Free Shemale Stories

The Making of Erica - Sperm Loving Crossdresser

Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... read more

shemale lover September 3, 2015 84%

A Job in the Theatre Chapter 13

Paula couldn't believe how wonderful the car handled. They had the top down and were turning more than a few heads on the way to work. Paula loved it and so did Sarah. But the closer they got to the theatre the more nervous Paula became. This would be her first appearance with real breasts. And n... read more

shemale lover March 14, 2012 100%

Bukkake and Gokkun

Bukkake and gokkun were introduced by the Japanese, who are nothing if not imaginative and creative in their depictions of pornography, especially of the sadomasochistic and bondage and discipline varieties. Rabid feminists are not apt to like bukkake or gokkun. They tend to see even heterosexual... read more

shemale lover December 15, 2011 57%

All Right I'll Do It Chapter 2

The door closed and I stood there in shock. John's cum was drying and pulling my skin as if he was pinching my cheek. I rushed to the bathroom. I had barely gotten the shower running when I had to kneel in front of the toilet and vomit. My mind swirled as both the humiliation and probably Robert's s... read more

shemale lover October 11, 2012 75%

Transvestite’s first experience

I don’t know where those thoughts come from but I was starting to get them more and more often. I so wished a guy to take me. But for sure I wanted to be wearing stocking, lacy bra, a short silk rob and may be a wig… I was also so much into painting my nails and putting a lipstick on my... read more

shemale lover December 5, 2011 60%

The Big O

With his imagination running wild, Martin called to ask about what attire was required, but he only received an answering machine that repeated generalities and warnings of exacting compliance. The mysteries surrounding the brown package only served to increase his anticipation, and he immediately s... read more

shemale lover May 11, 2012 100%

DISCOVERING BLACK COCK

To the greater Boston general public it was simply a small little known quite private night club located in the back part of Roxbury called The Black Rooster Bar. While in local Gay Community circles, insiders called this private by membership only pub, THE BLACK COCK CASTLE! When first learning... read more

CD DIXIE IN NH May 10, 2016 90%

First Time I tasted Tgirl Sperm

I met a Mexican Trans girl online from Hermosillo and we hit it off and corresponded for a a few months. The vibe was good and ended up deciding that I would help her pay the $140 bucks for her 6-month tourist visa to come up and visit..the process took forever but once she got it, I booked her a pl... read more

AllenB August 9, 2022 92%

Additional Thoughts on Sodomy

Although, in the world (or worlds?) of pornography and erotica, it is politically incorrect, perhaps, to suggest that the body, whether male or female, is not built for anal intercourse, the fact is that anyone who has participated in this act (especially on the receiving end) or who has enjoyed wat... read more

shemale lover October 5, 2011 100%

A Change Of Luck

I met Mary when I was still going to high school and I immediately fell in love with her. But, since I was very shy I could only worship her from a distance. I just loved her perfect breasts that weren’t too big but just about the right size, her curly brown hair that always smelled so sexy an... read more

shemale lover February 18, 2012 100%

My Erotic Crucifixion

The Executioner thought, this will be a tough one, two people, one cross! I digress, it all started, me a nice pretty young thing, going about my business, day to day, then I met HIM! Me, blonde, blue slim, him tight and fit, Me, 42B-35-40....I looked at him while I was standing in line for co... read more

Marcie4you September 24, 2012 70%

Unexpected payback

Tanja woke up from the muffled moaning at the end of her bed. She lazily stretched her muscles stroked a hand through her long blond hair and examined herself. Hmmmm she moaned she had fallen asleep wearing the clothes she wore last night: Thighigh leather boots, leather skirt, leather bustier and o... read more

shemale lover October 20, 2012 80%

Thinking about shecock

This Ode to shecock was posted at our forum by a great guy Ila. It pretty much sums up the feelings of all ladyboy lovers and I can't think of better words to express love for shemale cock, he already brought it to perfection. ;) I think about having a shecock in me just as often as I think about... read more

shemale lover April 23, 2015 43%

The Tease

To Jamie, nothing on earth could compare to the beauty of a thick, hard cock standing upright against a young man's firm, flat belly--well, a circumcised cock, at any rate; she didn't like the look of an uncut penis, especially when it was flaccid. But a cut cock! There was nothing prettier! She lov... read more

shemale lover December 6, 2011 75%

T V times

I had an amazing experience a year ago when I was on here previously , I became friends with a sexy cross dresser called Dark Angel; we messaged each other and arranged too meet when my husband was away .. well to cut a long story short we ended up in bed together both in stockings and heels . I am ... read more

shemale lover March 4, 2012 100%

Little tranny for old pervert

It happened not later that there was 15 days. I do not hide I'm bisexual and love as the amorous jousts with men than women. I also like the transsexuals and trav .. There was a long time that I had not played with one of these wonderful creatures. And this weekend I was lucky. I always trolling ... read more

shemale lover March 17, 2012 40%

The best of two Worlds Part 2

Nicky packed her bags and we went to my car. It was a short drive to her apartment. As I followed her up the stairs to the second floor I could see her big dick clearly visible under the short dress she was wearing. I was getting hornier be the second. The inside of her roomy apartment was filled wi... read more

shemale lover April 25, 2012 100%

Dawn's Diary Chapter 4

We've exchanged email regularly, but I haven't seen Sam for more than a month. She called last night and said that she had worked her last shift at the bar. She is moving out of her apartment this morning and will be on her way. She assured me that her dildo was safely packed in her purse so that it... read more

shemale lover July 31, 2012 83%

My Life as a Shemale Part3

The next year would become the strangest and the most turbulent of my life, I will have to write more chapters just to get it all in. What came next was my transformation, even though it was becoming more clear to Tim, Sam and I that I was transgender from the onset. Sam came and saw me more ofte... read more

shemale lover February 19, 2015 100%

My first time

I was 13, I was alone in houses and suddenly I wanted to masturbate, went into the bathroom and started, but something is not received, moist fingers and began to massage the anus, I felt how excited my cock solidify, fumbled finger in my ass, and shuddered penetration move their fingers deep inside... read more

pabloH75 December 25, 2015 33%