Sexy sissy squirts fer her daddy
2 years ago
4:16

TrannyOne

Sexy sissy squirts fer her daddy

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Naughty nylon clad TGirl Maid given full punishment spanking ass fuck by big strapon cock
2 years ago
10:56

TrannyOne

Naughty nylon clad TGirl Maid given full punishment spanking ass fuck by big strapon cock

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Master commences a regime of punishment upon his slut
2 years ago
5:14

TrannyOne

Master commences a regime of punishment upon his slut

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CD Slut Fucked by Anon Grindr Cock
2 years ago
2:14

TrannyOne

CD Slut Fucked by Anon Grindr Cock

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Breeding Season
2 years ago
36:13

TrannyOne

Breeding Season

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Submissive sissy guy dressed as a cute girl gets dominated by the nasty TS chick
2 years ago
26:22

TrannyOne

Submissive sissy guy dressed as a cute girl gets dominated by the nasty TS chick

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Asian MILF shemale domina punish fucked her assistant
2 years ago
6:01

TrannyOne

Asian MILF shemale domina punish fucked her assistant

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Fetish shemale whipped
3 years ago
5:30

TrannyOne

Fetish shemale whipped

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Hot shemale professor gives the naughty guy a punishment he will never forget
3 years ago
31:13

TrannyOne

Hot shemale professor gives the naughty guy a punishment he will never forget

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Naughty Teen Shemales Deepthroat and Ass Spanking
3 years ago
10:36

TrannyOne

Naughty Teen Shemales Deepthroat and Ass Spanking

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BBW mistress owning her CD slut
3 years ago
33:55

TrannyOne

BBW mistress owning her CD slut

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Ashley Is Spanked And Rimmed
3 years ago
4:29

TrannyOne

Ashley Is Spanked And Rimmed

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Slave paradise
3 years ago
4:51

TrannyOne

Slave paradise

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Skinny shemale with big round boobs slams her cock in a tight ass
3 years ago
31:51

TrannyOne

Skinny shemale with big round boobs slams her cock in a tight ass

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Asian journalist VS a huge black cock
3 years ago
11:11

TrannyOne

Asian journalist VS a huge black cock

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Hot blonde tranny maid worships crossdresser mistress feet and then sucks her big cock
3 years ago
8:15

TrannyOne

Hot blonde tranny maid worships crossdresser mistress feet and then sucks her big cock

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Korra Del Rio Penalizes TRANSSEXUAL College Girl Sarina Havok With Her Prick
3 years ago
11:09

KeekAss

Korra Del Rio Penalizes TRANSSEXUAL College Girl Sarina Havok With Her Prick

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Rough anal treatment for Tranny Sabina
3 years ago
5:17

TrannyOne

Rough anal treatment for Tranny Sabina

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Taking Hung Midwest guy for a RIDE
3 years ago
6:04

TrannyOne

Taking Hung Midwest guy for a RIDE

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Draven and The Duchess: Aspen Brooks punishes horny beefcake slave
3 years ago
40:47

TrannyOne

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

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Fat Black TS Fucked Outdoors By Skinny Guy
3 years ago
38:25

TrannyOne

Fat Black TS Fucked Outdoors By Skinny Guy

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Tgirl Dominates Delivery Man Worships Feet And Gets Fucked, S2
3 years ago
12:18

TrannyOne

Tgirl Dominates Delivery Man Worships Feet And Gets Fucked, S2

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Webcam ass worship Punish my 19 year-old backside and mouth
3 years ago
6:01

TrannyOne

Webcam ass worship Punish my 19 year-old backside and mouth

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Lovely lad fulfills the TS babe's feet fetish before sucking and riding her thick cock
3 years ago
42:23

TrannyOne

Lovely lad fulfills the TS babe's feet fetish before sucking and riding her thick cock

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Thai Lady In Naughty Ladyboy Punished With Bareback Fuck
5 days ago
6:25

ShemaleZ

Thai Lady In Naughty Ladyboy Punished With Bareback Fuck

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TS Larissa Albuquerque raw anal punishes the guy who tried to penalize her
14 days ago
36:57

ShemaleMovie

TS Larissa Albuquerque raw anal punishes the guy who tried to penalize her

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Chun Li Punished
38 days ago
1:22

xHamster

Chun Li Punished

Tags: hd, punishment

Punishes His Partner With Nikolly Gaucha
44 days ago
8:06

ShemaleZ

Punishes His Partner With Nikolly Gaucha

Tags: bdsm, blonde, cumshot, domination, fetish, hd, pov, punishment, stockings

Shemale Chelsea Marie was punished with oral and anal sex in the kitchen by Pierce Paris
2 months ago
5:06

aShemaleTube

Shemale Chelsea Marie was punished with oral and anal sex in the kitchen by Pierce Paris

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Blindfolded maid is punished by shemale
2 months ago
5:06

KeekAss

Blindfolded maid is punished by shemale

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Four shemale punishers take turns fucking their male
2 months ago
6:44

JizzBunker

Four shemale punishers take turns fucking their male

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Hot punisher shemale in black fishnets gives massive blowjob
2 months ago
7:29

JizzBunker

Hot punisher shemale in black fishnets gives massive blowjob

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Femdom Mistress fucks Sissy slut ass, Chastity Punishment 🔐 @Sasha_de_Sade & Saskia_de_Sade
3 months ago
0:39

aShemaleTube

Femdom Mistress fucks Sissy slut ass, Chastity Punishment 🔐 @Sasha_de_Sade & Saskia_de_Sade

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Very hot tranny punished in her perfect ass
3 months ago
3:25

aShemaleTube

Very hot tranny punished in her perfect ass

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Five shemale punishers tie up a dude and fuck him in the ass
3 months ago
8:21

JizzBunker

Five shemale punishers tie up a dude and fuck him in the ass

Tags: ass, big ass, bondage, hardcore, punishment

Three shemale punishers in black leather boots fuck their
3 months ago
7:27

xHamster

Three shemale punishers in black leather boots fuck their

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Four shemale punishers in black leather outfits manhandle a dude
3 months ago
6:24

aShemaleTube

Four shemale punishers in black leather outfits manhandle a dude

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Four shemale punishers dominate a stud until cumshots on chest
4 months ago
6:32

aShemaleTube

Four shemale punishers dominate a stud until cumshots on chest

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Dark skinned shemale punishes a tied up dude with her big cock
4 months ago
8:34

aShemaleTube

Dark skinned shemale punishes a tied up dude with her big cock

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Chubby shemale punisher fucks a guy doggystyle in the bathroom
4 months ago
6:10

aShemaleTube

Chubby shemale punisher fucks a guy doggystyle in the bathroom

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Is Dominated And Punished In Abandoned Prison With Nathalia Fontes
4 months ago
12:54

ShemaleZ

Is Dominated And Punished In Abandoned Prison With Nathalia Fontes

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Amazing latin tranny punishment
5 months ago
5:40

XXXDan

Amazing latin tranny punishment

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Punishment for anal-sumise
6 months ago
7:48

JizzBunker

Punishment for anal-sumise

Tags: anal, bdsm, punishment

Punishment for an inappropriate salutation !!
6 months ago
3:16

xHamster

Punishment for an inappropriate salutation !!

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Anal punishment with big dick
7 months ago
4:08

XXXDan

Anal punishment with big dick

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Big ass shemale punisher gets sucked before fucking a tied up dude
8 months ago
6:37

aShemaleTube

Big ass shemale punisher gets sucked before fucking a tied up dude

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Russian young beauty after a blowjob substituted pussy for delicate fuck
9 months ago
22:05

xHamster

Russian young beauty after a blowjob substituted pussy for delicate fuck

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Asian shemale in fishnets punishing a dude's ass hard
9 months ago
9:08

aShemaleTube

Asian shemale in fishnets punishing a dude's ass hard

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FtM pumped and scrubbed clit
10 months ago
7:42

xHamster

FtM pumped and scrubbed clit

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The BBC Punisher & Hooly72 fucks Avery Angel
1 year ago
4:52

aShemaleTube

The BBC Punisher & Hooly72 fucks Avery Angel

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Guy Transformed into Hot Babe as Punishment by Female Roommate
1 year ago
1:13

xHamster

Guy Transformed into Hot Babe as Punishment by Female Roommate

Tags: american, anal, bdsm, beauty, crossdressing, cum, domination, femboy, feminization, fetish

Guy Transformed into Hot Babe Gives Footjob as Punishment
1 year ago
10:28

xHamster

Guy Transformed into Hot Babe Gives Footjob as Punishment

Tags: american, anal, bdsm, dick, domination, feet, femboy, fetish, footjob, hd

Hot Domina In Leather Outfit Punishes A Curvy Tranny
1 year ago
3:10

ShemaleZ

Hot Domina In Leather Outfit Punishes A Curvy Tranny

Tags: bdsm, curvy, domination, dominatrix, latex, leather, punishment, stockings, tranny

Dominatrix Mistress April - Slave fucks Slave under my command !
1 year ago
9:32

xHamster

Dominatrix Mistress April - Slave fucks Slave under my command !

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Masturbating Shemale Hottie Punished By Her Stepbro
1 year ago
6:10

FlyFlv

Masturbating Shemale Hottie Punished By Her Stepbro

Tags: anal, ass, big cock, blonde, blowjob, doggystyle, fingering, masturbation, pov, punishment

Busty Shemale Roommate Punishes The Redheaded Beauty
1 year ago
6:14

FlyFlv

Busty Shemale Roommate Punishes The Redheaded Beauty

Tags: anal toying, ass, beauty, bed sex, big cock, big tits, blowjob, brunette, lesbian, pornstar

Pornstars: bambi bliss

obedient transgirl punishing herself
1 year ago
1:52

aShemaleTube

obedient transgirl punishing herself

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this maid was punished for not cleaning my room😈cum in her ass and on her chest💦💦💦
1 year ago
4:34

aShemaleTube

this maid was punished for not cleaning my room😈cum in her ass and on her chest💦💦💦

Tags: anal, ass, barebacking, big ass, big cock, blowjob, creampie, crossdressing, cum, cumshot

Hot tranny with big jugs punishing a dude and fills his ass with jizz
1 year ago
7:21

aShemaleTube

Hot tranny with big jugs punishing a dude and fills his ass with jizz

Tags: anal, ass, creampie, hardcore, jizz, juggs, punishment, tranny

Punishment
1 year ago
5:21

aShemaleTube

Punishment

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Patayan Tranny Punishes Her Fuckbuddy
1 year ago
3:30

ShemaleZ

Patayan Tranny Punishes Her Fuckbuddy

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Shemale mistress stayed home to punish her slave
1 year ago
4:46

aShemaleTube

Shemale mistress stayed home to punish her slave

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Sexy punishment by hard sissy dick for misspelling xhru
1 year ago
30:04

aShemaleTube

Sexy punishment by hard sissy dick for misspelling xhru

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DOMINATION & SUBMISSION Transgender Princess Lactation Tough Penalty Homonate Perky Knockers Ladyboy
1 year ago
14:51

KeekAss

DOMINATION & SUBMISSION Transgender Princess Lactation Tough Penalty Homonate Perky Knockers Ladyboy

Tags: bdsm, big tits, crossdressing, domination, femboy, knockers, lactating, ladyboy, lingerie, masturbation

Nady Catches Me Caressing Myself And To Punish Me Smashes My Pussy And Cums On My Little Panties
1 year ago
11:46

ShemaleZ

Nady Catches Me Caressing Myself And To Punish Me Smashes My Pussy And Cums On My Little Panties

Tags: barebacking, big ass, big tits, blonde, cum, hd, panties, punishment, pussy, toys

Paralytic Sub Takes Dom's Pee In Her Mouth
1 year ago
4:00

FlyFlv

Paralytic Sub Takes Dom's Pee In Her Mouth

Tags: bdsm, blindfolded, blonde, clothed sex, fetish, kinky, pissing, punishment, redhead, seduce

Guy Punishes His Ladyboy Maid Lin 6 Min
1 year ago
5:56

ShemaleZ

Guy Punishes His Ladyboy Maid Lin 6 Min

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Tanned Tattooed Shemale Offering Her Backdoor For Punishment
1 year ago
6:48

HClips

Tanned Tattooed Shemale Offering Her Backdoor For Punishment

Tags: barebacking, big ass, big tits, latina, lingerie, punishment, tanned, tattoo, webcam

Latin shemale punished for being naughty
2 years ago
5:23

aShemaleTube

Latin shemale punished for being naughty

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Crossdressed twink fucked bareback by straight curious Arab
2 years ago
20:58

TrannyOne

Crossdressed twink fucked bareback by straight curious Arab

Tags: anal, anus, arab, ass, barebacking, big cock, creampie, crossdressing, cum, dick

Blond Shemale with a Perfect Anus Masturbates
2 years ago
7:39

TrannyOne

Blond Shemale with a Perfect Anus Masturbates

Tags: anus, ass, assfingering, blonde, bra, close up, fingering, jerking, lingerie, long hair

She males punish slave
2 years ago
13:04

FetishPapa

She males punish slave

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Fat sissy fucks his ass and then cums handsfree
2 years ago
4:15

TrannyOne

Fat sissy fucks his ass and then cums handsfree

Tags: anal, anus, ass, bbw, chubby, crossdressing, cum, dick, dildo, fat

She male Ebony Mistess
2 years ago
25:21

FetishPapa

She male Ebony Mistess

Tags: big cock, domination, ebony, punishment

English Mistresses Nina and sidonia  cross dress steven lang
2 years ago
8:00

FetishPapa

English Mistresses Nina and sidonia cross dress steven lang

Tags: crossdressing, domination, english, humiliation, punishment

Phat Bum She-Male Mother Drilled with Romping Machine
2 years ago
11:01

KeekAss

Phat Bum She-Male Mother Drilled with Romping Machine

Tags: anal, ass, bdsm, big ass, blonde, bondage, booty, crossdressing, drilling, fetish

Little Blonde Trap swallows cum after blowjob
2 years ago
10:58

TrannyOne

Little Blonde Trap swallows cum after blowjob

Tags: austrian, blonde, blowjob, creampie, crossdressing, cum, cum in mouth, cum swallowing, european, gay

Latex maid Lisa gets a good spanking and flogging from crossdresser Mistress Jenny
2 years ago
0:39

TrannyOne

Latex maid Lisa gets a good spanking and flogging from crossdresser Mistress Jenny

Tags: bdsm, british, crossdressing, domination, english, european, femdom, hd, latex, maid

Amateur Punishment
2 years ago
2:06

TrannyOne

Amateur Punishment

Tags: bdsm, cage, crossdressing, domination, fetish, punishment, spanking, transvestite

Chubby t-girl punishes a slim one hard
2 years ago
6:12

TrannyOne

Chubby t-girl punishes a slim one hard

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Latin shemale bomb punished - she will need a new ass
2 years ago
6:01

aShemaleTube

Latin shemale bomb punished - she will need a new ass

Tags: anal, ass, big ass, doggystyle, hd, latina, punishment, tranny

Shemale Amanda with Big Tan Line tits gets fucked
2 years ago
8:54

TrannyOne

Shemale Amanda with Big Tan Line tits gets fucked

Tags: anal, anus, ass, big cock, big tits, blowjob, dick, hd, interracial, oral

Please spank this naughty girl hard
2 years ago
3:46

TrannyOne

Please spank this naughty girl hard

Tags: asian, ass, bdsm, booty, crossdressing, cum, hd, japanese, ladyboy, masturbation

Tiny cocksluts bills penalty
2 years ago
10:18

KeekAss

Tiny cocksluts bills penalty

Tags: anal, ass, bdsm, big ass, brunette, crossdressing, dick, european, hd, homevideo

Briony Used by Master John Part 2
2 years ago
10:55

TrannyOne

Briony Used by Master John Part 2

Tags: bdsm, crossdressing, gay, hd, maledom, master, punishment, spanking, transvestite

Huge tits tranny in lingerie punishes bf
2 years ago
5:10

TrannyOne

Huge tits tranny in lingerie punishes bf

Tags: anal, anus, ass, barebacking, bdsm, big cock, big tits, boyfriend, dick, domination

Stella Rae in Stella Rae: Hi Step Daddy!
2 years ago
7:55

TrannyOne

Stella Rae in Stella Rae: Hi Step Daddy!

Tags: bend over, big cock, blonde, blowjob, bush, caught, cowgirl, cum, cum in mouth, cumshot

Naughty man gets topped by the alluring TS chick as she bangs his sweet ass nice and hard
2 years ago
21:27

TrannyOne

Naughty man gets topped by the alluring TS chick as she bangs his sweet ass nice and hard

Tags: anal, anus, ass, ass to mouth, assfingering, bdsm, belly, bondage, brunette, condom

pool game where both players win
2 years ago
44:02

TrannyOne

pool game where both players win

Tags: anal, anus, ass, blowjob, couple, game, hardcore, nipples, oral, piercing

Redhead TGirl slut handcuffed spanked and whipped in the garden by leather clad master
3 years ago
9:29

TrannyOne

Redhead TGirl slut handcuffed spanked and whipped in the garden by leather clad master

Tags: ass, bdsm, bondage, crossdressing, domination, fetish, garden, handcuffed, hd, leather

Slutty tranny Rachel loves PVC nylons and spanking Milf's tight ass
3 years ago
9:01

TrannyOne

Slutty tranny Rachel loves PVC nylons and spanking Milf's tight ass

Tags: ass, feet, fetish, footjob, lingerie, milf, mom, nylon, pornstar, punishment

Pornstars: rachel love

T-girl parole officer otk spanks dude
3 years ago
5:10

TrannyOne

T-girl parole officer otk spanks dude

Tags: anal, anus, ass, bdsm, blowjob, cop, crossdressing, cum, cumshot, domination

Shemale with Leash Loves Anal
3 years ago
7:52

TrannyOne

Shemale with Leash Loves Anal

Tags: anal, anus, ass, barebacking, bdsm, bed sex, bedroom, big tits, blowjob, bondage

Spanish Chubby Wife Anally Punished by Hubby's Small
3 years ago
10:15

TrannyOne

Spanish Chubby Wife Anally Punished by Hubby's Small

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A TERRIBLE PUNISHING SESSION FOR THIS POOR SLAVE
3 years ago
16:23

TrannyOne

A TERRIBLE PUNISHING SESSION FOR THIS POOR SLAVE

Tags: bdsm, big cock, big tits, blowjob, cum, cumshot, dick, domination, feet, fetish

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass
3 years ago
30:44

TrannyOne

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

Tags: anal, anus, ass, bdsm, brunette, condom, couple, cum, cum in mouth, cumshot

Whit my Daddy, he wanted me to wear as a slut, his slut
3 years ago
10:54

TrannyOne

Whit my Daddy, he wanted me to wear as a slut, his slut

Tags: anal, anus, ass, barebacking, bdsm, blowjob, crossdressing, daddies, dick, domination

Dominant Ts Nurse Punishes Her Patient And Pounds His Ass - Yasmin Fonthys
3 years ago
8:12

ShemaleZ

Dominant Ts Nurse Punishes Her Patient And Pounds His Ass - Yasmin Fonthys

Tags: ass, barebacking, bdsm, brazilian, brunette, domination, hd, latina, nurse, punishment

Rough anal strapon guy and whipped ass Mia Martinez Xmas Punishment
3 years ago
5:01

TrannyOne

Rough anal strapon guy and whipped ass Mia Martinez Xmas Punishment

Tags: anal, anus, ass, punishment, rough, strap-on, toys, whip, xmas

Subservient guy gets his wet asshole destroyed by the kinky tranny in hardcore bondage fuck
3 years ago
35:01

TrannyOne

Subservient guy gets his wet asshole destroyed by the kinky tranny in hardcore bondage fuck

Tags: anal, anus, ass, barebacking, bdsm, bondage, boots, brunette, couple, cum

Kinky latex wearing transsexual slut fucks a kinky male toy lover
3 years ago
38:43

TrannyOne

Kinky latex wearing transsexual slut fucks a kinky male toy lover

Tags: anal, anus, ass, assfingering, bdsm, bed sex, bedroom, close up, condom, corset

Hot transsexual Jessy Bells gets a milk enema and anal toyed
3 years ago
6:16

TrannyOne

Hot transsexual Jessy Bells gets a milk enema and anal toyed

Tags: anal, anal toying, anus, ass, barebacking, blowjob, enema, fetish, hd, milk

Amateur caught cheating and ebony tit cumshot Mia Martinez Xmas Punish
3 years ago
5:01

TrannyOne

Amateur caught cheating and ebony tit cumshot Mia Martinez Xmas Punish

Tags: black, caught, cheating, cum, cumshot, ebony, orgasm, punishment, xmas

Obedient guy gets his thick ass smashed deep and hard in the hot TS threesome fuck
3 years ago
28:47

TrannyOne

Obedient guy gets his thick ass smashed deep and hard in the hot TS threesome fuck

Tags: 3some, anal, anus, ass, ass to mouth, bdsm, bedroom, belly, condom, cum

Collection of beautiful tranny chicks banging the lucky guys fat ass in hardcore amateur scenes
3 years ago
50:02

TrannyOne

Collection of beautiful tranny chicks banging the lucky guys fat ass in hardcore amateur scenes

Tags: 4some, anal, anus, ass, banging, barebacking, beauty, bed sex, bedroom, big tits

Punishes His Partner With Nikolly Gaucha
5 days ago
25:58

HClips

Punishes His Partner With Nikolly Gaucha

Tags: amateur, anal, assfucking, bdsm, big tits, blonde, cumshot, domination, fetish, hd

Punished and Rammed
14 days ago
5:16

ShemaleMovie

Punished and Rammed

Tags: anal, feet, punishment, tied up, whip

Please Don't Tell Countess!
34 days ago
8:58

xHamster

Please Don't Tell Countess!

Tags: bdsm, bondage, domination, fetish, gagging, hardcore, hd, pornstar, punishment, sissy

Pornstars: countess

Naughty ladyboy punished with bareback fuck
47 days ago
6:25

aShemaleTube

Naughty ladyboy punished with bareback fuck

Tags: anal, asian, barebacking, big cock, blowjob, hd, ladyboy, naughty, pov, punishment

Blindfolded maid Arielle Aquinas is punished by shemale mistress Roxxie Moth
2 months ago
5:06

aShemaleTube

Blindfolded maid Arielle Aquinas is punished by shemale mistress Roxxie Moth

Tags: blindfolded, blowjob, domination, fetish, hd, maid, mistress, punishment, stockings

Mndy Punishes Kim
2 months ago
14:53

HClips

Mndy Punishes Kim

Tags: bdsm, brunette, domination, punishment, small tits, stockings, tattoo, toys

Three busty shemales in leather boots punish a guy until
2 months ago
8:49

JizzBunker

Three busty shemales in leather boots punish a guy until

Tags: big tits, boots, leather, punishment

Three striking shemale punishers give messy facials to a guy
3 months ago
7:27

ShemaleMovie

Three striking shemale punishers give messy facials to a guy

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Sucker for Punishment
3 months ago
0:38

xHamster

Sucker for Punishment

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Tanned shemale with high heel boots punishes a dude with her big cock
3 months ago
6:21

aShemaleTube

Tanned shemale with high heel boots punishes a dude with her big cock

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Three shemale punishers with high heels fuck a guy in
3 months ago
6:28

xHamster

Three shemale punishers with high heels fuck a guy in

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Hot shemale punisher in black fishnets gives a massive facial to a guy
3 months ago
7:24

aShemaleTube

Hot shemale punisher in black fishnets gives a massive facial to a guy

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Sexy sissy punishes her cock until she cums
4 months ago
5:24

aShemaleTube

Sexy sissy punishes her cock until she cums

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Vikki gets punishment
4 months ago
15:52

JizzBunker

Vikki gets punishment

Tags: punishment

Three brunette and one blonde tranny punisher fuck a stud in
4 months ago
6:46

xHamster

Three brunette and one blonde tranny punisher fuck a stud in

Tags: 3some, anal, bdsm, big cock, blonde, bondage, brunette, dick, domination, fetish