Hot Shemale Ass Spanking and Anal Toying
2 years ago
10:27

TrannyOne

Hot Shemale Ass Spanking and Anal Toying

Tags: anal, anal toying, anus, ass, booty

Fat Black TS Fucked Outdoors By Skinny Guy
2 years ago
38:25

TrannyOne

Fat Black TS Fucked Outdoors By Skinny Guy

Tags: anal, anus, ass, black, blowjob

He punishes that tight shemale ass from behind
2 years ago
6:09

TrannyOne

He punishes that tight shemale ass from behind

Tags: anal, anus, ass, couple, from behind

Horny Hill
2 years ago
1:24

TrannyOne

Horny Hill

Tags: american, anal, anus, ass, barebacking

Breeding Season
2 years ago
36:13

TrannyOne

Breeding Season

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

Whit my Daddy, he wanted me to wear as a slut, his slut
2 years ago
10:54

TrannyOne

Whit my Daddy, he wanted me to wear as a slut, his slut

Tags: anal, anus, ass, barebacking, bdsm

Four-eyed criminal punishes transsexual detective's butthole
7 years ago
21:18

TrannyOne

Four-eyed criminal punishes transsexual detective's butthole

Tags: ass, blowjob, dick, punishment, transsexual

Brunette slim shemale babe punishes bound slave's cock and ass
5 years ago
8:06

TrannyOne

Brunette slim shemale babe punishes bound slave's cock and ass

Tags: ass, babe, bound, brunette, dick

Anal punishment f0r naughty cd at Cr0ssdrre
2 years ago
8:27

aShemaleTube

Anal punishment f0r naughty cd at Cr0ssdrre

Tags: anal, naughty, punishment

Cute and young shemale dominant slut punishes her submissive boyfriend
5 years ago
8:02

TrannyOne

Cute and young shemale dominant slut punishes her submissive boyfriend

Tags: boyfriend, cute, punishment, slut, submissive

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

Helium Air Clyster For Crazy Meaty Butt T-Model COUGAR Karolina
2 years ago
8:37

KeekAss

Helium Air Clyster For Crazy Meaty Butt T-Model COUGAR Karolina

Tags: amateur, anal, ass, hd, tranny

Pornstars: karolina

taskmaster Turns blonde lady-man bondman Suzie Into penis sucking sperm skank After Her anal spanking punishment
5 years ago
9:40

ShemaleZ

taskmaster Turns blonde lady-man bondman Suzie Into penis sucking sperm skank After Her anal spanking punishment

Tags: anal, blowjob, cumshot, dick, spanking

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

ShemaleZ

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

Tags: amateur, bdsm, brunette, fetish, stockings

Feminized Pain Toy
2 years ago
2:58

TrannyOne

Feminized Pain Toy

Tags: blonde, caning, hd, toys, whip

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

ShemaleZ

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

Tags: amateur, bdsm, fetish, spanking, toys

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

ShemaleZ

Korra Del Rio - Tranny Nun Punishes A Dirty Sinner!

Tags: barebacking, big tits, brunette, lingerie, tranny

Sucking Nylon cock an spanking
1 year ago
4:24

TrannyOne

Sucking Nylon cock an spanking

Tags: bdsm, dick, domination, hd, mature

Kinky ladyboy dominates an innocent bald guy in the hardcore bondage fuck
1 year ago
13:55

TrannyOne

Kinky ladyboy dominates an innocent bald guy in the hardcore bondage fuck

Tags: anal, anus, asian, ass, barebacking

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, blowjob, hd, tranny

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

BeMyHole

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

Tags: anal, ass, barebacking, blowjob, brunette

She was naughty and got punished for it
1 year ago
7:12

aShemaleTube

She was naughty and got punished for it

Tags: amateur, anal, assfucking, couple, hd

Pimp and prostitute-shemale punished prostitute-rival
5 years ago
5:58

ShemaleZ

Pimp and prostitute-shemale punished prostitute-rival

Tags: barebacking, domination, punishment, slut, stockings

Shemale Yasmin Fonthys Dominate Her Man and Punishes Him Till Orgasm
1 year ago
8:03

aShemaleTube

Shemale Yasmin Fonthys Dominate Her Man and Punishes Him Till Orgasm

Tags: blowjob, domination, orgasm, stockings, uniform

River Enza punishes big tranny asshole with dildo
10 months ago
9:34

aShemaleTube

River Enza punishes big tranny asshole with dildo

Tags: anal, ass, hd, pornstar, tgirl

Pornstars: enza

DWT Thrall with gigantic silicone Melons and a great Outfit - My Bazookas torso with enormous Monster Bazookas and my longest and thickest Toys for bi
2 years ago
3:35

ShemaleSin

DWT Thrall with gigantic silicone Melons and a great Outfit - My Bazookas torso with enormous Monster Bazookas and my longest and thickest Toys for bi

Tags: anal, anal toying, ass, big tits, bizarre

Ebony shemale punishing a white guy's asshole
1 year ago
3:50

aShemaleTube

Ebony shemale punishing a white guy's asshole

Tags: amateur, anal, ass, ebony, hardcore

Bustylicious Ts Punishing Her German Slave
1 year ago
7:38

ShemaleZ

Bustylicious Ts Punishing Her German Slave

Tags: amateur, big tits, german, transsexual, webcam

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

aShemaleTube

Thick tattooed tranny punishes a dude raw

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

Sissy Princess getting punished an Owned by Madam Kitty Kaos
8 months ago
18:09

aShemaleTube

Sissy Princess getting punished an Owned by Madam Kitty Kaos

Tags: amateur, anal, bdsm, big tits, crossdressing

Sissy punished, crossdresser punishment
1 year ago
15:27

ShemaleTaxi

Sissy punished, crossdresser punishment

Tags: bdsm, crossdressing, domination, punishment, sissy

CD mistress punish and fuck her slut
1 year ago
3:40

aShemaleTube

CD mistress punish and fuck her slut

Tags: crossdressing, domination, hd, latex, mature

Now whos been bad im on your trail to punishment u hehe
2 years ago
3:43

ShemaleSin

Now whos been bad im on your trail to punishment u hehe

Tags: amateur, beauty, lingerie, mature, solo

Punish-fucked By Head Mistress Starlight Preview With Ally Sparkles And Johnny Starlight
11 months ago
7:35

ShemaleZ

Punish-fucked By Head Mistress Starlight Preview With Ally Sparkles And Johnny Starlight

Tags: amateur, bdsm, fetish, hd, milf

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

aShemaleTube

Pink haired cutie spreads her legs for anal punishment

Tags: amateur, anal, assfucking, hd, homevideo

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

ShemaleTaxi

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

Tags: amateur, bdsm, dildo, small tits, tattoo

Roxi punishment
1 year ago
2:27

aShemaleTube

Roxi punishment

Tags: barebacking, cartoon, creampie, cumshot, punishment

Bustylicious ts punishing her german slave
1 year ago
8:07

aShemaleTube

Bustylicious ts punishing her german slave

Tags: amateur, anal, hd, tranny, transsexual

Fag, punishing
1 year ago
10:54

ShemaleTaxi

Fag, punishing

Tags: bdsm, domination, punishment

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

KeekAss

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

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

Crossdressed twink fucked bareback by straight curious Arab
1 year ago
20:58

TrannyOne

Crossdressed twink fucked bareback by straight curious Arab

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

Two friends humiliate and punish a sissy
11 months ago
2:55

aShemaleTube

Two friends humiliate and punish a sissy

Tags: 3some, abuse, amateur, anal, homevideo

Gagged, Handcuffed, and Drooling from Climax Punishment
2 years ago
7:59

ShemaleSin

Gagged, Handcuffed, and Drooling from Climax Punishment

Tags: amateur, bondage, brunette, bush, drooling

Spanked and dominated stud anal fucked by Asian TS Venus Lux
2 years ago
6:00

TrannyOne

Spanked and dominated stud anal fucked by Asian TS Venus Lux

Tags: anal, anus, asian, ass, assfucking

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

aShemaleTube

Slender tranny punishes her mischievous fat bf

Tags: amateur, anal, hardcore, hd, tranny

She has a hot anal orgasm as a fan punishes her ass
1 year ago
6:13

aShemaleTube

She has a hot anal orgasm as a fan punishes her ass

Tags: amateur, anal, ass, hardcore, hd

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

KeekAss

Medic penalizing his bratty obedient femboy sissy Michele

Tags: amateur, anal, barebacking, small tits, tranny

I was naughty plz punish my big ass - pov
1 year ago
6:18

aShemaleTube

I was naughty plz punish my big ass - pov

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

Latin ts in lingerie punishing a dude's mouth and ass
1 year ago
8:08

aShemaleTube

Latin ts in lingerie punishing a dude's mouth and ass

Tags: amateur, anal, ass, blowjob, hd

SADOMASOCHISM self servitude anal punishment with automatic massive pump sex-toy - pumps mercilessly larger and larger - CUP Z huge titties crossdress
2 years ago
5:18

ShemaleSin

SADOMASOCHISM self servitude anal punishment with automatic massive pump sex-toy - pumps mercilessly larger and larger - CUP Z huge titties crossdress

Tags: anal, anal toying, ass, bdsm, big ass

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

Sissy punishment, busty shemale
1 year ago
15:01

ShemaleTaxi

Sissy punishment, busty shemale

Tags: amateur, bdsm, big tits, latina, lingerie

Toilet slut humiliation, pee in mouth, and toilet licking
1 year ago
1:39

aShemaleTube

Toilet slut humiliation, pee in mouth, and toilet licking

Tags: big cock, cumshot, fetish, hd, lingerie

Don't Do It Again
2 years ago
20:30

TrannyOne

Don't Do It Again

Tags: anal, anus, ass, blowjob, brunette

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

TrannyOne

Tranny Nun Punishes a Dirty Sinner!

Tags: barebacking, big cock, big tits, blowjob, cumshot

She male Ebony Mistess
1 year ago
25:21

FetishPapa

She male Ebony Mistess

Tags: big cock, domination, ebony, punishment

Oral job, punishing
1 year ago
9:32

ShemaleTaxi

Oral job, punishing

Tags: bdsm, blowjob, domination, oral, spanking

Shemale punishment, sexy shemale
1 year ago
7:25

ShemaleTaxi

Shemale punishment, sexy shemale

Tags: amateur, anal, bdsm, beauty, punishment

FTM Puppy Gets Wedgie and Locked in a Cage
1 year ago
1:12

PornHub

FTM Puppy Gets Wedgie and Locked in a Cage

Tags: amateur, cage, fetish, solo, transsexual

Post Climax Punishment Compilation. 4 Outstanding Cumshots
3 years ago
4:46

ShemaleSin

Post Climax Punishment Compilation. 4 Outstanding Cumshots

Tags: beauty, big cock, big tits, compilation, cum

Sissy Punish Sissy
1 year ago
17:18

ShemaleZ

Sissy Punish Sissy

Tags: bdsm, big cock, blonde, domination, redhead

DOMINATION & SUBMISSION Transgender Princess Lactation Tough Penalty Homonate Perky Knockers Ladyboy
1 year ago
14:51

KeekAss

DOMINATION & SUBMISSION Transgender Princess Lactation Tough Penalty Homonate Perky Knockers Ladyboy

Tags: amateur, lactating, nipples, perky, transsexual

jamiegirlboi booty to throat
1 year ago
2:26

KeekAss

jamiegirlboi booty to throat

Tags: anal, dick, masturbation, small tits, webcam

Enchanting punishment
2 years ago
1:47

ShemaleSin

Enchanting punishment

Tags: amateur, bdsm, beauty, domination, ladyboy

Mistress T punishing sissy with big toys
1 year ago
23:41

TrannyOne

Mistress T punishing sissy with big toys

Tags: crossdressing, cumshot, domination, femdom, fetish

Pornstars: mistress t

YASMIMDORNELLE PUNISHMENT BAD BOY xhhhtyC
11 months ago
2:38

aShemaleTube

YASMIMDORNELLE PUNISHMENT BAD BOY xhhhtyC

Tags: amateur, big cock, blowjob, domination, stockings

Rafael Almeida And Marika Ferreira In Shemale Mistress In High Heeled Boots Punishes Her Slave By Destroying His Ass 6 Min
6 months ago
5:15

ShemaleZ

Rafael Almeida And Marika Ferreira In Shemale Mistress In High Heeled Boots Punishes Her Slave By Destroying His Ass 6 Min

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

One guy gets punished with six shemale dicks
3 years ago
5:05

TrannyOne

One guy gets punished with six shemale dicks

Tags: dick, gangbang, group sex, orgy, punishment

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

aShemaleTube

Frenchbaguettes -mistress punish the robber

Tags: amateur, asian, big cock, big tits, domination

A TERRIBLE PUNISHING SESSION FOR THIS POOR SLAVE
2 years ago
16:23

TrannyOne

A TERRIBLE PUNISHING SESSION FOR THIS POOR SLAVE

Tags: bdsm, big cock, big tits, blowjob, cum

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

ShemaleTaxi

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

Tags: amateur, bdsm, blonde, caning, crossdressing

Shemales Punish Guy
3 years ago
5:08

TrannyOne

Shemales Punish Guy

Tags: dick, domination, juicy, punishment, tgirl

Naughty Teen Shemales Deepthroat and Ass Spanking
2 years ago
10:36

TrannyOne

Naughty Teen Shemales Deepthroat and Ass Spanking

Tags: ass, deep throat, hd, naughty, oral

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

FlyFlv

Busty Ebony Tranny Punishes A Thief On The Floor

Tags: big cock, big tits, blowjob, brunette, deep throat

Saturday Impact play with Michelle
2 years ago
32:06

TrannyOne

Saturday Impact play with Michelle

Tags: amateur, bdsm, crossdressing, gay, punishment

Transsexual mistress Aubrey Kate punishes deep throat and anal hole of submissive dude
4 years ago
4:00

AnySex

Transsexual mistress Aubrey Kate punishes deep throat and anal hole of submissive dude

Tags: anal, hd, ladyboy, mistress, transsexual

Cheating sissy trap jerking in a golden satin silk long maxi sundress
1 year ago
3:50

KeekAss

Cheating sissy trap jerking in a golden satin silk long maxi sundress

Tags: amateur, crossdressing, cum, dick, fetish

Schlong and ball punishment, vibrated clitoris and good spunk flow...
2 years ago
9:08

ShemaleSin

Schlong and ball punishment, vibrated clitoris and good spunk flow...

Tags: amateur, bdsm, big cock, clit, cumshot

Ashley Is Spanked And Rimmed
2 years ago
4:29

TrannyOne

Ashley Is Spanked And Rimmed

Tags: anal, anus, ass, bdsm, british

Arabic squirt compilation 4
2 years ago
4:37

TrannyOne

Arabic squirt compilation 4

Tags: compilation, creampie, cum, cum in mouth, double penetration

Busty amateur transsexual solo pulling dick
2 years ago
6:07

TrannyOne

Busty amateur transsexual solo pulling dick

Tags: big tits, close up, dick, fetish, jerking

Feminized and Spanked
2 years ago
5:29

TrannyOne

Feminized and Spanked

Tags: bdsm, crossdressing, domination, feminization, fetish

Large shaggy pussy clamped and widen out in a vagina dreamcatcher for snatch punishment, stretching, figging, tough sextoy screwing. Preview / teaser
2 years ago
2:27

ShemaleSin

Large shaggy pussy clamped and widen out in a vagina dreamcatcher for snatch punishment, stretching, figging, tough sextoy screwing. Preview / teaser

Tags: bdsm, bondage, clamp, compilation, cunt

Sissy boy twerks
2 years ago
2:53

TrannyOne

Sissy boy twerks

Tags: animation, anime, booty shake, boy, cartoon

Wish to assist?
1 year ago
2:43

ShemaleSin

Wish to assist?

Tags: ass, bdsm, bondage, domination, fetish

Spit-roasted And Treated Like A Plaything
2 years ago
10:35

TrannyOne

Spit-roasted And Treated Like A Plaything

Tags: 3some, anal, anus, ass, bdsm

Hot t-girl punishes a slender man hard.
1 year ago
6:31

ShemaleSin

Hot t-girl punishes a slender man hard.

Tags: ass, banging, boy, boyfriend, friend

PornHolidays 4
4 years ago
35:19

KeekAss

PornHolidays 4

Tags: big tits, dick, face sitting, fetish, hd

doggystyle and spanking
2 years ago
3:29

TrannyOne

doggystyle and spanking

Tags: amateur, anal, anus, ass, barebacking

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

TrannyOne

Blonde fucked in the ass in public

Tags: anal, anus, ass, assfucking, bdsm

Pornstars: lea lexus, princess donna

AnitaForYou The Submissive
2 years ago
4:19

TrannyOne

AnitaForYou The Submissive

Tags: bdsm, crossdressing, gay, hd, massage

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

TrannyOne

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

Tags: anal, anus, ass, assfingering, babe

Fetish tgirl gets spanked
2 years ago
5:30

TrannyOne

Fetish tgirl gets spanked

Tags: bdsm, brunette, dark hair, domination, fetish

In this amateur collection hot and horny shemales dominate their male partners in hardcore anal sex
2 years ago
39:26

TrannyOne

In this amateur collection hot and horny shemales dominate their male partners in hardcore anal sex

Tags: amateur, anal, anus, ass, bdsm

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

TrannyOne

Fer, mi papi me hace suya de nuevo

Tags: amateur, anal, anus, ass, couple

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

TrannyOne

Sissy Crossdresser maninlace81 in detention part 3

Tags: british, crossdressing, cum, cumshot, dick

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, stockings

Slender tranny punishes a gay dude hard
1 year ago
7:08

aShemaleTube

Slender tranny punishes a gay dude hard

Tags: amateur, anal, assfucking, brazilian, brunette

Sissy slave Harley Quinn punished and fucked xhqtFb3
2 years ago
5:09

TrannyOne

Sissy slave Harley Quinn punished and fucked xhqtFb3

Tags: amateur, domination, hd, punishment, sissy

Dumb sissy bitch was a bad angel. So dad punished her butt until it was red.
2 years ago
2:04

ShemaleSin

Dumb sissy bitch was a bad angel. So dad punished her butt until it was red.

Tags: ass, bitch, booty, buttplug, domination

Big cock shemale nun punishes sinner
3 years ago
4:53

BeMyHole

Big cock shemale nun punishes sinner

Tags: big cock, dick, hardcore, nun, punishment

Tranny Punishing Guys Asshole
3 years ago
5:41

ShemaleZ

Tranny Punishing Guys Asshole

Tags: asian, ass, big tits, punishment, tranny

A Private Punishment With Natalie Mars
2 years ago
6:57

ShemaleZ

A Private Punishment With Natalie Mars

Tags: brunette, pov, small tits, tattoo, toys

Dudes caught transexual and punished him orally and anally
6 years ago
37:36

TrannyOne

Dudes caught transexual and punished him orally and anally

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

Rough anal treatment for Tranny Sabina
2 years ago
5:17

TrannyOne

Rough anal treatment for Tranny Sabina

Tags: anal, anus, ass, bdsm, blowjob

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

Me with my mate
2 years ago
6:12

TrannyOne

Me with my mate

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

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

ShemaleSin

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

Tags: balls, bra, cute, dick, fetish

Shemale police officers punish a man
3 years ago
6:28

aShemaleTube

Shemale police officers punish a man

Tags: cop, punishment

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

TrannyOne

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

Tags: anal, anus, ass, barebacking, bdsm

Busty exotic shemale babe punishes and fucks her young slave
5 years ago
8:07

TrannyOne

Busty exotic shemale babe punishes and fucks her young slave

Tags: babe, big tits, exotic, punishment, slave

Naughty nylon clad TGirl Maid given full punishment spanking ass fuck by big strapon cock
2 years ago
10:56

TrannyOne

Naughty nylon clad TGirl Maid given full punishment spanking ass fuck by big strapon cock

Tags: amateur, anal, anus, ass, assfucking

Massage session with the kinky TS babe turns into an amazing anal fuck for the lucky lad
2 years ago
15:58

TrannyOne

Massage session with the kinky TS babe turns into an amazing anal fuck for the lucky lad

Tags: amazing, anal, anus, ass, assfucking

Poor guy moans loudly as the beautiful tranny babe bangs him hard
2 years ago
15:29

TrannyOne

Poor guy moans loudly as the beautiful tranny babe bangs him hard

Tags: anal, anus, ass, babe, barebacking

TS mastix Shiri Allwood plays with her captive servant in the dungeon. This Chab sucks her weenie and balls in a sexy sixty-nine. The youthful and hot
2 years ago
4:11

ShemaleSin

TS mastix Shiri Allwood plays with her captive servant in the dungeon. This Chab sucks her weenie and balls in a sexy sixty-nine. The youthful and hot

Tags: 69, anal, ass, babe, balls

Tgirl dominant-bitch Korra Del Rio Korra puts a sub boy on his back and gives him a mouth screwing that makes his cock additional hard and on edge! No
1 year ago
4:05

ShemaleSin

Tgirl dominant-bitch Korra Del Rio Korra puts a sub boy on his back and gives him a mouth screwing that makes his cock additional hard and on edge! No

Tags: anal, ass, babe, banging, barebacking

Beautiful and curvy shemale dom punishes her male slave's ass
5 years ago
8:02

TrannyOne

Beautiful and curvy shemale dom punishes her male slave's ass

Tags: ass, beauty, big tits, curvy, punishment

Ladyboy BDSM punished and sucking cock and getting anal
2 years ago
7:14

aShemaleTube

Ladyboy BDSM punished and sucking cock and getting anal

Tags: anal, bdsm, dick, ladyboy, sucking

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

ShemaleZ

Mature Shemale Fuck And Punish Old Bastard

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

PornHolidays 2
4 years ago
33:09

KeekAss

PornHolidays 2

Tags: big tits, blowjob, dick, fetish, hd

Gorgeous shemale secretary Yasmine Lee punishes her sexist boss' asshole
5 years ago
42:30

AshemaleOne

Gorgeous shemale secretary Yasmine Lee punishes her sexist boss' asshole

Tags: ass, boss, gorgeous, punishment, secretary

Domination And Pain With This 2 Shemales Hardcore Punishment
2 years ago
10:07

UPornia

Domination And Pain With This 2 Shemales Hardcore Punishment

Tags: anal, blonde, brunette, milf, tattoo

Tall TS Domme Punishes Beefcake Lance
6 years ago
11:00

xHamster

Tall TS Domme Punishes Beefcake Lance

Tags: big tits, blowjob, hd, kinky, transsexual

TS domina punishes her submissive slave
5 years ago
6:06

aShemaleTube

TS domina punishes her submissive slave

Tags: big tits, blowjob, domination, dominatrix, fetish

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

ShemaleMovie

Both gimps Get punished Together By Their domina

Tags: bondage, domination, slave, spanking, whip

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

PornHub

TOO MUCH TS TEMPTATION PT 2

Tags: anal, blowjob, fetish, hardcore, transsexual

Pornstars: temptress

fool gets punished
4 years ago
7:53

ShemaleMovie

fool gets punished

Tags: anal, bdsm, couple, domination, teen (18+)

Sissy slave Harley Quinn fucked
2 years ago
4:55

PornHub

Sissy slave Harley Quinn fucked

Tags: anal, barebacking, hardcore, sissy, transsexual

Crossdresser punishment, smacking
2 years ago
10:57

ShemaleTaxi

Crossdresser punishment, smacking

Tags: bdsm, crossdressing, domination, punishment, spanking

Ts domina punishes her handsome slave
5 years ago
6:00

aShemaleTube

Ts domina punishes her handsome slave

Tags: blonde, blowjob, cumshot, domination, stockings

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

BeMyHole

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

Tags: anal, ass, barebacking, big tits, transsexual

Gaby Ink Nailed by Huge Cock
6 years ago
8:00

PornHub

Gaby Ink Nailed by Huge Cock

Tags: anal, assfucking, big cock, big tits, blowjob

tony naked and punishing his male slave nipples
2 years ago
12:24

HClips

tony naked and punishing his male slave nipples

Tags: bdsm, fetish, nipples, nude, slave

Ts Punishment
2 years ago
48:08

ShemaleZ

Ts Punishment

Tags: brunette, ebony, hd, tattoo, transsexual

Latex wearing transgender babe tortures and fucks a helpless slave without a condom
2 years ago
6:48

TrannyOne

Latex wearing transgender babe tortures and fucks a helpless slave without a condom

Tags: anal, ass, barebacking, brunette, small tits

crossdresser spanking
3 years ago
12:56

aShemaleTube

crossdresser spanking

Tags: crossdressing, domination, fetish, homevideo, slave

Youthful lad gets caught sniffing her pants, so that babe punishes him by   him to choke down her thick chunky schlong, previous to violating his taut
3 years ago
24:46

ShemaleSin

Youthful lad gets caught sniffing her pants, so that babe punishes him by him to choke down her thick chunky schlong, previous to violating his taut

Tags: anal, big cock, blowjob, dick, transsexual

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

HClips

Punished And Fucked Xhqtfb3 With Sissy Slave And Harley Quinn

Tags: amateur, bdsm, pov, sissy, slave

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

KeekAss

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

Tags: ass, brunette, domination, lingerie, masturbation

Hot TS Anal Punishment
3 years ago
4:59

BeMyHole

Hot TS Anal Punishment

Tags: anal, blowjob, hd, tranny, transsexual

Teased and punished tranny
4 years ago
3:25

ShemaleZ

Teased and punished tranny

Tags: punishment, tranny

WOMEN POWER, or Adult games of hot mature couple from Russia
2 years ago
22:48

TrannyOne

WOMEN POWER, or Adult games of hot mature couple from Russia

Tags: anal, ass, blowjob, hd, torture

Makeup Pause And Punishment
2 years ago
7:11

ShemaleZ

Makeup Pause And Punishment

Tags: brunette, domination, fetish, mature, stockings

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

ShemaleZ

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

Tags: boss, dick, hd, punishment, watching

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

ShemaleZ

Nun Punishing Butt Fuck Male Prisoner

Tags: assfucking, big tits, blonde, fetish, hd

Tranny Soccer Players Punishing Sales Referee
2 years ago
28:14

ShemaleZ

Tranny Soccer Players Punishing Sales Referee

Tags: group sex, hd, outdoor, soccer, tranny

Blonde Dirty Talking Blond Heshe Punishes A Bald Dude
2 years ago
6:21

BeMyHole

Blonde Dirty Talking Blond Heshe Punishes A Bald Dude

Tags: anal, blonde, blowjob, toys, webcam

Horny TS teacher punishes the naughty guy with her massive Tcock
4 years ago
6:05

BeMyHole

Horny TS teacher punishes the naughty guy with her massive Tcock

Tags: anal, barebacking, brunette, naughty, transsexual

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

ShemaleZ

Transsexual Milf Punished Her Latina Maid With Hard Sex 8 Min

Tags: big tits, hd, latina, milf, transsexual

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

ShemaleTaxi

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

Tags: mistress, punishment

Tranny gets anally punished
2 years ago
6:20

aShemaleTube

Tranny gets anally punished

Tags: amateur, anal, hardcore, hd, tranny

Innocent lad gets punished by her tranny boss with hot anal pounding
4 years ago
6:42

BeMyHole

Innocent lad gets punished by her tranny boss with hot anal pounding

Tags: anal, ass, barebacking, stockings, tranny

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

BeMyHole

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

Tags: anal, barebacking, blowjob, brunette, hardcore

crossdresser punishment
2 years ago
1:13:13

aShemaleTube

crossdresser punishment

Tags: crossdressing, domination, fetish, homevideo, punishment

Mouth Fucking The League Of Extraordinary Transsexuals - The Final Punishment, Part 4
2 years ago
4:52

BeMyHole

Mouth Fucking The League Of Extraordinary Transsexuals - The Final Punishment, Part 4

Tags: anal, barebacking, blowjob, stockings, transsexual

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

BeMyHole

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

Tags: anal, barebacking, blowjob, brunette, stockings

Sissy-training, punishment
3 years ago
25:05

ShemaleTaxi

Sissy-training, punishment

Tags: bdsm, crossdressing, dildo, domination, sissy

Laela Knight Punishes Line Jumper
9 years ago
5:07

aShemaleTube

Laela Knight Punishes Line Jumper

Tags: anal, ass, cum, domination, hd

Hung blond shemale punishes a guy
2 years ago
7:06

aShemaleTube

Hung blond shemale punishes a guy

Tags: amateur, anal, assfucking, blonde, hd

Small Cock Sissy Cums Hard
2 years ago
30:18

TrannyOne

Small Cock Sissy Cums Hard

Tags: bdsm, crossdressing, cum, dick, handjob

Punish my incredible thick ass
1 year ago
8:10

aShemaleTube

Punish my incredible thick ass

Tags: amateur, anal, ass, hd, tranny

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

ShemaleZ

Sissy In Stockings Gets Anal Punishment From His Mistress

Tags: anal, cumshot, fetish, stockings, toys

Dominate The Naughty Nun - Korra Del Rio Punishes Disgraceful Sinner DJ, Part 8
2 years ago
4:51

BeMyHole

Dominate The Naughty Nun - Korra Del Rio Punishes Disgraceful Sinner DJ, Part 8

Tags: anal, barebacking, blowjob, brunette, fetish

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

ShemaleMovie

naughty TGirl maids bondage smacking punishment for caught toying together

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

FemDom Lifestyle - sissy maid scolded and punished
4 years ago
7:36

ShemaleZ

FemDom Lifestyle - sissy maid scolded and punished

Tags: bdsm, femdom, hd, punishment, sissy

Mature stockings, shemale punishment
2 years ago
43:45

ShemaleTaxi

Mature stockings, shemale punishment

Tags: bdsm, domination, mature, sissy, stockings

Fat Slut deserve punishment from her Transgender Dominatrix
3 years ago
9:49

xHamster

Fat Slut deserve punishment from her Transgender Dominatrix

Tags: domination, hd, small tits, toys, tranny

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

xHamster

Sissy Slave Tranny Punished & Fucked - Full Video

Tags: anal, barebacking, domination, hd, tranny

Sultry trans chick punishes the thief as she shoves her big cock balls deep in his ass
4 years ago
12:56

BeMyHole

Sultry trans chick punishes the thief as she shoves her big cock balls deep in his ass

Tags: anal, ass, big tits, brunette, transsexual

Sex Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig, Part 5
2 years ago
4:52

BeMyHole

Sex Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig, Part 5

Tags: anal, barebacking, brunette, hardcore, stockings

Punishment Dildoing by Diana
2 years ago
3:11

aShemaleTube

Punishment Dildoing by Diana

Tags: crossdressing, dildo, domination, punishment, toys

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

FlyFlv

Shemale Using Bond Slave For Their Pleasure

Tags: anal, bdsm, blowjob, dick, hardcore

A Private Punishment With Natalie Mars
2 years ago
7:03

ShemaleZ

A Private Punishment With Natalie Mars

Tags: brunette, fisting, punishment, stockings

extraordinaire transgender domina punishes a sub
4 years ago
6:16

ShemaleMovie

extraordinaire transgender domina punishes a sub

Tags: asian, babe, bdsm, blowjob, domination

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

ShemaleTaxi

Paula The novice punishes Ashley with piss.

Tags: pissing, punishment

Sissy, punishment
2 years ago
10:16

ShemaleTaxi

Sissy, punishment

Tags: amateur, cumshot, domination, hardcore, sissy

TRANSSEXUAL Predominates Boy and Pops in his Throat!
4 years ago
3:17

KeekAss

TRANSSEXUAL Predominates Boy and Pops in his Throat!

Tags: blowjob, cumshot, stockings, tranny, transsexual

Tiny cocksluts bills penalty
2 years ago
10:18

KeekAss

Tiny cocksluts bills penalty

Tags: amateur, anal, ass, hd, tranny

Prissie Sissy Cock Punishment
2 years ago
6:36

ShemaleZ

Prissie Sissy Cock Punishment

Tags: brunette, dick, ladyboy, solo, stockings

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

KeekAss

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

Tags: anal, cage, hd, pain, transsexual