Best Sissy Hypno Ever! POV CEI
2 years ago
5:36

TrannyOne

Best Sissy Hypno Ever! POV CEI

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1 year ago
5:28

PornHub

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CROSSDRESSER HARD FUCKED BY A BBC
1 year ago
0:33

PornHub

CROSSDRESSER HARD FUCKED BY A BBC

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Boy feminized to a Sissy by shemale and hard fucked
49 days ago
30:33

aShemaleTube

Boy feminized to a Sissy by shemale and hard fucked

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Sissy Feminization
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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Aunti Vs Panty Boy
7 years ago
40:23

aShemaleTube

Aunti Vs Panty Boy

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SISSY HUCOW
7 years ago
1:54

aShemaleTube

SISSY HUCOW

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Feminization and Strapon Sex
8 years ago
21:53

aShemaleTube

Feminization and Strapon Sex

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Feminization- Guy Becomes Menina
8 years ago
4:47

aShemaleTube

Feminization- Guy Becomes Menina

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feminisation
7 years ago
2:54

xHamster

feminisation

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Feminization
7 years ago
3:28

xHamster

Feminization

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

aShemaleTube

Sissy Compilation - Crosdfressers and Feminization

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Feminization to a sissy
8 years ago
6:00

aShemaleTube

Feminization to a sissy

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English femdoms punish submissive outdoors
8 years ago
6:00

TnaFlix

English femdoms punish submissive outdoors

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Sissy boy feminization before fuck
10 months ago
2:13

PornHub

Sissy boy feminization before fuck

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TS WILLOW - Sneak Peek PMV
3 days ago
0:24

PornHub

TS WILLOW - Sneak Peek PMV

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Look At My Ass w/ Hot TS Julee Love
2 years ago
1:57

PornHub

Look At My Ass w/ Hot TS Julee Love

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

xHamster

Beautiful Sissy Secretary Talking Dirty and Stroking (preview)

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Goth Femboy Jade Madison Fucked Against Wall
21 days ago
2:46

xHamster

Goth Femboy Jade Madison Fucked Against Wall

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Femboy sissification with anal plug and beautiful cumshot
11 months ago
2:15

xHamster

Femboy sissification with anal plug and beautiful cumshot

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Sissy man posing in suspender tights
1 year ago
3:01

KeekAss

Sissy man posing in suspender tights

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Squashing a spunk-pump into a micro box
1 year ago
11:40

KeekAss

Squashing a spunk-pump into a micro box

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Pornstars: lystra

Girly Moves Galore: Unleashing My Inner Diva
15 days ago
5:29

xHamster

Girly Moves Galore: Unleashing My Inner Diva

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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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sexy crossdresser trans cum
1 year ago
5:59

PornHub

sexy crossdresser trans cum

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Sissy has a Cagegasm
8 days ago
1:18

PornHub

Sissy has a Cagegasm

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TS W I L L O W - Sissy Clitty Squirts To BNWO PMV's
1 year ago
5:23

PornHub

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

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Femboy hiding diaper under skirt. Pee in diaper and rubbing cock.
1 year ago
4:14

PornHub

Femboy hiding diaper under skirt. Pee in diaper and rubbing cock.

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alternative trans making you eating cum - CEI
11 months ago
4:19

PornHub

alternative trans making you eating cum - CEI

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Eat My Ass Faggot ft Trans Femdom
11 months ago
0:21

PornHub

Eat My Ass Faggot ft Trans Femdom

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

PornHub

Feminization -Sissification - Sissy Training - SISSY TRIP

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TS W I L L O W - PRACTICING FOR DADDY
6 days ago
6:14

PornHub

TS W I L L O W - PRACTICING FOR DADDY

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sissy cock whore hypno
7 months ago
2:50

aShemaleTube

sissy cock whore hypno

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Sissy Francis Malice Real Cunt
9 days ago
1:41

xHamster

Sissy Francis Malice Real Cunt

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Homemade Compilation: Celebrating my Feminine Side
50 days ago
5:37

xHamster

Homemade Compilation: Celebrating my Feminine Side

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Tgirl takes two dildo's in anal training vid
8 months ago
10:40

PornHub

Tgirl takes two dildo's in anal training vid

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Lazy femboy bitch with gaping hole
57 days ago
1:58

xHamster

Lazy femboy bitch with gaping hole

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Admit that you are FAG
5 months ago
8:53

KeekAss

Admit that you are FAG

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Trans Jessica Moon Sucks Bailey Wilde's Cock
4 months ago
5:24

xHamster

Trans Jessica Moon Sucks Bailey Wilde's Cock

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In a red satin slip with a big cum finish
7 months ago
10:31

xHamster

In a red satin slip with a big cum finish

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Crossdresser wearing Black one piece swimsuit
27 days ago
1:36

xHamster

Crossdresser wearing Black one piece swimsuit

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OVERTIME EARNER Stops by on Meal Break to Fuck Faggyboi
7 months ago
1:32

xHamster

OVERTIME EARNER Stops by on Meal Break to Fuck Faggyboi

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Colorful Videos: Showcasing Cute Body and Sexy Dresses
35 days ago
6:10

xHamster

Colorful Videos: Showcasing Cute Body and Sexy Dresses

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Sophie your french maid does the cleaning with a plug in her ass
2 months ago
6:42

xHamster

Sophie your french maid does the cleaning with a plug in her ass

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Hot Sissy Anal Slide in Chastity Cage
1 year ago
6:16

PornHub

Hot Sissy Anal Slide in Chastity Cage

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Black Sissy princess exploring her hole for step mommys and step daddys
55 days ago
3:02

xHamster

Black Sissy princess exploring her hole for step mommys and step daddys

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Prettyful Trans Sissy Biotch In Rosy Undergarments Gets Bitchy
4 months ago
9:20

KeekAss

Prettyful Trans Sissy Biotch In Rosy Undergarments Gets Bitchy

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Limp penis sissysimran crossdresser getting fuck by huge dildo
4 months ago
21:00

xHamster

Limp penis sissysimran crossdresser getting fuck by huge dildo

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Sissy Slut Ejaculates After Morning Wakeup Cum Show at Country House
45 days ago
11:12

xHamster

Sissy Slut Ejaculates After Morning Wakeup Cum Show at Country House

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Total Crossdressing Transformation
10 months ago
10:16

KeekAss

Total Crossdressing Transformation

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Dance Like Nobody's Judging: Celebrating the Joy of Movement!
3 months ago
5:49

xHamster

Dance Like Nobody's Judging: Celebrating the Joy of Movement!

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Listening to hypno training my sissy pussy in chastity like a good slut. Spit roast
3 months ago
45:35

aShemaleTube

Listening to hypno training my sissy pussy in chastity like a good slut. Spit roast

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A femboy with a big ass gets a big plug inserted. Femdom sissy
38 days ago
3:10

xHamster

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

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Girlfriend Goals: Join Me in Finding a Love That Lasts Forever!
58 days ago
5:30

xHamster

Girlfriend Goals: Join Me in Finding a Love That Lasts Forever!

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Kelli gagged with a pee covered penis gag
40 days ago
5:08

xHamster

Kelli gagged with a pee covered penis gag

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I Cumming From Hard Strap on Fuck
7 months ago
1:00

xHamster

I Cumming From Hard Strap on Fuck

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Sissy Rian Jordan Fucks BBC Dildo
2 months ago
3:33

xHamster

Sissy Rian Jordan Fucks BBC Dildo

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オナニーが気持ち良すぎてオシッコ出ちゃった♡Masturbation is too comfortable Pee peeing,,,♡ japanese crossdresserオナニー
1 year ago
10:51

PornHub

オナニーが気持ち良すぎてオシッコ出ちゃった♡Masturbation is too comfortable Pee peeing,,,♡ japanese crossdresserオナニー

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Lisa Rhea Deville Shoying of Ass in Lingerie
5 months ago
1:40

xHamster

Lisa Rhea Deville Shoying of Ass in Lingerie

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Collared Anal Sissy pleasing her Dom with Ball Insertions
7 months ago
1:44

PornHub

Collared Anal Sissy pleasing her Dom with Ball Insertions

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Sissymaya riding a big black dildo in microbikini and slutty heel my first sissy slave video
12 days ago
1:08

xHamster

Sissymaya riding a big black dildo in microbikini and slutty heel my first sissy slave video

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Sissy v-card (part 1)
1 year ago
11:11

KeekAss

Sissy v-card (part 1)

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Feminized by Roommate as Discipline
4 months ago
14:30

xHamster

Feminized by Roommate as Discipline

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All About Me: Sharing Personal Stories and Experiences
14 days ago
6:01

xHamster

All About Me: Sharing Personal Stories and Experiences

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Juggsy X Bowl Lady Bevy #1
7 months ago
16:33

KeekAss

Juggsy X Bowl Lady Bevy #1

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Style Tips and Tricks: Elevate Your Fashion Game!
8 days ago
5:26

xHamster

Style Tips and Tricks: Elevate Your Fashion Game!

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Daring Desires: Adventures in Sensuality
19 days ago
5:50

xHamster

Daring Desires: Adventures in Sensuality

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Man Made into Woman, Handcuffed, and Dominated by Roommate
2 days ago
10:27

TrannyOne

Man Made into Woman, Handcuffed, and Dominated by Roommate

Tags: amateur, anal, bdsm, bondage, crossdressing, cum, domination, femboy, feminization, fetish

Trans Jessica Moon Rides Crossdresser Bailey Wilde's Cock
2 months ago
8:54

xHamster

Trans Jessica Moon Rides Crossdresser Bailey Wilde's Cock

Tags: amateur, american, anal, beauty, big cock, crossdressing, dick, femboy, feminization, hardcore

Ladyboy and Girl Masturbate in a Park
6 months ago
5:02

xHamster

Ladyboy and Girl Masturbate in a Park

Tags: amateur, crossdressing, feminization, handjob, hd, ladyboy, masturbation, outdoor, park, sissy

Crossdressing Beauty Secrets: Tips and Tricks for a Flawless Look!
57 days ago
5:27

xHamster

Crossdressing Beauty Secrets: Tips and Tricks for a Flawless Look!

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Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky Nicky, Jackpot Monster Cock
4 months ago
9:34

xHamster

Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky Nicky, Jackpot Monster Cock

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Wank in underpants and lots of jizm
8 months ago
3:27

KeekAss

Wank in underpants and lots of jizm

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Making Life Together: Creating Memories and Building a Future
28 days ago
5:23

xHamster

Making Life Together: Creating Memories and Building a Future

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Ser chico de oficina está cool pero ser la secretaria uff
9 months ago
1:00

PornHub

Ser chico de oficina está cool pero ser la secretaria uff

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Crossdresser whore outdoor in Black and red vinyl outfits
3 months ago
5:19

xHamster

Crossdresser whore outdoor in Black and red vinyl outfits

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Crossdresser fucks a huge dildo
48 days ago
3:30

xHamster

Crossdresser fucks a huge dildo

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Bootylicious Babe: Shaking It with Sass
15 days ago
6:04

xHamster

Bootylicious Babe: Shaking It with Sass

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I dress up boys to be girls and fuck them like girls
7 months ago
7:14

xHamster

I dress up boys to be girls and fuck them like girls

Tags: amateur, anal, boy, crossdressing, domination, dress, feminization, hd, ladyboy, lingerie

Sexiest Sissy Fucked by Fuck Machine Missionary
2 months ago
9:15

xHamster

Sexiest Sissy Fucked by Fuck Machine Missionary

Tags: amateur, american, anal, beauty, big ass, crossdressing, cum, femboy, feminization, hd

Dominatrix Makes Feminized Roommate Get Fucked
6 months ago
2:02

xHamster

Dominatrix Makes Feminized Roommate Get Fucked

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Girls Who Like Femboys: Connecting with Like-Minded Souls
32 days ago
5:28

xHamster

Girls Who Like Femboys: Connecting with Like-Minded Souls

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Chinese sissy takes anal invasion BIG BLACK COCK deep
6 months ago
4:23

KeekAss

Chinese sissy takes anal invasion BIG BLACK COCK deep

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Sissy Francis Malice Hot and More Sexual
39 days ago
2:32

xHamster

Sissy Francis Malice Hot and More Sexual

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White Sissy Crossdresser gets Pounded hard and Breeded Multiple times by her BBC
6 months ago
8:29

xHamster

White Sissy Crossdresser gets Pounded hard and Breeded Multiple times by her BBC

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SEXIEST Trans Latina Fucked Doggystyle
7 days ago
6:34

xHamster

SEXIEST Trans Latina Fucked Doggystyle

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Compilation jizz flow samantha sissy transwoman
1 year ago
5:39

KeekAss

Compilation jizz flow samantha sissy transwoman

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Fashionable Traveler: Jet-Setting in Style
21 days ago
5:41

xHamster

Fashionable Traveler: Jet-Setting in Style

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Hot Crossdresser Body Tease ft Trans Femdom
9 months ago
0:54

PornHub

Hot Crossdresser Body Tease ft Trans Femdom

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FEMBOY SISSYBOY PLUG ANAL PLAY
6 months ago
2:32

xHamster

FEMBOY SISSYBOY PLUG ANAL PLAY

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

KeekAss

Transgender Princess Dildoing Rump on Public Bench

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Sissy in chastity playing with her dildo and pussy
34 days ago
2:00

xHamster

Sissy in chastity playing with her dildo and pussy

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Feminine Rainbow Girl Cock and Pink Nails - Let's Masterbate Together UwU
1 year ago
10:02

PornHub

Feminine Rainbow Girl Cock and Pink Nails - Let's Masterbate Together UwU

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Fill my Sissy Hole With Cum
10 months ago
3:03

PornHub

Fill my Sissy Hole With Cum

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Vibrating Sissy Cow Anal Toy & Chastity Show staring Sissy Mindy
3 months ago
14:51

xHamster

Vibrating Sissy Cow Anal Toy & Chastity Show staring Sissy Mindy

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Lonely Boy Deep Imagining Feminization ( Part #2 )
4 months ago
15:08

ShemaleZ

Lonely Boy Deep Imagining Feminization ( Part #2 )

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

xHamster

Trans Kelsey Masters Sucking Huge Trans Dick

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HORNY TGIRL AKIRA RABBIT SMOKES, STRIPS, AND MASTURBATES
5 days ago
5:28

PornHub

HORNY TGIRL AKIRA RABBIT SMOKES, STRIPS, AND MASTURBATES

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Creamy Anal Adventure ft Sissy Kenzie Star
39 days ago
27:36

xHamster

Creamy Anal Adventure ft Sissy Kenzie Star

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Guy Transformed Into Woman as Payback by Roommates
5 months ago
1:37

xHamster

Guy Transformed Into Woman as Payback by Roommates

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Sissy Shemale Captions Vol.3
30 days ago
1:44

aShemaleTube

Sissy Shemale Captions Vol.3

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Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!
7 months ago
1:08:51

xHamster

Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!

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Sissy secretaria juega con su dildo en castidad
10 months ago
10:53

PornHub

Sissy secretaria juega con su dildo en castidad

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Sissy squirting in public toilet like a slut
13 days ago
2:35

xHamster

Sissy squirting in public toilet like a slut

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Mistress Cassidy Fucks Sissy Missionary
5 months ago
1:58

xHamster

Mistress Cassidy Fucks Sissy Missionary

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Oopsie - Kara Marie
7 months ago
1:34

xHamster

Oopsie - Kara Marie

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Sissy Fucks Dildo In chastity
4 months ago
12:28

xHamster

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40 days ago
8:05

xHamster

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1 year ago
28:00

KeekAss

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8 days ago
5:14

xHamster

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4 months ago
3:09

KeekAss

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8 months ago
1:19

xHamster

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46 days ago
3:58

xHamster

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3 months ago
5:31

xHamster

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10 months ago
0:35

PornHub

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2 months ago
3:20

xHamster

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20 days ago
9:06

TrannyOne

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1 year ago
5:22

KeekAss

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