Sort by
Relevancy

Free Stories

50%
KING OF TRANNY CHASERS ENTRY 1
IT WAS AROUND 1AM AND MY GIRL FRIEND GINA AND I ARE GOING AT IT.HER NAKED BODY WAS HANGING OFF THE BED IN DOGGY.HER BIG CARAMEL ASS CHEEKS JIGGLED AS A POUNDED FROM BEHIND. SHE WAS SCREAMING "YES BABY" AND MOANING NON STOP..AS BEAUTIFUL AS SHE LOOKED AND HOW AMAZING HER BACK SHOTS WERE LOOKING..W... Read full Story
Ghostface drillah 2024-07-02 2,835 Amateur Big Tits Masturbation Big Cock Ebony Guy Fucks Shemale big ass Homemade Ass to Mouth cum in mouth
70%
Shemale Gangbang
I am not your average female. But I guess I am not your average male either. You see, I am a tranny. I make a really hot woman. I am 5'10", am slim and have dark, wavy hair that comes down to tight between my shoulder blades. The only thing I was missing was beautiful tits. So I got those as we... Read full Story
shemale lover 2011-08-27 17,691 anal Blowjob cum swallowing
71%
Glory Hole Girlfriend
My boyfriend likes to take me to the local adult bookstore, into the back where the video arcade is. There's always a lot of men there, strangers that we don't know, and I feel funny when they look at me. They wonder why a pretty young woman would be back there. It smells too. A rich sweaty sc... Read full Story
shemale lover 2011-12-18 7,536 Creampie ass fucking mouth fuck
100%
A Revenge Fuck Part 2
Frankie had been a great sport about the entire affair. She had taken me in, she'd showed me how to become and be the beautiful woman, Josie- she had completely made me who I was, even against her will. And then she was also there to shoulder support in my emotional crisis when things did not work o... Read full Story
shemale lover 2012-06-03 5,043 anal sex Creampie shemale oral sex
88%
Dark Temptation
Ella's body glistened with perspiration as she twirled and spun her lithe body on the dance floor, loving the way the beat of the music thumped around her. The twenty-one year old loved Brighton's laid back, hippy, music generated atmosphere and long ago had fallen into dancing until the sun came up... Read full Story
shemale lover 2012-06-22 6,043 shemale Ebony oral sex
100%
Ellen's Candy
Sometimes I get in the mood to suck a dick but I’ve never considered myself gay. I’m @ the very least bisexual but I don’t like to limit myself to that either because I think it restricts my sexuality. I get turned on watching all types of sexual situations that you could think of;... Read full Story
shemale lover 2012-06-23 4,808 Cumshot shemale cum swallowing mouth fucking rimjob
76%
She didn't see it coming
I had seen her at a stop light while driving around looking for a spot to eat. She drove a red Pontiac Sunfire, the convertible kind that no self-respecting man would be caught dead in. She was gorgeous, at least from what I saw from my elevated platform of the SUV I was driving. She was petite, ... Read full Story
shemale lover 2013-07-17 5,287 hardcore oral sex big boobs kissing shemale sex
88%
Very Impatient on a sex fanstay
Are you ready for this Mish?" "Not really but it's too late to back out now." I stood in a dark alley before a metal door shaking with both anxiety and the cold, waiting for the door slot to open and for the night to begin. I wouldn't admit it to my friend Simone but secretly I hoped we would ... Read full Story
ASSEaster5678 2018-07-10 10,992 Shemale Fucks Guy Big Cock Ladyboy Guy Fucks Shemale Mature
100%
yes, Mother give it to me
"Do your fucking job right, Henry! Jesus Christ, what are you, five years old? If I ever have to call you in here again, you're done! You hear me? You'll never work in this business again! Now get the hell out of my office." Mona could feel every set of eyes on the floor anxiously awaiting the pi... Read full Story
ASSEaster5678 2018-11-28 12,995 Guy Fucks Shemale
100%
Sissy Slut Reunion
Rob had moved back to town and called me. He had just moved into his new place and he wanted me to come by and talk. I knew what he really wanted from the tone of his voice, because I wanted it too. He said he had been thinking and dreamed about me the whole time he was away. My spirits lifted and ... Read full Story
Regina10 2020-09-14 4,415 Crossdresser Big Tits Cumshot Bareback Creampie Fetish Big Cock Ebony Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
100%
The Big Mature Shemale Next Door
The Big Mature Shemale Next Door SugarandSalt "Please can I just wear my old swimming trunks?" Warren begged. "No!" his mom yelled back from the other room. "Barbara purchased that for you. It was expensive so you better remember to thank her." Warren looked at himself in the full length mir... Read full Story
Gwapo67 2022-05-03 8,367 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
94%
Southern Hospitality Ch. 01
XtinaSmith2017 Ash gawped at his mother, incredulous as to what she had just said. He understood the basic premise of what had happened, but the reasoning she must have had absolutely baffled him. "Why?! Why would you do that?!" He pleaded, voice light and desperate. She shrugged, looking acr... Read full Story
Gwapo67 2022-05-16 7,422 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature
100%
Aunt Susie's Training Part 4
My Aunt Susie grabbed my hand as I stood in my towel and made me sit down at her 💄 makeup table. I basically had no facial hair so the foundation was applied all over very easily. Next she started doing my eyes with a purple mauve shade of eyeshadow. She put on eyeliner and then mascara, then blus... Read full Story
BITCHGURLvr 2024-06-30 6,163 Lingerie sissy Cigarettes
100%
The Seductive Seed of a Tranny MILF
The Seductive Seed of a Tranny MILF SugarandSalt Jackson got home and immediately curled up in bed. He didn't want to move for the rest of the weekend. He'd finally worked up the courage to ask a co-worker out at work. She politely rejected the invitation. Then later on in the day, Jackson spo... Read full Story
Gwapo67 2022-05-03 8,116 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
100%
Dear Diary
It's now been one year since mother passed away. I still miss her terribly and think of her each day. I also feel ashamed at times when I just wish she were still here to protect me from father and to intervene. His hate for me seems to grow each day and he told me the day I turn eighteen I will be ... Read full Story
shemale lover 2011-11-09 5,409 taboo sentimental erotic
100%
On Strike!
I got the idea while listening to the news on the radio, during another grinding commute home from the big city. It seemed a couple in Florida had gotten so sick and tired of their spoiled, neglectful children that they were camping outside their house in beach chairs, refusing to go back to being p... Read full Story
shemale lover 2012-09-02 4,277 Stockings Crossdresser Lingerie pantyhose
50%
LE GARÇON DE LA BOUTIQUE DE LINGERIE
"Asseyez-vous Robert", m'a demandé Mme Conley. C'était une femme plutôt grossière et autoritaire qui s'en sortait pour 50 ans, je dirais. J'ai fait ce qu'on m'avait dit et j'ai attendu qu'elle - une responsable principale des réclamations à la bourse du chômage où j'ai "signé" pour réclamer mes allo... Read full Story
Femboy 2021 2023-02-16 1,347 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale cum in mouth
100%
FAIT POUR OBÉIR ⚧️ ⚧️
Mettons les choses au clair. Je ne suis pas gay, pas une poule mouillée ou un pédé, je suis un hétérosexuel normal de 30 ans, d'accord ! Alors pourquoi vous demandez vous si j'écris ceci vêtue d'une robe bleu foncé, de bas noirs avec porte-jarretelles, d'une culotte bleu clair avec un motif à pois b... Read full Story
Femboy 2021 2023-03-26 1,260 Stockings Blowjob Big Cock Lingerie Sex Toys humiliation cum in mouth feminisation forcé poule mouillé SOEUR DOMINANTE chasteté forcé Féllation forcée
100%
FILLE DE RÊVE ⚧️ ⚧️
« Alors, à quoi ressemblerait ta petite amie parfaite ? » « Toi », pensa Steph, regardant dans les yeux noisette avec des reflets dorés à l'intérieur. Il lui fallut quelques secondes pour se rendre compte qu'il devait répondre avec sa bouche. « Oh, euh… quelqu'un d'attentionné je suppose ? ... Read full Story
Femboy 2021 2023-02-17 1,190 Stockings Crossdresser Cumshot Fetish Blowjob Big Cock gangbang Lingerie domination Guy Fucks Shemale Interracial Sex Toys cum in mouth
50%
RÉVEIL SEXUEL SISSY ⚧️ ⚧️
Si ses histoires étaient vraies, non seulement beaucoup d'hommes ont eu des réveils sexuels entre la fin de la trentaine et le début de la cinquantaine, mais beaucoup d'hommes de mon âge étaient curieux de se féminiser, de sucer des bites et peut-être même d'avoir des fesses. Mais je ne peux pas ... Read full Story
Femboy 2021 2023-02-17 1,388 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial Sex Toys cum in mouth
100%
Jamie is taken Part 3
When this process was completed the Chinese gentleman s turned to his new acquisition in the floor. He lifted him up from the floor and deposited him on a high-backed chair; his legs still folded up, and tied him to it. Then he removed the strap from around his throat and instead shoved ... Read full Story
shemale lover 2011-11-30 6,650 Fetish domination bondage facefucking
92%
Lady In The House Chapter. 01
A story by MicheleNylons ( Man in jail is transformed to prison slut.) How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild... Read full Story
✘Transensual✘ 2019-01-11 9,650 Crossdresser Bareback Creampie Fetish blonde Big Cock Lingerie domination Guy Fucks Shemale transvestite slut PRISON FUCKBOY prison sex Prison Bitch
100%
Lady In The House Ch. 03
A story by MicheleNylons ( Michele continues to be used by the inmates of a prison. Hot wet fluid suddenly soaked the tops of my thighs and the crotch of my panties. I felt stream after stream of his creamy seed shoot against my silken hosed thighs and being to slowly run down my legs. My crot... Read full Story
✘Transensual✘ 2019-01-11 6,550 Stockings Crossdresser Bareback Creampie Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale PRISON PRISON PUNK prison sex Prison Bitch
50%
Closet Sissy Son fait en fille
Pourquoi étais-je à quatre pattes avec la bite de mon père dans le cul et la chatte de ma sœur dans mon visage? Je ne savais pas que ma mère était au courant de mon secret. Elle savait que je portais sa lingerie et celle de ma sœur. Cela a commencé lorsqu'un jour j'étais seul à la maison et que j... Read full Story
Femboy 2021 2023-01-24 1,001 Stockings Teen (18+) Crossdresser Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
50%
A Fantasy - Part 3
Sharon put her cell phone back into her purse, turned to Paula and I and said "I'll be right back, with the Chinese food!", gave us a wink and took out her wallet, grabbed some money and then went off to get our dinner. Paula was sitting on the floor, she leaned back on her left elbow and started... Read full Story
swollenrooster 2023-09-20 5,647 Group Sex Cumshot Shemale Fucks Guy Fetish gangbang Shemale and Girl Guy Fucks Shemale shemale fucks shemale cum in mouth shemale fucks female
50%
Magician's Assistant - Friends & Lovers Part 9
Magician's Assistant - Friends & Lovers takes place in the Magatrix the Magnificent Universe, which was first introduced in my serialized seven-part story, Magician's Assistant. The premise upon which both that story and this story are based revolves around the fact that Magatrix the Magnificent... Read full Story
shemale lover 2011-12-26 2,943 anal femdom erotic encounters
66%
Chinese Extremes Part 1
Phil had been looking forward to the competition for weeks and now that it was over, he felt slightly disappointed. Not that he really had anything to be disappointed about. He had advanced to the third round in the Karate tournament where he had met an admittedly better opponent. So it wasn't that ... Read full Story
shemale lover 2012-01-16 4,823 torture extreme bondage and discipline
50%
A Murder Misstery
When I rolled out of bed that fateful morning, I had no way of knowing that it would be my last day as Matt McCoy. After showering and dressing quickly (how I long for those days!) I bolted out the door for my train, looking forward to another manic day on the floor. Although I was one of the younge... Read full Story
shemale lover 2012-03-20 5,191 Fetish crossdressing feminization
100%
Lady In The House Ch. 09
A story by MicheleNylons ( Continued adventures of a cross-dressed prison prostitute. ) I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the ... Read full Story
✘Transensual✘ 2019-02-27 6,022 Crossdresser domination Guy Fucks Shemale cum in mouth PRISON FUCKBOY PRISON PUNK prisoner Prison Bitch
80%
Debbie Part 7
As Debbie was led into Dr. Jacobsen's office, she saw that Mistress was already there waiting for her. "Your property Miss Chamberlain", the doctor proclaimed, indicating Debbie. Debbie's heart began to flutter with love and submissive fantasies as she saw Mistress. Mistress was dressed in... Read full Story
shemale lover 2011-12-23 9,784 transgender toys bondage and discipline heavy
42%
Chinese Extremes Part 3
It was time to leave Mistress Ming's house and Lien was dressed, or rather tied up, by the two little sissies. First a brutal corset was fitted around Lien's waist, followed by a broad, black leather collar. Lien's hands were then tied in an armbinder, a black leather sack that held Lien's arms behi... Read full Story
shemale lover 2012-01-17 8,752 torture extreme bondage and discipline
100%
Lady In The House Ch. 06
A story by MicheleNylons (Michele continues to be used by prison inmates.) From Part V Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silver... Read full Story
✘Transensual✘ 2019-02-25 3,932 Crossdresser domination prisoner prison sex Prison Bitch
100%
Lady In The House Ch. 07
A story by MicheleNylons (Carmel and Charlotte want theirs.) From Part VI "You look gorgeous Michele," Carmel whispers through the bars. I wondered if she had read my mind when I was standing in front of the mirror admiring myself. "Well, I have to say you girls are looking something spe... Read full Story
✘Transensual✘ 2019-02-25 3,526 Crossdresser domination prisoner shemale lesbians Prison Bitch
100%
Lady In The House Ch. 08
A story by MicheleNylons (Crossdresser must comply with jailhouse heavy.) "You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by... Read full Story
✘Transensual✘ 2019-02-25 5,947 Crossdresser domination PRISON PUNK prison sex Prison Bitch
80%
One night Transtand ;)
One Night Transtand By BalkanMan990 Published on Lush Stories on 05 Oct 2019 I had no idea she was a trans.. I didn't stop kissing or fondling her when I found out. I went out for a drink at one of the many bars at Croatia,where my girlfriend Sabina and I were staying.Sabina and I had been drin... Read full Story
BalkanLoco91Ri 2019-10-24 9,213 Small Tits Amateur Cumshot Masturbation Creampie Shemale Fucks Guy Blowjob blonde Lingerie Guy Fucks Shemale Homemade pov cum in mouth
84%
She never saw it coming
When I was 19/20 I used to frequent LGBT bars roughly twice every month. Most nights not much would happen but I found myself going to the trans nights more often. Until I eventually had some experience with trans girls. It was mostly fairly soft fun. Me getting oral and occasionally topping th... Read full Story
chris1989r 2022-02-01 5,375 shemale gangbang facial
66%
Tgirl
The year is 2044. My name is Robert. I am 26. Light brown hair. Dark brown eyes. 5' 9", 122 pounds. I work for a supercomputer research and development firm. Like many young men at the leading edge of technology, I am transgendered. My counselor is Dr. Elizabeth Paris. Under her con... Read full Story
shemale lover 2011-11-26 7,485 shemale transformation domination
100%
A Downtown Moment
I had reason to head downtown for a meeting with some industry colleagues and after my meeting I dropped in to see a friend of mine who I used to work with. Loretta and I worked together for about a year on similar project as contract workers, I moved on to other things and she stayed with the compa... Read full Story
shemale lover 2012-02-28 5,053 pantyhose mistress
100%
Lady in the House
How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild mannered, and diminutive but highly successful accountant in his 30s ended u... Read full Story
shemale lover 2012-05-12 4,161 Stockings Fetish crossdressing
72%
For Want of a Heel
"Shit, shit, SHIT." Sally glared at her right foot. The heel of her shoe was broken off, still caught in the chink of the cobblestone walkway she was standing on. She carefully set the bag holding her laptop down and reached down to pull the heel free. "Two hundred dollars," S... Read full Story
shemale lover 2012-11-15 3,623 tranny Cumshot oral sex
100%
Lady In The House Ch. 02
A story by Michele Nylons, Part II "She's all yours Eddie. She looks beautiful." I heard Carmel say as 'she' disappeared down the corridor, her high heels clicking on the tiled floor. Eddie appeared at the door to the cell, he stepped inside and closed the door behind him. "So what do yo... Read full Story
✘Transensual✘ 2019-01-11 4,930 Stockings Crossdresser Fetish Big Cock Uniform Lingerie domination PRISON PUNK prison sex Prisonboycum Prison Bitch
100%
HypnoSissy Partie 2
DEVENIR CUM SLUT Une fois habillé et James parti, Rose demanda: "Vous êtes-vous amusé?" Je hochai la tête. "Oui, bien que je me sente un peu gay." Rose secoua la tête. "Brian," gay "est juste un mot, comme" lesbienne ", ou" faggot "ou" gouine ". J'ai mangé la chatte et demandé aux filles... Read full Story
Femboy 2021 2023-01-24 4,158 Stockings Teen (18+) Crossdresser Fetish Blowjob Big Cock Lingerie domination cum in mouth
50%
SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
Femboy 2021 2023-01-26 1,712 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
100%
A Fantasy - Part 2
Paula begins to grown, ohhing and ahhing. I suck hard and swirl my tongue around on the head of her cock. Sharon has pushed her dildo all the way into my ass and begins to pump my ass with a slow, steady rhythm. Paula holds my head in place and begins to thrust her cock into my mouth harder. "I'm go... Read full Story
swollenrooster 2023-09-20 5,420 Group Sex Cumshot Shemale Fucks Guy Shemale and Girl Guy Fucks Shemale shemale fucks shemale cum in mouth shemale fucks female
50%
Caitlin and Mistress Vicky Chapter 3
I was sitting nervously in front of the mirror in the newly decorated guest room. Chad was set to arrive in half an hour. My wife was getting ready in what was for now our bedroom. She had told me to dress up for the occasion, though I was still to wear my maid's outfit. I opened my jewelry box and ... Read full Story
shemale lover 2012-03-01 3,536 suck Fetish fuck domination
100%
Screwed
Randi's excitement grew as she walked outside to her car. She'd been preparing for this all day and dreaming it up for weeks. She began the day by showering and shaving her legs, followed by putting on a nice red nail polish on her fingers and toes. She went to her dresser and picked out a black ... Read full Story
shemale lover 2012-09-24 3,343 Cumshot suck domination cum swallowing
100%
Lady In The House Ch. 05
A story by MicheleNylons (Crossdressed prisoner is forced into prostitution.) From Part IV Then Eddie looked down at my body and noticed the semen pooled at the front of my panties. My semen! He looked down at his tight belly and saw a slimy stain that was the result of my ejaculate spread th... Read full Story
✘Transensual✘ 2019-02-25 4,729 Crossdresser domination PRISON prison sex
100%
Two CD's the first time we meet.....
We are meeting for the first time since talking online. I want to dress for you gurl, I want to feel as you do, I want to be your slut, your slave of desire. My panties are a sheer white, my hard cock can be seen ever so pressing against them, I rub myself for you as you watch, drooling now. Hand... Read full Story
kelliecdgirl 2024-04-10 4,252 Stockings Crossdresser Cumshot Masturbation Fetish blonde Big Cock Lingerie pantyhose Frottage sissy femboy shemale + shemale
91%
Stepdaughters Pleasure Daddy
As I was showering, I was thinking about Anna coming. What would I say to her? How would I act? I felt very uncomfortable and I was getting extremely nervous. I finished washing, then shaved. As I was getting dressed, Dawn came in. "I know your hungry, Daddy, but let's go out for breakfast.&... Read full Story
shemale lover 2011-12-05 7,875 anal licking Creampie
100%
A night to remember
Josie wasn't a girl a man would turn his head for if he saw her on the streets. She was a small, petite girl, her breasts barely an B cup. She was wearing her light brown hair in an inconspicuous short cut and the thick glasses she needed for being able to see anything in her surrounding, didn'... Read full Story
shemale lover 2011-12-11 5,400 first time tg
100%
A Flash of Lace
The insistent ringing of the phone broke my concentration and with great annoyance, I climbed off the bed and picked up the receiver. "Hey little brother!" My sister's sparkling voice filled my ear. "Di, Is that you?" I exclaimed happily "Got any more sisters I don'... Read full Story
shemale lover 2012-03-03 6,336 Stockings Fetish dressing
83%
Elaine & Me
- Chapter One – Our First Meeting - I had two weeks to go before the final degree exams and I was working hard. Perhaps too hard, because I desperately needed a break from the hours and hours of revision. It felt like I just couldn't take in any more detail about Quantum Mechanics or Solid ... Read full Story
shemale lover 2012-03-31 11,605 sucking Fetish transsexual
100%
Hose and Heels in School - I'm a bad girl
A knock on the door? Who could that be? After all it was mid-evening on a Friday night and I certainly wasn't expecting anyone. I was looking forward to a night of relaxing on the sofa and nothing more. I opened the door and there stood Liza, staring at me with a smile on her face. "U... Read full Story
shemale lover 2012-05-11 3,251 anal sex fingering spanking crossdressing
100%
Encounter In The Park
It was near the end of my junior year in high school and my parents ere in the midst of their big divorce drama so I was spending most of my time at my best friend Kelly's. It was just Kelly and her Mother because her dad left the picture several years earlier. Kelly’s mom was a great surrogat... Read full Story
shemale lover 2012-06-02 3,784 oral domination sissy
66%
Lana: Second Encounter
Well, you may remember the satisfaction I felt at the end of my first encounter with Lana. I had not really expected to find a CD with whom I felt so comfortable. Usually, I had left my experiences with some discomfort about the surroundings or the person I had been with. Not in this case, she was... Read full Story
shemale lover 2011-11-11 3,294 pantyhose tgirl anus
50%
One Torrid Night
I had no idea how a sexual impulse one night while we were fooling around would excite us so much later. We have been married for nearly 27 years and we have just found our love life again after some barren years. A year previous to this story I had come out of the closet and told my wife about my c... Read full Story
shemale lover 2011-12-28 4,337 shemales Group Sex sucking Big Cock