‘transvestite’ stories

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Active tags
transvestite 

Category

The Babysitter

Babysitter guy becomes babysitter girl.

H
4.62
869.6k
923
65
1.3k
0

Dad's Dirty Boy

Sparks fly when father sees his college son in lingerie.

H
4.53
785.1k
714
53
888
0

Chastity with Ex as Keyholder

Ex discovers secret chastity fetish while dating new BF!

H
4.5
373k
333
21
497

Groomed to Depravity Ch. 01

A college boy's life goes awry on Halloween.

4.42
199.6k
291
12
478

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
484k
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
231

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
435.3k
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
345.4k
159
24
225

Daddy Complex Ch. 01: Giving It Up

A strange request leads to one unforgettable night.

H
4.56
132.2k
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
162

Unconditional Love Ch. 01

Off to college and a crush right off the bat.

4.41
95.7k
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
361k
124
4
183

The Daddy-Son Dance

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

H
4.71
61.3k
122
16
182

Jen turns Dad into a Sissy-slut

Daughter dresses her dad up & takes his anal cherry.

4.41
283.9k
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
161
0

Pool Boy Gets Dressed Up Ch. 02

Pool Boy turned Tranny by his mistress.

H
4.67
200k
106
18
137

Sister is My First

He's caught in sis's lingerie.

0
274.1k
103
27
128
0

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

Made to Obey Ch. 01

Caught wearing sister-in-law's underwear.

4.4
94.7k
95
6
162

Epiphany

Young man experiences the ultimate feminine act.

H
4.58
293.8k
94
30
109
0

Sissy Crissi Ch. 01

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

H
4.58
191.3k
88
23
112

Arabian Nights Pt. 01

TV is abducted and forced to work as sex slave.

4.38
78.2k
87
11
112

Crossdresser Husbands Left Alone

Wives leave alone their husbands, who have some fun.

H
4.53
120.8k
87
28
102
0

So You Wanna Be A Pornstar

Grad School hipster is forced to play female porn lead.

4.25
298.9k
87
11
142
0

Daddy's Transvestite Toilet Slave Ch. 01

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

4.07
163.7k
86
11
110
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

Femboy's Awakening

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

H
4.57
76.9k
85
12
107
0

Big Black Transvestite Mistress

Submission to a Big Black Transvestite Mistress.

H
4.74
35.8k
84
12
132

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

Cum Sucker

Step-sister forces brother into sexual slavery.

4.25
333.3k
82
11
137
0

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

Cara's First Time With A Man

Crossdresser Cara discovers herself on an innocent date

H
4.7
124.5k
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
231.2k
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

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

Wife helps daddy with bride's new training.

4.44
197.2k
74
14
82

Crossdressing Brother

Sister catches her brother dressed in her underwear.

4.41
226.9k
74
3
92

Almost Damsel Almost in Distress

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

H
4.76
38.5k
74
7
125

Tricked by a Tranny

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

H
4.64
45.8k
74
10
126
0

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

The Grad House

Grad student transforms with help from three new room mates.

H
4.67
66.5k
71
9
115
0

Tex and Tamara

Man meets beautiful woman who has a surprise.

H
4.72
57.4k
71
14
82

Roommate

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

4.4
137.5k
71
19
94
0

Man Is Humiliated By Escort

Humiliated by escort, her clients and wife.

4
273.4k
71
12
92
0

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.

4.44
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

Busted

Dreams can come true.

H
4.68
69.4k
66
12
73
0

Finishing School For Ladies Ch. 01

Transvestite hides in ladies finishing school, sex ensues.

H
4.54
44.4k
66
8
100

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
38.6k
65
78
76

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

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

Daddy's Little Helper

Son discovers a secret about his father.

4.4
152.9k
63
20
73

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

TV Blowjob Slut for Blacks Ch. 02

Hubby becomes a blackman's steady blowjob slut.

H
4.58
156.6k
62
14
73

Son Turns into Sarah

Transvestite son becomes his mum's daughter.

H
4.5
105.6k
62
16
78

Holiday Girl

Holiday girl surprise.

H
4.64
48.3k
61
4
74
0
Active tags
Active tags
transvestite
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