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CrossDressing Stories

Displaying stories 171 through 180 of 386

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171 How I Lost My Virginity by Its a skirt, not a kilt

How I lost my virginity to my brother, of all people!
Sex Contents: Much Sex | Genre: Incest
Tags: mt/ft, CrossDressing, Incest, Brother, Sister, First
Votes: 196 | Score: 6.45
Size: 9KB / 1,759 words | Downloads: 9728
Posted:

172 Jamie's Worth by God of Porn

Trouble rears its ugly head when Jack Valentine is confronted by a thirteen-year-old boy. Jamie claims to have photographs of Jack with one of his seventh grade students...Photographs that could ruin the teacher's life! But what does the boy want in return for the pictures?
Sex Contents: Much Sex | Genre: Romantic
Tags: Ma/Fa, Ma/ft, Ma/mt, Consensual, Romantic, CrossDressing, First, Oral Sex, Anal Sex, Petting, Teacher/Student
Votes: 117 | Score: 6.45
Size: 90KB / 17,614 words | Downloads: 6749
Posted:

173 Shrewswood Terrace by Rumpleforeskin

Pete is a man who worked hard to create his own success. Katherine is a spoiled millionaire’s daughter with a temperament like the Furies. Will the shrew be tamed or must he kiss Kate with his whip? Starts slow, get nasty... The Rache Code applies, something probably to offend everyone.
Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Ma/ft, Fa/Fa, Ma/Ma, Ma/mt, Romantic, Reluctant, Coercion, Blackmail, Drunk/Drugged, BiSexual, TransGender, CrossDressing, Wimp Husband, Cuckold, DomSub, MaleDom, Light Bond, Humiliation, Group Sex, Orgy, Harem, Oral Sex, Anal Sex, Sex Toys, Water Sports, Pregnancy, Cream Pie, Body Modification, Slow, Caution, Transformation, Nudism
Votes: 267 | Score: 6.43
Size: 117KB / 21,475 words | Downloads: 14201
Posted: Concluded:

174 Panty Collector Fail by LegacyInk2

The following is a short story about an 18-year-old boy with a panty fetish. While babysitting he is caught wearing the mother's panties and gets a spanking. The stimulation and humiliation prove to be too much for him. This may become a series.
Sex Contents: Minimal Sex | Genre: Erotica
Tags: Ma/Fa, Coercion, Consensual, Reluctant, Heterosexual, CrossDressing, Fiction, FemaleDom, Humiliation, Spanking, First, Masturbation
Votes: 11 | Score: 6.43
Size: 9KB / 1,823 words | Downloads: 278
Posted:

In Progress

175 Fembots by Freddie Clegg

The Serious Cybernetics laboratory has created robots that specialise in female domination. What could possibly go wrong?
Sex Contents: Minimal Sex | Genre: Science Fiction
Tags: Ma/Fa, NonConsensual, Heterosexual, CrossDressing, Fiction, Science Fiction, Robot, FemaleDom, Light Bond
Votes: 50 | Score: 6.43
Size: 86KB / 16,255 words | Downloads: 4038
Posted: Concluded:

176 Tony's Transformation by Sirdar

Tony as a boy was introduced to wearing girls clothes,by his cousin and her mother although he was and is completely heterosexual. Due to unforseen events he eventully studied at the same girls school as his cousin as a girl.Later in life he applied and became the first male teacher at the school
Premier members only
Sex Contents: Some Sex | Genre: Incest
Tags: Ma/Fa, Consensual, Romantic, Heterosexual, CrossDressing, Fiction, Incest, Brother, Sister, School
Votes: 41 | Score: 6.42
Size: 70KB / 13,989 words | Downloads: 3371
Posted:

177 Driving Miss Michele by Michele Nylons

Another dark tale from Ms Nylons; probably her darkest tale yet. A closet transvestite drives through the cold dark night enroute to a clandestine assignation with her first ever lover. Elsewhere, events are unfolding that will put her on a collision course with danger and that will change her life forever. This story explores darker themes of non-consensual sex and should not be read by those who are not aficionados of the genre.
Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Ma/Ma, Mult, NonConsensual, Reluctant, Rape, CrossDressing, Fiction, Humiliation, Group Sex, Black Male, Oral Sex, Anal Sex, Masturbation, Voyeurism, Foot Fetish, Leg Fetish, Violent
Votes: 28 | Score: 6.41
Size: 55KB / 10,290 words | Downloads: 2683
Posted:

178 Joey Finds a New App (Raw and Uncut) by Daddy_0h

High School Senior gets invited to beta test a crazy new app unlocking a boatload of family fun!
Sex Contents: Some Sex | Genre: Incest
Tags: Ma/Fa, mt/ft, mt/Fa, Fa/ft, Mult, Teenagers, Consensual, Reluctant, Gay, BiSexual, Heterosexual, CrossDressing, Shemale, TransGender, Fiction, Humor, School, Cuckold, Incest, Mother, Son, Brother, Sister, Father, FemaleDom, Humiliation, Group Sex, Interracial, Black Male, Anal Sex, Cream Pie, Double Penetration, First, Facial, Masturbation, Oral Sex, Scatology, Voyeurism, Water Sports, BBW, Big Breasts, Body Modification, Size, Teacher/Student, Transformation
Votes: 99 | Score: 6.41
Size: 488KB / 94,295 words | Downloads: 20131
Posted: Updated:

In Progress

179 Tea Ladies by Michele Nylons

Mike Harris is a part time transvestite who struggles with his compulsion to crossdress. He hung up his wig and high-heels over two years ago but 'The Quickening', his compulsion to dress as a woman, has returned and his alter ego Michele Nylons beckons. This is a semi-autographical story with a message but with plenty of titillation for those who enjoy a little 'under-the-skirt' stimulation
Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Consensual, BiSexual, TransGender, CrossDressing, True Story, Cheating, Gang Bang, Group Sex, Safe Sex, Oral Sex, Anal Sex, Masturbation, Sex Toys, Enema, Foot Fetish, Leg Fetish, Transformation
Votes: 30 | Score: 6.41
Size: 51KB / 9,312 words | Downloads: 2163
Posted:

180 Lady in the House by Michele Nylons

Mike is a middle aged highly successful accountant who gets sent to jail for killing a young girl whilst drunk at the wheel of his car. He is taken in by Eddie McManus, who runs all of the rackets in Chelmsford Prison with the blessing of the warden. Eddie runs a string of inmates who are transvestite prostitutes. Little does Mike know that while he is currently Eddie's accountant and secretary, he is actually being groomed to become one of Eddie's "girls"
Sex Contents: Stroke Story | Genre: Fantasy
Tags: Ma/Ma, NonConsensual, Reluctant, Rape, Blackmail, TransGender, CrossDressing, Fiction, Rough, Humiliation, Harem, Oral Sex, Anal Sex, Masturbation, Petting, Foot Fetish, Leg Fetish, Violent, Transformation, Prostitution
Votes: 18 | Score: 6.40
Size: 423KB / 80,483 words | Downloads: 8486
Posted: Concluded:
* Not enough votes to show score yet
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