Natassia promises lorelei anything lorelei accepts
2 years ago
14:16

TrannyOne

Natassia promises lorelei anything lorelei accepts

Tags: anal, anus, ass, assfucking, babe, bdsm, beauty

dizzys pissy panties punishment
5 months ago
1:59

aShemaleTube

dizzys pissy panties punishment

Tags: bdsm, fetish, hd, humiliation, kinky, mistress, panties

Busty Shemale Punishing A Femboys Ass And Facializes Him - Pov
9 months ago
6:44

ShemaleZ

Busty Shemale Punishing A Femboys Ass And Facializes Him - Pov

Tags: amateur, ass, big tits, blonde, facial, pov, punishment

Shemale punishes and fucks delivery man
2 years ago
5:09

TrannyOne

Shemale punishes and fucks delivery man

Tags: anal, anus, ass, bdsm, blowjob, crossdressing, delivery guy

Total orgasm control of a mature Russian bitch!
1 year ago
15:49

TrannyOne

Total orgasm control of a mature Russian bitch!

Tags: amateur, anal, anus, ass, bdsm, big cock, big tits

Trans Angels - Chanel Santini Has to Penalize Her Workers When They Get Caught Milking on the Clock!
9 months ago
8:12

KeekAss

Trans Angels - Chanel Santini Has to Penalize Her Workers When They Get Caught Milking on the Clock!

Tags: anal, barebacking, blowjob, brunette, caught, cumshot, hd

Fat sissy fucks his ass and then cums handsfree
1 year ago
4:15

TrannyOne

Fat sissy fucks his ass and then cums handsfree

Tags: amateur, anal, anus, ass, bbw, chubby, crossdressing

Slender tranny in high heels punishes her bf's ass sideways
1 year ago
9:02

aShemaleTube

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

Tags: amateur, anal, ass, domination, hardcore, hd, high heels

Chubby t-girl punishes a slim one hard
2 years ago
6:12

TrannyOne

Chubby t-girl punishes a slim one hard

Tags: amateur, anal, anus, ass, chubby, hardcore, plumper

Pet femboy puppy gets punished! POV (Teaser)
6 months ago
0:55

aShemaleTube

Pet femboy puppy gets punished! POV (Teaser)

Tags: cute, dick, fur, hd, model, pov, punishment

A cute Hot floozy reaches Sissygasm whilst doing humiliating WBS whiteboi sex for the BNWO movement. That Babe is wearing fishnets and does ball-slapp
7 months ago
1:53

ShemaleSin

A cute Hot floozy reaches Sissygasm whilst doing humiliating WBS whiteboi sex for the BNWO movement. That Babe is wearing fishnets and does ball-slapp

Tags: babe, ball busting, big black cock, bus, cute, fishnet, punishment

Muscle man gets dominated by the nasty TS chick in this hardcore sex
2 years ago
42:36

TrannyOne

Muscle man gets dominated by the nasty TS chick in this hardcore sex

Tags: anal, anus, ass, barebacking, bdsm, couch, couple

Tranny mistress Casey Kisses gives him what all her slaves want, her gorgeous cock! She slips her cock in his greedy asshole and pounds him using his
6 months ago
4:03

FapCat

Tranny mistress Casey Kisses gives him what all her slaves want, her gorgeous cock! She slips her cock in his greedy asshole and pounds him using his

Tags: anal, ass, barebacking, bdsm, blowjob, creampie, cum

AnitaForYou The Submissive
2 years ago
4:19

TrannyOne

AnitaForYou The Submissive

Tags: amateur, bdsm, crossdressing, gay, hd, massage, punishment

Discipline Day For Joanne  1  The Pre Caning Warm Up
2 years ago
9:14

TrannyOne

Discipline Day For Joanne 1 The Pre Caning Warm Up

Tags: amateur, bdsm, blowjob, caning, crossdressing, gay, hd

Bobbie Quest 7-19-21
2 years ago
16:20

TrannyOne

Bobbie Quest 7-19-21

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

pool game where both players win
2 years ago
44:02

TrannyOne

pool game where both players win

Tags: anal, anus, ass, blowjob, couple, game, hardcore

Cock and ass punishment by mistress
1 year ago
5:50

aShemaleTube

Cock and ass punishment by mistress

Tags: ass, bdsm, dick, domination, dominatrix, mature, mistress

fucked by daddy
2 years ago
3:17

TrannyOne

fucked by daddy

Tags: anal, anus, ass, blowjob, crossdressing, daddies, european

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

TrannyOne

Pervert Bodybuilder Fucks Hung College Stud - Alex Adams

Tags: alex adams, amateur, bdsm, big cock, bodybuilder, bondage, college

Young stud payed to be punished by busty shemale domme
5 years ago
8:04

TrannyOne

Young stud payed to be punished by busty shemale domme

Tags: big tits, domination, punishment, seduce, shemale, stud, teen (18+)

Lovely trans babe in the black dress humiliates and fucks the nasty subservient lad
2 years ago
19:45

TrannyOne

Lovely trans babe in the black dress humiliates and fucks the nasty subservient lad

Tags: abuse, anal, anus, ass, assfingering, babe, bdsm

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

TrannyOne

Shemale Sex Spanked By The Sadistic Sex Fiends, S1

Tags: anal, anus, ass, blowjob, cytherea, hardcore, oral

Im a naughty bitch who needs to be punished severely
2 months ago
6:39

XXXDan

Im a naughty bitch who needs to be punished severely

Tags: amateur, bbw, bdsm, beauty, bitch, crossdressing, dick

Slave for my mistress
2 years ago
11:45

TrannyOne

Slave for my mistress

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

Slave paradise
2 years ago
4:51

TrannyOne

Slave paradise

Tags: bdsm, big cock, blowjob, crossdressing, dick, domination, gay

Punished guy transformed into a gorgeous babe gives an arousing footjob
4 months ago
10:38

HDSex

Punished guy transformed into a gorgeous babe gives an arousing footjob

Tags: babe, feet, footjob, gorgeous, punishment, shemale, sissy

Guy Punishes His Ladyboy Maid Lin
1 year ago
6:25

aShemaleTube

Guy Punishes His Ladyboy Maid Lin

Tags: anal, asian, assfucking, barebacking, blowjob, doggystyle, hd

Hot Domina In Leather Outfit Punishes A Curvy Tranny
6 months ago
3:10

ShemaleZ

Hot Domina In Leather Outfit Punishes A Curvy Tranny

Tags: amateur, bdsm, curvy, domination, dominatrix, latex, leather

Latex Tranny Domme Punishes Man!
2 years ago
4:11

aShemaleTube

Latex Tranny Domme Punishes Man!

Tags: barebacking, big cock, big tits, blowjob, domination, latex, punishment

Dominant Tranny Punishes And Creampies Another One - Pov
1 year ago
7:57

Txxx

Dominant Tranny Punishes And Creampies Another One - Pov

Tags: amateur, bdsm, blonde, creampie, domination, pov, punishment

Trans Latin nurse pounded after having her big ass spanked
2 years ago
10:03

TrannyOne

Trans Latin nurse pounded after having her big ass spanked

Tags: ass, big ass, big cock, big tits, booty, dick, hd

Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
5 months ago
13:59

xHamster

Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.

Tags: abuse, amateur, bdsm, crossdressing, crying, domination, fetish

Tgirl Dominates Delivery Man Worships Feet And Gets Fucked, S2
2 years ago
12:18

TrannyOne

Tgirl Dominates Delivery Man Worships Feet And Gets Fucked, S2

Tags: anal, anus, ass, barebacking, bdsm, big cock, big tits

Submissive femboy t-girl punished with edging, spanking, and CBT!
10 months ago
18:13

ShemaleTaxi

Submissive femboy t-girl punished with edging, spanking, and CBT!

Tags: jerking, punishment, shemale, sissy, spanking, submissive, tgirl

punished for bitch
2 years ago
5:44

ShemaleSin

punished for bitch

Tags: bdsm, bitch, domination, lingerie, punishment

Panty sissy takes First BBC
2 years ago
2:43

TrannyOne

Panty sissy takes First BBC

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

Robber gets punished with some hardcore anal pounding by the horny TS chick
2 years ago
1:47:13

TrannyOne

Robber gets punished with some hardcore anal pounding by the horny TS chick

Tags: amateur, anal, anus, ass, ass to mouth, bed sex, bedroom

Blonde fucked in the ass in public
2 years ago
5:18

TrannyOne

Blonde fucked in the ass in public

Tags: anal, anus, ass, assfucking, bdsm, big cock, big tits

HUMILIATION AT ITS FINEST. Sissy Mindy goes to the local adult movie scene arcade. That Babe sets up in the common room where boyz go to see porn on t
3 months ago
14:51

ShemaleSin

HUMILIATION AT ITS FINEST. Sissy Mindy goes to the local adult movie scene arcade. That Babe sets up in the common room where boyz go to see porn on t

Tags: anal, anal toying, babe, booty, clit, clothed sex, crossdressing

This Bad Bitch Behind The Cage Must Be Punished
9 months ago
18:35

ShemaleZ

This Bad Bitch Behind The Cage Must Be Punished

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

Rayna Leah and Isadora Venturini 3Way Tranny Sex
3 years ago
5:01

TrannyOne

Rayna Leah and Isadora Venturini 3Way Tranny Sex

Tags: 3some, blowjob, domination, face fucking, fantasy, gangbang, kinky

naughty TGirl maids bondage smacking punishment for caught toying together
4 years ago
10:20

ShemaleMovie

naughty TGirl maids bondage smacking punishment for caught toying together

Tags: 3some, amateur, ass, bdsm, bondage, caught, chained

Guy Transformed into Hot Babe Gives Footjob as Punishment
6 months ago
10:28

xHamster

Guy Transformed into Hot Babe Gives Footjob as Punishment

Tags: amateur, american, anal, babe, bdsm, dick, domination

Sissy in stockings gets Anal Punishment from his Mistress
2 years ago
14:32

aShemaleTube

Sissy in stockings gets Anal Punishment from his Mistress

Tags: amateur, anal, crossdressing, domination, fetish, masturbation, mistress

Barbara Perez - The Nurse Knows Best
2 years ago
31:28

TrannyOne

Barbara Perez - The Nurse Knows Best

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

submissive crossdresser
2 years ago
10:14

TrannyOne

submissive crossdresser

Tags: amateur, anal, anal toying, anus, ass, bdsm, crossdressing

Italian Tranny Punishes Wardrobe Attendant Feat Trans) Tommy Bravo - Trans N Shemale - Anna Hickiman And Anna Hickhiman
9 months ago
16:06

ShemaleZ

Italian Tranny Punishes Wardrobe Attendant Feat Trans) Tommy Bravo - Trans N Shemale - Anna Hickiman And Anna Hickhiman

Tags: big ass, big cock, brunette, italian, lingerie, pov, punishment

Ass Punishment And Cum - Ff Kitty
9 months ago
25:42

ShemaleZ

Ass Punishment And Cum - Ff Kitty

Tags: amateur, ass, ass to mouth, cum, punishment, shemale, small tits

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

TrannyOne

Horny patient is punished and pounded by stunning shemale doctor

Tags: doctor, punishment, seduce, shemale, transsexual

Thick tattooed tranny punishes a dude raw
1 year ago
6:31

aShemaleTube

Thick tattooed tranny punishes a dude raw

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

Worship her beautifel feet   Play with pudding and yorgurt And set in all her penis in your mouth Pressed head harder Hand job that u cum Final glans
3 years ago
2:28

ShemaleSin

Worship her beautifel feet Play with pudding and yorgurt And set in all her penis in your mouth Pressed head harder Hand job that u cum Final glans

Tags: bdsm, beauty, big cock, blowjob, chinese, cum, cum in mouth

Chained Skinny Ladyboy Got Punished
6 years ago
4:05

TrannyOne

Chained Skinny Ladyboy Got Punished

Tags: chained, ladyboy, punishment, skinny

Old men spank and fuck my ass with toys and dildos
2 years ago
23:46

TrannyOne

Old men spank and fuck my ass with toys and dildos

Tags: amateur, anal, anus, ass, bdsm, crossdressing, dildo

Your inward craves almost all of course need to come out and be punished.... Kneel for me wench and i'll pop this collar on u whislt your hopeles
6 months ago
4:57

ShemaleSin

Your inward craves almost all of course need to come out and be punished.... Kneel for me wench and i'll pop this collar on u whislt your hopeles

Tags: bdsm, bondage, british, collar, fetish, homevideo, leather

Fer, mi papi me hace suya de nuevo
2 years ago
1:53

TrannyOne

Fer, mi papi me hace suya de nuevo

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

Feb third 2023
1 year ago
17:01

ShemaleSin

Feb third 2023

Tags: amateur, anal, cumshot, fetish, handjob, homevideo, masturbation

Sissy gets soanked by Domina
4 months ago
1:39

xHamster

Sissy gets soanked by Domina

Tags: abuse, anal toying, bdsm, big ass, domination, dominatrix, european

Domina ebony ts punishes her fuckslave
1 year ago
9:08

aShemaleTube

Domina ebony ts punishes her fuckslave

Tags: amateur, anal, domination, dominatrix, ebony, hd, interracial

Sissy punished, crossdresser punishment
1 year ago
15:27

ShemaleTaxi

Sissy punished, crossdresser punishment

Tags: bdsm, crossdressing, domination, punishment, shemale, sissy

Shemale double team punish a gay guy hard
2 years ago
6:56

aShemaleTube

Shemale double team punish a gay guy hard

Tags: 3some, amateur, anal, domination, gay, group sex, hardcore

Dominant trans chick sticks her thick Tcock in the sissy's ass deep and hard
2 years ago
8:15

TrannyOne

Dominant trans chick sticks her thick Tcock in the sissy's ass deep and hard

Tags: anal, anus, ass, bdsm, black, couch, couple

Crossdresser gets fuck of the year from Straight
2 years ago
11:16

TrannyOne

Crossdresser gets fuck of the year from Straight

Tags: anal, anus, ass, big cock, crossdressing, dick, gay

bodybuilder Shemale Destroy a Faggot Butt and Make Him Her Slut
2 years ago
24:44

ShemaleSin

bodybuilder Shemale Destroy a Faggot Butt and Make Him Her Slut

Tags: amateur, ass, bdsm, big ass, big cock, bodybuilder, domination

Anal punishment (no cum)
2 years ago
18:40

xHamster

Anal punishment (no cum)

Tags: anal, bdsm, big tits, cum, hd, ladyboy, latex

Blond shemale punishes a bald guy's anus like no tomorrow
1 year ago
9:43

aShemaleTube

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

Tags: amateur, anal, anus, assfucking, blonde, domination, hairless

Sissy Cassy with a Full Climax after a Lengthy Denial with Sex Tool and Post Climax Punishment
3 years ago
4:17

ShemaleSin

Sissy Cassy with a Full Climax after a Lengthy Denial with Sex Tool and Post Climax Punishment

Tags: amateur, ass, blonde, cumshot, denial, dress, fetish

Tanned tranny boss punishes teacher
6 years ago
5:25

aShemaleTube

Tanned tranny boss punishes teacher

Tags: anal, boss, ladyboy, punishment, shemale, tanned, teacher

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

aShemaleTube

Blond dominatrix punishes a redhead shemale

Tags: amateur, anal, assfucking, blonde, dominatrix, hardcore, hd

Japanese Punishment Enema
1 year ago
8:34

JizzBunker

Japanese Punishment Enema

Tags: compilation, enema, japanese, punishment, shemale

Mistress Cy IPL Hair Removal Punishment
1 year ago
7:02

xHamster

Mistress Cy IPL Hair Removal Punishment

Tags: amateur, american, beauty, big tits, couple, fetish, gorgeous

Japanese Punishment And Hardcore Threesome Sex
3 years ago
43:22

HClips

Japanese Punishment And Hardcore Threesome Sex

Tags: 3some, amateur, handjob, hardcore, hd, japanese, punishment

Shemale punishes her male pet
3 years ago
7:14

aShemaleTube

Shemale punishes her male pet

Tags: amateur, anal, hd, homevideo, punishment, shemale, teen (18+)

Jessica Fox In Shemale Butt Fucking Punishes Pervert Dude
2 years ago
5:17

ShemaleZ

Jessica Fox In Shemale Butt Fucking Punishes Pervert Dude

Tags: assfucking, bdsm, big cock, blonde, domination, fetish, hd

Lorena G And Lorena Eduarda In Kinky Guy Punishes Ts
1 year ago
6:02

ShemaleZ

Lorena G And Lorena Eduarda In Kinky Guy Punishes Ts

Tags: asian, barebacking, bdsm, blonde, brazilian, cumshot, hd

Prissie Sissy Cock Punishment
2 years ago
6:36

xHamster

Prissie Sissy Cock Punishment

Tags: bdsm, bondage, dick, german, hd, ladyboy, latex

Tranny gets anally punished
2 years ago
6:20

aShemaleTube

Tranny gets anally punished

Tags: amateur, anal, hardcore, hd, punishment, rough, shemale

Punishment Dildoing by Diana
2 years ago
3:11

aShemaleTube

Punishment Dildoing by Diana

Tags: amateur, crossdressing, dildo, domination, punishment, shemale, toys

Mixed sex wrestling session and teen pussy punishment Fuckin
1 year ago
8:00

IcePorn

Mixed sex wrestling session and teen pussy punishment Fuckin

Tags: barebacking, hd, punishment, pussy, shemale, teen (18+), wrestling

Facesitting All For You - A Pleasure-Filled POV Punishment, Part 6
2 years ago
4:52

BeMyHole

Facesitting All For You - A Pleasure-Filled POV Punishment, Part 6

Tags: anal, barebacking, bed sex, blowjob, brunette, domination, face sitting

mistress Jamie - corporal Punishment Session Pt 0four 4-13-2019
2 years ago
30:34

ShemaleTaxi

mistress Jamie - corporal Punishment Session Pt 0four 4-13-2019

Tags: mistress, punishment, shemale

Kelli ball spanking
2 years ago
0:09

xHamster

Kelli ball spanking

Tags: amateur, bdsm, dick, hd, lingerie, punishment, shemale

I am a ultra-kinky mega-slut that needs to be penalized severely
9 months ago
6:39

KeekAss

I am a ultra-kinky mega-slut that needs to be penalized severely

Tags: amateur, bbw, bdsm, beauty, bitch, crossdressing, domination

Sydney Screams And Cherry Mavrik In Youre Cucked & Punished By Trans Lesbian Horny Nuns 5 Min
1 year ago
4:43

HClips

Sydney Screams And Cherry Mavrik In Youre Cucked & Punished By Trans Lesbian Horny Nuns 5 Min

Tags: amateur, big ass, big cock, brunette, fetish, hd, latex

sissy punishment
1 year ago
1:24

KeekAss

sissy punishment

Tags: amateur, bdsm, brunette, crossdressing, fetish, mature, punishment

she-male punishers with Michelly Sabrina and Veronica
3 years ago
20:13

ShemaleMovie

she-male punishers with Michelly Sabrina and Veronica

Tags: anal, bdsm, beauty, big ass, big cock, big tits, blowjob

Kira In Leather Straitjacket
10 months ago
0:43

xHamster

Kira In Leather Straitjacket

Tags: anal, bdsm, bondage, femdom, fetish, fucking machine, hd

Korra Del Rio Penalizes TRANSSEXUAL College Girl Sarina Havok With Her Prick
2 years ago
11:09

KeekAss

Korra Del Rio Penalizes TRANSSEXUAL College Girl Sarina Havok With Her Prick

Tags: anal, blowjob, brunette, college, domination, femdom, fetish

Busty shemale punished a cheating boyfriends tighty ass
3 years ago
5:43

BeMyHole

Busty shemale punished a cheating boyfriends tighty ass

Tags: ass, big tits, cheating, hardcore, punishment, shemale, tight

Big Ass Mature Tranny Mistress Punishes Her Sex Slave
1 year ago
14:12

UPornia

Big Ass Mature Tranny Mistress Punishes Her Sex Slave

Tags: bdsm, big ass, fetish, latina, mature, mistress, outdoor

Latin shemale punished for being naughty
1 year ago
5:23

aShemaleTube

Latin shemale punished for being naughty

Tags: amateur, anal, assfucking, hardcore, hd, homevideo, latina

Kinky Guy Punishes TS Lorena Eduarda : Part 2
2 years ago
5:49

BeMyHole

Kinky Guy Punishes TS Lorena Eduarda : Part 2

Tags: anal, ass, blonde, blowjob, dick, domination, fetish

The Maids Punishment Part 2
5 years ago
12:22

Txxx

The Maids Punishment Part 2

Tags: bdsm, fetish, punishment, shemale, toys

MIlf shemale mother in law punishing lazy teeanger
5 years ago
8:01

aShemaleTube

MIlf shemale mother in law punishing lazy teeanger

Tags: big cock, big tits, brunette, high heels, lingerie, milf, mom

tattooed TS domina punishes her roped marionette
4 years ago
6:20

ShemaleMovie

tattooed TS domina punishes her roped marionette

Tags: babe, bdsm, beauty, bondage, domination, dominatrix, punishment

A Private Punishment.
2 years ago
7:33

aShemaleTube

A Private Punishment.

Tags: punishment, shemale

Mature Shemale Fuck And Punish Old Bastard
2 years ago
4:38

ShemaleZ

Mature Shemale Fuck And Punish Old Bastard

Tags: 3some, big cock, brunette, mature, old, punishment, rimjob

Pale Shemale Punishes Her Gf Hard In The Ass
3 years ago
9:50

ShemaleZ

Pale Shemale Punishes Her Gf Hard In The Ass

Tags: amateur, ass, girlfriend, punishment, redhead, shemale, teen (18+)

Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*
3 years ago
14:46

KeekAss

Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*

Tags: anal, basement, bdsm, blonde, bondage, cage, domination

Pink haired cutie spreads her legs for anal punishment
1 year ago
5:24

aShemaleTube

Pink haired cutie spreads her legs for anal punishment

Tags: amateur, anal, assfucking, cute, hd, homevideo, legs

Oral job, punishing
1 year ago
9:32

ShemaleTaxi

Oral job, punishing

Tags: bdsm, blowjob, domination, oral, punishment, shemale, spanking

Brazilian Heshe Punishing Her Bfs Best Friend In Front Of Him
1 year ago
3:41

ShemaleZ

Brazilian Heshe Punishing Her Bfs Best Friend In Front Of Him

Tags: amateur, bdsm, best friend, brazilian, domination, punishment, shemale

Big dick punishment
2 years ago
1:09

xHamster

Big dick punishment

Tags: anal, bdsm, big cock, canadian, dick, domination, hd

Teen shemale nurse punishes the patient for bad behavior as she bangs his tight ass with her BBC
3 years ago
23:30

BeMyHole

Teen shemale nurse punishes the patient for bad behavior as she bangs his tight ass with her BBC

Tags: anal, ass, assfingering, big black cock, big tits, black, blowjob

Dirty Talking Blond Heshe Punishes A Bald Dude
2 years ago
6:04

ShemaleZ

Dirty Talking Blond Heshe Punishes A Bald Dude

Tags: amateur, bdsm, blonde, dirty talk, domination, hairless, punishment

Class Attention: Kelly Klaymore Punishes with Her Huge Cock
8 years ago
4:00

HotMovs

Class Attention: Kelly Klaymore Punishes with Her Huge Cock

Tags: big cock, hd, huge cock, punishment, shemale, uniform

TOO MUCH TS TEMPTATION PT 2
2 years ago
0:32

PornHub

TOO MUCH TS TEMPTATION PT 2

Tags: anal, babe, bdsm, blowjob, face fucking, femdom, fetish

Dirty talking tranny punishes a submissive guy
1 year ago
9:37

aShemaleTube

Dirty talking tranny punishes a submissive guy

Tags: amateur, anal, assfucking, dirty talk, domination, hardcore, hd

Trans Nurse punishes her patient with her massive cock deep in his ass
3 years ago
8:08

BeMyHole

Trans Nurse punishes her patient with her massive cock deep in his ass

Tags: anal, ass, barebacking, bed sex, bedroom, big cock, brunette

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant feat. Anna Hickhiman (trans),Tommy Bravo - Trans n Shemale
10 months ago
16:12

xHamster

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant feat. Anna Hickhiman (trans),Tommy Bravo - Trans n Shemale

Tags: anal, blowjob, brazilian, cumshot, handjob, italian, lingerie

No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-wrist Spreader
1 year ago
4:44

UPornia

No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-wrist Spreader

Tags: amateur, bdsm, bondage, fetish, hd, maid, punishment

Punishing A Guy Outdoors - Alana Ferreira
1 year ago
19:01

ShemaleZ

Punishing A Guy Outdoors - Alana Ferreira

Tags: bdsm, fetish, handjob, latex, outdoor, punishment, redhead

Chubby trans bombshell punishes a dude on cam
1 year ago
7:58

aShemaleTube

Chubby trans bombshell punishes a dude on cam

Tags: amateur, anal, assfucking, big ass, blowjob, bombshell, chubby

Blonde sissy Charlotte punished with intense spanking and caning by master Mike
11 months ago
37:46

ShemaleTaxi

Blonde sissy Charlotte punished with intense spanking and caning by master Mike

Tags: amateur, bdsm, blindfolded, blonde, bondage, caning, crossdressing

Medic penalizing his bratty obedient femboy sissy Michele
1 year ago
23:50

KeekAss

Medic penalizing his bratty obedient femboy sissy Michele

Tags: amateur, anal, ass to mouth, barebacking, bdsm, big black cock, blonde

Kinky Ts chick punishes the young man with her big and thick Tcock penetration
4 years ago
9:40

BeMyHole

Kinky Ts chick punishes the young man with her big and thick Tcock penetration

Tags: anal, ass, condom, couple, cumshot, doggystyle, hardcore

Amateur Tranny Punishes A Submissive Guy
1 year ago
9:24

BeMyHole

Amateur Tranny Punishes A Submissive Guy

Tags: amateur, anal, ass, bed sex, big cock, blowjob, brunette

Punished At Work
4 years ago
25:06

ShemaleZ

Punished At Work

Tags: 3some, bdsm, crossdressing, ebony, fetish, fisting, mature

Amateur, ballbusting, bizarre, punishment, pain, Humiliation
2 years ago
15:26

NuVid

Amateur, ballbusting, bizarre, punishment, pain, Humiliation

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Hot Semolina Pudding Enema for Big Ass Hard Punishment
1 year ago
7:15

xHamster

Hot Semolina Pudding Enema for Big Ass Hard Punishment

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Interracial The Sketch Artist - Model Natassia Dreams Punishes Pathetic Creep, Part 7
2 years ago
4:52

BeMyHole

Interracial The Sketch Artist - Model Natassia Dreams Punishes Pathetic Creep, Part 7

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All For You A Pleasure-Filled POV Punishment!
8 years ago
4:00

TubeDupe

All For You A Pleasure-Filled POV Punishment!

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Spanking punishment, sissy
3 years ago
5:29

ShemaleTaxi

Spanking punishment, sissy

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Punishing myself for being Hot and Naughty
1 year ago
0:31

xHamster

Punishing myself for being Hot and Naughty

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Doc punishing his bratty submissive femboy sissy Michele
1 year ago
23:50

xHamster

Doc punishing his bratty submissive femboy sissy Michele

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Curvy sexy tranny punished in her big ass
3 years ago
6:41

aShemaleTube

Curvy sexy tranny punished in her big ass

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Sex All For You - A Pleasure-Filled POV Punishment, Part 9
2 years ago
4:51

BeMyHole

Sex All For You - A Pleasure-Filled POV Punishment, Part 9

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Skinny MILF shemale stepmom punish fucked stepsons ass
4 years ago
6:00

aShemaleTube

Skinny MILF shemale stepmom punish fucked stepsons ass

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Slender Patayan tranny punishes a lucky guy
1 year ago
9:50

aShemaleTube

Slender Patayan tranny punishes a lucky guy

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Paula The novice punishes Ashley with piss.
2 years ago
5:41

ShemaleTaxi

Paula The novice punishes Ashley with piss.

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Harley Quinn In Sissy Slave Punished And Fucked
2 years ago
4:53

HClips

Harley Quinn In Sissy Slave Punished And Fucked

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TS girlfriend Nataly Souza Punishes 2 Pervs
3 years ago
8:13

AnyPorn

TS girlfriend Nataly Souza Punishes 2 Pervs

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Blond Shemale Punishes A Bald Guys Anus Like No Tomorrow - Cherry Mavrik
1 year ago
9:14

ShemaleZ

Blond Shemale Punishes A Bald Guys Anus Like No Tomorrow - Cherry Mavrik

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Shemale punishes her naughty bf
2 years ago
7:58

aShemaleTube

Shemale punishes her naughty bf

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Shemale anal punish unfaithful husband : Part 2
3 years ago
4:51

BeMyHole

Shemale anal punish unfaithful husband : Part 2

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Tranny punishing a dude on their dinner table
1 year ago
5:29

aShemaleTube

Tranny punishing a dude on their dinner table

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Tattoo slim guy. I punished him
1 year ago
0:30

aShemaleTube

Tattoo slim guy. I punished him

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crossdresser spanking
3 years ago
12:56

aShemaleTube

crossdresser spanking

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Sissy Slave Tranny Punished & Fucked - Full Video
2 years ago
10:46

xHamster

Sissy Slave Tranny Punished & Fucked - Full Video

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CD Punishment Milking
3 years ago
9:08

aShemaleTube

CD Punishment Milking

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transsexual college dame Punishement
3 years ago
42:41

ShemaleMovie

transsexual college dame Punishement

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Sissy Maid Icy Hot Wooden Pony Punishment 2
1 year ago
23:29

xHamster

Sissy Maid Icy Hot Wooden Pony Punishment 2

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Transsexual Teacher Punishes Her Slutty Student
11 years ago
4:00

FlyFlv

Transsexual Teacher Punishes Her Slutty Student

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Ts Blondie Punishes Her New Bf
1 year ago
9:37

ShemaleZ

Ts Blondie Punishes Her New Bf

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Bad girls goes punished
3 years ago
6:07

aShemaleTube

Bad girls goes punished

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Sissy punishment, busty shemale
11 months ago
15:01

ShemaleTaxi

Sissy punishment, busty shemale

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Lance Hart Is Given To TS Foxxy For Punishment
3 years ago
8:32

BeMyHole

Lance Hart Is Given To TS Foxxy For Punishment

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Frenchbaguettes -mistress punish the robber
1 year ago
13:23

aShemaleTube

Frenchbaguettes -mistress punish the robber

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Kinky Guy Punishes TS Lorena Eduarda
2 years ago
6:02

aShemaleTube

Kinky Guy Punishes TS Lorena Eduarda

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Shemale Punishers Coarse Up Boy Toy Evelin Rangel Bruna Castro
3 years ago
20:54

ShemaleZ

Shemale Punishers Coarse Up Boy Toy Evelin Rangel Bruna Castro

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Helium Air Enema For Naughty Big Ass Tranny MILF Karolina
2 years ago
8:37

xHamster

Helium Air Enema For Naughty Big Ass Tranny MILF Karolina

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Tranny nun punishing anal male prisoner
3 years ago
4:52

BeMyHole

Tranny nun punishing anal male prisoner

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Both gimps Get punished Together By Their domina
4 years ago
15:09

ShemaleMovie

Both gimps Get punished Together By Their domina

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She male Jade and Honey fuck slave steven lang
1 year ago
5:10

FetishPapa

She male Jade and Honey fuck slave steven lang

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Suggest Model - 609-808-906 In Training - Punishment I Dirty Dildo Atm
3 years ago
5:40

ShemaleZ

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

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Heshe giving a rough anal punishment to her fuckbudy
1 year ago
6:36

aShemaleTube

Heshe giving a rough anal punishment to her fuckbudy

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Ebony Shemale Punishes A Guy And Cums Inside Him
1 year ago
7:18

ShemaleZ

Ebony Shemale Punishes A Guy And Cums Inside Him

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Rimming femdom ts punishes a slave
4 years ago
6:06

aShemaleTube

Rimming femdom ts punishes a slave

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Sculptural Blonde TS punishes her own SheCock while in Pantyhose
1 year ago
0:40

Txxx

Sculptural Blonde TS punishes her own SheCock while in Pantyhose

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Sissy Boy punished hard
5 years ago
8:18

aShemaleTube

Sissy Boy punished hard

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Chubby dude punished by a tranny girl
2 years ago
7:33

aShemaleTube

Chubby dude punished by a tranny girl

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Shemale Mistress Stayed Home To Punish Her Slave
10 months ago
4:17

UPornia

Shemale Mistress Stayed Home To Punish Her Slave

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Shemale Police Officer punishes bad boy
5 years ago
6:29

aShemaleTube

Shemale Police Officer punishes bad boy

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Male villein gets Punished
4 years ago
18:59

ShemaleZ

Male villein gets Punished

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Chubby Trans Bombshell Punishes A Dude On Cam
1 year ago
7:29

Txxx

Chubby Trans Bombshell Punishes A Dude On Cam

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#tgirl Sexy Shemale Punishes An Old Dude
2 years ago
5:16

BeMyHole

#tgirl Sexy Shemale Punishes An Old Dude

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Ts Mistress Punish Her Sex Slave - Barbara Cristina
1 year ago
20:33

UPornia

Ts Mistress Punish Her Sex Slave - Barbara Cristina

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Punished For Skipping Chores - 1/2 - Spanked And Paddled
2 years ago
23:38

ShemaleZ

Punished For Skipping Chores - 1/2 - Spanked And Paddled

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Exotic Ladyboy Jaquelin Braxton Punishes Fuckboy's Ass With Tranny Cock - Bang Shemale
1 year ago
7:59

Txxx

Exotic Ladyboy Jaquelin Braxton Punishes Fuckboy's Ass With Tranny Cock - Bang Shemale

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Shemale punk Danni Daniels punishes her Tgirl sex slave Eva Lin
10 years ago
5:10

aShemaleTube

Shemale punk Danni Daniels punishes her Tgirl sex slave Eva Lin

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Wild Shemale Need Punishment
1 year ago
20:38

ShemaleZ

Wild Shemale Need Punishment

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Sissy, punishment
1 year ago
10:16

ShemaleTaxi

Sissy, punishment

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Nady Catches Me Caressing Myself And To Punish Me Smashes My Pussy And Cums On My Little Panties
1 year ago
11:46

ShemaleZ

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

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Busty Ebony Tranny Punishes A Thief On The Floor
9 months ago
6:11

FlyFlv

Busty Ebony Tranny Punishes A Thief On The Floor

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Shiri Allwood - Femboy Brat Jasper Gets Punished
1 year ago
24:43

KeekAss

Shiri Allwood - Femboy Brat Jasper Gets Punished

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Smoking Hot Latina Trans Boss Dicked Down By Hunk BBC
10 months ago
12:52

xHamster

Smoking Hot Latina Trans Boss Dicked Down By Hunk BBC

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Chained and gagged first-timer attempts to ride massive dildo while being punished
10 months ago
18:40

ShemaleTaxi

Chained and gagged first-timer attempts to ride massive dildo while being punished

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Two black shemales punish a dude while his gf is watching
2 years ago
7:22

aShemaleTube

Two black shemales punish a dude while his gf is watching

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She males punish slave
1 year ago
13:04

FetishPapa

She males punish slave

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tranny sub Nutty bareback Punishment
4 years ago
6:10

ShemaleMovie

tranny sub Nutty bareback Punishment

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