Sort by
Relevancy

Free Stories

0%
Looking-Glass Ladyboy
I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding ... Read full Story
shemale lover 2011-10-29 7,654 asshole Fetish Ladyboy
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 5,217 taboo sentimental erotic
83%
Story for adults Part 1
This story is strictly for adults. If you are minor or if you are offended by stories with a sexual content, don't read any further. Chapter 1 Pete thought he was a very lucky guy. In his early twenties he was quite rich, having inherited a fortune from his late parents. Because of his relative w... Read full Story
shemale lover 2011-12-20 6,100 bondage and discipline heavy feet reluctant
66%
The Greatest Lie Part 10
Don’t you hate commercial air travel? No matter how many drugs I take, when they wear off, I’m disoriented, my legs are twitchy, and there are still three hours (or whatever) to go. Not enough time to take the last of the Sonata I had borrowed from Mom’s medicine cabinet before tou... Read full Story
shemale lover 2012-01-20 4,002 hardcore crossdressing erotic encounters fantastic
100%
A Lady Indeed
"Blue-eyed boys are always getting me into trouble," she said in a sultry voice. I smiled, as I looked into those warm brown Latina eyes, so soft yet full of mischief. "I'll be back in a sec guys," said Tracy as she got up from the table and headed towards the ladies room. ... Read full Story
shemale lover 2012-02-12 2,996 sucking orgasm spanking
100%
A Lady Indeed Part 2
As I came around the corner, I didn't see her having coffee outside the tat shop so I stopped and backed the bike into a parking space across the street. I lit a butt and while letting out a stream of smoke, got off and headed over to see how she was doing. I saw her as soon as I walked in, still st... Read full Story
shemale lover 2012-02-12 2,090 sucking orgasm fingering
100%
One Special Night
Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... Read full Story
shemale lover 2012-09-02 4,409 Stockings Cumshot Masturbation Fetish Blowjob
75%
From manager to sub sissy
Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved t... Read full Story
shemale lover 2012-09-12 10,137 Cumshot Fetish bdsm sissy
100%
Always Be Closing Chapter 4
Tina woke me up early the next morning because we had a flight to catch. She had clearly gotten up a while before she woke me up and already had all of our stuff packed and ready to go. "I thought you deserved a little extra sleep since you covered for me last night. By the way, I already go... Read full Story
shemale lover 2012-10-17 3,281 Cumshot oral facial
100%
An Invitation
"Oh come on,Sarah. There has to be a way." An innocuous enough statement, but that's how it all started. I'd just received an invite to Cressida's annual Christmas party which, maybe not on the Hollywood A list, was within the cognoscenti an occasion not to be missed. The soirees of ... Read full Story
shemale lover 2012-11-16 4,614 Fetish oral sissy
100%
Andy Becomes Mandy
Polly and Andy had met some weeks before (A chance reunion. She arranged for Andy to call by and this is her story of the next encounter. I waited a week after that first meeting with Andy. We had known each other for quite some time and flirted often but I would never get involved with colleague... Read full Story
shemale lover 2012-11-28 4,024 sucking orgasm Lingerie
100%
A Lady Indeed (Part 2)
As I came around the corner, I didn't see her having coffee outside the tat shop so I stopped and backed the bike into a parking space across the street. I lit a butt and while letting out a stream of smoke, got off and headed over to see how she was doing. I saw her as soon as I walked in, still st... Read full Story
shemale lover 2013-07-21 3,915 Cumshot threesome oral kissing
100%
I Fooled Everyone But the Black Pimp Part 4
Fuck. I said I wasn’t going to do any drugs and I’m drinking this Gatorade that I know has something in it. Trish said it would help my nerves, and it has, I feel loose…and very horny. When I’m usually horny my cock is hard but right now, I’m putting lotion on my body and I’m going really slow over ... Read full Story
cdtampa4u 2023-05-17 5,018 Crossdresser Blowjob Interracial sissy bbc
92%
A new girl around!
You know, things, I’m gonna tell you about started when I was a teen. I was like every teen guy, I loved web porn, looked at porn on the internet, surfing porn sites through the web space and masturbated a lot. I loved and now love to watch lesbian porn: it was so hot watching girls having sex... Read full Story
shemale lover 2014-05-21 18,568 shemale fingering cumming
90%
My First and Last Girlfriend
Zeta was my first girlfriend. Together we discovered how to make love and how to enjoy good sex! She was quite shy, and it took me 6 months before I managed to push my dick up her little virgin slit, and make her a woman. She was 16 at that time and I was 19. After her defloration, she became ... Read full Story
shemale lover 2011-09-28 4,110 Masturbation fingering object insertion
77%
How I Became a Tranny Whore Part 2
After my first night working for Mama T, I was hooked. At least once a week I was a worthless whore at her trailer. I would be at her trailer, ready to serve her cliental. Of course most the Johns picked one of the real girls over me, but there were the occasional guys that wanted some thing differe... Read full Story
shemale lover 2011-11-08 4,351 tranny suck asshole
100%
Interstate Reas Area Whore
Driving down the interstate the sign said Rest Area one mile. My heart skipped a beat and there was slight stiffing of my male meat in anticipation of events to unfold. This interstate rest area was always packed full of eighteen wheelers as many as forty. Surely one or two of these truck drivers wo... Read full Story
shemale lover 2011-12-27 3,693 shemales oral whore
100%
First Time With a Shemale
I was living in LA and pretty fresh out of school, not to mention pretty naive in the peripherals of human sexuality. I'd been with a few girls growing up, but nothing ridiculous. I liked going out with my buddies, and we'd drink and there was the occasional recreational use of ummm, how should we... Read full Story
shemale lover 2012-02-12 6,143 first time Cumshot sucking
100%
Erotic Daydreams
Sometimes I think my parents should have named me Eykan, rather than Eukan. Since I was old enough to get an erection, I have masturbated one or more times a day, three hundred sixty-five days a year. I don't know how much semen I have spilled, but I'm sure that were every sperm in it had impregnate... Read full Story
shemale lover 2012-06-28 3,088 Cumshot Masturbation fuck
70%
Sara by Sara
1000 – Sissy Story 29 – Sara by Sara Filed Under: Sara, Sissy Story by Anna Malice — 3 CommentsFebruary 26, 2012 4.00 avg. rating (81% score) - 3 votes Post number #1.000 I never thought to reach this moment.. in truth i always thought to cancel this blog.. a lot of time before of this.... Read full Story
saralovescd 2017-05-02 4,993 first time crossdressing college
100%
Marilyn: Going Your Way
"Oh yes…eat me…ooh yeah…" Marilyn was laying on one side, watching her sister Sharilynn get gently eaten by Kat. Marilyn herself was bottomless, letting her limp dick hang down to recover from soreness. Yes, it was one of those weekend afternoons that stretched into... Read full Story
shemale lover 2011-11-08 3,516 sucking orgasm nipples
50%
Chinese Extremes Part 6
If Lien had expected that life as one of Master's special slaves would be easier she was sadly mistaken. As one his chosen few she was expected to perform much, much better to all other slaves. This meant a much harder schedule than all the others had. When Lien had been a house-slave she had never ... Read full Story
shemale lover 2012-01-17 4,394 torture extreme bondage and discipline
20%
Chinese Extremes Part 7
Life as a slave continued for Lien and the others. Sucking, fucking and punishments in and endless cycle and only very rarely were they rewarded with an orgasm. About once a year they had the chance to be granted an orgasm, but only if they had been exceptionally good and lucky were they actually gi... Read full Story
shemale lover 2012-01-18 3,266 torture extreme bondage and discipline
100%
Betrayed Chapter 7
Angie kept my arm locked in hers, preventing any attempt at escape. We caught a cab back to my place. She was even more appreciative of it than Dianna had been. "Girlfriend, you live like a queen!" she exuded. Realizing what she had just said, she giggled. "Oops! Well, you kn... Read full Story
shemale lover 2012-05-30 3,816 Fetish Lingerie crossdressing
50%
How to Convince Your Wife to Try Black Cock
I didn't write this - but it's great info for all my sissy cuckold sisters out there desperate for their wives or girlfriends to go Black. I hope all your cuckold dreams come true! There are so many stories out there from white guys who admit that they want to see their wives and girlfriends,... Read full Story
Sissy Annabelle 2023-10-07 5,891 Interracial cuckold
100%
A New Beginning
It's not easy to accept the fact that I ruined my own marriage. A lot of guys ruin their marriage by cheating on their wives with some piece of ass that wasn't worth it in the first place. Not me, I ruined it by becoming one of those pieces of ass. From my earliest memories I knew I was supposed ... Read full Story
shemale lover 2011-11-04 7,792 sucking dildo stroking
77%
Caramel And Devin
I began crossdressing at 12, but it wasn’t until I was 17 when I dressed up completely for the first time. When my parents went away for the weekend to Atlantic City, I took advantage of the opportunity to explore my feminine side to the fullest. As soon as they left the house that summer morn... Read full Story
shemale lover 2011-11-10 4,294 Cumshot sucking fingering
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 3,532 Cumshot sucking Fetish
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 3,160 Cumshot sucking shemale
100%
Date With A Mistress Part 2
The week went rather slow for Patrick and he was anticipating Friday night. He didn’t know what would happen as he picked up the phone. He dialed the number with trembling hands. When the phone rang the person on the other end told him to call back in an hour as the Mistress wasn’t at ho... Read full Story
shemale lover 2011-11-04 5,123 hardcore licking erotic encounters
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 5,106 Cumshot sucking Lingerie cd