CrossDressing Stories

Displaying stories 51 through 60 of 350

51 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: 6630 | Votes: 66 | Score: 7.43
Size: 125KB | 23,110 words | Posted: Concluded:

52 Gift Horse by Maxicue

A demented thriller about a guy a gal and a bar. Don't look a gift in the mouth, it might just bite.

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Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Consensual, Romantic, Drunk/Drugged, Lesbian, Heterosexual, CrossDressing, Humor, Interracial, Voyeurism, Slow, Caution, Violent
Downloads: 3581 | Votes: 28 | Score: 7.43
Size: 151KB | 28,435 words | Posted:

53 High Fashion Queen Redux by Melanieatplay

The evening of "High Fashion Queen" is retold from Jesse's perspective.

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54 Stockings by Bondi Beach

Charlie and her brother like to dress up. Things change between the two of them and with their parents during a summer vacation at the lake, when their favorite game becomes more than a game and they discover love reveals itself in many forms. This story is about love and boners, inspired by the art of J. B. Hopkings. NOTE: Check the codes. If you're not sure what "pegging" is, find out before you start. Also, be advised there is some mm and mM, oral, in this story.

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, mt/ft, Ma/ft, mt/Fa, ft/ft, Fa/ft, mt/mt, Mult, Consensual, CrossDressing, Fiction, Incest, Pegging
Downloads: 10947 | Votes: 130 | Score: 7.42
Size: 119KB | 24,171 words | Posted:

55 Insert Title Here by Its a skirt, not a kilt

Brian is in his fifties, divorced and working at a local supermarket stocking shelves as his ex took most of the wages of his previous, well paying job. He is as content as can be, until he gets lumbered with a new young female employee to mentor.

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56 Violation by Michele Nylons

Michael is a respectable businessman who likes to transform into Michele, a sexy mature transvestite, in the privacy of his own home. Michele gets a visit from Robert, a man she met on the Internet. The story is called Violation; is there any need for further explanation? This story contains themes of non-consensual sex and heavy sex scenes.

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Ma, NonConsensual, BiSexual, TransGender, CrossDressing, Light Bond, White Couple, Oral Sex, Anal Sex, Masturbation, Petting, Leg Fetish
Downloads: 2401 | Votes: 43 | Score: 7.35
Size: 40KB | 7,668 words | Posted:

57 Bayonetta's Abuse by James Bondage

A dark and mysterious woman has an insatiable sexual appetite and a rather large surprise in her pants. A (fortunate?) young man becomes her latest obsession and prolific debauchery ensues.

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Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Mult, Coercion, Consensual, Magic, Mind Control, NonConsensual, Rape, Reluctant, Romantic, Slavery, Heterosexual, CrossDressing, Shemale, Fiction, Fan Fiction, Mystery, Paranormal, Demons, Sharing, BDSM, DomSub, FemaleDom, Humiliation, Light Bond, Rough, Sadistic, Spanking, Gang Bang, Group Sex, Orgy, Interracial, Anal Sex, Analingus, Cream Pie, Double Penetration, Exhibitionism, Fisting, Masturbation, Oral Sex, Sex Toys, Big Breasts, Size, Cat-Fighting
Downloads: 25326 | Votes: 106 | Score: 7.33
Size: 499KB | 91,439 words | Posted: Concluded:

58 Marion's Return by jomar

Chapter 1 - Loving femdom: he gets a little black dress & a strap-on. Chapter 2 - Loving femdom: she gives him to a man.

Premier members only

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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, Consensual, BiSexual, CrossDressing, FemaleDom, Interracial, White Couple, Black Male, Oral Sex, Anal Sex, Sex Toys
Downloads: 2595 | Votes: 27 | Score: 7.32
Size: 33KB | 6,461 words | Posted: Concluded:

59 When Things Get DwarRfed by Its a skirt, not a kilt

A bit of a slow start this one. A young teenage boy finds himself staying for a few weeks with his estranged-from-parents older sister, and where things aren't quite what they initially seem. (No actual dwarfs involved)

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60 A Weekend for Two by Wetshaft

When Mack's new wife goes out of town for a few days, he and his new stepson, Braden, have time for the kind of male bonding neither had ever expected.

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CrossDressing Stories

Displaying stories 51 through 60 of 350

51 Whores and Pimps by Michele Nylons

52 Gift Horse by Maxicue

53 High Fashion Queen Redux by Melanieatplay

54 Stockings by Bondi Beach

55 Insert Title Here by Its a skirt, not a kilt

56 Violation by Michele Nylons

57 Bayonetta's Abuse by James Bondage

58 Marion's Return by jomar

59 When Things Get DwarRfed by Its a skirt, not a kilt

60 A Weekend for Two by Wetshaft

WARNING! ADULT CONTENT...