Sort by
Relevancy

Free Stories

100%
Caught by Neighbour Chapter 2
- 1 - The next day I woke to the sound of birds outside, and sun streaming through the windows. It was Sunday, and normally I'd have been up and about early with Sam. But with her still away, I'd slept in late. I lay in bed, unmoving, stunned by the previous day's bizarre events. I scarcely belie... Read full Story
shemale lover 2012-06-20 4,204 Stockings Crossdresser anal sex Cumshot
60%
A Ski Bunny is Born Chapter 3
Kim and I are thrilled that so many people are enjoying reading about our adventures. We have received so many really nice e-mails from lots of lovely people, its good to know you girls and guys out there are enjoying them! We had promised each other a trip to Europe but hadn't really made any fi... Read full Story
shemale lover 2012-06-22 8,549 Cumshot Sex Toys 69 position handjob
100%
Defend Each Other
San Francisco International Airport, San Francisco Ca. Main Terminal area 12:35 a.m. 16 September. Alex sat in the quiet airport terminal, fixing her lipstick in a small compact and checking her make-up, waiting for John to arrive from Japan. John had gone to Japan to convince his investor in ... Read full Story
shemale lover 2012-08-10 3,695 anal Cumshot shemale oral
100%
Brazilian Discovery Chapter 1
Joan arrives in Brazil The plot from Susan and John series : Mr Gupta, the wealthy businessman had built his empire from scrap, starting from a small greengrocer shop in B'ham. He had slowly bought similar shops throughout England, federating them in a company that was powerful enough to build it... Read full Story
shemale lover 2012-08-24 5,474 Cumshot fingering Sex Toys feminization
95%
T-Girl University
Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for ... Read full Story
shemale lover 2012-09-05 14,972 Cumshot Masturbation Blowjob ass licking redhead
71%
Trucker tales
It was a really hot day down in the panhandle of Texas My dispatcher had pushed me to get down here for a load of potatoes and I had been driving for about 10 hrs strait and I was running close on my 70 also so I just wanted to get to the farm and get the load on and then find a long shower and a ho... Read full Story
shemale lover 2012-09-15 4,716 Cumshot sucking fingering ass fucking
100%
Am I Who I Think I Am? Chapter 2
Well,I can't lay here all day and dream! I feel so good, so loved, so ravished. My smile is touching the pillow on both sides! I'm laying here daydreaming about my deflowering this morning. Inside me lives my lover's DNA, looking for a life to create. (Nice try little spermies, but you won't find it... Read full Story
shemale lover 2012-10-19 3,643 Cumshot sucking Fetish
100%
Dress and Drive
I am twenty four years old and have been cross dressing for years now. I started when I was young and when my sister was not at home. Since then I have moved into a house of my own and I have built up a pretty large collection of clothes, shoes, make-up, and a few different pairs of fake breast. I d... Read full Story
shemale lover 2012-11-16 3,731 anal sex Cumshot fingering oral sex
88%
Oh My, You Have a Cock...
It was a regular Friday night no different from others I'd experienced before. I was lonely having broken up with my girlfriend earlier that week. What a bitch! I needed to find me a sweet woman capable of matching my libido. My last lady was all about the lights off, missionary position sex, come t... Read full Story
shemale lover 2013-08-09 33,013 anal sex Cumshot Shemale Fucks Guy redhead
98%
My Girlfriend's Mother Has a Secret
A young man, 18, is caught spying on his girlfriends mother in her bedroom, and is taught a hard lesson. Characters: Tim, 18, Student; Susan, Tim's Girlfriend; and Julie, 44, Susan's Mother ;-). Julie sat at her dressing table, preparing for bed; she brushed her long dark, which was one of the pr... Read full Story
shemale lover 2015-02-27 27,565 tranny Cumshot suck Shemale Fucks Guy ass fucking wanking
81%
Ladyboy Switch Story
I am messed up with how I feel about this. I still love looking at women. I love tits and arse. I like the soft feel of women – kissing them and feeling their bodies. I don’t look at men in public and get turned on – men with clothes on do nothing for me. Put me somewhere that I can see those same m... Read full Story
shemale lover 2015-02-27 7,231 Cumshot suck Shemale Fucks Guy Ladyboy ass fucking swallowing
92%
My Dream pt 3
Our first invitation arrived at the end of September. Sydney spotted it first and tossed it into the trash with out looking at it. She didn't tell me what it was and I didn't bother asking. The next invitation arrived two weeks later. This one Sydney opened and after reading it she passed ... Read full Story
Sydney Sun Min 2018-01-04 16,703 Group Sex Shemale Fucks Guy Shemale and Girl Sex Toys
80%
Three In A Day
Clara felf especially slutty today. She briefly gazed at her long legs shimmered in the smooth, silky black stockings, and black patent leather pumps as she pressed the gas pedal of her car. Her olive skin and black wig were set off by the brightest shade of red lipstick she could find. Driving d... Read full Story
iluvgurls 2018-11-12 4,766 Small Tits Crossdresser Group Sex Cumshot Blowjob cum in mouth
94%
The Transsexual Teacher
Greg was late for class. He ran through the hallways. They were very particular about being punctual here. His health teacher especially. She was very focused on such things. Greg had been late twice this week. He couldn't help that his car kept breaking down. Ms. Sin was a real hardass and didn't a... Read full Story
ASSEaster5678 2019-03-18 34,175 Shemale Fucks Guy school teacher sex
93%
Homework
Daniel was a 15 year old teenager, like any boy his age, he was full of hormones and sexual fantasies for every pretty girl that passed in front of him. In the last weeks of the school year, the history teacher had a child and was absent from school, being replaced by teacher Marlene, a trans woman.... Read full Story
haroldãosanguebom 2024-01-09 7,479 Shemale Fucks Guy Big Cock Mature
50%
Film At Eleven
I'm a shemale. I'm also an exhibitionist. And a news hound. These interests, as I've learned, don't always go together--or maybe they do. Let me explain. Since becoming a woman in every detail but my genitals (which remain, as they always shall, defiantly masculine), I've delighted in "accid... Read full Story
shemale lover 2011-10-29 3,424 Cumshot Masturbation exhibitionist
83%
Jesse’s Dream Job
****This a fantasy scenario i have dreamed of ever after i became interested in beautiful Ts women. Even though this is my fantasy alot of credit goes to author Ruwild (which some of u may have read his stories) who was nice enough to write the story for me. Enjoy!!!***** Jesse's Dream Job ... Read full Story
AlcatrazNYC 2011-11-19 8,105 Shemale Fucks Guy cum swallowing
50%
Going Up Part 2
Charlie's cock was as perfect as if it had been sculpted by a consummate artist. The rigid column of flesh rose from the dense thicket of his pubic hair and, lined with blue veins and topped by a once-pink gumdrop-glans that had ripened to a deep purple, looked as inviting as an exotic fruit. The eg... Read full Story
shemale lover 2012-01-01 3,069 Cumshot shemale ass fucking
100%
Jon Story
When I learned we would be in Rio for a few days, I was overjoyed. Rio de Janeiro would have just what I was looking for. While on leave in Australia, I had developed a yearning for special girls, and through careful research, Rio seemed to be someplace very special indeed. It first started... Read full Story
shemale lover 2012-01-26 5,117 Creampie tits fucking big
50%
Devastating and dominating
Tracy drove the black SUV with her friend Miss K in the passenger side, both of them struggling not to be bored to sleep with the monotonous countryside I-64, the scenery broken up only by the occasional road sign or truck stop. The Madonna CD thumping in the stereo helped matters though, the t... Read full Story
shemale lover 2012-01-29 5,265 Masturbation sucking Creampie Latex fucking
33%
A Certain Perception
Kyra was not the girl of my dreams. I never DARED dream a woman that good would just walk into my life. She was smart, sassy, vivacious, intuitive, resourceful, and a real 'people person'. We met in an Internet chat room called "Working Girls". We're not talking about the kind you find in ... Read full Story
shemale lover 2012-02-23 8,445 Fetish transformation dildo
50%
A Revenge Fuck
It had been a long day. I had fought the traffic after a miserable week to get home early and surprise my wife for what was to be a romantic weekend. But as I pulled up to the house my heart sank. I saw a bright red motorcycle in the drive way and something inside told me, "This isn't right!&qu... Read full Story
shemale lover 2012-06-03 11,367 shemale oral sex Interracial
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 5,009 anal sex Creampie shemale oral sex
83%
Caught at Lunch
Only so long can you hide, if you are wondering what the hell I am on about then let me explain. As a part time transvestite dressing is always a thrill as is the joy of turning myself from a very average looking guy into a sexy cock loving slut, but due to where I live the chances to fully dress... Read full Story
shemale lover 2012-06-11 3,956 anal sex Cumshot shemale fingering transvestite
87%
Finishing School for Shemales
Mistress K looked at the school report and smiled. She wouldn't describe herself as an evil bitch, but plenty had. She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or ... Read full Story
shemale lover 2012-08-09 10,679 shemales Cumshot domination oral sex
83%
Demoted and... Chapter 3
3) Sales call "Timmy, can you come in my office, please." Carrie squawked through my speakerphone. I should have never shown her how to use the phone system. I went around the glass and into her office. "Take a note, please." She instructed. I sat down in one of the chairs ... Read full Story
shemale lover 2012-08-17 3,107 Cumshot Blowjob assfucking
100%
Flowers in the Heart Part 2
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 6,407 sucking oral sex facefucking
66%
Angel's Interludes Part 2
Here are more of Angel's hot little interludes. Just unencumbered hot sex for your cold lonely nights. A Restaurant Interlude Angel and Bobby were sitting in a rather dark corner booth of a quiet little Italian restaurant. This was their second date and so far Angel liked him. He seemed willin... Read full Story
shemale lover 2012-12-08 3,271 Cumshot sucking shemale
90%
Brian Becomes Brittney Chapter 1
My name Is Brian or at least it was the first 18 years of my life. Brittney is my new name.... All of this started when I was just out of high school. It was the beginning of the summer and I was feeling great. During the summer I was planning to do a study abroad program for a year before colle... Read full Story
shemale lover 2012-12-21 5,362 Teen (18+) Crossdresser domination Sex Toys ts
93%
I Am My Wife's Best Girlfriend
I was standing in our bedroom, my wife was on her way out the door. I was holding her slip up against my naked body. It felt very sensual. I pictured myself, for just a moment, as a real woman, with large breasts, big blonde hair, and smooth, hairless skin. I rubbed the fabric against me, sighing. S... Read full Story
shemale lover 2013-01-18 7,340 Crossdresser Cumshot Creampie Blowjob ass fucking
95%
Pounded to submission part1
“Oh shit, fuck my black ass with that thick white cock you fucking tranny.” He moaned. “Harder, **** my tight fucking ass baby.” He screamed “Quit screaming like a bitch and take it like a man cock-whore.” She exclaimed. He could feel a growing sensation ... Read full Story
shemale lover 2013-04-21 6,879 anal sex Cumshot Shemale Fucks Guy domination bondage
93%
Halloween Surprise, Pt 1
It’s been a while since this happened but I remember it like it was yesterday. I had just turned 17a few days before my favorite holiday. I’m a good looking guy, 5’6” maybe 140 lbs. Not the biggest guy in HS but not the smallest either. I have what I call camouflage colored eyes. Sometimes thei... Read full Story
spencer_320 2013-12-08 8,044 anal Crossdresser Blowjob fingering cheerleader
84%
First Time Crossdressing with a mate part 1
It was the height of summer, and my girlfriend was out of town for 2 weeks. I'd had a handful of experiences with guys before, but ever since I dressed up like a slut for the first time, I couldn't stop thinking about meeting another crossdresser for some horny mutual fun. I had been faithful to my ... Read full Story
shemale lover 2014-07-21 6,254 Cumshot suck wanking swallowing 69 cd
89%
Fem Firm 2 -The Weathergirl
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2016-11-14 18,237 big dick anal sex suck Blowjob cock sucking workplace
70%
Anally destroyed by a Peruvian goddess
Browsing around the Transsexual escort ads here in town I found a new girl, something else than the typical manly faces with heavily photoshopped pictures. A Peruvian girl named Isabella had just arrived in town and was open for business. She has a few retouched pictures but also some natural selfie... Read full Story
Gracemel121 2017-08-07 13,950 Amateur Cumshot Bareback Shemale Fucks Guy Lingerie domination
90%
Sister fucks Cross-dresser brother
James pulled his cock out of my pussy and scooted across the bed to my face. He aimed his blowhole for my mouth. "Don't get any on the pillow," I said. He didn't seem to hear. James hunched over. His eyes narrowed. He stroked his Johnson. The jizz flew. I opened my mouth and closed my eyes.... Read full Story
ASSEaster5678 2018-09-14 10,703 Ladyboy Sister and Ts Brother
86%
Alex’s Bottom Slut
So when I was younger, I worked at a pizza place as a delivery guy. It was a pretty boring job for the most part but that all changed one night. I got a delivery to just outside of our range but decided to take it anyways because we were slow. When I got there a very tall and muscular black woman in... Read full Story
Jsmithsub 2019-11-18 57,148 Group Sex Cumshot Shemale Fucks Guy Blowjob Big Cock Ebony gangbang domination Interracial Ass to Mouth cum in mouth
100%
Liberty in Lisbon Part 3
After Olivia had so perfectly taken my anal virginity, we laid in bed cuddling, touching, kissing and her cum leaking from me. I had not been so lovingly caressed for such a long time. It was just perfect. She asked me how I was feeling. I think I said before that I don’t do deep and meaningful very... Read full Story
Rusty12 2020-09-16 3,546 Masturbation Shemale Fucks Guy Blowjob old-and-young 69 sucking
100%
The Tip for A Tip
I love to write Erotica. For story requests please send me a private message or email noirenoire10@gmail.com Thank you. Now Enjoy! COVID had shook up my world pretty bad. Furloughed from my day job, I had to make ends meet. I started doing food delivery for the local ride share company... Read full Story
therefill05 2020-12-10 6,828 Cumshot Latina Bareback Shemale Fucks Guy Blowjob Big Cock domination cum in mouth
100%
The Day I Went SheCock Crazy
I summed up courage to meet up with my old shemale flame Fransicca (she is a Malaysian but living in indonesia) ... messaged her, she sounded excited and asked if i minded her friend joining us. 'Why not' i said. It was settled. we booked a villa for the next day. I checked in early. cleaned up ... Read full Story
Sara Banks 2021-04-26 6,799 Group Sex Cumshot Outdoor Bareback Shemale Fucks Guy Fetish Blowjob blonde Big Cock Asian Ladyboy gangbang
50%
La pistola NEGRA del Tío, entre Las Bragas de Mi Tía LA PUTONA
Aaayyy.. Yo sabía que la Tía había sido Flor de PUTONA.. pero, jamás me imaginé que me iba a tocar a mí 'hacerme cargo de sus cosas'.. su 'herencia'.. la casa ya vieja, por reordenar destinar y.. LAS COSAS que una descubre ya con los años! Todo estaba igual, pero HORRIBLEMENTE ARRUINADO.. más, e... Read full Story
Ari Riè 2021-06-03 2,288 Teen (18+) Small Tits Crossdresser Latina Bareback Shemale Fucks Guy Fetish blonde Big Cock Uniform Lingerie domination Premium HD
100%
Camming down the rabbit hole Ch3
Slowly stirring from my sleep, I stretched under the covers and a pleasant sensation spread across my torso, remembering what I was wearing when I went to bed I smiled at the caress of the fabric on my skin. It was a strangely comforting feeling, the pressure from the bra, panties and nightie felt l... Read full Story
Dani_does_Dallas 2021-08-18 5,393 Stockings Crossdresser solo Amateur Cumshot Masturbation Fetish Lingerie Sex Toys Homemade
100%
Camming Down the Rabbit Hole Ch. 10
As the sun beamed in through a gap in the curtains my now familiar morning wood strained at the silk of my nightwear. How was it that no matter how hard I came the night before it would wake up eager and ready to go. As had become customary my mind would be filled with the events of the previous nig... Read full Story
Dani_does_Dallas 2022-04-12 3,678 Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking cum in mouth webcams
100%
Wet & Messy Sex
It was the text I'd been waiting for for ages. 'I'm back.' it said. Anish, one of the kinkiest guys I've ever met had finally decided to return to his holiday home, just a few minutes away from where I live. He's a well off Asian businessman and has a lovely place to entertain. It's been a while sin... Read full Story
kiwicd 2022-04-27 3,634 Crossdresser Amateur Cumshot Creampie cum in mouth golden shower
100%
The 10 in Bay 10
On the USS Corinth, there were 10 bays - the first bay was for the captains and their personnel, the second bay for first class, the third bay for business, and so on. The back bays were reserved for the ship’s workers. All the way back in bay 10 was the engineering bay. Those in bay 10 rarely inter... Read full Story
sevon 2022-10-03 4,971 Cumshot Bareback Big Cock Futanari shemale + shemale
91%
Lakeside Awakening
If anyone had told the way I’d meet my soul mate a few years ago, I never would have believed it. It was my senior year of high school and I had recently gotten out of yet another bad relationship with a girl. Lina had been a pretty, chubby blonde with a nice personality but a nasty temper. We... Read full Story
shemale lover 2011-06-27 7,570 ass Blowjob shemale
85%
Lilly's Cock
Arriving at Wayne's house just after midday, I could hear voices and music coming from the back of the house, so walked down the side passage and through a gate into the back yard. There were about twenty people there, some in the swimming pool, some standing around the barbecue, others sitting on d... Read full Story
shemale lover 2011-10-08 4,333 shemale oral sex cocksucker
50%
Realization vs. Reality
So…here I sit. 40 years old and revisiting the confusion of my youth. I am, and always have been, a first string heterosexual male. From my earliest memories of when I began to notice girls, I have always delighted in the wonders of women. I became sexually active at age 16, and there has nev... Read full Story
shemale lover 2011-10-18 3,729 sucking shemale cumming
100%
Emily and Steve Part 1
As I pulled my cock out of Emily's ass and shot my load onto her flat stomach, where my cum mixed with the load the beautiful blonde cross-dresser had just shot from her throbbing cock a moment before, I thought to myself that work was suddenly going to be a lot more fun. My name is Steve and I w... Read full Story
shemale lover 2012-04-06 3,867 Crossdresser anal sex blonde
50%
A Night Out
I was at the bar one Friday night after a long, long week at work. It was one of these weeks where at the end you tell yourself you need a drink. I was still new to this town and haven't been out that much so I went to a bar near where I live in case I decided to drink myself into a stupor. I got th... Read full Story
shemale lover 2012-04-19 3,688 Cumshot Blowjob cum swallowing
100%
A Ski Bunny is Born Chapter 2
My first real man. Hugs and kisses to everyone who contacted Kim and I expressing how much you enjoyed our first episode. This is the second part of our life story so far, and is the first follow up to 'A New Ski Bunny is born'. It recalls the first time that Kim and I included guys in our ... Read full Story
shemale lover 2012-06-21 5,050 anal sex Cumshot oral sex rimjob
85%
50 Shades of A Bookseller
So, I finally got a "proper" job and managed to move out of my parent's house. It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to ... Read full Story
shemale lover 2012-08-14 4,069 Cumshot Fetish oral sex crossdressing
98%
Fantasy cums true
I was on a business trip staying in a nice Hotel. After a business meeting in my room I called down for room service. The maid came up a few minutes later and I let her in. She was stunning, 5' tall with black hair and the bluest eyes I have ever seen. Under her uniform you could tell she was very w... Read full Story
shemale lover 2013-07-11 8,657 anal sex Cumshot suck Creampie Shemale Fucks Guy fingering
70%
Getting Ready for my First
Do you remember the first thing you ever put in your ass? The feeling of that pressure around and then inside your asshole? Just cleaned and maybe even shaved or trimmed a bit, ready to try it out? And the pleasure of it, oh the insane pleasure of it, once it got all the way inside you? And then l... Read full Story
TrannyLuv5 2014-10-06 3,783 first time tranny ass suck shemale dildo
45%
Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
ProstateMilker 2015-05-01 14,043 Masturbation cum orgasm cumshots prostate
94%
Fem Firm: Character Intro
Coxson & Dicster is a law firm made up of nothing but she males They are: Debra Coxson- 37 Debra has been a lawyer for 12 years and started the firm with her college roommate Angela Dicster 5 years ago. She's a leggy ash blond with 38D tits a great ass and a 9 inch cock. She loves to ... Read full Story
bennyx709 2015-07-29 5,505 Cumshot suck shemale oral