‘transsexual’ stories

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Active tags
transsexual 

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Shemale Surprise

A married man is seduced and taken by a friend of his wife's.

H
4.68
1.32M
1.7k
240
2.2k
0

Horse-cock Girl

After a field trip, Amy grows a surprise.

4.41
1.22M
1.5k
61
2k

The Happiest of Endings

A massage with a big, hard surprise.

H
4.72
991.1k
1.5k
113
1.8k
0

My Shemale Stepmother

There's more to his stepmother than meets the eye.

4.46
756.5k
501
43
626
0

My Big Sister

His older sister has a few surprises.

4.47
742.5k
1.2k
46
1.6k

My Girlfriend's Mother Has a Secret

He's caught spying on his girlfriends mother.

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4.5
741.1k
847
0
1k
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My Initiation

One man's introduction to a new life.

HW
4.74
726.1k
204
133
255
0

Momma's Cock Ch. 01

His conservative mother surprises him.

3.89
693k
257
15
367

My New Trainer

Workouts will never be quite the same.

H
4.66
656.8k
1.3k
198
1.8k
0

The Babysitter's Secret

The pretty 18-year-old sitter has a special surprise.

H
4.67
643k
556
49
675

The Babysitter's Secret Ch. 02

Wife discovers the joys of his 18-year-old shemale lover.

HW
4.73
636.5k
292
75
336

My Girlfriend's Cock

He's dating a she-male with a big cock.

4.39
507.2k
129
36
179
0

Adele Undone

Adele meets a strange woman at a bar.

H
4.51
474.3k
88
41
113
0

Transformed

A man is magically transformed to a beautiful woman.

H
4.57
466.3k
332
33
454
0

High School Friend Has A Secret

A chance night with girlfriend's best friend.

H
4.62
435.1k
385
0
455

Me and Cera: A Big Surprise

Allison & Cera become friends. But Cera has a secret.

H
4.54
430.8k
84
32
106
0

Black Girls Have Big Dicks

A first time with a black shemale goddess.

H
4.55
421.7k
321
33
404
0

Big Tranny, Little Bed

Sharing a bed brings two friends together.

H
4.69
373.6k
776
53
956
0

Secrets and Surrender

High school can be lonely, but shared secrets can help.

HW
4.87
371k
1.1k
243
1.5k
0

Shemale Sisters Ch. 01: Creating a Slut

Jasmine is lured into having sex with 3 shemales.

H
4.51
355k
119
26
175
0

My Wife, Transformed

A couple gets an opportunity for some role reversal.

H
4.5
341.2k
331
24
477

Renee's Training

Nathan is unwillingly trained to become a sissy slave.

0
337.2k
177
72
250
0

Wedding Belle

Feminine man is swept off his feet by aggressive woman.

H
4.5
318.8k
283
42
429
0

Mom's Secret Ch. 04

Mother and son cross the final barrier.

H
4.65
312.8k
166
32
193

Momma's Cock Ch. 02

A guy's mother has his friend over for dinner.

4.12
298.7k
80
4
108

Momma's Cock Ch. 08

18 year old Wesley finally begins to please his busty mother.

4.16
294.3k
105
63
130

Horse-cock Girl Ch. 03

Amy and Lucy make a new friend.

H
4.58
293.1k
346
17
408

The School Tramp

From Nerd to Bad Bad Girl

4.49
289.9k
334
22
435
0

Tranny Encounters - Spit-roasted

David gets spit-roasted by two transsexual escorts.

H
4.5
277.2k
117
23
140
0

Locked Out of Apartment

The sexy neighbor girls have a surprise.

HW
4.77
276.7k
817
117
1.1k
0

Dad

Dad and I get closer.

4.23
275.2k
92
9
121
0

Man Is Humiliated By Escort

Humiliated by escort, her clients and wife.

4
274.1k
71
12
94
0

Momma's Cock Ch. 03

A guy finds out how devious his mother truly is.

4.15
272.4k
72
9
95

A Slut is Born

Roommate Sarah is more than meets the eye.

4.36
269.6k
74
0
93
0

Trouble with the T-Girl at School

An unlikely relationship grows after she sits on his face.

H
4.69
265.2k
568
74
710
0

The Neighbour Who Had It All

Alan gets to know his hot neighbour with a surprise.

H
4.6
251.9k
289
21
349
0

Who's The Sissy Now?

Shemale gets revenge on high school bully,

4.49
251.6k
210
15
276
0

Salacious Sarah

He/she seduces husband, then wife.

H
4.5
250.8k
62
12
86
0

Tina's Secret

A shy blonde girl offers secret delights.

H
4.62
246.8k
88
23
120
0

The Tranny Trucker

A man gets picked up by a lady trucker with something extra.

H
4.65
242.1k
390
26
471
0

Scent of a Woman

A young man is captivated by a woman and her perfume.

HW
4.65
241.8k
233
38
281
0

Popping Lisa's Cherry

Lisa goes all the way as a lady.

H
4.58
237.9k
32
14
35
0

A Close Encounter of the...

Two guys hook up with transsexual.

4.49
236.5k
39
5
52
0

Sexual Harassment Ch. 02

Alex's girlfriend continues his humiliation.

4.46
235.5k
47
15
63

Out of My Body and into Hers

After a car crash, a guy wakes up not so much a guy.

4.33
230.7k
147
9
200

She Had a Cock

Hot chick gives him quite a surprise.

4.24
229k
39
13
47
0

My Babysitter

A fantasy comes true in a unexpected way.

4.4
222.6k
134
19
169

Daddy's Girl

Disowned by daddy then used as his fuck toy..x

3.7
221.8k
63
2
94
0

The Family Affair

An 18-year old man takes control over his Mom and Dad.

4.25
220.2k
91
13
139
0

Stiff Sentencing For A Young Man

Sentenced to a night with an imprisoned giantess.

H
4.56
217.2k
194
13
246

Making of a Porn Queen Ch. 01

Steven takes a job with a wealthy woman.

H
4.71
215.5k
229
12
278

Visiting My Father

A recently married daughter starts to have taboo thoughts.

H
4.62
213.5k
225
23
308

Randi Michelle's Sissy Subjugation

One sissy's fantasy of how she will be transformed.

4
210.3k
24
8
37
0

A Surprising Landlady Ch. 02

The morning after with my new landlady.

H
4.74
210.1k
357
34
415

Shemale Sister Molly

Brother discovers his desire for his Transgender sister.

4.38
210k
214
13
291

Transitional Delight

His son becomes his daughter, then more...

0
209.8k
176
2
242
0

Bambii's New World

Feminized sissy becomes big-time slut.

4.38
209.4k
67
11
86

A New Beginning

Wife joins in for my first time.

H
4.55
206.2k
83
19
110

The Sweetest Taboo

Could you resist temptation if it showed up at your door?

4.19
204.8k
61
0
77
0

Wonder Woman - New Reign Ch. 01

Wonder Woman tries out her new powers on Power Girl.

4.46
204.7k
179
35
221
0

Of Cocks & Clits Ch. 01

Lauren's cum-drenched medical examination

H
4.55
198.6k
69
13
98

My New GF has a Dick

And I love every last inch of it.

H
4.69
191.5k
569
40
784
0

Working for a Living

Construction worker finds two surprises.

H
4.53
191.3k
65
11
78

Steam Room Surprise

Mysterious woman catches Steven enjoying himself.

H
4.52
191.1k
111
17
131

Girl's Night Out

Young tranny & female friend have wild night out.

H
4.52
190.8k
53
4
66
0

New 'Girl' in the Office Ch. 01

Feminine guy becomes the boss's new PA.

4.23
190.7k
39
6
49

T-Girl Van Sex

Man unexpectedly meets a very sexy shemale.

H
4.5
190.4k
55
12
66
0

How I Met My Husband

Describing his journey from college guy to blushing bride.

H
4.59
188.5k
120
11
146

Sexy Michelle

Sexy girl rocks his world, but she wasn't really a she.

H
4.62
187.3k
118
1
139
0

Crossdressing For My Boyfriend

Chris dresses in lingerie for his boyfriend.

4.47
187.1k
50
18
61
0

A Whole New 'Woman'

A man is forced to crossdress and gets so much more.

4.41
185.4k
66
9
82
0

My Wife, Transformed Ch. 02

A couple continue to explore their new roles.

H
4.58
185.1k
140
19
181

Finding Himself in Her Ch. 03

Jaime visits the doctor and is further feminized by Kara.

H
4.72
185k
62
7
76

She's In Charge Ch. 01

Jack gets a new roommate, but is she too much to handle?

H
4.55
182.8k
244
16
347

She Has a What?! Ch. 04

He learns about himself, they make up, and virginity is lost.

H
4.75
182.7k
296
88
320

Magic Panties Ch. 01

A man awakes to find a surprise at his door.

4.37
182.6k
131
20
160

The Senator's Daughter

Senator's anal virginity is taken by his "daughter".

4.47
179.8k
92
4
129
0

Becoming a Woman

One man's life as a she.

4.01
177.1k
21
0
34
0

A Surprise Stripper for My Birthday

Wife gets him a t-girl stripper for his birthday.

4.01
176.2k
51
3
67
0

Once Upon a Tranny

A car wreck leads to love and lust with a tranny.

H
4.56
173.1k
66
16
74
0

Meeting Jenna

She looked so good in those little shorts...

H
4.74
171.8k
252
63
316
0

Marla Makes My Wife Ch. 01

Husband introduces prudish wife to special friend.

4.28
171.7k
36
11
46
0

Fucking Insatiable

A man who loves getting gangbanged by fantasy futanari.

H
4.62
171.5k
166
5
226
0

Big Surprise

Big dick bottom tranny surprises him.

4.49
171.2k
167
20
202
0

Bangkok Bar Girl

Businesman gets a surprise in a Thai bar.

4.29
171k
35
2
47
0

Give the Student What He Wants

Charismatic student shows how to get straight A's.

4.07
170.1k
17
2
22

Horse-cock Girl Ch. 07

Amy proposes followed by sex in the botanical gardens.

H
4.63
168.3k
264
28
303

The Girl with Something Extra

Married man gets rubbed just the right way.

H
4.6
166.9k
198
15
243
0

1st Transsexual Affair

Paul is erotically surprised.

H
4.57
163.3k
124
17
134
0

The Creation of Amy

The making of a sexy t-girlfriend.

4.27
161k
34
4
55

Amethyst: The Girl with a Penis

A lucky accident gives a girl the penis of her dreams.

H
4.65
160.1k
176
28
213
0

Anal Sex with Stranger on a Train 03

A man has anal sex on a train with a stranger.

4.18
157.9k
79
13
87

The Roommates Ch. 01

Brad moves in with a couple of girls who hide secrets.

H
4.57
157.8k
219
23
296

How I Met Alyssa

A young guy finally meets his shemale girlfriend.

H
4.64
157.6k
190
19
253
0

Rebecca's Secret Ch. 03

Rebecca enjoys her first three-way with her friends.

H
4.69
157.5k
62
15
69
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Active tags
transsexual
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