‘transsexual’ stories

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Active tags
transsexual 

Category

Unconventional Convention Ch. 01

Artist and boyfriend run into her own creations.

H
4.6
14.7k
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
8.2k
11
5
19

Breaking Joan

Joan pushes her limits to earn Master's approval.

4.17
8.7k
7
1
12
0

My Trans Girlfriend and My Sister

How my newfound relationship started.

4.48
38.4k
74
5
108
0

Cold Sweet Revenge Ch. 03

Arabella helps out her BFF and then...

4.47
7.6k
5
0
7

In A Star's Footsteps

Keyshia follows her role model Domino.

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4.5
4.6k
4
1
5
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A Geek's First Time

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

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4.57
38.1k
82
6
116

Handyman Pt. 02

Getting used to working with Tony.

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4.53
13.8k
23
5
24

Handyman

I needed help fixing up my basement to rent out.

4.11
25.1k
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
29.2k
56
8
79

A Beautiful Black Shemale Story

A gorgeous African American transsexual dominates.

0
18.1k
11
0
17
0

Cheap Trip

Inexperienced traveler gets a surprise on his first night.

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4.6
26.9k
46
9
54
0

Sara in Autumn Pt. 03

Sara and Autumn and Laura, Oh my.

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4.67
5.1k
4
1
7

Aunt Jo

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

4.12
24.1k
18
3
31
0

Chelsea

My thick-hipped girlfriend receives a growing cock.

4.41
83.6k
158
17
238

Big U Pride Ch. 03: The Squad Forms

Brit takes the first steps to become a sissy.

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4.78
24.9k
34
20
41

Dancer Turns me out Pt. 02

Used again by Gary at the strip club.

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4.56
15k
23
2
28

Different Strokes Ch. 02

Cop and t-girl continue their relationship.

4.47
6.8k
7
3
8

Black Sheep Boy Ch. 06

The final Chapter. Alex and Erika come to terms.

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4.73
10k
24
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27

The Parking Lot Ch. 01

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

4.25
20k
12
3
18

Different Strokes

New cop and HR lady make quite the odd couple.

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4.54
14k
22
6
29

Lindsey and Louise Pt. 01

The lovebirds went to heaven.

4.38
6.7k
10
1
14

A Big Surprise!

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

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4.67
71.8k
93
8
181
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Christine

I meet a new man in my new building.

4.26
14.4k
11
3
13
0

Gym Surprise

He gets a surprise at the gym.

4.38
42.3k
48
2
71
0

The Life of a Handmaid Pt. 01

The life of Gaura, handmaid on Planet Onsex.

3.82
7.2k
4
2
5
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Deckhand Adventures 01

New job on a boat leads to some teasing satisfaction.

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4.52
10.1k
8
5
10

It's Complicated

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

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4.84
31.1k
58
27
87
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Jaimie's Birthday Party

James / Jaimie celebrates coming out with an orgy.

4.45
12.9k
17
1
22
0

Hotel Surprise Temptation

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

4.09
13.7k
10
0
15
0

Surprises for a Stranger

Transmale masturbates on camera for an unknowing stranger.

4.08
10.8k
5
4
7
0

Craigslist Adventures 05

The story of past year continues part 2.

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4.8
5.7k
3
2
3

Brittany's Apartment

Skipping class to hook up with an ebony trans babe.

4.33
22.4k
24
3
33
0

A New Boss

A young person gets a new job.

4.09
26.5k
6
1
11
0

Ariel

Losing my virginity to a sexy TS call girl.

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4.72
36k
94
6
132
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My New Stepsister is a Goddess

My new stepsister is so beautiful but so bossy.

4.14
27.7k
53
8
86
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.

4.41
22.4k
9
5
18
0

Feminized by Your Wife

A deal turns into more than you bargained for.

4.27
75.7k
72
26
113
0

The Robertson's Sissy Ch. 17

Lela returns as Michele and Jenny struggle.

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4.77
8.2k
8
0
12

From Family Man to Bottom Bitch Ch. 02

Heterosexual man continues his quest for transgender cock.

4.28
14.6k
12
2
15

COVID-19 - Campus Closed

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

4
25.1k
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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4.54
19.5k
57
2
73

From the Butler to the Maid

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

4.15
8.4k
7
3
16
0

Amelia Jones Ch. 01

Wife is brought into husband's transsexual fantasy

4.48
25.7k
18
7
38
0

The Robertson's Sissy Ch. 15

Matt figures out what to do without Lela.

H
4.73
9.3k
6
0
11

Captain Cosmic Pt. 01

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

4.24
17.1k
32
9
52
0

Fucked by Hope

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

H
4.73
95.1k
281
40
405
0

Danni Ch. 03

Princess Kelly's hold is tighter Danni is looser.

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4.81
7.3k
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
15
5
17

Kevin

After four years, Kevin gives me peace.

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4.79
15k
29
6
41
0

CD Internship Ch. 06 - Meetings & More

Storm of corporate meetings leads to many changes.

3.67
3.3k
000

Fantasy to Reality

Everything I desired finally comes true.

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4.66
16k
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
16.3k
15
2
25

Changes and a Chance

Giving up and starting over.

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4.58
12.4k
14
7
20
0

The Virus Lock Down

Public health nurse goes on lock down.

3.9
19.2k
9
1
17
0

Jeff Explores His Fantasies

A simple game turns into something bigger.

4.31
18.6k
16
2
25

First Car

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

3.98
26.3k
14
2
21
0

Girdled Ch. 11

Sara meets a dominant lady named Susan.

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4.61
9.8k
12
1
17

The Awakening of a Sissy Pt. 09

Mistress helps Jolie grow as a sissy.

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4.65
14.5k
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
84k
189
39
304
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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
33.9k
63
27
74

Julia, Ben and Lisa Ch. 13

A letter and a talk with Mr. Sanders.

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4.71
6.3k
11
2
15

Lost in a Female's Pleasure Pt. 10

Lain finally takes Lily's virginity.

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4.69
15.5k
35
17
41

Purple Shade Pt. 01

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

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4.64
28.3k
59
8
88
0

Julia, Ben and Lisa Ch. 10

My short-shorts and some new girl poses.

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4.63
7.4k
10
2
15

Going Home

Returning home to see best friend after sex change.

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4.6
31.2k
54
6
73
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
7.9k
12
3
18

Julia, Ben and Lisa Ch. 07

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

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4.69
9.8k
13
2
19

Shemale Devil in Disguise Pt. 03

Joel and I hear some shocking stories about Rebecca.

3.91
9.3k
5
5
5

Julia, Ben and Lisa Ch. 06

Building a fence with Dad, Bobby and Angela.

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4.61
8.2k
8
1
13

Julia, Ben and Lisa Ch. 05

Crying, new tits, Lisa girls-out, meeting Charlie.

H
4.69
11.6k
13
2
18

Shemale Devil in Disguise Pt. 02

A shemale with no morals, and no shame.

4.14
11.6k
10
2
10

New Cock!

A trans man jacks off with his favorite stroker... and more.

3.9
7k
1
0
4
0

Kyle - Martini Date

A double date with friends from work.

4.46
12.6k
9
1
16
0

Threesome with Birthday Girl

Ben and Amy are back, this time a girlfriend joining in.

H
4.64
31.3k
40
2
60
0
Active tags
Active tags
transsexual
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