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2 months ago
5:42

YourLust

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10 months ago
2:25

PornHub

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1 year ago
0:40

TrannyOne

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49 days ago
23:45

ShemaleSin

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4 months ago
12:20

ShemaleSin

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8 years ago
6:00

aShemaleTube

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7 years ago
40:23

aShemaleTube

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4 years ago
43:19

KeekAss

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Mike's Story
2 years ago
18:48

TrannyOne

Mike's Story

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1 year ago
16:39

ShemaleZ

Mommys Feminization Of Sissy Monika

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2 years ago
14:46

ShemaleSin

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SISSY HUSBANDS 1 - DOLLIFICATION - Teaser
7 months ago
0:31

PornHub

SISSY HUSBANDS 1 - DOLLIFICATION - Teaser

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Silly Feminization
3 years ago
26:00

KeekAss

Silly Feminization

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5 months ago
2:15

ShemaleSin

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4 years ago
16:07

KeekAss

Sissy Succulent - The Program (Part One)

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2 years ago
25:42

TrannyOne

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2 years ago
9:25

TrannyOne

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2 years ago
17:05

TrannyOne

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2 years ago
9:09

aShemaleTube

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The Sissy Pantyhose Story (Pictures)
1 year ago
3:25

aShemaleTube

The Sissy Pantyhose Story (Pictures)

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1 year ago
17:09

TrannyOne

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3 years ago
1:59

ShemaleSin

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1 year ago
1:04:08

ShemaleSin

Roommate Feminized and Screwed for Discipline (Full Episode)

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3 years ago
9:47

ShemaleSin

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Kris Kat – Entering The Feminization Academy
1 year ago
26:25

ShemaleZ

Kris Kat – Entering The Feminization Academy

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9 months ago
10:08

aShemaleTube

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2 years ago
10:51

ShemaleSin

Spouse Coercive Feminization By Wife And Female Doctor

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Sissy Compilation - Crosdfressers and Feminization
12 years ago
3:08

aShemaleTube

Sissy Compilation - Crosdfressers and Feminization

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3 years ago
7:16

ShemaleMovie

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55 days ago
47:44

aShemaleTube

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8 months ago
5:12

ShemaleTaxi

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Krystal's Motel Taunt (trans, fetish, girl mask, mask, feminization, crossdress, transformation)
1 year ago
30:48

KeekAss

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1 year ago
6:09

ShemaleSin

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8 years ago
21:53

aShemaleTube

Feminization and Strapon Sex

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2 months ago
3:06

ShemaleSin

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DOMINATRIX MARA'S TRANSFORM [Sissy Feminization Trans-Girl T-Girl Transformation]
2 years ago
4:18

PornHub

DOMINATRIX MARA'S TRANSFORM [Sissy Feminization Trans-Girl T-Girl Transformation]

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3 months ago
0:41

ShemaleSin

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1 year ago
14:25

KeekAss

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2 months ago
10:06

ShemaleSin

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1 year ago
1:30

PornHub

Electric blue

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Walking down the Street as a little Sissy bitch
4 months ago
3:30

xHamster

Walking down the Street as a little Sissy bitch

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1 year ago
4:45

KeekAss

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2 years ago
18:02

TrannyOne

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Dual Feature with two Mistresses - voluptuous pegging, dumping fuck stick, rainbow hard-on, feminization
2 years ago
32:59

KeekAss

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Sissy Feminization
8 months ago
3:21

ShemaleZ

Sissy Feminization

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Feminization Sissification Sissy training - Sissy Task (two) - TELL
11 months ago
5:41

PornHub

Feminization Sissification Sissy training - Sissy Task (two) - TELL

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Sissy Feminization
3 years ago
7:52

VideoSection

Sissy Feminization

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2 years ago
6:51

TrannyOne

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1 year ago
13:10

ShemaleSin

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Sissy Furry Fetish Servitude Harness
3 years ago
0:41

ShemaleSin

Sissy Furry Fetish Servitude Harness

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3 years ago
6:28

ShemaleTaxi

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SISSY HUCOW
7 years ago
1:54

aShemaleTube

SISSY HUCOW

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4 months ago
5:54

ShemaleSin

Sissy does butt to throat with her toys.

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1 year ago
2:36

ShemaleSin

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1 year ago
2:10

aShemaleTube

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Sissy Crimson Pokes (HDR Movie)
6 months ago
2:03

KeekAss

Sissy Crimson Pokes (HDR Movie)

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3 years ago
8:55

ShemaleTaxi

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Sissification feminization sissy training - NEW GENDER part 2 (english voice)
1 year ago
2:48

PornHub

Sissification feminization sissy training - NEW GENDER part 2 (english voice)

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4 years ago
17:10

KeekAss

Coerced feminization

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1 year ago
6:57

ShemaleTaxi

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3 years ago
0:30

PornHub

sadistic nicole handle her as a woman

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2 years ago
3:54

ShemaleSin

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Sabine's stunning forms (trans, crossdressing, transformation, tights, girl mask)
1 year ago
32:56

KeekAss

Sabine's stunning forms (trans, crossdressing, transformation, tights, girl mask)

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Dragtime collection
2 years ago
1:10:35

TrannyOne

Dragtime collection

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Mistresse Mercers Sissy Floozy Doll - 1St Anal Training Attempt
9 months ago
11:13

ShemaleSin

Mistresse Mercers Sissy Floozy Doll - 1St Anal Training Attempt

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Sissy Expect, the lil' super-bitch in individual night converse
10 months ago
19:58

KeekAss

Sissy Expect, the lil' super-bitch in individual night converse

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2 years ago
26:40

TrannyOne

feminized and fucked

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Sissification feminization sissy training - Sissy husband story (english voice)
1 year ago
9:27

PornHub

Sissification feminization sissy training - Sissy husband story (english voice)

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The Beauty of Latex Feminization
8 months ago
1:12

xHamster

The Beauty of Latex Feminization

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Sissygasm - Joanna cums hands free - Bullet Sex-Toy on Clitoris - Feminization Sissy
3 months ago
5:34

ShemaleSin

Sissygasm - Joanna cums hands free - Bullet Sex-Toy on Clitoris - Feminization Sissy

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Steffan's 1st Time Dressed as Girl
2 years ago
6:07

TrannyOne

Steffan's 1st Time Dressed as Girl

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5 years ago
14:27

aShemaleTube

Feminization of a sissy slave

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Become slut Joanna
5 years ago
7:09

aShemaleTube

Become slut Joanna

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Feminization to become a Shemale Cumslut
2 years ago
9:32

TrannyOne

Feminization to become a Shemale Cumslut

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Cute Cum slut - Feminization Slutification Captions
1 year ago
2:39

PornHub

Cute Cum slut - Feminization Slutification Captions

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Feminized Pain Toy
2 years ago
2:58

TrannyOne

Feminized Pain Toy

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Dec 14th 2021
2 years ago
16:19

ShemaleSin

Dec 14th 2021

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1 year ago
2:07

ShemaleSin

Sissy walks in watch throughout costume

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1 year ago
4:01

TrannyOne

Big Tits Spanish Wife First Time Anal Sex With Femboy

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BRAINWASH. COMPILATION PEGGING. EXTREME ANAL INSERTIONS. DOUBLE ANAL. FISTING
1 year ago
2:43

PornHub

BRAINWASH. COMPILATION PEGGING. EXTREME ANAL INSERTIONS. DOUBLE ANAL. FISTING

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Angelina's Leggings (trans, crossdress, female mask, mask, high heels, transformation, feminization)
2 years ago
10:03

PornHub

Angelina's Leggings (trans, crossdress, female mask, mask, high heels, transformation, feminization)

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2 MISTRESS FEMINIZE A SISSY MAID
2 years ago
36:39

TrannyOne

2 MISTRESS FEMINIZE A SISSY MAID

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2 years ago
22:36

TrannyOne

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2 years ago
0:28

ShemaleSin

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3 years ago
6:03

ShemaleSin

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(LGBTQI+) You'll Be My Lady (erotic audio play by OolayTiger)
2 years ago
20:38

PornHub

(LGBTQI+) You'll Be My Lady (erotic audio play by OolayTiger)

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Vintage Compulsory sissyfication and feminization torture
3 years ago
43:19

ShemaleSin

Vintage Compulsory sissyfication and feminization torture

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4 years ago
5:20

KeekAss

Feminization trio (Toon)

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6 months ago
1:15

PornHub

sparkly boys in low places (2 femboys 1 tgirl threeway)

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Feminization - Bimbo Box
6 years ago
26:00

ShemaleZ

Feminization - Bimbo Box

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7 months ago
4:14

KeekAss

Locked up trans chick urinating and spunking on herself

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1 year ago
5:46

PornHub

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8 months ago
1:13

ShemaleSin

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1 year ago
8:05

ShemaleTaxi

Before, feminization

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2 months ago
10:07

ShemaleSin

Fuckfest with married dudes

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2 years ago
2:11

TrannyOne

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2 years ago
30:00

ShemaleSin

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3 years ago
0:32

ShemaleSin

Fastened and Polished Preview

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Humiliation
1 year ago
3:21

ShemaleSin

Humiliation

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Sissy Crossdresser Feminization Results
2 years ago
2:34

PornHub

Sissy Crossdresser Feminization Results

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3 years ago
7:25

ShemaleSin

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Hawt Crossdresser Screwed from Behind
1 year ago
1:02

ShemaleSin

Hawt Crossdresser Screwed from Behind

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Hawt Crossdresser Body Tease ft Trans Femdom
9 months ago
0:55

ShemaleSin

Hawt Crossdresser Body Tease ft Trans Femdom

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Boy 2 sissy feminization with full make up and dressing up
11 months ago
2:09

aShemaleTube

Boy 2 sissy feminization with full make up and dressing up

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9 months ago
16:14

PornHub

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9 months ago
3:35

PornHub

Sissy Natasha squirts & pisses out of chastity caged cock from Lovense sex machine fucking!

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2 years ago
0:45

PornHub

CROSSDRESSER SUCKING COCK

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Sissy Maker 6
2 years ago
6:10

ShemaleSin

Sissy Maker 6

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9 months ago
2:12

PornHub

Sissy persuaded feminization and hard fuck

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3 months ago
8:05

ShemaleSin

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Jun 30th 2023
9 months ago
10:59

ShemaleSin

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3 years ago
7:25

ShemaleTaxi

Sissy feminization, sissy training

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3 years ago
25:33

ShemaleSin

feminization 1

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1 year ago
12:13

KeekAss

Mischievous, kinky thoughts

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Hot Oriental Transsexual Ponyboy Walking around in Public Area and Showing her Girly Body
2 years ago
5:04

ShemaleSin

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11 months ago
16:30

ShemaleTaxi

Wet t shirt, sissy feminization

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Egirl Gf Finds Your Feminization Fetish
4 months ago
7:52

ShemaleZ

Egirl Gf Finds Your Feminization Fetish

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3 years ago
2:55

ShemaleSin

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2 years ago
3:42

TrannyOne

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Sheila's Shoe Fetish Session (trans, Shoes, High Heels, Hose, Female Mask, Mask, Transform)
3 years ago
4:58

ShemaleSin

Sheila's Shoe Fetish Session (trans, Shoes, High Heels, Hose, Female Mask, Mask, Transform)

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Encased Female Form
10 months ago
0:57

PornHub

Encased Female Form

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2 years ago
3:16

TrannyOne

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Feminization Sissyfication Sissy training - YEP MAMMA two
5 months ago
5:23

ShemaleSin

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4 months ago
2:10

aShemaleTube

Full feminization and tucking sissy crossdresser

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1 year ago
7:56

ShemaleTaxi

Feminization, t-girl

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1 year ago
8:32

ShemaleSin

Booty Plugged Bisex Upskirt

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4 months ago
7:24

ShemaleSin

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Feminization Sissification Sissy Training - We are the best girlfriends
10 months ago
12:31

PornHub

Feminization Sissification Sissy Training - We are the best girlfriends

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1 year ago
0:14

ShemaleSin

Sissy shows off her vibrating buttplug

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1 year ago
4:56

KeekAss

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1 year ago
10:16

ShemaleTaxi

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8 years ago
6:00

aShemaleTube

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1 year ago
1:41

PornHub

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5 months ago
5:58

ShemaleSin

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2 years ago
7:22

ShemaleSin

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11 months ago
2:10

aShemaleTube

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11 months ago
5:02

ShemaleSin

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2 years ago
21:38

TrannyOne

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4 months ago
9:22

ShemaleSin

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3 years ago
10:59

ShemaleTaxi

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4 months ago
2:15

ShemaleSin

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9 months ago
2:15

ShemaleSin

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2 years ago
6:16

ShemaleSin

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2 years ago
7:30

ShemaleSin

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5 months ago
5:02

ShemaleSin

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4 months ago
3:00

KeekAss

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2 years ago
12:30

TrannyOne

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1 year ago
3:52

PornHub

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2 years ago
5:49

KeekAss

Rosa Bride Feminization Marinatv

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3 months ago
5:39

ShemaleSin

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2 years ago
4:50

ShemaleSin

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2 years ago
6:48

TrannyOne

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2 years ago
19:24

TrannyOne

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Bimbo Shemale Feminization
2 years ago
16:58

TrannyOne

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The Local Sissy Floozy - Sissy Hypno Floozy
2 years ago
7:37

ShemaleSin

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Cross Dresser Brenna trying on (and Off) a Mini Petticoat Set
3 years ago
3:54

ShemaleSin

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2 years ago
0:18

ShemaleSin

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3 years ago
3:39

ShemaleSin

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1 year ago
4:44

ShemaleSin

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Cute femboy get her 1st sissygasm in chastity
2 years ago
5:45

ShemaleSin

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6 months ago
16:15

KeekAss

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2 years ago
13:29

ShemaleSin

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2 years ago
36:13

TrannyOne

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2 years ago
3:40

TrannyOne

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5 months ago
0:23

ShemaleSin

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2 years ago
14:17

ShemaleSin

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2 years ago
1:02

ShemaleSin

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2 years ago
1:01

ShemaleSin

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1 year ago
4:15

ShemaleSin

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5 months ago
12:08

ShemaleSin

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6 months ago
0:47

ShemaleSin

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4 months ago
2:37

ShemaleSin

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Boys Will Be Girls
2 years ago
1:51

TrannyOne

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6 months ago
9:55

ShemaleSin

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Stairway Movie #22
2 years ago
2:48

ShemaleSin

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4 months ago
9:34

xHamster

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9 months ago
3:35

ShemaleSin

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Feminize Yourself
2 years ago
16:07

TrannyOne

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1 year ago
0:59

ShemaleSin

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3 years ago
3:34

ShemaleSin

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