Brutal shemale punished hard
7 years ago
5:53

DrTuber

Brutal shemale punished hard

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Severe punishments with lash for big balloons shemale
13 years ago
4:38

aShemaleTube

Severe punishments with lash for big balloons shemale

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TS Chick Punished Hot
12 years ago
30:11

aShemaleTube

TS Chick Punished Hot

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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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Pornstars: eva lin

Tranny Nun Punishes a Dirty Sinner!
1 year ago
4:00

TrannyOne

Tranny Nun Punishes a Dirty Sinner!

Tags: barebacking, big cock, blowjob, cumshot, dirty, domination, lingerie, nun, punishment, tranny

Titty tranny punished guy
11 years ago
7:36

aShemaleTube

Titty tranny punished guy

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Femboy Slut Astolfo gets his ass destroyed and full of cum
2 years ago
16:16

TrannyOne

Femboy Slut Astolfo gets his ass destroyed and full of cum

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These Women Are Very Cruel
11 years ago
3:01

FlyFlv

These Women Are Very Cruel

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Shemale Punishing Her Man
7 years ago
3:11

aShemaleTube

Shemale Punishing Her Man

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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
1 year 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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Tranny Emma Lee Domination, Punishment and Discipline
8 years ago
5:15

aShemaleTube

Tranny Emma Lee Domination, Punishment and Discipline

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Hot Brand Transsexual Diva Punishes a Guy
11 years ago
4:00

aShemaleTube

Hot Brand Transsexual Diva Punishes a Guy

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A Perfect Punishment!
8 years ago
4:00

TubeDupe

A Perfect Punishment!

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Sissy Katelyn Drinks her own Piss (Sissy Punishment)
7 years ago
5:20

xHamster

Sissy Katelyn Drinks her own Piss (Sissy Punishment)

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Rough transsexual police officer punishes a naughty guy
10 years ago
5:10

aShemaleTube

Rough transsexual police officer punishes a naughty guy

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Enticing shemale punishes her boyfriend's ass the way he deserves it
7 years ago
10:00

DrTuber

Enticing shemale punishes her boyfriend's ass the way he deserves it

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Mean tranny babe punishing her slave
4 months ago
5:36

aShemaleTube

Mean tranny babe punishing her slave

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

TrannyOne

Blonde fucked in the ass in public

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Pornstars: lea lexus, princess donna

Tied Up Man Gets Dominated By Three Shemales
11 years ago
2:59

FlyFlv

Tied Up Man Gets Dominated By Three Shemales

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Caught and punished
7 years ago
24:23

Txxx

Caught and punished

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Agatha strokes her big cock while a hung stud punishes her anal hole
7 years ago
8:00

TubeON

Agatha strokes her big cock while a hung stud punishes her anal hole

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Punished By Her Dominating Cock
8 years ago
4:00

TubeDupe

Punished By Her Dominating Cock

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Cruel Shemale Punishment
13 years ago
3:10

aShemaleTube

Cruel Shemale Punishment

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Dominant Transsexuals Humiliate Submissive Male
11 years ago
2:58

FlyFlv

Dominant Transsexuals Humiliate Submissive Male

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First Wives' Club: The Punishment of an Unfaithful Husband Series
8 years ago
4:00

Txxx

First Wives' Club: The Punishment of an Unfaithful Husband Series

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BDSM with two matures crossdressers and an old man
2 years ago
11:13

TrannyOne

BDSM with two matures crossdressers and an old man

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Mistress Savannah Hannah punishment
8 years ago
8:25

aShemaleTube

Mistress Savannah Hannah punishment

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Pornstars: savannah

Bald Guy Getting Spit On His Anus
11 years ago
3:05

FlyFlv

Bald Guy Getting Spit On His Anus

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Rude TS mistress punished guy
11 years ago
6:02

aShemaleTube

Rude TS mistress punished guy

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Sexy Milf gives horny big cock TGirl ass and cock punishment
7 years ago
6:37

xHamster

Sexy Milf gives horny big cock TGirl ass and cock punishment

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

TubeDupe

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

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Features of Public Sex 45+ Sweet mature whore AimeePapadise!
2 years ago
28:10

TrannyOne

Features of Public Sex 45+ Sweet mature whore AimeePapadise!

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Mistress Kara is a hot Milf Librarian who will Punish misbehavers
8 years ago
4:00

TubeDupe

Mistress Kara is a hot Milf Librarian who will Punish misbehavers

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Beautiful stud Junior invites a buxom black tranny to punish his ass
7 years ago
10:00

DrTuber

Beautiful stud Junior invites a buxom black tranny to punish his ass

Tags: ass, beauty, black, buxom, cumshot, interracial, masturbation, punishment, stud, tranny

Shemales Punish Their Little Man Slut
10 years ago
3:00

FlyFlv

Shemales Punish Their Little Man Slut

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The Punishment
2 years ago
2:33

TrannyOne

The Punishment

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Woman Knob Penalizes Army Cadet
4 years ago
5:44

KeekAss

Woman Knob Penalizes Army Cadet

Tags: anal, blowjob, brunette, gay, handjob, hd, lingerie, stockings, tranny, transsexual

Dark Hair Shemale Whipping A Black Guy Before Fucking His Mouth
11 years ago
2:58

FlyFlv

Dark Hair Shemale Whipping A Black Guy Before Fucking His Mouth

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The Shemale Gladly Punish The Sexy Brunette
11 years ago
3:58

FlyFlv

The Shemale Gladly Punish The Sexy Brunette

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Pornstars: casey cumz, venus lux

Hot TS Anal Punishment
9 years ago
5:16

aShemaleTube

Hot TS Anal Punishment

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Pornstars: venus lux

English femdoms punish submissive outdoors
8 years ago
6:00

TnaFlix

English femdoms punish submissive outdoors

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Bad Shemale Punished Anally
12 years ago
25:38

aShemaleTube

Bad Shemale Punished Anally

Tags: punishment

Tranny soccer team punishing male
11 years ago
5:00

aShemaleTube

Tranny soccer team punishing male

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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!

Tags: pov, punishment, seduce, transsexual

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

FlyFlv

Dominant Shemales Wants Their Whole Body To Be Licked

Tags: 4some, asslick, bdsm, big ass, blonde, bondage, brunette, fetish, humiliation, punishment

Sexy Trans Student Andrea Will Be Punished
2 years ago
32:30

ShemaleZ

Sexy Trans Student Andrea Will Be Punished

Tags: big cock, brunette, cumshot, hd, latina, punishment, stockings, student, teen (18+), transsexual

Beautiful blonde tranny Mel Vogue has a black bull punishing her ass
7 years ago
10:00

DrTuber

Beautiful blonde tranny Mel Vogue has a black bull punishing her ass

Tags: ass, beauty, big tits, black, blonde, interracial, masturbation, punishment, tranny

Domme shemale cop Sasha Strokes fucks thief for punishment
8 years ago
5:26

aShemaleTube

Domme shemale cop Sasha Strokes fucks thief for punishment

Tags: cop, punishment, thief

Nasty shemale cop Danika Dreamz punishes and fucks a bad guy
11 years ago
5:06

aShemaleTube

Nasty shemale cop Danika Dreamz punishes and fucks a bad guy

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Three Transsexuals Dominate Their Slave
9 years ago
3:05

FlyFlv

Three Transsexuals Dominate Their Slave

Tags: anal, brunette, domination, from behind, gangbang, milf, outdoor, slave, tranny, transsexual

Rough shemales punishing a guy
12 years ago
5:30

aShemaleTube

Rough shemales punishing a guy

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Horny guy punished by trannies outdoor
11 years ago
7:03

aShemaleTube

Horny guy punished by trannies outdoor

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Blonde shemale is punished and anal fucked
51 days ago
5:08

KeekAss

Blonde shemale is punished and anal fucked

Tags: anal, barebacking, bdsm, blonde, bondage, domination, fetish, handjob, hardcore, hd

Tbabe punished by two guys
11 years ago
17:02

aShemaleTube

Tbabe punished by two guys

Tags: punishment

TBabe Jenna Tales punish Chads butthole
5 years ago
6:11

TrannyOne

TBabe Jenna Tales punish Chads butthole

Tags: anal, ass, big cock, big tits, blonde, blowjob, cumshot, domination, hd, tranny

Slutty tranny Rachel loves PVC nylons and spanking Milf's tight ass
2 years ago
9:01

TrannyOne

Slutty tranny Rachel loves PVC nylons and spanking Milf's tight ass

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Pornstars: rachel love

Fucked and Punished by a Tran
11 years ago
6:38

aShemaleTube

Fucked and Punished by a Tran

Tags: punishment

TS Slut Punishing A Guy Asshole
13 years ago
5:02

aShemaleTube

TS Slut Punishing A Guy Asshole

Tags: ass, punishment, slut, transsexual

Shemale police officers punish a man
13 years ago
6:36

aShemaleTube

Shemale police officers punish a man

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Guy punished by shemale cops
12 years ago
5:30

aShemaleTube

Guy punished by shemale cops

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TS Jasmine Jewels punishes and rams Tgirl Ashley George
9 years ago
5:10

aShemaleTube

TS Jasmine Jewels punishes and rams Tgirl Ashley George

Tags: punishment, tgirl, transsexual

Brazilian Goddess tied and punished!
1 year ago
15:13

TrannyOne

Brazilian Goddess tied and punished!

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futanari professor punishing her pupil in a 3d animatio
9 days ago
2:00

aShemaleTube

futanari professor punishing her pupil in a 3d animatio

Tags: 3d, futanari, hd, punishment

Larasukkuba Episode 4 - First Live Stream - Horny Shemale With Big Cock Oil Ball Punishment Shiny Nylon Pantyhose Feet Fetish
7 months 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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Redhead shemale punishes a dude's ass for first tim
2 months ago
7:07

aShemaleTube

Redhead shemale punishes a dude's ass for first tim

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Good little CD Luci May sucking Santas big cock for a sack full of his christmas cum
2 years ago
8:02

TrannyOne

Good little CD Luci May sucking Santas big cock for a sack full of his christmas cum

Tags: big cock, crossdressing, cum, deep throat, dick, hd, lingerie, oral, punishment, spanking

Flogging Session on the Spanking Bench!
2 years ago
35:35

TrannyOne

Flogging Session on the Spanking Bench!

Tags: amateur, bdsm, domination, femdom, mature, mistress, punishment, spanking

Punishing her bf's ass with a hot painal session
2 months ago
9:07

aShemaleTube

Punishing her bf's ass with a hot painal session

Tags: amateur, anal, ass, assfucking, hardcore, homevideo, punishment, tranny

BBW mistress owning her CD slut
2 years ago
33:55

TrannyOne

BBW mistress owning her CD slut

Tags: bbw, crossdressing, domination, extreme, fat, femdom, fisting, gay, hardcore, hd

Mistresses punishing man
11 years ago
11:30

aShemaleTube

Mistresses punishing man

Tags: punishment

Ebony TS Adrielly Bronze Punishes Handyman for Waking Her Up
53 days 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

Sexy tranny spreads her cute little feet for some anal punishment
1 year ago
9:43

aShemaleTube

Sexy tranny spreads her cute little feet for some anal punishment

Tags: amateur, anal, assfucking, blowjob, couple, cute, feet, hd, homevideo, punishment

FtM pumped and scrubbed clit
3 months ago
7:42

xHamster

FtM pumped and scrubbed clit

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Venus punishes a blonde, fucks her in the ass
9 years ago
5:03

aShemaleTube

Venus punishes a blonde, fucks her in the ass

Tags: ass, blonde, pornstar, punishment

Pornstars: venus lux

Man Made into Woman by Roommate as Punishment
5 months ago
1:21

xHamster

Man Made into Woman by Roommate as Punishment

Tags: amateur, american, bdsm, beauty, big cock, crossdressing, cum, domination, feminization, fetish

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

ShemaleZ

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

Tags: big tits, brunette, cumshot, handjob, orgasm, punishment, stockings

Teaching and punishment
8 months ago
4:48

aShemaleTube

Teaching and punishment

Tags: blowjob, crossdressing, domination, hd, punishment

Crossdresser punishment
2 years ago
1:24:34

TrannyOne

Crossdresser punishment

Tags: crossdressing, gay, punishment, spanking, transvestite

FLO esclave sexuelle
1 year ago
12:39

TrannyOne

FLO esclave sexuelle

Tags: amateur, anal, anus, ass, bdsm, blowjob, creampie, crossdressing, cum, fat

Dirty Talking Tranny Punishes A Submissive Guy
1 year ago
9:08

ShemaleZ

Dirty Talking Tranny Punishes A Submissive Guy

Tags: amateur, bdsm, big cock, brunette, dirty talk, domination, fetish, pov, punishment, stockings

Slender tranny punishes her mischievous fat bf
1 year ago
6:50

aShemaleTube

Slender tranny punishes her mischievous fat bf

Tags: amateur, anal, big ass, boyfriend, chubby, domination, fat, hardcore, hd, punishment

Karlin rough bitch: The most rough femdom punishment ever! My God!
2 years ago
0:40

TrannyOne

Karlin rough bitch: The most rough femdom punishment ever! My God!

Tags: bdsm, bitch, crossdressing, domination, femdom, hd, punishment, rough, slave, transvestite

One Mans Fantasy: Ts Cock Punishing His Ass
1 year ago
31:39

ShemaleZ

One Mans Fantasy: Ts Cock Punishing His Ass

Tags: ass, blonde, dick, ebony, fantasy, interracial, punishment, toys, transsexual

Redhead lass punished by a horny tranny
2 years ago
7:17

aShemaleTube

Redhead lass punished by a horny tranny

Tags: amateur, babe, doggystyle, hd, punishment, redhead, rough, tranny

My strict Mistress punishes me
11 years ago
16:21

aShemaleTube

My strict Mistress punishes me

Tags: mistress, punishment

Leela's Thanksgiving Day Dinner
2 months ago
21:36

xHamster

Leela's Thanksgiving Day Dinner

Tags: barebacking, blowjob, finnish, friend, hd, lingerie, mature, milf, punishment, redhead

Threeway Punishment
11 years ago
26:16

aShemaleTube

Threeway Punishment

Tags: punishment

Amazing blond sissy punished by her construction worker
3 months ago
7:00

aShemaleTube

Amazing blond sissy punished by her construction worker

Tags: amateur, amazing, anal, assfucking, blonde, hardcore, punishment, sissy

Sucking Nylon cock an spanking
1 year ago
4:24

TrannyOne

Sucking Nylon cock an spanking

Tags: bdsm, dick, doctor, domination, hd, mature, medical, nylon, punishment, spanking

Natasha Steals Christmas Toy And Gets Santas Punishment
1 year ago
8:08

ShemaleZ

Natasha Steals Christmas Toy And Gets Santas Punishment

Tags: amateur, brazilian, brunette, hd, lingerie, punishment, small tits, solo, stockings, toys

Thai tranny punished hard on her couch
2 months ago
8:10

aShemaleTube

Thai tranny punished hard on her couch

Tags: amateur, anal, asian, couch, homevideo, punishment, thai, tranny

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

TrannyOne

Please spank this naughty girl hard

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

Submissive ladyboy mouth and ass punished
5 months ago
6:24

aShemaleTube

Submissive ladyboy mouth and ass punished

Tags: amateur, anal, asian, ass, blowjob, collar, doggystyle, hd, ladyboy, pov

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

aShemaleTube

Blond dominatrix punishes a sexy shemale

Tags: amateur, anal, blonde, dominatrix, hd, homevideo, pegging, punishment, webcam

Shemale Natalie Mars punished and anal fucked by headmaster
4 days ago
5:07

aShemaleTube

Shemale Natalie Mars punished and anal fucked by headmaster

Tags: anal, domination, fetish, hd, punishment, teen (18+)

Tranny cop punishes shemale by spanking
11 years ago
6:15

aShemaleTube

Tranny cop punishes shemale by spanking

Tags: cop, punishment, spanking, tranny

Trans Cutie Gets Spanked
8 months ago
1:47

PornHub

Trans Cutie Gets Spanked

Tags: amateur, ass, bdsm, bondage, brunette, cute, daddies, fetish, hardcore, kinky

Submissive guy serves his thick ass to the hot and horny ebony Tgirl with a BBC
2 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

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

xHamster

Guy Transformed into Hot Babe as Punishment by Female Roommate

Tags: amateur, american, anal, babe, bdsm, beauty, crossdressing, cum, domination, femboy

Shemale mistress stayed home to punish her slave
11 months ago
4:46

aShemaleTube

Shemale mistress stayed home to punish her slave

Tags: amateur, anal, domination, hardcore, homevideo, mistress, punishment, slave, tranny

Group punishment Galactic Delight
3 months ago
8:00

IcePorn

Group punishment Galactic Delight

Tags: group sex, hd, pov, punishment, teen (18+)

Sissy Maid Self Bondage Electro Punishment
3 months ago
36:35

XXXDan

Sissy Maid Self Bondage Electro Punishment

Tags: amateur, anal, bdsm, bondage, crossdressing, dildo, gagging, latex, lingerie, maid

Gang fuck-a-thon with supah slender T-woman
7 months ago
6:00

KeekAss

Gang fuck-a-thon with supah slender T-woman

Tags: anal, blowjob, brunette, bukkake, double penetration, gangbang, hardcore, orgy, punishment, small tits

Raid Over Japan , Asian Ladyboy Punished And Fucked In The Ass Hardcore
2 years ago
25:50

TrannyOne

Raid Over Japan , Asian Ladyboy Punished And Fucked In The Ass Hardcore

Tags: anal, anus, asian, ass, bdsm, blowjob, domination, hardcore, japanese, ladyboy

Redhead Tranny Gets Brutal Punishment
2 years ago
3:57

FlyFlv

Redhead Tranny Gets Brutal Punishment

Tags: bdsm, bondage, brutal, domination, gagging, handjob, kinky, punishment, redhead, seduce

Chubby tranny bombshell punishing a dude's ass
11 months ago
5:09

aShemaleTube

Chubby tranny bombshell punishing a dude's ass

Tags: amateur, anal, ass, bombshell, chubby, domination, hardcore, homevideo, punishment, tranny

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, punishment, slave, whip

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

TrannyOne

Czech MILF dominates a stranger with her strapon KellyAErick

Tags: amateur, bdsm, crossdressing, czech, dominatrix, femdom, humiliation, husband, milf, mistress

Teen boy punished
11 months ago
16:47

JizzBunker

Teen boy punished

Tags: anal, big cock, boy, punishment, teen (18+)

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, stockings

SPANKING THE MONKEY #04 - (FULL HD Movie Original Version)
2 years ago
30:53

TrannyOne

SPANKING THE MONKEY #04 - (FULL HD Movie Original Version)

Tags: big cock, cum, cumshot, dick, hd, masturbation, orgasm, punishment, spanking

Slim Shemale Punished On Her New Bed
1 year ago
4:45

ShemaleZ

Slim Shemale Punished On Her New Bed

Tags: amateur, bed sex, brunette, punishment, slim, webcam

Wanking On A Windy Day
2 years ago
3:33

TrannyOne

Wanking On A Windy Day

Tags: amateur, crossdressing, gay, hd, jerking, masturbation, outdoor, punishment, spanking, transvestite

Sissy Audrey Punished
7 years ago
7:14

xHamster

Sissy Audrey Punished

Tags: bdsm, lingerie, punishment, sissy, stockings

Ts Punishment
2 years ago
48:08

ShemaleZ

Ts Punishment

Tags: 3some, bdsm, brunette, ebony, hd, punishment, rimjob, tattoo, transsexual

Being Used And Punished - Natalie Mars
8 months ago
8:51

ShemaleZ

Being Used And Punished - Natalie Mars

Tags: blonde, brunette, fetish, fisting, handjob, punishment, small tits

Shemale Using Bond Slave For Their Pleasure
11 years ago
3:02

FlyFlv

Shemale Using Bond Slave For Their Pleasure

Tags: anal, bdsm, blowjob, boots, condom, dick, from behind, hardcore, high heels, slave

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

TrannyOne

Slim ebony shemale punishing a pale dude

Tags: domination, ebony, hd, pale, punishment, slim

Trans PornStar Taylor Jennings vs Femdom Alice Skary
2 years ago
1:29

TrannyOne

Trans PornStar Taylor Jennings vs Femdom Alice Skary

Tags: bdsm, big cock, big tits, dick, dildo, domination, femdom, hd, lactating, lesbian

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, punishment, transsexual