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CrossDressing Stories

Displaying stories 111 through 120 of 381

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111 False Imprisonment by Sirdar

A young Transvestite is falsely imprisoned in a womans prison imopersonating his girl friend who was a part time prostitute
Premier members only
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Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/Fa, mt/Fa, Consensual, Heterosexual, CrossDressing, Fiction, FemaleDom, Pregnancy, Prostitution
Downloads: 2946 Votes: 65 | Score: 6.87
Size: 23KB | 4,562 words | Posted:

112 The Awakening by Michele Nylons

A man awakes from a coma only to find he has selective amnesia. He doesn't know that he has a secret life. He is a closet transvestite. At first repulsed by the idea, he can't help exploring his secret life. What is it like to dress as a woman? What is it like to feel feminine? What is it like to suck a man's cock!
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Mult, Consensual, Romantic, NonConsensual, Reluctant, Coercion, Blackmail, Heterosexual, TransGender, CrossDressing, Shemale, Fiction, Cheating, Spanking, Rough, Gang Bang, Group Sex, Orgy, Oral Sex, Anal Sex, Masturbation, Petting, Analingus, Foot Fetish, Leg Fetish, Transformation
Downloads: 7085 Votes: 85 | Score: 6.87
Size: 100KB | 19,283 words | Posted: Concluded:

113 False Imprisonment by Bunts

A visit to a mornings magistrates court and the speed at which they dealt with girls of the night, gave me the idea for this story. Tony a transvestite gets convicted of being a prostitute and is sent to women's prison. The consequences are almost predicatable.
Premier members only
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Sex Contents: Some Sex | Genre: Erotica
Tags: mt/Fa, Consensual, Heterosexual, CrossDressing, Humor, Pregnancy
Downloads: 3120 Votes: 61 | Score: 6.87
Size: 22KB | 4,384 words | Posted:

114 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: 1431 Votes: 37 | Score: 6.87
Size: 7KB | 1,466 words | Posted:

115 So You Want to Be a Nurse by Michele Nylons

In 1957 Michael Nyland is one of the few male nurses working at Chelmsford Memorial Hospital. Matron Amanda Holliday and Doctor Lovejoy have uncovered his secret fetish for lingerie. One day he wakes up in one of the private wards tied to the bed dressed in silky full-slip, satin cami-knickers, sheer hose, high-heels; and makeup professionally applied and hair coiffured. Nurse Nyland has no choice but to satisfy the Doctor but is totally unprepared for life as a transvestite prostitute.
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Mult, Blackmail, Coercion, Drunk/Drugged, NonConsensual, Rape, Reluctant, CrossDressing, Shemale, TransGender, Fiction, Workplace, Revenge, Gang Bang, Group Sex, Orgy, White Male, White Female, Anal Sex, Masturbation, Oral Sex, Voyeurism, Foot Fetish, Leg Fetish, Public Sex, Teacher/Student, Prostitution, Transformation
Downloads: 5128 Votes: 37 | Score: 6.86
Size: 210KB | 38,459 words | Posted: Concluded:

116 Home on Their Own by Wetshaft

14 year old Billy is home alone with Quinn, his dad's 16 year old boyfriend. While Dad's away, Quinn has a fun idea to share with Billy and they boys begin a hot relationship of their own.
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Sex Contents: Stroke Story | Genre: Coming of Age
Tags: mt/mt, Teenagers, Consensual, Gay, CrossDressing, Fiction, Anal Sex, First, Oral Sex
Downloads: 2582 Votes: 56 | Score: 6.86
Size: 15KB | 2,935 words | Posted:

117 The Rocky Horror Picture Show by NickB

Sometimes, things bear repeating
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Sex Contents: Minimal Sex | Genre: Fiction
Tags: Ma/Fa, Consensual, Magic, BiSexual, Heterosexual, CrossDressing, Fiction, Humor
Downloads: 997 Votes: 21 | Score: 6.85
Size: 15KB | 3,049 words | Posted:

118 Undercover Holly by T.S.Severe

Jack has been working vice for nearly a year as a prostitute named "Holly", much to the amusement of the other cops. When things unexpectedly heat up with a rookie, however, it begs the question...Who's really undercover?
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Sex Contents: Some Sex | Genre: Romantic
Tags: Consensual, Romantic, CrossDressing, First, Oral Sex, Anal Sex, Masturbation, Petting
Downloads: 2696 Votes: 93 | Score: 6.83
Size: 21KB | 4,151 words | Posted:

119 How to Expand Your Wife's Horizons by JohnMurray4173

A mildly exaggerated true story on how I moved my wife from repressed religious girl to a confident BDSM switch.
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Sex Contents: Some Sex | Genre: True Story
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Consensual, Reluctant, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, TransGender, True Story, Cheating, Sharing, Slut Wife, Wife Watching, BDSM, DomSub, MaleDom, FemaleDom, Spanking, Group Sex, Swinging, Anal Sex, Double Penetration, Exhibitionism, Facial, Masturbation, Oral Sex, Pegging, Sex Toys
Downloads: 6021 Votes: 26 | Score: 6.82
Size: 197KB | 37,721 words | Posted:

120 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: 2124 Votes: 50 | Score: 6.82
Size: 47KB | 8,758 words | Posted:
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