Mature Crossdressing Stories

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Length
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Infinite Scroll

Tanaka Fucks the Neighbor... Again

by freakycouplektown on Sep 17, 2018
Mature

She woke up in a panic. "Why?" she wondered when her husband was completely aware of her feelings for Kyle. In some ways, her husband almost encouraged her to sleep with him. After all, he was often a topic of their own sexual fantasies while they were having sex. Her husband had said then he wanted to watch Kyle fuck her. She was not really sure, but I thin...

Weekend Away Ch. 01

by tastycandy on Oct 10, 2018
Mature

(All characters depicted in any form of sexual activity are 18 years of age or older) I would like to thank my editor Todger65. * Last week my girlfriend of six months asked me to go away with her for the weekend. To me this meant she was ready to finally go past a kiss on the cheek. Six months and I haven't even gotten to cop a feel. I'm 19 and want some...

Only for One Night Pt. 02

by wongfeihong on Aug 20, 2019
Mature

Editor's note: Thank you all for enjoying the first part of this story. It did bring a smile to my face that so many people enjoy her story. I am sorry for taking so long but I will improve. If your following the Chanel story it will be out soon. Like before, tell me what you think, and I would love some constructive feedback on this story and where you thin...

PC Pt. 02

by angellz on Jul 16, 2019
Mature

I'm sitting naked on the couch slowly playing up and down with my shaft waiting for Elaine to come back out of her room. Yesterday after helping her out and creating a new website for her clothing store we had dinner. Then we took it slow at her living room touching each other and making out. She told me about herself. "I got a divorce about ten years ago...

Shady Ship Ch. 03

by ChinkyNobody on Aug 5, 2019
Erotic Horror

Everyone in this story is at least eighteen years old. Things really start ramping up. *** "That was Irene screaming." Jenna said, sitting on her bed while she zipped her coat. Her friends stood, Devon the sole one with a weapon. The eighteen-year old Black male trained his pistol on the wall, as if intending on opening fire. "I have a couple bullets fo...

Don't tell Daddy

by Jt2020 on Jul 9, 2019
Mature

(This is not a true story but Katie is based on a real acquaintance of mine. No one is under age in this story, in real life nor are they really related. This is a first attempt at writing. Feedback is appreciated, be kind please and thank you) * Scott Smith was 45, married and a good friend (some would say best friend) of Mike Wilson several years his sen...

Alice was a Seaside Favourite Pt. 02

by Cleevedreams on Jul 2, 2019
Mature

Retirement to a sleepy Suffolk village was more than one would expect. Reference the introduction to Part 1. ******************************************************************************************************** I bumped into Alice again a few evenings after. She was in the pub talking to Jim at the bar. As I entered, both of them looked up, and Alice...

Sara - The Beginning Ch. 01

by Purpz on Jul 8, 2019
Mature

It's been a long time! I can only offer my sincerest apologies to you all for not continuing with my previous series. A lot has happened in my personal life which for a very long time had taken me away from this site. And from writing what I enjoy. However this period of absence has given me more ideas on what I want to do next. Hopefully you all can forgive...

Gran Loves My Cum Ch. 07

by Jack1107 on Jul 10, 2019
Mature

The next days flew in. Jack told mum about Jo, mum agreed that Jo could do a lot for Jack. Mum took several pictures of Jack's magnificent cock. Jo was more than impressed and sent pictures of her huge clit. Then mum realised that Jo was a patient at her Clinic, mum liked her a lot. Mum told Jack that Jo was in a bad marriage, but she was a lovely person....

Literary Reviews

by Irish Moss on Jul 16, 2019
Toys & Masturbation

Kim and I had been involved way back in the day then had gone our separate ways and more recently had reconnected via social media. We lived nowhere close to each other but at least there's that one positive thing about social media where it helps people keep in touch. We flirted a little bit but, because she wasn't shy about showing off her ample cleavage o...