T-Model nun ass-fuck penalizes priest
5 years ago
5:17

KeekAss

T-Model nun ass-fuck penalizes priest

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sissy in chastity punished and bareback fucked
5 years ago
13:28

ShemaleZ

sissy in chastity punished and bareback fucked

Tags: barebacking, punishment, shemale, sissy

She-Creature cutie penalized like a rear end - TgirlSexMatch.com
4 years ago
7:10

KeekAss

She-Creature cutie penalized like a rear end - TgirlSexMatch.com

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Visceratio acquires Her anal Punished - ShemaleDreamCams
5 years ago
7:45

HotMovs

Visceratio acquires Her anal Punished - ShemaleDreamCams

Tags: amateur, anal, punishment, shemale, webcam

Magnificent Cougar gives naughty meaty weenie TGirl donk and weenie penalty
4 years ago
6:58

KeekAss

Magnificent Cougar gives naughty meaty weenie TGirl donk and weenie penalty

Tags: amateur, ass, bdsm, big ass, big cock, bondage, brunette

Shemale hotties punishing a skinny submissive lad
6 years ago
5:06

AshemaleOne

Shemale hotties punishing a skinny submissive lad

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Crossdresser punishment
5 years ago
31:21

ShemaleZ

Crossdresser punishment

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Big cock shemale nun punishes sinner
5 years ago
4:40

ShemaleZ

Big cock shemale nun punishes sinner

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Stunning latex ts gives corporal punishment
5 years ago
4:46

ShemaleZ

Stunning latex ts gives corporal punishment

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PostOp Ladyboy Nid Self Punishment
5 years ago
4:34

ShemaleZ

PostOp Ladyboy Nid Self Punishment

Tags: ladyboy, punishment, shemale, toys

Busty shemale punished a cheating boyfriends tighty ass
5 years ago
5:31

ShemaleZ

Busty shemale punished a cheating boyfriends tighty ass

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

AshemaleOne

Gorgeous shemale secretary Yasmine Lee punishes her sexist boss' asshole

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Naughty Natasha Punishing Herself
4 years ago
0:33

xHamster

Naughty Natasha Punishing Herself

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This Cute Asian Ladyboy Needs A Real Hard Punishement
4 years ago
5:30

ShemaleZ

This Cute Asian Ladyboy Needs A Real Hard Punishement

Tags: big cock, cute, hd, ladyboy, punishment, shemale

shemale ladyboy punish guy sloppy
5 years ago
5:20

ShemaleMovie

shemale ladyboy punish guy sloppy

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Amateur Thai transsexual Nanny wears handcuffs and collar. This Babe gives her tough dominant a oral-sex and gets her booty punished with hard shlong.
1 year ago
6:27

ShemaleSin

Amateur Thai transsexual Nanny wears handcuffs and collar. This Babe gives her tough dominant a oral-sex and gets her booty punished with hard shlong.

Tags: amateur, anal, asian, assfucking, babe, bisexual, bitch

Woman Knob Penalizes Army Cadet
5 years ago
5:44

KeekAss

Woman Knob Penalizes Army Cadet

Tags: anal, army, blowjob, brunette, gay, handjob, hd

Perfect Blond TS Punished In Her Amazing Ass
5 years ago
5:20

ShemaleZ

Perfect Blond TS Punished In Her Amazing Ass

Tags: amateur, amazing, ass, blonde, punishment, shemale, transsexual

Sissy Crossdresser Bitch Harley handcuffed up and spanked and whipped in advance of deepthroat and butt to throat action ;) I'm a bad angel who n
3 years ago
23:57

ShemaleSin

Sissy Crossdresser Bitch Harley handcuffed up and spanked and whipped in advance of deepthroat and butt to throat action ;) I'm a bad angel who n

Tags: anal, ass, bdsm, bitch, blowjob, british, crossdressing

TS Latin Babe gets punished by BBC
1 year ago
3:38

ShemaleSin

TS Latin Babe gets punished by BBC

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huge-titted she-male punished a hotwife boyfriends tighty ass
5 years ago
6:10

ShemaleMovie

huge-titted she-male punished a hotwife boyfriends tighty ass

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

ShemaleSin

Gagged, Handcuffed, and Drooling from Climax Punishment

Tags: amateur, bondage, brunette, bush, drooling, gagging, hairy

Female escapee caught and punished
5 years ago
8:42

ShemaleZ

Female escapee caught and punished

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TRANSSEXUAL Dominatrix Penalizes Her Customer!
5 years ago
3:16

KeekAss

TRANSSEXUAL Dominatrix Penalizes Her Customer!

Tags: anal, ass, brunette, dick, domination, dominatrix, fetish

Teased and punished tranny
5 years ago
3:25

ShemaleZ

Teased and punished tranny

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PornHolidays 2
5 years ago
33:09

KeekAss

PornHolidays 2

Tags: amateur, babe, big ass, big tits, blowjob, brazilian, dick

Innocent intern guy gets his ass banged by the nasty shemale boss in the office
3 years ago
36:36

TrannyOne

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

Tags: anal, anus, ass, ass to mouth, barebacking, bathroom, bdsm

This Blonde Busty Tranny Likes Various Bdsm Games
5 years ago
4:00

FlyFlv

This Blonde Busty Tranny Likes Various Bdsm Games

Tags: bdsm, big tits, blonde, blowjob, bondage, gagging, game

Shemale mistress stayed home to punish her slave
1 year ago
4:46

aShemaleTube

Shemale mistress stayed home to punish her slave

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

Arrogant guy punished by tall tranny mistress
5 years ago
5:02

ShemaleZ

Arrogant guy punished by tall tranny mistress

Tags: amateur, mistress, punishment, shemale, tall, tranny

THIS CUTIE WAKES UP CONCUPISCENT EACH MORNING AND THE 1ST THING THAT BABE THINKS ABOUT THE LARGE RAMROD THIS BABE CRAVES TO HAVE INSIDE, THAT BABE USE
1 year ago
0:21

ShemaleSin

THIS CUTIE WAKES UP CONCUPISCENT EACH MORNING AND THE 1ST THING THAT BABE THINKS ABOUT THE LARGE RAMROD THIS BABE CRAVES TO HAVE INSIDE, THAT BABE USE

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Titty-punishment whilst jacking it...
1 year ago
0:19

ShemaleSin

Titty-punishment whilst jacking it...

Tags: amateur, babe, bdsm, bondage, clamp, fetish, fishnet

Wow that enormous paddle was so severe,so painful it felt like punishment,I ended up very bruised. Got despairing for him to cum near the end,I just c
2 years ago
16:47

ShemaleSin

Wow that enormous paddle was so severe,so painful it felt like punishment,I ended up very bruised. Got despairing for him to cum near the end,I just c

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

TrannyOne

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

Tags: anal, anus, asian, ass, barebacking, bdsm, blindfolded

slim tranny acquires Punished
5 years ago
38:39

ShemaleZ

slim tranny acquires Punished

Tags: punishment, shemale, skinny, slim, tranny

Total orgasm control of a mature Russian bitch!
2 years ago
15:49

TrannyOne

Total orgasm control of a mature Russian bitch!

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

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
3 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, blowbang, cum

college girl punished by strung up Tranny Teacher
5 years ago
7:26

ShemaleMovie

college girl punished by strung up Tranny Teacher

Tags: blowjob, college, punishment, shemale, teacher, tranny

Naughty man gets topped by the alluring TS chick as she bangs his sweet ass nice and hard
3 years ago
21:27

TrannyOne

Naughty man gets topped by the alluring TS chick as she bangs his sweet ass nice and hard

Tags: alluring, anal, anus, ass, ass to mouth, assfingering, bdsm

FtM punished fir being lazy
1 year ago
5:12

xHamster

FtM punished fir being lazy

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My Dominant ordered me to make a clip of myself torturing my teats, jerking off, and licking it all off of my fingers.
3 years ago
8:35

ShemaleSin

My Dominant ordered me to make a clip of myself torturing my teats, jerking off, and licking it all off of my fingers.

Tags: amateur, bdsm, cum, european, fetish, fingering, jerking

Apr 16th 2022
3 years ago
9:10

ShemaleSin

Apr 16th 2022

Tags: clamp, creampie, crossdressing, hd, moaning, nipples, punishment

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

ShemaleZ

Pimp and prostitute-shemale punished prostitute-rival

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

Huge tits tranny in lingerie punishes bf
5 years ago
4:39

ShemaleZ

Huge tits tranny in lingerie punishes bf

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crossdresser punishment
3 years ago
19:30

aShemaleTube

crossdresser punishment

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imperious shemale Punishers In full Action
5 years ago
5:24

ShemaleMovie

imperious shemale Punishers In full Action

Tags: bdsm, domination, group sex, hardcore, punishment, shemale

Tgirl Mandy punishes her cheater lover
5 years ago
5:41

ShemaleZ

Tgirl Mandy punishes her cheater lover

Tags: blowjob, punishment, shemale, tgirl

Tgirl nun anal punishes priest
3 years ago
5:17

ShemaleSin

Tgirl nun anal punishes priest

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

Sissy thrall T-Girl Danni punished and drilled by her Slavemaster. Wax play, caning ramrod, foot worship, and banging.
3 years ago
10:46

ShemaleSin

Sissy thrall T-Girl Danni punished and drilled by her Slavemaster. Wax play, caning ramrod, foot worship, and banging.

Tags: amateur, anal, banging, barebacking, bdsm, caning, domination

Sissy boy twerks
3 years ago
2:53

TrannyOne

Sissy boy twerks

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

Swallowed bull sperm from a condom KellyAErick
2 years ago
10:18

TrannyOne

Swallowed bull sperm from a condom KellyAErick

Tags: bdsm, bisexual, bitch, condom, couple, crossdressing, cuckold

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

TrannyOne

Natassia promises lorelei anything lorelei accepts

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

Chinese COUGAR t-girl step-mother penalize pulverizes faggott sonnie
5 years ago
6:01

KeekAss

Chinese COUGAR t-girl step-mother penalize pulverizes faggott sonnie

Tags: anal, blowjob, brunette, chinese, cougar, handjob, hd

Dominant TS Nurse Yasmin Fonthys Punishes Her Patient and Pounds His Ass
5 years ago
7:42

ShemaleZ

Dominant TS Nurse Yasmin Fonthys Punishes Her Patient and Pounds His Ass

Tags: ass, domination, nurse, punishment, shemale, transsexual

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

ShemaleZ

FemDom Lifestyle - sissy maid scolded and punished

Tags: amateur, bdsm, femdom, hd, humiliation, maid, punishment

Kendall Penny - Punishes Corbin Dallas
5 years ago
37:17

ShemaleZ

Kendall Penny - Punishes Corbin Dallas

Tags: bdsm, big ass, big cock, blowjob, couple, domination, punishment

My little sex slave Apple Jack Punishment
6 years ago
6:17

ShemaleZ

My little sex slave Apple Jack Punishment

Tags: amateur, punishment, shemale, slave, solo

Thai slave Aom with shackles on her legs is on the bed waiting for punishment.
6 years ago
6:00

BravoTube

Thai slave Aom with shackles on her legs is on the bed waiting for punishment.

Tags: bed sex, legs, punishment, shemale, slave, thai

Shemale anal punish unfaithful husband
5 years ago
4:38

ShemaleZ

Shemale anal punish unfaithful husband

Tags: amateur, anal, husband, punishment, shemale

Both Slaves Get Punished Together By Their Mistress
5 years ago
14:34

ShemaleZ

Both Slaves Get Punished Together By Their Mistress

Tags: 3some, bdsm, fetish, mistress, punishment, shemale

Punishment of unruly bitch
7 years ago
3:46

ShemaleZ

Punishment of unruly bitch

Tags: bitch, hd, lingerie, outdoor, punishment, shemale, solo

Blonde Shemale Lianna Gets Sucked an Fucked
7 years ago
8:02

xHamster

Blonde Shemale Lianna Gets Sucked an Fucked

Tags: anal, big cock, blonde, blowjob, couple, hd, masturbation

Sissy Audrey Punished
8 years ago
7:14

xHamster

Sissy Audrey Punished

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

Lady Cock Punishes Army Cadet
6 years ago
5:29

HotMovs

Lady Cock Punishes Army Cadet

Tags: army, dick, punishment, shemale

Busty MILF TS stepmother punish fucked by angry stepson
5 years ago
5:30

ShemaleZ

Busty MILF TS stepmother punish fucked by angry stepson

Tags: angry, big tits, blowjob, milf, punishment, shemale, transsexual

Strapon punishment forChristabel ?
6 years ago
13:27

HotMovs

Strapon punishment forChristabel ?

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Maid Punishment
6 years ago
13:02

ShemaleZ

Maid Punishment

Tags: amateur, bdsm, maid, masturbation, punishment, shemale, stockings

Nicolly Punishing Fagot By The Pool
5 years ago
17:32

ShemaleZ

Nicolly Punishing Fagot By The Pool

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hard punishment to the ass
6 years ago
4:32

Txxx

hard punishment to the ass

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3 shemale punishers
7 years ago
19:31

ShemaleZ

3 shemale punishers

Tags: punishment, shemale

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

XXXDan

ts isabella sorrenti punishes a robber with her big dick

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

Tranny nun punishing anal male prisoner
5 years ago
4:39

ShemaleZ

Tranny nun punishing anal male prisoner

Tags: amateur, anal, nun, punishment, shemale, tranny

Filthy Conversing TRANSSEXUAL Domina Ruins Marionette!
5 years ago
3:23

KeekAss

Filthy Conversing TRANSSEXUAL Domina Ruins Marionette!

Tags: anal, brunette, brutal, dominatrix, footjob, mistress, punishment

Naughty sluts punishment 3
5 years ago
15:56

ShemaleZ

Naughty sluts punishment 3

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T-Model Domina and Stud Both Jizz Two Times!
5 years ago
3:16

KeekAss

T-Model Domina and Stud Both Jizz Two Times!

Tags: anal, brutal, cum, cumshot, dominatrix, handjob, jizz

Shemale anal punishes pervert dude
6 years ago
4:47

ShemaleZ

Shemale anal punishes pervert dude

Tags: anal, big tits, domination, punishment, shemale

TS domina punishing restrained lesbian babe
5 years ago
5:38

ShemaleZ

TS domina punishing restrained lesbian babe

Tags: babe, bdsm, big tits, domination, dominatrix, fetish, lesbian

Fuck myself with a toy before my fucker came and punished me
5 years ago
4:10

ShemaleZ

Fuck myself with a toy before my fucker came and punished me

Tags: crossdressing, fetish, punishment, shemale, solo, stockings, toys

Naughty Blonde Tranny Punished In Her Asshole
5 years ago
5:41

ShemaleZ

Naughty Blonde Tranny Punished In Her Asshole

Tags: amateur, ass, barebacking, big ass, blonde, hd, ladyboy

Tranny Mistress Attacks a Boy!
5 years ago
3:04

KeekAss

Tranny Mistress Attacks a Boy!

Tags: anal, blowjob, boy, brutal, mistress, punishment, rough

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

xHamster

Sexy Milf gives horny big cock TGirl ass and cock punishment

Tags: ass, big ass, big cock, bondage, dick, masturbation, milf

Domme shemale cop Sasha Strokes fucks thief for punishment
7 years ago
5:11

ShemaleZ

Domme shemale cop Sasha Strokes fucks thief for punishment

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

HotMovs

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

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

Crossdresser Punishment
7 years ago
31:36

ShemaleZ

Crossdresser Punishment

Tags: amateur, crossdressing, fetish, punishment, shemale

Alexia punishing her guy asshole hardcore in transsexual scene
7 years ago
12:00

BravoTube

Alexia punishing her guy asshole hardcore in transsexual scene

Tags: ass, hardcore, punishment, transsexual

Sexy blonde TS vixen Mirela Abelha punishes her hard cock
6 years ago
5:09

AshemaleOne

Sexy blonde TS vixen Mirela Abelha punishes her hard cock

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

Girl Ass Punished By Shemales
7 years ago
8:18

ShemaleZ

Girl Ass Punished By Shemales

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older muscle stud pounds punishes curious teen
5 years ago
12:14

ShemaleZ

older muscle stud pounds punishes curious teen

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Anal cd punishment
5 years ago
8:10

Txxx

Anal cd punishment

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Shemale takes 5 cocks in wild gangbang
7 years ago
8:03

xHamster

Shemale takes 5 cocks in wild gangbang

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

Pamela Pillory Punishment timelapse
6 years ago
5:02

ShemaleZ

Pamela Pillory Punishment timelapse

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Ebony shemale dom Natalia Coxxx punishes her white male slave
6 years ago
28:38

AshemaleOne

Ebony shemale dom Natalia Coxxx punishes her white male slave

Tags: anal, black, ebony, punishment, shemale, slave, white

The QueenPin The Fox and The Little Bird Punishing a Narc in Sex Sting
10 years ago
4:00

ShemaleZ

The QueenPin The Fox and The Little Bird Punishing a Narc in Sex Sting

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ladyboy self-punishment -bymonique
7 years ago
12:31

ShemaleZ

ladyboy self-punishment -bymonique

Tags: bdsm, ladyboy, latex, punishment, shemale, solo, toys

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

xHamster

Tall TS Domme Punishes Beefcake Lance

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Sissy tgirl rough anal
7 years ago
28:21

FetishPapa

Sissy tgirl rough anal

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Shemale boss Franchezka punishes her young and nerdy maid Nickey
6 years ago
5:33

AshemaleOne

Shemale boss Franchezka punishes her young and nerdy maid Nickey

Tags: boss, maid, nerdy, punishment, shemale, teen (18+)

diapers punishment ...
5 years ago
1:27

xHamster

diapers punishment ...

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Tgirl Tattoo S&M Kink Sex in Bang Dungeon Feat The Immodest Doxies Synnz & Her Female-Dom Mistresse Cyanide Getting Kinky During Tattoo Sessio
2 years ago
3:41

ShemaleSin

Tgirl Tattoo S&M Kink Sex in Bang Dungeon Feat The Immodest Doxies Synnz & Her Female-Dom Mistresse Cyanide Getting Kinky During Tattoo Sessio

Tags: amateur, anal, bdsm, beauty, bondage, compilation, dungeon

She-Male Mistress Chats Muddy and Tears Up Victim!
5 years ago
3:17

KeekAss

She-Male Mistress Chats Muddy and Tears Up Victim!

Tags: anal, blowjob, brunette, gay, handjob, ladyboy, masturbation

T-Model maid Sea Enza punished for being insane
5 years ago
9:51

KeekAss

T-Model maid Sea Enza punished for being insane

Tags: anal, blowjob, enza, hd, maid, model, pornstar

AUNT CHARLIE & ROXY SPAULDING - LEWD 4 - PLEASURE & PUNISHMENT
4 years ago
11:32

aShemaleTube

AUNT CHARLIE & ROXY SPAULDING - LEWD 4 - PLEASURE & PUNISHMENT

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Dominant tranny mistress must punish her young brunette maid Nickey
6 years ago
5:00

AshemaleOne

Dominant tranny mistress must punish her young brunette maid Nickey

Tags: brunette, maid, mistress, punishment, shemale, teen (18+), tranny

Transgirl Dominatrix Spunks on a Gay-For-Pay Stud!
5 years ago
3:02

KeekAss

Transgirl Dominatrix Spunks on a Gay-For-Pay Stud!

Tags: anal, big ass, blowjob, cumshot, dominatrix, gay, handjob

Platinum-Blonde Flagellated
5 years ago
12:19

KeekAss

Platinum-Blonde Flagellated

Tags: ass, bdsm, big ass, blonde, crossdressing, fetish, gay

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass
3 years ago
30:44

TrannyOne

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

Tags: anal, anus, ass, bdsm, brunette, condom, couple

Leather BDSM tease
1 year ago
4:57

xHamster

Leather BDSM tease

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punishing naughty pries
5 years ago
3:26

aShemaleTube

punishing naughty pries

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Arabic squirt compilation 4
3 years ago
4:37

TrannyOne

Arabic squirt compilation 4

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

Breasty corporalist enjoys punishing her bf
3 years ago
6:07

ShemaleSin

Breasty corporalist enjoys punishing her bf

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TA flashing a lot, ta flashing, ta flashing so much, my love, I want dick
2 years ago
2:34

TrannyOne

TA flashing a lot, ta flashing, ta flashing so much, my love, I want dick

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Large shaggy pussy clamped and widen out in a vagina dreamcatcher for snatch punishment, stretching, figging, tough sextoy screwing. Preview / teaser
3 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

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Slave boy dominated by shemales Rayna Leah and Isadora Venturini
6 years ago
5:01

AshemaleOne

Slave boy dominated by shemales Rayna Leah and Isadora Venturini

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

Masked man fucks bound and collared ladyboy in punishment scene
6 years ago
4:05

AshemaleOne

Masked man fucks bound and collared ladyboy in punishment scene

Tags: bound, ladyboy, punishment

Arab fuck and swallow cum 4
3 years ago
5:04

TrannyOne

Arab fuck and swallow cum 4

Tags: arab, creampie, cum, cum in mouth, cum swallowing, double penetration, egyptian

Vr - Hawt pet loves to be punished in his cage
4 months ago
4:50

ShemaleSin

Vr - Hawt pet loves to be punished in his cage

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Hot Busty tranny Chanel Santini getranny punish by
3 years ago
5:22

aShemaleTube

Hot Busty tranny Chanel Santini getranny punish by

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

TrannyOne

Hot Shemale Ass Spanking and Anal Toying

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

Trans Is Dominated And Punished
4 years ago
17:15

HotMovs

Trans Is Dominated And Punished

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She Will Punish Them (tranny) 01
3 years ago
9:33

ShemaleZ

She Will Punish Them (tranny) 01

Tags: amateur, big tits, blonde, creampie, cumshot, punishment, shemale

Shemale punished with cane and ass drilled
43 days ago
5:18

ShemaleMovie

Shemale punished with cane and ass drilled

Tags: anal, ass, bdsm, blowjob, domination, drilling, ladyboy

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

TrannyOne

Spit-roasted And Treated Like A Plaything

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

Guy with titties takes part in act of procreating with young lady
8 years ago
14:11

TrannyOne

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

Tags: dick, punishment, shemale, teen (18+)

Submissive kitty slave in bondage gets throatpie punishment. Blowjob, slapping, gagging, and BDSM action.
1 year ago
47:33

ShemaleTaxi

Submissive kitty slave in bondage gets throatpie punishment. Blowjob, slapping, gagging, and BDSM action.

Tags: bdsm, blowjob, bondage, brutal, deep throat, gagging, punishment

Undertaker punished and anal banged by tranny
6 years ago
5:07

aShemaleTube

Undertaker punished and anal banged by tranny

Tags: anal, domination, hardcore, hd, ladyboy, punishment, shemale

Rika Fox gets punished and takes a MASSIVE facial
3 months ago
1:52

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

Tags: facial, hd, punishment, shemale

Caught in the act - Korra Del Rio gets dominated by Charlotte Sins and Dillon Diaz as punishment
1 day ago
14:16

ShemaleTaxi

Caught in the act - Korra Del Rio gets dominated by Charlotte Sins and Dillon Diaz as punishment

Tags: 3some, anal, caught, deep throat, face sitting, punishment, reality

Denali Danger gets Punished volume 3 out now! 22 min video of HOT fucking
5 days ago
1:46

aShemaleTube

Denali Danger gets Punished volume 3 out now! 22 min video of HOT fucking

Tags: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial

Lazy transgender teen Riley Ivy gets punished with anal fucking for slacking off
49 days ago
13:31

ShemaleTaxi

Lazy transgender teen Riley Ivy gets punished with anal fucking for slacking off

Tags: anal, blowjob, ladyboy, punishment, shemale, teen (18+)

Big cock tranny gf anal punishes her bf
6 years ago
5:10

aShemaleTube

Big cock tranny gf anal punishes her bf

Tags: anal, big cock, boyfriend, domination, girlfriend, hd, punishment

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

aShemaleTube

Nasty shemale cop Danika Dreamz punishes and fucks a bad guy

Tags: anal, brunette, cop, domination, fantasy, punishment, shemale

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

aShemaleTube

Busty shemale punished a cheating boyfriends tighty ass

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

Blonde Tgirl Nikki punishes and fucks brunette babe Mercedes Carrera
5 months ago
5:22

ShemaleTaxi

Blonde Tgirl Nikki punishes and fucks brunette babe Mercedes Carrera

Tags: babe, blonde, brunette, lingerie, oral, punishment, shemale

Black guy punishes a white ts
4 years ago
8:05

aShemaleTube

Black guy punishes a white ts

Tags: amateur, anal, assfucking, black, ebony, hd, interracial

Undertaker gets punished and takes it from a shemale Morgan Bailey
25 days ago
5:17

ShemaleTaxi

Undertaker gets punished and takes it from a shemale Morgan Bailey

Tags: anal, bdsm, domination, hardcore, ladyboy, punishment, shemale

Tranny cop punishes shemale by inserting her butthole
12 years ago
6:15

aShemaleTube

Tranny cop punishes shemale by inserting her butthole

Tags: anal, ass, blonde, cop, punishment, shemale, sucking

River Enza punishes big tranny asshole with dildo
1 year ago
9:34

aShemaleTube

River Enza punishes big tranny asshole with dildo

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

aShemaleTube

Redhead lass punished by a horny tranny

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

Guy Gets Punished By Shemales
10 years ago
10:04

aShemaleTube

Guy Gets Punished By Shemales

Tags: bdsm, blonde, domination, group sex, hardcore, punishment, shemale

Busty transgender princess Jessy Dubai gives her husband a wild buttfucking punishment in the bar
25 days ago
5:17

ShemaleTaxi

Busty transgender princess Jessy Dubai gives her husband a wild buttfucking punishment in the bar

Tags: anal, assfucking, bar, big tits, husband, ladyboy, punishment

Good looking babe with small tits and her punisher in the dungeon
1 year ago
10:18

xHamster

Good looking babe with small tits and her punisher in the dungeon

Tags: amateur, american, babe, bdsm, bondage, domination, dungeon

Tgirl Mandy punishes her boyfriend a rough sex for cheating on her
8 years ago
6:11

aShemaleTube

Tgirl Mandy punishes her boyfriend a rough sex for cheating on her

Tags: anal, blonde, boyfriend, cheating, cumshot, hardcore, hd

Enza River punishes massive shemale ass with sex toy
46 days ago
9:44

ShemaleTaxi

Enza River punishes massive shemale ass with sex toy

Tags: anal, ass, dildo, enza, pornstar, punishment, shemale

She has a hot anal orgasm as a fan punishes her ass
2 years ago
6:13

aShemaleTube

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

Tags: amateur, anal, ass, hardcore, hd, homevideo, orgasm

Ebony transsexual police officer punishes a guy by sitting on him
11 years ago
5:10

aShemaleTube

Ebony transsexual police officer punishes a guy by sitting on him

Tags: cop, ebony, interracial, lingerie, punishment, shemale, small tits

Cheating hubby wants to be punished by sexy shemale dominatrix
6 years ago
8:01

TrannyOne

Cheating hubby wants to be punished by sexy shemale dominatrix

Tags: black, cheating, dick, dominatrix, husband, juicy, punishment

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

aShemaleTube

Shemale police officers punish a man

Tags: cop, fetish, gangbang, group sex, ladyboy, oral, outdoor

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

aShemaleTube

Latex Tranny Domme Punishes Man!

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TS Goddess POV Punishment
9 years ago
7:00

aShemaleTube

TS Goddess POV Punishment

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Busty MILF TS stepmother punish fucked by angry stepson
5 years ago
6:00

aShemaleTube

Busty MILF TS stepmother punish fucked by angry stepson

Tags: anal, angry, big tits, blowjob, doggystyle, hd, milf

Thick tranny punished in her bubble ass
3 years ago
6:04

aShemaleTube

Thick tranny punished in her bubble ass

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Blond tranny in pink thong punishes a guy hard
2 years ago
11:46

aShemaleTube

Blond tranny in pink thong punishes a guy hard

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Mistresses punishing man
12 years ago
11:30

aShemaleTube

Mistresses punishing man

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Shemale tranny punish guy dirty
5 years ago
4:30

aShemaleTube

Shemale tranny punish guy dirty

Tags: big cock, blowjob, cum in mouth, cumshot, dirty, domination, fetish

Heshe giving a rough anal punishment to her fuckbudy
2 years ago
6:36

aShemaleTube

Heshe giving a rough anal punishment to her fuckbudy

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

Crossdresser Mistress Luci May punishes spanks blonde tranny maid tight ass
7 years ago
8:33

aShemaleTube

Crossdresser Mistress Luci May punishes spanks blonde tranny maid tight ass

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

Curvy tranny punishing her male date
4 years ago
6:17

aShemaleTube

Curvy tranny punishing her male date

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

Dominant shemale Priscilla punishes, penetrates, and ejaculates on her fortunate coworker
5 months ago
40:56

ShemaleTaxi

Dominant shemale Priscilla punishes, penetrates, and ejaculates on her fortunate coworker

Tags: anal, cum, facial, jizz, punishment, shemale

Sklavia training her ass with a huge toy and punishing herself
11 years ago
8:04

aShemaleTube

Sklavia training her ass with a huge toy and punishing herself

Tags: amateur, anal, ass, crossdressing, domination, homevideo, huge dildo

Big shemale punished in her round booty
2 months ago
6:14

ShemaleTaxi

Big shemale punished in her round booty

Tags: anal, ass, big ass, booty, punishment, shemale

Busty tranny anal punishes husband in bar
7 years ago
5:08

aShemaleTube

Busty tranny anal punishes husband in bar

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Tanned tranny boss punishes teacher
7 years ago
5:25

aShemaleTube

Tanned tranny boss punishes teacher

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

Slender shemale stepmom Mandy Mitchell punishes and pounds stepsons' butt
5 months ago
6:10

ShemaleTaxi

Slender shemale stepmom Mandy Mitchell punishes and pounds stepsons' butt

Tags: anal, ass, blonde, blowjob, punishment, shemale, skinny

Sissy Slave Tranny Punished Fucked Full Video xhgV9Vu 0
3 years ago
8:47

aShemaleTube

Sissy Slave Tranny Punished Fucked Full Video xhgV9Vu 0

Tags: amateur, hd, punishment, shemale, sissy, slave, tranny

Anastasia Penny punishes him with her rock solid cock
10 months ago
5:32

aShemaleTube

Anastasia Penny punishes him with her rock solid cock

Tags: babe, big cock, deep throat, dick, domination, erotic, fetish

T-girl Isabela Fontenele & Her Girlfriend Punish a Burglar
8 months ago
8:05

StarWank

T-girl Isabela Fontenele & Her Girlfriend Punish a Burglar

Tags: 3some, anal, barebacking, blowjob, creampie, extreme, girlfriend

Hot Ladyboy Aubrey Kate punish her cheating husbands butthole
4 years ago
10:10

aShemaleTube

Hot Ladyboy Aubrey Kate punish her cheating husbands butthole

Tags: anal, ass, big cock, big tits, blonde, blowjob, cheating

Jealous wife called The Wives Cluba a group of elite sexy t-girl sweethearts and taskmaster Paris A punished cheating spouse Vern Hopkins with large w
3 years ago
5:23

ShemaleSin

Jealous wife called The Wives Cluba a group of elite sexy t-girl sweethearts and taskmaster Paris A punished cheating spouse Vern Hopkins with large w

Tags: anal, cheating, club, group sex, milf, punishment, slave

Big Dicked T-girls Punish a Thief
9 months ago
8:09

StarWank

Big Dicked T-girls Punish a Thief

Tags: 3some, anal, barebacking, blowjob, dick, extreme, hardcore

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

aShemaleTube

Ts domina punishes her handsome slave

Tags: amateur, blonde, blowjob, cumshot, domination, dominatrix, punishment

Facesitting asian domina punishes her slave
6 years ago
6:00

aShemaleTube

Facesitting asian domina punishes her slave

Tags: big tits, domination, dominatrix, face sitting, punishment, shemale, slave

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

aShemaleTube

Rough transsexual police officer punishes a naughty guy

Tags: cop, domination, fantasy, fetish, naughty, punishment, rough

Tgirl punishes another tgirl in a wild session
30 days ago
5:10

ShemaleMovie

Tgirl punishes another tgirl in a wild session

Tags: blowjob, hardcore, punishment, shemale, tgirl, wild

TS Larissa Albuquerque raw anal punishes the guy who tried to penalize her
5 months ago
36:57

ShemaleMovie

TS Larissa Albuquerque raw anal punishes the guy who tried to penalize her

Tags: anal, barebacking, bdsm, blowjob, domination, punishment, shemale

Ladies punish each other in sexual way
12 years ago
6:15

aShemaleTube

Ladies punish each other in sexual way

Tags: big cock, big tits, blowjob, fetish, punishment, shemale, uniform

Fucked and Punished by a Tran
12 years ago
6:37

aShemaleTube

Fucked and Punished by a Tran

Tags: 3some, anal, domination, fetish, punishment, shemale, tranny

Pink haired cutie spreads her legs for anal punishment
2 years ago
5:24

aShemaleTube

Pink haired cutie spreads her legs for anal punishment

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

Inked TS domina punishes her bound slave
6 years ago
6:10

aShemaleTube

Inked TS domina punishes her bound slave

Tags: blonde, bound, domination, dominatrix, fetish, hd, punishment

Trans in chastity punished and anal fucked
1 year ago
5:05

aShemaleTube

Trans in chastity punished and anal fucked

Tags: anal, blonde, blowjob, domination, fetish, hd, punishment

Rulebreakers will be punished (futa dominating male)
2 months ago
23:17

XXXVogue

Rulebreakers will be punished (futa dominating male)

Tags: 3d, anal, big cock, blonde, blowjob, futanari, punishment