Shemale punishes bound muscle stud
3 months ago
5:09

aShemaleTube

Shemale punishes bound muscle stud

Tags: bound, hd, muscled, punishment, stud

Busty Tranny With A Big Cock Gets Punished And Fucked In The Ass
5 years ago
3:59

FlyFlv

Busty Tranny With A Big Cock Gets Punished And Fucked In The Ass

Tags: ass, big tits, from behind, punishment, stockings

Gym trainer gets his asshole destroyed by the ebony TS chick's huge BBC
4 years ago
4:52

TrannyOne

Gym trainer gets his asshole destroyed by the ebony TS chick's huge BBC

Tags: anal, massage, punishment, spanking, underwear

Paralytic Sub Takes Dom's Pee In Her Mouth
3 years ago
4:00

FlyFlv

Paralytic Sub Takes Dom's Pee In Her Mouth

Tags: clothed sex, pissing, punishment, tranny, transsexual

Sex Punishment Out Of Adjustment
5 years ago
36:14

ShemaleSin

Sex Punishment Out Of Adjustment

Tags: anal, domination, punishment

Sabrina punishes the ass of her "feMale" with no mercy
2 years ago
0:41

aShemaleTube

Sabrina punishes the ass of her "feMale" with no mercy

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Eurasian Persuasion, Punishing Loser
4 years ago
8:03

TrannyOne

Eurasian Persuasion, Punishing Loser

Tags: bdsm, dick, hermaphrodite, humiliation, punishment

Pornstars: sandra romain

Two dominant amateur babes in lingerie punish a horny slave
5 years ago
10:51

PornLib

Two dominant amateur babes in lingerie punish a horny slave

Tags: barebacking, hd, punishment, slave, toys

Young stud payed to be punished by busty shemale domme
7 years ago
8:04

TrannyOne

Young stud payed to be punished by busty shemale domme

Tags: big tits, domination, punishment, stud, teen (18+)

Shemale mistress punishes a guy all over the place
4 months ago
6:08

aShemaleTube

Shemale mistress punishes a guy all over the place

Tags: amateur, anal, homevideo, mistress, punishment

Woman in catsuit seized pal and used her wang to punish him
8 years ago
22:10

TrannyOne

Woman in catsuit seized pal and used her wang to punish him

Tags: catsuit, punishment

cute little Janelle had to cheat to get herself an invitation and now that babe feels truly wrong about that. That Babe knows that that babe has to be
4 years ago
6:02

ShemaleSin

cute little Janelle had to cheat to get herself an invitation and now that babe feels truly wrong about that. That Babe knows that that babe has to be

Tags: barebacking, blowjob, cumshot, punishment, transsexual

Blond trans thrall in cage Lianna Lawson is caught jerking off by corporalist Dominic Pacifico then in suspension throat screwed previous to anal scre
1 year ago
5:05

ShemaleSin

Blond trans thrall in cage Lianna Lawson is caught jerking off by corporalist Dominic Pacifico then in suspension throat screwed previous to anal scre

Tags: anal, cage, punishment, tranny, transsexual

Mean tranny babe punishing her slave
2 years ago
5:36

aShemaleTube

Mean tranny babe punishing her slave

Tags: anal, babe, homevideo, punishment, tranny

Submissive Transgirl Gets Dominated, Punished, and Pleasured like a Mega-Slut
2 years ago
16:43

ShemaleTaxi

Submissive Transgirl Gets Dominated, Punished, and Pleasured like a Mega-Slut

Tags: bdsm, domination, feet, punishment, slut

Atticus Cole loses his hole to his trans roommate Natassia Dreams
6 months ago
6:56

FapCat

Atticus Cole loses his hole to his trans roommate Natassia Dreams

Tags: anal, big ass, big cock, fantasy, punishment

Four trans dominatrixes, including a blonde and three brunettes, punish a boy through intense gangbang
1 year ago
6:45

ShemaleTaxi

Four trans dominatrixes, including a blonde and three brunettes, punish a boy through intense gangbang

Tags: anal, big cock, brunette, punishment, transsexual

TRANSFIXED - OOPSIE! House Robber Korra Del Rio Is Caught By Couple And Tag Teamed As Punish
3 years ago
14:06

aShemaleTube

TRANSFIXED - OOPSIE! House Robber Korra Del Rio Is Caught By Couple And Tag Teamed As Punish

Tags: barebacking, caught, couple, hd, punishment

Latina shemales punish slave tied up
4 months ago
5:06

aShemaleTube

Latina shemales punish slave tied up

Tags: domination, latina, lingerie, punishment, tied up

bodybuilder Shemale Destroy a Faggot Butt and Make Him Her Slut
4 years ago
24:44

ShemaleSin

bodybuilder Shemale Destroy a Faggot Butt and Make Him Her Slut

Tags: big cock, bodybuilder, punishment, slut, transsexual

A Private Punishment.
4 years ago
7:33

aShemaleTube

A Private Punishment.

Tags: punishment

Gorgeous ts in fishnets punishing an old guy hard
2 months ago
8:52

aShemaleTube

Gorgeous ts in fishnets punishing an old guy hard

Tags: amateur, anal, domination, fishnet, gorgeous

Spank Bank
3 years ago
6:08

TrannyOne

Spank Bank

Tags: anal, ass, punishment, small cock, tiny dick

Variety Itsol And Livie Blainn In Sexy Trans Receives Punishment And Pegging From
3 months ago
36:00

ShemaleZ

Variety Itsol And Livie Blainn In Sexy Trans Receives Punishment And Pegging From

Tags: anal, assfucking, big ass, blonde, booty

Highly Rock-Hard Penalty For She-Male Superslut Hefty Clyster and Electro shock
3 years ago
6:02

KeekAss

Highly Rock-Hard Penalty For She-Male Superslut Hefty Clyster and Electro shock

Tags: anal, blonde, punishment, toys, tranny

Tranny punished another one like a doggyp
5 years ago
10:45

aShemaleTube

Tranny punished another one like a doggyp

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Two black shemales punish a dude while his gf is watching
3 years ago
7:22

aShemaleTube

Two black shemales punish a dude while his gf is watching

Tags: 3some, anal, black, cuckold, punishment

Tbabe punished by two guys
13 years ago
17:02

aShemaleTube

Tbabe punished by two guys

Tags: punishment

African boy gets fucked by a 2 big black dicks raw
4 years ago
17:04

TrannyOne

African boy gets fucked by a 2 big black dicks raw

Tags: anal, anus, ass, barebacking, punishment

Punishment transsexual
5 years ago
31:14

ShemaleSin

Punishment transsexual

Tags: bdsm, domination, punishment, transsexual

Female Slave Must Worship Shemale Cock
6 years ago
3:57

FlyFlv

Female Slave Must Worship Shemale Cock

Tags: big tits, blowjob, punishment, tranny, transsexual

Three shemale punishers spank and fuck a guy in bondage till cumshots
11 months ago
7:11

aShemaleTube

Three shemale punishers spank and fuck a guy in bondage till cumshots

Tags: 3some, anal, big ass, big cock, big tits

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

TrannyOne

Please spank this naughty girl hard

Tags: hd, sissy, small tits, solo, spanking

I am a ultra-kinky mega-slut that needs to be penalized severely
2 years ago
6:39

KeekAss

I am a ultra-kinky mega-slut that needs to be penalized severely

Tags: fetish, hd, punishment, sissy, tranny

Shemale double team punish a gay guy hard
3 years ago
6:56

aShemaleTube

Shemale double team punish a gay guy hard

Tags: anal, gay, hd, punishment, tranny

Redhead Tranny Gets Brutal Punishment
4 years ago
3:57

FlyFlv

Redhead Tranny Gets Brutal Punishment

Tags: bdsm, punishment, tattoo, tranny, transsexual

Chubby shemale punisher puts her male slave on a leash and fucks him
1 year ago
6:46

aShemaleTube

Chubby shemale punisher puts her male slave on a leash and fucks him

Tags: 3some, anal, big cock, blowjob, hd

Sissy gets rocked with ruined orgasms and edging during chastity punishment
2 months ago
5:19

ShemaleTaxi

Sissy gets rocked with ruined orgasms and edging during chastity punishment

Tags: blonde, cum, cum swallowing, jizz, masturbation

winter bluu sock wrestling loser gets punished
3 years ago
7:44

TrannyOne

winter bluu sock wrestling loser gets punished

Tags: punishment, socks, sport, wrestling

Three shemale punishers with high heels fuck a guy in bondage
11 months ago
6:23

aShemaleTube

Three shemale punishers with high heels fuck a guy in bondage

Tags: 3some, anal, big ass, big cock, big tits

dizzys pissy panties punishment
2 years ago
1:59

aShemaleTube

dizzys pissy panties punishment

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Busty teen tranny bents over and punished
2 years ago
4:53

aShemaleTube

Busty teen tranny bents over and punished

Tags: anal, big tits, homevideo, teen (18+), tranny

shemale maid river Enza punished for being naughty
5 years ago
10:01

ShemaleMovie

shemale maid river Enza punished for being naughty

Tags: anal, bdsm, beauty, domination, punishment

Pornstars: enza

Dommy mommy arena rome jessica fappit
4 years ago
4:51

TrannyOne

Dommy mommy arena rome jessica fappit

Tags: anal, ass, blowjob, hd, toys

Chubby tranny bombshell punishing a dude's ass
2 years ago
5:09

aShemaleTube

Chubby tranny bombshell punishing a dude's ass

Tags: anal, ass, hardcore, homevideo, tranny

Guy punished by ebony shemale dick
1 year ago
10:46

ShemaleTaxi

Guy punished by ebony shemale dick

Tags: anal, blowjob, dick, punishment, small tits

Well-hung shemale dominatrix Yasmin Lee pounds and punishes submissive hunk Jesse Carl
1 year ago
5:20

ShemaleTaxi

Well-hung shemale dominatrix Yasmin Lee pounds and punishes submissive hunk Jesse Carl

Tags: anal, bdsm, big cock, dominatrix, punishment

Amazing transgender domina punishes a slave
6 years ago
6:06

aShemaleTube

Amazing transgender domina punishes a slave

Tags: asian, big tits, dominatrix, fetish, slave

Chubby trans bombshell punishes a dude on cam
3 years ago
7:58

aShemaleTube

Chubby trans bombshell punishes a dude on cam

Tags: anal, blowjob, bombshell, hd, transsexual

The tranny queen in hot latex dress dominates the meek dude in hardocre bondage TS fuck
3 years ago
43:43

TrannyOne

The tranny queen in hot latex dress dominates the meek dude in hardocre bondage TS fuck

Tags: anal, ass, bdsm, boots, shoe

She is in punishment
5 years ago
8:07

aShemaleTube

She is in punishment

Tags: barebacking, big cock, big tits, blowjob, punishment

Intense Crossdress Session Part 7
4 years ago
11:31

TrannyOne

Intense Crossdress Session Part 7

Tags: anal, ass, crossdressing, torture, toys

Four tgirl punishers take turns at banging their hunk prisoner
1 year ago
6:44

ShemaleSin

Four tgirl punishers take turns at banging their hunk prisoner

Tags: anal, banging, bdsm, big cock, prison

Discipline Day For Joanne  1  The Pre Caning Warm Up
4 years ago
9:14

TrannyOne

Discipline Day For Joanne 1 The Pre Caning Warm Up

Tags: blowjob, caning, hd, masturbation, spanking

Sissy Kimberly Chained and Spanked
3 years ago
35:12

TrannyOne

Sissy Kimberly Chained and Spanked

Tags: big cock, bondage, couple, dick, punishment

marktheWeakling HOGTIED TO GIVE HEAD
4 years ago
3:15

TrannyOne

marktheWeakling HOGTIED TO GIVE HEAD

Tags: bdsm, blowjob, crossdressing, hd, hogtied

I needed a good enema and the beer was cold
4 years ago
5:17

TrannyOne

I needed a good enema and the beer was cold

Tags: crossdressing, dick, spanking, teen (18+), toys

Black guy punishes a white ts
5 years ago
8:05

aShemaleTube

Black guy punishes a white ts

Tags: anal, black, hd, transsexual, white

Mistress punishing a tranny and fucks her brains out
2 years ago
9:28

aShemaleTube

Mistress punishing a tranny and fucks her brains out

Tags: anal, homevideo, pegging, punishment, tranny

Brunette tranny punishers take a stud prisoner and fuck him doggystyle
10 months ago
7:36

aShemaleTube

Brunette tranny punishers take a stud prisoner and fuck him doggystyle

Tags: 3some, anal, big ass, big cock, big tits

Steamy Cheyenne Jewel gets her tight pussy punished by trans Tarynxos in an amateur session
6 months ago
6:25

ShemaleTaxi

Steamy Cheyenne Jewel gets her tight pussy punished by trans Tarynxos in an amateur session

Tags: amateur, ass to mouth, blowjob, punishment, transsexual

Pornstars: cheyenne jewel

KitsyMe0w endures rough BDSM punishment and gets dominated by guy in anal sex
2 years ago
11:42

ShemaleTaxi

KitsyMe0w endures rough BDSM punishment and gets dominated by guy in anal sex

Tags: anal, bondage, couple, domination, ladyboy

Sonya Hogtied 1
4 years ago
7:09

TrannyOne

Sonya Hogtied 1

Tags: bdsm, couple, crossdressing, hd, transvestite

Three brunette shemale punishers in leather boots spank and fuck a dude
1 year ago
8:06

aShemaleTube

Three brunette shemale punishers in leather boots spank and fuck a dude

Tags: anal, big cock, big tits, blowjob, cumshot

Submissive sissy gets her tight hole punished and then deeply penetrated
2 years ago
17:06

ShemaleTaxi

Submissive sissy gets her tight hole punished and then deeply penetrated

Tags: ass, punishment, sissy, submissive, whip

Secretary has her cunt drilled by her hot tranny boss
8 years ago
13:18

TrannyOne

Secretary has her cunt drilled by her hot tranny boss

Tags: boss, cute, dick, kinky, tranny

Tgirl slave anal punishment
8 years ago
27:47

FetishPapa

Tgirl slave anal punishment

Tags: anal, ass, domination, hardcore, humiliation

Tranny domina punishing her tied up bf
2 years ago
12:33

aShemaleTube

Tranny domina punishing her tied up bf

Tags: anal, dominatrix, hardcore, homevideo, tranny

TRANSEROTICA Obedient Raven Vice Fucked By TS Kelly Lovely
3 years ago
12:01

TrannyOne

TRANSEROTICA Obedient Raven Vice Fucked By TS Kelly Lovely

Tags: bdsm, big cock, blowjob, cum, cumshot

Hard nipp punishment makes Rebecca cums
2 years ago
2:38

ShemaleSin

Hard nipp punishment makes Rebecca cums

Tags: cum, cumshot, small tits, solo, stockings

Cuffed, Spanked & Toyed
4 years ago
30:15

TrannyOne

Cuffed, Spanked & Toyed

Tags: hd, lingerie, spanking, stockings, toys

Busty TS chick dominates a hogtied submissive masked man
4 years ago
5:07

TrannyOne

Busty TS chick dominates a hogtied submissive masked man

Tags: anal, anus, ass, femdom, rubber

Domie Wants to punish You
4 years ago
5:46

ShemaleTaxi

Domie Wants to punish You

Tags: punishment

Goth iHop Femboy Huge Cum
4 years ago
11:44

TrannyOne

Goth iHop Femboy Huge Cum

Tags: adorable, big cock, crossdressing, cum, european

May 19th 2021
4 years ago
17:42

ShemaleSin

May 19th 2021

Tags: asian, cum, cumshot, hd, masturbation

Massive bazookas tgirl in underware punishes bf
4 years ago
5:09

ShemaleSin

Massive bazookas tgirl in underware punishes bf

Tags: anal, ass, barebacking, big cock, domination

Brunette shemale punisher dominates a dude before giving him a facial
1 year ago
7:59

aShemaleTube

Brunette shemale punisher dominates a dude before giving him a facial

Tags: 3some, anal, big ass, big cock, big tits

Daddy Whips His Sissy Femboy
4 years ago
1:36

TrannyOne

Daddy Whips His Sissy Femboy

Tags: american, bdsm, crossdressing, hd, old

A Private Punishment
4 years ago
28:45

TrannyOne

A Private Punishment

Tags: american, bdsm, cowgirl, doggystyle, strap-on

Ozriel Cropping Pipe and Jiggling Backside
2 years ago
5:51

KeekAss

Ozriel Cropping Pipe and Jiggling Backside

Tags: ass, hd, homevideo, masturbation, solo

dumb hoe gets the belt for spunking sans permission
2 years ago
4:08

KeekAss

dumb hoe gets the belt for spunking sans permission

Tags: big ass, fetish, hd, mature, small tits

They punish a married dude while his gf is filming
3 years ago
10:40

aShemaleTube

They punish a married dude while his gf is filming

Tags: anal, assfucking, domination, hardcore, hd

t-girl Yasmin Fonthys predominate Her boy and Punishes Him Till Orgasm
3 years ago
8:14

ShemaleTaxi

t-girl Yasmin Fonthys predominate Her boy and Punishes Him Till Orgasm

Tags: boy, orgasm, punishment, tgirl

Redhead tgirl Rachael Belle gets punished by busty MILF Destiny Williams with toys
4 months ago
9:52

ShemaleTaxi

Redhead tgirl Rachael Belle gets punished by busty MILF Destiny Williams with toys

Tags: big tits, blowjob, masturbation, milf, punishment

Strap-on & chastity punishment for stealing Mistress' clothes 😭🔐 @Saskia_and_Sasha on OF
1 year ago
1:25

aShemaleTube

Strap-on & chastity punishment for stealing Mistress' clothes 😭🔐 @Saskia_and_Sasha on OF

Tags: anal, bdsm, clothed sex, crossdressing, hd

Mature Trans Gets Birthday Spanking From Dom Boyfriend
4 years ago
4:12

TrannyOne

Mature Trans Gets Birthday Spanking From Dom Boyfriend

Tags: american, ass, bdsm, big tits, booty

Slave boi, slave punished
3 years ago
7:24

ShemaleTaxi

Slave boi, slave punished

Tags: bdsm, domination, punishment, slave

Hot tranny domme Natalie Mars thoatfucks and assfucks a male slut with her gorgeous shecock!
2 years ago
4:01

FapCat

Hot tranny domme Natalie Mars thoatfucks and assfucks a male slut with her gorgeous shecock!

Tags: anal, ass, assfucking, barebacking, bdsm

tgirl, golden-haired, jizz flow, masturbation, facial, cumintomouth, anal, fucked into ass, blow job,  femdom,  compliant, sub, deepthroat, mouthfuck,
4 years ago
1:10

ShemaleSin

tgirl, golden-haired, jizz flow, masturbation, facial, cumintomouth, anal, fucked into ass, blow job, femdom, compliant, sub, deepthroat, mouthfuck,

Tags: anal, ass, bus, old farts, torture

Two dark-haired and one platinum-blonde shemale punish their guy
7 months ago
6:22

ShemaleTaxi

Two dark-haired and one platinum-blonde shemale punish their guy

Tags: 3some, anal, big cock, blonde, bondage

Fresh task - jock punishment with toothpaste in hose three
2 years ago
5:18

ShemaleSin

Fresh task - jock punishment with toothpaste in hose three

Tags: bdsm, big cock, creampie, cumshot, fetish

Hirun
4 years ago
2:37

TrannyOne

Hirun

Tags: anal, anus, asian, ass, barebacking

Black tranny domina punishes her slave
2 years ago
5:29

aShemaleTube

Black tranny domina punishes her slave

Tags: anal, big tits, black, hardcore, homevideo

Japanese FGO spy cosplayer gets defeated and subjected to various sexual punishments by her enemies - a wild ride of pleasure ensues!
2 years ago
5:18

ShemaleTaxi

Japanese FGO spy cosplayer gets defeated and subjected to various sexual punishments by her enemies - a wild ride of pleasure ensues!

Tags: crossdressing, japanese, ladyboy, punishment, wild

Amateur UK crossdressers suck fuck with Grandpa and stepdad CD
4 years ago
26:08

TrannyOne

Amateur UK crossdressers suck fuck with Grandpa and stepdad CD

Tags: anal, anus, ass, big cock, grandpa

Dominant milf teacher punishes suspended student with whipping
1 year ago
5:17

ShemaleTaxi

Dominant milf teacher punishes suspended student with whipping

Tags: anal, ass, bdsm, student, whip

Gemma spanking and fucking her slut
4 years ago
8:02

TrannyOne

Gemma spanking and fucking her slut

Tags: anal, anus, ass, crossdressing, fetish

Pornstars: gemma

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

Your inward craves almost all of course need to come out and be punished.... Kneel for me wench and i'll pop this collar on u whislt your hopeles
2 years ago
4:57

ShemaleSin

Your inward craves almost all of course need to come out and be punished.... Kneel for me wench and i'll pop this collar on u whislt your hopeles

Tags: bdsm, bondage, british, fetish, homevideo

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

TrannyOne

Sexy sissy squirts fer her daddy

Tags: crossdressing, daddies, gay, hd, masturbation

Chunky faced Thai trans Ning looks so serious even with schlong in her throat. But when it was time for getting butt drilled bareback, Ning became a w
2 years ago
6:27

ShemaleSin

Chunky faced Thai trans Ning looks so serious even with schlong in her throat. But when it was time for getting butt drilled bareback, Ning became a w

Tags: anal, asian, ass, assfucking, barebacking

Busty Teen Tranny Bents Over And Punished
2 years ago
4:24

ShemaleZ

Busty Teen Tranny Bents Over And Punished

Tags: big tits, brunette, punishment, teen (18+), tranny

TS Jesse Punishes A Cis and Trans Man
7 years ago
9:02

aShemaleTube

TS Jesse Punishes A Cis and Trans Man

Tags: barebacking, big cock, big tits, blonde, blowjob

Punishing CD girl with wipe and dick in ass
7 years ago
6:17

aShemaleTube

Punishing CD girl with wipe and dick in ass

Tags: ass, barebacking, crossdressing, dick, punishment

Beautiful babes in watersports BDSM film: pee play, punishment, and humiliation. Featuring Mira Sunset.
1 year ago
13:24

ShemaleTaxi

Beautiful babes in watersports BDSM film: pee play, punishment, and humiliation. Featuring Mira Sunset.

Tags: babe, bdsm, big cock, chained, pornstar

Pornstars: mira sunset

Pimp and prostitute-shemale punished prostitute-rival
4 years ago
6:29

TrannyOne

Pimp and prostitute-shemale punished prostitute-rival

Tags: anal, ass, barebacking, bdsm, classic

PHAT ASSED Blonde Sissy Twerks & Rides Dildo HARD & GAPES
3 years ago
4:33

TrannyOne

PHAT ASSED Blonde Sissy Twerks & Rides Dildo HARD & GAPES

Tags: anal, anus, ass, blonde, booty

She male Jade and Honey fuck slave steven lang
3 years ago
5:10

FetishPapa

She male Jade and Honey fuck slave steven lang

Tags: domination, humiliation, punishment, slave

FLO esclave sexuelle
3 years ago
12:39

TrannyOne

FLO esclave sexuelle

Tags: anal, anus, ass, bdsm, blowjob

Ladyboy Slave Nutty Bareback Punishment
6 years ago
6:01

TrannyOne

Ladyboy Slave Nutty Bareback Punishment

Tags: barebacking, bdsm, hd, ladyboy, slave

Redhead crossdresser ass spanked and groped then sucks cock deep for masters creamy spunk
4 years ago
9:55

TrannyOne

Redhead crossdresser ass spanked and groped then sucks cock deep for masters creamy spunk

Tags: ass, bdsm, bondage, creampie, crossdressing

Oriental Sissy Jenny Wei Gets Bareback Anal and Facial from The_BBC_Punisher
2 years ago
3:47

ShemaleSin

Oriental Sissy Jenny Wei Gets Bareback Anal and Facial from The_BBC_Punisher

Tags: anal, asian, barebacking, big black cock, big cock

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

TrannyOne

Master commences a regime of punishment upon his slut

Tags: bdsm, british, domination, european, master

The Punishment
4 years ago
2:33

TrannyOne

The Punishment

Tags: fetish, hd, model, pretty, small tits

Being punished by my owner
4 years ago
4:36

KeekAss

Being punished by my owner

Tags: crossdressing, hd, lingerie, mature, stockings

Sissy tgirl rough anal
8 years ago
28:21

FetishPapa

Sissy tgirl rough anal

Tags: anal, ass, punishment, sissy, tgirl

Big Dicked Trannies Punish a Burglar
3 years ago
8:09

XShemale

Big Dicked Trannies Punish a Burglar

Tags: 3some, barebacking, blowjob, dick, punishment

sissy punishment
3 years ago
1:24

KeekAss

sissy punishment

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female dominance shemale punish hotwife
4 years ago
12:35

ShemaleTaxi

female dominance shemale punish hotwife

Tags: punishment

Hot Busty tranny Chanel Santini getranny punish by
4 years ago
5:22

aShemaleTube

Hot Busty tranny Chanel Santini getranny punish by

Tags: anal, barebacking, big cock, big tits, blowjob

Femboy Couple Blows Penis Spanks Ass
4 years ago
13:31

TrannyOne

Femboy Couple Blows Penis Spanks Ass

Tags: anal, anus, asian, ass, assfucking

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

TrannyOne

Briony Used by Master John Part 2

Tags: bdsm, crossdressing, gay, hd, spanking

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

TrannyOne

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

Tags: anal, anus, ass, bed sex, bedroom

TS goddesses punish the amateur robbers
5 months ago
5:06

aShemaleTube

TS goddesses punish the amateur robbers

Tags: amateur, anal, big cock, blowjob, hd

Dominant shemale babe punishing a dude over the kitchen counter
2 years ago
8:13

aShemaleTube

Dominant shemale babe punishing a dude over the kitchen counter

Tags: anal, assfucking, babe, domination, hardcore

Busty Shemale Roommate Punishes The Redheaded Beauty
2 years ago
6:14

FlyFlv

Busty Shemale Roommate Punishes The Redheaded Beauty

Tags: anal toying, ass, babe, beauty, big cock

Pornstars: bambi bliss

Feminized Pain Toy
4 years ago
2:58

TrannyOne

Feminized Pain Toy

Tags: blonde, caning, feminization, hd, whip

Sexy tranny spreads her cute little feet for some anal punishment
3 years ago
9:43

aShemaleTube

Sexy tranny spreads her cute little feet for some anal punishment

Tags: anal, blowjob, hd, homevideo, tranny

Shemale Yasmin Fonthys Dominate Her Man and Punishes Him Till Orgasm
3 years ago
8:03

aShemaleTube

Shemale Yasmin Fonthys Dominate Her Man and Punishes Him Till Orgasm

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Helium Air Clyster For Crazy Meaty Butt T-Model COUGAR Karolina
3 years ago
8:37

KeekAss

Helium Air Clyster For Crazy Meaty Butt T-Model COUGAR Karolina

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Pornstars: karolina

Bustylicious ts punishing her german slave
3 years ago
8:07

aShemaleTube

Bustylicious ts punishing her german slave

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Leather And Guy Sucks Spanked And Dominated Stud Anal Fucked By Asian TS Venus Lux
4 years ago
5:37

TrannyOne

Leather And Guy Sucks Spanked And Dominated Stud Anal Fucked By Asian TS Venus Lux

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CD mistress punish and fuck her slut
2 years ago
3:40

aShemaleTube

CD mistress punish and fuck her slut

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Pink haired cutie spreads her legs for anal punishment
3 years ago
5:24

aShemaleTube

Pink haired cutie spreads her legs for anal punishment

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Shemale mistress stayed home to punish her slave
2 years ago
4:46

aShemaleTube

Shemale mistress stayed home to punish her slave

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Thick tattooed tranny punishes a dude raw
3 years ago
6:31

aShemaleTube

Thick tattooed tranny punishes a dude raw

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I was naughty plz punish my big ass - pov
3 years ago
6:18

aShemaleTube

I was naughty plz punish my big ass - pov

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Chained and gagged first-timer attempts to ride massive dildo while being punished
2 years ago
18:40

ShemaleTaxi

Chained and gagged first-timer attempts to ride massive dildo while being punished

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KitsyMe0w. Spanked,fucked and then spanked again!
4 years ago
9:36

TrannyOne

KitsyMe0w. Spanked,fucked and then spanked again!

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Gagged, Handcuffed, and Drooling from Climax Punishment
3 years ago
7:59

ShemaleSin

Gagged, Handcuffed, and Drooling from Climax Punishment

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

TrannyOne

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

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Thicc black shemale pleasuring her cock
4 years ago
5:42

TrannyOne

Thicc black shemale pleasuring her cock

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Slender tranny punishes her mischievous fat bf
3 years ago
6:50

aShemaleTube

Slender tranny punishes her mischievous fat bf

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Breeding Season
4 years ago
36:13

TrannyOne

Breeding Season

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

TrannyOne

Huge tits tranny in lingerie punishes bf

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

TrannyOne

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

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

TrannyOne

Fat Black TS Fucked Outdoors By Skinny Guy

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

TrannyOne

Amateur caught cheating and ebony tit cumshot Mia Martinez Xmas Punish

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Cute and young shemale dominant slut punishes her submissive boyfriend
7 years ago
8:02

TrannyOne

Cute and young shemale dominant slut punishes her submissive boyfriend

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Ebony shemale punishing a white guy's asshole
2 years ago
3:50

aShemaleTube

Ebony shemale punishing a white guy's asshole

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Brazilian transgender princess takes a hard punishment - she'll need a new booty
6 months ago
6:11

ShemaleTaxi

Brazilian transgender princess takes a hard punishment - she'll need a new booty

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Oral job, punishing
3 years ago
9:32

ShemaleTaxi

Oral job, punishing

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DWT Thrall with gigantic silicone Melons and a great Outfit - My Bazookas torso with enormous Monster Bazookas and my longest and thickest Toys for bi
3 years ago
3:35

ShemaleSin

DWT Thrall with gigantic silicone Melons and a great Outfit - My Bazookas torso with enormous Monster Bazookas and my longest and thickest Toys for bi

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Young sissy edges and cums while riding huge dildo
4 years ago
11:18

TrannyOne

Young sissy edges and cums while riding huge dildo

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River Enza punishes big tranny asshole with dildo
2 years ago
9:34

aShemaleTube

River Enza punishes big tranny asshole with dildo

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Mistress Trap Punishment
5 months ago
37:24

aShemaleTube

Mistress Trap Punishment

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Dominant princess uses her big dong to punish obedient slave
8 years ago
11:19

TrannyOne

Dominant princess uses her big dong to punish obedient slave

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Four-eyed criminal punishes transsexual detective's butthole
8 years ago
21:18

TrannyOne

Four-eyed criminal punishes transsexual detective's butthole

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Medic penalizing his bratty obedient femboy sissy Michele
3 years ago
23:50

KeekAss

Medic penalizing his bratty obedient femboy sissy Michele

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She was naughty and got punished for it
3 years ago
7:12

aShemaleTube

She was naughty and got punished for it

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Intense punishment with heavy belt tawse for naughty KitsyMe0w while ball-gagged
2 years ago
8:19

ShemaleTaxi

Intense punishment with heavy belt tawse for naughty KitsyMe0w while ball-gagged

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Sissy thrall T-Girl Danni punished and drilled by her Slavemaster. Wax play, caning ramrod, foot worship, and banging.
4 years ago
10:46

ShemaleSin

Sissy thrall T-Girl Danni punished and drilled by her Slavemaster. Wax play, caning ramrod, foot worship, and banging.

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Punish Babe 3D Hardcore Doggystyle Milf
6 years ago
51:25

TrannyOne

Punish Babe 3D Hardcore Doggystyle Milf

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Horny Hill
4 years ago
1:24

TrannyOne

Horny Hill

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See as hawt as bang trans boss Eva Maxim punishes her boy empolyee with her rod.
2 years ago
12:52

ShemaleSin

See as hawt as bang trans boss Eva Maxim punishes her boy empolyee with her rod.

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Shemale punishment, sexy shemale
3 years ago
7:25

ShemaleTaxi

Shemale punishment, sexy shemale

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Kinky ladyboy dominates an innocent bald guy in the hardcore bondage fuck
3 years ago
13:55

TrannyOne

Kinky ladyboy dominates an innocent bald guy in the hardcore bondage fuck

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The large wang tgirl has a fresh thrall. 1St that babe is showing him his fresh role. Then the punishment begins and the mastix is hammering the pet w
2 years ago
3:10

ShemaleSin

The large wang tgirl has a fresh thrall. 1St that babe is showing him his fresh role. Then the punishment begins and the mastix is hammering the pet w

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Lustful roommate entreats Korra Del Rio to make him her horny screw toy, her weenie thrall, her slut, everything! This Guy desires to be dominated by
4 years ago
4:10

ShemaleSin

Lustful roommate entreats Korra Del Rio to make him her horny screw toy, her weenie thrall, her slut, everything! This Guy desires to be dominated by

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Sucking Nylon cock an spanking
3 years ago
4:24

TrannyOne

Sucking Nylon cock an spanking

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

KeekAss

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

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Fag, punishing
3 years ago
10:54

ShemaleTaxi

Fag, punishing

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Naughty little slave wants to be punished by shemale mistress
9 years ago
6:10

TrannyOne

Naughty little slave wants to be punished by shemale mistress

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Horny Tgirl bitch Roxanne spanked and Fisted
4 years ago
33:06

TrannyOne

Horny Tgirl bitch Roxanne spanked and Fisted

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Give me that painail punishment on my thick ass
6 months ago
8:46

aShemaleTube

Give me that painail punishment on my thick ass

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Robber gets punished with some hardcore anal pounding by the horny TS chick
4 years ago
1:47:13

TrannyOne

Robber gets punished with some hardcore anal pounding by the horny TS chick

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Security man gets his juicy ass smashed deep and hard by the glamorous TS babe in the dressing room
4 years ago
20:09

TrannyOne

Security man gets his juicy ass smashed deep and hard by the glamorous TS babe in the dressing room

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A cute Hot floozy reaches Sissygasm whilst doing humiliating WBS whiteboi sex for the BNWO movement. That Babe is wearing fishnets and does ball-slapp
2 years ago
1:53

ShemaleSin

A cute Hot floozy reaches Sissygasm whilst doing humiliating WBS whiteboi sex for the BNWO movement. That Babe is wearing fishnets and does ball-slapp

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Innocent intern guy gets his ass banged by the nasty shemale boss in the office
4 years ago
36:36

TrannyOne

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

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Skinny male slave enjoys getting lite punishment form sexy shemale
7 years ago
8:01

TrannyOne

Skinny male slave enjoys getting lite punishment form sexy shemale

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