CrossDressing Stories

Displaying stories 91 through 100 of 351

91 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: 15590 | Votes: 220 | Score: 7.02
Size: 145KB | 29,215 words | Posted: Concluded:

92 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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93 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: 4563 | Votes: 39 | Score: 7.01
Size: 126KB | 23,413 words | Posted: Concluded:

94 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: 3947 | Votes: 41 | Score: 7.00
Size: 119KB | 23,419 words | Posted:

95 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: 17011 | Votes: 110 | Score: 6.99
Size: 468KB | 86,472 words | Posted: Concluded:

96 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: 4917 | Votes: 50 | Score: 6.98
Size: 100KB | 19,113 words | Posted: in progress Updated:

97 Berries by Uther Pendragon

Larry tells dawn about the romance of Lawrence and Aurora long ago.

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98 The Hitman Wore Heels by Michele Nylons

The Hitman is a professional assassin and master of disguise. To carry out his next hit he has to dress as a woman to get close to his mark who has a proclivity for transvestites. Feedback and comments are always welcome.

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Ma, Coercion, CrossDressing, Fiction, Oral Sex, Anal Sex, Masturbation, Exhibitionism, Voyeurism, Leg Fetish, Violent, Transformation
Downloads: 1945 | Votes: 48 | Score: 6.95
Size: 47KB | 8,758 words | Posted:

99 So Sue Me by Tarl Cabot

This is a direct continuation of Dave's Gay Experience. Dave returns to make amends with his Sister. Josh is jealous of their connection.

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Sex Contents: Some Sex | Genre: Incest
Tags: Ma/Fa, Ma/Ma, Consensual, Reluctant, Gay, BiSexual, Heterosexual, CrossDressing, Fiction, Incest, Mother, Son, Brother, Sister, Uncle, Nephew, Group Sex, White Male, White Female, Anal Sex, Cream Pie, Oral Sex, Pegging, Sex Toys
Downloads: 1468 | Votes: 34 | Score: 6.94
Size: 64KB | 12,931 words | Posted: Concluded:

100 My First Dressed Meeting by tiffany58

A T-girl has her first ever meeting with a man and it opens a whole new world for her. From a public carpark kiss to a full bedroom experience in one afternoon. A day of firsts

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Ma, Consensual, CrossDressing, True Story, DomSub, Spanking, Anal Sex, First, Facial, Oral Sex, Public Sex
Downloads: 1863 | Votes: 59 | Score: 6.94
Size: 17KB | 3,506 words | Posted:

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CrossDressing Stories

Displaying stories 91 through 100 of 351

91 Occasions of Sin by Jacqueline Jillinghoff

92 Adventures in Lifeguarding: Brian's Adventure by TMax

93 Undercover Angel by Michele Nylons

94 Lac Lad by DaddysSickSecret

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

96 Inadequate by yfnsp

97 Berries by Uther Pendragon

98 The Hitman Wore Heels by Michele Nylons

99 So Sue Me by Tarl Cabot

100 My First Dressed Meeting by tiffany58

WARNING! ADULT CONTENT...