CrossDressing Stories

Displaying stories 221 through 230 of 357

221 Jonathans Visit to the Rectory by jonny young

School break on a hot summers day in 1958 has 14 year old Jonathan visit the vicar to offer help His crush for Reverend Lacey leads to a confession. And more

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222 My Inner Bitch by Victor E

14 year-old Victor is caught by his 17 year old sister and her cheerleader friends while he is trying on his sisters panties. They try to convince him to give in to his inner girl-self and have a training program for him. Humiliation and sex ( both forced and willing ) abound.

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Sex Contents: Much Sex | Genre: Erotica
Tags: mt/ft, mt/mt, Teenagers, Consensual, Coercion, Gay, BiSexual, Heterosexual, CrossDressing, Spanking, Humiliation, Gang Bang, Safe Sex, Oral Sex, Anal Sex, Masturbation, Water Sports, Exhibitionism
Downloads: 6078 | Votes: 90 | Score: 6.12
Size: 23KB | 4,250 words | Posted:

223 The Wrong Turn by Michele Nylons

A wife dresses her husband up in drag to win a fancy dress competition but at the party they fall out and the husband dressed as 'Bonnie' decides to walk home. She makes a wrong turn into a deserted park where she is confronted by two men whose intentions are not honorable.

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma, Fa, Blackmail, Coercion, Drunk/Drugged, NonConsensual, Rape, Reluctant, CrossDressing, Fiction, Celebrity, Workplace, Cheating, Wife Watching, Humiliation, Gang Bang, Group Sex, White Male, White Female, Hispanic Male, Anal Sex, Analingus, Cream Pie, First, Masturbation, Oral Sex, Petting, Foot Fetish, Leg Fetish, Public Sex, Transformation
Downloads: 1727 | Votes: 33 | Score: 6.12
Size: 71KB | 13,209 words | Posted:

224 T-boy in a Mercedes by ChrisCross

Fourteen-year-old Thai-Alabama mix trans boy escort Somsri arrives with her party in a Mercedes for an Atlanta New Year's Eve party at the State Farm Arena. Having been under an old fat guy all afternoon has put her in the mood for someone younger. The three valets parking cars for the party meet the bill, especially the shy one, Cody.

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/mt, Consensual, Gay, CrossDressing, Fiction, Light Bond, Interracial, White Male, Oriental Male, Anal Sex, Exhibitionism, Voyeurism, Public Sex, Prostitution
Downloads: 957 | Votes: 32 | Score: 6.12
Size: 10KB | 2,106 words | Posted:

225 Michele and the Predator by Michele Nylons

Michele is a secret transvestite who like to dress up at home and have solo fun. What she doesn't know is that the vicious rapist known as the Predator is secretly watching her. What the Predator doesn't know is that Michele is a transvestite; he thinks she is a mature sexy lady. He breaks into Michele's house and the fun begins.

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Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Ma, NonConsensual, Reluctant, Rape, Coercion, Blackmail, Drunk/Drugged, TransGender, CrossDressing, Rough, Humiliation, Sadistic, Gang Bang, First, Oral Sex, Anal Sex, Masturbation, Petting, Foot Fetish, Leg Fetish, Violent, Transformation
Downloads: 3154 | Votes: 22 | Score: 6.11
Size: 121KB | 22,524 words | Posted:

226 Fag Hag by Krosis of the Collective

"'I got it...I got it...' Jackie reached back underneath her and grabbed his cock. She pushed back, but by reaching down she had adjusted the angle of her pelvis and this time his cock entered her wet cunt." / (Reviews)

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Consensual, Drunk/Drugged, Gay, Heterosexual, CrossDressing, Humor, Anal Sex, Sex Toys, Pregnancy
Downloads: 11017 | Votes: 185 | Score: 6.11
Size: 10KB | 1,985 words | Posted:

227 Behind Closed Doors by niteowluk99

A Couple discover their sex lives are more atuned than they care to admit to each other and their first adventure into the realm of slut wives is a bonus for them both.

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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, Consensual, BiSexual, Heterosexual, CrossDressing, Fiction, Slut Wife, Wimp Husband, Cuckold, Wife Watching, DomSub, Group Sex, Oral Sex, Anal Sex, Sex Toys, Cream Pie, Big Breasts
Downloads: 8633 | Votes: 151 | Score: 6.10
Size: 31KB | 6,083 words | Posted:

228 A Walk on the Sissy Side by Sissycraver

A man's first time with a Cross Dressing Sissy

Premier members only

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229 Never Said I Was a Victim of Circumstance by Caecilius

A story of growing up in the late 70s and early 80s, of bisexuality, of losing my virginity, of teenagers, of age gap sex, of crossdressing and incest and taboo. This is My Life....

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230 Wendy by M. B. Gilbride

A poem is submitted to my ezine by a boy who clearly wishes he was a girl, or better yet a mermaid. A year later, having heard no more, I look him up.

Premier members only

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CrossDressing Stories

Displaying stories 221 through 230 of 357

221 Jonathans Visit to the Rectory by jonny young

222 My Inner Bitch by Victor E

223 The Wrong Turn by Michele Nylons

224 T-boy in a Mercedes by ChrisCross

225 Michele and the Predator by Michele Nylons

226 Fag Hag by Krosis of the Collective

227 Behind Closed Doors by niteowluk99

228 A Walk on the Sissy Side by Sissycraver

229 Never Said I Was a Victim of Circumstance by Caecilius

230 Wendy by M. B. Gilbride

WARNING! ADULT CONTENT...