Three shemale punishers manhandle a guy in bondage and cum on him
8 months ago
8:55

aShemaleTube

Three shemale punishers manhandle a guy in bondage and cum on him

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Nipp and ball punishment untill ends with Rebecca ejaculation
3 years ago
10:49

ShemaleSin

Nipp and ball punishment untill ends with Rebecca ejaculation

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

ShemaleSin

Hard nipp punishment makes Rebecca cums

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Sucking Nylon cock an spanking
3 years ago
4:24

TrannyOne

Sucking Nylon cock an spanking

Tags: bdsm, dick, doctor, domination, hd, mature, medical

A new private show of the famous MILF slut AimeeParadise .!.
3 years ago
5:54

TrannyOne

A new private show of the famous MILF slut AimeeParadise .!.

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LiveNLove IS A SISSY PISSY IN TRAINING
3 years ago
12:53

TrannyOne

LiveNLove IS A SISSY PISSY IN TRAINING

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

TrannyOne

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

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

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

TrannyOne

KitsyMe0w. Spanked,fucked and then spanked again!

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Dumb sissy bitch was a bad angel. So dad punished her butt until it was red.
4 years ago
2:04

ShemaleSin

Dumb sissy bitch was a bad angel. So dad punished her butt until it was red.

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In this thrilling video compilation, you'll experience the raw passion of Fox Maid Hard Doggy Anal Sex in Torn Tights and Creampie From sensual c
11 months ago
6:52

FapCat

In this thrilling video compilation, you'll experience the raw passion of Fox Maid Hard Doggy Anal Sex in Torn Tights and Creampie From sensual c

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Large unshaved twat clamped and widen out in a cunt dreamcatcher for twat punishment, stretching, figging, tough sex-toy banging. Preview / teaser / c
3 years ago
2:27

ShemaleSin

Large unshaved twat clamped and widen out in a cunt dreamcatcher for twat punishment, stretching, figging, tough sex-toy banging. Preview / teaser / c

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Punishment enema Some of these pigs just don't get it.
4 years ago
5:01

TrannyOne

Punishment enema Some of these pigs just don't get it.

Tags: enema, punishment, shemale

Shemale nun punishes sinful man
11 months ago
5:07

PornDr

Shemale nun punishes sinful man

Tags: anal, bdsm, blowjob, bondage, deep throat, domination, fetish

Beautiful teen tranny gets punished with hardcore anal fuck by her sugar daddy
3 years ago
9:31

TrannyOne

Beautiful teen tranny gets punished with hardcore anal fuck by her sugar daddy

Tags: anal, anus, ass, assfucking, barebacking, beauty, bed sex

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

TrannyOne

Skinny male slave enjoys getting lite punishment form sexy shemale

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t-girl serf in slavery with throat dilation in taut chastity anally punished with a bottle.
3 years ago
3:18

ShemaleSin

t-girl serf in slavery with throat dilation in taut chastity anally punished with a bottle.

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Me with my mate
4 years ago
6:12

TrannyOne

Me with my mate

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I taped my cunt open and gave myself a thrashing
42 days ago
6:51

ShemaleSin

I taped my cunt open and gave myself a thrashing

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

aShemaleTube

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

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Curvy tranny punishes a dude in front of his friend
2 years ago
4:52

aShemaleTube

Curvy tranny punishes a dude in front of his friend

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Lisa is the latex maid who have to be punished by her mastix for not washing the glasses properly. This Babe gets a valuable drubbing, whipping and cu
3 years ago
56:17

ShemaleSin

Lisa is the latex maid who have to be punished by her mastix for not washing the glasses properly. This Babe gets a valuable drubbing, whipping and cu

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

ShemaleSin

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

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Crossdresser nine17
2 years ago
0:07

KeekAss

Crossdresser nine17

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Sissy Crossdresser maninlace81 in detention part 3
4 years ago
12:42

TrannyOne

Sissy Crossdresser maninlace81 in detention part 3

Tags: amateur, british, crossdressing, cum, cumshot, dick, dildo

Czech MILF dominates a stranger with her strapon KellyAErick
2 years ago
18:57

TrannyOne

Czech MILF dominates a stranger with her strapon KellyAErick

Tags: amateur, bdsm, crossdressing, czech, dominatrix, femdom, humiliation

Skinny guy gets dominated by the horny Japanese TS MILF
3 years ago
37:57

TrannyOne

Skinny guy gets dominated by the horny Japanese TS MILF

Tags: anal, anus, asian, ass, barebacking, bdsm, blowjob

Silly Cuckold Shares Wife with Two BBCs
4 years ago
6:28

TrannyOne

Silly Cuckold Shares Wife with Two BBCs

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Three shemales punish a tied up dude before cumming on his chest
8 months ago
6:17

aShemaleTube

Three shemales punish a tied up dude before cumming on his chest

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Shemale Dominatrix Gets Dirty with Guy. Awesome Cumshot and more Fucking!!
3 years ago
19:29

TrannyOne

Shemale Dominatrix Gets Dirty with Guy. Awesome Cumshot and more Fucking!!

Tags: anal, anus, ass, assfingering, bdsm, blowjob, brunette

Horny patient is punished and pounded by stunning shemale doctor
7 years ago
8:10

TrannyOne

Horny patient is punished and pounded by stunning shemale doctor

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Busty trans babysitter Riley Quinn damaged a painting and her boss makes her suck his cock as punishment.The big tits shemale deepthroats his big dick
3 years ago
6:11

FapCat

Busty trans babysitter Riley Quinn damaged a painting and her boss makes her suck his cock as punishment.The big tits shemale deepthroats his big dick

Tags: anal, asslick, babysitter, big cock, big tits, blowjob, boss

Curvy trans babe licks and fucks the guy's tight ass in her bedroom
3 years ago
15:54

TrannyOne

Curvy trans babe licks and fucks the guy's tight ass in her bedroom

Tags: amateur, anal, anus, ass, ass to mouth, babe, beauty

Big tits trans Foxxy punishes her cheating husband by fucking another guy as he watches.The latina tgirl deepthroats his big cock in front of the cuck
3 years ago
6:11

FapCat

Big tits trans Foxxy punishes her cheating husband by fucking another guy as he watches.The latina tgirl deepthroats his big cock in front of the cuck

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doggystyle and spanking
3 years ago
3:29

TrannyOne

doggystyle and spanking

Tags: amateur, anal, anus, ass, barebacking, couple, crossdressing

Naughty boy gets punished by the sexy tranny queen in hardcore TS fuck
3 years ago
18:47

TrannyOne

Naughty boy gets punished by the sexy tranny queen in hardcore TS fuck

Tags: anal, anus, ass, assfingering, barebacking, bdsm, boots

Blindfolded maid is punished by shemale
1 year ago
5:06

PornGem

Blindfolded maid is punished by shemale

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More maintenance spanking for Kitsy Meow with OTK punishment
3 months ago
7:03

ShemaleTaxi

More maintenance spanking for Kitsy Meow with OTK punishment

Tags: ass, babe, bdsm, beauty, big ass, cosplay, crossdressing

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, ass, ass to mouth, bdsm, big cock, bondage

Grindr guy returns for more pounds with condom then I eat it
3 years ago
5:06

TrannyOne

Grindr guy returns for more pounds with condom then I eat it

Tags: amateur, american, anal, anus, ass, condom, crossdressing

sexy college beauty is punished by doxy, thrashing, spank, drubbing, humiliation, flogging butt
1 year ago
0:34

ShemaleSin

sexy college beauty is punished by doxy, thrashing, spank, drubbing, humiliation, flogging butt

Tags: amateur, asian, ass, beauty, big ass, brunette, college

Punished Sissy Kenzie Star riding a big dildo
1 year ago
2:09

XXXDan

Punished Sissy Kenzie Star riding a big dildo

Tags: amateur, anal, big ass, dildo, gaping hole, punishment, riding

Sissybritneylane 8 sucks and spanked and fucked
4 years ago
18:12

TrannyOne

Sissybritneylane 8 sucks and spanked and fucked

Tags: amateur, anal, anus, ass, bdsm, blowjob, domination

Punished for being a whore
1 year ago
5:44

XXXDan

Punished for being a whore

Tags: bdsm, hardcore, lingerie, punishment, shemale, slut, toys

dizzys pissy panties punishment
2 years ago
1:59

aShemaleTube

dizzys pissy panties punishment

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Fetish shemale whipped
3 years ago
5:30

TrannyOne

Fetish shemale whipped

Tags: bdsm, domination, fetish, hd, lingerie, punishment, shemale

First day of punishment for a young shemale with a big ass
1 year ago
19:51

ShemaleTaxi

First day of punishment for a young shemale with a big ass

Tags: big ass, ladyboy, punishment, shemale, teen (18+)

Male looking like female prefers solid dildo over real cock
8 years ago
32:37

TrannyOne

Male looking like female prefers solid dildo over real cock

Tags: dalila, dick, dildo, mistress, pornstar, punishment, shemale

Wanking On A Windy Day
4 years ago
3:33

TrannyOne

Wanking On A Windy Day

Tags: amateur, crossdressing, gay, hd, jerking, masturbation, outdoor

Starlet Punishment: Maya Kendrick Learns A Hard Lesson From Jenna Creed
1 year ago
4:00

getTranny

Starlet Punishment: Maya Kendrick Learns A Hard Lesson From Jenna Creed

Tags: bdsm, brunette, clamp, deep throat, feet, fetish, punishment

Imagine your jacuzzi suite being lit with a hardly any people u just met at the hotel ! King D waste no time jumping on Princess Punisher Royalzzz fac
6 months ago
5:57

ShemaleSin

Imagine your jacuzzi suite being lit with a hardly any people u just met at the hotel ! King D waste no time jumping on Princess Punisher Royalzzz fac

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

TrannyOne

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

Tags: bdsm, british, crossdressing, domination, english, european, femdom

Ladyboy cop with big boobs Baimon fucks a guy in his mouth and asshole too This big tits Asian shemale knew how to take control of him and after he fu
2 years ago
6:11

FapCat

Ladyboy cop with big boobs Baimon fucks a guy in his mouth and asshole too This big tits Asian shemale knew how to take control of him and after he fu

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Feminized and Spanked
4 years ago
5:29

TrannyOne

Feminized and Spanked

Tags: bdsm, crossdressing, domination, feminization, fetish, punishment, shemale

BBW and Shemale Dominates former Dom
3 years ago
16:41

TrannyOne

BBW and Shemale Dominates former Dom

Tags: 3some, amateur, ass, assfingering, bbw, bdsm, bed sex

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: amateur, ass, bdsm, bondage, crossdressing, domination, fetish

Horny Hill
4 years ago
1:24

TrannyOne

Horny Hill

Tags: american, anal, anus, ass, barebacking, black, crossdressing

Busty TS Foxxy catches her bf fucking a girl and spanks her as punishment.The latina shemale facefucks her and licks her shaved pussy as they 69.The t
2 years ago
7:56

FapCat

Busty TS Foxxy catches her bf fucking a girl and spanks her as punishment.The latina shemale facefucks her and licks her shaved pussy as they 69.The t

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

TrannyOne

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

Tags: anal, anus, ass, barebacking, bdsm, bondage, boots

stockings and shorts
4 years ago
1:37

TrannyOne

stockings and shorts

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Doctor femboy dong and ball punishment session POV! (Trailer)
2 years ago
0:32

ShemaleSin

Doctor femboy dong and ball punishment session POV! (Trailer)

Tags: balls, bra, cute, dick, doctor, fetish, hardcore

water filling the jug bound to sissy maids balls, two liters of water tugging on balls with dong locked in a spiked chastity cage...chained widen eagl
2 years ago
24:42

ShemaleSin

water filling the jug bound to sissy maids balls, two liters of water tugging on balls with dong locked in a spiked chastity cage...chained widen eagl

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Writing humiliation and whipping
3 years ago
3:05

TrannyOne

Writing humiliation and whipping

Tags: amateur, ass, bdsm, crossdressing, domination, european, fat

Blonde tranny babe and a tattooed guy fuck each other in the bondage porn
4 years ago
47:49

TrannyOne

Blonde tranny babe and a tattooed guy fuck each other in the bondage porn

Tags: 69, anal, anus, ass, babe, balls, barebacking

Jessica is a very nasty little rubber doll, that babe actually needs to be punished for taking off her chastity cage... Discover all my rubber doll cl
2 years ago
1:35

ShemaleSin

Jessica is a very nasty little rubber doll, that babe actually needs to be punished for taking off her chastity cage... Discover all my rubber doll cl

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Transsexual samanther as wild educator
2 years ago
11:38

KeekAss

Transsexual samanther as wild educator

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Ebony CD Gets her phat ass punished by 2 Hung cocks and takes a nasty facial trailer/clip
9 months ago
1:53

aShemaleTube

Ebony CD Gets her phat ass punished by 2 Hung cocks and takes a nasty facial trailer/clip

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

sissy vampire punishes visitor
1 year ago
1:16

aShemaleTube

sissy vampire punishes visitor

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Spanked & Swallow 2 Loads From Young Stud
3 years ago
15:57

TrannyOne

Spanked & Swallow 2 Loads From Young Stud

Tags: amateur, american, bdsm, blowjob, couple, creampie, crossdressing

Breeding Season
3 years ago
36:13

TrannyOne

Breeding Season

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

Chubby misstress punishes a slender tranny
2 years ago
5:02

aShemaleTube

Chubby misstress punishes a slender tranny

Tags: amateur, anal, assfucking, chubby, hardcore, pegging, punishment

Toothpaste punishment on chastity
1 year ago
8:11

ShemaleSin

Toothpaste punishment on chastity

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Cute Chastity Punishment, Thrashing Face Sitting and Denial by a Glamorous Golden-Haired
4 years ago
18:11

ShemaleSin

Cute Chastity Punishment, Thrashing Face Sitting and Denial by a Glamorous Golden-Haired

Tags: amateur, big tits, blonde, cute, denial, face sitting, feet

Teacher Tranny Spanking Guy and Fucking His Ass in Classroom
4 years ago
6:41

TrannyOne

Teacher Tranny Spanking Guy and Fucking His Ass in Classroom

Tags: ass, classroom, punishment, shemale, spanking, teacher, tranny

Daddy Whips His Sissy Femboy
3 years ago
1:36

TrannyOne

Daddy Whips His Sissy Femboy

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May 19th 2021
4 years ago
17:42

ShemaleSin

May 19th 2021

Tags: amateur, asian, cum, cumshot, hd, master, masturbation

nipp clamps and chains make sissy cum and eat it
1 year ago
3:16

ShemaleSin

nipp clamps and chains make sissy cum and eat it

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In this amateur collection hot and horny shemales dominate their male partners in hardcore anal sex
3 years ago
39:26

TrannyOne

In this amateur collection hot and horny shemales dominate their male partners in hardcore anal sex

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

FerMerino Nice-Looking femboy punished by herself with a whip, girly butt t-girl balls and booty spanked by her self, transsexual spanked sissy male b
2 years ago
10:57

ShemaleSin

FerMerino Nice-Looking femboy punished by herself with a whip, girly butt t-girl balls and booty spanked by her self, transsexual spanked sissy male b

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The punished thief - Pinko TGirls
1 year ago
0:37

Txxx

The punished thief - Pinko TGirls

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Torturing my jock until cum
1 year ago
2:59

ShemaleSin

Torturing my jock until cum

Tags: amateur, cum, cumshot, dick, fetish, hairy, homevideo

Shemale Punishes Her Puffy Nipples Until Lactation
52 days ago
1:02

TrannyOne

Shemale Punishes Her Puffy Nipples Until Lactation

Tags: amateur, american, bdsm, beauty, big tits, blonde, booty

FtMbonusToy disciplined for stealing climaxes
2 years ago
8:13

KeekAss

FtMbonusToy disciplined for stealing climaxes

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Knob punishment made me cum
1 year ago
3:09

ShemaleSin

Knob punishment made me cum

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Widen Eagle Hitachi Punishment
2 years ago
7:57

ShemaleSin

Widen Eagle Hitachi Punishment

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today I am your present, you can do what you want with me, I will let you suck it, you let me suck it 02
3 years ago
1:07

TrannyOne

today I am your present, you can do what you want with me, I will let you suck it, you let me suck it 02

Tags: amateur, anal, animation, anime, anus, arab, ass

Sissy Galina gets anal punished with a dildo
11 months ago
4:48

aShemaleTube

Sissy Galina gets anal punished with a dildo

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FtMbonusToy gets water tantalized
2 years ago
13:50

KeekAss

FtMbonusToy gets water tantalized

Tags: amateur, bdsm, cunt, dick, fetish, hd, homevideo

This Bad Bitch Behind The Cage Must Be Punished
2 years ago
8:00

getTranny

This Bad Bitch Behind The Cage Must Be Punished

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

Fag, punishing
3 years ago
10:54

ShemaleTaxi

Fag, punishing

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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

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doggystyle punishing
6 years ago
2:01

aShemaleTube

doggystyle punishing

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SADOMASOCHISM punishment my booty
2 years ago
2:41

ShemaleSin

SADOMASOCHISM punishment my booty

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Wild Shemale Need Punishment
2 years ago
7:59

getTranny

Wild Shemale Need Punishment

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Slavemaster Trans giving her wicked cleaner a admirable bang lesson. Trans screw hotty
8 months ago
14:07

ShemaleSin

Slavemaster Trans giving her wicked cleaner a admirable bang lesson. Trans screw hotty

Tags: amateur, blowjob, cleaner, cum, cumshot, dirty talk, dominatrix

Nicolly punishes Lucas for trying to fuck her in the ass - kht
6 years ago
18:02

aShemaleTube

Nicolly punishes Lucas for trying to fuck her in the ass - kht

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pink and white satin panties
4 years ago
1:29

TrannyOne

pink and white satin panties

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

aShemaleTube

Busty teen tranny bents over and punished

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Punishing, shemale tease
3 years ago
6:12

ShemaleTaxi

Punishing, shemale tease

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Sissy Steph gets Punished by The BBC PUNISHER and takes a nasty facial cumshot trailer/clip
9 months ago
1:46

aShemaleTube

Sissy Steph gets Punished by The BBC PUNISHER and takes a nasty facial cumshot trailer/clip

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

Crossdresser Punishment Milking
6 years ago
9:15

aShemaleTube

Crossdresser Punishment Milking

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female dominance shemale punish hotwife
4 years ago
12:35

ShemaleTaxi

female dominance shemale punish hotwife

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Brunette hair transsexual punisher in ebony corset screws a slim man doggy style
8 months ago
6:35

ShemaleSin

Brunette hair transsexual punisher in ebony corset screws a slim man doggy style

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Large butt t-girl punisher in leather corset bangs a guy doggy position
9 months ago
6:49

ShemaleSin

Large butt t-girl punisher in leather corset bangs a guy doggy position

Tags: anal, ass, bdsm, big cock, bondage, booty, corset

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

aShemaleTube

Asian shemale in fishnets punishing a dude's ass hard

Tags: amateur, anal, asian, ass, fishnet, hardcore, homevideo

Three sexy shemale punishers give facials to a dude in bondage
8 months ago
7:12

aShemaleTube

Three sexy shemale punishers give facials to a dude in bondage

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

Horny and cute trans girl gets punished with anal toys
2 years ago
6:13

ShemaleTaxi

Horny and cute trans girl gets punished with anal toys

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The best punishment for double dipping, is a steamy threesome with TS Eva
2 years ago
6:15

aShemaleTube

The best punishment for double dipping, is a steamy threesome with TS Eva

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Slave boi, slave punished
3 years ago
7:24

ShemaleTaxi

Slave boi, slave punished

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Blond tranny punishes a fan on webcam
3 years ago
5:23

aShemaleTube

Blond tranny punishes a fan on webcam

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Guy Bdsm Gang Banged By Shemales
13 years ago
2:58

FlyFlv

Guy Bdsm Gang Banged By Shemales

Tags: anal, bdsm, big tits, bondage, brunette, costume, fetish

Shemale punishes guy
11 years ago
17:23

aShemaleTube

Shemale punishes guy

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She spreads legs and punished
3 years ago
9:56

aShemaleTube

She spreads legs and punished

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Submissive Ladyboy Mouth And Ass Punished
1 year ago
6:13

getTranny

Submissive Ladyboy Mouth And Ass Punished

Tags: amateur, anal, ass, brunette, hd, ladyboy, punishment

Crossdresser punishment, smacking
3 years ago
10:57

ShemaleTaxi

Crossdresser punishment, smacking

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Shemale was punished with oral and anal
9 months ago
5:06

PornDr

Shemale was punished with oral and anal

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Shemale dominatrixes punishing males
9 months ago
5:12

aShemaleTube

Shemale dominatrixes punishing males

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Yasmin Fonthys - Shemale Dominate Her Man And Punishes Him Till Orgasm
3 years ago
7:34

ShemaleZ

Yasmin Fonthys - Shemale Dominate Her Man And Punishes Him Till Orgasm

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Let Me Fuck You In The Ass Intense Anal Torturing Punishment
3 years ago
8:55

ShemaleZ

Let Me Fuck You In The Ass Intense Anal Torturing Punishment

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Shemale officer punishes man
8 months ago
5:10

PornDr

Shemale officer punishes man

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four Eggs in Arse and Plumb It Rock-Hard Out of Me
2 years ago
2:12

KeekAss

four Eggs in Arse and Plumb It Rock-Hard Out of Me

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Xoxo da punisher
3 years ago
47:50

KeekAss

Xoxo da punisher

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Italian transgirl Anna Hickiman penalizes wardrobe attendant
2 years ago
16:12

KeekAss

Italian transgirl Anna Hickiman penalizes wardrobe attendant

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Blonde punishing a brunette in the office
3 years ago
16:19

XXXDan

Blonde punishing a brunette in the office

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Tiny cocksluts bills penalty
3 years ago
10:18

KeekAss

Tiny cocksluts bills penalty

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Emo Damsel Wants To Have Fun
3 years ago
21:52

KeekAss

Emo Damsel Wants To Have Fun

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Femboy biotch gets firm arse slapping as penalty (SissySandyy20 Solo)
3 years ago
3:43

KeekAss

Femboy biotch gets firm arse slapping as penalty (SissySandyy20 Solo)

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Maintenance Spanking For Kitsy. Blowjob And Sex Following The Punishment
2 years ago
15:10

ShemaleZ

Maintenance Spanking For Kitsy. Blowjob And Sex Following The Punishment

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Brazilian transsexuals big ass, lesbians big tits, shemale punish girl
2 years ago
5:52

HDSex

Brazilian transsexuals big ass, lesbians big tits, shemale punish girl

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Sissy contest four Days only in sissy clothes
3 years ago
2:09

KeekAss

Sissy contest four Days only in sissy clothes

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Floozyjezebelle Punishing Her Big Ass With Huge Toys
2 years ago
9:21

ShemaleZ

Floozyjezebelle Punishing Her Big Ass With Huge Toys

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Leatransteen frolicking with a phat fake penis and jizm in own facehole
2 years ago
15:21

KeekAss

Leatransteen frolicking with a phat fake penis and jizm in own facehole

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Guy Punishes His Ladyboy Maid Lin 6 Min
2 years ago
5:56

ShemaleZ

Guy Punishes His Ladyboy Maid Lin 6 Min

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Torrid Paraffin Wax On Sissy Chisel
3 years ago
4:15

KeekAss

Torrid Paraffin Wax On Sissy Chisel

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

KeekAss

Phat Bum She-Male Mother Drilled with Romping Machine

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My Anal And Spanking Punishment
2 years ago
8:25

ShemaleZ

My Anal And Spanking Punishment

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Nady Fucks Me And For Her Punishment Ends Up Getting A Self Facial
3 years ago
3:53

ShemaleZ

Nady Fucks Me And For Her Punishment Ends Up Getting A Self Facial

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help me penalize my gash
2 years ago
2:32

KeekAss

help me penalize my gash

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Transgender Princess Ramming her Shaft in her Own Culo
5 years ago
10:21

KeekAss

Transgender Princess Ramming her Shaft in her Own Culo

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Super-Fucking-Hot Semolina Pudding Clyster for Large Butt Stiff Penalty
3 years ago
7:15

KeekAss

Super-Fucking-Hot Semolina Pudding Clyster for Large Butt Stiff Penalty

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Natasha Steals Christmas Toy And Gets Santas Punishment
2 years ago
8:08

ShemaleZ

Natasha Steals Christmas Toy And Gets Santas Punishment

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

KeekAss

dumb hoe gets the belt for spunking sans permission

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Arrogant stud disciplined by tall shemale domina
5 years ago
5:32

KeekAss

Arrogant stud disciplined by tall shemale domina

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Nev Nomi's, i'm in Danger #3: OMG! first-ever ten" of "elizabeth"
6 years ago
6:38

KeekAss

Nev Nomi's, i'm in Danger #3: OMG! first-ever ten" of "elizabeth"

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Hot shemale punish and cumshot
6 years ago
5:05

ShemaleZ

Hot shemale punish and cumshot

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Hard Punishment And Sex. Kitsyme0w
2 years ago
11:33

HClips

Hard Punishment And Sex. Kitsyme0w

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

ShemaleZ

Busty Teen Tranny Bents Over And Punished

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Being punished by my owner
4 years ago
4:36

KeekAss

Being punished by my owner

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Patayan Tranny Punishes Her Fuckbuddy
2 years ago
3:30

ShemaleZ

Patayan Tranny Punishes Her Fuckbuddy

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T-Model Domina Pounds a Wild Duo!
6 years ago
3:35

KeekAss

T-Model Domina Pounds a Wild Duo!

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Floozyjezebelle Punishing Her Big Ass With Huge Toys *** I Love Big Toys
2 years ago
6:40

HClips

Floozyjezebelle Punishing Her Big Ass With Huge Toys *** I Love Big Toys

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Ass Punishment With Raven Letrap
2 years ago
3:38

ShemaleZ

Ass Punishment With Raven Letrap

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Trucker Punishes A Submissive Sissy
2 years ago
5:29

HClips

Trucker Punishes A Submissive Sissy

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TRANSSEXUAL Mistress Drills Masculine Gimp!
6 years ago
3:15

KeekAss

TRANSSEXUAL Mistress Drills Masculine Gimp!

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Makeup Pause And Punishment
4 years ago
7:11

ShemaleZ

Makeup Pause And Punishment

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Punish My sissy then make him Lick My Boots Clean
6 years ago
13:53

ShemaleZ

Punish My sissy then make him Lick My Boots Clean

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This Guy Wanted Anal Punishents By A Shecock
3 years ago
4:31

ShemaleZ

This Guy Wanted Anal Punishents By A Shecock

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Slim Shemale Punished On Her New Bed
3 years ago
4:45

ShemaleZ

Slim Shemale Punished On Her New Bed

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Get caught. Get punished
3 years ago
21:06

KeekAss

Get caught. Get punished

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Blonde shemale in pink thong punishes a guy hard
3 years ago
11:47

JizzBunker

Blonde shemale in pink thong punishes a guy hard

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Floozyjezebelle Punishing Her Big Ass With Huge Toys 23 Min
3 years ago
22:55

HClips

Floozyjezebelle Punishing Her Big Ass With Huge Toys 23 Min

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Shemale solo hd, punish
5 years ago
6:13

ShemaleMovie

Shemale solo hd, punish

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tasty teen Has A busty black shemale Punishing His fine wazoo On The bed
6 years ago
10:01

ShemaleZ

tasty teen Has A busty black shemale Punishing His fine wazoo On The bed

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Shemale Pussy Punishment - Scene 1
6 years ago
17:24

ShemaleZ

Shemale Pussy Punishment - Scene 1

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To the Brim
6 years ago
11:01

KeekAss

To the Brim

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PornHolidays 4
6 years ago
35:19

KeekAss

PornHolidays 4

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She-Male Mistress Wrecks a Cherry Masculine!
6 years ago
3:03

KeekAss

She-Male Mistress Wrecks a Cherry Masculine!

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Strap On Dildo Penalty Forchristabel ?
6 years ago
13:26

KeekAss

Strap On Dildo Penalty Forchristabel ?

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River Enza punishes big tranny asshole with dildo
6 years ago
9:06

ShemaleZ

River Enza punishes big tranny asshole with dildo

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