‘transsexual’ stories

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Active tags
transsexual 

Category

Shemale Surprise

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

H
4.68
1.31M
1.7k
240
2.2k
0

Horse-cock Girl

After a field trip, Amy grows a surprise.

4.41
1.21M
1.5k
61
2k

The Happiest of Endings

A massage with a big, hard surprise.

H
4.72
988.3k
1.5k
112
1.8k
0

My Shemale Stepmother

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

4.46
755.4k
498
43
622
0

My Girlfriend's Mother Has a Secret

He's caught spying on his girlfriends mother.

H
4.5
739.4k
848
0
1k
0

My Big Sister

His older sister has a few surprises.

4.47
738.9k
1.2k
46
1.6k

My Initiation

One man's introduction to a new life.

HW
4.74
725.6k
203
132
254
0

Momma's Cock Ch. 01

His conservative mother surprises him.

3.89
692.3k
256
15
364

My New Trainer

Workouts will never be quite the same.

H
4.66
653.1k
1.3k
197
1.8k
0

The Babysitter's Secret

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

H
4.67
642.2k
553
49
671

The Babysitter's Secret Ch. 02

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

HW
4.73
635.8k
290
75
333

My Girlfriend's Cock

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

4.39
506.8k
129
36
178
0

Adele Undone

Adele meets a strange woman at a bar.

H
4.52
473.3k
87
41
112
0

Transformed

A man is magically transformed to a beautiful woman.

H
4.57
465.4k
332
33
453
0

High School Friend Has A Secret

A chance night with girlfriend's best friend.

H
4.62
434.8k
384
0
453

Me and Cera: A Big Surprise

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

H
4.55
429.8k
84
32
106
0

Black Girls Have Big Dicks

A first time with a black shemale goddess.

H
4.55
421.1k
320
33
401
0

Big Tranny, Little Bed

Sharing a bed brings two friends together.

H
4.69
372.7k
775
53
954
0

Secrets and Surrender

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

HW
4.87
369k
1.1k
243
1.5k
0

Shemale Sisters Ch. 01: Creating a Slut

Jasmine is lured into having sex with 3 shemales.

H
4.52
354.2k
119
26
174
0

My Wife, Transformed

A couple gets an opportunity for some role reversal.

H
4.5
340.1k
327
24
469

Renee's Training

Nathan is unwillingly trained to become a sissy slave.

0
336.7k
177
72
249
0

Wedding Belle

Feminine man is swept off his feet by aggressive woman.

H
4.51
318.1k
282
42
425
0

Mom's Secret Ch. 04

Mother and son cross the final barrier.

H
4.65
312.6k
165
32
190

Momma's Cock Ch. 02

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

4.12
298.5k
80
4
107

Momma's Cock Ch. 08

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

4.16
294k
106
63
131

Horse-cock Girl Ch. 03

Amy and Lucy make a new friend.

H
4.58
292.6k
344
17
405

The School Tramp

From Nerd to Bad Bad Girl

4.49
289.3k
333
22
434
0

Tranny Encounters - Spit-roasted

David gets spit-roasted by two transsexual escorts.

H
4.5
276.4k
117
23
141
0

Dad

Dad and I get closer.

4.23
274.7k
92
9
121
0

Locked Out of Apartment

The sexy neighbor girls have a surprise.

HW
4.77
273.7k
810
116
1.1k
0

Man Is Humiliated By Escort

Humiliated by escort, her clients and wife.

4
273.7k
71
12
92
0

Momma's Cock Ch. 03

A guy finds out how devious his mother truly is.

4.15
272.2k
72
9
95

A Slut is Born

Roommate Sarah is more than meets the eye.

4.36
269.5k
74
0
93
0

Trouble with the T-Girl at School

An unlikely relationship grows after she sits on his face.

H
4.69
264.5k
568
74
706
0

The Neighbour Who Had It All

Alan gets to know his hot neighbour with a surprise.

H
4.6
251.6k
289
21
348
0

Who's The Sissy Now?

Shemale gets revenge on high school bully,

4.49
251.3k
211
15
276
0

Salacious Sarah

He/she seduces husband, then wife.

4.49
250.7k
62
12
86
0

Tina's Secret

A shy blonde girl offers secret delights.

H
4.62
246.7k
88
23
120
0

The Tranny Trucker

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

H
4.65
241.6k
387
26
465
0

Scent of a Woman

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

HW
4.65
241.4k
232
38
279
0

Popping Lisa's Cherry

Lisa goes all the way as a lady.

H
4.58
237.8k
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
235.4k
46
15
62

Out of My Body and into Hers

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

4.33
230.3k
147
9
199

She Had a Cock

Hot chick gives him quite a surprise.

4.24
228.8k
39
13
47
0

My Babysitter

A fantasy comes true in a unexpected way.

4.4
222.3k
134
19
169

Daddy's Girl

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

3.7
221.6k
63
2
94
0

The Family Affair

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

4.25
220k
91
13
137
0

Stiff Sentencing For A Young Man

Sentenced to a night with an imprisoned giantess.

H
4.56
216.9k
195
13
247

Making of a Porn Queen Ch. 01

Steven takes a job with a wealthy woman.

H
4.71
215.3k
227
12
274

Visiting My Father

A recently married daughter starts to have taboo thoughts.

H
4.62
213k
224
23
307

Randi Michelle's Sissy Subjugation

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

4
210.1k
24
8
37
0

A Surprising Landlady Ch. 02

The morning after with my new landlady.

H
4.74
209.6k
355
34
413

Shemale Sister Molly

Brother discovers his desire for his Transgender sister.

4.38
209.5k
214
13
288

Transitional Delight

His son becomes his daughter, then more...

0
209.5k
176
2
241
0

Bambii's New World

Feminized sissy becomes big-time slut.

4.38
209.3k
67
11
86

A New Beginning

Wife joins in for my first time.

H
4.55
206.1k
83
19
110

The Sweetest Taboo

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

4.21
204.6k
61
0
77
0

Wonder Woman - New Reign Ch. 01

Wonder Woman tries out her new powers on Power Girl.

4.46
204.5k
179
35
220
0

Of Cocks & Clits Ch. 01

Lauren's cum-drenched medical examination

H
4.55
198.5k
69
13
97

Working for a Living

Construction worker finds two surprises.

H
4.52
191.2k
64
11
75

Steam Room Surprise

Mysterious woman catches Steven enjoying himself.

H
4.52
191k
112
17
132

Girl's Night Out

Young tranny & female friend have wild night out.

H
4.53
190.6k
53
4
66
0

New 'Girl' in the Office Ch. 01

Feminine guy becomes the boss's new PA.

4.23
190.6k
39
6
49

T-Girl Van Sex

Man unexpectedly meets a very sexy shemale.

H
4.5
190.3k
55
12
66
0

My New GF has a Dick

And I love every last inch of it.

H
4.69
190k
565
40
779
0

How I Met My Husband

Describing his journey from college guy to blushing bride.

H
4.59
188.4k
119
11
145

Sexy Michelle

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

H
4.62
187.2k
118
1
139
0

Crossdressing For My Boyfriend

Chris dresses in lingerie for his boyfriend.

4.47
186.9k
50
18
61
0

A Whole New 'Woman'

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

4.4
185.3k
67
9
83
0

Finding Himself in Her Ch. 03

Jaime visits the doctor and is further feminized by Kara.

H
4.72
184.9k
61
7
75

My Wife, Transformed Ch. 02

A couple continue to explore their new roles.

H
4.58
184.6k
139
19
179

She Has a What?! Ch. 04

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

H
4.75
182.5k
296
88
319

She's In Charge Ch. 01

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

H
4.54
182.4k
244
16
346

Magic Panties Ch. 01

A man awakes to find a surprise at his door.

4.37
182.4k
131
20
159

The Senator's Daughter

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

4.48
179.6k
92
4
128
0

Becoming a Woman

One man's life as a she.

4.01
176.9k
21
0
34
0

A Surprise Stripper for My Birthday

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

4.01
176.1k
51
3
67
0

Once Upon a Tranny

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

H
4.56
173k
66
16
74
0

Meeting Jenna

She looked so good in those little shorts...

H
4.74
171.6k
253
63
316
0

Marla Makes My Wife Ch. 01

Husband introduces prudish wife to special friend.

4.28
171.5k
36
11
46
0

Fucking Insatiable

A man who loves getting gangbanged by fantasy futanari.

H
4.63
171.3k
165
5
225
0

Bangkok Bar Girl

Businesman gets a surprise in a Thai bar.

4.29
170.8k
34
2
46
0

Big Surprise

Big dick bottom tranny surprises him.

4.49
170.6k
167
20
201
0

Give the Student What He Wants

Charismatic student shows how to get straight A's.

4.07
170k
17
2
22

Horse-cock Girl Ch. 07

Amy proposes followed by sex in the botanical gardens.

H
4.63
168k
262
27
301

The Girl with Something Extra

Married man gets rubbed just the right way.

H
4.6
166.6k
195
15
238
0

1st Transsexual Affair

Paul is erotically surprised.

H
4.57
163.2k
124
17
133
0

The Creation of Amy

The making of a sexy t-girlfriend.

4.27
160.9k
34
4
55

Amethyst: The Girl with a Penis

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

H
4.65
159.9k
175
28
211
0

Anal Sex with Stranger on a Train 03

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

4.18
157.7k
79
13
87

The Roommates Ch. 01

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

H
4.57
157.6k
219
23
293

Rebecca's Secret Ch. 03

Rebecca enjoys her first three-way with her friends.

H
4.69
157.4k
61
15
68

How I Met Alyssa

A young guy finally meets his shemale girlfriend.

H
4.64
157.4k
190
19
252
0
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Active tags
transsexual
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