‘transsexual’ stories

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transsexual 

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Step Mum's Tranny Treat

A loving step mum hires a hooker with extras for her son.

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4.53
70k
151
10
226

Bob, Sue and Anita's Romance Pt. 02

Bob never planned to have a holiday romance.

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4.74
8.8k
12
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15

Cold Sweet Revenge Ch. 04

Arabella takes revenge on another bully.

H
4.55
7.9k
9
1
12

Rachael Pt. 03 Ch. 06: New Beginning

Rachael starts her new job with new boss.

4.75
2.4k
0
1
0

Exploring My Life as a Woman

Exploring my new life and first time with a man.

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4.6
35k
22
0
43

Unconventional Convention Ch. 01

Artist and boyfriend run into her own creations.

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4.6
14.8k
30
2
44

The Tales of Crissy the Sissy Ch. 03

Chris returns to the bar to see Martina.

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4.59
8.3k
11
5
19

Breaking Joan

Joan pushes her limits to earn Master's approval.

4.19
8.8k
7
1
12
0

My Trans Girlfriend and My Sister

How my newfound relationship started.

4.46
39.2k
74
6
108
0

Cold Sweet Revenge Ch. 03

Arabella helps out her BFF and then...

4.47
7.7k
5
0
8

In A Star's Footsteps

Keyshia follows her role model Domino.

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4.5
4.6k
4
1
5
0

A Geek's First Time

Harry is homeless for the night but then he meets Jill.

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4.57
38.3k
83
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118

Handyman Pt. 02

Getting used to working with Tony.

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4.53
13.9k
23
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Handyman

I needed help fixing up my basement to rent out.

4.11
25.2k
20
3
29

USB - Unwanted Sexual Behavior Ch. 01

Man wakes up in woman's body and makes most of it.

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4.72
29.4k
56
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79

A Beautiful Black Shemale Story

A gorgeous African American transsexual dominates.

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18.5k
11
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17
0

Cheap Trip

Inexperienced traveler gets a surprise on his first night.

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4.6
27.1k
46
9
54
0

Sara in Autumn Pt. 03

Sara and Autumn and Laura, Oh my.

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4.67
5.2k
4
1
7

Aunt Jo

Boy has a shameful introduction that his Aunt Jo is TS.

4.11
24.4k
18
3
31
0

Chelsea

My thick-hipped girlfriend receives a growing cock.

4.42
84.6k
163
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243

Big U Pride Ch. 03: The Squad Forms

Brit takes the first steps to become a sissy.

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4.78
25.1k
34
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41

Dancer Turns me out Pt. 02

Used again by Gary at the strip club.

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4.56
15.1k
23
2
28

Different Strokes Ch. 02

Cop and t-girl continue their relationship.

4.48
6.9k
7
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Black Sheep Boy Ch. 06

The final Chapter. Alex and Erika come to terms.

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4.73
10.1k
24
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29

The Parking Lot Ch. 01

A local girl in a local bar turns out to be different.

4.25
20.1k
12
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Different Strokes

New cop and HR lady make quite the odd couple.

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4.54
14.1k
22
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29

Lindsey and Louise Pt. 01

The lovebirds went to heaven.

4.41
6.8k
11
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A Big Surprise!

A weekend get away to share kinky truths and a big surprise.

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4.67
72.5k
96
8
189
0

Christine

I meet a new man in my new building.

4.27
14.5k
11
3
13
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Gym Surprise

He gets a surprise at the gym.

4.38
42.7k
48
2
72
0

The Life of a Handmaid Pt. 01

The life of Gaura, handmaid on Planet Onsex.

3.82
7.3k
4
2
6
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Deckhand Adventures 01

New job on a boat leads to some teasing satisfaction.

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4.52
10.2k
8
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10

It's Complicated

Carla and Mike, or is it Micki, well, It's complicated.

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4.84
31.3k
59
27
90
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Jaimie's Birthday Party

James / Jaimie celebrates coming out with an orgy.

4.45
13.1k
17
1
22
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Hotel Surprise Temptation

Sexy Filipino tgirl with big giggly tits and fat juicy butt.

4.11
13.8k
10
0
15
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Surprises for a Stranger

Transmale masturbates on camera for an unknowing stranger.

4.08
10.9k
6
4
8
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Craigslist Adventures 05

The story of past year continues part 2.

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4.8
5.8k
3
2
3

Brittany's Apartment

Skipping class to hook up with an ebony trans babe.

4.34
22.6k
24
3
33
0

A New Boss

A young person gets a new job.

4.09
26.6k
6
1
12
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Ariel

Losing my virginity to a sexy TS call girl.

H
4.73
36.4k
98
6
137
0

My New Stepsister is a Goddess

My new stepsister is so beautiful but so bossy.

4.13
27.9k
53
8
85
0

CD Asst. Secy. Ch. 06.1: Prez.'s Prop.

A mistake and I became a slave and slut asst, nurse.

4.6
5.7k
4
0
5

Be Careful what You Ask For

His fantasy becomes reality and her dreams fulfilled.

4.42
22.7k
9
5
18
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Feminized by Your Wife

A deal turns into more than you bargained for.

4.27
76.8k
72
26
115
0

The Robertson's Sissy Ch. 17

Lela returns as Michele and Jenny struggle.

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4.76
8.2k
9
0
13

From Family Man to Bottom Bitch Ch. 02

Heterosexual man continues his quest for transgender cock.

4.29
14.7k
12
2
16

COVID-19 - Campus Closed

COVID-19 causes hook up between trap & cousin's boyfriend.

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25.3k
23
2
47
0

Save Some Punch for Me Pt. 02

An encounter at a party leads to a reunion in an SF hotel.

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4.55
19.8k
58
2
76

From the Butler to the Maid

A cheap butler robot is changed into a transgender sex robot.

4.17
8.5k
7
3
16
0

Amelia Jones Ch. 01

Wife is brought into husband's transsexual fantasy

4.47
25.9k
18
7
38
0

The Robertson's Sissy Ch. 15

Matt figures out what to do without Lela.

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4.74
9.4k
7
0
12

Captain Cosmic Pt. 01

Is it wrong to want to have sex with the woman who raised me.

4.25
17.2k
33
9
54
0

Fucked by Hope

Guy gets fucked and playfully dominated by his t-girlfriend.

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4.73
96.4k
288
41
415
0

Danni Ch. 03

Princess Kelly's hold is tighter Danni is looser.

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4.82
7.4k
7
0
11

Listen to Your Gut Ch. 02

Lyndsey listens to her gut and the end of her story.

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4.65
6.9k
14
5
16

Kevin

After four years, Kevin gives me peace.

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4.79
15.1k
30
7
42
0

CD Internship Ch. 06 - Meetings & More

Storm of corporate meetings leads to many changes.

3.67
3.4k
000

Fantasy to Reality

Everything I desired finally comes true.

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4.66
16.2k
13
3
17

Thief Fantasy

Caught at the thief store fantasy.

4.44
6.7k
5
4
7
0

Latex Futa Nuns From Hell Ch. 04

The Fall of St. Michael's

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4.69
16.6k
15
2
26

Changes and a Chance

Giving up and starting over.

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4.59
12.4k
14
7
20
0

The Virus Lock Down

Public health nurse goes on lock down.

3.9
19.3k
9
1
17
0

Jeff Explores His Fantasies

A simple game turns into something bigger.

4.31
18.7k
16
2
25

First Car

Husband & wife disagree on type of car toy buy their son.

4
26.5k
15
2
22
0

Girdled Ch. 11

Sara meets a dominant lady named Susan.

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4.61
9.9k
12
1
18

The Awakening of a Sissy Pt. 09

Mistress helps Jolie grow as a sissy.

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4.65
14.7k
11
5
19

TauAlphaFour

Trans Man, Gay Sex in Space, Futuristic Decline of Humanity.

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4.73
6k
6
4
13
0

All In Pt. 01

College student loses his ass to trans girl in a poker game.

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4.66
84.8k
192
39
313
0

Touching It was Not an Option

He started trying to be a guy but his destiny was different.

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4.5
8.4k
6
0
8
0

The unexpected housekeeper Ch. 02

The adventures with the new housemaid get more heated.

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4.85
34.1k
64
28
75

Julia, Ben and Lisa Ch. 13

A letter and a talk with Mr. Sanders.

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4.71
6.4k
11
2
15

Lost in a Female's Pleasure Pt. 10

Lain finally takes Lily's virginity.

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4.69
15.6k
36
17
42

Purple Shade Pt. 01

Riley discovers an alien and gets probed by her big rod.

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4.64
28.5k
59
8
89
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Julia, Ben and Lisa Ch. 10

My short-shorts and some new girl poses.

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4.63
7.5k
10
2
15

Going Home

Returning home to see best friend after sex change.

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4.6
31.4k
55
6
75
0

The Flaming Girls Ch. 03

Charlie goes back to working the streets despite the Slasher.

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4.69
5.3k
2
5
3

Julia, Ben and Lisa Ch. 08

Alone at Julia's, then a sexy reunion.

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4.79
8k
12
3
18

Julia, Ben and Lisa Ch. 07

Mona, part deux, dildos, Donnie, Dolores (& Julia too).

H
4.69
9.8k
13
2
19

Shemale Devil in Disguise Pt. 03

Joel and I hear some shocking stories about Rebecca.

3.91
9.4k
5
5
5

Julia, Ben and Lisa Ch. 06

Building a fence with Dad, Bobby and Angela.

H
4.61
8.2k
8
1
13
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Active tags
transsexual
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