CrossDressing Stories

Displaying stories 141 through 150 of 354

141 Julie by terapon

This is a fictional story based on the author's experiences in the steamy city of Bangkok, Thailand. Priapus encounters the beautiful and sexually charged shemale Julie in a special bar in the Nana district.

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142 Meet My Family by OmegaPet-58

Connor anticipates having Kara, his amazing girlfriend, sleep over. Their nudist and highly affectionate parents are working to have everything ready for their "first time" together. After they all have dinner together, the young couple will have the house to themselves, jealous younger brother leaves also. Kara reminds nervous Connor to eat instead of staring at her, "You'll need your strength."

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Sex Contents: Much Sex | Genre: Coming of Age
Tags: Ma/Fa, mt/ft, Ma/ft, mt/Fa, Fa/ft, Consensual, Romantic, Lesbian, BiSexual, Heterosexual, CrossDressing, Fiction, Sharing, Incest, Mother, Son, Daughter, Swinging, Anal Sex, First, Masturbation, Oral Sex, Sex Toys, Squirting, Hairy, Size, Nudism, Slow, Illustrated
Downloads: 9234 | Votes: 67 | Score: 6.56
Size: 130KB | 25,132 words | Posted: Concluded:

143 Coffee Shop Girl by Michele Nylons

A young male college student notices that a coffee shop is only employing pretty young women. He disguises himself as a girl to get a job in the establishment but soon discovers that the girl he has become must surrender her virtue to remain employed.

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Teenagers, Coercion, NonConsensual, Reluctant, CrossDressing, TransGender, Fiction, School, Workplace, Anal Sex, Analingus, First, Facial, Masturbation, Oral Sex, Leg Fetish, Public Sex, Teacher/Student
Downloads: 1769 | Votes: 34 | Score: 6.56
Size: 129KB | 24,288 words | Posted:

144 Craig by Its a skirt, not a kilt

Desperate to own a wedding dress, Craig decides to buy one second hand from the local classifieds. Things don't quite go as he envisioned they would.

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145 High Fashion Queen & High Fashion Queen Redux by Melanieatplay

In a highly sexually charged tale, Jesse, a diminutive Asian teenager who is discovering his sexuality, gets help from his BFF from middle school, Sara, to dress as a woman. As Jesse's true calling emerges, a spontaneous blowjob sets the stage for him to become the woman of his dreams. As more characters weave their way into the story, they both have a night they will never forget.

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146 Alex is 17 by Serena Jones

A Davidson Fisheries and the McElroy Family Story (6)
Continues the life of Alex McElroy started in 'Alex and Peter'. Alex has learned that he is a submissive masochist by preference and bi-sexual to boot. Now that Peter has gone to college, however, he has to deal with it on his own. Picking his own girlfriends - heck even picking his own boyfriends! - Alex has to learn how to live like a slave when his Master is away!

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Sex Contents: Much Sex | Genre: Drama
Tags: mt/ft, mt/mt, Mult, Teenagers, Consensual, Reluctant, Coercion, Gay, BiSexual, Heterosexual, CrossDressing, Incest, Cousins, DomSub, Rough, Group Sex, Interracial, White Male, White Female, Oriental Male, First, Oral Sex, Anal Sex, Sex Toys, Voyeurism
Downloads: 4739 | Votes: 42 | Score: 6.52
Size: 116KB | 22,738 words | Posted:

147 Won't Get Fooled Again by Mushroom

A guy and gal meet each other at a club, and sparks fly between the two of them. But each of them has a secret they are keeping from the other.

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148 Hotel Rendezvous by tiffany58

I was inspired by the opening premise of Oliver Twist’s excellent “My double life as a whore,” where a surprise meeting in a hotel bar leads to many other things, to recount my own true story of my recent hotel bar adventure.

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Ma, Consensual, Romantic, Gay, CrossDressing, True Story, Anal Sex, Analingus, Enema, Exhibitionism, Oral Sex, Public Sex
Downloads: 721 | Votes: 24 | Score: 6.50
Size: 24KB | 4,847 words | Posted: