jun 2022 3542 Readers 2 comments 4 Min Read
White boy thinks he's gonna get lucky with hot black woman.
Topics : Black Men, Transgender, Interracial, Drugs, Sissy, BBC
19 Feb 2020 12572 Readers 1 comment 118 Min Read
Abused, rejected little boys journey to a manipulative, desirable and successful woman
Topics : Black Men, Anal Sex, Crossdressing, Dildo, Big Dick, Group Sex, Transgender, Sissy, Oral & Blowjobs
15 Sep 2021 31484 Readers 2 comments 17 Min Read
Interracial rape story. A young sissy boy meets a cruel mature black man and dresses as a schoolgirl for him, he gets spanked and raped. The cruel man treats the little sissy rough, tearing off his clothes and ripping apart his favourite little white cotton school panties. He forcefully spanks him hard then rapes him. The theme and story line runs parallel to "Sissy Boy Loses Panties To Perverts"
Topics : Black Men, Crossdressing, Rough Sex, Spanking, Daddy, Interracial, Sissy, BBC, Rape
7 Jul 2020 18750 Readers 1 comment 13 Min Read
Cat-sitting for your neighbors becomes alot more exciting when you stumble upon their wardrobe collection.
Topics : Crossdressing, Bondage, Sissy, Face Fuck, Master & Slave, Domination
21 Dec 2019 24291 Readers 3 comments 28 Min Read
2 blonde bimbos help a little sissy faggot become the girl he always wanted to be and Introduce him to a man who knows just what to do with a special girl like this!
Topics : Anal Sex, Crossdressing, Dildo, Big Dick, Gloryhole, Sissy, Oral & Blowjobs, Small Cock, Blond
7 May 2018 23189 Readers 7 comments 3 Min Read
After fighting with a drunk girlfriend, a boy is fed up with women. He decides to finally live out a fantasy he's had for years.
Topics : Black Men, Crossdressing, Sissy, Drunk
9 May 2018 17921 Readers 2 comments 2 Min Read
After fighting with a drunk girlfriend, a boy is fed up with women. He decides to finally live out a fantasy he's had for years.
Topics : Crossdressing, Sissy, Drunk
12 Jun 2021 6081 Readers 1 comment 4 Min Read
The neighbor boy finds neighbor Daddy
25 Jul 2016 47052 Readers 3 comments 15 Min Read
Sissy boy loses the game, now he's going to lose his anal virginity.
Topics : Black Men, Crossdressing, First Time, Sissy, Sportsmen, Virgin
16 Sep 2021 7495 Readers 1 comment 4 Min Read
My first visit to a bathhouse, where I learn about poppers and BBC
Topics : Black Men, Anal Sex, Poppers, Interracial, Sissy, Bathhouse & Saunas, Gangbang
17 Apr 2022 4051 Readers 5 comments 36 Min Read
Continues the journeys of two brothers months after the events of Part One. Darren and Randy both find themselves beginning a new chapter of their lives with new and old friends.
Topics : Anal Sex, Dildo, Brothers, Rimming, Sissy, Master & Slave, Raunchy, Control
16 Mar 2021 12664 Readers 2 comments 3 Min Read
The guy who brought out my submissive side and made me his sub sissy wife.
Topics : Anal Sex, Bondage, Sissy, Submission
1 Mar 2010 54155 Readers 15 comments 5 Min Read
I try pantyhose for the first time, enjoy it, get my buddy Corey to enjoy it too and we become sissy buddies.
Topics : Crossdressing, Sissy, Pantyhose
11 Feb 2021 10936 Readers 1 comment 10 Min Read
I go to an adult bookstore for my first time while dressed as a Gurl and get my first sex with men, lots of men. sissy, first time, spanked, DP.d, oral, anal, domination, sexy, slut
Topics : Anal Sex, Crossdressing, DP, Spanking, First Time, Slut, Sissy, Oral & Blowjobs, Domination
31 Oct 2021 3994 Readers comments 23 Min Read
While well over the legal age of sexual consent, my looks represented a much different picture. Broght up by a single parent overbearing mother, my being raised was far from the normal channels of a lone single male son.With mom making dresses and me the perfect slender size to model her creations, I guess you could say that the soft silk and lace never failed to stimulate me in a secret sexy way
Topics : Crossdressing, Voyeurism, Sissy, Oral & Blowjobs
9 Oct 2021 3819 Readers comments 11 Min Read
Being used like a queer is a turn on, but being treated like a girl is too!
Topics : Anal Sex, Neighbour, Outdoor, Sissy, Oral & Blowjobs
15 May 2020 9181 Readers 3 comments 2 Min Read
Topics : Black Men, First Time, Sissy, BBC
9 Jan 2022 4453 Readers comments 20 Min Read
Topics : Black Men, Slut, Interracial, Drugs, Sissy
28 Dec 2019 7825 Readers comments 10 Min Read
A gay sissy bottom receives a surprise birthday gift
Topics : Anal Sex, Crossdressing, Hairy men, Sissy
24 Sep 2021 6367 Readers comments 4 Min Read
I was blackmailed to be a sissy faggot for old men
Topics : Group Sex, Daddy, Sissy, Blackmail
13 Jan 2022 2921 Readers comments 4 Min Read
My gay lover left me but not before he turned me over to a gay Dom Master. I guess I should have been more careful of what I asked for.
Topics : Bondage, Sissy, Cash Master
4 Mar 2022 5088 Readers 1 comment 5 Min Read
One of several kinky bondage games the boys like to play.
Topics : Bondage, Forced, Slut, Sissy, Seduction, Gangbang
8 Jun 2018 20934 Readers 4 comments 7 Min Read
Adam MacDonald secret life of crossdressing has always been both the escape and high of his life. A mysterious package with no sender address arrives one day, and inside it contains: a dress and more!
29 Nov 2018 23724 Readers 4 comments 22 Min Read
Charles has battled against his feminine features all his life. It takes a single experience with a dominant, alpha high school jock in the locker room to make him know his place in the world. ! ARCS Needed !
Topics : Anal Sex, Crossdressing, Public Sex, Locker Room, Transgender, Sissy, High School, Twinks, Oral & Blowjobs
29 May 2020 1936 Readers 2 comments 3 Min Read
Dear Rears I really struggled with the decision to allow the Pandemic to be an element in my story. But I am writing a story about a cute sissy that lives in Detroit which has been impacted heavily and so I included it.
Topics : Anal Sex, Crossdressing, Big Dick, Romance, Sissy
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on Sep 19, 2017

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on Sep 16, 2017

by loverofintersex1
on Sep 14, 2017

by colleenslittletoy
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"Now for your turn" leers the old bull, stroking the mushroomed head of his gnarled old cock.
The old man starts to get hard again and grabs the husband's head. He slams his cock back in the husband's mouth, brutally facefucking him. "Is that what you want Sissy? To be Daddies pantied cocksucker? "The husband chokes and gags on this vile old man's big cock,...

Hi. My name is Veronica. I am a 21 year old, 135 pound, pale white sissy boy with dark brown eyes and hair. My master is Derek. He is 6 ft 5 in, 175 pounds of beautiful black stud. I have a sissy playmate named Alex who is also Derek's pet. As I already described in an earlier story, Alex's sister Cecilia is responsible for hooking us up with Derek and intro...

All started the day when Mike went to visit the gym. He was not a type of guy that had all the muscles, quite opposite. There was someting wrong with his genes, because he struggled and still had a skinny body. Fact that he was short only made it worse. He couldn't find any girlfriend and was still a virgin, taking the fact that he was 17. He hoped that he c...

I opened my eyes, blinked, yawned, closed them again.
I felt confused, disoriented in a way that was... strange. It wasn't like waking up was supposed to be, I wasn't half asleep. I can't remember getting in the bed, in fact I can't remember the last thing I remember. Where did consciousness end last? I was clueless.
I tired to move my body and I found it...

"What the fuck did you say to me bitch?"
Uh oh. I'd pissed Daddy off.
I'd been whoring for Daddy for three weeks now. I can't remember the number of black gentlemen who have enjoyed what I have to offer them. Still using my hotel room, every penny I earned went to Daddy. But that was a problem. The hotel wanted their room paid for and my credit cards have...

"Well, well!" said Daddy in a tone of mock surprise, "Your Uncle Ted has made it here after all. And for once he's timed it just right."
"You promised," I cried out, on the edge of tears again.
"I lied, you dumb sissy. I lied." He laughed.
"Cut the jokes, Jack. Give me the bitch. I've come a long way to get my cock up the little slut. I want her now."
"...

Dear reader:
A political satire of "woke" white people, particularly woke white women. Definitely not to everyone's taste.
Intended to be humorous.
Skip if offended by the notion of a white gal mind-controlling her white boyfriend to service a black dude.
But quaff heartily if the idea gets you hot.
Adam
*********
SCENE 1
[Setting: A spacious but d...

This is a fictive tale, and any resemblance to anyone outside of it is purely accidental. Do not read any further if you are not of legal age in your jurisdiction.
*****
I was supposed to suck his cock and then butt-fuck him, so we'd arranged, or I thought we had, but in between making out he rolled me over and got on top, his weight pressing me down, legs...

My girlfriend of six months came home all excited. This was a good sign I thought because I was afraid things had been getting a little dull lately. It seemed like she wasn't really into our lovemaking sessions and they were getting fewer and fewer.
"I need your help!" she exclaimed when I asked her why she was so excited. "There is an important business di...

Mistress Caprice stood in front of me and looked deep into my glazed eyes, as I rocked up and down on my rubber cock.
"I had to pay a pretty penny for you bitch, after so many people had watched some of your more extreme videos. A lot of very depraved people could see just how much use you might be."
"But I wanted you before your inevitable trip to the far...

All participants are over 18.
I entered the code to unlock the door to the storage warehouse with trembling fingers and not a little trepidation. After all, strange as it may seem, the last time I was here, a week ago, I was taken roughly from behind. My anal cherry had been popped by a man whose face I had never seen. I came twice from this man's violation...

We were losing power yet again and Jock was getting angry. His eyes were fiery and with his big arms stained with oil and diesel fuel he might have looked really threatening to anyone else. I hadn't had much time to get to know him. He was like you could say 'a good solid looking trucker'. I suppose, if I am to be perfectly honest, I had noticed his physique...

Alex
I've never been happy, my life was just like me: shitty. I am one of those smart people who against the odd end up being losers with shitty job. Or in my case: dangerous job. Everybody thought I was going to be a successful businessman, a lawyer or a doctor. I could have been. But fate decided against it, so now here I was: a professional killer, whose...

As I lay in bed, I tried to recover my sanity. Jake said nothing in the morning. Trying not to show too much affection, he just helped me get up from out of bed and helped me stand. And that was all.
I couldn't even walk properly after last night, with my soft bum in pain and having to hold my pants closed, as the beast tore it off last night. He was of cou...

The Elevator
Rafe could hardly wait for his lunch hour to come. But he wasn't hungry for food. He was hungry for the new elevator boy. The new boy was just the type Rafe lusted after. He was short and slim; probably five-six and maybe a hundred twenty pounds at the most. And he was young. All of the elevator boys the building employed were high school seni...

Part 2: Personal Assistant
I stood there for a few moments, eyes searching the room for my clothes.
"Don't worry. You'll get them back." said Jim "Once I've finished with you."
He must have seen the glimpse of resentment and confusion in my eyes. Hadn't I just got on my knees and sucked his cock? Hadn't I repaid the debt? Couldn't I just go now?
"Oh...

I am continuing this long dormant story of male discovery by request.
Saturday morning I woke up early. The anticipation and resulting anxiety of that night's date had invaded my usual easy slumber. I sat on the edge of my bed trying to decide what to do. Greg was in his own bed snoring away. As had become our habit he was sleeping in the nude. Since the w...

Before Clive went upstairs, he cleared away the dining room table. I sat there quietly watching his sexy body move and was glad that I was married to a horny, intelligent, attractive man. He finished his chores and before he left, he came over and kissed me passionately. I liked having him push his tongue into my mouth. I moaned with approval and excitement....

I was reluctant, but my ex-boyfriend Brian talked me into going to his younger brothers graduation pool party. We were sitting in my car in the parking lot of the liquor store. He had bought two kegs of beer and I helped load them in the car.
"Why should I torture myself staring at all those eighteen year-old hard bodies?" I jokingly asked him.
"Because yo...

Hello.
Hello, sissy.
You have come back. You have come back again for another session. Welcome back, faggot. My sexy sissy faggot bitch. I am so glad you have come back. But you have no choice, do you, sissy? You have to come back. You need to come back. You need to hear my voice. It is the voice of truth. The voice that tells you what you are. What you tr...

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Part 3 of blackmailed by drag queens final chapter and tease. Blackmailed by drag queens 1 Blackmailed by drag queens 2 ( THOUGHTS ) Sometimes looking back I wish I never let them put their cocks in my mouth the shock of that first cock going in my mouth and the taste of precum juices … Continue reading Blackmailed by drag queens 3
Read the previous chapter of this story firstly 👉 Sissy Slave: Chapter 1, 2, 3 – Mommy’s Slave Chapter 4: The next day… You are on your hands and knees wiping the floor as your mother instructed. Still as naked as before. And that cage still hitting your inner thighs as you make a scrubbing … Continue reading Sissy Slave : Chapter 4 – Trans babes Amy and Mary
This Story is fully fictional. It is a POV story. It is a fiction that the focus on the Futa / incest / domination / transsexual / momdom / femdom / BDSM / Amazon Milfs with massive cocks Lets Start Chapter 1: You are Jim. You are 18 years old and live in an average … Continue reading Sissy Slave: Chapter 1, 2, 3 – Mommy’s Slave
I can say that I’ve lived a rather ordinary life. Having been married for 22 years, raising a few children, and even retiring from a job after 20 years, my life has been rather full, but ordinary. This wasn’t always the case and looking back I sometimes wonder what my life would have been like … Continue reading Becoming a sissy slut – part 1
Opening my eyes, I felt extremely groggy. I was in a dark room, and I could barely remember what had happened. Suddenly, I saw the faces of the other students around me, and I could get flashes of memory coming back to me. I had just moved into my school, and I decided to join … Continue reading The Magic Club
This is the real incident which happened with me an years back.. Now come to the real lady of this story who changed my life.. My hottie mommy Sujata… She is 46 years old… Quite chubby… Her statistics is 38-36-38… She is fatty women but a real sex bomb.. Whenever she walks on a road … Continue reading Sissy Slave of Mom and her Friends
It had been exactly one year since Master had found me. One year ago, I still called myself a man. But after Master took me in, I realized what a really was. I was a sissy girl who had been tricking herself her entire life. It took a few weeks to break me in, but … Continue reading Ella’s Anniversary
Hi everyone! This is the next chapter in my ‘Life of a Sissy’ series. Click on the link to read the previous chapters of the story. Read through and feel free to leave some constructive criticism at my email. Enjoy! ================== I lay naked in the darkness in the back of Davis’ van. After what … Continue reading Life of a Sissy – Chapter 5
Hi guys! This is the next chapter in my ‘Life of a Sissy‘ series. Click on the link to read the previous chapters of the story. Read through and feel free to leave constructive criticism or feedback! ================== I am a 16 year old sophomore in high school. My name is Brian. Well, not really. … Continue reading Life of a Sissy – Chapter 4
Before beginning the story I would like to introduce myself… Hi my name is Jake, I study in Pittsburg High, I am the captain of the football team and an athlete. I am average in studies but mostly I manage not to fail. I am black in ethnicity and the son of the school coach. … Continue reading How I made the School’s Nerd my Pet Pt.1

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Mistress Red ensures Pete gets exposed by his wife.
Shopping done it's time to get sissy ready for Master Mark.
Kyle submits further to becoming Amanda's sissy slut.
Charleigh the slut raped by Mistress Red Fox's huge cock.
A mouth full of cum and shoe shopping in K Mart.
His second session with her, CP and a serious fucking.
The Sissy slut submits to the Piggery.
The transformation continues, straight to Sissy fag wife.
The real transformation begins, straight to Sissy fag wife.
Sissy is now used hard by her Wife Mistress and her Master.
The Married Sissy loses her identity.
A married man transformed
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