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CrossDressing Stories

Displaying stories 181 through 190 of 374

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181 This to Keep Me Quiet by Michele Nylons

Cabaret female impersonator performs on stage at a London drag bar unbeknownst to her regular employer. When her boss becomes infatuated with her he works out a plan to blackmail her into sex. In the first chapter we explore the young man transforming to a young woman with some help from his sister and uncle
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Sex Contents: Much Sex | Genre: Incest
Tags: Teenagers, Blackmail, Coercion, Consensual, NonConsensual, Reluctant, CrossDressing, Shemale, Workplace, Incest, Sister, Uncle, Anal Sex, Cream Pie, Oral Sex, Leg Fetish, Transformation
Downloads: 1962 Votes: 24 | Score: 6.39
Size: 106KB | 19,852 words | Posted: Concluded:

182 Escaping From a Murderer by John D

A Story in the Growing Pains Universe
Teenage mother Annabel Sprott is embroiled with London gangster Tony Radcliff, but as his empire starts to crumble, the violent murderer starts to unleash his violent streak on those closest to home. Can Annabel get her baby to safety with the unreliable George before Tony finds out and what will become of a sleepy Scottish town as she brings a trail of violence to its door. This is a short story.
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Sex Contents: Minimal Sex | Genre: Fiction
Tags: Ma/Fa, Rape, CrossDressing, Torture, Snuff, Violent
Downloads: 1385 Votes: 21 | Score: 6.39
Size: 76KB | 14,375 words | Posted:

183 Chloe and Mom by Homer Vargas

Chloe's letters to mom about her need for cheating sex and what she's doing about it.
Premier members only
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Sex Contents: Much Sex | Genre: Humor
Tags: Ma/Fa, mt/Fa, Fa/Fa, Mult, CrossDressing, Humor, Cheating, Slut Wife, Cuckold, MaleDom, FemaleDom, Interracial, Black Male, White Female, Pregnancy
Downloads: 17471 Votes: 49 | Score: 6.38
Size: 109KB | 21,312 words | Posted: Concluded:

184 King's Scepter Boy by ChrisCross

The fourteen-year-old Filipino towel boy at a New Orleans French Quarter male brothel, Mama Rosa's, gets initiated with the rubber hand-tipped scepter of a former Mardi Gras king.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/mt, Consensual, Rape, Gay, CrossDressing, Shemale, Fiction, Crime, Workplace, MaleDom, Light Bond, Rough, Spanking, Interracial, White Male, Oriental Male, Anal Sex, Analingus, First, Oral Sex, Safe Sex, Sex Toys, Size, Prostitution, Violent
Downloads: 1186 Votes: * | Score: *
Size: 13KB | 2,695 words | Posted:

185 Raised by Strippers - A Trans Story by Shirley Wanton

A Raised By Strippers Series Story
This is the story of the son of a stripper, raised in the dressing rooms of strip clubs and evolving into the Trans woman she was always meant to be.
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Sex Contents: Some Sex | Genre: Erotica
Tags: Consensual, BiSexual, CrossDressing, TransGender, Fiction, Anal Sex, Exhibitionism, Oral Sex
Downloads: 4635 Votes: 85 | Score: 6.36
Size: 33KB | 6,763 words | Posted: Concluded:

186 Troy by Its a skirt, not a kilt

A boy tries on his sisters wedding dress, only to be discovered by the groom to be...
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Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/mt, CrossDressing, Anal Sex
Downloads: 3524 Votes: 86 | Score: 6.36
Size: 18KB | 3,515 words | Posted:

187 Mom's Concern by Chas

Two moms catch their sons masturbating together while wearing the moms' panties and bras. The moms are worried about sons being cross dressers or gay. The sons explain they had never seen a woman before and were fantasying. The moms decide to show them the real thing.
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Sex Contents: Stroke Story | Genre: Incest
Tags: mt/Fa, Fa/Fa, Consensual, Lesbian, Heterosexual, CrossDressing, Incest, Mother, Son, Oral Sex, Masturbation
Downloads: 6555 Votes: 210 | Score: 6.36
Size: 7KB | 1,389 words | Posted:

188 World's Record by Tasty Little Pop Tart

Matthew has the weekend to himself, alone at the condo. He's under severe restrictions, however, imposed by his Mom. Matthew is 14 and not old enough to be home alone for the weekend. His sister Casey gives him something to keep him occupied while they're gone. Neither has any clue what's really going on, or the consequences.
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Sex Contents: Much Sex | Genre: Erotica
Tags: mt/Fa, Consensual, Reluctant, BiSexual, Heterosexual, CrossDressing, Fiction, Extra Sensory Perception, Incest, Brother, Sister, First, Anal Sex, Masturbation, Sex Toys, Exhibitionism
Downloads: 12365 Votes: 113 | Score: 6.33
Size: 116KB | 21,612 words | Posted:

189 Eleanor's Descent by niteowluk99

The original story about how I met Eleanor, very little by way of sex.
Premier members only
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Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Fa/Fa, Mult, Consensual, Romantic, NonConsensual, Reluctant, Coercion, Mind Control, Slavery, BiSexual, Heterosexual, CrossDressing, True Story, BDSM, DomSub, MaleDom, Spanking, Humiliation, Sadistic, Group Sex, White Couple, First, Oral Sex, Anal Sex, Masturbation, Sex Toys, Water Sports, Enema
Downloads: 8373 Votes: 61 | Score: 6.33
Size: 89KB | 17,281 words | Posted: Concluded:

190 Keeping the Entire Family in Line by Eddie Davidson

Kim entered a mid-life crises and couldn't stop fucking or sucking every cock she could find. She implored her husband to discipline her but he was simply too nice. The story begins with her interviewing a potential new Master to put her in her place and keep her in line for the good of her marriage and family.
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Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Fa/Fa, Mult, Teenagers, Reluctant, Teen Siren, CrossDressing, Cuckold, Slut Wife, Wife Watching, Wimp Husband, Incest, Mother, Brother, Sister, InLaws, BDSM, DomSub, MaleDom, FemaleDom, Humiliation, Spanking, PonyBoy, PonyGirl, Double Penetration, Enema, Exhibitionism, Fisting, Food, Masturbation, Oral Sex, Pegging, Scatology, Sex Toys, Spitting, Tit-Fucking, Water Sports, Public Sex, Prostitution, Illustrated
Downloads: 68771 Votes: 117 | Score: 6.32
Size: 1355KB | 268,434 words | Posted: Concluded:
* Not enough votes to show score yet
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