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

Hot shemale punish and cumshot
6 years ago
5:05

ShemaleZ

Hot shemale punish and cumshot

Tags: cumshot, domination, fetish, punishment

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

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

ShemaleTaxi

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

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

Sex Punishment Out Of Adjustment
4 years ago
36:14

ShemaleSin

Sex Punishment Out Of Adjustment

Tags: anal, domination, punishment

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

xHamster

Three brunette shemale punishers in leather boots spank and

Tags: anal, hd, punishment, spanking, transsexual

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

Tags: anal, ass, homevideo, punishment

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: anal, massage, punishment, spanking, underwear

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+)

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

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

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

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

aShemaleTube

Mean tranny babe punishing her slave

Tags: anal, assfucking, homevideo, punishment, tranny

Punishing Adelle
5 years ago
17:19

xHamster

Punishing Adelle

Tags: anal, barebacking, bdsm, punishment

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

ShemaleTaxi

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

Tags: anal, big cock, brunette, group sex, punishment

Ryder Monroe In Submissive A.i. - Sexy Is Punished By Cynical Scientist
49 days ago
11:06

ShemaleZ

Ryder Monroe In Submissive A.i. - Sexy Is Punished By Cynical Scientist

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

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

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, punishment, slut, tranny, transsexual

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

A Private Punishment.
4 years ago
7:33

aShemaleTube

A Private Punishment.

Tags: punishment

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

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

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

TrannyOne

Please spank this naughty girl hard

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

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

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

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

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, big tits, blowjob

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

Valerie Parker Dick Ring Booty Plug Jerk Off
48 days ago
8:27

ShemaleSin

Valerie Parker Dick Ring Booty Plug Jerk Off

Tags: amateur, big cock, booty, buttplug, dick

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
3 years ago
4:51

TrannyOne

Dommy mommy arena rome jessica fappit

Tags: anal, ass, blowjob, hd, lesbian

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

FlyFlv

Female Slave Must Worship Shemale Cock

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

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

ShemaleTaxi

Guy punished by ebony shemale dick

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

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

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

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

Spank Bank
3 years ago
6:08

TrannyOne

Spank Bank

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

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, boots, couple, shoe

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

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

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, cumshot

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

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

Michelle Firestone swaps her dick in and out of Juliette Marchs holes
4 days ago
6:56

FapCat

Michelle Firestone swaps her dick in and out of Juliette Marchs holes

Tags: anal, assfucking, balls, big cock, big tits

Pornstars: juliette march

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

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
3 years ago
3:15

TrannyOne

marktheWeakling HOGTIED TO GIVE HEAD

Tags: bdsm, blowjob, crossdressing, hd, hogtied

Trans dominatrixes punishing males in compilation BDSM sex
31 days ago
5:13

TrannyOne

Trans dominatrixes punishing males in compilation BDSM sex

Tags: anal, bdsm, bondage, compilation, domination

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
2 years ago
9:28

aShemaleTube

Mistress punishing a tranny and fucks her brains out

Tags: anal, homevideo, pegging, punishment, tranny

Subjugated A.I. - voluptuous Ryder Monroe gets punished by the cynical scientist
55 days ago
11:14

ShemaleTaxi

Subjugated A.I. - voluptuous Ryder Monroe gets punished by the cynical scientist

Tags: anal, blowjob, punishment, voluptuous

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

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
3 years ago
7:09

TrannyOne

Sonya Hogtied 1

Tags: bdsm, couple, crossdressing, hd, transvestite

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, redhead

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

Charming nipp punishment
3 years ago
0:21

ShemaleSin

Charming nipp punishment

Tags: punishment, small tits

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

TS Kendall Penny dominates Bussy Bradley with  BDSM
2 months ago
6:55

FapCat

TS Kendall Penny dominates Bussy Bradley with BDSM

Tags: anal, bdsm, big cock, blowjob, brunette

U're My Fart Floozy - Rod Jaq Quicksilver Punishes U with Farting Facesitting
15 days ago
0:30

ShemaleSin

U're My Fart Floozy - Rod Jaq Quicksilver Punishes U with Farting Facesitting

Tags: blonde, blue eyed, dirty talk, domination, face sitting

Cuffed, Spanked & Toyed
3 years ago
30:15

TrannyOne

Cuffed, Spanked & Toyed

Tags: hd, lingerie, spanking, stockings, toys

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

ShemaleTaxi

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

Tags: anal, ass, big ass, booty, brazilian

Rika Fox gets punished #8 full 23 min video available now!
49 days ago
1:28

aShemaleTube

Rika Fox gets punished #8 full 23 min video available now!

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

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, femdom, rubber

Punishing my balls and dick huge cumshot
5 days ago
0:30

aShemaleTube

Punishing my balls and dick huge cumshot

Tags: anal, ball busting, balls, bdsm, big ass

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

Domie Wants to punish You
3 years ago
5:46

ShemaleTaxi

Domie Wants to punish You

Tags: punishment

Goth iHop Femboy Huge Cum
3 years ago
11:44

TrannyOne

Goth iHop Femboy Huge Cum

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

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, domination

May 19th 2021
4 years ago
17:42

ShemaleSin

May 19th 2021

Tags: asian, cum, cumshot, hd, masturbation

Daddy Whips His Sissy Femboy
3 years ago
1:36

TrannyOne

Daddy Whips His Sissy Femboy

Tags: american, bdsm, crossdressing, hd, old

A Private Punishment
3 years ago
28:45

TrannyOne

A Private Punishment

Tags: american, bdsm, cowgirl, doggystyle, domination

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

KeekAss

Ozriel Cropping Pipe and Jiggling Backside

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

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

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
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
3 years ago
8:14

ShemaleTaxi

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

Tags: boy, orgasm, punishment, tgirl

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, booty

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

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,
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

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

Slave boi, slave punished
3 years ago
7:24

ShemaleTaxi

Slave boi, slave punished

Tags: bdsm, domination, punishment, slave

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

ShemaleTaxi

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

Tags: amateur, ass, ass to mouth, big cock, blowjob

Pornstars: cheyenne jewel

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

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

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

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

Hot trans Aubrey Kate punishes Jordan Lake with deep hard fucking
38 days ago
6:59

FetishPapa

Hot trans Aubrey Kate punishes Jordan Lake with deep hard fucking

Tags: big cock, blonde, blowjob, brunette, feet

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

TrannyOne

Sexy sissy squirts fer her daddy

Tags: crossdressing, gay, hd, masturbation, orgasm

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

T-girl nun Aubrey Kate gives a priest a wild assfucking punishment
24 days ago
5:27

ShemaleTaxi

T-girl nun Aubrey Kate gives a priest a wild assfucking punishment

Tags: anal, assfucking, big tits, blonde, lingerie

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

FetishPapa

She male Jade and Honey fuck slave steven lang

Tags: domination, humiliation, punishment, slave

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
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

TS Yasmin Lee humiliates her sexist boss Lucas Knight with her meat
23 days ago
6:56

FapCat

TS Yasmin Lee humiliates her sexist boss Lucas Knight with her meat

Tags: abuse, anal, barebacking, bdsm, big ass

NEW RIKA FOX! The BBC PUNISHER fucks Rika Fox! Full video available now subscribe 😈
8 days ago
1:41

aShemaleTube

NEW RIKA FOX! The BBC PUNISHER fucks Rika Fox! Full video available now subscribe 😈

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

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

Rebecca Vanguard's double penetration by Eva and Janie
59 days ago
6:12

FapCat

Rebecca Vanguard's double penetration by Eva and Janie

Tags: 3some, anal, babe, big tits, blonde

She male Ebony Mistess
3 years ago
25:21

FetishPapa

She male Ebony Mistess

Tags: big cock, domination, ebony, punishment

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

T-girl Isabela Fontenele & Her Girlfriend Punish a Burglar
1 year ago
8:05

RainblowXXX

T-girl Isabela Fontenele & Her Girlfriend Punish a Burglar

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

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
2 years 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
2 years 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
4 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

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

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

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

ShemaleZ

Busty Heshe Punishes A Male Fan

Tags: big tits, brunette, punishment, webcam

Blonde shemale Rafaela Ferrari delivers a cheeky punishment to a boy's booty
16 days ago
10:29

ShemaleTaxi

Blonde shemale Rafaela Ferrari delivers a cheeky punishment to a boy's booty

Tags: anal, big tits, blonde, booty, oral

Give me that painail punishment on my thick ass
18 days ago
8:46

aShemaleTube

Give me that painail punishment on my thick ass

Tags: amateur, anal, ass, big ass, hardcore

Being punished by my owner
3 years ago
4:36

KeekAss

Being punished by my owner

Tags: crossdressing, hd, lingerie, mature, stockings

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

FapCat

Atticus Cole loses his hole to his trans roommate Natassia Dreams

Tags: 69, anal, big ass, big cock, big tits

female dominance shemale punish hotwife
3 years ago
12:35

ShemaleTaxi

female dominance shemale punish hotwife

Tags: punishment

sissy punishment
3 years ago
1:24

KeekAss

sissy punishment

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

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

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

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

aShemaleTube

She was naughty and got punished for it

Tags: anal, assfucking, couple, hd, homevideo

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

Tags: boyfriend, cute, slut, submissive, teen (18+)

Busty blonde tranny dominatrix Gia punishes and humiliates her lover
7 years ago
15:03

TrannyOne

Busty blonde tranny dominatrix Gia punishes and humiliates her lover

Tags: big tits, blonde, dominatrix, punishment, tranny

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

Tags: anal, ass, hd, stockings, tranny

Pornstars: karolina

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

aShemaleTube

Bustylicious ts punishing her german slave

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

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

Ash-blonde TS prostitute Angelina Torres gets her tight ass punished by a client
17 days ago
6:25

ShemaleTaxi

Ash-blonde TS prostitute Angelina Torres gets her tight ass punished by a client

Tags: anal, ass, blonde, blowjob, deep throat

Pornstars: angelina ash

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

aShemaleTube

Shemale mistress stayed home to punish her slave

Tags: anal, domination, hardcore, homevideo, tranny

Trans thrall in latex post climax punishment TRAILER
3 years ago
4:01

ShemaleSin

Trans thrall in latex post climax punishment TRAILER

Tags: bondage, cute, fetish, handjob, kinky

Shemale gets punished in the prison
3 years ago
6:41

TrannyOne

Shemale gets punished in the prison

Tags: anal, anus, ass, blowjob, fetish

Guy with titties takes part in act of procreating with young lady
8 years ago
14:11

TrannyOne

Guy with titties takes part in act of procreating with young lady

Tags: dick, punishment, teen (18+)

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

Tags: blowjob, domination, orgasm, stockings, uniform

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

TrannyOne

Huge tits tranny in lingerie punishes bf

Tags: anal, anus, ass, barebacking, bdsm

Hot Shemale Ass Spanking and Anal Toying
3 years ago
10:27

TrannyOne

Hot Shemale Ass Spanking and Anal Toying

Tags: anal, anal toying, anus, ass, booty

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

Breeding Season
3 years ago
36:13

TrannyOne

Breeding Season

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

Feminized Pain Toy
3 years ago
2:58

TrannyOne

Feminized Pain Toy

Tags: blonde, caning, hd, toys, whip

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

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

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

TrannyOne

KitsyMe0w. Spanked,fucked and then spanked again!

Tags: adorable, anal, anus, ass, bdsm

Two friends humiliate and punish a sissy
2 years ago
2:55

aShemaleTube

Two friends humiliate and punish a sissy

Tags: 3some, abuse, anal, homevideo, sissy

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.

Tags: anal, banging, barebacking, bdsm, domination

Big tits shemale agent TS Foxxy punishing fraudulent immigrant Turk Mason with anal sex
12 days ago
5:11

aShemaleTube

Big tits shemale agent TS Foxxy punishing fraudulent immigrant Turk Mason with anal sex

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

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

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

aShemaleTube

Pink haired cutie spreads her legs for anal punishment

Tags: anal, assfucking, hd, homevideo, tranny

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

Post Climax Punishment Compilation. 4 Outstanding Cumshots
4 years ago
4:46

ShemaleSin

Post Climax Punishment Compilation. 4 Outstanding Cumshots

Tags: beauty, big cock, big tits, compilation, cum

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, ass, barebacking, big cock

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

TrannyOne

Thicc black shemale pleasuring her cock

Tags: ass, assfingering, bbw, black, booty

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

Sissy Princess getting punished an Owned by Madam Kitty Kaos
1 year ago
18:09

aShemaleTube

Sissy Princess getting punished an Owned by Madam Kitty Kaos

Tags: anal, bdsm, big tits, crossdressing, domination

Lance Hart, Casey Kisses And Korra Del Rio In Muscular Security Guard Bangs Beautiful Tranny Babe This Of Punishment That She Likes Receiving! 6 Min
1 day ago
5:46

ShemaleZ

Lance Hart, Casey Kisses And Korra Del Rio In Muscular Security Guard Bangs Beautiful Tranny Babe This Of Punishment That She Likes Receiving! 6 Min

Tags: anal, assfucking, babe, beauty, big cock

Rika Fox gets punished and takes a MASSIVE facial full video available now
2 days ago
1:24

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial full video available now

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

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

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

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

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

Tgirl slave anal punishment
7 years ago
27:47

FetishPapa

Tgirl slave anal punishment

Tags: anal, ass, domination, extreme, hardcore

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

aShemaleTube

CD mistress punish and fuck her slut

Tags: crossdressing, domination, hd, latex, mature

Jenny Wei makes her porn return i'm getting punished by us truly.  Full 18 min video out!
18 days ago
1:30

aShemaleTube

Jenny Wei makes her porn return i'm getting punished by us truly. Full 18 min video out!

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

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

aShemaleTube

Thick tattooed tranny punishes a dude raw

Tags: anal, ass, big ass, domination, hd

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

aShemaleTube

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

Tags: anal, ass, hardcore, hd, homevideo

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, cum, cumshot, ebony

TS Domme Punishes Her Client
5 years ago
3:16

TrannyOne

TS Domme Punishes Her Client

Tags: blowjob, domination, punishment, transsexual

Chubby Sissy compilation
3 years ago
6:40

TrannyOne

Chubby Sissy compilation

Tags: anal, anus, ass, bbw, chubby

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

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

ShemaleSin

Gagged, Handcuffed, and Drooling from Climax Punishment

Tags: bondage, brunette, gagging, hairy, orgasm

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

aShemaleTube

River Enza punishes big tranny asshole with dildo

Tags: anal, ass, hd, pornstar, tgirl

Pornstars: enza