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2 years ago
5:36

TrannyOne

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Beauty Essentials: Must-Haves for Every Fashionista
41 days ago
6:02

xHamster

Beauty Essentials: Must-Haves for Every Fashionista

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1 year ago
5:28

PornHub

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1 year ago
0:33

PornHub

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7 years ago
7:42

xHamster

Sissy Feminization

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Crossdresser Feminization by Dominatrix
8 years ago
6:00

aShemaleTube

Crossdresser Feminization by Dominatrix

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7 years ago
40:23

aShemaleTube

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7 years ago
1:54

aShemaleTube

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JOHNTAVIUS Gets Luck of the Irish with Faggyboi
10 days ago
3:17

xHamster

JOHNTAVIUS Gets Luck of the Irish with Faggyboi

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Feminization and Strapon Sex
8 years ago
21:53

aShemaleTube

Feminization and Strapon Sex

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8 years ago
4:47

aShemaleTube

Feminization- Guy Becomes Menina

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7 years ago
2:54

xHamster

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7 years ago
3:28

xHamster

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12 years ago
3:08

aShemaleTube

Sissy Compilation - Crosdfressers and Feminization

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8 years ago
6:00

aShemaleTube

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8 years ago
6:00

TnaFlix

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2 years ago
1:57

PornHub

Look At My Ass w/ Hot TS Julee Love

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Beautiful Sissy Secretary Talking Dirty and Stroking (preview)
10 months ago
2:05

xHamster

Beautiful Sissy Secretary Talking Dirty and Stroking (preview)

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9 months ago
2:13

PornHub

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10 months ago
2:15

xHamster

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1 year ago
3:01

KeekAss

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6 days ago
2:00

xHamster

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1 year ago
11:40

KeekAss

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Sissy Bella Gagged and Cumming from CBT
2 years ago
5:51

PornHub

Sissy Bella Gagged and Cumming from CBT

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Crossdresser She-Male Restrain Bondage Joy
1 year ago
9:39

KeekAss

Crossdresser She-Male Restrain Bondage Joy

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Kitty's Cute Creations: Craft Adorable and Heartwarming Videos that Melt Hearts and Spread Joy, as You Capture the Playfulness
2 months ago
5:27

xHamster

Kitty's Cute Creations: Craft Adorable and Heartwarming Videos that Melt Hearts and Spread Joy, as You Capture the Playfulness

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1 year ago
5:59

PornHub

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1 year ago
5:23

PornHub

TS W I L L O W - Sissy Clitty Squirts To BNWO PMV's

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1 year ago
4:14

PornHub

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10 months ago
4:19

PornHub

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10 months ago
0:21

PornHub

Eat My Ass Faggot ft Trans Femdom

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Feminization -Sissification - Sissy Training - SISSY TRIP
10 months ago
8:44

PornHub

Feminization -Sissification - Sissy Training - SISSY TRIP

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3 months ago
1:56

xHamster

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4 months ago
10:22

KeekAss

Lily Starlet Takes knuckle and mini-rosebud for highly first-ever time!

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8 months ago
4:00

aShemaleTube

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Transform-process in a hotel in Berlin
11 days ago
18:02

xHamster

Transform-process in a hotel in Berlin

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3 months ago
6:40

xHamster

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8 months ago
7:02

xHamster

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Dominatrix Makes Feminized Roommate Wear Maid Dress
5 months ago
3:24

xHamster

Dominatrix Makes Feminized Roommate Wear Maid Dress

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Kayla's SISSY  Sissyfication TRAINING Instructions
1 year ago
8:15

PornHub

Kayla's SISSY  Sissyfication TRAINING Instructions

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Hotness Unleashed: Ignite Your Inner Fire and Embrace the Heat of Passion and Sensuality with Every Move
2 months ago
5:09

xHamster

Hotness Unleashed: Ignite Your Inner Fire and Embrace the Heat of Passion and Sensuality with Every Move

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Dominatrix Feminizes Sissy into Maid
5 months ago
5:01

xHamster

Dominatrix Feminizes Sissy into Maid

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Phat Ass Sissy LadyBoy Cross Dresser Caught!
32 days ago
6:06

xHamster

Phat Ass Sissy LadyBoy Cross Dresser Caught!

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Cute Trans Girl with Big Ass Gives Blowjob and Moans in Anal
34 days ago
24:15

xHamster

Cute Trans Girl with Big Ass Gives Blowjob and Moans in Anal

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11 months ago
7:30

PornHub

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9 months ago
2:16

KeekAss

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Mistress Cassidy Fucks Sissy Missionary
5 months ago
1:58

xHamster

Mistress Cassidy Fucks Sissy Missionary

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Enjoying Myself and Showing off My Sexy Ass and Boobs
3 months ago
1:36

xHamster

Enjoying Myself and Showing off My Sexy Ass and Boobs

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Crossdresser On Live Web Cam - Sissy wears innocence belt
8 months ago
16:00

KeekAss

Crossdresser On Live Web Cam - Sissy wears innocence belt

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Sissy Hope, the slut being controlled by Master on videocall
4 months ago
17:43

xHamster

Sissy Hope, the slut being controlled by Master on videocall

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The Feminization of M - The Feminizer!
2 months ago
1:46

JizzBunker

The Feminization of M - The Feminizer!

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Transgender Princess Dildoing Rump on Public Bench
9 months ago
5:56

KeekAss

Transgender Princess Dildoing Rump on Public Bench

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MASTER SERGEANT Locks Faggyboi in Chastity
34 days ago
3:08

xHamster

MASTER SERGEANT Locks Faggyboi in Chastity

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TS Ria Bentley Gives Sissification Sissy Slut Hookup Training
20 days ago
8:12

xHamster

TS Ria Bentley Gives Sissification Sissy Slut Hookup Training

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54 days ago
0:43

xHamster

TRANS SQUIRTING AN EXPLOSIVE BANG 💣 JOIN MY FANS SITE TAP LINK BELOW

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Trans Kelsey Masters Sucking Huge Trans Dick
23 days ago
6:32

xHamster

Trans Kelsey Masters Sucking Huge Trans Dick

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Man Loves Wearing a Skirt And Stockings
38 days ago
5:28

xHamster

Man Loves Wearing a Skirt And Stockings

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TS W I L L O W - Girl Dick & Cum PMV
9 months ago
2:53

PornHub

TS W I L L O W - Girl Dick & Cum PMV

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X Bowl Woman Mask Sissy Strippers
5 months ago
9:17

KeekAss

X Bowl Woman Mask Sissy Strippers

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BBC Breeds Big Booty teen Pet Femboy
54 days ago
1:44

xHamster

BBC Breeds Big Booty teen Pet Femboy

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My Bussy got stuffed in Lingerie
2 months ago
18:23

xHamster

My Bussy got stuffed in Lingerie

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Lovely femboy gets arms free-for-all jizm while tearing up a fuckfest machine.
6 months ago
3:14

KeekAss

Lovely femboy gets arms free-for-all jizm while tearing up a fuckfest machine.

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9 months ago
5:42

KeekAss

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Real Maid Service Cleaning the kitchen Floor Sissy Mindy
23 days ago
4:12

xHamster

Real Maid Service Cleaning the kitchen Floor Sissy Mindy

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Knot in your sissy maid while she cums on your hard dick
7 months ago
9:00

PornHub

Knot in your sissy maid while she cums on your hard dick

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5 months ago
7:02

xHamster

fucking a transvestite standing in a sexy transparent nightie

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Beautiful Pvc Dress Sissy Cock Tease
4 months ago
2:14

xHamster

Beautiful Pvc Dress Sissy Cock Tease

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Diabetic sissy: Insulin injections and impotence forever...
5 months ago
13:27

xHamster

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Ravishing Revelations: Unleashing My Inner Vixen
45 days ago
5:47

xHamster

Ravishing Revelations: Unleashing My Inner Vixen

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Tight Sissy Pegged While Gagged in Cuffs on Bench with Huge Bad Dragon Strapon by Mistress Mercer
1 year ago
2:53

PornHub

Tight Sissy Pegged While Gagged in Cuffs on Bench with Huge Bad Dragon Strapon by Mistress Mercer

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Legs for Days: Flaunting My Beautiful and Smooth Skin!
32 days ago
5:21

xHamster

Legs for Days: Flaunting My Beautiful and Smooth Skin!

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Super-Naughty Dominatrix Penetrates Her Sissy Whore
9 months ago
7:24

KeekAss

Super-Naughty Dominatrix Penetrates Her Sissy Whore

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Naughty sissy attempts to do well, but sans success, not a droplet :) 1/2
11 months ago
15:42

KeekAss

Naughty sissy attempts to do well, but sans success, not a droplet :) 1/2

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Pornstars: lystra

Sexy Model Secrets: Embrace Your Confidence and Style!
2 months ago
5:34

xHamster

Sexy Model Secrets: Embrace Your Confidence and Style!

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Jessica Wildwood Takes Her Hrt 2020 Feminization Sissy
11 months ago
4:19

ShemaleZ

Jessica Wildwood Takes Her Hrt 2020 Feminization Sissy

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7 months ago
2:10

KeekAss

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Bondage Crossdresser - Sissy bound and gagged
7 months ago
5:43

xHamster

Bondage Crossdresser - Sissy bound and gagged

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SUPER SEXY Emo Femboy Jade Madison Fucked Doggystyle
32 days ago
4:18

xHamster

SUPER SEXY Emo Femboy Jade Madison Fucked Doggystyle

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10 days ago
3:10

xHamster

A femboy with a big ass gets a big plug inserted. Femdom sissy

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2 months ago
1:07

xHamster

Cute sissy gives blowjob and gets fucked by daddy

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Free Video - Lingerie Dance Show
11 months ago
2:03

PornHub

Free Video - Lingerie Dance Show

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Sissy Alex moans while training pussy
58 days ago
2:35

xHamster

Sissy Alex moans while training pussy

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Very first SissyGasm by BIG BLACK COCK - From Today this Sissy became a BIG BLACK COCK Sub
3 months ago
2:57

KeekAss

Very first SissyGasm by BIG BLACK COCK - From Today this Sissy became a BIG BLACK COCK Sub

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1 year ago
1:08

PornHub

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1 year ago
10:52

KeekAss

Trans nymph very first movie since transitioning

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Femboy Milking :3
38 days ago
1:05

xHamster

Femboy Milking :3

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Guy Feminized into Goth Girl Gets Fucked by Dominatrix
5 months ago
4:22

xHamster

Guy Feminized into Goth Girl Gets Fucked by Dominatrix

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7 months ago
3:08

aShemaleTube

Sissy succubus hypno

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11 months ago
5:39

KeekAss

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Sissy Blowjob Training To Be Fucked
5 days ago
2:17

xHamster

Sissy Blowjob Training To Be Fucked

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Mistress Cassidy Fucks Sissy Doggystyle
5 months ago
2:30

xHamster

Mistress Cassidy Fucks Sissy Doggystyle

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4 months ago
2:54

xHamster

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Sissy in Latex Shorts Edges
51 days ago
8:45

xHamster

Sissy in Latex Shorts Edges

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Goddess Violet Presents: The Feminization of M
2 months ago
5:41

xHamster

Goddess Violet Presents: The Feminization of M

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Sissy Trap fucks her boipussy with a big dildo
3 months ago
5:20

xHamster

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5 months ago
9:55

PornHub

Transgender upskirt in the wind. Can't hide panties

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TsNiky Ferrati plays with her innocence's cell
4 months ago
6:46

KeekAss

TsNiky Ferrati plays with her innocence's cell

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Nancy from Day Work to Night Work
6 months ago
16:11

xHamster

Nancy from Day Work to Night Work

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Slutty Sissy Pirate Cage Dance by Sissy Mindy
26 days ago
5:34

xHamster

Slutty Sissy Pirate Cage Dance by Sissy Mindy

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Bailey Wilde Fucks Femboy Jasmyne Jaye Doggystyle
28 days ago
2:04

xHamster

Bailey Wilde Fucks Femboy Jasmyne Jaye Doggystyle

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Goth Sissy Fucked by Mistress Pixie
2 months ago
10:21

xHamster

Goth Sissy Fucked by Mistress Pixie

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I Cumming in My Mouth
6 months ago
0:27

xHamster

I Cumming in My Mouth

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Can I Get Some Dick Baby ?
5 months ago
6:28

xHamster

Can I Get Some Dick Baby ?

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Dominatrix Dresses Up and Fucks Sissy
5 months ago
8:22

xHamster

Dominatrix Dresses Up and Fucks Sissy

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1 year ago
0:55

PornHub

Fetvlog: 1st time trying mac's i got a man matte lip by teyana taylor

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Sissy in Chastity with Ripped Gym Pants and Getting Her Hole Destroyed
29 days ago
7:34

xHamster

Sissy in Chastity with Ripped Gym Pants and Getting Her Hole Destroyed

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Boring Monday
44 days ago
2:07

xHamster

Boring Monday

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This sissy trans slut break her ass with a big dildo
14 days ago
3:03

xHamster

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2:10

aShemaleTube

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TrannyOne

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4:24

KeekAss

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29 days ago
5:32

xHamster

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29 days ago
5:21

xHamster

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6 months ago
21:30

PornHub

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5 months ago
1:45

KeekAss

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16:33

KeekAss

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1 year ago
10:01

PornHub

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7 months ago
6:04

PornHub

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39 days ago
15:28

xHamster

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6 months ago
0:47

xHamster

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