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CrossDressing Stories

Displaying stories 21 through 30 of 385

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21 Raised by Strippers - Teacher's Pet by Shirley Wanton

A Raised By Strippers Series Story
A teacher from Sam's school comes to the club and sees Sam perform. Their private dance leads to so much more and Sam is sexually driven to become this particular Teacher's pet.
Sex Contents: Much Sex | Genre: Erotica
Tags: BiSexual, CrossDressing, TransGender, Interracial, Black Male, White Female, Anal Sex, Exhibitionism, Facial, Masturbation, Oral Sex, Big Breasts, Teacher/Student
Votes: 42 | Score: 7.90
Size: 22KB / 4,719 words | Downloads: 2382
Posted:

22 Deedi Emerges by Rob Henson

Daniel lives with his mother who dies in a car accident along with her boyfriend. Daniel moves to Cambridge to live with his aunt and cousin, transforming into Deedi on the way.
Premier members only
Sex Contents: Much Sex | Genre: Erotica
Tags: mt/Fa, Teenagers, Consensual, TransGender, CrossDressing, First, Safe Sex, Oral Sex, Anal Sex, Masturbation, Petting, Sex Toys
Votes: 80 | Score: 7.87
Size: 230KB / 44,230 words | Downloads: 8955
Posted:

23 Helena Macneil: a Femdom Story by JohnMurray4173

The story of FemDom Mistress Helena MacNeil, who first came to our attention in my story Slut Babysitter: MILF Hunter, and her sissy husband Brian Parker. It details how a young Helena learned her roll as a FemDom and how she chose Brian to be her husband and then broke, subjugated, and sissified him to make him what she needed him to be. It tells of Brian's resistance to Helena's demands and how he broke and learned to enjoy being Helena's cocksucking sissy boy.
Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, mt/ft, Ma/ft, mt/Fa, Fa/Fa, Fa/ft, Ma/Ma, Teenagers, Coercion, Consensual, Reluctant, Slavery, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, Fiction, Cheating, Cuckold, Wife Watching, Wimp Husband, Incest, Mother, Son, Brother, Sister, Father, Daughter, Niece, Aunt, Nephew, BDSM, DomSub, Humiliation, Light Bond, Sadistic, Spanking, Torture, Group Sex, Orgy, Anal Sex, Analingus, Cream Pie, Facial, Fisting, Oral Sex, Pegging, Sex Toys, Squirting
Votes: 26 | Score: 7.84
Size: 648KB / 121,452 words | Downloads: 4857
Posted:

24 Raised by Strippers - My Evolving Sexuality by Shirley Wanton

A Raised By Strippers Series Story
Sam continues to explore her sexuality with the help of her stripper family
Sex Contents: Much Sex | Genre: Erotica
Tags: Lesbian, BiSexual, CrossDressing, TransGender, True Story, Mother, Son, Oral Sex, Big Breasts, Public Sex
Votes: 60 | Score: 7.79
Size: 15KB / 3,077 words | Downloads: 2957
Posted:

25 Summoning by MasterDavid

Daniel had been in love. Then, the woman that he loved found someone else. However, a mysterious ring, created in the time of King Solomon, has given him the power to bend minds and bodies to his will. Will he use it to gain revenge on the people he thinks have wronged him?
Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Consensual, Romantic, NonConsensual, Reluctant, Coercion, Mind Control, Magic, Slavery, Gay, Lesbian, BiSexual, Heterosexual, TransGender, CrossDressing, Fiction, Science Fiction, BDSM, DomSub, MaleDom, FemaleDom, Rough, Light Bond, Sadistic, Group Sex, Oral Sex, Anal Sex, Sex Toys, Size, Transformation
Votes: 444 | Score: 7.74
Size: 313KB / 59,668 words | Downloads: 40034
Posted:

26 Sarah's Story by Rob Henson

Simon Lindley is happy little boy who gradually realises he could be an even happier girl. The story tells of his wakening both physical and sexual, as Sarah begins to take over until the ultimate decisions have to be made.
Premier members only
Sex Contents: Much Sex | Genre: Erotica
Tags: mt/Fa, ft/ft, mt/mt, Teenagers, Consensual, Romantic, TransGender, CrossDressing, First, Oral Sex, Anal Sex, Masturbation, Petting
Votes: 76 | Score: 7.73
Size: 239KB / 45,777 words | Downloads: 10473
Posted: Concluded:

27 Prison Dolls by Michele Nylons

Whilst serving time at a correctional facility Robert Valentine is blackmailed into becoming a transvestite prison whore to satisfy the needs of hardened criminals. A fellow 'Prison Doll' Allie Katt feminises 'Bobbie' and turns her out to be the plaything for men desperate for sex behind bars. Robert soon discovers that 'Bobbie' is beginning to not only accept her fate, she is falling for a dangerous criminal.
Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Blackmail, Coercion, Reluctant, BiSexual, CrossDressing, Shemale, TransGender, Fiction, Crime, Restart, MaleDom, FemaleDom, Humiliation, Rough, Orgy, White Male, White Female, Anal Sex, Analingus, Cream Pie, Exhibitionism, First, Oral Sex, Petting, Leg Fetish, Prostitution, Transformation
Votes: 25 | Score: 7.72
Size: 288KB / 53,190 words | Downloads: 2641
Posted: Concluded:

28 Spin the Bottle by Michele Nylons

(b) "Be A Girl - It's Just For One Day!" (/b) Four teenagers: one girl and three boys are partying before they go their separate ways to different colleges when someone says 'lets play spin the bottle'. But they are one girl short so they spin the bottle to see which boy will become a girl... just for the day of course.
Sex Contents: Much Sex | Genre: Erotica
Tags: Teenagers, Coercion, Drunk/Drugged, Reluctant, CrossDressing, School, Rough, Gang Bang, Group Sex, Anal Sex, Cream Pie, First, Masturbation, Oral Sex, Petting, Leg Fetish, Public Sex, Transformation
Votes: 117 | Score: 7.69
Size: 76KB / 14,226 words | Downloads: 4503
Posted:

29 Ante Up, Boys! by Urtles53

A fortieth birthday for the books!
Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Ma, Consensual, Gay, CrossDressing, Fiction, Gang Bang, Group Sex, Cream Pie, Facial, Oral Sex, Voyeurism
Votes: 14 | Score: 7.69
Size: 12KB / 2,354 words | Downloads: 939
Posted:

30 Comfort Women by Michele Nylons

Post World War 2 the Army conducts an experiment placing six men alone in an isolated village with all the comforts of home but without the comfort of women. How will they find the solace and comfort that only the female form brings to desperate men?
Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Blackmail, Coercion, NonConsensual, Rape, Reluctant, CrossDressing, Fiction, Sharing, Humiliation, Rough, Group Sex, Black Male, White Female, Anal Sex, First, Facial, Masturbation, Oral Sex, Doctor/Nurse, Leg Fetish, Transformation
Votes: 28 | Score: 7.68
Size: 252KB / 47,281 words | Downloads: 2589
Posted:
* Not enough votes to show score yet
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