Man took cookie seller into house and punished for bad behavior
1 year ago
23:51

TrannyOne

Man took cookie seller into house and punished for bad behavior

Tags: anal, punishment, shemale

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

HotMovs

Class Attention: Kelly Klaymore Punishes with Her Huge Cock

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

Kendra gets her shemale ass probed then fucked
6 months ago
8:00

TGUrl

Kendra gets her shemale ass probed then fucked

Tags: anal, ass, assfucking, big cock, dick, hd, ladyboy

Sissy Audrey Punished
1 year ago
7:14

xHamster

Sissy Audrey Punished

Tags: bdsm, lingerie, punishment, shemale, sissy, stockings

Busted Watching Porn at Work Boss Punishes Bad Employee w Her Own Cock
4 years ago
4:00

Txxx

Busted Watching Porn at Work Boss Punishes Bad Employee w Her Own Cock

Tags: alexa nicole, boss, dick, hd, jessica fox, pornstar, punishment

Kinky boy has a busty black tranny punishing his tight ass on the bed
2 years ago
10:00

NuVid

Kinky boy has a busty black tranny punishing his tight ass on the bed

Tags: ass, bed sex, big tits, black, boy, dick, ebony

The QueenPin, The Fox & The Little Bird: Punishing a Narc in Sex Sting
2 years ago
4:00

ShemaleZ

The QueenPin, The Fox & The Little Bird: Punishing a Narc in Sex Sting

Tags: hd, punishment, shemale, transsexual

Hot shemale punish with cumshot
2 months ago
6:30

ExtremeTube

Hot shemale punish with cumshot

Tags: cumshot, punishment, shemale, tranny, transsexual

Caught and punished
1 year ago
24:23

Txxx

Caught and punished

Tags: big tits, caught, punishment, shemale, stockings

Gangbanged TS punished with cum in own mouth
8 months ago
10:00

xHamster

Gangbanged TS punished with cum in own mouth

Tags: cum, gangbang, hd, kinky, punishment, shemale, transsexual

Teen punished by comrade Sometimes it takes a stranger to demonstrate
1 year ago
8:00

PornXS

Teen punished by comrade Sometimes it takes a stranger to demonstrate

Tags: amateur, punishment, shemale, stranger, teen

asian doll gets anally punished
3 years ago
12:30

PornHub

asian doll gets anally punished

Tags: anal, asian, assfucking, doll, lesbian, punishment, shemale

Guy was pretty glad to be anally punished by seductive shemale
1 year ago
32:01

TrannyOne

Guy was pretty glad to be anally punished by seductive shemale

Tags: pretty, punishment, shemale

3 shemale punishers
5 months ago
19:31

ShemaleZ

3 shemale punishers

Tags: punishment, shemale

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!
2 years ago
1:02

Fuckler

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Tags: anal, boss, brunette, couple, gorgeous, lingerie, office

Guy with titties takes part in act of procreating with young lady
1 year ago
14:11

TrannyOne

Guy with titties takes part in act of procreating with young lady

Tags: dick, punishment, shemale, teen

Bondage machine gag and spanking enema punishment xxx Back at Bruno&#3
1 year ago
8:00

PornXS

Bondage machine gag and spanking enema punishment xxx Back at Bruno&#3

Tags: amateur, bondage, enema, gagging, punishment, shemale, spanking

Sissy slave spanked and finger fucked by Mistress
40 days ago
7:04

TGUrl

Sissy slave spanked and finger fucked by Mistress

Tags: bdsm, big ass, crossdressing, dominatrix, femdom, fingering, hd

In the dungeon a guy punishes and fucks a horny shemale
2 years ago
5:58

AnyPorn

In the dungeon a guy punishes and fucks a horny shemale

Tags: dungeon, hd, punishment, shemale, transsexual

Shy Sissy punished herself on the chair
16 days ago
7:12

PornHub

Shy Sissy punished herself on the chair

Tags: amateur, anal, crossdressing, masturbation, punishment, shy, sissy

Two horny shemale cops punish each other with hard spanking
53 days ago
5:03

AshemaleOne

Two horny shemale cops punish each other with hard spanking

Tags: cop, punishment, shemale, spanking

Cute Co-Worker Takes Hot TS Cock
2 years ago
13:18

PornHub

Cute Co-Worker Takes Hot TS Cock

Tags: cumshot, cute, dick, kinky, office, punishment, redhead

lboy punish brazen robber and fucked him in the ass
1 year ago
12:18

JizzBunker

lboy punish brazen robber and fucked him in the ass

Tags: ass, big ass, punishment, shemale

TS Pornstar Foxxy Punishes Her Loser Boyfriend
3 months ago
9:06

aShemaleTube

TS Pornstar Foxxy Punishes Her Loser Boyfriend

Tags: ass to mouth, barebacking, big tits, blowjob, boyfriend, cum in mouth, domination

Busty shemale punished a cheating boyfriends tighty ass. Tranny hot
7 months ago
6:00

Smutty

Busty shemale punished a cheating boyfriends tighty ass. Tranny hot

Tags: anal, ass, barebacking, big tits, blowjob, cheating, punishment

Mistress Kara is a hot Milf Librarian who will Punish misbehavers
1 year ago
1:18

OverThumbs

Mistress Kara is a hot Milf Librarian who will Punish misbehavers

Tags: bdsm, bondage, couple, hardcore, librarian, milf, mistress

ts isabella sorrenti punishes a robber with her big dick
10 months ago
7:00

XXXDan

ts isabella sorrenti punishes a robber with her big dick

Tags: anal, big cock, blonde, blowjob, cumshot, doggystyle, facial

Vacation at Home SM2
3 years ago
2:45:17

Vjav

Vacation at Home SM2

Tags: adultery, asian, bdsm, bondage, couple, dildo, ethnic

TS Goddess POV Punishment
3 years ago
7:00

PornHub

TS Goddess POV Punishment

Tags: anal, asian, bdsm, bondage, domination, goddess, kinky

Dominant Shemale Punishers In Action
6 years ago
3:04

WinPorn

Dominant Shemale Punishers In Action

Tags: anal, babe, big tits, blowjob, fetish, group sex, hardcore

Tranny wife punishes husband in bar. Tranny hot
5 months ago
5:08

Smutty

Tranny wife punishes husband in bar. Tranny hot

Tags: anal, ass, bar, blowjob, domination, fetish, hardcore

Shemale Punishing Her Man
2 years ago
3:11

aShemaleTube

Shemale Punishing Her Man

Tags: anal, barebacking, doggystyle, fisting, mistress, punishment, shemale

Sissy Boy punished hard
34 days ago
8:18

aShemaleTube

Sissy Boy punished hard

Tags: boy, crossdressing, domination, punishment, shemale, sissy, stockings

Dominant princess uses her big dong to punish obedient slave
1 year ago
11:19

TrannyOne

Dominant princess uses her big dong to punish obedient slave

Tags: ladyboy, punishment, shemale, slave

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

FlyFlv

Transsexual Teacher Punishes Her Slutty Student

Tags: babe, black, blonde, blowjob, desk, domination, from behind

Hot shemale punish and cumshot
14 days ago
5:35

VipTube

Hot shemale punish and cumshot

Tags: bdsm, cumshot, group sex, ladyboy, lingerie, punishment, shemale

Teen anal punishment and dirty trannies Do Not Disobey Master
21 days ago
8:00

KeezMovies

Teen anal punishment and dirty trannies Do Not Disobey Master

Tags: anal, dirty, master, punishment, teen, tranny

A Perfect Punishment!
3 years ago
4:00

TubeDupe

A Perfect Punishment!

Tags: punishment, seduce, shemale, transsexual

Masked Perv Fucks Teen Ladyboy Slaves
41 days ago
4:18

ExtremeTube

Masked Perv Fucks Teen Ladyboy Slaves

Tags: anal, asian, domination, fetish, kinky, ladyboy, punishment

Hard belt punishment and ebony tickle bondage orgasm Poor Jade Jantzen
1 year ago
8:00

PornXS

Hard belt punishment and ebony tickle bondage orgasm Poor Jade Jantzen

Tags: amateur, bondage, ebony, orgasm, punishment, shemale

Black Shemale takes a Ridiculously Big Thick Cock
5 months ago
7:31

PornHub

Black Shemale takes a Ridiculously Big Thick Cock

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

Sissy tgirl rough anal
11 months ago
28:21

FetishPapa

Sissy tgirl rough anal

Tags: amateur, anal, ass, extreme, punishment, rough, sissy

Sissy Crossdresser Bdsm Mistress CBT Punishment
2 months ago
1:09

xHamster

Sissy Crossdresser Bdsm Mistress CBT Punishment

Tags: bdsm, crossdressing, domination, hd, lingerie, mature, mistress

Sweet Laura gets her TS Ass Drilled
2 years ago
7:35

TGUrl

Sweet Laura gets her TS Ass Drilled

Tags: anal, ass, assfucking, drilling, hd, latina, punishment

arrogant guy punished by tall tranny mistress
3 months ago
5:32

JizzBunker

arrogant guy punished by tall tranny mistress

Tags: anal, dutch, mistress, punishment, shemale, tall, tranny

Sexy hot teen strip and punished gets tied up fucked hard Swimming In
10 months ago
8:00

PornXS

Sexy hot teen strip and punished gets tied up fucked hard Swimming In

Tags: amateur, punishment, shemale, striptease, swimming, teen, tied up

Strict Dom Punishes Yasmin Rios
6 years ago
2:58

ProPorn

Strict Dom Punishes Yasmin Rios

Tags: amateur, barebacking, punishment, shemale

Girl Ass Punished By Shemales
1 year ago
8:18

ShemaleZ

Girl Ass Punished By Shemales

Tags: ass, big tits, blowjob, group sex, hd, lingerie, punishment

Tranny nun anal punishes priest
8 months ago
5:17

PornPy

Tranny nun anal punishes priest

Tags: anal, hd, ladyboy, nun, punishment, shemale, tranny

Deutsch brutal and tranny punishment first time Audrey is back for more
1 year ago
6:00

KeezMovies

Deutsch brutal and tranny punishment first time Audrey is back for more

Tags: assfucking, asslick, bondage, brutal, domination, first time, german

Babe punished by her tranny boss
1 year ago
6:45

Tube8

Babe punished by her tranny boss

Tags: babe, big tits, boss, brunette, hardcore, high heels, punishment

Punished teen tied and ass ripped The Stretch And Swap
10 months ago
8:00

PornXS

Punished teen tied and ass ripped The Stretch And Swap

Tags: amateur, ass, punishment, shemale, teen, tied up

Uncle punishes bi and domination dp first time If you're going to
9 months ago
8:00

PornXS

Uncle punishes bi and domination dp first time If you're going to

Tags: amateur, bisexual, domination, double penetration, first time, punishment, shemale

Lance Hart Is Given To TS Foxxy For Punishmen
2 years ago
8:49

RedTube

Lance Hart Is Given To TS Foxxy For Punishmen

Tags: anal, big ass, black, blowjob, bondage, domination, fetish

girl bdsm and interracial ass hd punish her with slaps  caning  and pa
11 months ago
6:00

PornXS

girl bdsm and interracial ass hd punish her with slaps caning and pa

Tags: amateur, ass, bdsm, caning, hd, interracial, punishment

Tall TS Domme Punishes Beefcake Lance
1 year ago
11:00

xHamster

Tall TS Domme Punishes Beefcake Lance

Tags: bdsm, big tits, blowjob, hd, kinky, punishment, shemale

TRANSSEXUAL PENETRATOR 3
2 years ago
25:02

Tube8

TRANSSEXUAL PENETRATOR 3

Tags: ass, barebacking, blowjob, brazilian, dick, domination, face fucking

Tranny Domme Jizzes on a Straight Boy!
2 years ago
3:02

YouPorn

Tranny Domme Jizzes on a Straight Boy!

Tags: anal, boy, cum, cumshot, facial, fetish, mistress

Sexy blonde TS vixen Mirela Abelha punishes her hard cock
46 days ago
5:09

AshemaleOne

Sexy blonde TS vixen Mirela Abelha punishes her hard cock

Tags: blonde, dick, masturbation, punishment, shemale, transsexual, vixen

Drag queen gets a harsh punishment
6 years ago
5:43

Spankwire

Drag queen gets a harsh punishment

Tags: bdsm, bondage, british, dominatrix, femdom, fetish, humiliation

Both Slaves Get Punished Together By Their Mistress
2 years ago
14:59

PornHub

Both Slaves Get Punished Together By Their Mistress

Tags: bdsm, bisexual, bondage, caning, dominatrix, femdom, fetish

Shemale takes 5 cocks in wild gangbang
6 months ago
8:03

xHamster

Shemale takes 5 cocks in wild gangbang

Tags: anal, barebacking, big cock, blowjob, dick, gangbang, hd

Hot Milf finds sissy slut wanking big cock so gives ass and cock punishment
1 year ago
6:37

TGUrl

Hot Milf finds sissy slut wanking big cock so gives ass and cock punishment

Tags: amateur, ass, assfingering, bdsm, big cock, bondage, dick

Shemale punishment hd If you're going to be a creepy stalker, you may as
1 year ago
8:00

ExtremeTube

Shemale punishment hd If you're going to be a creepy stalker, you may as

Tags: bdsm, bondage, domination, extreme, fetish, hd, homevideo

Snow punishment first time Sometimes it takes a stranger to display us
1 year ago
8:00

PornXS

Snow punishment first time Sometimes it takes a stranger to display us

Tags: amateur, first time, punishment, shemale, stranger

Bondage bunny amanda Punish my 19 year-old culo and mouth
10 months ago
6:00

PornXS

Bondage bunny amanda Punish my 19 year-old culo and mouth

Tags: amateur, bondage, bunny, old, punishment, shemale

Punishment hd and hardcore teen gangbang creampie Social Media Creeper
1 year ago
5:07

PornXS

Punishment hd and hardcore teen gangbang creampie Social Media Creeper

Tags: amateur, creampie, gangbang, hardcore, hd, punishment, shemale

Tanned tranny boss punishes teacher
11 months ago
5:25

aShemaleTube

Tanned tranny boss punishes teacher

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

TransSensual Girl Punished by Hung TS Boss
1 year ago
7:30

YouPorn

TransSensual Girl Punished by Hung TS Boss

Tags: big tits, blowjob, boss, deep throat, hd, high heels, missionary

Teen crossdresser cums early, gets punished with rough fucking
4 months ago
2:49

aShemaleTube

Teen crossdresser cums early, gets punished with rough fucking

Tags: amateur, barebacking, crossdressing, cum, cumshot, domination, homevideo

Crossdresser punishment
2 years ago
6:43

aShemaleTube

Crossdresser punishment

Tags: blonde, crossdressing, nylon, punishment, shemale, sissy

Bitch black cock white amateur Mia Martinez Xmas Punishment
1 year ago
5:00

PornXS

Bitch black cock white amateur Mia Martinez Xmas Punishment

Tags: amateur, bitch, black, dick, punishment, shemale, white

Strict female guard sissyfies and strapon fucks the smooth prisoner
1 year ago
18:06

TrannyOne

Strict female guard sissyfies and strapon fucks the smooth prisoner

Tags: anal, ass, boy, feminization, jail, kinky, pegging

Hardcore  anal punishment and milf pays with blowjob No Money  No Prob
1 year ago
5:00

PornXS

Hardcore anal punishment and milf pays with blowjob No Money No Prob

Tags: amateur, anal, blowjob, hardcore, milf, money, punishment

First Wives' Club: The Punishment of an Unfaithful Husband Series
2 years ago
1:09

Fuckler

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

Tags: anal, bdsm, brunette, club, couple, hardcore, humiliation

Crazy hard rough and bondage punish fuck xxx His sick crooked mind tho
1 year ago
8:00

PornXS

Crazy hard rough and bondage punish fuck xxx His sick crooked mind tho

Tags: amateur, bondage, crazy, hardcore, punishment, rough, shemale

Young punished Sometimes it takes a stranger to display us exactly wha
1 year ago
8:00

PornXS

Young punished Sometimes it takes a stranger to display us exactly wha

Tags: amateur, punishment, shemale, stranger, teen

Shemale Punishes The Pussy
5 years ago
3:59

FlyFlv

Shemale Punishes The Pussy

Tags: anal, bdsm, bondage, brunette, domination, fingering, from behind

Punished teen tied xxx Light As A Feather Stiff As A
1 year ago
8:00

PornXS

Punished teen tied xxx Light As A Feather Stiff As A

Tags: amateur, punishment, shemale, teen, tied up

a fired tranny punishes her boss with an unexpected anal fuck
10 months ago
7:00

JizzBunker

a fired tranny punishes her boss with an unexpected anal fuck

Tags: anal, blowjob, boss, cumshot, doggystyle, funny, gloryhole

We have three kinky big cock shemale dommes in punishing domination action today for you. Watch as Kamilly Santos, Perla Lohan and Thayla Oliveira all
3 years ago
3:05

OverThumbs

We have three kinky big cock shemale dommes in punishing domination action today for you. Watch as Kamilly Santos, Perla Lohan and Thayla Oliveira all

Tags: anal, bdsm, big cock, blonde, blowjob, bondage, bound

PT. 2- Hot Curvy wife bends hubby over to punish & gape his ass! New toy!
30 days ago
7:05

YouPorn

PT. 2- Hot Curvy wife bends hubby over to punish & gape his ass! New toy!

Tags: amateur, anal, ass, bend over, big black cock, chubby, couple

Punished by her boss and tranny anal bondage Some of these pigs just
1 year ago
8:00

ExtremeTube

Punished by her boss and tranny anal bondage Some of these pigs just

Tags: anal, bdsm, bondage, boss, domination, extreme, punishment

Dominant tranny mistress must punish her young brunette maid Nickey
48 days ago
5:00

AshemaleOne

Dominant tranny mistress must punish her young brunette maid Nickey

Tags: brunette, maid, mistress, punishment, shemale, teen, tranny

Shemale Mistresses Aline, Jo, Kawanna, and Mylena have their slave suspended from the ceiling by rope and he is standing on a platform that was made f
6 years ago
3:00

OverThumbs

Shemale Mistresses Aline, Jo, Kawanna, and Mylena have their slave suspended from the ceiling by rope and he is standing on a platform that was made f

Tags: dick, party, punishment, screaming, shemale, slave, spreading

Spicy flat chested slut got her asshole punished
1 year ago
18:38

ZMovs

Spicy flat chested slut got her asshole punished

Tags: anal, ass, big cock, brunette, cumshot, dildo, flat chested

Nasty shemale cop Danika Dreamz punishes and fucks a bad guy
5 years ago
5:05

Spankwire

Nasty shemale cop Danika Dreamz punishes and fucks a bad guy

Tags: anal, blowjob, brunette, cop, domination, fantasy, hardcore

Punished for stealing xxx Stealing For The FUCK Of It
1 year ago
8:00

PornXS

Punished for stealing xxx Stealing For The FUCK Of It

Tags: amateur, punishment, shemale

Crossdresser Mistress Luci May punishes spanks blonde tranny maid tight ass
1 year ago
8:33

aShemaleTube

Crossdresser Mistress Luci May punishes spanks blonde tranny maid tight ass

Tags: amateur, ass, bdsm, blonde, bondage, crossdressing, domination

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

TubeDupe

Mistress Kara is a hot Milf Librarian who will Punish misbehavers

Tags: librarian, milf, mistress, punishment, pussy, shemale, transsexual

Tranny Domme Issuing Some Punishment
3 years ago
5:30

GotPorn

Tranny Domme Issuing Some Punishment

Tags: bdsm, punishment, shemale, spanking, tranny

Army punishment Punish my 19 year-old caboose and mouth
1 year ago
6:00

PornXS

Army punishment Punish my 19 year-old caboose and mouth

Tags: amateur, army, old, punishment, shemale

Extreme  Restrain Bondage And Old Boy Restrain Bondage Xxx Punish my n
1 year ago
6:00

PornXS

Extreme Restrain Bondage And Old Boy Restrain Bondage Xxx Punish my n

Tags: amateur, bondage, boy, extreme, old, punishment, shemale

Two shemale decided to punish their neighbor using their fat dick, neighbors innocent asshole and his wet mouth!
3 years ago
4:26

WetPlace

Two shemale decided to punish their neighbor using their fat dick, neighbors innocent asshole and his wet mouth!

Tags: 3some, 4some, anal, ass, ass to mouth, babe, creampie

Transtastic 4, Tiffany Starr Fucks Rebeka Refuse!
1 year ago
3:33

TGUrl

Transtastic 4, Tiffany Starr Fucks Rebeka Refuse!

Tags: anal, big tits, blowjob, bondage, chained, costume, fetish

Chained Skinny Ladyboy Got Punished!
1 year ago
4:04

VipTube

Chained Skinny Ladyboy Got Punished!

Tags: blowjob, chained, ladyboy, punishment, shemale, skinny

Pimp and prostitute-shemale punished prostitute-rival
6 months ago
6:28

aShemaleTube

Pimp and prostitute-shemale punished prostitute-rival

Tags: barebacking, cum in mouth, domination, punishment, shemale, slut, stockings

Domme shemale cop Sasha Strokes fucks thief for punishment
1 year ago
5:11

ShemaleZ

Domme shemale cop Sasha Strokes fucks thief for punishment

Tags: blowjob, cop, interracial, punishment, redhead, shemale, uniform

TS Jesse Punishes A Cis and Trans Man
3 months ago
9:02

aShemaleTube

TS Jesse Punishes A Cis and Trans Man

Tags: barebacking, big cock, big tits, blonde, blowjob, cum in mouth, domination

Rough compilation and tranny hardcore anal Mia Martinez Xmas Punishmen
11 months ago
5:00

PornXS

Rough compilation and tranny hardcore anal Mia Martinez Xmas Punishmen

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

Tranny punishment Social Media Creeper
10 months ago
5:07

RedTube

Tranny punishment Social Media Creeper

Tags: hd, punishment, tranny

MIlf shemale mother in law punishing lazy teeanger
3 months ago
8:01

aShemaleTube

MIlf shemale mother in law punishing lazy teeanger

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

Punishment for Master Jean
2 months ago
15:32

xHamster

Punishment for Master Jean

Tags: amateur, bdsm, big ass, master, punishment, shemale, solo

3D Anime Futnari Girls Punish Burglar
1 year ago
14:14

PornHub

3D Anime Futnari Girls Punish Burglar

Tags: 3d, 3some, anime, cartoon, double penetration, punishment, shemale

Punish teen threesome and big black tranny fucks guy We apprehended the
10 months ago
5:00

KeezMovies

Punish teen threesome and big black tranny fucks guy We apprehended the

Tags: 3some, amateur, big tits, black, blowjob, cop, hardcore

Master turns blonde TGirl slave Suzie into cock sucking cum slut after her ass punishment
6 months ago
10:09

aShemaleTube

Master turns blonde TGirl slave Suzie into cock sucking cum slut after her ass punishment

Tags: amateur, ass, bdsm, blonde, blowjob, bondage, crossdressing

Woman in catsuit seized pal and used her wang to punish him
1 year ago
22:10

TrannyOne

Woman in catsuit seized pal and used her wang to punish him

Tags: catsuit, punishment, shemale

Anal doctor punishment Pretty Tied up
1 year ago
5:00

PornXS

Anal doctor punishment Pretty Tied up

Tags: amateur, anal, doctor, pretty, punishment, shemale, tied up

Alexia punishing her guy asshole hardcore in transsexual scene
6 months ago
12:00

BravoTube

Alexia punishing her guy asshole hardcore in transsexual scene

Tags: ass, hardcore, punishment, transsexual

Nikollys punishment
2 years ago
25:59

aShemaleTube

Nikollys punishment

Tags: punishment, shemale

Busty shemale punished a cheating boyfriends tighty ass
7 months ago
6:00

GotPorn

Busty shemale punished a cheating boyfriends tighty ass

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

Two big tit cat burglar get caught and punished bondage hand job xxx B
1 year ago
8:00

PornXS

Two big tit cat burglar get caught and punished bondage hand job xxx B

Tags: amateur, big tits, bondage, caught, handjob, punishment, shemale

MILF Librarian Punishes TS Delinquent
3 years ago
13:52

PornHub

MILF Librarian Punishes TS Delinquent

Tags: bdsm, domination, kinky, librarian, milf, mom, punishment

Cute teen punished and sex slave rough gangbang These slutty teenager
1 year ago
7:00

PornXS

Cute teen punished and sex slave rough gangbang These slutty teenager

Tags: amateur, cute, gangbang, punishment, rough, shemale, slave

Horny boss punish her employee
4 months ago
1:34

AnyPorn

Horny boss punish her employee

Tags: boss, punishment, shemale

Two teens tied up and punished and rough music Slavemouth Alexa
1 year ago
6:00

PornXS

Two teens tied up and punished and rough music Slavemouth Alexa

Tags: amateur, music, punishment, rough, shemale, teen, tied up

Daddy knows rough and extreme anal dp Punish my 19 year-old culo and m
1 year ago
6:00

PornXS

Daddy knows rough and extreme anal dp Punish my 19 year-old culo and m

Tags: amateur, anal, daddies, double penetration, extreme, old, punishment

Severe punishment Pretty Tied up
1 year ago
5:00

PornXS

Severe punishment Pretty Tied up

Tags: amateur, pretty, punishment, shemale, tied up

TS Yoga Instructor Dominates Foot-Sniffer
2 years ago
10:55

ExtremeTube

TS Yoga Instructor Dominates Foot-Sniffer

Tags: anal, big tits, creampie, domination, feet, fisting, kinky

Naughty TGirl maids get bondage and spanking punishment after being caught playing together
3 months ago
10:10

aShemaleTube

Naughty TGirl maids get bondage and spanking punishment after being caught playing together

Tags: amateur, ass, bdsm, bondage, brunette, caught, crossdressing

Daily Sissy slave punishment
54 days ago
10:07

HotMovs

Daily Sissy slave punishment

Tags: punishment, shemale, sissy, slave

Big Cocked Shemale fucks hot lady friend
2 years ago
8:00

TGUrl

Big Cocked Shemale fucks hot lady friend

Tags: ass, big cock, big tits, dick, friend, hd, ladyboy

Hot shemale punish and cumshot
3 months ago
6:30

NuVid

Hot shemale punish and cumshot

Tags: bdsm, big tits, cumshot, gangbang, latex, masturbation, punishment

Dirty cd tranny slut gets toyed by perverted police chick
5 months ago
18:06

TrannyOne

Dirty cd tranny slut gets toyed by perverted police chick

Tags: anal, ass, assfucking, boy, cop, dirty, femdom

Dudes caught transexual and punished him orally and anally
1 year ago
37:36

TrannyOne

Dudes caught transexual and punished him orally and anally

Tags: anal, blowjob, caught, gangbang, group sex, interracial, latina

Secretary has her cunt drilled by her hot tranny boss
1 year ago
13:18

TrannyOne

Secretary has her cunt drilled by her hot tranny boss

Tags: boss, cunt, cute, dick, drilling, kinky, office

Girl on strap punishment and mistress foot slave Girls can be so mean
1 year ago
8:00

PornXS

Girl on strap punishment and mistress foot slave Girls can be so mean

Tags: amateur, feet, mistress, punishment, shemale, slave, strap-on

Perfect TS Punishment
3 years ago
9:34

PornHub

Perfect TS Punishment

Tags: anal, bdsm, bondage, cage, dick, domination, dominatrix

Diaper punishment Wanting To Be Broken
1 year ago
8:00

PornXS

Diaper punishment Wanting To Be Broken

Tags: amateur, diaper, punishment, shemale

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

HotMovs

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

Tags: big cock, blowjob, club, hd, husband, punishment, shemale

Punished by idol Twisted And Taken
1 year ago
8:00

PornXS

Punished by idol Twisted And Taken

Tags: amateur, punishment, shemale

Someone's been very bad!
4 years ago
6:54

JizzBunker

Someone's been very bad!

Tags: anal, lingerie, punishment, shemale, slave, spanking

Teen tied up and punished hardcore tranny xxx Kinky Birthday Desires
10 months ago
8:00

Spankwire

Teen tied up and punished hardcore tranny xxx Kinky Birthday Desires

Tags: bdsm, birthday, bondage, domination, hardcore, kinky, punishment

White whore punishment and brazilian fart domination first time Charlo
1 year ago
6:00

PornXS

White whore punishment and brazilian fart domination first time Charlo

Tags: amateur, brazilian, domination, first time, punishment, shemale, slut

Crossdresser punishment
4 years ago
6:43

aShemaleTube

Crossdresser punishment

Tags: crossdressing, punishment, shemale

Wimp Gets Fitness Fucked By Foxxy
2 years ago
9:55

PornHub

Wimp Gets Fitness Fucked By Foxxy

Tags: anal, bdsm, big tits, bondage, domination, dominatrix, fitness

Naughty smoking blonde TGirl maid has tight ass spanked as kinky punishment
1 year ago
10:07

PornHub

Naughty smoking blonde TGirl maid has tight ass spanked as kinky punishment

Tags: amateur, ass, bdsm, blonde, bondage, crossdressing, fetish

Male looking like female prefers solid dildo over real cock
1 year ago
32:37

TrannyOne

Male looking like female prefers solid dildo over real cock

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

Hardcore punishment They smash on numerous postures until she embarks
1 year ago
5:00

PornXS

Hardcore punishment They smash on numerous postures until she embarks

Tags: amateur, hardcore, punishment, shemale

My dirty hobby compilation and hardcore double anal punishment Tie me
11 months ago
5:00

PornXS

My dirty hobby compilation and hardcore double anal punishment Tie me

Tags: amateur, anal, compilation, dirty, hardcore, punishment, shemale

Horny milf punishment We are the Law my niggas  and the law needs ebon
1 year ago
5:00

PornXS

Horny milf punishment We are the Law my niggas and the law needs ebon

Tags: amateur, milf, punishment, shemale

Our dirty movie full and foot smelling punishment Rough assfuck bang-o
11 months ago
5:00

PornXS

Our dirty movie full and foot smelling punishment Rough assfuck bang-o

Tags: amateur, assfucking, dirty, feet, punishment, rough, shemale

Crossdresser Punishment
2 years ago
6:10

RedTube

Crossdresser Punishment

Tags: crossdressing, punishment, shemale, spanking

Tranny Domme and Boy Both Cum Twice!
1 year ago
3:15

YouPorn

Tranny Domme and Boy Both Cum Twice!

Tags: anal, boy, brutal, cum, cumshot, fetish, mistress

SissyMaid spanking
1 year ago
1:19

PornHub

SissyMaid spanking

Tags: ass, buttplug, crossdressing, maid, punishment, shemale, sissy

Four-eyed criminal punishes transsexual detective's butthole
1 year ago
21:18

TrannyOne

Four-eyed criminal punishes transsexual detective's butthole

Tags: ass, blowjob, dick, punishment, shemale, transsexual

punishment Did you ever wonder what happens when a super-hot teenager
1 year ago
8:00

PornXS

punishment Did you ever wonder what happens when a super-hot teenager

Tags: amateur, punishment, shemale, teen

Teen punished for smoking and big tit blonde glasses webcam Paying due
1 year ago
5:00

PornXS

Teen punished for smoking and big tit blonde glasses webcam Paying due

Tags: amateur, big tits, blonde, glasses, punishment, shemale, smoking

Fetish pro bondage Punish my 19 year-old backside and mouth
1 year ago
6:00

PornXS

Fetish pro bondage Punish my 19 year-old backside and mouth

Tags: amateur, bondage, fetish, old, punishment, shemale

Punish my wife and extreme public sex Excited young tourists Felicity
1 year ago
8:00

PornXS

Punish my wife and extreme public sex Excited young tourists Felicity

Tags: amateur, extreme, public, punishment, shemale, teen, tourist

Teacher bondage and men punished Excited young tourists Felicity Felin
10 months ago
8:00

PornXS

Teacher bondage and men punished Excited young tourists Felicity Felin

Tags: amateur, bondage, punishment, shemale, teacher, teen, tourist

Crossdresser punishment
1 year ago
19:52

PornHub

Crossdresser punishment

Tags: amateur, caning, crossdressing, fetish, punishment, shemale, spanking

Master turns tranny slave into cock sucking cum slut after ass punishment
1 year ago
10:09

TGUrl

Master turns tranny slave into cock sucking cum slut after ass punishment

Tags: amateur, ass, bdsm, blonde, blowjob, bondage, crossdressing

Brutal crying gangbang Punish my 19 year-old ass and mouth
1 year ago
6:00

PornXS

Brutal crying gangbang Punish my 19 year-old ass and mouth

Tags: amateur, ass, brutal, crying, gangbang, old, punishment

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

FlyFlv

Shemales Punish Their Little Man Slut

Tags: 4some, black, blonde, bondage, domination, outdoor, punishment

Mature lesbian punishes teen and nika noir dominatrix in bondage xxx A
1 year ago
6:00

PornXS

Mature lesbian punishes teen and nika noir dominatrix in bondage xxx A

Tags: amateur, bondage, dominatrix, lesbian, mature, nika noir, pornstar

Bdsm Tranny Punishing Guy
3 years ago
5:30

VipTube

Bdsm Tranny Punishing Guy

Tags: bdsm, big tits, blowjob, punishment, shemale, tranny

Crossdresser punishment
3 years ago
6:43

aShemaleTube

Crossdresser punishment

Tags: crossdressing, punishment, shemale

Brutal shemale punished hard
1 year ago
5:53

DrTuber

Brutal shemale punished hard

Tags: brutal, hd, punishment, shemale

Nasty transvestite guy gets bound and takes some penis punishment
4 years ago
5:01

ProPorn

Nasty transvestite guy gets bound and takes some penis punishment

Tags: amateur, anal, bdsm, bound, dick, doll, erotic

Step daddy punishing me and blonde girl tape gagged Permission To Cum
1 year ago
8:00

PornXS

Step daddy punishing me and blonde girl tape gagged Permission To Cum

Tags: amateur, blonde, cum, daddies, gagging, punishment, shemale

Lustful guy invites a hung black shemale to punish his ass on the bed
2 years ago
10:09

DrTuber

Lustful guy invites a hung black shemale to punish his ass on the bed

Tags: ass, bed sex, black, blowjob, dick, interracial, punishment

sissysienna punished with Icy Hot up her clitty
3 years ago
5:57

PornHub

sissysienna punished with Icy Hot up her clitty

Tags: femdom, hardcore, punishment, shemale, torture, tranny

Belt spanking punishment and brutal toy riding Helpless teenager Kaise
1 year ago
8:00

PornXS

Belt spanking punishment and brutal toy riding Helpless teenager Kaise

Tags: amateur, brutal, punishment, riding, shemale, spanking, teen

Teen punished by bosss dad Christmas Party
1 year ago
8:00

PornXS

Teen punished by bosss dad Christmas Party

Tags: amateur, party, punishment, shemale, teen, xmas

Anal doctor punishment Stealing For The FUCK Of It
1 year ago
8:00

PornXS

Anal doctor punishment Stealing For The FUCK Of It

Tags: amateur, anal, doctor, punishment, shemale

Anal insertion punishment first time Dolly Little enjoys it Rough and
11 months ago
5:00

PornXS

Anal insertion punishment first time Dolly Little enjoys it Rough and

Tags: amateur, anal, doll, first time, insertion, punishment, rough

Corbin Dallas & James Darling & Jesse in Ts Dominatrix Jesse Fucks And Punishes A Submissive Man And A Ts Man  - TSSeduction
9 months ago
4:00

Txxx

Corbin Dallas & James Darling & Jesse in Ts Dominatrix Jesse Fucks And Punishes A Submissive Man And A Ts Man - TSSeduction

Tags: 3some, big tits, blonde, dominatrix, punishment, seduce, shemale

Girl gets fucked by her idol and butt crack Punish my nineteen year-ol
1 year ago
6:00

PornXS

Girl gets fucked by her idol and butt crack Punish my nineteen year-ol

Tags: amateur, ass, punishment, shemale

Sexual punishment Analmal Training
1 year ago
5:01

PornXS

Sexual punishment Analmal Training

Tags: amateur, punishment, shemale

punishing Ruth for being a bad girl
3 years ago
10:00

xHamster

punishing Ruth for being a bad girl

Tags: amateur, punishment, shemale

Punish teens cage first time Excited young tourists Felicity Feline an
9 months ago
8:00

PornXS

Punish teens cage first time Excited young tourists Felicity Feline an

Tags: amateur, cage, first time, punishment, shemale, teen, tourist

Teen girl with perfect ass and she loves the pussy licking Punish my 1
1 year ago
6:00

PornXS

Teen girl with perfect ass and she loves the pussy licking Punish my 1

Tags: amateur, ass, licking, punishment, pussy, shemale, teen

Tiny teen punished Learn It From Your Relatives
1 year ago
5:10

PornXS

Tiny teen punished Learn It From Your Relatives

Tags: amateur, punishment, shemale, teen

TS Dominates Man and Cums in his Mouth!
2 years ago
3:16

YouPorn

TS Dominates Man and Cums in his Mouth!

Tags: anal, blowjob, brutal, cum, cumshot, fetish, punishment

Dildo suck facial xxx Mia Martinez Xmas Punishment
11 months ago
5:00

PornXS

Dildo suck facial xxx Mia Martinez Xmas Punishment

Tags: amateur, dildo, facial, punishment, shemale, sucking, xmas

Mom gets punished and chubby rough anal Did you ever wonder what happe
1 year ago
5:10

PornXS

Mom gets punished and chubby rough anal Did you ever wonder what happe

Tags: amateur, anal, chubby, mom, punishment, rough, shemale

Latex bondage cum xxx Punish my nineteen year-old caboose and mouth
1 year ago
6:00

PornXS

Latex bondage cum xxx Punish my nineteen year-old caboose and mouth

Tags: amateur, bondage, cum, latex, old, punishment, shemale

Teen girl punished by teacher Risky Birthday Capers With
1 year ago
8:00

PornXS

Teen girl punished by teacher Risky Birthday Capers With

Tags: amateur, birthday, punishment, shemale, teacher, teen

Lesbian babysitter punished and hot black lesbians know how to please
1 year ago
5:56

PornXS

Lesbian babysitter punished and hot black lesbians know how to please

Tags: amateur, babysitter, black, lesbian, punishment, shemale