Mature Crossdressing Stories

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Taste of True Friendship Ch. 13

by Benny_Blank on Sep 15, 2017
Transsexuals & Crossdressers

It took the pizza guy about half an hour to get to Tanya's apartment. In the meantime, Tanya, Julie, and Irene had all gotten dressed. They were eager for the food to arrive for their exertions had left them starved. Tanya said that she would pay for the meal but the two girls argued against that. Finally Tanya said, "O.K. I'll pay for the food and we'll f...

Momma's Cock Ch. 06

by cimeriel on Sep 19, 2017
Loving Wives

Disclaimer: All characters portrayed are fictional and over eighteen years old. By continuing to read, the reader acknowledges voluntarily encountering depraved and offensive material. If any ideas for more, experiences, comments on the stories, or links to similarly themed material exist, kindly submit them to the author. ___________________________ Wesl...

Janet Smith, Cockteaser, Cocksucker

by johnnieblue44 on Sep 12, 2017
Erotic Couplings

"You just put your lips together and....blow." ******************** She had the bedroom eyes, smoldering sexuality, and the husky, 1-900-number voice of a young Lauren Bacall. Her chest, however, was more reminiscent of Jayne Mansfield's. (Or as Dick Cavett once so famously introduced her onto his show..."Ladies and gentlemen, here they are...Jayne Mansfie...

Mrs. Hanson

by velvet hammer on Sep 25, 2017
Mature

It was five o'clock; football practice was over, and after the obligatory towel-snapping session in the Boys Locker Room, Johnny Buzzcock reported to the Athletic Supporter's Office as he had been directed. Mrs. Hanson, the Athletic Supporter of the Stuffville High's Trojans football team - a.k.a. the Purple Helmeted Warriors - was in her office waiting for...

Country Life Ch. 01

by Libertine on Sep 12, 2017
Mature

I was raised at an estate in southern Sweden in the thirties. I have two elder sisters but no brothers. My life was very sheltered with few social contacts outside the family. I went to school in a small nearby town but didn’t socialize much with the other students after school. My mother made sure that my free time was filled with educational activities bo...

Mature Woman New Job for Family Ch. 03

by Marriedandneedingmore on Sep 19, 2017
Loving Wives

This story is the third part of my story about a mature married woman who has to become the family breadwinner after her husband has an accident. She becomes a Secretary for her Husband's Boss. Please read the previous chapters first as this will tell you the background to how we have got to here. If you're expecting loads of sex, it ain't happening yet!!...

The Summer Experiment

by Thecsm on Sep 19, 2017
Interracial Love

I want to give thanks to BrysonCooke for helping me with editing, plus improving and the development of this story. ***** It feels great to have just graduated from high school. My name is Dave and after summer vacation I will be going to the local college. On the first day of vacation I found myself over my best friend's house Rick doing what we do best...

Helena's Hero Ch. 02

by Eosphorus on Sep 26, 2017
Mature

It's strange, but I was happy to get back to work on Monday. After a life disruption like I'd been through, the return of routine was welcome. I parked very close to where I'd been stabbed. Heading towards the elevator, I paused and looked over at the stairwell where it happened. I shuddered and walked on, wondering if I'd ever be able to go into work agai...

Julie: Ch. 4

by Patrick on Sep 12, 2017
Erotic Couplings

Julie Ch.4 : The seduction of Jeffrey’s dad. Jeffrey had displayed an amazing amount of stamina, and an almost inexhaustible supply of hot, juicy cum, most of which was either in me or on me when Cindy came bursting through the door. Jeffrey froze and stared wide eyed at her. “Well, what have we here?” she said, grinning, “Jeffrey, how could you? And all t...

Antonia's Story Ch. 02

by Paul T on Sep 14, 2017
Mature

The story so far - Antonia is in her early fifties and recently divorced. Her friendship with Sophia, A big, beautiful olive complexioned, bisexual vixen of 45, gradually becomes sexual. Sophia has plans for them both. When I arrived at Sophie's place she answered the door naked while talking on the phone to her travel agent. I poured myself a glass of wine...