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CrossDressing Stories

Displaying stories 41 through 50 of 376

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41 Raised by Strippers - Growing Pains by Shirley Wanton

A Raised By Strippers Series Story
As Sam gets more popular at the club, relationships with the other dancers start to get strained. Resentment and jealousy between strippers can lead to some VERY explosive sexual situations.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Lesbian, BiSexual, CrossDressing, TransGender, BDSM, DomSub, FemaleDom, Humiliation, Rough, Anal Sex, Masturbation, Oral Sex, Sex Toys, Big Breasts, Revenge, Violent
Downloads: 1584 Votes: 30 | Score: 7.59
Size: 24KB | 4,765 words | Posted:

42 High Fashion Queen by Melanieatplay

A transformation changes the lives of two college friends.
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Sex Contents: Much Sex | Genre: Erotica
Tags: ft/ft, Consensual, Lesbian, CrossDressing, TransGender, Fiction, Oral Sex, Voyeurism
Downloads: 3162 Votes: 98 | Score: 7.58
Size: 52KB | 10,378 words | Posted:

43 House Training by RH Music

Jonathan, a paralegal, is tasked by his firm to enter the house of the recently deceased, eccentric inventor Jack Hewitt to look for documents. After searching the entire house he enters the basement, where he becomes ensnared and gradually transformed by the inventor's bizarre, feminizing machines...
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Sex Contents: Much Sex | Genre: Erotica
Tags: Reluctant, Coercion, Mind Control, TransGender, CrossDressing, BDSM, DomSub, Humiliation, Oral Sex, Sex Toys
Downloads: 11100 Votes: 186 | Score: 7.57
Size: 111KB | 20,724 words | Posted:

44 Why Some Men Prefer Transvestites by Michele Nylons

So why do some men prefer transvestites? Well; let me sum it up for you in the following article. If you are in any way homophobic, or not tolerant of transgender themes, now is the time for you to hit the return key or close your browser on this page (or maybe read on and send me a really nasty email full of hate and vitriol; I like those!). But if you are truly inquisitive about us "special ladies"; read on!
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Sex Contents: Minimal Sex | Genre: True Story
Tags: Consensual, BiSexual, TransGender, CrossDressing, DomSub, Swinging, Group Sex, Safe Sex, Oral Sex, Anal Sex, Masturbation, Petting, Sex Toys, Enema, Foot Fetish, Leg Fetish
Downloads: 3655 Votes: 51 | Score: 7.57
Size: 20KB | 3,786 words | Posted:

45 The Door to Door Stocking Salesman by Michele Nylons

It's 1959 and women still wear real stockings. Brian Macklin is a stocking fetish who has his dream job selling hosiery door to door. Michele is a closet transvestite who can't seem to get her hands on quality hosiery. When Brian comes calling the sparks ignite a fire in both of them. This story contains graphic consensual sex.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Mult, Consensual, NonConsensual, Blackmail, TransGender, CrossDressing, Fiction, Historical, Incest, Aunt, Nephew, Rough, Oral Sex, Anal Sex, Masturbation, Petting, Foot Fetish, Leg Fetish, Body Modification, Transformation
Downloads: 5885 Votes: 79 | Score: 7.56
Size: 99KB | 18,150 words | Posted: Concluded:

46 A Breeches Play by Detroitmechworks

Sandy is tired of being the object of come-ons or derision at every gaming table. So this year at her annual trip to BigCon, she decides to attend incognito. Unfortunately her disguise ends up getting her more attention than she had planned for.
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Sex Contents: Some Sex | Genre: Fiction
Tags: Ma/Fa, Fa/Fa, CrossDressing, Fiction, Slow
Downloads: 4759 Votes: 126 | Score: 7.54
Size: 127KB | 23,315 words | Posted: Concluded:

47 The Devil You Know by Michele Nylons

Secret transvestite Michele is found out by her boss who blackmails her forces her to comply with his demands.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, NonConsensual, Reluctant, Coercion, Blackmail, TransGender, CrossDressing, Incest, Mother, Son, Spanking, Rough, Humiliation, Group Sex, Oral Sex, Anal Sex, Masturbation, Petting, Sex Toys, Cream Pie, BBW, Foot Fetish, Leg Fetish, Transformation
Downloads: 9156 Votes: 120 | Score: 7.53
Size: 73KB | 13,279 words | Posted: Concluded:

48 My Pleasures Were (to Say The Least) Undignified by Optimizer

A classic story, extrapolated to modern times.
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Sex Contents: Much Sex | Genre: Fantasy
Tags: Ma/Fa, Fa/Fa, Mult, Consensual, Reluctant, BiSexual, Heterosexual, TransGender, CrossDressing, Fiction, MaleDom, FemaleDom, Light Bond, Humiliation, Gang Bang, Interracial, Oral Sex, Anal Sex, Sex Toys, Exhibitionism, Transformation
Downloads: 5463 Votes: 45 | Score: 7.50
Size: 142KB | 25,801 words | Posted:

49 Ben Stokes' Swinging Household Part 5: Barry and Gloria by JohnMurray4173

A story in the Tranny Babysitter/Ben Stokes' Swinging Household Universe
The Stokes's household members, Barry and Gloria, get married. Their story before and after their wedding.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Reluctant, Slavery, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, TransGender, Fiction, Cuckold, Sharing, Slut Wife, Wife Watching, BDSM, DomSub, MaleDom, FemaleDom, Humiliation, Rough, Sadistic, Spanking, Torture, Gang Bang, Group Sex, Orgy, Swinging, Black Male, White Male, White Female, Anal Sex, Analingus, Cream Pie, Double Penetration, Enema, Exhibitionism, Facial, Fisting, Oral Sex, Pegging, Sex Toys, Spitting, Squirting, Voyeurism, Water Sports, Big Breasts, Needles, Public Sex
Downloads: 2348 Votes: * | Score: *
Size: 235KB | 42,477 words | Posted:

50 A Glimpse of Nylon Stocking by Michele Nylons

A man notices that another male passenger on his commuter train appears to be wearing nylon stockings under his trousers. The man becomes curious and fascinated as to why this would be so. This simple glimpse of nylon stocking changes two lives forever.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Coercion, Consensual, Reluctant, Romantic, CrossDressing, Shemale, TransGender, Fiction, Workplace, Cheating, Slut Wife, BDSM, FemaleDom, Spanking, Anal Sex, Analingus, Cream Pie, Enema, First, Masturbation, Oral Sex, Petting, Sex Toys, BBW, Foot Fetish, Leg Fetish, Public Sex, Prostitution, Transformation
Downloads: 1955 Votes: 46 | Score: 7.48
Size: 213KB | 39,666 words | Posted: Concluded:
* Not enough votes to show score yet
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