Blackmailed to pay rent and punishment army anal We're not the onl
15 days ago
5:00

PornXS

Blackmailed to pay rent and punishment army anal We're not the onl

Tags: amateur, anal, army, black, punishment, shemale

Punish orgasm xxx Sexy youthfull girls  Alexa Nova and Kendall Woods
13 days ago
8:00

PornXS

Punish orgasm xxx Sexy youthfull girls Alexa Nova and Kendall Woods

Tags: amateur, orgasm, punishment, shemale

Trans Latina Jessy Dubai Punished her Female Assistant
28 days ago
7:30

xHamster

Trans Latina Jessy Dubai Punished her Female Assistant

Tags: blowjob, hd, latina, lingerie, punishment, shemale, transsexual

Nasty transvestite guy gets bound and takes some penis punishment
3 years ago
5:00

YepTube

Nasty transvestite guy gets bound and takes some penis punishment

Tags: blonde, bound, brunette, dick, femdom, fetish, latex

Teen punished by friends dad and big penis cum inside Taking kinky mov
4 months ago
5:00

PornXS

Teen punished by friends dad and big penis cum inside Taking kinky mov

Tags: amateur, big cock, cum, friend, kinky, punishment, shemale

TS Venus punishes a jewel thief with her hard cock - she fucks her pussy, licks her clean and cums all over her ass while Casey plays with her pussy.
4 years ago
2:00

OverThumbs

TS Venus punishes a jewel thief with her hard cock - she fucks her pussy, licks her clean and cums all over her ass while Casey plays with her pussy.

Tags: ass, bdsm, bed sex, bondage, cleaner, couple, cum

If pictures say a thousand words then this one snap should tell you the entire story.  This guy wanted to tell his Mistress something, but she drowned
6 years ago
3:00

OverThumbs

If pictures say a thousand words then this one snap should tell you the entire story. This guy wanted to tell his Mistress something, but she drowned

Tags: mistress, punishment, shemale, story

Mistresses Adriana, Allana, Jo and Nicolly begin a session outside by a bonfire. As the flames roar in the background their new submissive gets his as
6 years ago
3:00

OverThumbs

Mistresses Adriana, Allana, Jo and Nicolly begin a session outside by a bonfire. As the flames roar in the background their new submissive gets his as

Tags: ass, dick, feet, outdoor, punishment, shemale, submissive

Divine Intervention: A Divine Bitches feature presentation with taboo, punishment and milking!
48 days ago
5:16

Fuckler

Divine Intervention: A Divine Bitches feature presentation with taboo, punishment and milking!

Tags: bdsm, bondage, femdom, fetish, hardcore, hd, humiliation

Anal insertion punishment first time Dolly Little enjoys it Rough and
2 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

Busty ts latina punishes sub with bareback
2 months ago
5:30

aShemaleTube

Busty ts latina punishes sub with bareback

Tags: anal, barebacking, big tits, blowjob, latina, oral, punishment

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

TubeDupe

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Tags: boss, gorgeous, punishment, secretary, seduce, shemale, transsexual

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

OverThumbs

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

Tags: anal, bdsm, big tits, bondage, brunette, club, couple

Sissy Audrey Punished
1 year ago
7:14

xHamster

Sissy Audrey Punished

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

Naughty smoking blonde crossdresser maid has tight pert ass spanked for hot kinky punishment
10 months ago
10:02

aShemaleTube

Naughty smoking blonde crossdresser maid has tight pert ass spanked for hot kinky punishment

Tags: ass, blonde, crossdressing, kinky, maid, naughty, punishment

Brutal shemale punished hard
1 year ago
5:53

DrTuber

Brutal shemale punished hard

Tags: brutal, hd, punishment, shemale

Blonde canadian teen Punish my nineteen year-old arse and mouth
46 days ago
6:00

PornXS

Blonde canadian teen Punish my nineteen year-old arse and mouth

Tags: amateur, ass, blonde, canadian, old, punishment, shemale

Hot Shemale Anal Punishment - Homemade
3 months ago
4:01

PornHub

Hot Shemale Anal Punishment - Homemade

Tags: amateur, anal, ass, doggystyle, homevideo, punishment, shemale

Sissy Whipping
2 months ago
1:59

PornHub

Sissy Whipping

Tags: amateur, ass, brutal, caught, femdom, fetish, humiliation

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

Nurses punishes tv with strapon cock
6 years ago
5:43

ExtremeTube

Nurses punishes tv with strapon cock

Tags: bdsm, british, crossdressing, dick, dominatrix, femdom, fetish

Crossdresser Mistress Luci May punishes spanks blonde tranny maid tight ass
5 months ago
8:33

aShemaleTube

Crossdresser Mistress Luci May punishes spanks blonde tranny maid tight ass

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

Aaron Lee gets punished and fucked by brunette tranny Ariel Everitts
3 years ago
7:00

AnyPorn

Aaron Lee gets punished and fucked by brunette tranny Ariel Everitts

Tags: brunette, punishment, shemale, tranny

Crossdresser punishment
3 years ago
6:43

aShemaleTube

Crossdresser punishment

Tags: crossdressing, punishment, shemale

In the dungeon a guy punishes and fucks a horny shemale
1 year ago
5:58

AnyPorn

In the dungeon a guy punishes and fucks a horny shemale

Tags: dungeon, hd, punishment, shemale, transsexual

Tranny Domme and Boy Both Cum Twice!
9 months ago
3:15

YouPorn

Tranny Domme and Boy Both Cum Twice!

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

Dominant Shemale Punishers In Full Action
3 years ago
5:14

RedTube

Dominant Shemale Punishers In Full Action

Tags: punishment, shemale

One Man's Fantasy: Ts Cock Punishing His Ass
1 year ago
4:00

Txxx

One Man's Fantasy: Ts Cock Punishing His Ass

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

3D Anime Futnari Girls Punish Burglar
7 months ago
14:14

PornHub

3D Anime Futnari Girls Punish Burglar

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

To say this tranny has a thick cock is a huge understatement, its much more than just thick! Watch her and her colossal cock abosolutely destroying th
6 years ago
3:00

OverThumbs

To say this tranny has a thick cock is a huge understatement, its much more than just thick! Watch her and her colossal cock abosolutely destroying th

Tags: ass, cum, dick, punishment, shemale, thick, throat

Nay gets her shemale ass busted with white cock
6 years ago
3:11

JapanWhores

Nay gets her shemale ass busted with white cock

Tags: ass, dick, punishment, shemale, white

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

We've got three of the baddest trannies in domination action today. Watch as Alessandra, Michelly and Rafaella take turns punishing their new man
5 years ago
3:00

OverThumbs

We've got three of the baddest trannies in domination action today. Watch as Alessandra, Michelly and Rafaella take turns punishing their new man

Tags: ass, dick, domination, punishment, shemale, slave, spanking

Anime monster punishment xxx Poor Jade Jantzen.
7 months ago
8:00

PornXS

Anime monster punishment xxx Poor Jade Jantzen.

Tags: amateur, anime, punishment, shemale

Amateur shaved teen fuck and mature punishes Backwoods Bartering
31 days ago
7:16

PornXS

Amateur shaved teen fuck and mature punishes Backwoods Bartering

Tags: amateur, mature, punishment, shaved, shemale, teen

MILF Librarian Punishes TS Delinquent
1 year ago
13:52

Spankwire

MILF Librarian Punishes TS Delinquent

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

Lance Hart Is Given To TS Foxxy For Punishment
1 year ago
8:49

YouPorn

Lance Hart Is Given To TS Foxxy For Punishment

Tags: anal, asslick, blowjob, bondage, punishment, shemale, transsexual

Prisoner punishes anal hole of police ladyboy Perla
1 year ago
4:50

XCafe

Prisoner punishes anal hole of police ladyboy Perla

Tags: anal, cop, ladyboy, punishment, shemale

Anal punishment teen Linda gets bare on the beach
2 months ago
5:56

PornXS

Anal punishment teen Linda gets bare on the beach

Tags: amateur, anal, beach, punishment, shemale, teen

Tranny Emma Lee Domination, Punishment and Discipline
2 years ago
5:15

aShemaleTube

Tranny Emma Lee Domination, Punishment and Discipline

Tags: domination, punishment, shemale, tranny

HOT brand new Transsexual Cock Diva punishes a guy who hates it the...
4 years ago
2:00

OverThumbs

HOT brand new Transsexual Cock Diva punishes a guy who hates it the...

Tags: anal, bdsm, bondage, couple, dick, doggystyle, hardcore

Hot fucked on couch Punish my 19 year-old caboose and mouth
9 months ago
6:00

IcePorn

Hot fucked on couch Punish my 19 year-old caboose and mouth

Tags: bdsm, couch, hd, old, punishment, shemale, teen

Cruel Shemale Punishment
2 years ago
3:10

aShemaleTube

Cruel Shemale Punishment

Tags: brutal, punishment, shemale

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

YouPorn

Sexy Milf mistress finds horny sissy slut wanking big cock so gives ass and cock punishment

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

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

FlyFlv

Dark Hair Shemale Whipping A Black Guy Before Fucking His Mouth

Tags: ass, bdsm, black, blowjob, boots, brunette, dark hair

Handsome young stud has a black shemale punishing his ass on the bed
1 year ago
10:00

DrTuber

Handsome young stud has a black shemale punishing his ass on the bed

Tags: ass, bed sex, black, blowjob, lingerie, punishment, shemale

Perfect TS Punishment
2 years ago
9:34

PornHub

Perfect TS Punishment

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

Spicy flat chested slut got her asshole punished
7 months ago
18:38

ZMovs

Spicy flat chested slut got her asshole punished

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

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

Punished pits and mother crony rough Twisted And Taken
12 days ago
8:00

PornXS

Punished pits and mother crony rough Twisted And Taken

Tags: amateur, mom, punishment, rough, shemale

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

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

FlyFlv

Transsexual Teacher Punishes Her Slutty Student

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

Fucked up facials creampie and casting couch teens bdsm Punish my nine
7 months ago
6:00

PornXS

Fucked up facials creampie and casting couch teens bdsm Punish my nine

Tags: amateur, bdsm, casting, couch, creampie, facial, punishment

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

ProPorn

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

Tags: anal, barebacking, big cock, big tits, masturbation, punishment, shemale

Ear pulling punish Talent Ho
4 months ago
6:00

PornXS

Ear pulling punish Talent Ho

Tags: amateur, punishment, shemale

Young slut swallows piss first time Punish my nineteen year-old butt a
41 days ago
6:00

PornXS

Young slut swallows piss first time Punish my nineteen year-old butt a

Tags: amateur, ass, cum swallowing, first time, old, pissing, punishment

Big ass tranny pounded Punish my 19 year-old ass and mouth
7 months ago
5:00

IcePorn

Big ass tranny pounded Punish my 19 year-old ass and mouth

Tags: ass, big ass, blowjob, brunette, fingering, hd, old

Punished By Her Dominating Cock
1 year ago
1:15

Fuckler

Punished By Her Dominating Cock

Tags: anal, bdsm, dick, hardcore, hd, humiliation, lingerie

Tranny mistress punishes guy
2 years ago
2:52

PornHub

Tranny mistress punishes guy

Tags: fetish, kinky, mistress, punishment, shemale, tranny

Blackmail punishment Ass-Slave Yoga
7 months ago
6:00

PornXS

Blackmail punishment Ass-Slave Yoga

Tags: amateur, ass, black, punishment, shemale, slave, yoga

Sissy boys punishes photographer
5 years ago
5:43

Spankwire

Sissy boys punishes photographer

Tags: bdsm, boy, crossdressing, femdom, fetish, punishment, sissy

asshole punishment
11 months ago
9:06

RedTube

asshole punishment

Tags: ass, fetish, homevideo, punishment, shemale

Blonde amateur rough doggy Punish my nineteen year-old caboose and mou
40 days ago
5:00

PornXS

Blonde amateur rough doggy Punish my nineteen year-old caboose and mou

Tags: amateur, blonde, doggystyle, old, punishment, rough, shemale

Hot TS Anal Punishment
3 years ago
5:16

aShemaleTube

Hot TS Anal Punishment

Tags: anal, punishment, shemale, transsexual

Shemale Punishing Her Man
1 year ago
3:11

aShemaleTube

Shemale Punishing Her Man

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

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

Mother punish friend and shemale dominates guy compilation and giantess
11 months ago
8:00

PornHub

Mother punish friend and shemale dominates guy compilation and giantess

Tags: bdsm, compilation, cumshot, deep throat, extreme, friend, hardcore

Blonde tranny punishes priest
17 days ago
5:16

NuVid

Blonde tranny punishes priest

Tags: bdsm, big tits, blonde, hd, punishment, shemale, tranny

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

TubeDupe

Mistress Kara is a hot Milf Librarian who will Punish misbehavers

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

Two s dominate and extreme deep rough hard Punish my nineteen year-old
7 months ago
6:00

PornXS

Two s dominate and extreme deep rough hard Punish my nineteen year-old

Tags: amateur, extreme, old, punishment, rough, shemale

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

PornXS

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

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

Squirt punished jail and guys ass first time Did you ever wonder what
7 months ago
8:00

PornXS

Squirt punished jail and guys ass first time Did you ever wonder what

Tags: amateur, ass, first time, jail, punishment, shemale, squirt

Roughman video punish delinquent girls
5 years ago
2:00

Tube8

Roughman video punish delinquent girls

Tags: fetish, punishment, shemale, spanking

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

Class Attention: Kelly Klaymore Punishes with Her Huge Cock
1 year ago
4:00

Txxx

Class Attention: Kelly Klaymore Punishes with Her Huge Cock

Tags: huge cock, punishment, shemale

Rough strap on and punish blowjob Rough bang-out takes the edge off
23 days ago
5:00

PornXS

Rough strap on and punish blowjob Rough bang-out takes the edge off

Tags: amateur, blowjob, punishment, rough, shemale, strap-on

Naughty smoking blonde TGirl maid has tight pert ass spanked for hot kinky punishment
1 year ago
10:03

GotPorn

Naughty smoking blonde TGirl maid has tight pert ass spanked for hot kinky punishment

Tags: amateur, ass, bdsm, blonde, bondage, kinky, maid

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

PornXS

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

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

TS Goddess POV Punishment
2 years ago
7:00

PornHub

TS Goddess POV Punishment

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

Sissy Housewife Punished!
4 months ago
2:24

PornHub

Sissy Housewife Punished!

Tags: bondage, bound, crossdressing, domination, fetish, hogtied, housewife

If you think that this kinky shemale Thayna like taking orders, think again! She shows this submissive whos really in control in this ultra kinky bdsm
5 years ago
3:00

OverThumbs

If you think that this kinky shemale Thayna like taking orders, think again! She shows this submissive whos really in control in this ultra kinky bdsm

Tags: ass, bdsm, dick, kinky, punishment, shemale, submissive

Punished teen tied xxx Light As A Feather Stiff As A
7 months ago
8:00

PornXS

Punished teen tied xxx Light As A Feather Stiff As A

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

Tranny punishment Kira Adams gets a ample facial cumshot after tough sex
2 months ago
5:00

GotPorn

Tranny punishment Kira Adams gets a ample facial cumshot after tough sex

Tags: blowjob, brunette, cumshot, extreme, facial, hardcore, punishment

transvestite bound and punished!
4 months ago
1:59

xHamster

transvestite bound and punished!

Tags: bondage, bound, femdom, humiliation, mistress, punishment, romanian

A Perfect Punishment!
2 years ago
4:00

TubeDupe

A Perfect Punishment!

Tags: punishment, seduce, shemale, transsexual

Tgirl slave anal punishment
2 months ago
27:47

FetishPapa

Tgirl slave anal punishment

Tags: anal, ass, domination, extreme, hardcore, humiliation, 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

Girl gets caught stealing and punished Dolly Little likes it Rough and
36 days ago
5:00

PornXS

Girl gets caught stealing and punished Dolly Little likes it Rough and

Tags: amateur, caught, doll, punishment, rough, shemale

Dudes Ass Punished By A Blonde Shemale
1 year ago
10:19

aShemaleTube

Dudes Ass Punished By A Blonde Shemale

Tags: ass, blonde, punishment, shemale

Police anal punish and big tit patrol brandy Border Jumper Puts Out Bi
1 year ago
7:00

PornXS

Police anal punish and big tit patrol brandy Border Jumper Puts Out Bi

Tags: amateur, anal, big tits, bisexual, cop, punishment, shemale

Punished by idol Lizzie Bell went out for a ordinary walk. She took a
6 months ago
8:00

PornXS

Punished by idol Lizzie Bell went out for a ordinary walk. She took a

Tags: amateur, punishment, shemale

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

DrTuber

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

Tags: ass, beauty, black, buxom, cumshot, interracial, masturbation

Crossdresser punishment
3 years ago
6:41

aShemaleTube

Crossdresser punishment

Tags: crossdressing, punishment, shemale

Office boss punished Helpless teen Lily Dixon is lost and found a few
20 days ago
8:00

PornXS

Office boss punished Helpless teen Lily Dixon is lost and found a few

Tags: amateur, boss, office, punishment, shemale, teen

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
5 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

Hard bondage tied and fucked punish her with slaps  caning  and paddli
2 months ago
6:00

PornXS

Hard bondage tied and fucked punish her with slaps caning and paddli

Tags: amateur, bondage, caning, punishment, shemale, tied up

Kinky anal slave bdsm and stockings ass punished first time Some of th
10 months ago
8:00

PornXS

Kinky anal slave bdsm and stockings ass punished first time Some of th

Tags: amateur, anal, ass, bdsm, first time, kinky, punishment

Wimp Gets Fitness Fucked By Foxxy
1 year ago
9:55

PornHub

Wimp Gets Fitness Fucked By Foxxy

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

Caught and punished by his wife
1 year ago
24:23

xHamster

Caught and punished by his wife

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

Punish her public then he takes it out and slams his hefty schlong int
8 months ago
8:00

PornXS

Punish her public then he takes it out and slams his hefty schlong int

Tags: amateur, public, punishment, shemale

Cum filled tranny compilation and mom punishment is making f
1 year ago
5:57

DrTuber

Cum filled tranny compilation and mom punishment is making f

Tags: 3some, brunette, compilation, cum, fetish, milf, mom

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

PornXS

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

Tags: amateur, punishment, shemale, teen

Employee punished anal Sometimes it takes a stranger to display us exa
49 days ago
8:00

PornXS

Employee punished anal Sometimes it takes a stranger to display us exa

Tags: amateur, anal, punishment, shemale, stranger

Lustful boy has a redhead shemale and a busty girl punishing his ass
1 year ago
10:00

DrTuber

Lustful boy has a redhead shemale and a busty girl punishing his ass

Tags: ass, big tits, blowjob, boy, group sex, punishment, redhead

This luscious blond transsexual has got one fucking amazing pair of tits!  With her long blond hair and voluptuous frame, she is almost completely pas
5 years ago
5:30

OverThumbs

This luscious blond transsexual has got one fucking amazing pair of tits! With her long blond hair and voluptuous frame, she is almost completely pas

Tags: amazing, ass, big cock, blonde, blowjob, dick, extreme

Teacher bondage and men punished Excited young tourists Felicity Felin
49 days ago
8:00

PornXS

Teacher bondage and men punished Excited young tourists Felicity Felin

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

Tranny Domme Giving Some Punishment
2 years ago
5:30

PornHub

Tranny Domme Giving Some Punishment

Tags: fetish, hardcore, punishment, shemale, tranny

Punish huge Poor Rachael Madori.
8 months ago
8:00

PornXS

Punish huge Poor Rachael Madori.

Tags: amateur, punishment, shemale

Muslim punished Art imitating life.
2 months ago
5:00

PornXS

Muslim punished Art imitating life.

Tags: amateur, punishment, shemale

Extreme sex and rough ass mouth gangbang Punish my 19 year-old culo an
8 months ago
6:00

PornXS

Extreme sex and rough ass mouth gangbang Punish my 19 year-old culo an

Tags: amateur, ass, extreme, gangbang, old, punishment, rough

Ladyboy Many Punished Bareback
2 years ago
6:19

NuVid

Ladyboy Many Punished Bareback

Tags: asian, asslick, barebacking, blowjob, ladyboy, pov, punishment

Oh is a hot tranny cop who's just arrested  James Mattarazzo. His punishment? He'll have to reach under Oh's skirt, feel around her pan
5 years ago
5:30

OverThumbs

Oh is a hot tranny cop who's just arrested James Mattarazzo. His punishment? He'll have to reach under Oh's skirt, feel around her pan

Tags: anal, ass, blowjob, cop, desk, dick, doggystyle

Muslim girl punished Poor tiny Jade Jantzen  she just wished to have a
17 days ago
8:00

PornXS

Muslim girl punished Poor tiny Jade Jantzen she just wished to have a

Tags: amateur, punishment, shemale

Vintage tranny punishment
3 years ago
6:35

aShemaleTube

Vintage tranny punishment

Tags: punishment, shemale, tranny, vintage

Girl on girl strap on punishment and rough tranny Angry boyfriends hav
9 months ago
8:00

PornXS

Girl on girl strap on punishment and rough tranny Angry boyfriends hav

Tags: amateur, angry, punishment, rough, strap-on, tranny

Punish my ass and sleeping teen d Gina Valentina Gets Her Wish
2 months ago
5:00

PornXS

Punish my ass and sleeping teen d Gina Valentina Gets Her Wish

Tags: amateur, ass, punishment, shemale, teen

Dirty boot licking and life selector punishment first time S
2 months ago
8:00

IcePorn

Dirty boot licking and life selector punishment first time S

Tags: bdsm, blowjob, dick, dirty, first time, hd, licking

Belly full of milk dildo punishment part 1 of 3
1 year ago
7:34

Txxx

Belly full of milk dildo punishment part 1 of 3

Tags: amateur, belly, big ass, dildo, milk, punishment, shemale

Handsome guy has a group of lustful shemales punishing his tight butt
1 year ago
8:00

ProPorn

Handsome guy has a group of lustful shemales punishing his tight butt

Tags: ass, blowjob, gangbang, group sex, punishment, shemale, tight

White whore punishment and brazilian fart domination first time Charlo
8 months ago
6:00

PornXS

White whore punishment and brazilian fart domination first time Charlo

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

Goddess Venus Punishes Arrogant Boy Toy
4 months ago
1:09

Fuckler

Goddess Venus Punishes Arrogant Boy Toy

Tags: anal, bdsm, boy, goddess, hardcore, hd, humiliation

Dungeon punishment and strap bdsm Analmal Training
8 months ago
6:00

PornXS

Dungeon punishment and strap bdsm Analmal Training

Tags: amateur, bdsm, dungeon, punishment, shemale

Dominatrix punishing useless husband
6 years ago
6:00

Spankwire

Dominatrix punishing useless husband

Tags: crossdressing, dominatrix, femdom, fetish, husband, punishment, sissy

Debut HOT TS talent with a voluptuous ass, huge tits and a punishing...
4 years ago
2:00

OverThumbs

Debut HOT TS talent with a voluptuous ass, huge tits and a punishing...

Tags: ass, bdsm, blowjob, bondage, couple, dungeon, hardcore

Teacher punishes teen first time Did you ever wonder what happens when
7 months ago
5:10

PornXS

Teacher punishes teen first time Did you ever wonder what happens when

Tags: amateur, first time, punishment, shemale, teacher, teen

Punished By Her Dominating Cock
2 years ago
4:00

TubeDupe

Punished By Her Dominating Cock

Tags: dick, punishment, seduce, shemale, transsexual

Domination slave nylon feet Punish my 19 year-old backside and mouth
52 days ago
6:00

PornXS

Domination slave nylon feet Punish my 19 year-old backside and mouth

Tags: amateur, domination, feet, nylon, old, punishment, shemale

Transsexual boss decides to punish her slutty assistant and fucks her pussy hard
11 months ago
6:45

GotPorn

Transsexual boss decides to punish her slutty assistant and fucks her pussy hard

Tags: barebacking, boss, brunette, punishment, pussy, slut, transsexual

Punished teen tied and ass ripped The Stretch And Swap
48 days ago
8:00

PornXS

Punished teen tied and ass ripped The Stretch And Swap

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

Punish fuck Little Harley got not just one of the roughest  but also t
7 months ago
5:01

PornXS

Punish fuck Little Harley got not just one of the roughest but also t

Tags: amateur, punishment, shemale

Ts Beauty punishes a bound, blindfolded guy fulfilling his fantasy...
4 years ago
2:00

OverThumbs

Ts Beauty punishes a bound, blindfolded guy fulfilling his fantasy...

Tags: anal, bdsm, beauty, blindfolded, bondage, bound, fantasy

Threesome bondage tease After her rectal hatefuck punishment  Alexa No
10 months ago
6:00

PornXS

Threesome bondage tease After her rectal hatefuck punishment Alexa No

Tags: 3some, amateur, ass, bondage, punishment, shemale, tease

Rough anal casting Punish my 19 year-old arse and mouth
10 months ago
6:00

PornXS

Rough anal casting Punish my 19 year-old arse and mouth

Tags: amateur, anal, ass, casting, old, punishment, rough

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

FlyFlv

Tied Up Man Gets Dominated By Three Shemales

Tags: 4some, bdsm, blonde, blowjob, boots, brunette, curly haired

Punish anal Wanting To Be Broken
3 months ago
8:00

PornXS

Punish anal Wanting To Be Broken

Tags: amateur, anal, punishment, shemale

Teen roughed up Mia Martinez Xmas Punishment
40 days ago
5:00

PornXS

Teen roughed up Mia Martinez Xmas Punishment

Tags: amateur, punishment, shemale, teen, xmas

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

Tube8

TS Yoga Instructor Dominates Foot-Sniffer

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

Young punished Poor Jade Jantzen.
9 months ago
8:00

PornXS

Young punished Poor Jade Jantzen.

Tags: amateur, punishment, shemale, teen

Anal punishment xxx Debbie smashed in public toilet
2 months ago
5:56

PornXS

Anal punishment xxx Debbie smashed in public toilet

Tags: amateur, anal, public, punishment, shemale, toilet

Lustful white boy seduces a buxom black tranny to punish his needy ass
1 year ago
10:00

NuVid

Lustful white boy seduces a buxom black tranny to punish his needy ass

Tags: ass, black, blowjob, boy, buxom, ebony, interracial

Two teens tied up and punished and rough music Slavemouth Alexa
10 months ago
6:00

PornXS

Two teens tied up and punished and rough music Slavemouth Alexa

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

Hardcore punishment first time Last night  Kaylee Banks went to a part
7 months ago
7:01

PornXS

Hardcore punishment first time Last night Kaylee Banks went to a part

Tags: amateur, first time, hardcore, kaylee, pornstar, punishment, shemale

First Wives' Club: The Punishment of an Unfaithful Husband Series
1 year ago
4:00

Txxx

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

Tags: club, husband, punishment, shemale, wife

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

TubeDupe

All For You A Pleasure-Filled POV Punishment!

Tags: pov, punishment, seduce, shemale, transsexual

Crossdresser spanking
4 months ago
23:10

PornHub

Crossdresser spanking

Tags: crossdressing, fetish, punishment, shemale, spanking

Deadly Dommes - Punish the Maid
9 months ago
3:03

PornHub

Deadly Dommes - Punish the Maid

Tags: buttplug, femdom, fetish, humiliation, kinky, maid, punishment

Dark skinned shemale punishes a muscled stud's tight ass from behind
1 year ago
10:00

NuVid

Dark skinned shemale punishes a muscled stud's tight ass from behind

Tags: ass, blowjob, from behind, interracial, muscled, punishment, shemale

Dude Punished With Giant Long Black Cock
1 year ago
11:47

aShemaleTube

Dude Punished With Giant Long Black Cock

Tags: assfucking, barebacking, big cock, big tits, black, dick, interracial

Tied Up Shemale Having Her Anus Licked
5 years ago
3:05

FlyFlv

Tied Up Shemale Having Her Anus Licked

Tags: anus, ass, assfingering, big tits, brunette, domination, fetish

Trainning my sissy Bitch on how to suck a huge dick
2 years ago
5:26

PornHub

Trainning my sissy Bitch on how to suck a huge dick

Tags: amateur, big tits, bitch, blowjob, crossdressing, deep throat, dildo

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

PornXS

Teen punished by comrade Sometimes it takes a stranger to demonstrate

Tags: amateur, punishment, shemale, stranger, teen

Teen girls grinding xxx As the final aspect of the punishment  the lad
6 months ago
8:00

PornXS

Teen girls grinding xxx As the final aspect of the punishment the lad

Tags: amateur, grinding, punishment, shemale, teen

Caught and punished Rough hook-up takes the verge off
4 months ago
5:00

PornXS

Caught and punished Rough hook-up takes the verge off

Tags: amateur, caught, punishment, rough, shemale

Extreme muscle girl After her ass-fuck hatefuck punishment  Alexa Nova
7 months ago
5:01

PornXS

Extreme muscle girl After her ass-fuck hatefuck punishment Alexa Nova

Tags: amateur, assfucking, extreme, muscled, punishment, shemale

Horny boy recruits a sexy shemale to suck his dick and punish his ass
11 months ago
8:00

ProPorn

Horny boy recruits a sexy shemale to suck his dick and punish his ass

Tags: ass, big tits, boy, dick, punishment, shemale, stockings

Big titty slim shemale Amanda Araujo is featured in todays update. This leggy brazilian shemale beauty is horny and doesnt mind a camera in the room.
5 years ago
3:00

OverThumbs

Big titty slim shemale Amanda Araujo is featured in todays update. This leggy brazilian shemale beauty is horny and doesnt mind a camera in the room.

Tags: beauty, big tits, brazilian, dick, hotel, punishment, shemale

Ass fuck black boss Punish my 19 year-old butt and mouth
54 days ago
6:00

PornXS

Ass fuck black boss Punish my 19 year-old butt and mouth

Tags: amateur, ass, assfucking, black, boss, old, punishment

Mistress handjob domination Punish my nineteen year-old backside and m
8 months ago
6:00

PornXS

Mistress handjob domination Punish my nineteen year-old backside and m

Tags: amateur, domination, handjob, mistress, old, punishment, shemale

Sissy tied-up for torture
6 months ago
22:33

PornHub

Sissy tied-up for torture

Tags: amateur, bdsm, bondage, fetish, high heels, kinky, miniskirt

Ebony Trans Domme Punishes The Old Plumber!
9 months ago
4:04

PornXS

Ebony Trans Domme Punishes The Old Plumber!

Tags: ebony, old, punishment, shemale, transsexual

Couch Potato Punished
6 years ago
8:00

Tube8

Couch Potato Punished

Tags: couch, fetish, punishment, seduce, shemale, tranny

Rough punishment and extreme fisting Sometimes it takes a stranger to
7 months ago
8:00

PornXS

Rough punishment and extreme fisting Sometimes it takes a stranger to

Tags: amateur, extreme, fisting, punishment, rough, shemale, stranger

Tall TS Domme Punishes Beefcake Lance
5 months ago
11:00

xHamster

Tall TS Domme Punishes Beefcake Lance

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

Tutor punishes brat and amateur teen rough anal Bandits Of Bondage
9 months ago
6:11

PornXS

Tutor punishes brat and amateur teen rough anal Bandits Of Bondage

Tags: amateur, anal, bondage, punishment, rough, shemale, teen

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

YouPorn

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

Tags: ass, blonde, bondage, crossdressing, fetish, kinky, maid

Diaper punishment Wanting To Be Broken
8 months ago
8:00

PornXS

Diaper punishment Wanting To Be Broken

Tags: amateur, diaper, punishment, shemale

Your Web Cam will get you Punished: Nothing is Free by TS Seduction
2 years ago
0:43

OverThumbs

Your Web Cam will get you Punished: Nothing is Free by TS Seduction

Tags: big cock, blonde, blowjob, couple, interracial, oral, punishment

Ts on Ts Domination: Cheating Boyfriend Busted, Punished and Made to Watch by TS Seduction
2 years ago
0:53

OverThumbs

Ts on Ts Domination: Cheating Boyfriend Busted, Punished and Made to Watch by TS Seduction

Tags: blonde, boyfriend, cheating, couple, doggystyle, domination, hardcore

Pussy punishment Did you ever wonder what happens when a super hot tee
59 days ago
8:00

PornXS

Pussy punishment Did you ever wonder what happens when a super hot tee

Tags: amateur, punishment, pussy, shemale

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

Rough punish sex and extreme party girls Hatefuck my hippie asshole
7 months ago
6:00

PornXS

Rough punish sex and extreme party girls Hatefuck my hippie asshole

Tags: amateur, ass, extreme, party, punishment, rough, shemale

Anal punishment Lizzie Bell went out for a elementary walk. She took a
7 months ago
8:00

PornXS

Anal punishment Lizzie Bell went out for a elementary walk. She took a

Tags: amateur, anal, punishment, shemale

Lady Cock Punishes Army Cadet
1 year ago
5:44

Spankwire

Lady Cock Punishes Army Cadet

Tags: anal, army, assfucking, bdsm, dick, domination, kinky

Bdsm Tranny Punishing Guy
2 years ago
5:30

VipTube

Bdsm Tranny Punishing Guy

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

Dominates poor guy and brunette punished first time When the peeping t
2 months ago
8:00

PornXS

Dominates poor guy and brunette punished first time When the peeping t

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

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
2 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

Bad teens punished and fast rough orgasm first time Analmal Training
38 days ago
5:01

PornXS

Bad teens punished and fast rough orgasm first time Analmal Training

Tags: amateur, first time, orgasm, punishment, rough, shemale, teen

Rough  feet domination Punish my 19 year-old bootie and mouth
10 months ago
6:00

PornXS

Rough feet domination Punish my 19 year-old bootie and mouth

Tags: amateur, domination, feet, old, punishment, rough, shemale

Shemale Femboy Tommy ass and anal punishment by Daddy Bob
10 months ago
5:05

xHamster

Shemale Femboy Tommy ass and anal punishment by Daddy Bob

Tags: anal, ass, bdsm, big ass, daddies, lingerie, punishment

Chained Skinny Ladyboy Got Punished
3 months ago
4:05

aShemaleTube

Chained Skinny Ladyboy Got Punished

Tags: anal, chained, ladyboy, punishment, shemale, skinny, small tits