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Transsexuals & Crossdressers Stories

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Cross-dresser Drinks Cum

 — A cross-dresser and his girlfriend reveal secrets. by StephanieSeymour12/06/084.44

Cross-Dresser Fucked by Hot Sissy

 — Anal and oral fun between to hot sissy cross-dressing sluts. by kinkibiboi01/19/134.01

CrossDressed and Creampied

 — He has a fantasy fulfilled. by Tara4003/04/074.46

Crossdresser At XXX Movie

 — He thought it was a guy, but then... by iser2102/17/023.90

Crossdresser Caught in Act

 — Crossdressed man is caught in awkward position. by HornyShakespeare02/05/074.49

Crossdresser Fantasy Come True

 — Closet crossdresser finally has first experience with a hunk. by girlboybootsie10/04/074.44

Crossdresser Gets Found Out

 — Secret crossdresser gets discovered by his wife. by leathertanya08/05/083.93

Crossdresser Gets Found Out Ch. 02

 — Crossdresser's training begins as wife takes control. by leathertanya09/11/084.16

Crossdresser Gets Found Out Ch. 03

 — Tanya's training as a maid begins. by leathertanya05/27/094.40

Crossdresser Gets His

 — Wife catches him dressed in her clothes. by CourtStJester10/26/034.37

Crossdresser Gets His Ch. 02

 — Wife takes dressed-up husband shopping for clothes. by CourtStJester11/16/034.25

Crossdresser Gets His Ch. 03

 — Wife goes shopping for a special toy. by CourtStJester03/04/044.51HOT

Crossdresser Gets His Ch. 04

 — Wife pushes the limits with husband. by CourtStJester12/20/044.57HOT

Crossdresser's Open Room

 — Crossdresser has fun at rented motel room. by AtlantaCDslut05/21/074.17

Crossdresser's Private Gloryhole

 — Leslie makes a private gloryhole for big cocks. by kccrossdresserleslie07/10/124.46

Crossdressers First Gang Bang

 — My fantasy to be dressed up and please dozens of cocks . by Erica9903/05/124.00

Crossdressing For My Boyfriend

 — Chris dresses in lingerie for his boyfriend. by dmk24106/13/074.37

Crossdressing Friends

 — Friend's crossdress in front of each other for first time. by kinkyrubber08/04/104.20

Crossing Over the Line

 — Novice, middle aged, submissive guy plus two shemales. by kelmag11/20/084.76HOT

Crossing the Rubicon

 — Feminization of a man by his wife. by sublocked02/20/124.13

Crossings

 — Steve gets a surprise while buying his Mistress a present. by nancyallen07/12/114.39

Crossover Lovers

 — Male, female, and tranny a true trio of lovers. by Bryant Layne04/08/044.71HOT

Crossroads

 — She catches husband in her panties. by Hecate02/04/014.48

Crossroads

 — He meets a special woman at a new club. by biggshow1310/07/034.45

Crossroads Ch. 02

 — Later the same night, at the mythical Crossroads. by biggshow1306/01/054.63HOT

Crossroads Ch. 03

 — Big Bertha's story. by biggshow1306/05/054.13

Crossroads Ch. 04

 — Meeting Bertha's wife, and what happened next. by biggshow1306/06/054.75HOT

Cruelties

 — A glimpse of happiness can be crueler than any torment. by ldrequiv11/15/074.59HOT

Cruising at College

 — A young transman has a brief encounter with an older man. by sugarsync11/21/124.14

Crystal, Meth and Me

 — Seedy encounter between 3 guys and a tranny crack whore. by MrStaggerLee09/14/114.15

Cuba

 — Sexy Brunette picks up a date in trendy La Jolla bar. by call_me_dana12/27/064.35

Cum Clean, Leave Full

 — A sissy princess plays sperm whore in a gangbang clean-up. by darkheathyr08/30/114.50HOT

Cum Drinker

 — Sister fucks cross-dressing brother. by StephanieSeymour09/16/074.19

Cum On My Step-Brother's Face!

 — Cross-dresser's step-sister forces him into sex tryst. by StephanieSeymour02/01/074.46

Cum On Your Sister's Face!

 — Cross-dresser gets fucked by sister and her boyfriend. by StephanieSeymour08/12/074.29

Cum Slut!

 — Trannies triple-team traveler in odd hotel. by StephanieSeymour6911/16/104.34

Cum Sluts

 — Two cross-dressers and a chick go at it. by StephanieSeymour10/19/074.30

Cum Sucker

 — Step-sister forces brother into sexual slavery. by StephanieSeymour02/16/064.31

Cumming in the Closet

 — TV-submissive prepares herself for her Mistress. by missytv05/13/054.47

Cunt!

 — Gambling, Brothers, and Crossdressing. by chandler83107/18/114.65HOT

Cunt! Ch. 02

 — Addiction is fun! by chandler83104/20/124.65HOT

Cunt! Ch. 03

 — Fun is Addicting! by chandler83105/09/134.65HOT

Custom Maid Mistress

 — Act III: Birth of Isis by keinegrenzen11/01/124.67HOT

Custom Maid Mistress: Act II

 — Naissance des Nosferatus. by keinegrenzen10/26/124.17

Custom Maid Mistress: Genesis

 — A shemale mistress is made. by keinegrenzen10/23/124.34

Daddies New Girlfriend

 — Doug discovers much more then Jerry's petty theft. by LilLindaMelons12/20/104.42

Daddies New Girlfriend Ch. 02

 — Doug takes his special gurl out for a walk in the park. by LilLindaMelons02/10/124.48

Daddy's Little Helper

 — Son discovers a secret about his father. by Morgan_196911/04/094.42

Daddy's Little Helper Ch. 02

 — Son watches father and friend do more naughty things. by Morgan_196911/08/094.52HOT

Dallas Ch. 02

 — Continuationof a night of surprises. by MrBeagle08/25/044.42

Damsel In Distress (3 & 4)

 — boy dresses as girlfriend to support his sister on a date by Tomsparty08/05/034.31

Damsel in Distress (5 & 6)

 — Boy dresses as girlfriend to support sister on date by Tomsparty08/06/034.28

Damsel In Distress Ch. 01

 — He dresses as girl to support sister on date. by Tomsparty08/03/034.07

Damsel in Distress Ch. 02

 — Duncan goes on a picnic. by Tomsparty08/04/034.34

Dance Bar Bathroom Slut

 — More cocks than she can count by little sebastian06/06/064.48

Dance of Lust

 — He's seduced by the hottest "girls" in school. by PickleBoi05/17/094.20

Dancing on My Cocks Tunes 01

 — Realizing my true self, becoming a woman. by makemebitch04/05/134.08

Daniel, Dani, Dana

 — Sweet sissy Dana. by daisyboi_sissy03/17/114.41

Daniel, Dani, Dana Ch. 02

 — Sweet sissy Dana moves farther along. by daisyboi_sissy04/02/114.72HOT

Danielle at the Office

 — Danielle visits a guy at his office after hours. by CDDanielleNNJ07/31/064.57HOT

Danielle Works a Saturday

 — Danielle's visit to the office is more than she expects. by CDDanielleNNJ08/28/064.56HOT

Danielle's First Meeting

 — First meeting with a man as she's dressed in lingerie. by CDDanielleNNJ07/26/064.65HOT

Danielle's First Time

 — Daniel, a straight man discovers that he's a transsexual. by FellatiaViper01/30/124.37

Danielle's First Time Ch. 02

 — Danielle discovers her true slut side. by FellatiaViper12/03/124.70HOT

Danny bCUMS Danielle

 — Continuance of Danny's transformation to owned slut. by dannyboipink04/20/044.47

Danny to Danielle

 — His girlfriend convinces him to get therapy. by dannyboipink04/12/044.36

Danny's Butt Mom Ch. 13

 — Danny can take it. by Bob_Lovecock11/17/064.51HOT

Dark Life

 — Straight Marco is seduced by sexy shemale Kiara. by Samuelx01/01/053.68

Dark Temptation

 — A young girl becomes enraptured with a beautiful woman. by deliciousthoughts01/14/124.63HOT

Darla's Diary: Slutfest 1993

 — Too much cock? Never! by Darla Leslie11/03/044.74HOT

Darla's Video Delight

 — Another page from my past. by Darla Leslie11/17/034.53HOT

Darling Nikki

 — Man trapped in sissy latex serves his friends. by Latexsissy6908/04/104.42

Darling Nikki Pt. 02

 — The next day in Nikki's little world. by Latexsissy6908/17/104.62HOT

Darrel and Danielle

 — Things get romantic between co workers. by Dawns01/23/093.48

Darren's Girl?

 — Man falls for a girl and gets a surprise. by mutepenguin06/12/074.60HOT

Date Rape!

 — He is drugged in a club then kidnapped and used. by BigAndy92201/26/123.84

David Invites JoJo Over

 — While Del is gone, David invites JoJo over. by polishjoe10/03/034.58HOT

David to Dee

 — She discovers his secret and decides to play along. by kinkymaid09/06/054.69HOT

David to Dee Ch. 02

 — Gina's finds more ways to fulfill boyfriend's fantasies. by kinkymaid09/15/054.71HOT

David to Dee Ch. 03

 — She continues to turn him. by kinkymaid01/09/064.64HOT

Dawn's Diary Ch. 01

 — A closet crossdresser meets his match. by dawn4308/27/104.23

Dawn's Diary Ch. 02

 — Dawn dresses again for Sam. by dawn4309/23/104.49

Dawn's Diary Ch. 03

 — Sam takes Dawn to dinner. by dawn4310/24/104.64HOT

Dawn's Diary Ch. 04

 — We've exchanged email regularly... by dawn4301/10/114.46

Dawn's Diary Ch. 05

 — Sam and I are back in the city. by dawn4304/03/114.56HOT

Dawn's Orgy Ch. 03

 — Transsexuals spice up the orgy. by SplitLicker6905/01/114.56HOT

Day-uuum

 — A sista 'sits em down' in a club. by sydian04/30/114.12

Dean and the Tgirl

 — Muscle stud enjoys a sexy femme tgirl. by M.MartineMatheson10/14/044.43

Dear Karen Pt. 01

 — Davida takes control of her husband and her marriage. by Da_Vida07/24/093.98

Dear Karen Pt. 02

 — Davida's husband gets a feminine makeover. by Da_Vida07/25/094.19

Dear Karen Pt. 03

 — Davida extends her control of BJ to sex. by Da_Vida07/26/094.56HOT

Dear Karen Pt. 04

 — Sissy husband serves lunch to Davida's female colleagues. by Da_Vida07/27/094.34

Dear Karen Pt. 05

 — Davida gets hot watching sissy husband give a blowjob. by Da_Vida07/28/094.45

Dear Karen Pt. 06

 — Davida has to discipline sissy husband for cheating on her. by Da_Vida07/29/094.45

Debo And The Gang

 — Huge black cocks for the little cocksucker. by little sebastian01/05/064.53HOT

Deep Throated in Lingerie

 — Wearing lingerie ended with a blowjob. by marca_t03/02/044.18

Deepest Fantasies #04

 — Sean's big surprise: a stitch sublime. by FireSiren02/16/074.80

Deepest Fantasies #05

 — Sean's ultimate fantasy is fulfilled. by FireSiren09/24/084.27

Defend Each Other Ch. 01

 — An action story. by heatround09/25/054.46

Delectable Debbie

 — A man's first T-girl experience. by Pussrider03/29/124.38

Delicious Delicates

 — How I spent my summer vacation. by barbie_jo_6903/08/083.77

Demoted Ch. 01

 — Moving to a lower position doesn't always mean worse. by maidashley7005/11/094.57HOT

Demoted Ch. 01

 — Carrie turns Tim's world upside down. by WrittenForSubmission07/15/114.12

Demoted Ch. 02

 — Tim's first day as the secretary. by WrittenForSubmission07/16/114.11

Demoted Ch. 02

 — Happily ever after. by maidashley7002/22/124.38

Demoted Ch. 03

 — Timmy goes on a sales call. by WrittenForSubmission07/17/114.15

Denial: First Comes Addiction

 — Janine begins working on Mark with creative discipline. by TwistedThoughts11/09/084.48

Denial: Second Comes Humiliation

 — Mark discovers that Miranda is how he now serves Janine. by TwistedThoughts11/06/084.34

Denial: Third Comes Conversion

 — Miranda begins has series of transformations. by TwistedThoughts11/18/094.34

Denise - New Beginning

 — A love story. by jclement03/29/114.60HOT

Denver Slut

 — Marlene's such a slut in a Denver bookstore. by Marlene11/18/034.50HOT

Derek & Amy

 — Amy and Derek have a night alone. by Kalira08/24/124.02

Derek & Amy: A Little Gift

 — Amy brings a new plaything for Derek's pleasure. by Kalira09/01/123.96

Derek & Amy: Boys Night in

 — Derek keeps Matt in for training. by Kalira10/16/123.62

Derek & Amy: Derek's Turn

 — Derek takes control with Amy and Matt. by Kalira09/03/124.73HOT

Derek & Amy: Matt Makes Three

 — Amy's husband joins the fun. by Kalira08/30/124.24

Derek & Amy: Time Alone

 — Derek and Amy get some time away from everything. by Kalira08/30/124.45

Desiree and Big John

 — The hot to trot transvestite gets her first real man fuck. by desireethtttv09/25/114.39

Desiree's Cock Quest

 — Suzie gets pissed off and takes her slut trannie cock hunting. by desireethtttv08/30/124.32

Developing Emma

 — An urge for he to beome 'she' proves to be permanent;. by Sputnik5704/11/133.96

Developing Emma Ch. 02

 — Awaking as Emma for the first time- transformation begins. by Sputnik5704/15/134.33

Developing Emma Ch. 03

 — Emma's training continues. by Sputnik5704/24/134.29

Developing Emma Ch. 04

 — Emma befriends Poppy- sent out alone to a suitor. by Sputnik5705/16/134.65HOT

Devil Sex

 — A great night with a surprising woman. by Naughty_Horse01/04/024.43

Devil With A Blue Dress On

 — Dave discovers love is both the apple and the serpent. by Web Dazell08/08/124.57HOT

Devoted to Pleasure Ch. 01

 — Morning sex for Kelly and Janice. by larama200204/17/044.49

Devoted to Pleasure Ch. 02

 — Kelly does some shoe shopping. by larama200204/22/044.59HOT

Dictation

 — Dictation: it's not just for secretaries anymore! by Cal Y. Pygia11/08/124.51HOT

Different 3some in Acapulco

 — First time experinces with a shemale and a female. by papalolo2404/20/114.14

Digging for Home

 — Sequel to "Never Make the Last Out at Third". by Penelope Street07/17/044.77HOT

Dimensional Portals Suck Ass

 — Don't trust beings from other dimensions, they lie. by YANKEE DAN03/25/044.08

Dinner with Honey

 — Male to female transformation involving sex in the kitchen. by Mistress Sierra11/23/064.57HOT

Dirty Angel

 — Roommate finds Scott to be sexy in drag. by Svenskaflicka05/07/054.35
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