Free Shemale Stories

Discovering Mistress Sarah's World Part 7

Chapter 18 A Life Changing Decision Sunday morning was not much different than the day before for Josie. He woke-up on the floor outside Mistress Sarah's bedroom, dressed in a silk night-gown and his cock was hard and aroused when he awoke. Just like Saturday morning, he crawled into the bedroom.... read more

shemale lover October 3, 2012 100%

Anna & Renee Bring Home the Boys

When we got home that night from the adult store we left as two, but came back to the house as four. Our newly acquired studs decided they were not finished with us so they followed us home. My pussy was so raw I didn’t think I could take any more action. My lips looked they they had just had ... read more

shemale lover December 11, 2012 100%

Collette's Property

I've been Collette's lover for four years now and this gorgeous, incredibly kinky woman still continues to amaze me. Our sex life would be unimaginable to most people, even those who live lives embracing BDSM and other fetishes, and it's Collette who makes it happen. Of course everything is a trade ... read more

shemale lover December 19, 2012 90%

Fitting Room Fantasy

Being a 'girl of a certain kind', I always use the women's fitting rooms in stores when I am out trying and buying clothes. I tend to avoid the 'communal' type, where we are all stripping off together, as I'm quite shy and you also never know if someone may pick up on the fact that not everything ab... read more

shemale lover June 4, 2013 100%

How I became a cute femboy CD part 2

The game of husband and wife Kevin and I played went on for a little over 2 more weeks before we decided to go even further, I say we but it was Kevin who seduced me into it. We got together in our game as much as we could and it was a lot. I would always dress for him in various outfits and my ... read more

Cute_Femboy April 5, 2016 95%

How I became a cute femboy CD part 4

My legs finally started to work again and I turned and was about to walk to my bedroom when Kevin’s voice stopped me. “Come on, Natalie, you know you want to. You have been crushing on David ever since he moved here.” “You’re an asshole, Kevin. You know that. You are a total asshole! I tho... read more

Cute_Femboy April 5, 2016 90%

dominated by parent's friend

I was 18 & around at a friend of my dad's house sitting for him when he arrived home earlier than expected. He told me he would drop me home until I mentioned that nobody was there until a few hours later so I'd have to stay there. A smirk came over his face at the mention of that & he quickly sugge... read more

sissychloe January 13, 2017 94%

Fuck Friends Forever

"Flip over..." Those two words come as a surprise, filling my mind with expectations. I find it interesting that Brian wants to switch from doggie style to a more traditional sex position, a romantic one at that. Hopefully, he won't be turned off if he sees my cock while we're having sex. I hope... read more

ASSEaster5678 January 9, 2019 100%

Trannies in Space

There was no spaceport on Jansen's Planet. There had been, but whatever calamity had befallen the world generations ago had also destroyed its port. It was one of so many planets out in the Barrens that had fallen on hard times. So Dekker set down the Barnabas in a clearing in the forest, a remna... read more

ASSEaster5678 January 25, 2019 66%

The Girl Next Door Ch. 03 by derezzed ©

Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Alexis's arm casu... read more

StevelovesTgirls June 11, 2019 100%

Kidnapped (Adult Fiction)

Kidnapped I remember being normal. I was a young man in my 20's living in my parent's house struggling to get by. I was online more than I probably should have, but it was an escape from the harsh reality of my life. I didn't feel fulfilled or like a success, I felt like a failure on many differe... read more

Vennom June 17, 2019 73%

Dressed - and nailed

For a while now I've been buying clothes to wear to bed when I'm away on business - I'm married and definitely not out, but can't wait until I'm in a hotel to slip on some pretty panties and as silky nightie before fantasising about being a complete cock whore to a strange man. This was always so... read more

EmilyTG June 28, 2019 93%

Emily's welcome

Since embracing the feminine me I’ve been on a bit of a shopping spree, it’s tough to be a gurl who hasn’t had anything really nice to wear for so long. In particular I love to buy pretty panties which keep my clitty nicely in place, but also rub up against my pussy as I walk – with nobody any the ... read more

EmilyTG July 4, 2019 84%

The Girl Next Door Ch. 03

derezzed Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Ale... read more

Gwapo67 May 13, 2022 91%

I Love To Love You

I Love To Love You Baby By Sabrina G. Langton Author's note: I have published this story on two other sites. I always said it was slightly aurobiographical, but reading it back it is a pretty accurate account of my summer of '88. There are only 3 things that I changed. 2 are itsy bitsy tiny deta... read more

Brina Giselle September 24, 2023 100%

Becoming a Chrissy - Chapter 1

I always knew I was a little sissy slut. When I was ten, I took a pair of my mommy’s panties to try on. It was a hot pink G-string that my petite mother must have worn when she was ready to get fucked by my daddy. It was just the right size to cover my prepubescent clitty and also stretch through my... read more

mindlessrobot45 May 13, 2024 100%