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CrossDressing Stories

Displaying stories 91 through 100 of 381

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91 Lady in the House by Michele Nylons

Mike is a middle aged highly successful accountant who gets sent to jail for killing a young girl whilst drunk at the wheel of his car. He is taken in by Eddie McManus, who runs all of the rackets in Chelmsford Prison with the blessing of the warden. Eddie runs a string of inmates who are transvestite prostitutes. Little does Mike know that while he is currently Eddie's accountant and secretary, he is actually being groomed to become one of Eddie's "girls"
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Sex Contents: Stroke Story | Genre: Fantasy
Tags: Ma/Ma, NonConsensual, Reluctant, Rape, Blackmail, TransGender, CrossDressing, Fiction, Rough, Humiliation, Harem, Oral Sex, Anal Sex, Masturbation, Petting, Foot Fetish, Leg Fetish, Violent, Transformation, Prostitution
Downloads: 8432 Votes: 17 | Score: 7.04
Size: 423KB | 80,483 words | Posted: Concluded:

92 Her Dad's Boyfriend by Wetshaft

Teen Keri sneaks home early to find out why her dad and boyfriend are getting along so well. The precocious girl gets an eyeful of what guys can do all on their own.
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Sex Contents: Stroke Story | Genre: Incest
Tags: mt/ft, Ma/ft, Ma/mt, Teenagers, Consensual, Gay, BiSexual, CrossDressing, Incest, Father, Daughter, Group Sex, Oral Sex, Voyeurism
Downloads: 7374 Votes: 189 | Score: 7.04
Size: 22KB | 4,443 words | Posted: Concluded:

93 In Another World, All of My Maids Are Robots?! by Dragon Cobolt

Lucy is just your average, every day trans girl: Stuck in a shitty body, in a shitty job, on a shitty world. Fortunately, she's just about to get reincarnated into another universe - a universe where she's a noble in the peaceful, star spanning Galactic Concert. And all of her maids are robots? Sexy robots...
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Sex Contents: Much Sex | Genre: Science Fiction
Tags: Fa/Fa, Mult, Consensual, Lesbian, CrossDressing, TransGender, Rags To Riches, Steampunk, Science Fiction, Alternate History, DoOver, Robot, Space, Body Swap, FemaleDom, Humiliation, Light Bond, Rough, Spanking, Gang Bang, Group Sex, Polygamy/Polyamory
Downloads: 17735 Votes: 113 | Score: 7.03
Size: 468KB | 86,472 words | Posted: Concluded:

94 Cruise Tickets by DG Hear

I wanted to improve my marriage and bought some holiday cruise tickets as a surprise. Then I found out the shit hit the fan
Premier members only
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Sex Contents: Some Sex | Genre: Romantic
Tags: Ma/Fa, Consensual, Romantic, CrossDressing, Cheating
Downloads: 15218 Votes: 824 | Score: 7.03
Size: 56KB | 11,542 words | Posted:

95 Occasions of Sin by Jacqueline Jillinghoff

Cindy is an innocent Catholic girl who discovers the pleasures of her body one day after school. She worries her immortal soul is in peril, but she soon learns she's not the only sinner in the world. Or, as one reader described it, "Just really nice, crazy, horny, cum-crazed teen boys and girls answering nature's call to feel good."
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Sex Contents: Stroke Story | Genre: Erotica
Tags: mt/ft, Ma/ft, ft/ft, Fa/ft, Teenagers, Reluctant, Lesbian, CrossDressing, School, Light Bond, Spanking, Anal Sex, First, Masturbation, Oral Sex, Squirting, Clergy, Foot Fetish, Teacher/Student
Downloads: 16569 Votes: 227 | Score: 7.01
Size: 145KB | 29,215 words | Posted: Concluded:

96 Lac Lad by DaddysSickSecret

Got milk? One man's journey from boy to cow. Come and join the herd.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Ma, Consensual, Gay, CrossDressing, Workplace, Anal Sex, Exhibitionism, Lactation, Sex Toys, Tit-Fucking, Big Breasts, Body Modification
Downloads: 4505 Votes: 43 | Score: 7.00
Size: 119KB | 23,419 words | Posted:

97 Unconventional by Severusmax

This is a story that just came to mind of late from an image in my head of a cosplay gang-bang, and it just mushroomed from there. Our hero is about to really go down a rabbit hole at a convention this week, but oh what fun it will be!
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, Mult, Consensual, Drunk/Drugged, Magic, Gay, BiSexual, Heterosexual, CrossDressing, Crime, Humor, Sharing, Slut Wife, Wife Watching, Incest, Brother, Sister, Father, Daughter, InLaws, BDSM, Rough, Spanking, Gang Bang, Group Sex, Harem, Orgy, Polygamy/Polyamory, Swinging, Interracial, Black Female, White Male, White Female, Oriental Female, Anal Sex, Analingus, Cream Pie, Double Penetration, First, Food, Oral Sex, Pregnancy, Squirting, Tit-Fucking, Water Sports, Body Modification, Doctor/Nurse, Geeks, Violent
Downloads: 15286 Votes: 47 | Score: 6.98
Size: 276KB | 53,177 words | Posted: Concluded:

98 Marion's Turn by jomar

Ch.1-Loving femdom: she dresses him up & straps it on. Ch.2-Loving femdom: she brings in the boys.
Premier members only
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Consensual, BiSexual, Heterosexual, CrossDressing, FemaleDom, Oral Sex, Anal Sex, Masturbation, Sex Toys
Downloads: 2734 Votes: 40 | Score: 6.98
Size: 26KB | 5,325 words | Posted:

99 Berries by Uther Pendragon

Larry tells dawn about the romance of Lawrence and Aurora long ago.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/ft, Consensual, CrossDressing, Historical, First
Downloads: 2187 Votes: 30 | Score: 6.97
Size: 33KB | 6,250 words | Posted:

100 Adventures in Lifeguarding: Brian's Adventure by TMax

A Adventures in Lifeguarding Story
Brian comes "out of the closet"/"off pool deck" and it changes his life.
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Sex Contents: Minimal Sex | Genre: Coming of Age
Tags: Ma/Ma, Consensual, Gay, CrossDressing, Fiction, Oral Sex
Downloads: 1317 Votes: 39 | Score: 6.96
Size: 11KB | 2,276 words | Posted:
* Not enough votes to show score yet
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