Sort by
Relevancy

Free Stories

75%
Becoming A She-Males Bitch Part 3
When my alarm went off, it woke me up abruptly and scared me. My heart was pounding so I took a minuet and got myself together. I went into the bathroom and removed my collar. I took a shower, shaved and applied my make-up. I grabbed a thong from my dresser; I picked out a pair of heels from my clos... Read full Story
shemale lover 2012-01-04 3,781 Cumshot domination humiliation
50%
The Greatest Lie Part 17
They say that life is about making choices. But we humans don't get to choose the two most important factors in our lives. We don't get to choose our genes, so I got stuck with XY chromosomes. And we don't get to choose our natal families, so I got stuck with my mother and father. My father, Edua... Read full Story
shemale lover 2012-01-20 4,700 erotic encounters fantastic consensual
100%
Tilted Kilt Chapter 5
"What can I get you tonight?" "Mojito" I walk down the bar and bend over to pull the bottle of rum of the shelf with my back angled toward the customer at the bar. I always wear my short, plaid skirt low on my hips. I'm sure the tattoo on my lower back is in obvious display... Read full Story
shemale lover 2012-01-25 3,763 Cumshot Big Cock
100%
The Bounty Hunter - Working With A Partner
My boss, Carl Bronson, was pleased with the results of my first case, and gave me more jobs over the next few months. In each, I learned from my mistakes and was able to apprehend my target. Even better, I was finally earning some good money and doing something that was worthwhile and, more importan... Read full Story
shemale lover 2012-01-29 4,630 sucking Creampie cum fucking
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 5,340 Masturbation sucking Creampie Latex fucking
50%
She dresses him like a slut
My cock was as hard as it could get when Jaime came in the room. I could feel the moist pre cum rub on my thigh. Carol had made Jaime up to look like a total slut. Jaime had dark brown shoulder length hair, thick shades of blue that ran from the drawn on black eyebrows to her to long black eyelashes... Read full Story
shemale lover 2012-02-01 3,227 Group Sex facial oral sex
100%
Hermaphrodite Obsessions
Through the years Chris had developed a magnificently hard body. He had played football in high school and college and as the quarterback had always been a much sought after date. Even though he had many offers from cheerleaders and coeds he had never lost his virginity. Chris had fooled around with... Read full Story
shemale lover 2012-02-07 4,142 jerking orgasm ass fucking oral sex
0%
Mike and Chris Together
Mike's sex life had taken a definite series of turns for the worse. When he called one of his favorite partners, Stella, she apologized for not returning his earlier calls, and told him she had been very busy lately. "I'm really sorry, Mike. I've had some great times with you, and I will alw... Read full Story
shemale lover 2012-02-07 5,408 anal sex Creampie Shemale Fucks Guy Guy Fucks Shemale
100%
A Dream Comes True
I was sitting in my home... if you could call it that. It was an apartment in a complex that looked so run-down it wasn't funny... and it drove away most of those who wanted to rent there. The only reason I stayed there was because it was the perfect cover for what I did. Anyways, I was readin... Read full Story
shemale lover 2012-02-29 3,695 Fetish cum fingering oral sex crossdressing
85%
A Glory Hole for Tranny G
I am reveling in what a difference almost a year has made. I remember meeting Chris online, exchanging a few funny e-mails, two days after my birthday. No more and no less, just a person somewhere who I had no idea what he was like or looked like, but someone who made me laugh with our e-mails each ... Read full Story
shemale lover 2012-03-07 3,604 Group Sex licking sucking cum gagging
100%
A Halloween to Remember
Saturday morning I woke up feeling strangely euphoric. I remember thinking about it for a moment, and then realizing: it was Halloween. Cheryl and I had been invited to a party! The next morning (and for many, many mornings thereafter), I would remember that Saturday as one of the epic erotic encoun... Read full Story
shemale lover 2012-03-08 5,248 cum oral sex long cock
100%
Becoming Elizabeth Chapter 1
My name is Jack and I'm 32, and this is the story of how I was transformed into a pretty, cock-hungry slut named Elizabeth by my wife. I'm married to Debby, who is 44. Big age difference, huh? Well, it suits us just fine. How we met is a long convoluted story, but suffice to say that we were both... Read full Story
shemale lover 2012-03-11 3,557 cum fuck
100%
Carrie Ann's Delight
Chapter One It was a Friday afternoon that seemed of little consequence. I got up, shaved, cleaned and pampered my body. After my underwear was in place I wore my usual boots, boot socks, jeans and a plaid shirt. The bar at Fulton Street was busy that afternoon when I arrived about 2:00 and every... Read full Story
shemale lover 2012-03-19 6,625 cum domination transvestite rimjob
90%
A Good Fit
I didn’t want to be there. Trying on clothes in a department store doesn’t rate high on my list of entertaining activities but I needed a few more sport coats so I bit the bullet and went to the upscale store at the mall. At least I had the freedom to go on a Monday afternoon when there ... Read full Story
shemale lover 2012-04-10 4,253 anal sex Group Sex facefucking
100%
A New Life Part 3
I have now lived with Mistress Sara and Master Tom for over two years. They are great Masters to serve. We have interacted with other "families" and I have found them less then satisfactory compared to my own. Mistress Sara is a lovely woman, beyond words lovely. She is extremely strict an... Read full Story
shemale lover 2012-04-13 3,938 cum domination fisting rimjob
100%
Eve Quest Part 2
Chapter 6 I tossed and turned all night sleeping for short periods, but afraid I would oversleep or that the clock wouldn’t go off. About 4:30 I got up. I reasoned I’d need some extra time anyway so I got started. I sat on the toilet thinking about my douche. Somehow a douche seemed s... Read full Story
shemale lover 2012-04-21 4,528 bdsm domination transvestite
40%
Alabama Nan: On The Road
On the way home from work, I thought about the stuff Karen and I had packed. I wanted to be sure I had packed everything I needed for the week long stay. By the time I reached my apartment, I was certain that I had everything. I opened the door and yelled "Get our bags Karen. It's time to go.&q... Read full Story
shemale lover 2012-04-27 3,189 Cumshot oral sex deepthroating
83%
The Hermaphrodite
Being a true hermaphrodite had its drawbacks, but Nicole had resigned to herself early I life that while she would not be able to marry and have children, she could partake of sexual pleasures that ordinary men and women could only dream of!!! She had a close circle of friends who knew of her condit... Read full Story
shemale lover 2012-05-08 3,562 Group Sex Cumshot jerking oral sex
33%
A Rare Treat
It was late. No one else was around. She could feel her pussy getting hot before she even put the movie in the DVD player. It was a lesbian flick, no plot, just hardcore girl-fucking. Justine always loved watching women fuck each other. Perhaps it was because she could never do it just like they cou... Read full Story
shemale lover 2012-05-27 2,589 Cumshot oral Sex Toys porn
66%
The Blind Date Night Part 2
He grasped my hand and we walked briskly from his car to the door of his condo with my 5 inch black heels clicking madly against the concrete. We moved in such haste that I was afraid I'd come tumbling down from the height of my heels. Once inside the condo he roughly grabbed me and pulled me tightl... Read full Story
shemale lover 2012-06-01 2,517 anal Creampie oral fingering
100%
Caught and Used Chapter 2
In my last story, I was discovered by wife's friends, Mandy and Michael. If you didn't catch the last adventure; they caught me dressed up in my wife's lingerie, fucking myself with a dildo. Mandy took advantage of this opportunity, and catered to Jim's fantasy while her husband Michael watched. ... Read full Story
shemale lover 2012-06-09 4,346 Cumshot domination oral sex handjob
100%
Biological...Father?
I stood on the stoop outside of a small white house with red shutters about a thousand miles from home. The house was in a nice neighborhood in the suburbs. There were rows of identical houses next to it with similar small patches of lawns and plain black mailboxes. All of the houses appeared to be ... Read full Story
shemale lover 2012-06-13 5,919 first time Cumshot shemale oral sex
60%
A Sissy Boy is Made
By any measuring stick Greg Martin was a wimp, and a very submissive wimp at that. His wife of 14 years, Jaclyn, had discovered this even before the two of them were married. Actually, Jaclyn wouldn't have taken a second look at Greg, as most women didn't, had it not been for his submissive nature. ... Read full Story
shemale lover 2012-06-15 8,688 Cumshot oral sex sissy
90%
A Sissy Surprise
I got home early from my night out with the girls. Jeff wasn't in the living room watching tv so I figured he was in the bedroom jerking off so he wouldn't have to bother me with a request for sex when I was toasted. I decided to surprise him and slowly made my way up the stairs. I walked into th... Read full Story
shemale lover 2012-06-15 6,164 Fetish oral sex crossdressing
83%
Caught by my Sister
It was 10 o'clock on a Friday night and I was all alone in the house. My Mom, Erica, who was in her late 30's and recently divorced was enjoying her new found freedom by going out with he girlfriends. My sister, Jane, was out with her friends for the night and that left me alone as usual. My name... Read full Story
shemale lover 2012-06-17 12,352 first time cum oral sex crossdressing
100%
Caught by my Sister Chapter 3
I was having such a great time as Suzy that I didn't want the night to end. "Sure, a party sounds like fun!" With half smile and a wink my mom said. "Are you sure? There are going to be a lot of horny young college guys there." "I hope so!" I went into th... Read full Story
shemale lover 2012-06-18 6,062 anal Cumshot oral crossdressing
100%
What If My Mom Part 2
Peggy and Me We all lay together for a while until Mom told us she had to get up, it was lunch time. We had not heard from Bobby or Dad and I was getting hungry. "You two just stay here, I will make some sandwiches. Back in a minute" Just as Mom left Peggy rolled onto her side facing... Read full Story
shemale lover 2012-06-23 4,826 shemales taboo Group Sex
80%
Bisexual Black Man's Paradise
The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, wor... Read full Story
shemale lover 2012-06-24 5,639 big dick tranny anal sex Cumshot orgy facial oral sex
100%
Fender Bender Chapter 9
My name is Robert, I have been cross dressing since I was 14. I turned 18 last summer and this story takes place during my senior year in High School. I am 5'9" 160 pounds, blonde hair and blue eyes. When I am dressed I call myself Vicki. __________ I had met Julie at a recent party. Well... Read full Story
shemale lover 2012-07-27 3,607 Group Sex Cumshot Sex Toys
66%
Caught y my roomate
Long time ago I helping a friend out,by leting him move in my house,which I owne.we had sex before,but that was before he new about my lifestyle.well he took off one weeknd,leaving me to have the house fore myself.so I decided to get all dressed up,and hook up a guy that night.I was sitting at the e... Read full Story
shemale lover 2012-08-03 3,201 Cumshot Fetish oral sex crossdressing
100%
Young for Hung
I feel like I am addicted. Like I will go mad if I don’t get it. But I am choosy too. I want it hard and big enough to choke me. I want cock and now. I never knew I would go so crazy for it, but after my first encounter I was hooked like a junkie. I love sucking it and fucking it and the more ... Read full Story
shemale lover 2012-08-11 3,576 anal Creampie oral
100%
After Gym Class Chapter 4
My brother drove off while Sara and I were still relaxing in the hot tub. "Oh God, I have to get home before my parents freak out," said Sara. She leaned across the water to me, and we kissed passionately. "Oh Sara, I don't know what to say. Today was wild, crazy, and oh-so-fucking... Read full Story
shemale lover 2012-08-23 4,253 Creampie threesome orgasm oral sex
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 5,537 Cumshot fingering Sex Toys feminization
100%
Brazilian Discovery Chapter 2
Chapter 02: First days in Brazil The tub was so large that it could have been a small swimming pool. Joan plunged into the water and started to lick Barbara's pussy underwater. When he rubbed the tip of his nose against Barbara's clit, she mightily climaxed several times in a row! Sometimes, inst... Read full Story
shemale lover 2012-08-25 3,870 Group Sex Cumshot oral sex rimjob
80%
Brazilian Discovery Chapter 4
John, the husband of Susan (see Susan and John series) has travelled to Brazil for a one year training session. Mr Gupta has sent him as the pretty little Joan, in the hope he would lose any interest for Susan and leave him totally free to deal with his senior accountant! The corset maker had bee... Read full Story
shemale lover 2012-08-25 4,335 cum oral huge cock brazilian
100%
Sabbatical or Continuous Gang Bang? Chapter 2
I awoke several hours later still laying on top of Rick his arms holding me tight to him. His cock had gone flaccid as we slept and slipped out of me. I felt like I had run a marathon and my ass pussy felt like it had a marathon run through it. I slipped out of Ricks arms onto the bed and went into ... Read full Story
shemale lover 2012-08-28 3,976 anal Crossdresser Fetish Interracial
100%
Serving Waitress
This is the first “didi” story I ever wrote. It’s my deepest (and darkest?) fantasy. It probably needs to be rewritten at some stage because I think it’s been written too much by my male brain and not enough by my female side. The story begins….. My wife, Susan, ... Read full Story
shemale lover 2012-08-28 4,987 anal sex Cumshot Creampie oral sex
100%
Transsexual Sisters Chapter 2
MICHELLE AND NICOLE TRANNY SISTERS Part 2: Living with lesbians During freshen orientation the girls kindly declined approaches from many men and some women. They needed to find their bearings and were not ready to reveal any hidden secrets yet. They first needed a place to stay and searched t... Read full Story
shemale lover 2012-09-07 4,320 Cumshot Creampie Blowjob Big Cock tits licking
100%
Rene and Me Part 2
Last time I revealed some background information about myself and how I came to be a high priced whore. I also filled in some of blanks concerning my first encounter with Rene. I don't recall if I mentioned it or not but there were roughly twenty more mysterious encounters with Rene. He always sen... Read full Story
shemale lover 2012-09-12 2,179 anal Cumshot oral
60%
The Pre-Nup Agreement
Several years ago one of Kellys' friends had a brother who was getting married in Reno and a bunch of us girls decided we would all get together for a wild weekend reunion. I unfortunately had several of my regular clients to see on Thursday and Friday afternoon and wouldn't be able to depart for ... Read full Story
shemale lover 2012-09-14 3,523 anal sex cum fingering oral sex deepthroating
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 4,772 Cumshot sucking fingering ass fucking
100%
Working for a Living Chapter 5
I pulled out of Chris' cabin just after six in the morning on a sunny July day headed for the beaches of Southern California. Chris had left two days earlier to visit an old neighbor from years ago but I knew what he was really doing. He had had a visit from Kelly, an 18-year old from Washington a c... Read full Story
shemale lover 2012-10-05 2,791 Cumshot sucking fingering cum swallowing
100%
Always Be Closing Chapter 2
Hi, my name is Tom Jacobson but you can call me Marcy. I am 23 years old man. I'm 5'9" with light brown hair and a slim build. This story continues where my last one left off. After my luggage was lost on a very important business trip my coworker Tina convinced me to wear one of her spare outf... Read full Story
shemale lover 2012-10-17 3,198 Cumshot orgasm oral sex
66%
Am I Still A Virgin??
I'm a middle-aged, married, bisexual, semi-passable CD (I hate the words 'non-passable'). I've dressed for a few years, but for a multitude of reasons have never had anal sex. I saw an ad in Craigslist (CL) that seemed perfect for me. It ran in their Casual Encounters "m4t" section (T mean... Read full Story
shemale lover 2012-10-18 5,348 Cumshot sucking Lingerie cd
100%
Am I Who I Think I Am?
I was strolling around the mall today wearing one of my favorite girly toe rings with my girly-boy shorts and sandals. I was in one of those moods. I wasn't feeling very manly today and haven't been for quite awhile, but not sure how to feel. When I feel like this. I try to be as feminine as I dare,... Read full Story
shemale lover 2012-10-19 4,450 sucking cum orgasm
100%
Don Juan With A Twist
A Celebration Stephanie thought that Halloween was the most romantically delicious of the holidays. She celebrated every year since her 21st birthday by going to a costume ball, picking up a masked stranger, and letting things happen as they may. Not knowing who was behind the mask was more ex... Read full Story
shemale lover 2012-10-23 3,162 cum oral sex foot fetish
100%
Amazon Archipelago
On the northern end of Stuart Island, in the far corner of the San Juan Islands in Washington State, an old lighthouse guards the broad, deep channel between the United States and Canada. No longer manned, the building and light tower stand empty now, replaced by a soulless but efficient solar-power... Read full Story
shemale lover 2012-10-24 5,602 cum ass licking oral sex
100%
Dottie's Back Chapter 3
I was relived to finally step into my home after lingering at Kim's house for more than an hour. Brian, Jerry and Kim had kept themselves quite busy touching up different areas of the webpage. Kim left the two guys at the computer and walked me out to her deck as I was leaving for home. She told me ... Read full Story
shemale lover 2012-11-02 2,438 Cumshot orgasm oral sex
85%
Something about Danny
What was it about my daughter's boyfriend that turned me on so much? No one characteristic comes to mind. I suppose it was a combination of things. And perhaps a certain time in my life also. I was 52, divorced, alone and quite bored. I had been divorced from my husband Jerry for 12 years and did... Read full Story
shemale lover 2012-11-12 5,306 fingering domination handjob spanking little dick
100%
Dream Bride Tranny
My niece Avril and I rushed along the ground floor corridor of the hotel and made sure none of our relatives were watching us as we disappeared into the room. Inside, we were met by Miss Anne of the Kinky Brides Group, who immediately ordered Avril to strip me naked. "Please, not today,&q... Read full Story
shemale lover 2012-11-13 5,763 anal cum oral Lingerie
100%
Simon
This is a true story that I need to share and has completely change my sex life. I've been married to my loving husband for 20yrs and have been totally faithful. we have a good sex life and are both in our mid forties, both in good shape we also have a fifteen year old daughter. I like dressing sex... Read full Story
shemale lover 2012-11-19 3,044 Cumshot orgasm oral sex
100%
Dressed for Sex
"Thanks Dana, I'm glad you could get here on such short notice." "No problem Angie, I'm glad I could help you out." "I'd have waited until Nick got home from his trip, but I really needed to get the laundry started and I haven't had water all weekend." "Wh... Read full Story
shemale lover 2012-11-22 3,880 Fetish oral sex feminization
85%
Where No Man Has Gone Before
I write this with the faint hope that some day, some way, I can send it to the men of Earth. (Maybe via the Internet?) It's been over a year now since that night... I had been driving later that night than usual for me. You see I'm just a single, middle-aged guy who's good at fixing stuff. I had ... Read full Story
shemale lover 2012-11-23 4,753 sucking cum oral
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 3,316 Cumshot sucking shemale
100%
Young Sissy Chapter 1
I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a man, just to s... Read full Story
shemale lover 2013-01-04 10,480 sucking Fetish Uniform domination big boobs
100%
Mommy Writes for Mandy
We work in a big corporate office. I am the owner of the advertisement company and you are my secretary. You are fully Mandy. You started taking hormones years ago to fully become a girl. Your hair is grown long and you have little a cup breasts and chose to always wear dresses, skirts, frilly blous... Read full Story
shemale lover 2013-03-12 4,805 Teen (18+) Crossdresser Cumshot Lingerie ass fingering