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CrossDressing Stories

Displaying stories 1 through 10 of 192

  Title Author Description Size Dnlds Votes Score
1

Robin's Loving Family - Book 2
Incest
TailWeaver Robin's training is mostly complete, and as she continues to please her brother Jax, and her sister Samantha, plans are made for a long trip out west. Kyle becomes more and more a part of the family, but not in a way he expected. Book 1 is required reading for back story.
Tags: mt/ft, Ma/ft, ft/ft, Ma/mt, mt/mt, Teenagers, BiSexual, Heterosexual, CrossDressing, Shemale, TransGender, Incest, Brother, Sister, MaleDom, FemaleDom, Light Bond, Spanking, Gang Bang, Orgy, Anal Sex, Analingus, Exhibitionism, Masturbation, Oral Sex, Sex Toys, Voyeurism, Water Sports, Nudism
Sex Contents: Stroke Story
Posted: in progress Updated:
128 KB 2414 - -
2

Sarah's Story 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.
Tags: mt/Fa, ft/ft, mt/mt, Teenagers, Consensual, Romantic, TransGender, CrossDressing, First, Oral Sex, Anal Sex, Masturbation, Petting
Sex Contents: Much Sex
Posted: Concluded:
243 KB 7208 48 8.47
3

The Secret
Fantasy
Lord Rodrick Adair and Cathair are two human solders who after a violent battle find a hot spring in the frozen woods. They strip naked to get in leading Cathair to find out Adair's secret which changes everything.
Tags: Ma/Fa, Teenagers, Romantic, CrossDressing, Fiction, High Fantasy, War, Cream Pie, First, Masturbation
Sex Contents: Some Sex
Posted:
18 KB 1503 - -
4

Call Me What You Will
Romantic
Serena Jones A Davidson Fisheries and the McElroy Family Story (7)
He's Brandon. Unless He's Brandy. When she's not Ping Lo, that is. It's a bit confusing. How one crossdressing boy finds true love. A sweet, sappy story about a boy meeting a, uh, er, well They figure out something by the end!
Tags: Ma/Ma, Consensual, Romantic, Gay, TransGender, CrossDressing, Swinging, Black Male, Oriental Male, First, Anal Sex, School
Sex Contents: Some Sex
Posted:
214 KB 2607 49 8.22
5

The Blood Pact
Fantasy
Kim Logan When a desperate servant in the king's castle finds himself deeply in debt, he makes a hasty deal with the court wizard to hide him. However, he neglects to comprehend the details of what he's asking and finds himself transformed into a woman. Soon his new appearance draws him into all manner of court intrigue and erotic encounters.
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Consensual, Romantic, Reluctant, Rape, Coercion, Blackmail, Drunk/Drugged, Magic, Lesbian, BiSexual, TransGender, CrossDressing, Fiction, Rough, Gang Bang, Group Sex, White Couple, Black Female, White Male, White Female, First, Oral Sex, Anal Sex, Masturbation, Public Sex, Violent, Transformation
Sex Contents: Some Sex
Posted: Concluded:
701 KB 21810 260 8.18
6

Deedi Emerges 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.
Tags: mt/Fa, Teenagers, Consensual, TransGender, CrossDressing, First, Safe Sex, Oral Sex, Anal Sex, Masturbation, Petting, Sex Toys
Sex Contents: Much Sex
Posted: / (Review)
234 KB 6010 49 8.16
7

Desert Son
Time Travel
Crunchy Fisherman John and Zithrusa's Universe
Deposed as Emperor, Tuk joins John, Zithrusa, Vedeya and his little boy Talus in a caravan back west. John is Caravan master, and Tuk is the caravan's hunter. This time they will take the southern route. Part Three of the John and Zithrusa saga. If you haven't already, please read Desert Dream, and Indian Steel first for best enjoyment.
Tags: Ma/Fa, Consensual, Romantic, NonConsensual, Rape, Slavery, BiSexual, Heterosexual, CrossDressing, Time Travel, Humiliation, Harem, Polygamy/Polyamory, Interracial, Black Female, Oriental Female, Fisting, Sex Toys, Bestiality, Squirting, Pregnancy, Spitting, Exhibitionism, Voyeurism, Slow
Sex Contents: Some Sex
Posted: Concluded:
189 KB 29222 598 8.04
8

Finding Lisa NickB Set in the early eighties when Duran Duran and Visage were top of the music tree. Paul was just getting to grips with his growing up and coming to terms with certain differences...
Tags: Teenagers, Romantic, CrossDressing
Sex Contents: No Sex
Posted: Concluded:
169 KB 1752 29 7.99
9

Why Some Men Prefer Transvestites
True
Michele Nylons So why do some men prefer transvestites? Well; let me sum it up for you in the following article. If you are in any way homophobic, or not tolerant of transgender themes, now is the time for you to hit the return key or close your browser on this page (or maybe read on and send me a really nasty email full of hate and vitriol; I like those!). But if you are truly inquisitive about us "special ladies"; read on!
Tags: Consensual, BiSexual, TransGender, CrossDressing, DomSub, Swinging, Group Sex, Safe Sex, Oral Sex, Anal Sex, Masturbation, Petting, Sex Toys, Enema, Foot Fetish, Leg Fetish
Sex Contents: Minimal Sex
Posted:
20 KB 2083 28 7.92
10

The Au Pair
Romantic
RH Music Ken, a gawky English boy, steals his sister's passport to become an au pair in America. There he encounters an inattentive husband, a frustrated wife, a rebellious daughter, and an amorous boy next door. How will he, now she, manage it all? (no sex, just a sweet, TG story)
Tags: Ma/Fa, Romantic, TransGender, CrossDressing
Sex Contents: No Sex
Posted:
138 KB 1498 21 7.76