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CrossDressing Stories

Displaying stories 111 through 120 of 362

111 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: 6817 | Votes: 85 | Score: 6.87
Size: 100KB | 19,283 words | Posted: Concluded:

112 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: 2924 | Votes: 65 | Score: 6.87
Size: 23KB | 4,562 words | Posted:

113 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: 1662 | Votes: 38 | Score: 6.85
Size: 64KB | 12,931 words | Posted: Concluded:

114 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: 1814 | Votes: 56 | Score: 6.85
Size: 47KB | 8,923 words | Posted:

115 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: 2584 | Votes: 92 | Score: 6.83
Size: 21KB | 4,151 words | Posted:

116 Naked on Summer Vacation: Slut Summer School by Eddie Davidson

A Summer Vacation Story
Part of the Davidson Family Stories universe
It was 1984 in Sebastian Florida and my Cousin Blair had thrown one party too many. My Aunt found normal restriction and punishments just were not very effective. She put Blair and her friends through a re-education in Slut Summer School **Involves BDSM/Humiliation, there is a prequel Naked on Summer Vacation: Sissy Summer School that sets the scene but it is not required reading.
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Sex Contents: Much Sex | Genre: BDSM
Tags: Teenagers, Reluctant, Lesbian, Heterosexual, CrossDressing, Shemale, Slut Wife, Incest, Mother, Cousins, Aunt, BDSM, FemaleDom, Humiliation, Light Bond, Spanking, Group Sex, Anal Sex, Cream Pie, Enema, Exhibitionism, Fisting, Flatulence, Food, Masturbation, Oral Sex, Pegging, Sex Toys, Spitting, Tit-Fucking, Water Sports, Babysitter, Big Breasts, Public Sex, Cat-Fighting, Prostitution
Downloads: 44503 | Votes: 112 | Score: 6.83
Size: 1226KB | 246,740 words | Posted: Concluded:

117 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: 5073 | Votes: 23 | Score: 6.83
Size: 197KB | 37,721 words | Posted:

118 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: 4924 | Votes: 35 | Score: 6.81
Size: 210KB | 38,459 words | Posted: Concluded:

119 Making Mum My Bitch by StJohnGeneral

My mother, who abandoned my father and me, returns. This is how I broke her into being my pussy slave.
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Sex Contents: Much Sex | Genre: Incest
Tags: Ma/Fa, mt/ft, Ma/ft, Fa/Fa, Fa/ft, Coercion, Reluctant, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, Shemale, TransGender, Fiction, True Story, Cheating, Slut Wife, Wimp Husband, Incest, Mother, Father, Daughter, BDSM, DomSub, FemaleDom, Humiliation, Rough, Spanking, Group Sex, Anal Sex, Analingus, Cream Pie, Double Penetration, Facial, Oral Sex, Squirting
Downloads: 3474 | Votes: 36 | Score: 6.81
Size: 142KB | 27,805 words | Posted:

120 The Perils of Pauline - Tranny at the Truck Stop by Michele Nylons

Paul is a closet tranny who meets regularly with other transvestites for platonic get-togethers. He usually stops to change in a seldom-used rest room at a remote truck stop so that she can arrive at the get-together already transformed into Pauline. Tonight however, the restroom is a convenient place for some bikers to take a leak before they go over to the truck stop bar to drink beer. What will the bikers do when they find a foxy tranny hiding in one of the stalls?
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Ma, Mult, NonConsensual, Reluctant, Rape, Coercion, Blackmail, TransGender, CrossDressing, Fan Fiction, Rough, Humiliation, Gang Bang, White Male, White Female, Oral Sex, Anal Sex, Masturbation, Exhibitionism, Voyeurism, Double Penetration, BBW, Leg Fetish, Public Sex, Transformation
Downloads: 2671 | Votes: 48 | Score: 6.79
Size: 54KB | 9,872 words | Posted:
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