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CrossDressing Stories

Displaying stories 121 through 130 of 386

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121 The Rocky Horror Picture Show by NickB

Sometimes, things bear repeating
Sex Contents: Minimal Sex | Genre: Fiction
Tags: Ma/Fa, Consensual, Magic, BiSexual, Heterosexual, CrossDressing, Fiction, Humor
Votes: 21 | Score: 6.85
Size: 15KB / 3,049 words | Downloads: 1004
Posted:

122 Undercover Holly by T.S.Severe

Jack has been working vice for nearly a year as a prostitute named "Holly", much to the amusement of the other cops. When things unexpectedly heat up with a rookie, however, it begs the question...Who's really undercover?
Sex Contents: Some Sex | Genre: Romantic
Tags: Consensual, Romantic, CrossDressing, First, Oral Sex, Anal Sex, Masturbation, Petting
Votes: 93 | Score: 6.83
Size: 21KB / 4,151 words | Downloads: 2724
Posted:

123 I Met Alex on My First Day in Grade 10 by TMax

A grade 10, homeschooled, protected, girl, convinces her parents to allow her to attend public school. Unexpected, she meets Alex, in the first class. Warning: Heavily implied incest, femboy, cross-dressing
Sex Contents: Some Sex | Genre: Coming of Age
Tags: mt/ft, Teenagers, Consensual, Gay, BiSexual, CrossDressing, TransGender, School, Sharing, Incest, Mother, Son, Father, Daughter, Anal Sex, First, Oral Sex, Safe Sex
Votes: 32 | Score: 6.80
Size: 25KB / 4,866 words | Downloads: 1559
Posted:

124 TNWS04 Sweet Sixteen by Murray Wilson

A story in the This Naked World Universe
Continuing on from the last story... Uncle Brady Goes to Night School... we have Jay Porter now turning sixteen and having some fun at home with his family then at school with his teacher then in the evening with his girlfriend.
Sex Contents: Much Sex | Genre: Erotica
Tags: Mult, Teenagers, Consensual, Romantic, Gay, Lesbian, Heterosexual, CrossDressing, Shemale, TransGender, Fiction, School, Incest, Mother, Son, Brother, Sister, Father, Daughter, Uncle, Niece, Aunt, Nephew, Group Sex, Cream Pie, Exhibitionism, Masturbation, Oral Sex, Squirting, Voyeurism, Big Breasts, Hairy, Public Sex, Teacher/Student, Nudism
Votes: 52 | Score: 6.80
Size: 88KB / 17,048 words | Downloads: 7418
Posted:

125 The Hitman Wore Heels by Michele Nylons

The Hitman is a professional assassin and master of disguise. To carry out his next hit he has to dress as a woman to get close to his mark who has a proclivity for transvestites. Feedback and comments are always welcome.
Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Ma, Coercion, CrossDressing, Fiction, Oral Sex, Anal Sex, Masturbation, Exhibitionism, Voyeurism, Leg Fetish, Violent, Transformation
Votes: 51 | Score: 6.77
Size: 47KB / 8,758 words | Downloads: 2160
Posted:

126 The Girl in the Blue Denim Skirt by Michele Nylons

Dennis becomes infatuated with the girl in the blue denim skirt who sits on the low brick wall running along the path inside Aston Park. He knows that his infatuation with her is troublesome and that he should just ignore her but he just can't resist her allure.
Sex Contents: Much Sex | Genre: Fiction
Tags: Ma/Fa, Consensual, CrossDressing, Shemale, TransGender, True Story, Workplace, Cheating, Wife Watching, Anal Sex, Cream Pie, Petting, Voyeurism, BBW, Foot Fetish, Leg Fetish, Public Sex, Smoking
Votes: 59 | Score: 6.77
Size: 47KB / 8,923 words | Downloads: 2142
Posted:

127 Naked on Summer Vacation: Slut Summer School by Eddie Davidson

A Summer Vacation Story
Part of the Davidson Family Stories universe
It was 1984 in Sebastian Florida and my Cousin Blair had thrown one party too many. My Aunt found normal restriction and punishments just were not very effective. She put Blair and her friends through a re-education in Slut Summer School **Involves BDSM/Humiliation, there is a prequel Naked on Summer Vacation: Sissy Summer School that sets the scene but it is not required reading.
Sex Contents: Much Sex | Genre: BDSM
Tags: Teenagers, Reluctant, Lesbian, Heterosexual, CrossDressing, Shemale, Slut Wife, Incest, Mother, Cousins, Aunt, BDSM, FemaleDom, Humiliation, Light Bond, Spanking, Group Sex, Anal Sex, Cream Pie, Enema, Exhibitionism, Fisting, Flatulence, Food, Masturbation, Oral Sex, Pegging, Sex Toys, Spitting, Tit-Fucking, Water Sports, Babysitter, Big Breasts, Public Sex, Cat-Fighting, Prostitution
Votes: 116 | Score: 6.76
Size: 1226KB / 246,740 words | Downloads: 47763
Posted: Concluded:

128 Susan by Aurora

A The Engineer Story
This is the seventh story of the engineer series
Sex Contents: Some Sex | Genre: Erotica
Tags: Fa/Fa, Consensual, Lesbian, BiSexual, CrossDressing, TransGender, Fiction, BDSM, Spanking, PonyGirl
Votes: 85 | Score: 6.75
Size: 108KB / 21,036 words | Downloads: 2933
Posted:

129 The Mistress of Holt House- Part One by Midsummerman

Femdom in the Victorian era. A male in a male dominated society finds thar Women are really in charge.
Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Mult, Consensual, Reluctant, Coercion, Slavery, Heterosexual, CrossDressing, Fiction, Historical, BDSM, DomSub, Spanking, Rough, Humiliation, Sadistic, Oral Sex, Anal Sex, Masturbation, Sex Toys, Exhibitionism, Transformation
Votes: 29 | Score: 6.74
Size: 235KB / 44,277 words | Downloads: 4954
Posted: Concluded:

130 Just Do What the Nice Man Says Honey by Michele Nylons

Alex lives with his mother Julie and refuses to get a job or to help Julie pay the rent and household bills. When Julie sees pictures of Alex dressed as a girl she sees that Alex has potential for meaningful employment, even though Alex might not want the job.
Sex Contents: Much Sex | Genre: Coming of Age
Tags: mt/Fa, Blackmail, Coercion, NonConsensual, Reluctant, CrossDressing, TransGender, Fiction, Incest, Mother, Son, FemaleDom, Rough, Anal Sex, Masturbation, Oral Sex, BBW, Leg Fetish, Prostitution
Votes: 86 | Score: 6.73
Size: 75KB / 14,205 words | Downloads: 4008
Posted:
* Not enough votes to show score yet
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