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CrossDressing Stories

Displaying stories 111 through 120 of 386

111 Big John by Urtles53

The story of my first gay sex as a mature man with a mature man.
Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/Ma, Consensual, Romantic, Gay, CrossDressing, Fiction, True Story, Oral Sex
Votes: 20 | Score: 6.89
Size: 9KB / 1,874 words | Downloads: 806
Posted:

112 Making Mum My Bitch by StJohnGeneral

My mother, who abandoned my father and me, returns. This is how I broke her into being my pussy slave.
Sex Contents: Much Sex | Genre: Incest
Tags: Ma/Fa, mt/ft, Ma/ft, Fa/Fa, Fa/ft, Coercion, Reluctant, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, Shemale, TransGender, Fiction, True Story, Cheating, Slut Wife, Wimp Husband, Incest, Mother, Father, Daughter, BDSM, DomSub, FemaleDom, Humiliation, Rough, Spanking, Group Sex, Anal Sex, Analingus, Cream Pie, Double Penetration, Facial, Oral Sex, Squirting
Votes: 40 | Score: 6.89
Size: 142KB / 27,805 words | Downloads: 4845
Posted:

113 Coffee Shop Girl by Michele Nylons

A young male college student notices that a coffee shop is only employing pretty young women. He disguises himself as a girl to get a job in the establishment but soon discovers that the girl he has become must surrender her virtue to remain employed.
Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Teenagers, Coercion, NonConsensual, Reluctant, CrossDressing, TransGender, Fiction, School, Workplace, Anal Sex, Analingus, First, Facial, Masturbation, Oral Sex, Leg Fetish, Public Sex, Teacher/Student
Votes: 39 | Score: 6.88
Size: 129KB / 24,288 words | Downloads: 2786
Posted:

114 False Imprisonment by Sirdar

A young Transvestite is falsely imprisoned in a womans prison imopersonating his girl friend who was a part time prostitute
Premier members only
Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/Fa, mt/Fa, Consensual, Heterosexual, CrossDressing, Fiction, FemaleDom, Pregnancy, Prostitution
Votes: 65 | Score: 6.87
Size: 23KB / 4,562 words | Downloads: 2967
Posted:

115 Do It Yourself True Transvestite Story by Michele Nylons

I am a transvestite and it has taken me years to become adept transforming into a woman. It amazes me when I read so-called autobiographical stories about some guy who suddenly decides to and suddenly transforms from hairy man into a sexy stunning woman. I have written this story as a tongue in cheek dig at these stories. To read the story, just select any of the options a, through d, to put together your very own autobiographical "Grab Bag" story.
Sex Contents: Minimal Sex | Genre: Humor
Tags: Ma/Ma, Coercion, TransGender, CrossDressing, Fiction, Sister, Uncle, Rough, First, Oral Sex, Anal Sex, Masturbation, Food, Flatulence, Exhibitionism, Voyeurism, Size, Transformation
Votes: 17 | Score: 6.87
Size: 10KB / 1,951 words | Downloads: 1782
Posted:

116 False Imprisonment by Bunts

A visit to a mornings magistrates court and the speed at which they dealt with girls of the night, gave me the idea for this story. Tony a transvestite gets convicted of being a prostitute and is sent to women's prison. The consequences are almost predicatable.
Premier members only
Sex Contents: Some Sex | Genre: Erotica
Tags: mt/Fa, Consensual, Heterosexual, CrossDressing, Humor, Pregnancy
Votes: 61 | Score: 6.87
Size: 22KB / 4,384 words | Downloads: 3131
Posted:

117 The Awakening by Michele Nylons

A man awakes from a coma only to find he has selective amnesia. He doesn't know that he has a secret life. He is a closet transvestite. At first repulsed by the idea, he can't help exploring his secret life. What is it like to dress as a woman? What is it like to feel feminine? What is it like to suck a man's cock!
Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Mult, Consensual, Romantic, NonConsensual, Reluctant, Coercion, Blackmail, Heterosexual, TransGender, CrossDressing, Shemale, Fiction, Cheating, Spanking, Rough, Gang Bang, Group Sex, Orgy, Oral Sex, Anal Sex, Masturbation, Petting, Analingus, Foot Fetish, Leg Fetish, Transformation
Votes: 85 | Score: 6.87
Size: 100KB / 19,283 words | Downloads: 7171
Posted: Concluded:

118 Home on Their Own by Wetshaft

14 year old Billy is home alone with Quinn, his dad's 16 year old boyfriend. While Dad's away, Quinn has a fun idea to share with Billy and they boys begin a hot relationship of their own.
Sex Contents: Stroke Story | Genre: Coming of Age
Tags: mt/mt, Teenagers, Consensual, Gay, CrossDressing, Fiction, Anal Sex, First, Oral Sex
Votes: 56 | Score: 6.86
Size: 15KB / 2,935 words | Downloads: 2726
Posted:

119 Where? by Everydayguy

Where does a guy go to find another guy interested in some "MAN" sex? A short discussion of where and how. Informative but no real sex. Just some instruction. (Not for homophobes)
Sex Contents: No Sex | Genre: True Story
Tags: Ma/Ma, Gay, BiSexual, TransGender, CrossDressing, School
Votes: 38 | Score: 6.85
Size: 7KB / 1,466 words | Downloads: 1446
Posted:

120 So You Want to Be a Nurse by Michele Nylons

In 1957 Michael Nyland is one of the few male nurses working at Chelmsford Memorial Hospital. Matron Amanda Holliday and Doctor Lovejoy have uncovered his secret fetish for lingerie. One day he wakes up in one of the private wards tied to the bed dressed in silky full-slip, satin cami-knickers, sheer hose, high-heels; and makeup professionally applied and hair coiffured. Nurse Nyland has no choice but to satisfy the Doctor but is totally unprepared for life as a transvestite prostitute.
Sex Contents: Stroke Story | Genre: Erotica
Tags: Mult, Blackmail, Coercion, Drunk/Drugged, NonConsensual, Rape, Reluctant, CrossDressing, Shemale, TransGender, Fiction, Workplace, Revenge, Gang Bang, Group Sex, Orgy, White Male, White Female, Anal Sex, Masturbation, Oral Sex, Voyeurism, Foot Fetish, Leg Fetish, Public Sex, Teacher/Student, Prostitution, Transformation
Votes: 38 | Score: 6.85
Size: 210KB / 38,459 words | Downloads: 5224
Posted: Concluded:
* Not enough votes to show score yet
 

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