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

Three brunette shemale punishers in leather boots spank and
8 months ago
8:11

xHamster

Three brunette shemale punishers in leather boots spank and

Tags: anal, hd, punishment, spanking, transsexual

Naughty Nina Punished by Mistress Meena
5 years ago
5:40

ShemaleZ

Naughty Nina Punished by Mistress Meena

Tags: big tits, fetish, hd, naughty, punishment

Sabrina punishes the ass of her "feMale" with no mercy
1 year ago
0:41

aShemaleTube

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

Tags: anal, ass, homevideo, punishment

Trio of dark-haired transgender princess punishers dominate a hunk in bondage
6 months ago
7:22

ShemaleMovie

Trio of dark-haired transgender princess punishers dominate a hunk in bondage

Tags: anal, bdsm, cumshot, dark hair, punishment

Beautiful shemale gets punished by her wicked doctor
4 years ago
3:50

YourLust

Beautiful shemale gets punished by her wicked doctor

Tags: beauty, doctor, ladyboy, punishment

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

aShemaleTube

Sexy punishment by hard sissy dick for misspelling xhru

Tags: dick, punishment, sissy

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

TrannyOne

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

Tags: ass, massage, punishment, spanking, underwear

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

PornHolidays 4
5 years ago
35:19

KeekAss

PornHolidays 4

Tags: big tits, dick, face sitting, fetish, hd

Natalie Mars - Caught Punished
5 years ago
26:25

ShemaleZ

Natalie Mars - Caught Punished

Tags: caught, domination, fetish, punishment, toys

Sex Punishment Out Of Adjustment
4 years ago
36:14

ShemaleSin

Sex Punishment Out Of Adjustment

Tags: anal, domination, punishment

Mommy Dom Jessica Bloom Babies And Punishes Bratty Girl Jenby (short Version) 24 Min
2 years ago
23:53

ShemaleZ

Mommy Dom Jessica Bloom Babies And Punishes Bratty Girl Jenby (short Version) 24 Min

Tags: bdsm, fetish, hd, punishment, small tits

Nikolly Gaucha Punishes His Partner
3 months ago
8:00

XShemale

Nikolly Gaucha Punishes His Partner

Tags: amateur, anal, assfucking, bdsm, big tits

European blonde Puma dominates her busty slave with various BDSM punishments
11 months ago
10:54

ShemaleTaxi

European blonde Puma dominates her busty slave with various BDSM punishments

Tags: bdsm, big tits, blonde, european, latex

Pornstars: puma swede

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

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

ShemaleTaxi

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

Tags: anal, big cock, blonde, huge cock, punishment

Dominant milf teacher punishes suspended student with whipping
3 months ago
5:17

ShemaleTaxi

Dominant milf teacher punishes suspended student with whipping

Tags: anal, bdsm, gagging, student, teacher

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

TrannyOne

Young stud payed to be punished by busty shemale domme

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

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

ShemaleSin

bodybuilder Shemale Destroy a Faggot Butt and Make Him Her Slut

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

TRANSFIXED - OOPSIE! House Robber Korra Del Rio Is Caught By Couple And Tag Teamed As Punish
2 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

This Maid Was Punished For Not Cleaning My Roomcum In Her Ass And On Her Chest
1 year ago
4:05

ShemaleZ

This Maid Was Punished For Not Cleaning My Roomcum In Her Ass And On Her Chest

Tags: ass, barebacking, big ass, maid, punishment

A Private Punishment.
3 years ago
7:33

aShemaleTube

A Private Punishment.

Tags: punishment

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

aShemaleTube

TS Jesse Punishes A Cis and Trans Man

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

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

KeekAss

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

Tags: anal, blonde, punishment, toys, tranny

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

PornLib

Two dominant amateur babes in lingerie punish a horny slave

Tags: barebacking, hd, punishment, slave, toys

The QueenPin The Fox and The Little Bird Punishing a Narc in Sex Sting
10 years ago
4:00

ShemaleZ

The QueenPin The Fox and The Little Bird Punishing a Narc in Sex Sting

Tags: hd, punishment, transsexual

Pornstars: courtney taylor, lorelei lee

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
3 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

Punishing Adelle
4 years ago
17:19

xHamster

Punishing Adelle

Tags: anal, barebacking, bdsm, punishment

Maci May Kelli Lox in Mermaid Cock Punishment For Captain Who Torments The Syren - TSPussyHunters
7 years ago
4:00

XShemale

Maci May Kelli Lox in Mermaid Cock Punishment For Captain Who Torments The Syren - TSPussyHunters

Tags: dick, hd, punishment, redhead, small tits

Busty German tranny punishing her date near a mirror
4 months ago
6:32

aShemaleTube

Busty German tranny punishing her date near a mirror

Tags: amateur, anal, big tits, german, hardcore

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

aShemaleTube

Tranny punished another one like a doggyp

Tags: doggystyle, hd, punishment, tranny, webcam

Punishment transsexual
4 years ago
31:14

ShemaleSin

Punishment transsexual

Tags: bdsm, domination, punishment, transsexual

Tbabe punished by two guys
12 years ago
17:02

aShemaleTube

Tbabe punished by two guys

Tags: punishment

Mean tranny babe punishing her slave
1 year ago
5:36

aShemaleTube

Mean tranny babe punishing her slave

Tags: anal, babe, homevideo, punishment, tranny

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

TrannyOne

Please spank this naughty girl hard

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

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

aShemaleTube

Shemale double team punish a gay guy hard

Tags: anal, gay, hardcore, hd, tranny

Jenny Wei gets Punished
2 months ago
2:20

aShemaleTube

Jenny Wei gets Punished

Tags: hd, punishment

Following orders is paramount disobey and u will be punished
3 years ago
9:49

ShemaleSin

Following orders is paramount disobey and u will be punished

Tags: lingerie, mature, punishment, small tits, solo

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

aShemaleTube

Two black shemales punish a dude while his gf is watching

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

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

KeekAss

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

Tags: fetish, hd, punishment, sissy, tranny

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

aShemaleTube

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

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

All For You: A Pleasure-Filled POV Punishment!
8 years ago
4:00

XShemale

All For You: A Pleasure-Filled POV Punishment!

Tags: hd, pov, punishment

Redhead Tranny Gets Brutal Punishment
3 years ago
3:57

FlyFlv

Redhead Tranny Gets Brutal Punishment

Tags: bdsm, punishment, tattoo, tranny, transsexual

dizzys pissy panties punishment
1 year ago
1:59

aShemaleTube

dizzys pissy panties punishment

Tags: hd, humiliation, panties, pissing, transsexual

Busty teen tranny bents over and punished
1 year ago
4:53

aShemaleTube

Busty teen tranny bents over and punished

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

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

TrannyOne

Dommy mommy arena rome jessica fappit

Tags: anal, ass, blowjob, hd, mom

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

ShemaleMovie

shemale maid river Enza punished for being naughty

Tags: anal, bdsm, beauty, domination, punishment

Pornstars: enza

Chubby Shemale Punisher Fucks A Guy Doggystyle In The Bathroom
6 months ago
5:40

ShemaleZ

Chubby Shemale Punisher Fucks A Guy Doggystyle In The Bathroom

Tags: bdsm, big ass, big cock, big tits, cumshot

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

FlyFlv

Female Slave Must Worship Shemale Cock

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

Roommate Punished And Shagged By Tranny
3 years ago
5:11

ShemaleZ

Roommate Punished And Shagged By Tranny

Tags: big tits, fetish, hd, punishment, tranny

Guy punished by ebony shemale dick
3 months ago
10:46

ShemaleTaxi

Guy punished by ebony shemale dick

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

Sissy Francines Bath Time Punishment
3 years ago
11:30

ShemaleZ

Sissy Francines Bath Time Punishment

Tags: bathroom, blonde, hd, punishment, sissy

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

aShemaleTube

Amazing transgender domina punishes a slave

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

Chubby tranny bombshell punishing a dude's ass
1 year ago
5:09

aShemaleTube

Chubby tranny bombshell punishing a dude's ass

Tags: anal, ass, hardcore, homevideo, tranny

Spank Bank
3 years ago
6:08

TrannyOne

Spank Bank

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

No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
2 years ago
4:44

xHamster

No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader

Tags: bondage, fetish, hd, sissy, solo

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

TrannyOne

Discipline Day For Joanne 1 The Pre Caning Warm Up

Tags: blowjob, caning, hd, masturbation, spanking

Mistress punishes her submissive with lashes and whips
3 months ago
6:11

ShemaleTaxi

Mistress punishes her submissive with lashes and whips

Tags: bondage, humiliation, spanking, submissive, whip

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

FlyFlv

Paralytic Sub Takes Dom's Pee In Her Mouth

Tags: clothed sex, pissing, punishment, tranny, 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, anus, boots, couple, shoe

Four tgirl punishers take turns at banging their hunk prisoner
8 months ago
6:44

ShemaleSin

Four tgirl punishers take turns at banging their hunk prisoner

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

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

aShemaleTube

Chubby trans bombshell punishes a dude on cam

Tags: anal, blowjob, bombshell, hd, transsexual

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
3 years ago
11:31

TrannyOne

Intense Crossdress Session Part 7

Tags: anal, ass, crossdressing, torture, toys

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

TrannyOne

I needed a good enema and the beer was cold

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

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

TrannyOne

winter bluu sock wrestling loser gets punished

Tags: punishment, socks, sport, wrestling

Tgirl slave anal punishment
7 years ago
27:47

FetishPapa

Tgirl slave anal punishment

Tags: anal, ass, punishment, tgirl, toys

marktheWeakling HOGTIED TO GIVE HEAD
3 years ago
3:15

TrannyOne

marktheWeakling HOGTIED TO GIVE HEAD

Tags: bdsm, blowjob, crossdressing, hd, hogtied

Sissy Kimberly Chained and Spanked
2 years ago
35:12

TrannyOne

Sissy Kimberly Chained and Spanked

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

Submissive sissy gets her tight hole punished and then deeply penetrated
1 year ago
17:06

ShemaleTaxi

Submissive sissy gets her tight hole punished and then deeply penetrated

Tags: ass, punishment, sissy, submissive, whip

Punishing A Guy Outdoors - Alana Ferreira
2 years ago
19:01

ShemaleZ

Punishing A Guy Outdoors - Alana Ferreira

Tags: fetish, handjob, latex, punishment, redhead

Yasmin Lee Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!
6 months ago
4:00

getTranny

Yasmin Lee Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Tags: anal, asian, bdsm, big cock, big tits

Dirty Talking Tranny Punishes A Submissive Guy
2 years ago
9:08

ShemaleZ

Dirty Talking Tranny Punishes A Submissive Guy

Tags: big cock, brunette, fetish, pov, stockings

Black guy punishes a white ts
4 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
1 year ago
9:28

aShemaleTube

Mistress punishing a tranny and fucks her brains out

Tags: anal, homevideo, pegging, punishment, tranny

Viviany Aguilera - Brunette Punisher Strokes Her Monster Cock Until Cumshot
7 months ago
7:03

ShemaleZ

Viviany Aguilera - Brunette Punisher Strokes Her Monster Cock Until Cumshot

Tags: bdsm, big ass, big cock, big tits, blowjob

Sonya Hogtied 1
3 years ago
7:09

TrannyOne

Sonya Hogtied 1

Tags: bdsm, bondage, couple, crossdressing, hd

Naughty girl punished by dominant MILF with strap-on for stealing
2 months ago
8:10

ShemaleTaxi

Naughty girl punished by dominant MILF with strap-on for stealing

Tags: bdsm, deep throat, dildo, domination, licking

Rika Fox gets punished and takes a MASSIVE facial
2 months ago
2:07

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

Tags: anal, big black cock, blowjob, cumshot, facial

Hard nipp punishment makes Rebecca cums
1 year ago
2:38

ShemaleSin

Hard nipp punishment makes Rebecca cums

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

Dirty Talking Blond Heshe Punishes A Bald Dude
3 years ago
6:04

ShemaleZ

Dirty Talking Blond Heshe Punishes A Bald Dude

Tags: bdsm, blonde, domination, punishment, webcam

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

ShemaleTaxi

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

Tags: anal, bondage, domination, ladyboy, teen (18+)

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

TrannyOne

Secretary has her cunt drilled by her hot tranny boss

Tags: cute, dick, kinky, redhead, rimjob

Charming nipp punishment
2 years ago
0:21

ShemaleSin

Charming nipp punishment

Tags: punishment, small tits

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

TrannyOne

TRANSEROTICA Obedient Raven Vice Fucked By TS Kelly Lovely

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

Cuffed, Spanked & Toyed
3 years ago
30:15

TrannyOne

Cuffed, Spanked & Toyed

Tags: hd, lingerie, spanking, stockings, toys

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

TrannyOne

Busty TS chick dominates a hogtied submissive masked man

Tags: anal, anus, ass, barebacking, femdom

Tranny domina punishing her tied up bf
1 year ago
12:33

aShemaleTube

Tranny domina punishing her tied up bf

Tags: anal, dominatrix, hardcore, homevideo, tranny

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

ShemaleSin

Massive bazookas tgirl in underware punishes bf

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

Latina she males punish slave
2 months ago
5:00

aShemaleTube

Latina she males punish slave

Tags: gangbang, latina, punishment, slave

Goth iHop Femboy Huge Cum
3 years ago
11:44

TrannyOne

Goth iHop Femboy Huge Cum

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

Domie Wants to punish You
3 years ago
5:46

ShemaleTaxi

Domie Wants to punish You

Tags: punishment

May 19th 2021
3 years ago
17:42

ShemaleSin

May 19th 2021

Tags: asian, cum, cumshot, hd, masturbation

Denali Danger gets Punished clips #3
3 months ago
1:34

aShemaleTube

Denali Danger gets Punished clips #3

Tags: anal, big black cock, blowjob, cowgirl, cumshot

Big Dicked T-girls Punish a Thief
8 months ago
8:09

RainblowXXX

Big Dicked T-girls Punish a Thief

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

Daddy Whips His Sissy Femboy
3 years ago
1:36

TrannyOne

Daddy Whips His Sissy Femboy

Tags: american, bdsm, crossdressing, hd, old

Hot shemale punish and cumshot
5 years ago
5:05

ShemaleZ

Hot shemale punish and cumshot

Tags: cumshot, domination, fetish, punishment

A Private Punishment
3 years ago
28:45

TrannyOne

A Private Punishment

Tags: american, bdsm, cowgirl, doggystyle, domination

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

TrannyOne

African boy gets fucked by a 2 big black dicks raw

Tags: anal, anus, ass, barebacking, big black cock

Ozriel Cropping Pipe and Jiggling Backside
1 year ago
5:51

KeekAss

Ozriel Cropping Pipe and Jiggling Backside

Tags: ass, hd, masturbation, small cock, solo

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

TrannyOne

Mature Trans Gets Birthday Spanking From Dom Boyfriend

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

dumb hoe gets the belt for spunking sans permission
1 year ago
4:08

KeekAss

dumb hoe gets the belt for spunking sans permission

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

Black tranny domina punishes her slave
1 year ago
5:29

aShemaleTube

Black tranny domina punishes her slave

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

They punish a married dude while his gf is filming
2 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
2 years ago
8:14

ShemaleTaxi

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

Tags: boy, orgasm, punishment, tgirl

Fresh task - jock punishment with toothpaste in hose three
1 year ago
5:18

ShemaleSin

Fresh task - jock punishment with toothpaste in hose three

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

Hot tranny domme Natalie Mars thoatfucks and assfucks a male slut with her gorgeous shecock!
1 year 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,
3 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

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

Slave boi, slave punished
2 years ago
7:24

ShemaleTaxi

Slave boi, slave punished

Tags: bdsm, domination, punishment, slave

Big dick punishment
3 years ago
1:09

xHamster

Big dick punishment

Tags: anal, canadian, domination, hd, toys

Eurasian Persuasion, Punishing Loser
3 years ago
8:03

TrannyOne

Eurasian Persuasion, Punishing Loser

Tags: bdsm, dick, domination, hermaphrodite, humiliation

Pornstars: sandra romain

Hirun
3 years ago
2:37

TrannyOne

Hirun

Tags: anal, anus, asian, ass, barebacking

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, perverted

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

TrannyOne

Amateur UK crossdressers suck fuck with Grandpa and stepdad CD

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

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

TrannyOne

Gemma spanking and fucking her slut

Tags: anal, anus, ass, crossdressing, fetish

Pornstars: gemma

Mother I'd Like To Fuck finds out redhead trans Chelsea Poe drilled a cutie and punishes her.The tattooed cougar makes the transsexual suck a tho
1 year ago
8:00

ShemaleSin

Mother I'd Like To Fuck finds out redhead trans Chelsea Poe drilled a cutie and punishes her.The tattooed cougar makes the transsexual suck a tho

Tags: anal, big tits, blowjob, cute, domination

Pornstars: mz berlin

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
1 year 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
3 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
1 year 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

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

TrannyOne

Pimp and prostitute-shemale punished prostitute-rival

Tags: anal, ass, barebacking, bdsm, classic

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

aShemaleTube

Punishing CD girl with wipe and dick in ass

Tags: ass, barebacking, crossdressing, dick, punishment

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

FLO esclave sexuelle
2 years ago
12:39

TrannyOne

FLO esclave sexuelle

Tags: anal, anus, ass, bdsm, blowjob

Ladyboy Slave Nutty Bareback Punishment
5 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
3 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

Bitch getting punished by her dom whilst a  group watches on Snap.
3 years ago
2:32

ShemaleSin

Bitch getting punished by her dom whilst a group watches on Snap.

Tags: anal, bdsm, group sex, lingerie, masturbation

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

I milk my lengthy girldick with a clear fleshlight, doing the post climax multiple spunk flow defiance. I milk my weenie with it after saving a load f
1 year ago
6:12

ShemaleSin

I milk my lengthy girldick with a clear fleshlight, doing the post climax multiple spunk flow defiance. I milk my weenie with it after saving a load f

Tags: balls, big cock, british, cum, cumshot

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

TrannyOne

Master commences a regime of punishment upon his slut

Tags: bdsm, british, domination, english, master

The Punishment
3 years ago
2:33

TrannyOne

The Punishment

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

Orlando Furioso
3 years ago
24:22

TrannyOne

Orlando Furioso

Tags: asian, big cock, blowjob, crossdressing, dick

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

TrannyOne

Briony Used by Master John Part 2

Tags: bdsm, crossdressing, gay, hd, spanking

Dominant shemale babe punishing a dude over the kitchen counter
1 year ago
8:13

aShemaleTube

Dominant shemale babe punishing a dude over the kitchen counter

Tags: anal, assfucking, babe, domination, hardcore

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

TrannyOne

Femboy Couple Blows Penis Spanks Ass

Tags: anal, anus, asian, ass, assfucking

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

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

Full EPISODE UP on ONLYFANS
3 years ago
0:58

ShemaleSin

Full EPISODE UP on ONLYFANS

Tags: anal, big cock, domination, pov, punishment

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

TrannyOne

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

Tags: anal, anus, asian, ass, assfucking

Great view of an anal session with a golden-haired transsexual.
3 years ago
7:11

ShemaleSin

Great view of an anal session with a golden-haired transsexual.

Tags: anal, blonde, hardcore, old, tranny

Ebony shemale punishes a guy and cums inside him
2 years ago
7:47

aShemaleTube

Ebony shemale punishes a guy and cums inside him

Tags: big tits, blowjob, creampie, cum, cumshot

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

FlyFlv

Busty Shemale Roommate Punishes The Redheaded Beauty

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

Pornstars: bambi bliss

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

Tags: anal, ass, babe, barebacking, cum

Busty Heshe Punishes A Male Fan
2 years ago
5:05

ShemaleZ

Busty Heshe Punishes A Male Fan

Tags: big tits, brunette, punishment, webcam

Being punished by my owner
3 years ago
4:36

KeekAss

Being punished by my owner

Tags: crossdressing, hd, lingerie, mature, stockings

Punishing her sissy
5 years ago
36:07

ShemaleZ

Punishing her sissy

Tags: barebacking, blonde, fetish, stockings, toys

sissy punishment
2 years ago
1:24

KeekAss

sissy punishment

Tags: brunette, crossdressing, fetish, small tits, stockings

female dominance shemale punish hotwife
3 years ago
12:35

ShemaleTaxi

female dominance shemale punish hotwife

Tags: punishment

Punished By Her Dominating Cock
8 years ago
4:00

XShemale

Punished By Her Dominating Cock

Tags: bdsm, dick, hd, punishment

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

TrannyOne

Young sissy edges and cums while riding huge dildo

Tags: anal, anus, ass, crossdressing, cum

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

aShemaleTube

Hot Busty tranny Chanel Santini getranny punish by

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

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

TrannyOne

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

Tags: anal, anus, ass, ass to mouth, bed sex

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

ShemaleTaxi

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

Tags: anal, bdsm, beauty, bondage, domination

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

ShemaleSin

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

Tags: babe, barebacking, big black cock, big tits, blowjob

Punished For Skipping Chores - 1/2 - Spanked And Paddled
3 years ago
23:38

ShemaleZ

Punished For Skipping Chores - 1/2 - Spanked And Paddled

Tags: bdsm, brunette, fetish, spanking, stockings

Punished For Skipping Chores - 2/2 - Spanked On The Hole And Plugged
3 years ago
9:41

ShemaleZ

Punished For Skipping Chores - 2/2 - Spanked On The Hole And Plugged

Tags: bdsm, fetish, punishment, spanking, toys

Busty T-girl has been a bad girl and deserves a nice punishment
4 years ago
3:50

YourLust

Busty T-girl has been a bad girl and deserves a nice punishment

Tags: big tits, ladyboy, punishment, tgirl

Feminized Pain Toy
3 years ago
2:58

TrannyOne

Feminized Pain Toy

Tags: blonde, caning, hd, toys, whip

taskmaster Turns blonde lady-man bondman Suzie Into penis sucking sperm skank After Her anal spanking punishment
6 years ago
9:40

ShemaleZ

taskmaster Turns blonde lady-man bondman Suzie Into penis sucking sperm skank After Her anal spanking punishment

Tags: anal, blowjob, cumshot, dick, spanking

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

KeekAss

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

Tags: anal, ass, hd, stockings, tranny

Pornstars: karolina

Trans cutie punished for cumming early
7 months ago
9:38

ShemaleSin

Trans cutie punished for cumming early

Tags: anal, cum, cumshot, cute, fetish

One blonde and two brunette shemale punishers fucks a dude
8 months ago
6:20

xHamster

One blonde and two brunette shemale punishers fucks a dude

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

She has a hot anal orgasm as a fan punishes her ass
2 years ago
6:13

aShemaleTube

She has a hot anal orgasm as a fan punishes her ass

Tags: anal, ass, hardcore, hd, homevideo

Pamela Pillory Punishment timelapse
6 years ago
5:02

ShemaleZ

Pamela Pillory Punishment timelapse

Tags: bdsm, fetish, punishment, solo

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

KeekAss

Medic penalizing his bratty obedient femboy sissy Michele

Tags: anal, barebacking, small tits, stockings, tranny

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

aShemaleTube

Bustylicious ts punishing her german slave

Tags: anal, big tits, hd, tranny, transsexual

Handcuffed, Blindfolded And Fucked By A Tranny
5 years ago
3:59

FlyFlv

Handcuffed, Blindfolded And Fucked By A Tranny

Tags: anal, electrified, handcuffed, tranny, transsexual

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

aShemaleTube

I was naughty plz punish my big ass - pov

Tags: anal, big ass, hd, homevideo, masturbation

TS Domme Punishes Her Client
5 years ago
3:16

TrannyOne

TS Domme Punishes Her Client

Tags: blowjob, domination, punishment, transsexual

SPANKING THE MONKEY #04 - (FULL HD Movie Original Version)
3 years ago
30:53

TrannyOne

SPANKING THE MONKEY #04 - (FULL HD Movie Original Version)

Tags: big cock, cum, cumshot, dick, hd

Latin ts in lingerie punishing a dude's mouth and ass
2 years ago
8:08

aShemaleTube

Latin ts in lingerie punishing a dude's mouth and ass

Tags: anal, ass, blowjob, hd, homevideo

Korra Del Rio - Tranny Nun Punishes A Dirty Sinner!
3 years ago
3:30

ShemaleZ

Korra Del Rio - Tranny Nun Punishes A Dirty Sinner!

Tags: barebacking, big tits, brunette, lingerie, tranny

SADOMASOCHISM self servitude anal punishment with automatic massive pump sex-toy - pumps mercilessly larger and larger - CUP Z huge titties crossdress
3 years ago
5:18

ShemaleSin

SADOMASOCHISM self servitude anal punishment with automatic massive pump sex-toy - pumps mercilessly larger and larger - CUP Z huge titties crossdress

Tags: anal, anal toying, ass, bdsm, big ass

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

ShemaleTaxi

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

Tags: bdsm, dildo, huge dildo, small tits, tattoo

Sucking Nylon cock an spanking
2 years ago
4:24

TrannyOne

Sucking Nylon cock an spanking

Tags: bdsm, dick, domination, hd, mature

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

aShemaleTube

Shemale mistress stayed home to punish her slave

Tags: anal, domination, hardcore, homevideo, tranny

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

TrannyOne

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

Tags: anal, anus, asian, ass, barebacking

Ebony shemale punishing a white guy's asshole
1 year ago
3:50

aShemaleTube

Ebony shemale punishing a white guy's asshole

Tags: anal, ass, hardcore, homevideo, tranny

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

aShemaleTube

Sexy tranny spreads her cute little feet for some anal punishment

Tags: anal, blowjob, hd, homevideo, tranny

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

Tags: anal, anal toying, ass, big tits, costume