Ebony transsexual police officer punishes a white guy
10 years ago
5:10

aShemaleTube

Ebony transsexual police officer punishes a white guy

Tags: blowjob, cop, ebony, fetish, punishment, redhead, shemale
Big Dick Shemale Punishes Young Ass
6 years ago
6:22

aShemaleTube

Big Dick Shemale Punishes Young Ass

Tags: anal, ass, ass to mouth, barebacking, big cock, big tits, blowjob
Ladyboy Many Punished Bareback
8 years ago
6:20

aShemaleTube

Ladyboy Many Punished Bareback

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Dominant Shemales Wants Their Whole Body To Be Licked
11 years ago
3:01

FlyFlv

Dominant Shemales Wants Their Whole Body To Be Licked

Tags: 4some, asslick, bdsm, big ass, blonde, bondage, brunette
Leela's Thanksgiving Day Dinner
4 months ago
21:36

xHamster

Leela's Thanksgiving Day Dinner

Tags: barebacking, blowjob, finnish, friend, hd, lingerie, mature
Ass punishment with Raven LeTrap
1 year ago
4:07

aShemaleTube

Ass punishment with Raven LeTrap

Tags: amateur, ass, cumshot, hd, masturbation, punishment, shemale
Three Shemales Dominate Pansy Boy
10 years ago
3:00

FlyFlv

Three Shemales Dominate Pansy Boy

Tags: bdsm, blonde, blowjob, bondage, boots, boy, brunette
Bald Guy Getting Spit On His Anus
11 years ago
3:05

FlyFlv

Bald Guy Getting Spit On His Anus

Tags: 4some, anus, bdsm, big ass, big cock, boots, brunette
Busty Shemale Roommate Punishes The Redheaded Beauty
9 months ago
6:14

FlyFlv

Busty Shemale Roommate Punishes The Redheaded Beauty

Tags: anal toying, ass, babe, bambi bliss, beauty, bed sex, big cock
Cruel Shemale Punishment
8 years ago
3:10

aShemaleTube

Cruel Shemale Punishment

Tags: bdsm, blowjob, brutal, cumshot, fetish, punishment, shemale
Isn't Erica SO charming? See me get punished and give her a oral pleasure in the begin of this series.
22 days ago
2:16

ShemaleSin

Isn't Erica SO charming? See me get punished and give her a oral pleasure in the begin of this series.

Tags: oral, punishment
Titty tranny punished guy
11 years ago
7:34

aShemaleTube

Titty tranny punished guy

Tags: assfucking, big tits, domination, punishment, shemale, tranny
Tied Up Man Gets Dominated By Three Shemales
11 years ago
2:59

FlyFlv

Tied Up Man Gets Dominated By Three Shemales

Tags: 4some, bdsm, blonde, blowjob, boots, brunette, curly haired
Bound blonde shemale punished and anal fucked
3 months ago
5:04

aShemaleTube

Bound blonde shemale punished and anal fucked

Tags: anal, blonde, bound, domination, fetish, hd, punishment
Fetished shemale punishes her slave
12 years ago
19:46

aShemaleTube

Fetished shemale punishes her slave

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Brunette slim shemale babe punishes bound slave's cock and ass
5 years ago
8:06

TrannyOne

Brunette slim shemale babe punishes bound slave's cock and ass

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Inconsiderate neighbor punished with TRANNY creampie
5 years ago
3:40

aShemaleTube

Inconsiderate neighbor punished with TRANNY creampie

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Embrace everlasting purity through your permanent punishment
4 months ago
6:28

ShemaleTaxi

Embrace everlasting purity through your permanent punishment

Tags: punishment, shemale
Redhead shemale punishes a dude's ass for first tim
3 months ago
7:07

aShemaleTube

Redhead shemale punishes a dude's ass for first tim

Tags: amateur, anal, ass, assfucking, hardcore, homevideo, punishment
Dominant t-girl punishes guy for cumming too quickly
1 year ago
7:08

ShemaleTaxi

Dominant t-girl punishes guy for cumming too quickly

Tags: anal, blowjob, cum, cumshot, ladyboy, punishment, shemale
MILF Librarian Punishes TS Delinquent
9 years ago
13:52

aShemaleTube

MILF Librarian Punishes TS Delinquent

Tags: domination, fetish, hd, librarian, milf, punishment, shemale
Sissy Princess getting punished an Owned by Madam Kitty Kaos
9 months ago
18:09

aShemaleTube

Sissy Princess getting punished an Owned by Madam Kitty Kaos

Tags: amateur, anal, bdsm, big tits, crossdressing, domination, femdom
Wife Punished
2 years ago
3:42

ShemaleZ

Wife Punished

Tags: amateur, lingerie, mature, punishment, shemale, solo, stockings
Hot Guy Is Tied Up And Humiliated
11 years ago
3:03

FlyFlv

Hot Guy Is Tied Up And Humiliated

Tags: abuse, blonde, blowjob, brunette, dick, domination, punishment
Shemale Yasmin Fonthys Dominate Her Man and Punishes Him Till Orgasm
2 years ago
8:03

aShemaleTube

Shemale Yasmin Fonthys Dominate Her Man and Punishes Him Till Orgasm

Tags: blowjob, domination, orgasm, punishment, shemale, stockings, uniform
Submissive Thai ladyboy Kwan wears handcuffs and mouth gag. She is in doggystyle and waiting for her punishment. Kinky guy spanks her ass hard and fuc
7 days ago
6:22

Smutr

Submissive Thai ladyboy Kwan wears handcuffs and mouth gag. She is in doggystyle and waiting for her punishment. Kinky guy spanks her ass hard and fuc

Tags: ass, doggystyle, kinky, ladyboy, punishment, shemale, spanking
TS Domme Punishes Her Client!
4 years ago
3:15

aShemaleTube

TS Domme Punishes Her Client!

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Dudes Ass Punished By A Blonde Shemale
7 years ago
10:19

aShemaleTube

Dudes Ass Punished By A Blonde Shemale

Tags: anal, ass, big tits, blonde, brazilian, hd, oral
Blond shemale punishes a bald guy's anus like no tomorrow
1 year ago
9:43

aShemaleTube

Blond shemale punishes a bald guy's anus like no tomorrow

Tags: amateur, anal, anus, assfucking, blonde, domination, hairless
Caught Watching Porn and Punished
8 years ago
5:15

aShemaleTube

Caught Watching Porn and Punished

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Spoiled Tgirl Must Be Punished
13 years ago
28:02

aShemaleTube

Spoiled Tgirl Must Be Punished

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Sasha Bloom Punish The Thief
18 days ago
25:11

UPornia

Sasha Bloom Punish The Thief

Tags: blonde, hd, lingerie, punishment, shemale
A Private Punishment
2 years ago
7:26

aShemaleTube

A Private Punishment

Tags: blowjob, punishment, shemale, small tits, toys
Devastatingly Seductive Ts Yasmin Lee punishes Reed with a Deep Hard Fucking
9 years ago
4:00

aShemaleTube

Devastatingly Seductive Ts Yasmin Lee punishes Reed with a Deep Hard Fucking

Tags: anal, domination, fetish, hardcore, punishment, shemale, stockings
Punishment session with dominant Sly Fawkes and his submissive pet lilkiwwimonster
58 days ago
6:25

ShemaleMovie

Punishment session with dominant Sly Fawkes and his submissive pet lilkiwwimonster

Tags: bbw, bdsm, domination, punishment, shemale, shorts, spanking
Latex Tranny Domme Punishes Man!
2 years ago
4:11

aShemaleTube

Latex Tranny Domme Punishes Man!

Tags: barebacking, big cock, big tits, blowjob, domination, latex, punishment
Horny tranny Gabriela punishing man ass!
4 years ago
7:37

aShemaleTube

Horny tranny Gabriela punishing man ass!

Tags: ass, big cock, big tits, blonde, blowjob, compilation, homevideo
Bad Tranny Punished Outdoors
13 years ago
26:07

aShemaleTube

Bad Tranny Punished Outdoors

Tags: barebacking, cum, outdoor, punishment, shemale, small tits, sucking
Alice's filthy punishment
2 months ago
7:03

ShemaleMovie

Alice's filthy punishment

Tags: bondage, bound, crossdressing, punishment, shemale, sissy
Slender tranny in high heels punishes her bf's ass sideways
1 year ago
9:02

aShemaleTube

Slender tranny in high heels punishes her bf's ass sideways

Tags: amateur, anal, ass, domination, hardcore, hd, high heels
Crossdresser punishment
8 years ago
6:43

aShemaleTube

Crossdresser punishment

Tags: blonde, crossdressing, nylon, punishment, shemale, sissy
Cherri enjoying some titty punishment whilst jerking her gurl ramrod
46 days ago
1:17

ShemaleSin

Cherri enjoying some titty punishment whilst jerking her gurl ramrod

Tags: jerking, lingerie, masturbation, punishment, sissy, small tits
Punishing myself for your pleasure and showing off my cute little package
3 months ago
7:14

ShemaleTaxi

Punishing myself for your pleasure and showing off my cute little package

Tags: bdsm, cute, domination, punishment, shemale
TBabe Jenna Tales punish Chads butthole
5 years ago
6:11

TrannyOne

TBabe Jenna Tales punish Chads butthole

Tags: anal, ass, big cock, big tits, blonde, blowjob, cumshot
Tranny cop punishes shemale by inserting her butthole
11 years ago
6:15

aShemaleTube

Tranny cop punishes shemale by inserting her butthole

Tags: anal, ass, blonde, cop, punishment, shemale, sucking
Tranny punished another one like a doggyp
3 years ago
10:45

aShemaleTube

Tranny punished another one like a doggyp

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Mara Nova and Sydney Farron In Punishment by Principal
4 years ago
29:38

TrannyOne

Mara Nova and Sydney Farron In Punishment by Principal

Tags: punishment, shemale
Tranny milf punished by BIG BLACK COCK!
5 years ago
7:31

aShemaleTube

Tranny milf punished by BIG BLACK COCK!

Tags: big black cock, big cock, big tits, blonde, blowjob, creampie, cumshot
Sexy tranny in lingerie prepares her date for some anal punishment
9 months ago
9:43

aShemaleTube

Sexy tranny in lingerie prepares her date for some anal punishment

Tags: amateur, anal, assfucking, hardcore, homevideo, lingerie, punishment
Redhead lass punished by a horny tranny
2 years ago
7:17

aShemaleTube

Redhead lass punished by a horny tranny

Tags: amateur, babe, doggystyle, hd, punishment, redhead, rough
Busty ebony shemale dominatrix extremely punishes her bold male slave
5 years ago
8:01

TrannyOne

Busty ebony shemale dominatrix extremely punishes her bold male slave

Tags: big tits, domination, dominatrix, ebony, extreme, punishment, seduce
T-GIRLS HOOKUP: Lying Top Gets Abased and Punished!
23 days ago
2:00

ShemaleSin

T-GIRLS HOOKUP: Lying Top Gets Abased and Punished!

Tags: abuse, anal, barebacking, hardcore, punishment, rough, tgirl
Transgender boss punishes ex employee
4 years ago
6:11

TrannyOne

Transgender boss punishes ex employee

Tags: big tits, boss, hd, punishment, shemale
Punished as a naughty puppet for disobedience
2 months ago
12:41

ShemaleTaxi

Punished as a naughty puppet for disobedience

Tags: bdsm, humiliation, naughty, punishment, shemale
Nikollys punishment - Pinko TGirls
3 months ago
0:33

Txxx

Nikollys punishment - Pinko TGirls

Tags: big ass, big tits, latina, lingerie, mature, punishment, shemale
SISSY disciplined for sissy punishment
3 months ago
15:58

ShemaleTaxi

SISSY disciplined for sissy punishment

Tags: punishment, shemale, sissy
The Punishment
2 years ago
2:33

TrannyOne

The Punishment

Tags: amateur, fetish, hd, interracial, model, pretty, punishment
Hot Transbabe Aubrey Kate punish her Lovers butthole cause he cheats
4 years ago
10:07

TrannyOne

Hot Transbabe Aubrey Kate punish her Lovers butthole cause he cheats

Tags: ass, blonde, pornstar, punishment, shemale
Punished shemale transformed and fucked in the room
3 months ago
11:14

ShemaleTaxi

Punished shemale transformed and fucked in the room

Tags: punishment, shemale, sissy
Steamy Shemale Takes on Slut
14 years ago
27:45

aShemaleTube

Steamy Shemale Takes on Slut

Tags: big tits, latina, punishment, shemale, slut, small tits
Punishing her bf's ass with a hot painal session
3 months ago
9:07

aShemaleTube

Punishing her bf's ass with a hot painal session

Tags: amateur, anal, ass, assfucking, hardcore, homevideo, punishment
Burglar Gets Punished by Hung Trannies Yasmin Dornelles n Bruna Ferrari
3 years ago
8:10

TrannyOne

Burglar Gets Punished by Hung Trannies Yasmin Dornelles n Bruna Ferrari

Tags: 3some, blowjob, fantasy, hd, latina, punishment, shemale
Mistress T punishing sissy with big toys
2 years ago
23:40

aShemaleTube

Mistress T punishing sissy with big toys

Tags: crossdressing, cumshot, domination, fetish, masturbation, mistress t, pornstar
Yasmin Lee Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!
40 days ago
42:29

aShemaleTube

Yasmin Lee Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Tags: asian, big cock, big tits, boss, gorgeous, hd, punishment
Dominant Transsexuals Humiliate Submissive Male
11 years ago
2:58

FlyFlv

Dominant Transsexuals Humiliate Submissive Male

Tags: abuse, black, blonde, brunette, humiliation, punishment, shemale
Spanking Shemale
2 years ago
13:51

TrannyOne

Spanking Shemale

Tags: anal, anus, ass, bdsm, domination, hd, ladyboy
Dudes caught transexual and punished him orally and anally
7 years ago
37:36

TrannyOne

Dudes caught transexual and punished him orally and anally

Tags: anal, blowjob, caught, gangbang, group sex, interracial, latina
Mia Catches Athlete And Punishes Him
1 year ago
4:00

getTranny

Mia Catches Athlete And Punishes Him

Tags: bdsm, big cock, big tits, cumshot, deep throat, domination, fetish
Blonde Shemale Is Punished And Anal Fucked
59 days ago
4:58

getTranny

Blonde Shemale Is Punished And Anal Fucked

Tags: anal, blonde, hd, punishment, shemale, tattoo
Shemale Natalie Mars punished and anal fucked by headmaster
41 days ago
5:07

aShemaleTube

Shemale Natalie Mars punished and anal fucked by headmaster

Tags: anal, domination, fetish, hd, punishment, shemale, teen (18+)
Punishment and discipline for your eager cock
4 months ago
7:41

ShemaleTaxi

Punishment and discipline for your eager cock

Tags: dick, humiliation, punishment, shemale
Black guy punishes a tight t-girl ass - homemade
41 days ago
9:24

TrannyOne

Black guy punishes a tight t-girl ass - homemade

Tags: anal, ass, black, hardcore, homevideo, punishment, shemale
Rude TS mistress punished guy
11 years ago
6:02

aShemaleTube

Rude TS mistress punished guy

Tags: domination, lingerie, mistress, punishment, shemale, spanking, sucking
He punishes that tight shemale ass from behind
2 years ago
6:09

TrannyOne

He punishes that tight shemale ass from behind

Tags: amateur, anal, anus, ass, couple, from behind, hd
My ass is naughty please punish me hard
2 years ago
7:17

aShemaleTube

My ass is naughty please punish me hard

Tags: amateur, anal, ass, assfucking, cowgirl, hd, naughty
Transsexual Punishment
5 months ago
8:06

Txxx

Transsexual Punishment

Tags: big tits, hd, latina, punishment, shemale, transsexual
Tattooed tranny punishes a dude's throat and ass
5 days ago
3:37

TnaFlix

Tattooed tranny punishes a dude's throat and ass

Tags: amateur, ass, punishment, tattoo, throat, tranny
Amazing blond sissy punished by her construction worker
4 months ago
7:00

aShemaleTube

Amazing blond sissy punished by her construction worker

Tags: amateur, amazing, anal, assfucking, blonde, hardcore, punishment
Horny Tranny Caught Jerking Off And Punished By Her Roommate
59 days ago
5:51

BeMyHole

Horny Tranny Caught Jerking Off And Punished By Her Roommate

Tags: blowjob, caught, jerking, long hair, punishment, rimjob, shemale
Punishes Pixi Lust
7 months ago
8:00

getTranny

Punishes Pixi Lust

Tags: anal, big tits, blonde, brunette, deep throat, latex, punishment
Shemale gets punished in the prison
12 years ago
6:40

aShemaleTube

Shemale gets punished in the prison

Tags: anal, blowjob, fetish, prison, punishment, shemale, tranny
Submissive transsexual blond hair babe punished bareback
26 days ago
6:24

AnalDin

Submissive transsexual blond hair babe punished bareback

Tags: anal, ass, babe, barebacking, blonde, blowjob, brazilian
Please spank this naughty girl hard
2 years ago
3:46

TrannyOne

Please spank this naughty girl hard

Tags: amateur, asian, ass, bdsm, booty, crossdressing, cum
Blond tranny in pink thong punishes a guy hard
1 year ago
11:46

aShemaleTube

Blond tranny in pink thong punishes a guy hard

Tags: amateur, anal, assfucking, blonde, domination, hardcore, hd
Ts Mistress Barbara Cristina Punish Her Sex Slave
1 year ago
7:59

getTranny

Ts Mistress Barbara Cristina Punish Her Sex Slave

Tags: anal, bdsm, blonde, deep throat, domination, femdom, fishnet
Your punishment is this chastity device
2 months ago
6:53

ShemaleTaxi

Your punishment is this chastity device

Tags: bdsm, handjob, orgasm, punishment, shemale, slave
Big Boys Punish A Bad Tranny Slut
13 years ago
24:27

aShemaleTube

Big Boys Punish A Bad Tranny Slut

Tags: 3some, boy, cumshot, facial, group sex, punishment, shemale
One Mans Fantasy: Ts Cock Punishing His Ass - Teaser Video
1 year ago
7:54

getTranny

One Mans Fantasy: Ts Cock Punishing His Ass - Teaser Video

Tags: anal, ass, blonde, dick, ebony, fantasy, interracial
Crazy blonde mature shemale scientist punishes her black male slave
5 years ago
8:02

TrannyOne

Crazy blonde mature shemale scientist punishes her black male slave

Tags: black, blonde, crazy, mature, punishment, seduce, shemale
Has To Punish Her - Chanel Santini
53 days ago
8:29

getTranny

Has To Punish Her - Chanel Santini

Tags: anal, big tits, hd, punishment
Gemma spanking and fucking her slut
2 years ago
8:02

TrannyOne

Gemma spanking and fucking her slut

Tags: anal, anus, ass, crossdressing, fetish, gemma, pornstar
Hard Punishment And Sex. Kitsyme0w
1 year ago
7:29

getTranny

Hard Punishment And Sex. Kitsyme0w

Tags: amateur, anal, bdsm, bondage, domination, fetish, hd
Blond shemale spanked in her perfect ass before anal
2 years ago
7:09

TrannyOne

Blond shemale spanked in her perfect ass before anal

Tags: amateur, anal, anus, ass, blonde, couple, dick
Big Dicked Trannies Punish A Burglar in Threesome
37 days ago
7:46

BeMyHole

Big Dicked Trannies Punish A Burglar in Threesome

Tags: 3some, anal, big cock, big tits, blowjob, brunette, dick
Pink haired heshe slut takes her huge anal dildo
2 years ago
6:01

TrannyOne

Pink haired heshe slut takes her huge anal dildo

Tags: anal, anal toying, anus, ass, dick, dildo, extreme
Ladyboy Slave Nutty Bareback Punishment
5 years ago
6:01

TrannyOne

Ladyboy Slave Nutty Bareback Punishment

Tags: barebacking, bdsm, hd, ladyboy, punishment, shemale, slave
Dark Hair Shemale Whipping A Black Guy Before Fucking His Mouth
11 years ago
2:58

FlyFlv

Dark Hair Shemale Whipping A Black Guy Before Fucking His Mouth

Tags: ass, bdsm, black, blowjob, boots, brunette, dark hair
Mirjam Machine Fucked and spanked
2 years ago
20:01

TrannyOne

Mirjam Machine Fucked and spanked

Tags: amateur, anal, anal toying, anus, ass, couple, fucking machine
River Enza punishes big transgender butthole with dildo
18 days ago
9:35

StarWank

River Enza punishes big transgender butthole with dildo

Tags: anal, ass, bondage, buttplug, dildo, enza, natural tits
futanari professor punishing her pupil in a 3d animatio
46 days ago
2:00

aShemaleTube

futanari professor punishing her pupil in a 3d animatio

Tags: 3d, futanari, hd, punishment, shemale
Tranny punished hard for being a rich spoiled slut
6 months ago
8:36

aShemaleTube

Tranny punished hard for being a rich spoiled slut

Tags: amateur, anal, assfucking, hardcore, homevideo, punishment, rich
Ts Victoria Neves Punished And Fucked Bareback
7 months ago
3:57

getTranny

Ts Victoria Neves Punished And Fucked Bareback

Tags: anal, barebacking, big ass, big tits, blonde, pov, punishment
Natassia is always just wonderful
2 years ago
26:43

TrannyOne

Natassia is always just wonderful

Tags: anal, anus, ass, bed sex, bedroom, bikini, blowjob
Maintenance Spanking For Kitsy. Blowjob And Sex Following The Punishment
1 year ago
8:00

getTranny

Maintenance Spanking For Kitsy. Blowjob And Sex Following The Punishment

Tags: anal, bdsm, blowjob, bondage, domination, european, gagging
Poor Mason Lear Delinquent And Was Punished By Ladyboy
3 years ago
22:14

ShemaleZ

Poor Mason Lear Delinquent And Was Punished By Ladyboy

Tags: big cock, big tits, hd, ladyboy, punishment, redhead, stockings
Blonde shemale is punished and suspended
26 days ago
5:04

aShemaleTube

Blonde shemale is punished and suspended

Tags: blonde, blowjob, domination, fetish, hd, punishment, shemale
Bustylicious ts punishing her german slave
1 year ago
8:07

aShemaleTube

Bustylicious ts punishing her german slave

Tags: amateur, anal, big tits, domination, german, hd, punishment
Submissive ladyboy mouth and booty punished
59 days ago
6:25

AnalDin

Submissive ladyboy mouth and booty punished

Tags: amateur, anal, asian, ass, blowjob, booty, doggystyle
Blond trans thrall in cage Lianna Lawson is caught jerking off by corporalist Dominic Pacifico then in suspension throat screwed previous to anal scre
2 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, blonde, cage, caught, domination, drilling, hardcore
Crossdresser punishment
2 years ago
1:24:34

TrannyOne

Crossdresser punishment

Tags: crossdressing, gay, punishment, shemale, spanking, transvestite
Cute and young shemale dominant slut punishes her submissive boyfriend
5 years ago
8:02

TrannyOne

Cute and young shemale dominant slut punishes her submissive boyfriend

Tags: boyfriend, cute, punishment, seduce, shemale, slut, submissive
Corporal punishment session: spankers and beaters at the Spankin
11 days ago
30:24

JizzBunker

Corporal punishment session: spankers and beaters at the Spankin

Tags: amateur, bdsm, couple, mature, punishment, shemale, spanking
Robin Banks getting fingered
2 years ago
3:46

TrannyOne

Robin Banks getting fingered

Tags: amateur, anal, anus, ass, crossdressing, fingering, gay
Sexxxy Jaide Punishes Boy Friend
1 year ago
7:59

getTranny

Sexxxy Jaide Punishes Boy Friend

Tags: anal, big ass, boyfriend, brunette, deep throat, ebony, interracial
Trap revealed but still fucked by the two black thugs
1 year ago
25:42

TrannyOne

Trap revealed but still fucked by the two black thugs

Tags: ass, beauty, big black cock, black, crossdressing, dick, gangbang
ladyboy get punished
4 years ago
15:57

ABTranny

ladyboy get punished

Tags: bdsm, domination, ladyboy, masturbation, punishment, toys
Dominant princess uses her big dong to punish obedient slave
7 years ago
11:19

TrannyOne

Dominant princess uses her big dong to punish obedient slave

Tags: ladyboy, punishment, shemale, slave
Headmaster punishes and fucks bound shemale student
2 months ago
5:05

aShemaleTube

Headmaster punishes and fucks bound shemale student

Tags: anal, bound, domination, fetish, hd, punishment, shemale
Shemale police officer sits on a criminals face as a punishment
10 years ago
5:10

aShemaleTube

Shemale police officer sits on a criminals face as a punishment

Tags: ass to mouth, blowjob, cop, domination, fantasy, punishment, shemale
Morgan Bailey & Alexander Gustavo - A Perfect Punish
3 months ago
3:59

getTranny

Morgan Bailey & Alexander Gustavo - A Perfect Punish

Tags: anal, bdsm, big cock, big tits, brunette, deep throat, hardcore
Visceratio Gets Her Ass Punished
6 years ago
7:56

ABTranny

Visceratio Gets Her Ass Punished

Tags: ass, masturbation, punishment, shemale, small tits, solo
Shemale Mistress Punishes Inked Studs Tight Asshole With Natalie Mars
1 year ago
5:00

getTranny

Shemale Mistress Punishes Inked Studs Tight Asshole With Natalie Mars

Tags: anal, ass, barebacking, bdsm, deep throat, domination, femdom
Old headmaster Dale Savage belts hawt tranny student Natalie Mars to wooden armchair and puts her rod in chastity and punishes her with clothespins th
2 months ago
5:05

ShemaleSin

Old headmaster Dale Savage belts hawt tranny student Natalie Mars to wooden armchair and puts her rod in chastity and punishes her with clothespins th

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

TrannyOne

Briony Used by Master John Part 2

Tags: bdsm, crossdressing, gay, hd, maledom, master, punishment
A day of a punished sissy
23 days ago
7:23

JizzBunker

A day of a punished sissy

Tags: mature, punishment, shemale, sissy
Two s dominate and extreme deep rough hard Punish my nineteen year-old
2 years ago
6:01

TrannyOne

Two s dominate and extreme deep rough hard Punish my nineteen year-old

Tags: bdsm, domination, extreme, hardcore, old, punishment, rough
Sissy self punish in chastity
23 days ago
1:36

xHamster

Sissy self punish in chastity

Tags: amateur, bdsm, hd, punishment, shemale, sissy
Shemale Victoria Punished Hardcore Doggystyle Outdoor
28 days ago
8:33

BeMyHole

Shemale Victoria Punished Hardcore Doggystyle Outdoor

Tags: anal, blowjob, doggystyle, domination, hardcore, natural tits, outdoor
solo punishment
4 years ago
1:20

aShemaleTube

solo punishment

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Sunday loving after Saturday torment
2 years ago
54:24

TrannyOne

Sunday loving after Saturday torment

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Punishment for anal-sumise
11 days ago
7:48

JizzBunker

Punishment for anal-sumise

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cd bondslave tranny punished fucked full movie xhgv9vu
4 months ago
8:48

PornoXO

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Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard
2 years ago
15:20

TrannyOne

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

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Dirty Talk Preview
4 years ago
2:31

aShemaleTube

Dirty Talk Preview

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Sissy Tyler Ass Play!
2 years ago
19:21

TrannyOne

Sissy Tyler Ass Play!

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Transsexual Teacher Punishes Her Slutty Student
2 months ago
3:37

BeMyHole

Transsexual Teacher Punishes Her Slutty Student

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Punishers
2 years ago
21:05

TrannyOne

Punishers

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Trans in chastity punished and anal fucked
2 months ago
5:05

aShemaleTube

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Busty amateur transsexual solo pulling dick
2 years ago
6:07

TrannyOne

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Slim ebony shemale punishing a pale dude
1 year ago
6:40

TrannyOne

Slim ebony shemale punishing a pale dude

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Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!
8 years ago
4:00

ABTranny

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

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Little Femboy Slut blows big cock and gets ass torn apart
2 years ago
12:33

TrannyOne

Little Femboy Slut blows big cock and gets ass torn apart

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Punishment for naughty sub studs like you in femdom POV
2 months ago
9:55

ShemaleTaxi

Punishment for naughty sub studs like you in femdom POV

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Sissy slave Harley Quinn punished and fucked xhqtFb3
2 years ago
5:09

TrannyOne

Sissy slave Harley Quinn punished and fucked xhqtFb3

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Bubble butt in hot white creams
2 years ago
20:57

TrannyOne

Bubble butt in hot white creams

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Blond dominatrix punishes a redhead shemale
2 years ago
6:22

aShemaleTube

Blond dominatrix punishes a redhead shemale

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

TrannyOne

Hot Shemale Ass Spanking and Anal Toying

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Sissy Slave Tranny Punished Fucked Full Video Xhgv9vu
1 year ago
6:51

getTranny

Sissy Slave Tranny Punished Fucked Full Video Xhgv9vu

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Shemale Domme Talks Dirty and Fucks Slave
6 years ago
3:18

TrannyOne

Shemale Domme Talks Dirty and Fucks Slave

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Shemale Double Team Punish A Gay Guy Hard
1 year ago
4:16

getTranny

Shemale Double Team Punish A Gay Guy Hard

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Sun Elf Punished with Spankings by Pulling Out Her Milk
2 months ago
7:56

xHamster

Sun Elf Punished with Spankings by Pulling Out Her Milk

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

TrannyOne

Young sissy edges and cums while riding huge dildo

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Blond dominatrix punishes a sexy shemale
1 year ago
7:14

aShemaleTube

Blond dominatrix punishes a sexy shemale

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Cute Crossdressing Sissy Gets Caught And Punished
1 year ago
6:18

getTranny

Cute Crossdressing Sissy Gets Caught And Punished

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

TrannyOne

A TERRIBLE PUNISHING SESSION FOR THIS POOR SLAVE

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Tgirl is otk spanked and anal fucked
2 years ago
5:08

TrannyOne

Tgirl is otk spanked and anal fucked

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Transangels - Native Trans Sharnell Dupree Sucks off Neighbor
2 years ago
10:00

TrannyOne

Transangels - Native Trans Sharnell Dupree Sucks off Neighbor

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CD mistress punish and fuck her slut
1 year ago
3:40

aShemaleTube

CD mistress punish and fuck her slut

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Nady Catches Me Caressing Myself And To Punish Me Smashes My Pussy And Cums On My Little Panties
1 year ago
7:37

getTranny

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

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First spanking lesson
2 years ago
4:16

TrannyOne

First spanking lesson

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

TrannyOne

Horny Tgirl bitch Roxanne spanked and Fisted

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

TrannyOne

African boy gets fucked by a 2 big black dicks raw

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Dominant Tranny Punishes And Creampies Another One - Pov
1 year ago
5:13

getTranny

Dominant Tranny Punishes And Creampies Another One - Pov

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The Punishment of an Unfaithful Ts Husband Series
9 years ago
4:01

aShemaleTube

The Punishment of an Unfaithful Ts Husband Series

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Ladyboy Nutty Arse Spanked And Banged Bareback
25 days ago
6:26

AnalDin

Ladyboy Nutty Arse Spanked And Banged Bareback

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Amateur Punishment
2 years ago
2:06

TrannyOne

Amateur Punishment

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Gorgeous Transbabe Aubrey Kate punish her cheating husbands butthole
4 years ago
10:07

TrannyOne

Gorgeous Transbabe Aubrey Kate punish her cheating husbands butthole

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Hot BBC Fucks Nude Thiccc Blond Sissy Pussy Anon in Hotel
2 years ago
6:27

TrannyOne

Hot BBC Fucks Nude Thiccc Blond Sissy Pussy Anon in Hotel

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

TrannyOne

Punish Babe 3D Hardcore Doggystyle Milf

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Black TGirls Hardcore - Chyna & Lok
2 years ago
23:46

TrannyOne

Black TGirls Hardcore - Chyna & Lok

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Slave guy gets punished by exotic shemale master
3 years ago
5:03

TrannyOne

Slave guy gets punished by exotic shemale master

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Cute teen caught in the arms of a sexy guy
2 years ago
3:05

TrannyOne

Cute teen caught in the arms of a sexy guy

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Blonde Shemale Is Punished And Anal Fucked
2 months ago
4:45

BeMyHole

Blonde Shemale Is Punished And Anal Fucked

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Sissy slut non stop edging as punishment
47 days ago
12:23

xHamster

Sissy slut non stop edging as punishment

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trio.
2 years ago
20:34

TrannyOne

trio.

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Orlando Furioso
2 years ago
24:22

TrannyOne

Orlando Furioso

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Johnny was very naughty and busty tgirl will punish him
3 years ago
15:04

ShemalePub

Johnny was very naughty and busty tgirl will punish him

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Spanked and dominated stud anal fucked by Asian TS Venus Lux
2 years ago
6:00

TrannyOne

Spanked and dominated stud anal fucked by Asian TS Venus Lux

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

TrannyOne

Fat Black TS Fucked Outdoors By Skinny Guy

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Submissive ladyboy whore got mouth and bum used
54 days ago
6:27

AnalDin

Submissive ladyboy whore got mouth and bum used

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