lara sissygasms as bambi
10 months ago
3:33

KeekAss

lara sissygasms as bambi

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Pornstars: anita blue

Apex managed BIG BLACK COCK fuck stick stuffs my sissy bootie for only a few tokens
10 months ago
5:04

KeekAss

Apex managed BIG BLACK COCK fuck stick stuffs my sissy bootie for only a few tokens

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Crossdresser SissyKanisa enjoys playing with inflatable anal toy and pink chastity cage
11 months ago
32:49

HDSex

Crossdresser SissyKanisa enjoys playing with inflatable anal toy and pink chastity cage

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Jessica Bloom Plapping - Ball Busting Purity Climax Sissy Cumslut
11 months ago
7:22

KeekAss

Jessica Bloom Plapping - Ball Busting Purity Climax Sissy Cumslut

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1 year ago
18:11

KeekAss

Frolicking in v-card cell sissy shemale

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Ruin Your Miserable Sack of babymakers
1 year ago
4:13

KeekAss

Ruin Your Miserable Sack of babymakers

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Sissy fucks herself in the ass with a dildo while locked in a chastity cage 4K
1 year ago
14:20

JizzBunker

Sissy fucks herself in the ass with a dildo while locked in a chastity cage 4K

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Chastity cage cum
1 year ago
0:41

aShemaleTube

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Machine Live Show: Intense Anal Action with Chastity Cage, Femboy, and Big Dildo
1 year ago
37:15

ShemaleMovie

Machine Live Show: Intense Anal Action with Chastity Cage, Femboy, and Big Dildo

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1 year ago
9:04

TrannyOne

my husband turns his pathetic cock into a pretty pussy

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crossdresser cums having a chastity cage
1 year ago
15:00

aShemaleTube

crossdresser cums having a chastity cage

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I sucked his cook so good that he fucked me
1 year ago
5:12

aShemaleTube

I sucked his cook so good that he fucked me

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Sissy slut in chastity cumming hands free and swallowing my cum
1 year ago
14:48

aShemaleTube

Sissy slut in chastity cumming hands free and swallowing my cum

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Sissy crossdresser rides dildo and cums in little pink pussys chastity cage
1 year ago
5:56

JizzBunker

Sissy crossdresser rides dildo and cums in little pink pussys chastity cage

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I had to show him my secret ASSet...
1 year ago
2:17

aShemaleTube

I had to show him my secret ASSet...

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Sissy Oksana riding a monster dildo
1 year ago
7:04

aShemaleTube

Sissy Oksana riding a monster dildo

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Trap in permanent innocence and immensely thrilled - Vid 001
1 year ago
15:28

KeekAss

Trap in permanent innocence and immensely thrilled - Vid 001

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I like to open my pussy - Biyannsy
1 year ago
8:16

aShemaleTube

I like to open my pussy - Biyannsy

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in small chastity cage and fucking my sissy ass
1 year ago
7:37

aShemaleTube

in small chastity cage and fucking my sissy ass

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Stretching my poor hole - Tina Noxx
1 year ago
8:25

aShemaleTube

Stretching my poor hole - Tina Noxx

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Mitts Free-For-All Buttfuck Ejaculation Sissygasm Compilation six
2 years ago
5:19

KeekAss

Mitts Free-For-All Buttfuck Ejaculation Sissygasm Compilation six

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Super-Naughty playtime redone?
2 years ago
2:14

KeekAss

Super-Naughty playtime redone?

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Ample donk femboi muddy and rock-hard anal invasion rail with XXL JIZZ FLOW 4K
2 years ago
3:28

KeekAss

Ample donk femboi muddy and rock-hard anal invasion rail with XXL JIZZ FLOW 4K

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Sexy crossdresser in nylon stockings and heels. hands free cum in castity cage
2 years ago
6:30

aShemaleTube

Sexy crossdresser in nylon stockings and heels. hands free cum in castity cage

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Sissy V-Card Striptease Image Shoot in the Park
2 years ago
7:00

KeekAss

Sissy V-Card Striptease Image Shoot in the Park

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Blond silly funbags sissy bitch revealed as public parking pile slut flashes everything part three
2 years ago
16:35

KeekAss

Blond silly funbags sissy bitch revealed as public parking pile slut flashes everything part three

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Compilation piss and fluids from crossdressers
2 years ago
5:00

aShemaleTube

Compilation piss and fluids from crossdressers

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Sissy Lucy Loced down in metal chastity and chains
2 years ago
10:58

TrannyOne

Sissy Lucy Loced down in metal chastity and chains

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Sissy and the City (part 1 -Demonstrating Dick Cell)
2 years ago
15:00

KeekAss

Sissy and the City (part 1 -Demonstrating Dick Cell)

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Sissy Oksana railing a monster fake penis
2 years ago
8:05

KeekAss

Sissy Oksana railing a monster fake penis

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Face Fucked Through The Bars Of The Cage
2 years ago
4:00

FlyFlv

Face Fucked Through The Bars Of The Cage

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Pornstars: jessica fox

Chinese Sissy Jenny Wei Gets four on 1 Gang-Bang, Dual Anal Invasion from Xxl Sausages
2 years ago
10:17

KeekAss

Chinese Sissy Jenny Wei Gets four on 1 Gang-Bang, Dual Anal Invasion from Xxl Sausages

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The Dragonlady rides her Slaves face while he's locked in Chastity
2 years ago
2:52

TrannyOne

The Dragonlady rides her Slaves face while he's locked in Chastity

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Rosy Misteriuos Cage Crossdresser
2 years ago
6:48

KeekAss

Rosy Misteriuos Cage Crossdresser

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Jessica908x getting nailed by machine
2 years ago
3:56

KeekAss

Jessica908x getting nailed by machine

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Sissy in Chastity Leak and Anal Stretching
3 years ago
13:02

aShemaleTube

Sissy in Chastity Leak and Anal Stretching

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Sissy Girls Dominated in Bondage Compilation
3 years ago
8:02

aShemaleTube

Sissy Girls Dominated in Bondage Compilation

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red-haired trans with good-sized glass faux-cock
3 years ago
5:19

KeekAss

red-haired trans with good-sized glass faux-cock

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Sugar black shemale slut
3 years ago
3:34

TrannyOne

Sugar black shemale slut

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Riding Her Dildo In hottie Cage
3 years ago
10:16

TrannyOne

Riding Her Dildo In hottie Cage

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Sissy Slut Lori Her Ass And Chastity Cage
3 years ago
8:47

ShemaleZ

Sissy Slut Lori Her Ass And Chastity Cage

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Adorable Sissy Innocence Sub Let Out to be Taunted Denied Abased and Locked up by Domina Mercer
4 years ago
12:29

KeekAss

Adorable Sissy Innocence Sub Let Out to be Taunted Denied Abased and Locked up by Domina Mercer

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sissylucylove trans cum caged and drink it 2
4 years ago
3:34

aShemaleTube

sissylucylove trans cum caged and drink it 2

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Transvesti First chastity cage
4 years ago
9:21

aShemaleTube

Transvesti First chastity cage

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Sissy slut in chastity cage and tail buttplug
4 years ago
6:50

aShemaleTube

Sissy slut in chastity cage and tail buttplug

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Cage & Dildo for JOI
4 years ago
8:49

aShemaleTube

Cage & Dildo for JOI

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Sasha Zvereva in cage
4 years ago
3:58

aShemaleTube

Sasha Zvereva in cage

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Bitch marina testing the new Cage
4 years ago
5:00

aShemaleTube

Bitch marina testing the new Cage

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College Girl Sarah and Nurse Petula Part two
5 years ago
16:16

KeekAss

College Girl Sarah and Nurse Petula Part two

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Teen ladyboy in bondage and chastity cage blowjob and anal
5 years ago
6:00

aShemaleTube

Teen ladyboy in bondage and chastity cage blowjob and anal

Tags: anal, asian, blowjob, bondage, cage, fetish, ladyboy, pov, small tits, teen (18+)

Tranny fucks her male slave from cage
6 years ago
5:08

aShemaleTube

Tranny fucks her male slave from cage

Tags: anal, bondage, cage, hardcore, ladyboy, slave, tranny, transsexual

Trans punk inhales the sissy transformation gas for a wild ride
4 days ago
16:20

HDSex

Trans punk inhales the sissy transformation gas for a wild ride

Tags: anal, cage, crossdressing, femboy, mask, punk, sissy, solo, transsexual, wild

My wild trans Valentine and the crazy screw machine experience
8 days ago
11:18

VideoSection

My wild trans Valentine and the crazy screw machine experience

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Sissy in cow micro swimsuit caboose chugging 1l of beer in her carport then shoveling it out
16 days ago
8:18

KeekAss

Sissy in cow micro swimsuit caboose chugging 1l of beer in her carport then shoveling it out

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👑Une soubrette rose fait une pause en l’absence de son employeur. Cage et plug. Cam4 Vanessab
27 days ago
11:12

aShemaleTube

👑Une soubrette rose fait une pause en l’absence de son employeur. Cage et plug. Cam4 Vanessab

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trans anal dildo extreme
37 days ago
11:41

aShemaleTube

trans anal dildo extreme

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Hot Trans Bailey Wilde Fucked in Chastity
38 days ago
9:57

aShemaleTube

Hot Trans Bailey Wilde Fucked in Chastity

Tags: amateur, anal, ass, cage, femboy, feminization, hd, homevideo, humiliation, sissy

I love making my Sissy spunk with her caboose utter!
51 days ago
6:54

KeekAss

I love making my Sissy spunk with her caboose utter!

Tags: amateur, anal, anal toying, big ass, cage, crossdressing, cum, cumshot, femboy, femdom

Using a vibro on my encaged tiny clitty and cuming
55 days ago
10:56

KeekAss

Using a vibro on my encaged tiny clitty and cuming

Tags: amateur, cage, cum, cumshot, hd, orgasm, sissy, squirt, vibrator

Ass fucking Finger-tickling, Smacking, and Monster Prick Railing for Sissy
58 days ago
8:03

KeekAss

Ass fucking Finger-tickling, Smacking, and Monster Prick Railing for Sissy

Tags: amateur, anal, assfucking, big ass, cage, crossdressing, cute, dildo, femboy, fetish

Trixy Used in a Cage at a Dungeon....
2 months ago
8:11

aShemaleTube

Trixy Used in a Cage at a Dungeon....

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wearing my flat cage, having my thickest dildo balls deep in my ass and slapping my balls wi
2 months ago
9:50

aShemaleTube

wearing my flat cage, having my thickest dildo balls deep in my ass and slapping my balls wi

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Caged with a hungry hole
3 months ago
2:53

aShemaleTube

Caged with a hungry hole

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Sissy Jessica Bloom vs Funzze Prodding Cork And Electro-hitachi in Man meat Box V-card
3 months ago
5:21

KeekAss

Sissy Jessica Bloom vs Funzze Prodding Cork And Electro-hitachi in Man meat Box V-card

Tags: amateur, anal, ass to mouth, beauty, blonde, buttplug, cage, cumshot, cute, dick

Sissy Intro at home and pleasing BBC Dildo
3 months ago
13:01

aShemaleTube

Sissy Intro at home and pleasing BBC Dildo

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Rachael Belle ride big black dildo in chastity cage
4 months ago
9:26

aShemaleTube

Rachael Belle ride big black dildo in chastity cage

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Rachael Belle experiences anal invasion with toys and a chastity cage
4 months ago
13:54

ShemaleMovie

Rachael Belle experiences anal invasion with toys and a chastity cage

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Big dick Pierce Paris licks the juicy ass of black Natassia Dreams
5 months ago
7:00

KeekAss

Big dick Pierce Paris licks the juicy ass of black Natassia Dreams

Tags: anal, ass, bdsm, big cock, black, blowjob, brunette, cage, deep throat, fantasy

Innocence Sissy Cumslut Instructs Her Arsehole And Guzzles Her Own Jizz, Numerous Guts Climaxes
5 months ago
5:48

KeekAss

Innocence Sissy Cumslut Instructs Her Arsehole And Guzzles Her Own Jizz, Numerous Guts Climaxes

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Beautiful blonde bitch caged
6 months ago
0:49

aShemaleTube

Beautiful blonde bitch caged

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Thicc Trans Sweetheart Gets Drilled and Creampied By a Pulverizing Machine
6 months ago
7:08

KeekAss

Thicc Trans Sweetheart Gets Drilled and Creampied By a Pulverizing Machine

Tags: anal, big ass, cage, creampie, doggystyle, drilling, gaping hole, hd, sissy, solo

Humping my caboose in undies and chasity and nutting with my hitachi
7 months ago
13:31

KeekAss

Humping my caboose in undies and chasity and nutting with my hitachi

Tags: amateur, anal, anal toying, cage, cum, handjob, hd, humping, orgasm, panties

Sissy Candy is smashed by her machine in v-card until she sissygasms
7 months ago
7:44

KeekAss

Sissy Candy is smashed by her machine in v-card until she sissygasms

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Sissy anal fuck in the bath
7 months ago
7:42

aShemaleTube

Sissy anal fuck in the bath

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Trans Innocence Tramp Dusti Bunni Gets Tethered & Used By Boy
8 months ago
3:15

KeekAss

Trans Innocence Tramp Dusti Bunni Gets Tethered & Used By Boy

Tags: anal, bdsm, big black cock, big cock, blowjob, boy, cage, cum, doggystyle, face fucking

Submissive ladyboy should blowing and give booty
8 months ago
6:22

AnalDin

Submissive ladyboy should blowing and give booty

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She Thought She'd Stopped In Time
9 months ago
4:21

KeekAss

She Thought She'd Stopped In Time

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Jacking my wooly PHAT ASS WHITE GIRL guts til my brain dissolves
9 months ago
7:21

KeekAss

Jacking my wooly PHAT ASS WHITE GIRL guts til my brain dissolves

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Does pink make me look girly?
10 months ago
0:33

aShemaleTube

Does pink make me look girly?

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My gf plays to faux-cock my butt!
10 months ago
5:36

KeekAss

My gf plays to faux-cock my butt!

Tags: amateur, anal, anal toying, ass, bdsm, cage, dick, fetish, french, girlfriend

Sissy Krissy In Straps And Cage Dildo Spanking
10 months ago
9:00

ShemaleZ

Sissy Krissy In Straps And Cage Dildo Spanking

Tags: anal, assfucking, brunette, cage, dildo, hd, sissy, solo, spanking, toys

She Fucked Me with a Plug in her Ass
11 months ago
2:18

aShemaleTube

She Fucked Me with a Plug in her Ass

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Masked shemale in cage enjoys deepthroat from bbc
11 months ago
23:29

aShemaleTube

Masked shemale in cage enjoys deepthroat from bbc

Tags: big ass, big black cock, big tits, cage, deep throat, lingerie

Coerced climax for a trans beauty
1 year ago
8:14

HDSex

Coerced climax for a trans beauty

Tags: anal, bdsm, beauty, bondage, british, cage, crossdressing, domination, high heels, lingerie

Andy_candy01 takes off cage and cums at 7:26
1 year ago
8:49

aShemaleTube

Andy_candy01 takes off cage and cums at 7:26

Tags: big cock, cage, cum, cumshot, dick, femboy, hd, masturbation, solo, teen (18+)

Rachael Belle - Fuck Machine Instructions In Both Black and White Stockings
1 year ago
16:44

aShemaleTube

Rachael Belle - Fuck Machine Instructions In Both Black and White Stockings

Tags: anal, black, cage, compilation, femboy, fucking machine, lingerie, masturbation, sissy, solo

femboy chastity dildo riding!!
1 year ago
30:20

aShemaleTube

femboy chastity dildo riding!!

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Johanne gets fucked in a hotelroom
1 year ago
13:19

aShemaleTube

Johanne gets fucked in a hotelroom

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Sex Machine With Inverted Chastity Cage - Skyler Storm
1 year ago
17:03

HClips

Sex Machine With Inverted Chastity Cage - Skyler Storm

Tags: big ass, cage, hd, toys

HA47Locked in cage inserted a plug by mistress with sex machine!
1 year ago
1:25

aShemaleTube

HA47Locked in cage inserted a plug by mistress with sex machine!

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Crossdresser Zaya multiple cumshots
1 year ago
23:32

aShemaleTube

Crossdresser Zaya multiple cumshots

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Clark Delgaty - Heteroflexible - Femboy Kay La Soumise Gets Anal Creampied By For Chastity Cage Key
1 year ago
13:02

ShemaleZ

Clark Delgaty - Heteroflexible - Femboy Kay La Soumise Gets Anal Creampied By For Chastity Cage Key

Tags: anal, barebacking, big cock, brunette, cage, creampie, femboy, hd, ladyboy

Sissy in a chastity cage wants to fuck
1 year ago
5:58

JizzBunker

Sissy in a chastity cage wants to fuck

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Trans Girly Plays In Her Cage - Little Angel And Kawaii Girl
1 year ago
6:57

ShemaleZ

Trans Girly Plays In Her Cage - Little Angel And Kawaii Girl

Tags: bdsm, brunette, cage, fetish, hd, pornstar, toys, transsexual, webcam

Pornstars: angel little

Pinned Sissy Jacking Like A Great Gal Till She Leaks
1 year ago
4:09

KeekAss

Pinned Sissy Jacking Like A Great Gal Till She Leaks

Tags: cage, clit, crossdressing, cum, cumshot, feminization, hd, ladyboy, masturbation, orgasm

this shemale is a legend
1 year ago
22:45

aShemaleTube

this shemale is a legend

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Chastity Cage Assfuck
1 year ago
12:43

ShemaleZ

Chastity Cage Assfuck

Tags: assfucking, blonde, cage, hd, solo, stockings, webcam

Cute pink haired trans woman Angel Tears  masturbating in chastity
1 year ago
16:51

aShemaleTube

Cute pink haired trans woman Angel Tears masturbating in chastity

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My toys - with cock cage
1 year ago
8:46

aShemaleTube

My toys - with cock cage

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Palms Free-For-All Assfuck Ejaculation Sissygasm Cumpilation 8
2 years ago
5:16

KeekAss

Palms Free-For-All Assfuck Ejaculation Sissygasm Cumpilation 8

Tags: anal, anal toying, assfucking, cage, compilation, crossdressing, cum, cumshot, dildo, hd

INSTRUCTING for SISSY: "four STEPS to ACHIEVING SISSYGASM" Veronica Taboo trains SISSIFICATION
2 years ago
15:14

KeekAss

INSTRUCTING for SISSY: "four STEPS to ACHIEVING SISSYGASM" Veronica Taboo trains SISSIFICATION

Tags: anal, anal toying, boy, brunette, cage, crossdressing, extreme, feminization, fetish, handjob

Corded up sissy in purity box with assfuck ass-plug well-prepped for tear up
2 years ago
5:52

KeekAss

Corded up sissy in purity box with assfuck ass-plug well-prepped for tear up

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Unlocking and railing my gimp
2 years ago
5:55

KeekAss

Unlocking and railing my gimp

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Dani rides again, with another big caged cumshot
2 years ago
8:01

aShemaleTube

Dani rides again, with another big caged cumshot

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real life POV
2 years ago
9:06

aShemaleTube

real life POV

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Real Sissy Maid Service
2 years ago
3:49

KeekAss

Real Sissy Maid Service

Tags: big ass, brunette, cage, cosplay, crossdressing, femboy, fetish, hd, lingerie, maid

Removing my sissy pink chastity cage and play with my tiny clity
2 years ago
1:07

aShemaleTube

Removing my sissy pink chastity cage and play with my tiny clity

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I am a pervert who likes to wear women's clothing ~ Dreaming of becoming a sissy whore~ Welc
2 years ago
0:39

aShemaleTube

I am a pervert who likes to wear women's clothing ~ Dreaming of becoming a sissy whore~ Welc

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Brittney pulled out of cage and fucked
2 years ago
21:04

XXXDan

Brittney pulled out of cage and fucked

Tags: anal, big tits, blonde, cage

Red-Haired femboy cd plays faux-cock - leather jacket - costume play mask - high stilettos
2 years ago
10:03

KeekAss

Red-Haired femboy cd plays faux-cock - leather jacket - costume play mask - high stilettos

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Tranny piss in chastity cage
2 years ago
2:40

aShemaleTube

Tranny piss in chastity cage

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Crossdresser Astolfo Can Finnaly Open His Cage After Riding Giant Toys For Hours
2 years ago
8:39

HClips

Crossdresser Astolfo Can Finnaly Open His Cage After Riding Giant Toys For Hours

Tags: cage, crossdressing, fetish, hd, riding, solo, stockings, toys, webcam

Alice Crystal Horny Crossdressing Babe Gets Cocked!
2 years ago
6:12

TrannyOne

Alice Crystal Horny Crossdressing Babe Gets Cocked!

Tags: barebacking, blowjob, cage, crossdressing, dick, small tits

Stella Loce Glasses Cute Ass Barebacing
2 years ago
6:04

TrannyOne

Stella Loce Glasses Cute Ass Barebacing

Tags: ass, barebacking, blowjob, cage, cute, glasses

sissy sarah Halloween
2 years ago
2:21

KeekAss

sissy sarah Halloween

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Sissy Crossdresser locking up her clitty
3 years ago
2:27

aShemaleTube

Sissy Crossdresser locking up her clitty

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sissy Taniax in chastity cum
3 years ago
18:40

aShemaleTube

sissy Taniax in chastity cum

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Mutt leash & purity
3 years ago
14:34

KeekAss

Mutt leash & purity

Tags: anal, ass, barebacking, big ass, cage, crossdressing, doggystyle, femboy, fetish, ladyboy

Sissy AliceTrap First Sissygasm
3 years ago
8:02

aShemaleTube

Sissy AliceTrap First Sissygasm

Tags: asian, cage, masturbation, nipples, orgasm, sissy