‘transvestite’ stories

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Active tags
transvestite 

Category

The Babysitter

Babysitter guy becomes babysitter girl.

H
4.63
870k
923
65
1.3k
0

Dad's Dirty Boy

Sparks fly when father sees his college son in lingerie.

H
4.53
785.3k
714
53
888
0

Chastity with Ex as Keyholder

Ex discovers secret chastity fetish while dating new BF!

H
4.5
373.1k
333
21
497

Groomed to Depravity Ch. 01

A college boy's life goes awry on Halloween.

4.42
199.7k
291
12
479

Discovered by a Black Guy

Black guy with huge dick uses me as his chastity slut.

H
4.57
231k
271
27
350
0

One Week Ch. 01 Second Edition

Updated verison of One Week.

HW
4.74
458.1k
222
37
267

Jogging Partners

In the park, he makes a new best friend.

4.49
122.9k
207
16
267

My Wife Erica And Our Friend Jack

He's feminized by his wife and her boyfriend.

H
4.58
484.1k
206
21
315
0

My Initiation

One man's introduction to a new life.

HW
4.74
725.2k
203
132
255
0

Blowjobs for Beers Ch. 02

Jamie's ordeal continues.

H
4.66
96.9k
200
37
232

A Flash of Lace

His dark secret is discovered by his beautiful sister.

H
4.73
380.3k
196
57
244
0

A Deal with Daddy

Gay incest! Dad lets son fuck mom, for a price.

3.84
435.4k
194
22
266
0

Chastised, Feminized, Sodomized

submissive Asian man and a Dominant woman.

4.49
230.3k
174
46
241
0

Paying Mommy’s Mortgage

Mom has to use son as mortgage payment.

4.15
444.4k
159
12
236
0

A Sister's Revenge Ch. 01

Michael's decent into womanhood begins with a peek.

4.44
345.5k
159
24
225

Daddy Complex Ch. 01: Giving It Up

A strange request leads to one unforgettable night.

H
4.56
132.3k
158
17
258
0

Cockwhore's Total Gangbang

Cross-dressing young man is gang-banged by 20 men.

H
4.51
234.9k
155
25
176
0

My Strapon Fantasy

A girl helps her boyfriend live out his fantasy.

H
4.5
271.5k
144
24
208
0

How I Became a CD SLUT Cum Junky

True to fact embelished origin of my CD life and cum craving.

H
4.67
183.3k
143
16
173

The Adventures of Lexi Ch. 01

Getting caught leads to the night of his life.

H
4.7
144.2k
141
11
184

TV Blowjob Slut for Blacks

He goes to the wrong bar and forgets his wallet.

H
4.56
182.8k
140
21
163

Unconditional Love Ch. 01

Off to college and a crush right off the bat.

4.41
95.8k
135
3
180

Cunt!

Gambling, Brothers, and Crossdressing.

H
4.66
118.7k
131
15
166

Prince to Queen

A young Prince is made to marry the usurper of his kingdom

4.48
104k
127
9
170
0

Devil in The Red Dress

Hung and well endowed Hermaphrodite lures a bedmate.

4.44
218.5k
126
12
146
0

Stepmom's Sex Shocker

Son dresses in stepmom's lingerie.

4.3
361.1k
124
4
183

The Daddy-Son Dance

A son is surprised by how beautiful his dressed up Dad is.

H
4.71
61.4k
122
16
182

Jen turns Dad into a Sissy-slut

Daughter dresses her dad up & takes his anal cherry.

4.41
284k
120
22
168
0

The Part-Time Job

Young man gets more than he bargained for.

H
4.58
172.3k
120
20
159
0

Gone Fishing

Losing a bet means entertainment for the guys.

H
4.51
110.8k
118
13
142
0

Tranny at the Truck Stop

Tranny is trapped in truckstop restroom and fucked by bikers.

H
4.58
117.9k
117
14
141
0

Fetish Factory

CD gets turned into a fetish doll.

H
4.66
67.4k
112
18
155
0

Sarah Grimlock

Futa-chef Sarah and her Futa-assistant Sally go shopping.

H
4.54
57k
111
6
122
0

Brotherly Love, Sisterly Love Ch. 02

The crossdressing twins enjoy a costume party.

H
4.68
202k
108
17
117

A Wicked Halloween

Mom dresses up her son and friend.

4.13
233k
108
0
162
0

Pool Boy Gets Dressed Up Ch. 02

Pool Boy turned Tranny by his mistress.

H
4.67
200k
106
18
137

His Sissy Bitch Ch. 04

A man's sissy girl is to become his very public little bitch.

H
4.57
234.4k
103
11
109

Forced Entry

Transvestite caught in her hotel room is forced into sex.

H
4.52
255.8k
103
14
136
0

Sister is My First

He's caught in sis's lingerie.

0
274.1k
103
27
128
0

Epiphany

Young man experiences the ultimate feminine act.

H
4.58
293.8k
94
30
109
0

Caught and Punished

Punished for trying to rob a jewlry store.

H
4.51
109.1k
92
16
105
0

My Father-In-Law's New Bride Ch. 02

Father-in-law continues son-in-law's bridal training.

4.47
304.3k
88
10
98

Sissy Crissi Ch. 01

Chris Taylor takes his cross-dressing to the next level.

H
4.58
191.3k
88
23
112

Crossdresser Husbands Left Alone

Wives leave alone their husbands, who have some fun.

H
4.53
120.8k
87
28
102
0

Arabian Nights Pt. 01

TV is abducted and forced to work as sex slave.

4.38
78.2k
87
11
112

So You Wanna Be A Pornstar

Grad School hipster is forced to play female porn lead.

4.25
298.9k
87
11
142
0

The Making of Meaghan Ch. 01

An unsuspecting small town guy is turned into Dave's girl.

4.35
86.8k
86
8
120

How I Became a CD SLUT Cum Junky Ch. 02

A Halloween party before the gang bang and I get too wild!

H
4.77
124.5k
86
12
94

Daddy's Transvestite Toilet Slave Ch. 01

Cross-dressing Son becomes his Father's Sissy Boy.

4.07
163.8k
86
11
110
0

Big Black Transvestite Mistress

Submission to a Big Black Transvestite Mistress.

H
4.74
35.9k
85
12
133

Femboy's Awakening

19-year old squire is caught dressing up with the whores.

H
4.57
76.9k
85
12
107
0

Sissy Maid to Mom and Sister Pt. 01

Andy gets caught by his sister in her panties and it's fine.

H
4.58
56.4k
83
12
188

A Wife Comes Around

How a wife came around to her husband's pleasures.

4.45
129.4k
82
3
99

Taste of My Girlfriend's Dildo Ch. 02

Caught again - and made to crave it.

H
4.56
200.8k
82
10
99

Cum Sucker

Step-sister forces brother into sexual slavery.

4.25
333.3k
82
11
137
0

Cara's First Time With A Man

Crossdresser Cara discovers herself on an innocent date

H
4.7
124.6k
81
27
91
0

Been Caught Cheating

His girlfriend forces him to be fem.

4.21
232.5k
80
10
104

Biker Bitch Ch. 01

Biker is found to be a closet transvestite & pays the price.

H
4.56
50.8k
77
6
115

In My Place

Crossdresser is forced to go a lot further than he intended.

4.4
231.3k
76
16
94

The Lad in the Lingerie Shop

Young man applies to work in lingerie dept.

4.13
76.3k
76
12
138

A Strange Affair

I follow my wife's cheating to her mistress.

H
4.5
111.3k
76
16
94
0

It's Only Temporary Pt. 01

Susan helps John become the women he's always dreamed of.

H
4.52
87.5k
75
18
135

Crossdressing Brother

Sister catches her brother dressed in her underwear.

4.41
226.9k
74
3
92

Tricked by a Tranny

Tricked and bribed by a tranny in the middle of nowhere.

H
4.64
45.8k
74
10
126
0

Almost Damsel Almost in Distress

Transvestite plays in self-bondage and gets "rescued".

H
4.76
38.5k
74
7
125

My Father-In-Law's New Bride Ch. 04

Wife helps daddy with bride's new training.

4.44
197.2k
74
14
82

It's Either Break Up Or Make Up

Transformation and sexual punishment.

0
183.7k
72
0
94
0

Cross-dresser Drinks Cum

A cross-dresser and his girlfriend reveal secrets.

H
4.5
236.3k
72
23
96
0

Roommate

A grad student gets the best roommate of his life--and more.

4.4
137.6k
71
19
94
0

The Grad House

Grad student transforms with help from three new room mates.

H
4.67
66.5k
71
9
115
0

Man Is Humiliated By Escort

Humiliated by escort, her clients and wife.

4
273.5k
71
12
92
0

Tex and Tamara

Man meets beautiful woman who has a surprise.

H
4.72
57.4k
71
14
82

Working Hard for Her Job

A secretary learns what her boss expects of her.

4.48
137.2k
70
10
96

A Merry Christmas Lock In

A close knit group of friends get trapped in Mall...

H
4.7
41.5k
68
11
81
0

So You Want to be a Nurse? Ch. 01

Male nurse is forced to become a tranny nurse & fuck the Doc.

4.45
75.6k
67
9
93

A Very Hard Working Girl

Sexy slut does what she does best, services men.

H
4.56
133.2k
67
5
78
0

The Surrogate Ch. 01

Twin brother stands in for sister for wifely duties.

H
4.59
56.6k
67
7
132

Finishing School For Ladies Ch. 01

Transvestite hides in ladies finishing school, sex ensues.

H
4.54
44.5k
66
8
100

Busted

Dreams can come true.

H
4.68
69.4k
66
12
73
0

Chastity with Ex as Keyholder Ch. 02

Ex continues humiliating me with chastity.

4.31
154.2k
65
9
93

Hot Wife at the Bar

My hot wife and I go to the bar where everything goes.

4.39
164.1k
65
6
96
0

A Wife Comes Around Ch. 03

A wife helps out with his fantasy.

H
4.61
110.3k
65
16
75

Camming Down the Rabbit Hole Ch. 12

It’s getting very messy, but it's all building to a finale.

H
4.89
38.7k
65
78
76

Pillow Talk Ch. 01

Cop is forced to go undercover as a transvestite hooker.

H
4.5
44.4k
64
5
92

Hypnotized by Chelsea

He is hypnotized to think he's a girl.

4.11
384.4k
64
18
109
0

New Mother, New Life Pt. 01

Crossdresser re-unites with birth mother.

H
4.6
67.4k
64
4
83

Jenny Plays with the Big Girls

Jimmy gets invited to play volleyball - the catch -as a girl.

4.28
122.2k
63
4
87

Girl's Night Out

Showing a friend the joys of public femininity.

H
4.66
151.4k
63
20
83
0

Daddy's Little Helper

Son discovers a secret about his father.

4.4
152.9k
63
20
73

TV Blowjob Slut for Blacks Ch. 02

Hubby becomes a blackman's steady blowjob slut.

H
4.58
156.6k
62
14
74

Son Turns into Sarah

Transvestite son becomes his mum's daughter.

H
4.5
105.6k
62
16
78

The Book of Dreams

A teenage CD home alone on Halloween night... or is she?

H
4.64
62.4k
61
10
72
0
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Active tags
transvestite
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