Milf Sissy Stories

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Neighbourhood Terror to Sissy Pt. 09

by Fibaro on May 27, 2019
Transgender & Crossdressers

While Mark was going through his night time ritual and sleeping Lisa was at CC's getting licked to orgasm after orgasm by Stephanie. The more she learned about sissies the more she knew it was what she had always wanted. She had never been with a such a pretty girly girl like Stephanie, and definitely never with anyone who was that good with a tongue. The th...

Favorable Odds

by Fiend21 on Apr 11, 2017
Amateur

Watching your parents' SUV drive off down the road, you're left standing in front of the massive red brick building that serves as the Clear Water Institute's main center. You glance around, seeing a shining blue lake that you assume has given the campus its name, a large metal building you assume is a sports hall and two large dormitory buildings. You grima...

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Contagion 63X - Viral Transformation

by Aroband on Feb 20, 2020
Fantasy

From the records of Advanced Bio-hazard Research Facility Psi Omega - Location **Redacted** ---===Virus 209-q===--- Codename: 63X Virus 209 was designed as a way to naturally incapacitate the human body by temporarily drastically increasing the production of certain hormones in the body. Strand q was a dangerous outlier in 209's evolution that went far beyon...

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Neighbourhood Terror to Sissy Pt. 08

by Fibaro on May 20, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Chapter 9 Once off the bus Mark snuck to his house as good as he could. Hiding behind bushes and hedges whenever he spotted someone. He really didn't want to run in any of his neighbours with this big pink shopping bag. It would mean nothing but trouble since he realised f...

She has a dick!

by AdamAK on Apr 3, 2018
Transsexual

I'm John. just an 18 years old typical guy. I go work out from time to time, which keeps me fit, but I'm still no where near bulky. You can actually say that I'm skinny. I never thought about dicks. Thinking about it now is simply weird. I don't know. I just love women. Although I'm a virgin. It's kinda shameful when I think about it. Although I had a couple...

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Elaine's Neighbors

by Hotenuf4u on Sep 14, 2017
Fetish

Elaine's Neighbors: Their Story Tammy's mother had divorced her father just over a year ago. It seems that his lack of trust got the best of him which ultimately led to his downfall. Tammy was home on a vacation from her college studies when she noticed a change around the house. It seems that now her father has turned into a workaholic which left Mom prett...

The Dog Sitter

by Tosshhh_ on Sep 23, 2019
Erotic Couplings

A few months ago myself and my long term submissive celebrated our 3 year anniversary. We have evolved past our original Dom sub dynamic and are now more or less a couple. For our 3 year anniversary we decided to go away so we got a dog sitter. That was the first time we met Tina. Tina was 18 years old. She was a petite thing with almost no tits. She was b...

Journey into Feminization Ch. 01

by KneelingNancy on Jul 14, 2020
BDSM

***Chapter 01 - The Beginning Like so many of our beginnings, mine started to what some would call a normal life. I grew up in on the west coast and would consider my family upper class. Both my parents had successful careers and my brother and I had a lot of great experiences growing up (private sports clubs, investment in the arts, etc.). During my chil...

Hotel for Couples

by Kickinback54 on Sep 12, 2017
Group Sex

It had been a tiring trip. From the moment I knew that I had to make this very quick business trip, I was dreading it. Well, too late now. I had arrived, and the meeting in the late morning tomorrow could just wait. I wanted to have a drink down at the bar. As usual with hotel bars, the clientele was mostly middle aged white guys, businessmen all, most just...

Letter From Tacoma

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: When my husband, who is owner and ringmaster of the Epic Circus, comes into our hotel room (We, thankfully, don't have to live in the circus trailers) I'm ready for him. He lays the whip down, and then it's my turn... "Strip it all off Apollo, my love! Now you'll get a nice thrashing....it's MY turn to use the whip!" Sometimes after th...