Hot shemale punisher in black fishnets gives a massive facial to a guy
1 year ago
7:24

aShemaleTube

Hot shemale punisher in black fishnets gives a massive facial to a guy

Tags: 3some, anal, big ass, big cock, big tits, black, blowjob, cumshot, domination, facial

Four shemale punishers dominate a stud until cumshots on chest
1 year ago
6:32

aShemaleTube

Four shemale punishers dominate a stud until cumshots on chest

Tags: 3some, anal, big ass, big cock, big tits, blowjob, cumshot, domination, fetish, gangbang

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

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Sissy Hayley Ball Punishment. CBT
1 year ago
6:39

XXXDan

Sissy Hayley Ball Punishment. CBT

Tags: bdsm, british, lingerie, punishment, sissy, solo, teen (18+)

Shemale in a cage, fisted and punished, only in Germany
1 year ago
9:35

XXXDan

Shemale in a cage, fisted and punished, only in Germany

Tags: anal, bdsm, cage, fisting, german, latina, masturbation, mature, milf, punishment

Anal punishment no cum
1 year ago
18:40

JizzBunker

Anal punishment no cum

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White sissy gets fucked in the ass with a big black dildo. Feminization, Punishment, Analysis
1 year ago
6:47

XXXDan

White sissy gets fucked in the ass with a big black dildo. Feminization, Punishment, Analysis

Tags: anal, ass, big ass, big clit, black, dildo, feminization, lingerie, punishment, sissy

Ebony TS Adrielly Bronze Punishes Handyman for Waking Her Up
2 years ago
8:00

XXXDan

Ebony TS Adrielly Bronze Punishes Handyman for Waking Her Up

Tags: anal, big cock, black, ebony, hardcore, pornstar, punishment, sucking, teen (18+), transsexual

Pornstars: bronze

Asian shemale in fishnets punishing a dude's ass hard
2 years ago
9:08

aShemaleTube

Asian shemale in fishnets punishing a dude's ass hard

Tags: anal, asian, ass, fishnet, hardcore, homevideo, punishment, tranny

Maria Flavia hard-core ass-fuck lovemaking
2 years ago
6:02

KeekAss

Maria Flavia hard-core ass-fuck lovemaking

Tags: anal, assfucking, brazilian, brunette, hardcore, hd, latina, masturbation, pain, punishment

Curvy tranny punishes a guy in front of his friend
2 years ago
4:53

JizzBunker

Curvy tranny punishes a guy in front of his friend

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Bustylicious Blonde Shemale Punishing A Nerdy Guys Asshole
2 years ago
7:10

HClips

Bustylicious Blonde Shemale Punishing A Nerdy Guys Asshole

Tags: ass, blonde, nerdy, punishment, webcam

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

KeekAss

Italian transgirl Anna Hickiman penalizes wardrobe attendant

Tags: anal, barebacking, big tits, blowjob, brunette, dick, gaping hole, hd, italian, punishment

Hot tranny with big jugs punishing a dude and fills his ass with jizz
2 years ago
7:21

aShemaleTube

Hot tranny with big jugs punishing a dude and fills his ass with jizz

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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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YASMIMDORNELLE PUNISHMENT BAD BOY xhhhtyC
2 years ago
2:38

aShemaleTube

YASMIMDORNELLE PUNISHMENT BAD BOY xhhhtyC

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

aShemaleTube

CD mistress punish and fuck her slut

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Brazilian heshe punishing her bf's best friend in front of him
2 years ago
4:11

aShemaleTube

Brazilian heshe punishing her bf's best friend in front of him

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Cock and ass punishment by mistress
3 years ago
5:50

aShemaleTube

Cock and ass punishment by mistress

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Tanned Tattooed Shemale Offering Her Backdoor For Punishment
3 years ago
6:48

HClips

Tanned Tattooed Shemale Offering Her Backdoor For Punishment

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Tattoo slim guy. I punished him
3 years ago
0:30

aShemaleTube

Tattoo slim guy. I punished him

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

aShemaleTube

Pink haired cutie spreads her legs for anal punishment

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Fat sissy fucks his ass and then cums handsfree
3 years ago
4:15

TrannyOne

Fat sissy fucks his ass and then cums handsfree

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She male Ebony Mistess
3 years ago
25:21

FetishPapa

She male Ebony Mistess

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Blond trap and her bf punishing each other dirtyholes
3 years ago
8:26

aShemaleTube

Blond trap and her bf punishing each other dirtyholes

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

TrannyOne

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

Tags: anal, anus, ass, ass to mouth, beauty, bedroom, big tits, blonde, booty, chubby

Dominant transgender beauty spanks glam babe
4 years ago
6:11

TrannyOne

Dominant transgender beauty spanks glam babe

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1210 crossdressed slut twink fucked by XXL black cock straig
4 years ago
22:14

TrannyOne

1210 crossdressed slut twink fucked by XXL black cock straig

Tags: anal, anus, ass, big cock, black, crossdressing, dick, ebony, gay, muscled

Stunning Asian TS chick dominates a masked man as she punishes his ass with her big Tcock
4 years ago
15:17

TrannyOne

Stunning Asian TS chick dominates a masked man as she punishes his ass with her big Tcock

Tags: 69, anal, anus, asian, ass, barebacking, bdsm, boots, corset, couple

Big ass ginger TS anal fucking boss : Part 2
4 years ago
5:04

TrannyOne

Big ass ginger TS anal fucking boss : Part 2

Tags: anal, anus, ass, assfucking, belly, big ass, big tits, blowjob, booty, boss

Latin shemale bomb punished - she will need a new ass
4 years ago
6:01

aShemaleTube

Latin shemale bomb punished - she will need a new ass

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Shemale Amanda with Big Tan Line tits gets fucked
4 years ago
8:54

TrannyOne

Shemale Amanda with Big Tan Line tits gets fucked

Tags: anal, anus, ass, big cock, big tits, blowjob, dick, hd, interracial, oral

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

TrannyOne

Please spank this naughty girl hard

Tags: asian, ass, bdsm, booty, crossdressing, cum, hd, japanese, ladyboy, masturbation

Chinese AV originals, Madou Studio. Sexy boss punishes employee
4 years ago
2:18

TrannyOne

Chinese AV originals, Madou Studio. Sexy boss punishes employee

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Ebony trans maid gets punished with hardcore anal penetration for interrupting during the game
4 years ago
5:51

TrannyOne

Ebony trans maid gets punished with hardcore anal penetration for interrupting during the game

Tags: anal, anus, ass, black, ebony, feet, fetish, game, hardcore, high heels

First time straight latino fucks Crossdresser
4 years ago
4:32

TrannyOne

First time straight latino fucks Crossdresser

Tags: anal, anus, ass, barebacking, couple, creampie, crossdressing, cum, fat, first time

Submissive guy serves his thick ass to the hot and horny ebony Tgirl with a BBC
4 years ago
28:15

TrannyOne

Submissive guy serves his thick ass to the hot and horny ebony Tgirl with a BBC

Tags: anal, anus, ass, bdsm, big black cock, big cock, black, blowjob, boots, brunette

Dr. Luna Takes Care Of Her Slave With A Hard Cock
4 years ago
59:06

TrannyOne

Dr. Luna Takes Care Of Her Slave With A Hard Cock

Tags: anal, anus, ass, ass to mouth, barebacking, bdsm, big cock, couple, cum, cum in mouth

spanking and whipping crossdressers
4 years ago
11:01

TrannyOne

spanking and whipping crossdressers

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Sonya Hogtied 1
4 years ago
7:09

TrannyOne

Sonya Hogtied 1

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Luscious Ladies In Latex - A TS Seduction Collection
4 years ago
1:45:07

TrannyOne

Luscious Ladies In Latex - A TS Seduction Collection

Tags: anal, anus, ass, barebacking, bdsm, big tits, black, blowjob, brunette, close up

Crossdresser punishment
4 years ago
1:24:34

TrannyOne

Crossdresser punishment

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Shemale Sex Spanked By The Sadistic Sex Fiends, S1
4 years ago
3:05

TrannyOne

Shemale Sex Spanked By The Sadistic Sex Fiends, S1

Tags: anal, anus, ass, blowjob, hardcore, oral, pain, pornstar, punishment, spanking

Pornstars: cytherea

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

TrannyOne

Sissy Crossdresser maninlace81 in detention part 3

Tags: british, crossdressing, cum, cumshot, dick, dildo, domination, english, european, gay

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

TrannyOne

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

Tags: anal, anus, ass, bed sex, bedroom, blonde, condom, couple, dick, handjob

Jineteando de frente  sobre el potro
4 years ago
2:20

TrannyOne

Jineteando de frente sobre el potro

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crossdresser punishment
4 years ago
19:30

aShemaleTube

crossdresser punishment

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

TrannyOne

Dommy mommy arena rome jessica fappit

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Sissy Tyler Ass Play!
4 years ago
19:21

TrannyOne

Sissy Tyler Ass Play!

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Slave for my mistress
4 years ago
11:45

TrannyOne

Slave for my mistress

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

TrannyOne

Horny Tgirl bitch Roxanne spanked and Fisted

Tags: anal, anus, ass, bdsm, bitch, blowjob, dutch, european, extreme, fisting

Sexy tbabe Cassidy Quinn spanked hard and diapered
4 years ago
7:18

TrannyOne

Sexy tbabe Cassidy Quinn spanked hard and diapered

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Pervert Bodybuilder Fucks Hung College Stud - Alex Adams
4 years ago
31:55

TrannyOne

Pervert Bodybuilder Fucks Hung College Stud - Alex Adams

Tags: bdsm, big cock, bodybuilder, bondage, college, crossdressing, cum, cum in mouth, cum swallowing, cumshot

Pornstars: alex adams

The Punishment
4 years ago
2:33

TrannyOne

The Punishment

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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, balls, barebacking, bdsm, beauty, blonde, bondage

Curvy tranny punishing her male date
5 years ago
6:17

aShemaleTube

Curvy tranny punishing her male date

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My man sausage doesn't lie. It punishes and rewards. Can you worship without whining?
8 days ago
6:35

ShemaleMovie

My man sausage doesn't lie. It punishes and rewards. Can you worship without whining?

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TS Viviana Rose gets fucked by The BBC PUNISHER
14 days ago
1:05

aShemaleTube

TS Viviana Rose gets fucked by The BBC PUNISHER

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

Dominant Ts punishes her maid & fucked his bussy hard
21 days ago
31:10

aShemaleTube

Dominant Ts punishes her maid & fucked his bussy hard

Tags: anal, big ass, big cock, big tits, domination, hd, homevideo, latina, maid, mature

Pixinun Hard Punishment In Chastity
25 days ago
4:02

TubeON

Pixinun Hard Punishment In Chastity

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Rika Fox Gets punished # 9 she's such a cutie 😍
30 days ago
1:52

aShemaleTube

Rika Fox Gets punished # 9 she's such a cutie 😍

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

Punish my ass in the kitchen
36 days ago
8:32

aShemaleTube

Punish my ass in the kitchen

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Big Booty TS Esther gets her cheeks clapped by The BBC PUNISHER
42 days ago
0:59

aShemaleTube

Big Booty TS Esther gets her cheeks clapped by The BBC PUNISHER

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Tulip Xitsk Solo Punishment With Wooden Spoon
46 days ago
14:21

VipTube

Tulip Xitsk Solo Punishment With Wooden Spoon

Tags: amateur, ladyboy, masturbation, punishment, solo

Busty tgirl punishes her swollen breasts with a milking machine
54 days ago
10:11

HDSex

Busty tgirl punishes her swollen breasts with a milking machine

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Big ass blond tranny punishes her sub bf
2 months ago
6:08

aShemaleTube

Big ass blond tranny punishes her sub bf

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Busty lingeried tranny punishes her partner's ass
2 months ago
8:28

aShemaleTube

Busty lingeried tranny punishes her partner's ass

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Guy Anal Punished By Shemale
8 years ago
11:45

ShemaleZ

Guy Anal Punished By Shemale

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The BBC PUNISHER fucks Rika Fox and shoots a nice load all over her pretty face
3 months ago
4:40

aShemaleTube

The BBC PUNISHER fucks Rika Fox and shoots a nice load all over her pretty face

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

HotMovs

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

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Real Young She-creature Prostitute!
4 months ago
2:46

KeekAss

Real Young She-creature Prostitute!

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Teacher TS Foxxy anal punishes [censored] Matthew in a study hall
5 months ago
5:07

KeekAss

Teacher TS Foxxy anal punishes [censored] Matthew in a study hall

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Shemale domina punishes a guy's both holes
5 months ago
7:17

aShemaleTube

Shemale domina punishes a guy's both holes

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Domina shemale punishes a masked guy
5 months ago
9:41

aShemaleTube

Domina shemale punishes a masked guy

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Dominant trans beauty punishes sub
6 months ago
5:10

aShemaleTube

Dominant trans beauty punishes sub

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Punishing my balls and dick huge cumshot
7 months ago
0:30

aShemaleTube

Punishing my balls and dick huge cumshot

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

aShemaleTube

Give me that painail punishment on my thick ass

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Rika Fox gets punished #8 full 23 min vid out now! Subscribe and enjoy 😉
8 months ago
2:38

aShemaleTube

Rika Fox gets punished #8 full 23 min vid out now! Subscribe and enjoy 😉

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Big cock tranny gf anal punishes her bf
6 years ago
4:40

ShemaleZ

Big cock tranny gf anal punishes her bf

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Rika Fox gets her trans pussy destroyed by The BBC PUNISHER Full 23 min vid out now.
9 months ago
2:03

aShemaleTube

Rika Fox gets her trans pussy destroyed by The BBC PUNISHER Full 23 min vid out now.

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TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome
9 months ago
7:00

KeekAss

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

Tags: 3some, anal, assfucking, barebacking, big cock, blonde, blowjob, brunette, cumshot, deep throat

Esther gets punished #2  trailer 😈 full 20 min video available now
10 months ago
0:51

aShemaleTube

Esther gets punished #2 trailer 😈 full 20 min video available now

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Esther gets punished #2 out now! Subscribe and enjoy the full 20 min video ❤️
10 months ago
1:49

aShemaleTube

Esther gets punished #2 out now! Subscribe and enjoy the full 20 min video ❤️

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Denali Danger gets Punished #3 clip/trailer full 22 min video available now 😈
10 months ago
1:34

aShemaleTube

Denali Danger gets Punished #3 clip/trailer full 22 min video available now 😈

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Corporal Punishment on Spanking Bench using Whisks
11 months ago
37:50

JizzBunker

Corporal Punishment on Spanking Bench using Whisks

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Tgirl punishes another tgirl in a wild session
11 months ago
5:10

ShemaleMovie

Tgirl punishes another tgirl in a wild session

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Brunette tranny punisher in black corset fucks a skinny
11 months ago
6:30

VipTube

Brunette tranny punisher in black corset fucks a skinny

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Blond domina punishes and fucks her new slave
1 year ago
7:16

aShemaleTube

Blond domina punishes and fucks her new slave

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Dark skinned shemale punisher gets a cumshot on her big tits
1 year ago
6:33

aShemaleTube

Dark skinned shemale punisher gets a cumshot on her big tits

Tags: 3some, anal, big ass, big cock, big tits, blowjob, cumshot, domination, fetish, gangbang

Trans Sissy Steph gets Punished by The BBC PUNISHER and takes a MASSIVE facial cumshot!
1 year ago
1:57

aShemaleTube

Trans Sissy Steph gets Punished by The BBC PUNISHER and takes a MASSIVE facial cumshot!

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Three busty shemales in leather boots punish a dude until cumshots
1 year ago
8:44

aShemaleTube

Three busty shemales in leather boots punish a dude until cumshots

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Three busty shemales in leather boots punish a dude until
1 year ago
8:45

VipTube

Three busty shemales in leather boots punish a dude until

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

aShemaleTube

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

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Anal Punishment for Christmas
1 year ago
2:33

aShemaleTube

Anal Punishment for Christmas

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

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

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Dominant trash talking latina shemale punishes guy s throat and ass
1 year ago
11:08

XXXDan

Dominant trash talking latina shemale punishes guy s throat and ass

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Avery Angel gets tag teamed and punished
1 year ago
1:34

aShemaleTube

Avery Angel gets tag teamed and punished

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Busty milf dominatrix punishes man with cane for kinky fun
1 year ago
5:20

ShemaleMovie

Busty milf dominatrix punishes man with cane for kinky fun

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Pornstars: aiden starr, maitresse madeline

stacy sadomasochistic smacks wild kitten^utter on crimson^
1 year ago
7:00

KeekAss

stacy sadomasochistic smacks wild kitten^utter on crimson^

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Curly shemale punishes a guy infront of his friend
1 year ago
10:11

aShemaleTube

Curly shemale punishes a guy infront of his friend

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Three transgender punishers dominate a guy in hardcore gangbang session
1 year ago
6:30

ShemaleMovie

Three transgender punishers dominate a guy in hardcore gangbang session

Tags: anal, bdsm, big cock, bondage, creampie, cumshot, domination, gangbang, group sex, hardcore

Shemale nun punishes sinful man
1 year ago
5:07

KeekAss

Shemale nun punishes sinful man

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Stunning shemale punisher with huge tits spanks and fucks a skinny dude
1 year ago
6:16

aShemaleTube

Stunning shemale punisher with huge tits spanks and fucks a skinny dude

Tags: 3some, anal, big ass, big cock, big tits, blowjob, cumshot, domination, fetish, gangbang

Gorgeous shemale punisher with big tits fucks a stud until facial
1 year ago
8:09

aShemaleTube

Gorgeous shemale punisher with big tits fucks a stud until facial

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Ebony shemale punisher Brownie gets her feet licked and dick sucked
1 year ago
6:28

aShemaleTube

Ebony shemale punisher Brownie gets her feet licked and dick sucked

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Chubby shemale punisher fucks a guy doggystyle in the bathroom
1 year ago
6:10

aShemaleTube

Chubby shemale punisher fucks a guy doggystyle in the bathroom

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Brunette punisher Viviany Aguilera strokes her monster cock until cumshot
1 year ago
7:33

aShemaleTube

Brunette punisher Viviany Aguilera strokes her monster cock until cumshot

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Deviant shemale roughly punished with toys by skinny babe
1 year ago
7:05

JizzBunker

Deviant shemale roughly punished with toys by skinny babe

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A day of a punished sissy
1 year ago
7:23

JizzBunker

A day of a punished sissy

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You've Been a Bad Boy Mommy Wants to Punish You
1 year ago
1:17

aShemaleTube

You've Been a Bad Boy Mommy Wants to Punish You

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Mistress Samantha punishes her tgirl slave Marina with a good spanking and teases her
2 years ago
14:09

XXXDan

Mistress Samantha punishes her tgirl slave Marina with a good spanking and teases her

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Crossdresser punished
2 years ago
1:56:21

aShemaleTube

Crossdresser punished

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Submissive transsexual blonde punished bareback
2 years ago
6:24

aShemaleTube

Submissive transsexual blonde punished bareback

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The BBC Punisher fucks Denali Danger
2 years ago
4:33

aShemaleTube

The BBC Punisher fucks Denali Danger

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Anal Toys In Kinky Tgirl Floozyjezebelle Punishing Her Big Ass With Huge Dildos *** I Love Big Toys
2 years ago
4:22

ShemaleZ

Anal Toys In Kinky Tgirl Floozyjezebelle Punishing Her Big Ass With Huge Dildos *** I Love Big Toys

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Sexy tranny in lingerie prepares her date for some anal punishment
2 years ago
9:43

aShemaleTube

Sexy tranny in lingerie prepares her date for some anal punishment

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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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Very sexy shemale punishes a married dude in a motel
2 years ago
6:30

aShemaleTube

Very sexy shemale punishes a married dude in a motel

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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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