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CrossDressing Stories

Displaying stories 41 through 50 of 357

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41 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: 10350 | Votes: 182 | Score: 7.57
Size: 111KB | 20,724 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: 2907 | Votes: 93 | Score: 7.57
Size: 52KB | 10,378 words | Posted:

43 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: 4627 | Votes: 124 | Score: 7.56
Size: 127KB | 23,315 words | Posted: Concluded:

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: 3375 | Votes: 49 | Score: 7.55
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: 5482 | Votes: 76 | Score: 7.53
Size: 99KB | 18,150 words | Posted: Concluded:

46 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: 8621 | Votes: 112 | Score: 7.51
Size: 73KB | 13,279 words | Posted: Concluded:

47 Robin's Loving Family - Book 2 by TailWeaver

A Robin and Jax Story
Robin's training is mostly complete, and as she continues to please her brother Jax, and her sister Samantha, plans are made for a long trip out west. Kyle becomes more and more a part of the family, but not in a way he expected. Book 1 is required reading for back story.
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Sex Contents: Stroke Story | Genre: Incest
Tags: mt/ft, Ma/ft, ft/ft, Ma/mt, mt/mt, Teenagers, BiSexual, Heterosexual, CrossDressing, Shemale, TransGender, Incest, Brother, Sister, MaleDom, FemaleDom, Light Bond, Spanking, Gang Bang, Orgy, Anal Sex, Analingus, Exhibitionism, Masturbation, Oral Sex, Sex Toys, Voyeurism, Water Sports, Nudism
Downloads: 14307 | Votes: 67 | Score: 7.50
Size: 311KB | 61,306 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: 5148 | Votes: 41 | Score: 7.49
Size: 142KB | 25,801 words | Posted:

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

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: 735 | Votes: * | Score: *
Size: 235KB | 42,477 words | Posted:

50 Whores and Pimps by Michele Nylons

Malcolm is the closet transvestite Michele who is yearning to come out of the closet and play. He organises the firm's fancy dress Xmas party using the theme "Whores & Pimps". The difference is that the men come as whores and the women as pimps. Michele gets blackmailed, seduced, raped and gang-banged as the night progresses. Then she goes home to tell her sister all about it only to find her sister has a penchant for trannys.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Consensual, NonConsensual, Reluctant, Rape, Coercion, Blackmail, Drunk/Drugged, BiSexual, Heterosexual, TransGender, CrossDressing, Incest, Brother, Sister, BDSM, DomSub, MaleDom, Spanking, Rough, Humiliation, Sadistic, Gang Bang, Group Sex, Oral Sex, Anal Sex, Masturbation, Petting, Sex Toys, Water Sports, Exhibitionism, Voyeurism, BBW, Foot Fetish, Leg Fetish, Prostitution
Downloads: 6565 | Votes: 65 | Score: 7.45
Size: 125KB | 23,110 words | Posted: Concluded:
* Not enough votes to show score yet
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