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CrossDressing Stories

Displaying stories 291 through 300 of 351

291 Naked on Summer Vacation: Sissy Summer School by Eddie Davidson

A Summer Vacation Story (1)
Part of the Davidson Family Stories universe
It was 1980-something and this mostly true story about summer with my Aunt contains spanking, humiliation, nudity etc as she treats me like my younger cousins on the beach. "Get those swimsuits off! You aren't getting in the car all wet and sandy!" **This is a prequel to Naked on Summer Vacation: Slut Summer School. It involves feminization and establishes a lot of the background.
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Sex Contents: Minimal Sex | Genre: Coming of Age
Tags: Teenagers, Reluctant, BiSexual, CrossDressing, Shemale, Cousins, Aunt, FemaleDom, Humiliation, Light Bond, Spanking, Masturbation, Voyeurism, Small Breasts, Nudism, Transformation
Downloads: 20084 | Votes: 145 | Score: 5.60
Size: 431KB | 86,869 words | Posted: Concluded:

292 Homosexual Husband by Keven-Jeanne Bardot

A closeted married homosexual has an affair with a handsome co-worker, and decides to embrace his homosexuality.
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, Consensual, Romantic, Gay, CrossDressing, True Story, Cheating, Anal Sex, Masturbation, Oral Sex, Porn Theatre
Downloads: 1385 | Votes: 26 | Score: 5.60
Size: 6KB | 1,285 words | Posted:

293 Miss Kevyn-jeanne Bardot by Keven-Jeanne Bardot

Cross dressing sissy boy Keven, encourages his sexy Filipina wife to date black men. Keven is such a feminine little sissy, who enjoys helping his wife do her hair and nails before she goes out on a date!
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, Consensual, Gay, CrossDressing, True Story, Cheating, Cuckold, Slut Wife, Wimp Husband, Humiliation, Polygamy/Polyamory, Interracial, Black Male, White Male, Oriental Female, Anal Sex, Analingus, Cream Pie, Exhibitionism, Oral Sex, Public Sex, Porn Theatre, Prostitution
Downloads: 1259 | Votes: 20 | Score: 5.58
Size: 17KB | 3,517 words | Posted:

294 Foster Home Girl by Diane Destry

Pearl was shunted from one home to another with a lot of disappointments along the way. She is already over eighteen but is on the books as only sixteen by mistake. She is an oral sex trainee, but is still a virgin below the belt. Now she wants to be skilled in all areas of the sexual spectrum including vaginal and anal penetration. She finds a likely candidate in Coach Reed, divorced and whose only female contact is with escort girls on Saturday nights. Now she has a date to remember.
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Sex Contents: Much Sex | Genre: Coming of Age
Tags: Ma/ft, Teenagers, Coercion, Consensual, NonConsensual, Lesbian, Heterosexual, CrossDressing, Fiction, Slut Wife, Wimp Husband, Incest, Brother, Sister, Humiliation, Rough, Spanking, Group Sex, Anal Sex, Cream Pie, Exhibitionism, First, Masturbation, Oral Sex, Safe Sex, Voyeurism, Size, Teacher/Student, Prostitution, Violent
Downloads: 5191 | Votes: 58 | Score: 5.57
Size: 22KB | 4,242 words | Posted: Concluded:

295 Absence of Choice by The Ghost In The Machine

This is the story about a young man , who is is blackmailed into submission by a black guy.
Premier members only
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Ma, Mult, NonConsensual, Rape, Blackmail, Drunk/Drugged, TransGender, CrossDressing, MaleDom, Gang Bang, Interracial, First, Anal Sex
Downloads: 21188 | Votes: 88 | Score: 5.57
Size: 45KB | 9,391 words | Posted:

296 Mom's iPhone by Shoeslayer

Mom's son Harold not only gets turned on by his mom's half-glasses but puts his pics on her iphone as well. Mom comes across the pics and loves them. Things hapen when she drops in one night to take pics
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Sex Contents: Some Sex | Genre: Romantic
Tags: Ma/Fa, Consensual, Heterosexual, CrossDressing, Fiction, Incest, Mother, Son, Oral Sex
Downloads: 3968 | Votes: 47 | Score: 5.57
Size: 13KB | 2,858 words | Posted:

297 A Visit to Matilda's by Freddie Clegg

When Andrew Meakin encourages his girlfriend to indulge his kinky tastes, she decides that Matilda's School for Male Maids is the best place for him to start learning what SHE expects.
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Sex Contents: Minimal Sex | Genre: BDSM
Tags: Ma/Fa, Consensual, CrossDressing, Fiction, FemaleDom, Humiliation, Pegging
Downloads: 3748 | Votes: 33 | Score: 5.54
Size: 61KB | 12,039 words | Posted: Concluded:

298 Priscilla's Parlor by Rajah Dodger

Greg tries a new restaurant for lunch. It's a bit girly for his taste, but tastes can change.
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Sex Contents: Some Sex | Genre: Erotica
Tags: Coercion, Blackmail, Heterosexual, CrossDressing, FemaleDom
Downloads: 1113 | Votes: 36 | Score: 5.53
Size: 14KB | 2,784 words | Posted:

299 Dreams Within Dreams by Anne N. Mouse

A The Adventures of Cocksockett Story
Denae experiences a drugged dream...
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Sex Contents: No Sex | Genre: Flash
Tags: Ma/mt, Slavery, CrossDressing, Fiction, DomSub, Prostitution
Downloads: 794 | Votes: * | Score: *
Size: 1KB | 301 words | Posted:

300 Sacrifice by Michele Nylons

A Halloween 2022 Contest Entry
Student William McLennan decides to dress as a 'Wendy the Witch' for Halloween and go trick-or-treating the dark streets of the small college town of Haxa where students are treated with booze and mind altering substances rather than candy. Wendy has no idea what awaits her in the deserted house located on the edge of town but what happens to her in that desolate house will change her life forever.
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Sex Contents: Much Sex | Genre: Horror
Tags: Ma/Fa, Drunk/Drugged, Mind Control, Reluctant, Heterosexual, CrossDressing, TransGender, Horror, Mystery, Paranormal, Ghost, Demons, Incest, Brother, Sister, Rough, Anal Sex, Analingus, Cream Pie, Oral Sex, Petting, Halloween, Transformation
Downloads: 1562 | Votes: 64 | Score: 5.51
Size: 70KB | 12,789 words | Posted:
* Not enough votes to show score yet
 

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