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CrossDressing Stories

Displaying stories 91 through 100 of 353

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91 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: 4577 | Votes: 39 | Score: 7.01
Size: 126KB | 23,413 words | Posted: Concluded:

92 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: 3989 | Votes: 41 | Score: 7.00
Size: 119KB | 23,419 words | Posted:

93 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: 1025 | Votes: 34 | Score: 7.00
Size: 11KB | 2,276 words | Posted:

94 Visit to the Rectory by jonny147

This is a slight reworking of a old story of mine with a bit more editing set in the 1950s. 14 year old Jonathan visits the reverend to help with the upcoming church sale
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Sex Contents: Much Sex | Genre: Coming of Age
Tags: Ma/mt, Coercion, Gay, BiSexual, CrossDressing, Spanking, Anal Sex, Analingus, First, Masturbation, Clergy
Downloads: 1262 | Votes: 41 | Score: 7.00
Size: 24KB | 4,753 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: 17105 | Votes: 110 | Score: 6.99
Size: 468KB | 86,472 words | Posted: Concluded:

96 A Happy Bunch by DeeKay

A story in the Happy Bunch universe
Leo breaks up with his girlfriend and meets a hot bisexual couple to have very naughty fun with
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Coercion, Consensual, Reluctant, Lesbian, BiSexual, CrossDressing, Fiction, Sharing, DomSub, FemaleDom, Rough, Spanking, Group Sex, Orgy, Polygamy/Polyamory, Swinging, Black Male, Anal Sex, Analingus, Cream Pie, Double Penetration, Facial, Flatulence, Oral Sex, Spitting, Squirting, Water Sports, Size, Smoking
Downloads: 8619 | Votes: 42 | Score: 6.98
Size: 422KB | 78,344 words | Posted: in progress Updated:

97 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: 1524 | Votes: 36 | Score: 6.97
Size: 64KB | 12,931 words | Posted: Concluded:

98 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: 2125 | Votes: 30 | Score: 6.97
Size: 33KB | 6,250 words | Posted:

99 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.
[More Info]

Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Ma, Coercion, CrossDressing, Fiction, Oral Sex, Anal Sex, Masturbation, Exhibitionism, Voyeurism, Leg Fetish, Violent, Transformation
Downloads: 1966 | Votes: 48 | Score: 6.95
Size: 47KB | 8,758 words | Posted:

100 Where? by Everydayguy

Where does a guy go to find another guy interested in some "MAN" sex? A short discussion of where and how. Informative but no real sex. Just some instruction. (Not for homophobes)
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Sex Contents: No Sex | Genre: True Story
Tags: Ma/Ma, Gay, BiSexual, TransGender, CrossDressing, School
Downloads: 1384 | Votes: 36 | Score: 6.94
Size: 7KB | 1,466 words | Posted:
* Not enough votes to show score yet
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