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CrossDressing Stories

Displaying stories 91 through 100 of 357

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91 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: 14905 | Votes: 817 | Score: 7.05
Size: 56KB | 11,542 words | Posted:

92 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: 7965 | Votes: * | Score: *
Size: 423KB | 80,483 words | Posted: Concluded:

93 My Buddy Max by Mack the Knife

A Story of Feldare
A young man from the Windy Isles prepares for his 'coming of age,' a period of discovery. He leaves out of his parents home and his own town with his best friend, Max, a dwarf who also just came of age.
Premier members only
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Teenagers, Consensual, Romantic, Heterosexual, CrossDressing, Fiction, First
Downloads: 4096 | Votes: 101 | Score: 7.04
Size: 29KB | 5,613 words | Posted:

94 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: 2634 | Votes: 38 | Score: 7.03
Size: 26KB | 5,325 words | Posted:

95 The Girl in the Blue Denim Skirt by Michele Nylons

Dennis becomes infatuated with the girl in the blue denim skirt who sits on the low brick wall running along the path inside Aston Park. He knows that his infatuation with her is troublesome and that he should just ignore her but he just can't resist her allure.
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Sex Contents: Much Sex | Genre: Fiction
Tags: Ma/Fa, Consensual, CrossDressing, Shemale, TransGender, True Story, Workplace, Cheating, Wife Watching, Anal Sex, Cream Pie, Petting, Voyeurism, BBW, Foot Fetish, Leg Fetish, Public Sex, Smoking
Downloads: 1451 | Votes: 52 | Score: 7.03
Size: 47KB | 8,923 words | Posted:

96 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: 15455 | Votes: 218 | Score: 7.02
Size: 145KB | 29,215 words | Posted: Concluded:

97 Undercover Angel by Michele Nylons

When Mike Harris stole two point seven million dollars in cash from his gangster boss, he knew that his life had changed forever. He has to get away and hide; his best disguise was to dress as a woman, but this had some implications that he hadn't though of. Dressed as the transvestite Michele he was sexy & attractive and men wanted to take advantage of her
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Sex Contents: Much Sex | Genre: Erotica
Tags: NonConsensual, Reluctant, Rape, Coercion, Blackmail, TransGender, CrossDressing, Fiction, DomSub, MaleDom, Light Bond, Humiliation, Gang Bang, Oral Sex, Anal Sex, Masturbation, Foot Fetish, Leg Fetish, Transformation
Downloads: 4540 | Votes: 39 | Score: 7.01
Size: 126KB | 23,413 words | Posted: Concluded:

98 Inadequate by yfnsp

A journey from head of family to servant sissy slut. Feelings of inadequacy lead John to embrace an effeminate persona. When he becomes obsessed by Big Cock, he subjects his whole family to degradation and becomes submissive to all.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Mult, Consensual, Romantic, Slavery, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, Fiction, Cuckold, Slut Wife, Wimp Husband, Incest, Mother, Father, Daughter, Grand Parent, InLaws, BDSM, DomSub, MaleDom, FemaleDom, Humiliation, Light Bond, Group Sex, Interracial, Black Male, Black Female, White Male, White Female, White Couple, Anal Sex, Analingus, Cream Pie, Double Penetration, Exhibitionism, Masturbation, Oral Sex, Pegging, Pregnancy, Menstrual Play, Public Sex, Size, Prostitution
Downloads: 4665 | Votes: 49 | Score: 7.00
Size: 100KB | 19,113 words | Posted: in progress Updated:

99 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: 3912 | Votes: 41 | Score: 7.00
Size: 119KB | 23,419 words | Posted:

100 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: 16923 | Votes: 109 | Score: 6.99
Size: 468KB | 86,472 words | Posted: Concluded:
* Not enough votes to show score yet
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