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CrossDressing Stories

Displaying stories 31 through 40 of 219

Title Author Description Size Dnlds Votes Score

Cassie's Love
Severusmax This is part of the series about Dan, Vicki, and their family. (6)
Part of the Southern Sexual Liberation universe
Cassie von Greiner can't hide her love affair with her twin brother Hector any longer. Thankfully, in the von Greiner clan, it isn't really a secret and it has the full blessing of her folks. These twins are a bit different from the rest of the tribe, due to their jealousy and absolute fidelity to each other, but they still know how to get very steamy both in and out of bed.
Tags: Ma/Fa, Teenagers, Consensual, Romantic, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, Incest, Brother, Sister, Rough, Spanking, White Couple, Anal Sex, Exhibitionism, First, Oral Sex, Petting, Pregnancy, Sex Toys, Squirting, Voyeurism, Public Sex
Sex Contents: Much Sex
Posted: in progress Updated:
100 KB 4289 50 7.41

The Devil You Know
Michele Nylons Secret transvestite Michele is found out by her boss who blackmails her forces her to comply with his demands.
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
Sex Contents: Much Sex
Posted: Concluded:
75 KB 5497 69 7.38

Gift Horse Maxicue A demented thriller about a guy a gal and a bar. Don't look a gift in the mouth, it might just bite.
Tags: Ma/Fa, Fa/Fa, Consensual, Romantic, Drunk/Drugged, Lesbian, Heterosexual, CrossDressing, Humor, Interracial, Voyeurism, Slow, Caution, Violent
Sex Contents: Some Sex
153 KB 2660 21 7.37

An Unsuitable Job
Aurora A costume party, his wife dresses him up as a dominatrix and he gets propositioned. Difficult to categorise but humour and sci fi seemed reasonable.
Tags: Ma/Fa, Coercion, Reluctant, CrossDressing, TransGender, Fiction, Science Fiction, BDSM
Sex Contents: Minimal Sex
Posted: Concluded:
64 KB 2744 97 7.37

Bob Dresses for Halloween
(premier members only)
LaffWithMe A Halloween Story
With his wife's blessing and encouragement Bob ventures out on his first cross-dressing foray. Let us say he is deeply impacted by the experience.
Tags: Ma/Ma, Consensual, CrossDressing, True Story, First, Oral Sex, Size
Sex Contents: Much Sex
32 KB 4528 84 7.35

Body and Soul
(premier members only)
Stephanie He died too soon, and in order to regain life he had to live in a woman's body and save her marriage. Will he be able to do it? Will the devil let him?
Tags: Ma/Fa, Fa/Fa, Consensual, TransGender, CrossDressing, Fiction, DomSub, FemaleDom, Spanking
Sex Contents: Much Sex
159 KB 6771 40 7.35

French Lessons
(premier members only)
Couture The maid of the house doesn't speak much english, but will that stop her plans for her employer's kept man?
Tags: Ma/Fa, Romantic, Reluctant, TransGender, CrossDressing, FemaleDom, Spanking, Light Bond, Oral Sex, Anal Sex, Sex Toys, Transformation
Sex Contents: Much Sex
47 KB 5138 35 7.33

A Charity Case
PocketRocket JB Productions (1)
Part of the Saint Evangeline's Missionary Hotel universe
The time is 1962. Even the Beatles are still in the future. Many colleges are strictly women only. So is Saint Evangeline's Missionary Hotel for Women. Enter a young man, with the looks to pass. This is a small romance. Enjoy. If there are enough requests, I may make St Evie's an open universe.
Tags: mt/ft, ft/ft, Lesbian, Heterosexual, CrossDressing, Historical
Sex Contents: Some Sex
Posted: Concluded:
56 KB 3810 86 7.32


(premier members only)
ShannonQ It is World War II. France is beaten. The Battle for Britain has begun. A famous movie star puts her son on the wrong train. When she realizes her mistake, she has a search made to his whereabouts.
Tags: Ma/Fa, Consensual, Romantic, Heterosexual, CrossDressing, Historical, Oral Sex, Pregnancy
Sex Contents: Much Sex
147 KB 3811 52 7.27

Whores and Pimps
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.
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
Sex Contents: Much Sex
Posted: Concluded:
128 KB 4194 38 7.26

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