‘tranny’ stories

Active tags
Active tags
tranny 

Category

Geek Girlfriend Ch. 03

They do it on the front porch and make a mess in the kitchen.

4.27
30.1k
28
5
31

Geek Girlfriend Ch. 02

Jack learns more about his new girlfriend and her kinky ways.

4.37
34.4k
32
2
42

Geek Girlfriend Ch. 01

Jack makes a masturbatory mess all over his laptop.

4.14
44.8k
59
5
77

Skype Disaster Pt. 03: Is This a Date?

Georgia meets Tim for dinner before the meeting.

H
4.57
7.6k
4
3
4

Transvixen Tranny Rock Band Ch. 02

Tranny guitarist gives head to secure a venue for the band.

H
4.59
12k
12
4
12

Skype Disaster Pt. 02: Review Meeting

Georgia meets her client for the first time.

H
4.59
10k
4
5
4

Leslie

Seduced by a sexy girl with something extra.

H
4.63
101.4k
151
13
188
0

Skype Disaster Pt. 01

Georgia is accidentally outed to a client.

H
4.57
18.1k
13
4
17

The Trade Show Pt. 02

Georgia's first meeting with Cindy.

H
4.56
23.2k
19
6
21

The Trade Show Pt. 01: Exposed

He visited a trade show with lingerie under his clothes.

4.31
33.8k
36
6
49

AlabamaNan: Bathroom Sex

Transsexual has sex in a gas station bathroom.

4.45
20.6k
11
1
13

Make 'Em Scream Ch. 02

Ms. Melanie teaches the boys a thing or two.

4.43
22.4k
10
2
11

The Bridesmaid Pt. 03

The Finale: post-wedding adventures for the Bridesmaid.

H
4.65
21.3k
14
4
20

Transvixen Tranny Rock Band Ch. 01

Mom of TV gets son and tranny friend to form a rock band.

H
4.63
22.1k
35
1
47

Make 'Em Scream Ch. 01

When you walk into something you weren't expecting.

4.39
31.2k
18
2
23

The Bridesmaid Pt. 01

A TGirl's experience as a Bridesmaid.

4.34
41.1k
28
6
40

Love and Drama Pt. 01

Trans girl Daphne finds love on the other side of the world.

4.27
10.7k
14
6
22

Sissy Fantasy to Nightmare

Blackmailed into living out his fantasy on a stag gone wrong.

H
4.6
123.9k
118
21
178

No Place to Run

Trans problem solver helps couple with a problem.

4.12
13.1k
8
0
8
0

The Roommates

Kevin meets a special younger woman with a roommate.

H
4.66
44.3k
42
11
60
0

For Their Pleasure Pt. 03

Alexis awakens and meets her first new man, Mr. Nail.

H
4.64
24.5k
19
4
23

There's Something about Sarah Ch. 07

Sarah and Drew reconcile and Tina takes revenge for Sarah.

H
4.76
14.6k
21
14
23

There's Something about Sarah Ch. 06

Tina tells her story about how she became a trans porn star.

H
4.57
15k
19
1
23

There's Something about Sarah Ch. 05

Sarah discovers Tina is working as a porn star. Sparks fly.

H
4.62
15.2k
15
4
19

Anything for You

War vet is helped out by transgender trucker.

4.49
23.9k
44
10
53
0

How Rob met Annie

Rob tells how he met Annie, on the day of their wedding.

H
4.73
38.1k
79
5
95
0

There's Something about Sarah Ch. 04

Sarah meets TV vixen Tina and has her first transbian sex.

H
4.67
17.3k
17
6
19

There's Something about Sarah Ch. 03

Sarah goes to the Prom but Sloane has a vicious surprise.

4.49
19k
14
6
16

You're My Bitch Now Ch. 01

Rick from the IT Helpdesk discovers a life-changing secret.

H
4.56
102.9k
134
20
167

There's Something about Sarah Ch. 02

High School TV finds out about sex from her first boyfriend.

H
4.52
27.3k
22
5
26

Dominated by a TS mistress

My first time meeting with a dominant Tgirl.

4.26
97.2k
49
7
68
0

Made to be a Transvestite Pt. 01

He wants me to be his replacement girlfriend for the weekend.

4.05
38.6k
30
8
37
0

Queen of Paradise Ch. 02

Continuing story of the Queen of Paradise.

H
4.72
18.3k
30
2
31

A Prisoner to the Middle Sex

One man in Bangkok, and his ladyboy prisoners.

4.36
59.2k
49
5
64
0

Another Tasty Creampie

Chloe shows her Daddy the thick creampie he gave her.

4.05
74.2k
61
4
76
0

Thoughtful Wife

Darren receives a birthday gift he won't soon forget.

H
4.7
86.6k
76
14
105
0

Tonisshy gets Southern Hospitality

Toni meets a real southern gentleman.

H
4.58
14.1k
20
2
22
0

Virgin Sissy Sex Drive

Sissy virgin's on-the-road, romantic defloration.

4.44
44k
26
4
39
0

Sam's Pink Panties

Henry's friend is a girl now, and he wants to know more...

H
4.63
98k
119
22
153
0

Hot Tub Surprise

A couple's tryst with a shemale.

H
4.5
93.6k
108
7
146
0

Ugly Duckling to Sissy Princess Ch. 02

Tiny and undesirable boy discovers a new life as a sissy.

H
4.65
77.7k
75
9
96

The New Year's Plan

A guy has a plan for a cum filled New Year.

H
4.7
39.5k
72
5
92
0

Bi-Curious Meets Transgender Escort

John fulfills his fantasy of experiencing a Transgender woman.

H
4.7
75.7k
119
22
151
0

Panties Pulled Down by My First Man

Trans woman has first time sex with a man after strapon.

4.25
59.2k
29
8
36
0

Ugly Duckling to Sissy Princess

Tiny and undesirable boy discovers a new life as a sissy.

H
4.52
156.9k
192
21
288

Beyond the Wall

A young man experiences a whole new world.

H
4.79
73k
139
27
165
0

Barrack Room Betty Ch. 15

Trannies down under have a great time fucking Aussie men.

H
4.57
22.7k
9
4
9

Barrack Room Betty Ch. 14

Michele falls in love with a lovely Ladyboy in Thailand.

H
4.68
12.8k
11
0
12

Barrack Room Betty Ch. 13

Tranny Wrens take shore leave in Naples and get very naughty.

H
4.74
11.8k
7
1
7

Barrack Room Betty Ch. 12

Michele renews her sexual relationship with LEUT Winters.

H
4.72
11.4k
7
1
7

Becuming Patricia

This is a semi-fictionalized account.

4.48
21.5k
14
9
17
0

Barrack Room Betty Ch. 11

Michele and her TV whores run a brothel aboard a navy ship.

H
4.52
13.1k
7
2
7

Lap Dance Joke Gone Wrong

Stripper joke leads to straight guy being used as a girl.

H
4.58
183.9k
288
14
393
0

My First Crossdresser

My First Encounter with a Hot, Sexy Crossdresser.

4.17
40.7k
22
10
25
0

Barrack Room Betty Ch. 09

The four tranny Wrens go out on the town for some fun.

H
4.63
12.4k
6
1
6

Barrack Room Betty Ch. 08

Michele seduces a young Lieutenant at the Wrens Xmas Party.

H
4.66
16.2k
7
6
8

Please Fuck My Ass

Many encounters failed but the tranny...

4.07
66.8k
27
12
43
0

Barrack Room Betty Ch. 07

Michele submits to Knocker again, but Spike takes retribution.

H
4.54
13.2k
8
2
10

Barrack Room Betty Ch. 06

Michele submits to Knocker so he won't defile the TV Wrens.

4.45
14.8k
7
2
8

Top Tranny

She trains a new subbie how to deep throat.

H
4.57
86.3k
108
12
151
0

Barrack Room Betty Ch. 05

The sailors and the Tranny Wrens finally have sex.

H
4.67
20.5k
13
1
13

Barrack Room Betty Ch. 04

Tranny Wrens go to the movies with their boyfriends.

4.49
19.6k
9
4
10

The Misadventures of Amelia

Amelia wakes up to find a shocking surprise!

4.47
28.7k
24
5
30

Barrack Room Betty Ch. 03

Tranny Wren tells her boss about how her uncle fucked her.

H
4.6
25.2k
12
3
14

Barrack Room Betty Ch. 02

TV Wrens learn to dress sexy and attract the young sailors.

H
4.51
24.2k
15
3
18

A Surprise Threesome

Her best friend has an extra surprise for him.

4.49
102.4k
74
8
104
0

A First Time for Both

Very sexy woman with a secret.

4.35
34.9k
26
4
28
0

Friends Always

A football player breaks with social convention.

4.35
22.9k
23
24
24
0

Barrack Room Betty Ch. 01

Navy recruits forced to crossdress - A prank with consequences.

3.92
47.5k
33
2
50

Sara Shows Her New Man Self Love

Sara meets an admirer and fulfills his fantasy of watching.

4.46
19.1k
10
4
14
0

My "Uncle" Caught Me in Pantyhose! Pt. 06

Part 6 of the story of a young crossdresser.

H
4.54
40.3k
25
6
34

My Little Rose Ch. 01

A proposition and a guy in a dress.

4.39
12.6k
1
2
3

Maid to Order Ch. 06

Michele and Bill entice Karen Grayson into threesome sex.

H
4.72
20.3k
13
6
16

It Started With A Date

Crossdressing Terry is transformed into Terri.

H
4.6
84.3k
61
16
84
0

Maid to Order Ch. 05

Michele takes revenge on Bill for mutual benefit.

H
4.63
20.3k
12
2
15

Tranny Tales Ch. 08: Driving Miss Daisy

Driving into Miss Daisy -- PreOp Tranny Sub Gets Gang Banged.

4.35
11.3k
6
3
7

Maid to Order Ch. 04

Bill fucks his wife one last time, Michele invites him over.

4.34
26.2k
16
0
19

Maid to Order Ch. 03

Bill tricks Michele and forces her to have sex with him.

4.33
29.5k
17
3
19

Irene's Photoshoot Ch. 02

Cute Tgirl gets more than she asked for.

3.96
21.3k
8
2
9

Mistaken Identity

A salesman at a convention is taken by a tranny by mistake.

H
4.57
89k
140
15
188
0

Maid to Order Ch. 02

Bill tells Michele about his experience with TV Linda.

H
4.5
30.1k
17
1
20

Maid to Order Ch. 01

Michael's wife left him so now he can explore crossdressing.

H
4.5
55.9k
45
6
68

Big Surprise

Big dick bottom tranny surprises him.

4.49
171.1k
167
20
201
0

BJ at Throb Nightclub

I met a guy at my local nightclub and blew him in the toilet.

4.41
31.7k
27
6
33
0

The Transvestite Stalker

Man takes an attractive woman hostage, a surprise ensues.

4.38
25.4k
24
4
27
0

Lost My Cherry To A Tranny

Tranny and Boyfriend Tag Team me.

4.32
69.6k
39
9
48
0

The Missing Link and it's Yummy!

Thought I would like it, And I love it!

3.97
21.7k
6
2
10
0

Shemale Intern

Lawyer Rob falls in love with the transwoman at his firm.

H
4.73
185.6k
512
56
632
0

So You Want to be a Nurse? Ch. 08

Transvestite nurse is forced to suck and fuck.

H
4.67
28.7k
19
4
22

My First Time as Sara... Pt. 03

Sara and Steve make a fateful decision.

H
4.69
36.8k
25
13
31

The Cage Pt. 04

You get deeper into your own mind as you continue as a slave.

4.44
34.3k
20
4
27

My First Time as Sara... Pt. 02

Steve takes me for the first time and I find out who I am.

H
4.65
53.9k
46
11
52

So You Want to be a Nurse? Ch. 07

Michele and Polly entertain the doctor and the inspector.

H
4.66
17.5k
15
1
17
1...56789...11
Active tags
Active tags
tranny
Separate tags with commas. More info in the FAQ