Big ass shemale punisher gets sucked before fucking a tied up dude
10 months 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
1 year 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
3 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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Anal Toys In Kinky Tgirl Floozyjezebelle Punishing Her Big Ass With Huge Dildos *** I Love Big Toys
1 year 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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Crossdresser nine17
1 year ago
0:07

KeekAss

Crossdresser nine17

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Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged.
1 year ago
8:09

xHamster

Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged.

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

TrannyOne

Sissy Crossdresser maninlace81 in detention part 3

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Czech MILF dominates a stranger with her strapon KellyAErick
1 year ago
18:57

TrannyOne

Czech MILF dominates a stranger with her strapon KellyAErick

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

TrannyOne

Skinny guy gets dominated by the horny Japanese TS MILF

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

TrannyOne

Silly Cuckold Shares Wife with Two BBCs

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Ladyboy SADOMASOCHISM punished and sucking ramrod and getting anal banged and eat the sperm
3 years ago
7:15

ShemaleSin

Ladyboy SADOMASOCHISM punished and sucking ramrod and getting anal banged and eat the sperm

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

TrannyOne

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

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Horny patient is punished and pounded by stunning shemale doctor
6 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
2 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

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

TrannyOne

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

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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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Trucker Punishes A Submissive Sissy
1 year ago
3:40

getTranny

Trucker Punishes A Submissive Sissy

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doggystyle and spanking
3 years ago
3:29

TrannyOne

doggystyle and spanking

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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

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Blindfolded maid is punished by shemale
4 months ago
5:06

PornGem

Blindfolded maid is punished by shemale

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Nvh-029 Transsexual Bondage Training Lesbian Female Teacher Punishes Student 18+ As Extracurricular Lesson Miu Arioka/kanon Takanashi
4 months ago
8:00

getTranny

Nvh-029 Transsexual Bondage Training Lesbian Female Teacher Punishes Student 18+ As Extracurricular Lesson Miu Arioka/kanon Takanashi

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The tranny queen in hot latex dress dominates the meek dude in hardocre bondage TS fuck
2 years ago
43:43

TrannyOne

The tranny queen in hot latex dress dominates the meek dude in hardocre bondage TS fuck

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

TrannyOne

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

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

ShemaleSin

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

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

XXXDan

Punished Sissy Kenzie Star riding a big dildo

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

TrannyOne

Sissybritneylane 8 sucks and spanked and fucked

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The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner Dj
1 year ago
8:00

getTranny

The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

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(Part 1/2) Hawt Translesbians Kink Sex, Oral-Sex, S&M, Emo Vampire Sex, Fang Play, Sex Serf Whipped & Athena Punished by Headmistress Cy. Anal
3 years ago
18:35

ShemaleSin

(Part 1/2) Hawt Translesbians Kink Sex, Oral-Sex, S&M, Emo Vampire Sex, Fang Play, Sex Serf Whipped & Athena Punished by Headmistress Cy. Anal

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Punished for being a whore
10 months ago
5:44

XXXDan

Punished for being a whore

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dizzys pissy panties punishment
1 year ago
1:59

aShemaleTube

dizzys pissy panties punishment

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Fetish shemale whipped
3 years ago
5:30

TrannyOne

Fetish shemale whipped

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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

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

TrannyOne

Male looking like female prefers solid dildo over real cock

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Wanking On A Windy Day
3 years ago
3:33

TrannyOne

Wanking On A Windy Day

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Starlet Punishment: Maya Kendrick Learns A Hard Lesson From Jenna Creed
7 months ago
4:00

getTranny

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

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Larasukkuba Episode 4 - First Live Stream - Horny Shemale With Big Cock Oil Ball Punishment Shiny Nylon Pantyhose Feet Fetish
1 year ago
5:10

ShemaleZ

Larasukkuba Episode 4 - First Live Stream - Horny Shemale With Big Cock Oil Ball Punishment Shiny Nylon Pantyhose Feet Fetish

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Guy Transformed into Hot Woman as Punishment by Roommate
1 year ago
1:13

xHamster

Guy Transformed into Hot Woman as Punishment by Roommate

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

TrannyOne

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

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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
3 years ago
5:29

TrannyOne

Feminized and Spanked

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Very Sexy Shemale Punishes A Married Dude In A Motel
1 year ago
6:01

HClips

Very Sexy Shemale Punishes A Married Dude In A Motel

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Guy Transformed into Hot Babe as Punishment by Female Roommate
1 year ago
1:13

xHamster

Guy Transformed into Hot Babe as Punishment by Female Roommate

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

TrannyOne

BBW and Shemale Dominates former Dom

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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

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Horny Hill
3 years ago
1:24

TrannyOne

Horny Hill

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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
1 year 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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Shemale punisher Jeniffer Satine cums on a dude's chest
7 months ago
7:06

xHamster

Shemale punisher Jeniffer Satine cums on a dude's chest

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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

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stockings and shorts
3 years ago
1:37

TrannyOne

stockings and shorts

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Balcony Fisting Punishment - obeyladymk Catches Me Smoking and Fists Me Outdoors
53 days ago
2:49

xHamster

Balcony Fisting Punishment - obeyladymk Catches Me Smoking and Fists Me Outdoors

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

ShemaleSin

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

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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
1 year 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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sissy vampire punishes visitor
3 months ago
1:16

aShemaleTube

sissy vampire punishes visitor

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Writing humiliation and whipping
3 years ago
3:05

TrannyOne

Writing humiliation and whipping

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Sissy Crossdresser maid gets punished by BigDaddy8inchz -Onlyfans
7 months ago
4:16

ShemaleSin

Sissy Crossdresser maid gets punished by BigDaddy8inchz -Onlyfans

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(Part 2/3) Hawt Translesbian Kink Sex, Blow Job, SADOMASOCHISM, Punk Vampire Sex, Sex Thrall Whipped; Raven & Athena Punished by Headmistress Cy.
3 years ago
22:00

ShemaleSin

(Part 2/3) Hawt Translesbian Kink Sex, Blow Job, SADOMASOCHISM, Punk Vampire Sex, Sex Thrall Whipped; Raven & Athena Punished by Headmistress Cy.

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

TrannyOne

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

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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
1 year 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
26 days 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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Step mommy Dom Jessica Bloom Babies And Punishes Bratty Girl Jenby (short Version) 24 Min - Teaser Video
2 years ago
7:57

getTranny

Step mommy Dom Jessica Bloom Babies And Punishes Bratty Girl Jenby (short Version) 24 Min - Teaser Video

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

TrannyOne

Spanked & Swallow 2 Loads From Young Stud

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Breeding Season
3 years ago
36:13

TrannyOne

Breeding Season

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Chubby misstress punishes a slender tranny
1 year ago
5:02

aShemaleTube

Chubby misstress punishes a slender tranny

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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

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

TrannyOne

Teacher Tranny Spanking Guy and Fucking His Ass in Classroom

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Daddy Whips His Sissy Femboy
3 years ago
1:36

TrannyOne

Daddy Whips His Sissy Femboy

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May 19th 2021
3 years ago
17:42

ShemaleSin

May 19th 2021

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Masturbating Shemale Hottie Punished By Her Stepbro
11 months ago
5:47

BeMyHole

Masturbating Shemale Hottie Punished By Her Stepbro

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nipp clamps and chains make sissy cum and eat it
11 months 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

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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
1 year 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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FtMbonusToy punished for stealing orgasms
1 year ago
8:13

xHamster

FtMbonusToy punished for stealing orgasms

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FtM pumped and scrubbed clit
1 year ago
7:42

xHamster

FtM pumped and scrubbed clit

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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
10 months ago
2:59

ShemaleSin

Torturing my jock until cum

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FtMbonusToy disciplined for stealing climaxes
1 year ago
8:13

KeekAss

FtMbonusToy disciplined for stealing climaxes

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Knob punishment made me cum
10 months ago
3:09

ShemaleSin

Knob punishment made me cum

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Widen Eagle Hitachi Punishment
1 year ago
7:57

ShemaleSin

Widen Eagle Hitachi Punishment

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Desi Ass Licking Anal Punishment Dildo First Time
1 year ago
2:19

xHamster

Desi Ass Licking Anal Punishment Dildo First Time

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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
2 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

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

aShemaleTube

Sissy Galina gets anal punished with a dildo

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FtMbonusToy gets water tantalized
1 year ago
13:50

KeekAss

FtMbonusToy gets water tantalized

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FtM punished for unshaven vagina by pumping clitoris and scrubbing it
1 year ago
7:42

ShemaleSin

FtM punished for unshaven vagina by pumping clitoris and scrubbing it

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This Bad Bitch Behind The Cage Must Be Punished
1 year ago
8:00

getTranny

This Bad Bitch Behind The Cage Must Be Punished

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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

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Horny and cute trans girl gets punished with anal toys
1 year ago
6:13

ShemaleTaxi

Horny and cute trans girl gets punished with anal toys

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female dominance shemale punish hotwife
3 years ago
12:35

ShemaleTaxi

female dominance shemale punish hotwife

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Wild Shemale Need Punishment
1 year ago
7:59

getTranny

Wild Shemale Need Punishment

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Shemale punishes guy
10 years ago
17:23

aShemaleTube

Shemale punishes guy

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

aShemaleTube

Busty teen tranny bents over and punished

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Slave boi, slave punished
2 years ago
7:24

ShemaleTaxi

Slave boi, slave punished

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Fag, punishing
2 years ago
10:54

ShemaleTaxi

Fag, punishing

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pink and white satin panties
3 years ago
1:29

TrannyOne

pink and white satin panties

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Crossdresser Punishment Milking
5 years ago
9:15

aShemaleTube

Crossdresser Punishment Milking

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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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doggystyle punishing
5 years ago
2:01

aShemaleTube

doggystyle punishing

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

aShemaleTube

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

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t-girl Yasmin Fonthys predominate Her boy and Punishes Him Till Orgasm
2 years ago
8:14

ShemaleTaxi

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

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Punishing, shemale tease
3 years ago
6:12

ShemaleTaxi

Punishing, shemale tease

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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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Shemale dominatrixes punishing males
14 days ago
5:12

aShemaleTube

Shemale dominatrixes punishing males

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

FlyFlv

Guy Bdsm Gang Banged By Shemales

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SADOMASOCHISM punishment my booty
1 year ago
2:41

ShemaleSin

SADOMASOCHISM punishment my booty

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The Royalzzz Presents Princess Punisher and Skinny Jimmy two newbies to the screen but not to the sheets See us talk a fine game and be about to bbbbb
14 days ago
6:02

ShemaleSin

The Royalzzz Presents Princess Punisher and Skinny Jimmy two newbies to the screen but not to the sheets See us talk a fine game and be about to bbbbb

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She spreads legs and punished
3 years ago
9:56

aShemaleTube

She spreads legs and punished

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

aShemaleTube

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

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

ShemaleSin

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

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Three brunette shemale punishers in leather boots spank and fuck a dude
8 days ago
8:06

aShemaleTube

Three brunette shemale punishers in leather boots spank and fuck a dude

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

getTranny

Submissive Ladyboy Mouth And Ass Punished

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Getting caught sunbathing when I should be working.
8 months ago
10:57

xHamster

Getting caught sunbathing when I should be working.

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Trans Masc Giant Clitoris Pinch Punishment
3 years ago
0:33

ShemaleSin

Trans Masc Giant Clitoris Pinch Punishment

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Crossdresser punishment, smacking
3 years ago
10:57

ShemaleTaxi

Crossdresser punishment, smacking

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A Perfect Punish - Morgan Bailey, Alex Ander And Alexander Gustavo
1 year ago
35:17

ShemaleZ

A Perfect Punish - Morgan Bailey, Alex Ander And Alexander Gustavo

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Anal hooked and fucked
1 year ago
6:18

aShemaleTube

Anal hooked and fucked

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Fake Boobs Big Girl Cock - Aspen Brooks Punishes Kip Johnson On Their Anniversary, Part 8
3 years ago
4:52

BeMyHole

Fake Boobs Big Girl Cock - Aspen Brooks Punishes Kip Johnson On Their Anniversary, Part 8

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Dominating And Ass Fucking The League Of Extraordinary Transsexuals - The Final Punishment, Part 3
3 years ago
4:52

BeMyHole

Dominating And Ass Fucking The League Of Extraordinary Transsexuals - The Final Punishment, Part 3

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Slender Shemale All For You - A Pleasure-Filled POV Punishment, Part 7
3 years ago
4:52

BeMyHole

Slender Shemale All For You - A Pleasure-Filled POV Punishment, Part 7

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Shemale was punished with oral and anal
28 days ago
5:06

PornDr

Shemale was punished with oral and anal

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Yasmin Fonthys - Shemale Dominate Her Man And Punishes Him Till Orgasm
2 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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One Mans Fantasy: Ts Cock Punishing His Ass
2 years ago
31:39

ShemaleZ

One Mans Fantasy: Ts Cock Punishing His Ass

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

KeekAss

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

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Xoxo da punisher
2 years ago
47:50

KeekAss

Xoxo da punisher

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How To Punish A Dirty Tranny Hooker...
3 years ago
2:57

IcePorn

How To Punish A Dirty Tranny Hooker...

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Hot Fucked First Wives' Club - The Punishment Of An Unfaithful Husband Series, Part 4
3 years ago
4:51

BeMyHole

Hot Fucked First Wives' Club - The Punishment Of An Unfaithful Husband Series, Part 4

Tags: anal, ass, barebacking, blowjob, brunette, club, curly haired

Mv – Shiri Allwood – Caught And Punished By Boyfriends Wife
3 years ago
20:38

ShemaleZ

Mv – Shiri Allwood – Caught And Punished By Boyfriends Wife

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Italian transgirl Anna Hickiman penalizes wardrobe attendant
1 year ago
16:12

KeekAss

Italian transgirl Anna Hickiman penalizes wardrobe attendant

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Haired Shecock Punishes Her Masked Male Pet
2 years ago
4:53

ShemaleZ

Haired Shecock Punishes Her Masked Male Pet

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

XXXDan

Blonde punishing a brunette in the office

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609-808-906 In Training - Punishment I Dirty Dildo Atm
3 years ago
6:19

ShemaleZ

609-808-906 In Training - Punishment I Dirty Dildo Atm

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Indoors And Short Hair Boyfriend PUNISHMENT - TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass, Part 9
3 years ago
4:51

BeMyHole

Indoors And Short Hair Boyfriend PUNISHMENT - TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass, Part 9

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Femtop.xxx - Roxxie Moth - Latex Sub Aphrodyte Adams Punished For Sneaking Out
3 years ago
32:28

ShemaleZ

Femtop.xxx - Roxxie Moth - Latex Sub Aphrodyte Adams Punished For Sneaking Out

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

ShemaleZ

Roommate Punished And Shagged By Tranny

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

ShemaleZ

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

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Dominant Ts Nurse Punishes Her Patient And Pounds His Ass - Yasmin Fonthys
3 years ago
8:12

ShemaleZ

Dominant Ts Nurse Punishes Her Patient And Pounds His Ass - Yasmin Fonthys

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Tiny cocksluts bills penalty
3 years ago
10:18

KeekAss

Tiny cocksluts bills penalty

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

ShemaleZ

Korra Del Rio - Tranny Nun Punishes A Dirty Sinner!

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Cheating Man Punished By Shemale Dom
3 years ago
4:53

ShemaleZ

Cheating Man Punished By Shemale Dom

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Nun Punishing Butt Fuck Male Prisoner
3 years ago
5:09

ShemaleZ

Nun Punishing Butt Fuck Male Prisoner

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Maintenance Spanking For Kitsy. Blowjob And Sex Following The Punishment
1 year ago
15:10

ShemaleZ

Maintenance Spanking For Kitsy. Blowjob And Sex Following The Punishment

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Punished And Fucked Xhqtfb3 With Sissy Slave And Harley Quinn
2 years ago
4:39

HClips

Punished And Fucked Xhqtfb3 With Sissy Slave And Harley Quinn

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

ShemaleZ

Dirty Talking Tranny Punishes A Submissive Guy

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

KeekAss

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

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Korra Del Rio - Oopsie! House Robber Is Caught By Couple And Tag Teamed As Punish
2 years ago
13:37

ShemaleZ

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

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

KeekAss

Emo Damsel Wants To Have Fun

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Mistress punishes and strapons her sissy
5 years ago
7:30

ShemaleZ

Mistress punishes and strapons her sissy

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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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The Naughty Nun Punishes Disgraceful Sinner Dj
1 year ago
49:35

ShemaleZ

The Naughty Nun Punishes Disgraceful Sinner Dj

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Punishing my slave part 2
4 years ago
5:57

xHamster

Punishing my slave part 2

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Transsexual Milf Punished Her Latina Maid With Hard Sex 8 Min
2 years ago
7:30

ShemaleZ

Transsexual Milf Punished Her Latina Maid With Hard Sex 8 Min

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

KeekAss

Sissy contest four Days only in sissy clothes

Tags: abuse, amateur, big ass, clothed sex, contest, crossdressing, dress

Hardcore Sex In A Dungeon With Tranny Punishment
1 year ago
23:53

ShemaleZ

Hardcore Sex In A Dungeon With Tranny Punishment

Tags: bdsm, brunette, dungeon, fetish, group sex, hardcore, hd

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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EBONY SHEMALE BBC INTERRACIAL ANAL PUNISHMENT
5 years ago
2:17

xHamster

EBONY SHEMALE BBC INTERRACIAL ANAL PUNISHMENT

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

KeekAss

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

Tags: amateur, anal, anal toying, brunette, crossdressing, cum, cumshot

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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Sissy In Stockings Gets Anal Punishment From His Mistress
3 years ago
14:03

ShemaleZ

Sissy In Stockings Gets Anal Punishment From His Mistress

Tags: amateur, anal, bdsm, crossdressing, cumshot, domination, fetish

Bustylicious Ts Punishing Her German Slave
2 years ago
7:38

ShemaleZ

Bustylicious Ts Punishing Her German Slave

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

KeekAss

Torrid Paraffin Wax On Sissy Chisel

Tags: amateur, bdsm, crossdressing, dick, hd, masturbation, pain

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

KeekAss

Phat Bum She-Male Mother Drilled with Romping Machine

Tags: amateur, anal, ass, bdsm, big ass, blonde, bondage

You will put on these panties or face your punishment
5 years ago
8:06

xHamster

You will put on these panties or face your punishment

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

ShemaleZ

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

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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
2 years ago
3:53

ShemaleZ

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

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Shiri Allwood - Gets Punished
1 year ago
24:44

ShemaleZ

Shiri Allwood - Gets Punished

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help me penalize my gash
1 year 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

Tags: anal, ass, assfucking, big ass, big tits, blonde, dick

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

KeekAss

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

Tags: amateur, anal, ass, bdsm, big ass, bondage, crossdressing

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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Slender shemale getting punished by her bf
5 years ago
6:10

xHamster

Slender shemale getting punished by her bf

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

KeekAss

dumb hoe gets the belt for spunking sans permission

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Ts Punishment
2 years ago
48:08

ShemaleZ

Ts Punishment

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Master spanks, toys, punishes, and fucks sissy slave girl
5 years ago
8:30

ShemaleZ

Master spanks, toys, punishes, and fucks sissy slave girl

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Naughty tranny punishing her male lover
5 years ago
8:42

xHamster

Naughty tranny punishing her male lover

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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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I should be PUNISHED!
5 years ago
1:19

xHamster

I should be PUNISHED!

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

KeekAss

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

Tags: amateur, amazing, anal, assfucking, ball licking, black, dildo