Sissy Academy
Today
25:57

aShemaleTube

Sissy Academy

Tags: anal, big ass, blowjob, gay, hd, lingerie, sissy
How it's Done
1 day ago
11:33

aShemaleTube

How it's Done

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Your Wonderful Baby
8 days ago
4:08

xHamster

Your Wonderful Baby

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Winner2BlowJob
1 day ago
1:50

aShemaleTube

Winner2BlowJob

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Winner2AssFuck
1 day ago
3:05

aShemaleTube

Winner2AssFuck

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My sissy slut performs a striptease (behind the scenes) with Margo-Apollo
1 day ago
13:39

HDSex

My sissy slut performs a striptease (behind the scenes) with Margo-Apollo

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Sissy Jackie swallows sperm
1 day ago
15:23

aShemaleTube

Sissy Jackie swallows sperm

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Webcam whore in grey VS racerback
13 days ago
9:39

xHamster

Webcam whore in grey VS racerback

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POV of the Whisk spreading my Ass from inside
3 days ago
2:03

xHamster

POV of the Whisk spreading my Ass from inside

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2 TGirls Masturbating
2 days ago
17:56

aShemaleTube

2 TGirls Masturbating

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Crossdresser Fucks Ass
2 days ago
2:38

aShemaleTube

Crossdresser Fucks Ass

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Cumshot Fountain Through Closed Nylon Sheet Pantyhose - Horny Shemale with Sexy Ballerina Socks Jerking Her Big Cock
5 days ago
0:30

xHamster

Cumshot Fountain Through Closed Nylon Sheet Pantyhose - Horny Shemale with Sexy Ballerina Socks Jerking Her Big Cock

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More fuck machine fun. So much cum im such a sissy slut
2 days ago
4:47

aShemaleTube

More fuck machine fun. So much cum im such a sissy slut

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Traps 26
2 days ago
50:19

aShemaleTube

Traps 26

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Tina Strips Little Black Dress
2 days ago
1:12

aShemaleTube

Tina Strips Little Black Dress

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He Turned Her Into A Submissive Sissy Slut
3 days ago
18:26

aShemaleTube

He Turned Her Into A Submissive Sissy Slut

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Indian Crossy Housewife strips and pees
3 days ago
7:42

aShemaleTube

Indian Crossy Housewife strips and pees

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Cute Blonde Teen in Dress Fucked Anal
4 days ago
6:12

xHamster

Cute Blonde Teen in Dress Fucked Anal

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walk with my pink dress. I end up with a big ejaculation on my top
3 days ago
12:14

aShemaleTube

walk with my pink dress. I end up with a big ejaculation on my top

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Hot White Femboys PMV PT1
3 days ago
1:34

aShemaleTube

Hot White Femboys PMV PT1

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Huge 9in Dildo Fucking Compilation Vol.6
15 days ago
8:12

xHamster

Huge 9in Dildo Fucking Compilation Vol.6

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Sissy slut 1
14 days ago
1:18

xHamster

Sissy slut 1

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Big Beautiful Ass Tranny MILF Destroying Her Ass with a Fuck Machine and Cum
15 days ago
6:17

xHamster

Big Beautiful Ass Tranny MILF Destroying Her Ass with a Fuck Machine and Cum

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Sissy Shemale riding Dildo
4 days ago
0:56

aShemaleTube

Sissy Shemale riding Dildo

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Emma
4 days ago
8:24

aShemaleTube

Emma

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Fucking Goth Crossdresser Jade Madison - Compilation 5
4 days ago
8:04

aShemaleTube

Fucking Goth Crossdresser Jade Madison - Compilation 5

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On Knees in Stable Sucking BBC Toy
5 days ago
6:16

xHamster

On Knees in Stable Sucking BBC Toy

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YANNA AND ME
4 days ago
5:03

aShemaleTube

YANNA AND ME

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Jessy Takes Mreasydeck's BBC Deep and Hard
5 days ago
8:04

aShemaleTube

Jessy Takes Mreasydeck's BBC Deep and Hard

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Razor Burnt Ass
5 days ago
13:55

aShemaleTube

Razor Burnt Ass

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Young femboy cumshot compliation
5 days ago
3:36

aShemaleTube

Young femboy cumshot compliation

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Sissy French maid Payal
5 days ago
2:25

aShemaleTube

Sissy French maid Payal

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Sissy Maid Has the Best Boipussy
7 days ago
8:12

xHamster

Sissy Maid Has the Best Boipussy

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Chastity slut gets worked in and helps out
6 days ago
1:06

aShemaleTube

Chastity slut gets worked in and helps out

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Latest Live Sex Show Online Recordings, Gigi and Dave, Shemale and Man Couple, POV, Behind the Scene, Webcam Sex, 2025-06-17 5
18 days ago
8:12

xHamster

Latest Live Sex Show Online Recordings, Gigi and Dave, Shemale and Man Couple, POV, Behind the Scene, Webcam Sex, 2025-06-17 5

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Playing in my leopard print bodystocking
6 days ago
2:15

aShemaleTube

Playing in my leopard print bodystocking

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Latest Live Sex Show Online Recordings, Gigi and Dave, Shemale and Man Couple, POV, Behind the Scene, Webcam Sex, 2025-06-17 6
18 days ago
8:12

xHamster

Latest Live Sex Show Online Recordings, Gigi and Dave, Shemale and Man Couple, POV, Behind the Scene, Webcam Sex, 2025-06-17 6

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SissyMindy the SissyKat cosplay kitty chastity dance
9 days ago
5:26

xHamster

SissyMindy the SissyKat cosplay kitty chastity dance

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CD Melisa Doll fucked in chair
7 days ago
0:59

aShemaleTube

CD Melisa Doll fucked in chair

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Hunny Paint - Sissy Elf Pummeled
7 days ago
26:18

KeekAss

Hunny Paint - Sissy Elf Pummeled

Tags: anal, blowjob, cumshot, hd, sissy
Jerked off, internal ejaculation
7 days ago
14:41

VideoSection

Jerked off, internal ejaculation

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Femboy got her dick sucked by sissy trap
7 days ago
10:41

aShemaleTube

Femboy got her dick sucked by sissy trap

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Panties and Precum
18 days ago
2:24

xHamster

Panties and Precum

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Sissy In Pink Lingerie Sucking
8 days ago
1:23

aShemaleTube

Sissy In Pink Lingerie Sucking

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Fiona Fortune In Fat Cd Sissy Get Blows And Gets Banged Out By A Tall Bbc Who Creams All Over Her Face 5 Min
9 days ago
5:08

HClips

Fiona Fortune In Fat Cd Sissy Get Blows And Gets Banged Out By A Tall Bbc Who Creams All Over Her Face 5 Min

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I play with trans teen slutty ass and then I fuck her
9 days ago
5:55

xHamster

I play with trans teen slutty ass and then I fuck her

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Rikki Ocean Desperately Trying to Throat a Dildo Makes Her Cum so Hard
15 days ago
0:30

xHamster

Rikki Ocean Desperately Trying to Throat a Dildo Makes Her Cum so Hard

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Squid Game Player 1 Fucks with Guard for Winning
10 days ago
5:31

xHamster

Squid Game Player 1 Fucks with Guard for Winning

Tags: amateur, anal, beauty, big ass, big cock, big tits, couple, cute, femboy, femdom
Double Dildo, Big Dildo Anal Cum
10 days ago
5:57

xHamster

Double Dildo, Big Dildo Anal Cum

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Sex with femboy ladyboy
9 days ago
18:14

aShemaleTube

Sex with femboy ladyboy

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Stunning Inked TS Beauty on an Intense Intercourse with her BF
9 days ago
7:47

aShemaleTube

Stunning Inked TS Beauty on an Intense Intercourse with her BF

Tags: amateur, anal, beauty, boyfriend, hd, homevideo, latina, riding, sissy, tattoo
She fucks and sucks her girlfriend before fingering her
10 days ago
2:23

aShemaleTube

She fucks and sucks her girlfriend before fingering her

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Transgender sissy joyce in chastity shows hormone progress
11 days ago
5:16

xHamster

Transgender sissy joyce in chastity shows hormone progress

Tags: bdsm, beauty, hd, ladyboy, sissy, transsexual
Video of bob-haired transvestite quietly masturbating
11 days ago
1:35

xHamster

Video of bob-haired transvestite quietly masturbating

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HORNY SISSY SLUT CUMS FROM CARESSING HER ASSHOLE
11 days ago
1:16

xHamster

HORNY SISSY SLUT CUMS FROM CARESSING HER ASSHOLE

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Sissy Slut takes Bareback Grindr Cock
11 days ago
9:46

ShemaleZ

Sissy Slut takes Bareback Grindr Cock

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breaking up the monotony
12 days ago
8:12

xHamster

breaking up the monotony

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Sissy on her balcony
12 days ago
5:33

xHamster

Sissy on her balcony

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Stunning Sissy Maid Looks so Feminine and Sexy
12 days ago
8:12

xHamster

Stunning Sissy Maid Looks so Feminine and Sexy

Tags: anal, barebacking, blowjob, cum in mouth, gorgeous, hd, high heels, ladyboy, maid, sissy
Submissive sissy is ready for her bull
12 days ago
8:12

xHamster

Submissive sissy is ready for her bull

Tags: anal, barebacking, blonde, blowjob, cum, cum in mouth, hd, ladyboy, lingerie, mature
Waking him up with some sex
12 days ago
8:12

xHamster

Waking him up with some sex

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Hotel Maid Takes Care of an Important Man
12 days ago
8:12

xHamster

Hotel Maid Takes Care of an Important Man

Tags: anal, barebacking, blonde, blowjob, cum in mouth, hd, hotel, ladyboy, maid, sissy
Sissy Girl Dreams of the D
11 days ago
8:04

aShemaleTube

Sissy Girl Dreams of the D

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Trained to Be a Submissive Slut
11 days ago
8:04

aShemaleTube

Trained to Be a Submissive Slut

Tags: anal, barebacking, blowjob, cum in mouth, hd, ladyboy, maid, pussy, sissy, slut
Goth Sissy Jade Madison Deepthroating Dick - Compilation 8
11 days ago
8:04

aShemaleTube

Goth Sissy Jade Madison Deepthroating Dick - Compilation 8

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pummeling myself and jizzing sans arms - mylanasky
11 days ago
12:27

aShemaleTube

pummeling myself and jizzing sans arms - mylanasky

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Quick sissy CD micro bikini whore fucked by massive black monster dildo
12 days ago
0:43

aShemaleTube

Quick sissy CD micro bikini whore fucked by massive black monster dildo

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Sissy Anal Annihilation
12 days ago
4:16

aShemaleTube

Sissy Anal Annihilation

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trans-81
12 days ago
4:11

aShemaleTube

trans-81

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Purple Dress Sissy
12 days ago
9:37

HClips

Purple Dress Sissy

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Fucking anal submisive trans Harley
18 days ago
7:16

xHamster

Fucking anal submisive trans Harley

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Sissy CD Hole destroyed by huge black dildo on fucking machine
12 days ago
5:51

aShemaleTube

Sissy CD Hole destroyed by huge black dildo on fucking machine

Tags: amateur, anal, ass, big ass, black, crossdressing, extreme, femboy, fucking machine, gaping hole
Sissy Wants to Get Cought in the City
13 days ago
14:01

aShemaleTube

Sissy Wants to Get Cought in the City

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suesse schlanke weisse transe mit grossem schwanz unter dem kleid spritzt heftig ab
13 days ago
2:56

aShemaleTube

suesse schlanke weisse transe mit grossem schwanz unter dem kleid spritzt heftig ab

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If I was your AI GirlFriend
13 days ago
0:53

aShemaleTube

If I was your AI GirlFriend

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Huge 9in Dildo Fucking Compilation Vol.1
13 days ago
8:04

aShemaleTube

Huge 9in Dildo Fucking Compilation Vol.1

Tags: amateur, anal, ass, big ass, compilation, cumshot, dildo, fucking machine, hd, masturbation
👀Show off a Beautiful Little Brothel Whore in Mini-Skirt, Latex & Nylon Stockings, Black Stiletto
13 days ago
11:10

aShemaleTube

👀Show off a Beautiful Little Brothel Whore in Mini-Skirt, Latex & Nylon Stockings, Black Stiletto

Tags: amateur, beauty, black, crossdressing, european, fetish, high heels, latex, miniskirt, nylon
Mature CD Janis Wylde afternoon jerk off
13 days ago
7:30

aShemaleTube

Mature CD Janis Wylde afternoon jerk off

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Blonde in leopard print bodystocking and black boots
13 days ago
1:56

aShemaleTube

Blonde in leopard print bodystocking and black boots

Tags: big ass, black, blonde, bodystocking, boots, crossdressing, femboy, fetish, hd, ladyboy
I fuck her tight hole with my big cock bareback
15 days ago
5:10

xHamster

I fuck her tight hole with my big cock bareback

Tags: amateur, anal, barebacking, big cock, colombian, creampie, crossdressing, femboy, hd, interracial
First time in a fufu clip my useless worthless clitty
14 days ago
5:01

aShemaleTube

First time in a fufu clip my useless worthless clitty

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Jane dominate her sissy slave and made him a girl
14 days ago
9:59

aShemaleTube

Jane dominate her sissy slave and made him a girl

Tags: anal, asian, big ass, big cock, big tits, blowjob, cum in mouth, cumshot, domination, hd
Hot Blonde Crossdresser Recieving Blowjob from Brunette Crossdresser
16 days ago
2:32

xHamster

Hot Blonde Crossdresser Recieving Blowjob from Brunette Crossdresser

Tags: amateur, american, anal, beauty, big ass, big cock, blonde, blowjob, brunette, crossdressing
Sissy Candy Gets to Have fun with Her Girl and Gets Fettered to and Drilled by Her Fresh Fucktoy Dame
15 days ago
8:53

KeekAss

Sissy Candy Gets to Have fun with Her Girl and Gets Fettered to and Drilled by Her Fresh Fucktoy Dame

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Sexy femboy teen playing with huge cock
16 days ago
10:37

aShemaleTube

Sexy femboy teen playing with huge cock

Tags: amateur, big cock, femboy, homevideo, huge cock, masturbation, sissy, small tits, solo, teen (18+)
slut in chastity rides huge cock that cums inside her
16 days ago
2:03

aShemaleTube

slut in chastity rides huge cock that cums inside her

Tags: amateur, anal, ass to mouth, barebacking, big ass, big cock, cage, creampie, cum, fetish
Two hot Futanari's stroking and teasing on cam
16 days ago
10:42

aShemaleTube

Two hot Futanari's stroking and teasing on cam

Tags: big cock, couple, futanari, hd, latina, masturbation, sissy, skirt, stroking, tease
Valentine S Day - Getting A Sissy For
17 days ago
8:06

ShemaleZ

Valentine S Day - Getting A Sissy For

Tags: anal, assfucking, barebacking, big cock, blonde, dick, hd, sissy, stockings, tattoo
I cum strong in an unkown hotel
17 days ago
5:32

aShemaleTube

I cum strong in an unkown hotel

Tags: amateur, beauty, big ass, big cock, blonde, cum, cumshot, hd, hotel, sissy
Femboy fucked, beautiful transgender
18 days ago
8:14

VideoSection

Femboy fucked, beautiful transgender

Tags: amateur, american, anal, babe, barebacking, bdsm, beauty, blowjob, crossdressing, domination
That ass is too fat
17 days ago
27:16

aShemaleTube

That ass is too fat

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Femboy Pranks His Best Friend
18 days ago
22:47

aShemaleTube

Femboy Pranks His Best Friend

Tags: anal, best friend, blowjob, femboy, lingerie, redhead, sissy
ass training
19 days ago
3:45

xHamster

ass training

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Teasing, Stroking, Sucking, Fucking, & Cumming Compilation
18 days ago
24:43

aShemaleTube

Teasing, Stroking, Sucking, Fucking, & Cumming Compilation

Tags: anal, blowjob, compilation, cum, cum in mouth, cumshot, hd, lingerie, masturbation, pantyhose
Sissy doll stretching my hole
19 days ago
13:07

JizzBunker

Sissy doll stretching my hole

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Melanie Brooks In Pulling Rank: Dirty Hot Cop Fucks Evidence Room Boy
19 days ago
11:06

ShemaleZ

Melanie Brooks In Pulling Rank: Dirty Hot Cop Fucks Evidence Room Boy

Tags: anal, assfucking, big cock, big tits, boy, brunette, cop, crossdressing, dick, dirty
Big ass trans Crystal Phoenix fucked by BBC fuck machine
19 days ago
8:27

aShemaleTube

Big ass trans Crystal Phoenix fucked by BBC fuck machine

Tags: amateur, anal, anal toying, big ass, big black cock, crossdressing, escort, femboy, fucking machine, latina
Alpha White muscle stud fucks ebony sissy femboy ezra_kyle25 in interracial homemade porn
19 days ago
0:34

aShemaleTube

Alpha White muscle stud fucks ebony sissy femboy ezra_kyle25 in interracial homemade porn

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Lucky girl I'm sucking a nice cock and tasting the hot cum
20 days ago
5:11

xHamster

Lucky girl I'm sucking a nice cock and tasting the hot cum

Tags: amateur, big cock, blowjob, couple, crossdressing, cum, dick, friend, hd, italian
Big Tits Asian American Sissy Tranny Trap Used By Her Stepdaddy Dom As A
20 days ago
8:06

HClips

Big Tits Asian American Sissy Tranny Trap Used By Her Stepdaddy Dom As A

Tags: amateur, american, anal, asian, assfucking, barebacking, big ass, big tits, booty, booty shake
UBerBlowjob, A Big Transvestite Is Called To Trim A Good Right Behind The Door, No BlaBla
20 days ago
25:10

aShemaleTube

UBerBlowjob, A Big Transvestite Is Called To Trim A Good Right Behind The Door, No BlaBla

Tags: amateur, anal toying, barebacking, beauty, belgian, blowjob, crossdressing, cum in mouth, european, fishnet
TS Big Booty Compil PMV
20 days ago
40:17

aShemaleTube

TS Big Booty Compil PMV

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slutty shana webcamfun
30 days ago
9:10

xHamster

slutty shana webcamfun

Tags: belgian, fucking machine, hd, homevideo, masturbation, pornstar, sissy, slut, solo, webcam
Rachael Belle Exposed Chastity Sissy Slut Humiliation 5
20 days ago
2:29

aShemaleTube

Rachael Belle Exposed Chastity Sissy Slut Humiliation 5

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Double Cumshot After Dildo Playng and Missionary
20 days ago
11:02

aShemaleTube

Double Cumshot After Dildo Playng and Missionary

Tags: amateur, barebacking, big cock, blowjob, couple, cumshot, dildo, masturbation, missionary, sissy
huge fucking session and cum like a sissy slut - sissy captions
20 days ago
23:37

aShemaleTube

huge fucking session and cum like a sissy slut - sissy captions

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Red dress
20 days ago
15:06

aShemaleTube

Red dress

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Shemale fucks shemale, faphouse
20 days ago
8:14

ShemaleMovie

Shemale fucks shemale, faphouse

Tags: amateur, american, anal, ass, babe, barebacking, bdsm, beauty, big ass, big cock
Sissy in public
20 days ago
2:13

aShemaleTube

Sissy in public

Tags: cum, park, public, sissy
wet feet - flip flops and latex
22 days ago
8:42

xHamster

wet feet - flip flops and latex

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Joselynne Crossdresser gets drilled with my toys in the second part
22 days ago
23:33

ShemaleMovie

Joselynne Crossdresser gets drilled with my toys in the second part

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Two incredible cute TGirls couple give blowjob handjob and fuck camshow
22 days ago
11:00

aShemaleTube

Two incredible cute TGirls couple give blowjob handjob and fuck camshow

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Greek sissy slut compilation of solo anal pleasure and cum shots
22 days ago
26:20

ShemaleMovie

Greek sissy slut compilation of solo anal pleasure and cum shots

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Melinda James in sultry crossdresser lingerie and pumped for action
22 days ago
7:12

VideoSection

Melinda James in sultry crossdresser lingerie and pumped for action

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Dazzling crossdressing princess takes on trans Kelsey Masters in a sizzling compilation
23 days ago
8:14

ShemaleMovie

Dazzling crossdressing princess takes on trans Kelsey Masters in a sizzling compilation

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This bitch was waiting to be fucked on the bed as hard as she likes it
23 days ago
5:41

xHamster

This bitch was waiting to be fucked on the bed as hard as she likes it

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Bangin' My Trans Girlfriend in the Kitchen
24 days ago
8:10

xHamster

Bangin' My Trans Girlfriend in the Kitchen

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4k Femboy gives themselves a wedgie compilation (Teaser)
23 days ago
1:16

aShemaleTube

4k Femboy gives themselves a wedgie compilation (Teaser)

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Strong triple from your whore....
23 days ago
8:08

aShemaleTube

Strong triple from your whore....

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3d animated, 3d fuck
23 days ago
8:14

ShemaleMovie

3d animated, 3d fuck

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