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CrossDressing Stories

Displaying stories 81 through 90 of 215

Title Author Description Size Dnlds Votes Score

Tony's Transformation

(premier members only)
Sirdar Tony as a boy was introduced to wearing girls clothes,by his cousin and her mother although he was and is completely heterosexual. Due to unforseen events he eventully studied at the same girls school as his cousin as a girl.Later in life he applied and became the first male teacher at the school
Tags: Ma/Fa, Consensual, Romantic, Heterosexual, CrossDressing, Fiction, Incest, Brother, Sister, School
Sex Contents: Some Sex
70 KB 2255 31 6.47

The Highwayman's Daughter
harry lime Young Meg is certain she has found the ideal way for both she and her father to pay their way in the world. Unfortunately, it involves robbery on the King's highway and that is a "Hanging" offense.
Tags: Ma/Fa, Consensual, BiSexual, CrossDressing, Fiction, Historical, Spanking, Group Sex, Oral Sex, Anal Sex, Cream Pie, Exhibitionism
Sex Contents: Much Sex
Posted: Concluded:
58 KB 6054 135 6.46

The Beauty and the King
Obsessive_Lesbian Carol King was the lesbian who used to pass as a man. Big Bro procured call girls for her every week. One night, however, he demanded a raise in his commission for obtaining the call girls as her sexual partners. Carol reluctantly made the deal with him before taking Dee as her girlfriend for 72. The prolonged GFE session turned out to be a momentous opportunity for both the girls to accept each other as life partners.
Tags: Fa/Fa, Consensual, Romantic, Lesbian, BiSexual, CrossDressing, Oral Sex, Petting, Sex Toys, Squirting, Size, Big Breasts, Slow, Prostitution
Sex Contents: Much Sex
37 KB 1578 20 6.45

Robbed and Raped
Michele Nylons Sexy mature wife allows husband to crossdress occasionally, but tonight it's going to be different. Two robbers have broken into the house and think they have two sexy mature women to fuck with. The robbers get a surprise when one of the women turns out to be a man in drag
Tags: Ma/Fa, Ma/Ma, Mult, NonConsensual, Reluctant, Rape, BiSexual, Heterosexual, TransGender, CrossDressing, Fiction, Slut Wife, Wimp Husband, Cuckold, Wife Watching, DomSub, MaleDom, Rough, Humiliation, Sadistic, White Couple, Black Male, Oral Sex, Anal Sex, Masturbation, Petting, Foot Fetish, Leg Fetish, Violent, Transformation
Sex Contents: Stroke Story
19 KB 4790 73 6.44

The Tangled Web
harry lime Julie is ready for the prom, ready for college and definitely not ready to lose her virginity just yet. Now she has this silly problem with the scholarship committee thinking she is a he and she has to choose between four years of lying and deceit or give up her scholarship and probably her chance at getting a college education. It was a certainty that her family would not be able to pay her way without some help from her athletic scholarship.
Tags: Ma/ft, Teenagers, Coercion, Reluctant, BiSexual, Heterosexual, CrossDressing, TransGender, Fiction, School, Sports, Spanking, Group Sex, Anal Sex, First, Masturbation, Oral Sex, Pegging, Petting, Safe Sex, Big Breasts, Size, Small Breasts, Teacher/Student
Sex Contents: Much Sex
Posted: in progress Updated:
24 KB 2559 55 6.43

Bottoms Up
Mark Gander A Yankee from Jersey moves to Georgia after leaving his frigid wife and meets a submissive Southern family with the intriguing name of Bottom and a long family tradition of serving outsiders. The women are sweet Georgia Peaches and the men are, well...pretty boys who bring out the latent bisexuality in this emerging Dom.
Tags: Ma/Fa, mt/ft, Ma/ft, mt/Fa, Fa/Fa, ft/ft, Fa/ft, Ma/Ma, Ma/mt, mt/mt, Mult, Teenagers, Blackmail, Consensual, NonConsensual, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, TransGender, Workplace, Incest, BDSM, Interracial, Anal Sex, Analingus, Oral Sex
Sex Contents: Much Sex
Posted: Concluded:
650 KB 76010 324 6.43

Lac Lad DaddysSickSecret Got milk? One man's journey from boy to cow. Come and join the herd.
Tags: Ma/Ma, Consensual, Gay, CrossDressing, Workplace, Anal Sex, Exhibitionism, Lactation, Sex Toys, Tit-Fucking, Big Breasts, Body Modification
Sex Contents: Much Sex
130 KB 1974 26 6.42

Tear It Up
Mark Gander Dan and Lisa, a seemingly happy and conservative couple, both confess their adulterous secrets at last to each other and agree to open their marriage up at last. What will happen to them next?
Tags: Ma/Fa, mt/Fa, Fa/Fa, Ma/Ma, Ma/mt, Mult, Teenagers, Consensual, NonConsensual, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, Fiction, Humor, Workplace, Incest, BDSM, Interracial, Anal Sex
Sex Contents: Some Sex
Posted: Concluded:
282 KB 23824 111 6.41

Lady in the House
Michele Nylons Mike is a middle aged highly successful accountant who gets sent to jail for killing a young girl whilst drunk at the wheel of his car. He is taken in by Eddie McManus, who runs all of the rackets in Chelmsford Prison with the blessing of the warden. Eddie runs a string of inmates who are transvestite prostitutes. Little does Mike know that while he is currently Eddie's accountant and secretary, he is actually being groomed to become one of Eddie's "girls"
Tags: Ma/Ma, NonConsensual, Reluctant, Rape, Blackmail, TransGender, CrossDressing, Fiction, Rough, Humiliation, Harem, Oral Sex, Anal Sex, Masturbation, Petting, Foot Fetish, Leg Fetish, Violent, Transformation, Prostitution
Sex Contents: Stroke Story
Posted: Concluded:
429 KB 5602 - -

Angel Cherysse I just wanted to try a different look. Honest.
Tags: Ma/Ma, Consensual, CrossDressing, Fiction, Humor, Anal Sex, Big Breasts
Sex Contents: Some Sex
28 KB 1221 16 6.41

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