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1 year ago
4:21

TrannyOne

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5 months ago
3:03

KeekAss

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2 months ago
8:53

XXXDan

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8 months ago
10:20

ShemaleTaxi

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SL4UA Gorgeous Holly's Intense Orgasm
11 months ago
19:26

BeMyHole

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Hot Creamy Cumshot Cocktail
11 months ago
1:05

PornHub

Hot Creamy Cumshot Cocktail

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Trans woman POPS two times in her fresh underpants!
9 months ago
2:29

KeekAss

Trans woman POPS two times in her fresh underpants!

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Ultra-Cute Femboy Compilation Boixd
8 months ago
10:27

KeekAss

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Micky Mackenzie - Sissy Maid Gets A New Toy
1 year ago
23:50

ShemaleZ

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Uncut Clity in Satin Black Panties and Bra
2 months ago
1:27

xHamster

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Your knob needs to go inwards my caboose - for purely medical reasons of course! Emily Adaire & PF Bhangs
1 year ago
5:44

KeekAss

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Living Your Truth: Embracing the Crossdresser Lifestyle!
4 months ago
5:16

xHamster

Living Your Truth: Embracing the Crossdresser Lifestyle!

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TS Domination
8 months ago
0:26

xHamster

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11 months ago
6:36

ShemaleTaxi

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Good-Sized Stiffy Super-Fucking-Hot Jizz Flow Compilation - alizevert
10 months ago
2:24

KeekAss

Good-Sized Stiffy Super-Fucking-Hot Jizz Flow Compilation - alizevert

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BBW Sissy Bunny spreads her hole with huge dildos
2 months ago
22:27

JizzBunker

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10 months ago
0:39

PornHub

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9 months ago
8:20

ShemaleTaxi

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1 year ago
5:02

KeekAss

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Sissy femboy chinese trap gets drilled moist by Australian tradie
5 months ago
0:14

KeekAss

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1 year ago
3:24

KeekAss

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11 months ago
10:52

HDSex

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4 months ago
12:48

XXXDan

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FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen
9 months ago
20:44

JizzBunker

FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen

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1 year ago
44:34

aShemaleTube

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9 months ago
9:51

JizzBunker

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Fashion Forward: Styling Tips for the Modern Crossdresser!
4 months ago
5:32

xHamster

Fashion Forward: Styling Tips for the Modern Crossdresser!

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Being put into a vapid cell After Misstress cleans my locked Clitty Lil beef whistle
8 months ago
9:34

KeekAss

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11 months ago
24:01

JizzBunker

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4 months ago
7:22

JizzBunker

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Carol Dias trains her white sissy to take BBC
10 months ago
14:01

XXXDan

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8 months ago
2:16

PornHub

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Gorgeous Marylin Femboy & Horny Big Cock
1 year ago
40:30

aShemaleTube

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7 months ago
20:01

XXXDan

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10 months ago
1:16:29

ShemaleTaxi

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Practising How I Will Need to Wank for All of Locktober
8 months ago
2:08

KeekAss

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Your Cheating wife hired Bunny Colby and Lucy Hart to feminize your and lock up your small knob
7 months ago
1:46

ShemaleSin

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10 months ago
2:08

KeekAss

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Urinate Pump Evolution trio
1 year ago
6:13

KeekAss

Urinate Pump Evolution trio

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1 year ago
8:45

ShemaleTaxi

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3 years ago
14:58

ShemaleTaxi

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Sissy Tiffany Ciskiss Gets Absolutely Ass Fucked By Big Daddy Xxxl Dildo
4 months ago
11:12

XXXDan

Sissy Tiffany Ciskiss Gets Absolutely Ass Fucked By Big Daddy Xxxl Dildo

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Attempting on fresh High High-Heeled Shoes with off black stocking.
10 months ago
3:54

KeekAss

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Cum Dump Deep Throat Until Her Mouth Is Full Of Cum
10 months ago
13:34

PornHub

Cum Dump Deep Throat Until Her Mouth Is Full Of Cum

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Femboy enjoys anal play in Chinese dress and solo dildo session
3 months ago
11:25

HDSex

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Two Latex Dominatrix Sissy Femdom Anal Fisting With Miss Flora And Lily Lu
4 months ago
10:10

Txxx

Two Latex Dominatrix Sissy Femdom Anal Fisting With Miss Flora And Lily Lu

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10 months ago
8:30

aShemaleTube

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7 months ago
1:38

aShemaleTube

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Sissy Fucked In Lingerie
11 months ago
18:07

HotMovs

Sissy Fucked In Lingerie

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Hot Sissy Threesome
1 year ago
27:05

UPornia

Hot Sissy Threesome

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4 months ago
10:42

JizzBunker

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Kawaii crossdresser picked up on the TOYOKO! ! Hj Foot Wank asian costume play she-creature
10 months ago
5:33

KeekAss

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7 months ago
3:15

KeekAss

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10 months ago
2:15

KeekAss

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Blue Archive Kisaki Cosplayer Gets Screwed, Asian Manga Porn Anime Crossdresser Costume Play six
9 months ago
5:30

KeekAss

Blue Archive Kisaki Cosplayer Gets Screwed, Asian Manga Porn Anime Crossdresser Costume Play six

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Hard Sissy Training And Sissygasm Compilation
1 year ago
6:23

ShemaleZ

Hard Sissy Training And Sissygasm Compilation

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8 months ago
1:03

PornHub

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Yankee Cutie Crimson B-ten + Tearing Up Machines + Vacuum Pump = Good Pound trio
11 months ago
30:51

KeekAss

Yankee Cutie Crimson B-ten + Tearing Up Machines + Vacuum Pump = Good Pound trio

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Blond Gets Overspread in Cum - Sissy Samantha
9 months ago
6:08

ShemaleSin

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Super-Sexy sissy Charlotte tongues Lisas snatch then drills her with her lil sissy manstick
8 months ago
21:53

KeekAss

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3 years ago
1:14

ShemaleSin

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Littlegirl_Zoe 29
1 year ago
29:20

aShemaleTube

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Ab071 Sissy Tranining And Squirting(tickle Strap On Ruined Orgasm Sm Glans Responsibility)
11 months ago
4:43

ShemaleZ

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9 months ago
8:57

KeekAss

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Domina puts a corset on a sissy maid and fucks her
4 months ago
10:36

XXXDan

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Giving Sissy Her 1st Blowjob Let Her Cum In Mouth & Swallow
2 years ago
9:44

TrannyOne

Giving Sissy Her 1st Blowjob Let Her Cum In Mouth & Swallow

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Shemale stripper, shemale compilation
11 months ago
8:17

ShemaleTaxi

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10 months ago
2:20

PornHub

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Domina Nika and her transformed submissive. The feminization journey of the guy - a seductive puppet dance.
9 months ago
5:12

ShemaleTaxi

Domina Nika and her transformed submissive. The feminization journey of the guy - a seductive puppet dance.

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Beaautiful COUGAR transgirl have fun with fuck sticks
11 months ago
8:12

KeekAss

Beaautiful COUGAR transgirl have fun with fuck sticks

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Sissy hands free orgasm with prostate vibrator
4 months ago
12:14

JizzBunker

Sissy hands free orgasm with prostate vibrator

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1 year ago
5:34

ShemaleTaxi

Sissy, hypnosis

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Wanking challenger
1 year ago
13:33

TrannyOne

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11 months ago
59:16

ShemaleTaxi

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Monstrous Hooter Intercourse Dr Nails and a. her Customer
8 months ago
56:36

KeekAss

Monstrous Hooter Intercourse Dr Nails and a. her Customer

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Trans Casey and Kat Dior ball busting at HotTS two
10 months ago
5:55

KeekAss

Trans Casey and Kat Dior ball busting at HotTS two

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1 year ago
1:31

TrannyOne

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Sissy Pissing and Squirting Outdoors
3 months ago
2:48

JizzBunker

Sissy Pissing and Squirting Outdoors

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RARE crossdresser cigarette dangling facial
10 months ago
14:24

PornHub

RARE crossdresser cigarette dangling facial

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1 year ago
2:08

aShemaleTube

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Mistress Sissification | Pegging
1 year ago
6:04

FapCat

Mistress Sissification | Pegging

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Sissy Francis Malice Cunt Desire
52 days ago
0:52

xHamster

Sissy Francis Malice Cunt Desire

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Ebony Domina Megan Fucks  White Fellow With Her Immense Stiffy
5 months ago
2:19

KeekAss

Ebony Domina Megan Fucks  White Fellow With Her Immense Stiffy

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9 months ago
7:45

HDSex

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Tattooed tranny Chelsea Marie fucks a sissy foot fetishist in his tight ass
4 months ago
10:00

XCafe

Tattooed tranny Chelsea Marie fucks a sissy foot fetishist in his tight ass

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8 months ago
5:16

HDSex

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Your Next Door Sissy
1 year ago
7:27

KeekAss

Your Next Door Sissy

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Sissy Lucy in chastity gets ass fucked with huge dildo
4 months ago
7:42

XXXDan

Sissy Lucy in chastity gets ass fucked with huge dildo

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two in 1 Sissy Transformation
9 months ago
8:32

KeekAss

two in 1 Sissy Transformation

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KitsyMe0w. Petplay sucky-sucky with fur covered waving tail and pawsocks.
9 months ago
6:39

KeekAss

KitsyMe0w. Petplay sucky-sucky with fur covered waving tail and pawsocks.

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R Belle Daphney gets a sissy job
10 months ago
6:36

JizzBunker

R Belle Daphney gets a sissy job

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Mesmerizing twerk compilation featuring a stunning trans lady with an incredible booty
7 months ago
6:28

ShemaleTaxi

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Lilli and Holly in the desire Jizm of the witch
10 months ago
7:21

KeekAss

Lilli and Holly in the desire Jizm of the witch

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Best Shemale Cum Compilation #1
2 years ago
3:09

FapCat

Best Shemale Cum Compilation #1

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CD sissy Candy cums on her own face and swallows
5 years ago
11:52

ABTranny

CD sissy Candy cums on her own face and swallows

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Married old man breeds student femboy with no condom and fills him up with cum!
1 year ago
9:15

ShemaleTaxi

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Sandy-Haired Femboy Wifey Ass-Fuck
6 months ago
4:17

KeekAss

Sandy-Haired Femboy Wifey Ass-Fuck

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Tilly Lynch Reluctantly Turned Into A Submissive Sissy
9 months ago
26:24

ShemaleZ

Tilly Lynch Reluctantly Turned Into A Submissive Sissy

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Punishment for an inappropriate salutation !!
35 days ago
3:16

xHamster

Punishment for an inappropriate salutation !!

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Didi0477 going to Sissy-dom
9 months ago
2:22

KeekAss

Didi0477 going to Sissy-dom

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Girldicks fun
1 year ago
33:01

TrannyOne

Girldicks fun

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Seductive MILF enjoys double spunking as she pleasures herself with a cucumber in her ass
7 months ago
10:44

ShemaleTaxi

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Hot ebony femboy has a quickie with her boss before work
10 months ago
6:28

ShemaleTaxi

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1 year ago
6:45

KeekAss

My hottest pal visited me in SP

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Stellar High Stilettos Teenage Sissy Assistant
10 months ago
2:23

KeekAss

Stellar High Stilettos Teenage Sissy Assistant

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Magnificent Trans Camelia taunting giant backside diminutive baps
10 months ago
6:14

KeekAss

Magnificent Trans Camelia taunting giant backside diminutive baps

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Kawaii crossdresser picked up on the TOYOKO! ! Hand-Job Foot Wank chinese costume play transgirl six
10 months ago
5:30

KeekAss

Kawaii crossdresser picked up on the TOYOKO! ! Hand-Job Foot Wank chinese costume play transgirl six

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Tranny riding big Dildo - AnitaGape
1 year ago
3:00

KeekAss

Tranny riding big Dildo - AnitaGape

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2 years ago
7:27

FapCat

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I Fucked Her Live On Stream  Giant CUMSHOT In Her Mouth
9 months ago
9:59

BeMyHole

I Fucked Her Live On Stream Giant CUMSHOT In Her Mouth

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Féminisation : Ta nouvelle vie de Sissy - Ep4 Je Transforme ce Branleur en Esclave - Maîtresse Julia
8 months ago
3:10

PornHub

Féminisation : Ta nouvelle vie de Sissy - Ep4 Je Transforme ce Branleur en Esclave - Maîtresse Julia

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Jenny makes the cream
6 months ago
7:27

KeekAss

Jenny makes the cream

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Sissy tranny Karolina - Enema Robot
4 months ago
7:41

XXXDan

Sissy tranny Karolina - Enema Robot

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TRANSGIRL LIKING PARK HILL THUG GETS MOUTH SERVICED
8 months ago
3:14

KeekAss

TRANSGIRL LIKING PARK HILL THUG GETS MOUTH SERVICED

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Sissy sub plays with dildo
4 months ago
5:05

JizzBunker

Sissy sub plays with dildo

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5 months ago
42:09

aShemaleTube

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Trans masturbate, shemale solo masturbation
10 months ago
8:01

ShemaleTaxi

Trans masturbate, shemale solo masturbation

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Sissy Training After First Time Feminization
5 months ago
12:20

xHamster

Sissy Training After First Time Feminization

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Sissy tied by her mistress
7 months ago
27:53

XXXDan

Sissy tied by her mistress

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Chubby tranny jerks off her dick and plays a vibrator on it for a solo orgasm
5 months ago
13:55

YourLust

Chubby tranny jerks off her dick and plays a vibrator on it for a solo orgasm

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Cum Shot on the mirror gorgeous ladyboy Sammy
7 months ago
2:09

KeekAss

Cum Shot on the mirror gorgeous ladyboy Sammy

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Naughty Trans Raphaela Martins Pummeled Deep In Sizzling Threeway By Italian Rods - TRANS BELLA
10 months ago
15:35

KeekAss

Naughty Trans Raphaela Martins Pummeled Deep In Sizzling Threeway By Italian Rods - TRANS BELLA

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Sissy Mistress Trans Glitch Gets Dirty Glitchy In Shower. Digital Dirty Glitch Galore! Fishnets Leotard! 33 Min
10 months ago
32:15

UPornia

Sissy Mistress Trans Glitch Gets Dirty Glitchy In Shower. Digital Dirty Glitch Galore! Fishnets Leotard! 33 Min

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Sissy Pounded Sex Machine
8 months ago
10:40

BeMyHole

Sissy Pounded Sex Machine

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Total Wife Material - Normie
6 months ago
12:20

aShemaleTube

Total Wife Material - Normie

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Saray sissy jism
1 year ago
7:52

KeekAss

Saray sissy jism

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4 months ago
1:30

xHamster

Anal Bitch

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Prick
9 months ago
19:27

KeekAss

Prick

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10 months ago
3:19

KeekAss

I wanna rock

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Dominatrix makes her submissive cumdump squirt nine times
10 months ago
36:23

ShemaleTaxi

Dominatrix makes her submissive cumdump squirt nine times

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Sissy, sadism & masochism
1 year ago
6:22

ShemaleTaxi

Sissy, sadism & masochism

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COVERT & REAL Transgender Lesbo Duo WET Anal Invasion Intercourse - CASSIE WAILS
6 months ago
6:59

KeekAss

COVERT & REAL Transgender Lesbo Duo WET Anal Invasion Intercourse - CASSIE WAILS

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Sissy Edit BBScenes Sampler
6 months ago
7:37

XXXDan

Sissy Edit BBScenes Sampler

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Riley teasing and playing for you
4 months ago
7:40

xHamster

Riley teasing and playing for you

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Bouncing on my dildo while dressed in sissy attire
11 months ago
6:06

ShemaleTaxi

Bouncing on my dildo while dressed in sissy attire

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bangs his mega-bitch with boners and lets her gobble her butt and vulva
9 months ago
15:32

KeekAss

bangs his mega-bitch with boners and lets her gobble her butt and vulva

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TRANSSEXUAL Sissy Spandex Dominatrix
6 months ago
3:36

KeekAss

TRANSSEXUAL Sissy Spandex Dominatrix

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Training To Become A Sissy Cuckold
2 months ago
3:20

ShemaleZ

Training To Become A Sissy Cuckold

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The Nylon Fetish Part 2: Sissy dude experiences his first time with a well-hung transsexual
10 months ago
12:42

ShemaleTaxi

The Nylon Fetish Part 2: Sissy dude experiences his first time with a well-hung transsexual

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Sissy Cambry just likes dancing like a feminine  girly angel for the fun of superior studs! So here this babe is doing it one time afresh!!!
2 years ago
3:27

ShemaleSin

Sissy Cambry just likes dancing like a feminine girly angel for the fun of superior studs! So here this babe is doing it one time afresh!!!

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Stellar soles and crimson platform stilettos
11 months ago
3:52

KeekAss

Stellar soles and crimson platform stilettos

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Jeanne - Mature Sissy French Maid Gets Fucked
9 months ago
28:05

ShemaleZ

Jeanne - Mature Sissy French Maid Gets Fucked

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First-timer, public
11 months ago
6:20

ShemaleTaxi

First-timer, public

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Cock worship, straight guy cd
1 year ago
18:46

ShemaleTaxi

Cock worship, straight guy cd

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Sexy mature TMILF play in bed at St Patrick
2 months ago
8:38

xHamster

Sexy mature TMILF play in bed at St Patrick

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TGIRL THROATING JIZZ-SHOTGUN
6 months ago
1:00

KeekAss

TGIRL THROATING JIZZ-SHOTGUN

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Sissy boy, anal invasion
11 months ago
24:01

ShemaleTaxi

Sissy boy, anal invasion

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The Little Sissy at Boss 2nd. 2
3 months ago
5:44

XXXDan

The Little Sissy at Boss 2nd. 2

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Adorable femboy struggles to cum
11 months ago
11:46

ShemaleTaxi

Adorable femboy struggles to cum

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Fucking My Big Fat Ass with Massive Toys - Sissy Big Ass MILF
5 months ago
1:39

xHamster

Fucking My Big Fat Ass with Massive Toys - Sissy Big Ass MILF

Tags: amateur, anal, ass, big ass, dick, dildo, fat

Pervert meat railing he/she gay (a bigot called me that so I'm using it as a title)
9 months ago
5:42

KeekAss

Pervert meat railing he/she gay (a bigot called me that so I'm using it as a title)

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Sissy cd cheerleader toying with huge dildo
9 months ago
14:50

PornHub

Sissy cd cheerleader toying with huge dildo

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Gape & Cream
55 days ago
1:19

xHamster

Gape & Cream

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SISSY tramp EJACULATES while PEGGING after GOLDEN BATHROOM
7 months ago
12:03

KeekAss

SISSY tramp EJACULATES while PEGGING after GOLDEN BATHROOM

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Ts Sissy Cum Whore Extreme Face Fuck
1 year ago
16:07

UPornia

Ts Sissy Cum Whore Extreme Face Fuck

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slutty shemale sissy girl spanked and fucked in her ass
1 year ago
3:32

aShemaleTube

slutty shemale sissy girl spanked and fucked in her ass

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Teen Trans ( TSVictoriaCarvalho OF ) with DaniMarksReal 3some with Sissy boy Shemale Trans
9 months ago
5:39

PornHub

Teen Trans ( TSVictoriaCarvalho OF ) with DaniMarksReal 3some with Sissy boy Shemale Trans

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Sissy jizz in inverted innocence box after being denied for 60 days
10 months ago
5:12

KeekAss

Sissy jizz in inverted innocence box after being denied for 60 days

Tags: amateur, bbw, brunette, crossdressing, cum, dick, fat

Kellystar518 at COUGAR Beach
9 months ago
4:47

KeekAss

Kellystar518 at COUGAR Beach

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Hanging out with my BBC transsexual buddy
2 months ago
21:38

HDSex

Hanging out with my BBC transsexual buddy

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Sissy Dream
11 months ago
26:34

aShemaleTube

Sissy Dream

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Young sissy boy crossdresser feminised with lingerie get fucked softly
3 months ago
6:57

xHamster

Young sissy boy crossdresser feminised with lingerie get fucked softly

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Jizm with me honey
10 months ago
2:15

KeekAss

Jizm with me honey

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She-Male COUGAR Cracks Love Glove With Her Gigantic Man Rod & Pearly Jizm
7 months ago
0:30

KeekAss

She-Male COUGAR Cracks Love Glove With Her Gigantic Man Rod & Pearly Jizm

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Dominatrix feminizes Sissy and turns her into a maid
4 months ago
5:01

JizzBunker

Dominatrix feminizes Sissy and turns her into a maid

Tags: amateur, anal, bdsm, bondage, crossdressing, cute, dominatrix

Sissy Whored Out
1 year ago
6:09

BeMyHole

Sissy Whored Out

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Jerk with me
10 months ago
10:41

aShemaleTube

Jerk with me

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Tgirl, femboy
11 months ago
7:09

ShemaleTaxi

Tgirl, femboy

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Sissy Dreamz
9 months ago
9:17

KeekAss

Sissy Dreamz

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Young and OLDER Sugar daddys dm me
1 year ago
1:06

TrannyOne

Young and OLDER Sugar daddys dm me

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Hotty Pissing in Nature on Shemale Butt Compilation
2 years ago
5:48

ShemaleSin

Hotty Pissing in Nature on Shemale Butt Compilation

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
6 months ago
2:32

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Reprogrammed Sissy Doll
11 months ago
24:15

ShemaleZ

Reprogrammed Sissy Doll

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FGO Mash femboy wank highly highly super-naughty Manga Porn cosplayer
11 months ago
4:15

KeekAss

FGO Mash femboy wank highly highly super-naughty Manga Porn cosplayer

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Sissy, ass worship
11 months ago
10:45

ShemaleTaxi

Sissy, ass worship

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Butt, bubble butt
1 year ago
5:52

ShemaleTaxi

Butt, bubble butt

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Naughty sissy gets off on solo playtime
7 months ago
10:48

ShemaleTaxi

Naughty sissy gets off on solo playtime

Tags: anal, crossdressing, indian, naughty, shemale, sissy, solo

Sissy In A Tutu And A Nappy Humping A Cushion
10 months ago
3:00

KeekAss

Sissy In A Tutu And A Nappy Humping A Cushion

Tags: amateur, beauty, crossdressing, cum, diaper, fetish, high heels

Trans Ebony Crams Sissy Bootie with SPUNK for HotTS
8 months ago
5:47

KeekAss

Trans Ebony Crams Sissy Bootie with SPUNK for HotTS

Tags: anal, assfucking, big black cock, black, blowjob, brunette, dick

Suzume, College Uniform She-Male Get Boned, Asian Manga Porn Crossdresser Cosplayer six
9 months ago
5:26

KeekAss

Suzume, College Uniform She-Male Get Boned, Asian Manga Porn Crossdresser Cosplayer six

Tags: amateur, anal, anal toying, asian, beauty, chinese, college