Sissy challenge 4 Days only in sissy clothes
3 years ago
2:09

xHamster

Sissy challenge 4 Days only in sissy clothes

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Redhead crossdresser ass spanked and groped then sucks cock deep for masters creamy spunk
3 years ago
9:55

TrannyOne

Redhead crossdresser ass spanked and groped then sucks cock deep for masters creamy spunk

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Naughty little slave wants to be punished by shemale mistress
8 years ago
6:10

TrannyOne

Naughty little slave wants to be punished by shemale mistress

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slim ladyboy getting punished by her bf
4 years ago
6:20

ShemaleMovie

slim ladyboy getting punished by her bf

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Amateur UK crossdressers suck fuck with Grandpa and stepdad CD
3 years ago
26:08

TrannyOne

Amateur UK crossdressers suck fuck with Grandpa and stepdad CD

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A Perfect Punishment!
9 years ago
4:00

TubeDupe

A Perfect Punishment!

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Latin shemale punishes her submissive date in the ass
4 years ago
4:06

xHamster

Latin shemale punishes her submissive date in the ass

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Hot shemale Chanel Santini gets punish by s dick
4 years ago
5:23

xHamster

Hot shemale Chanel Santini gets punish by s dick

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Michael Vegas - Shemale Dancer Ass Fucking Punishes Pervert
4 years ago
5:12

ShemaleZ

Michael Vegas - Shemale Dancer Ass Fucking Punishes Pervert

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tranny punishers
4 years ago
5:06

KeekAss

tranny punishers

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Sissy Cassy with a Full Climax after a Lengthy Denial with Sex Tool and Post Climax Punishment
3 years ago
4:17

ShemaleSin

Sissy Cassy with a Full Climax after a Lengthy Denial with Sex Tool and Post Climax Punishment

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Two dominant amateur babes in lingerie punish a horny slave
4 years ago
10:51

PornLib

Two dominant amateur babes in lingerie punish a horny slave

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Punishing Adelle
4 years ago
17:19

xHamster

Punishing Adelle

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shelady punished By dick Monster
5 years ago
13:40

ShemaleZ

shelady punished By dick Monster

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HEADMISTRESS-PUNISHMENT vs PUNISHMENT-SEXYPRO BBC
4 years ago
13:40

ShemaleZ

HEADMISTRESS-PUNISHMENT vs PUNISHMENT-SEXYPRO BBC

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Hot shemale Chanel Santini gets punish by s dick
4 years ago
4:53

ShemaleZ

Hot shemale Chanel Santini gets punish by s dick

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Two horny shemale cops punish each other with hard spanking
6 years ago
5:03

AshemaleOne

Two horny shemale cops punish each other with hard spanking

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Femboi Mistress Kimmy Gives Foot Punishment And Cums Hands-free!
4 years ago
11:09

ShemaleZ

Femboi Mistress Kimmy Gives Foot Punishment And Cums Hands-free!

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VRB TRANS Wondrous Mia Maffia penalizing a guy
4 years ago
5:01

KeekAss

VRB TRANS Wondrous Mia Maffia penalizing a guy

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She-Male Punishers Harsh up Dude Plaything Evelin Rangel Bruna Castro
4 years ago
21:24

KeekAss

She-Male Punishers Harsh up Dude Plaything Evelin Rangel Bruna Castro

Tags: anal, ass, bdsm, big tits, blonde, blowjob, brunette

Tgirl slave anal punishment
7 years ago
27:47

FetishPapa

Tgirl slave anal punishment

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Disobedient bitch have to be punished immediately
7 years ago
3:21

ShemaleZ

Disobedient bitch have to be punished immediately

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Muscular hunk plays submissive for the slutty shemale
4 years ago
6:54

HellPorno

Muscular hunk plays submissive for the slutty shemale

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T-Girl Many Penalized Without A Condom
4 years ago
6:20

KeekAss

T-Girl Many Penalized Without A Condom

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Dom black crossdresser punishing a bad boy pt. 2
4 years ago
4:43

ShemaleZ

Dom black crossdresser punishing a bad boy pt. 2

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Sissy Faggot Humiliated & punished by Daddy
5 years ago
7:55

ShemaleZ

Sissy Faggot Humiliated & punished by Daddy

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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

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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

Tags: amateur, anal, assfucking, babe, bombshell, brunette, cute

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

HotMovs

Visceratio acquires Her anal Punished - ShemaleDreamCams

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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

Tags: crossdressing, fetish, punishment, shemale

Natalie Mars - Caught Punished
5 years ago
26:25

ShemaleZ

Natalie Mars - Caught Punished

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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

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

ShemaleZ

Busty shemale punished a cheating boyfriends tighty ass

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

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

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shemale ladyboy punish guy sloppy
4 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

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

ShemaleZ

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

Tags: hd, punishment, shemale, transsexual

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
4 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

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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
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, blowbang, cum

college girl punished by strung up Tranny Teacher
4 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
2 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
4 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

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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

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

TrannyOne

Swallowed bull sperm from a condom KellyAErick

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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

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

ShemaleZ

Kendall Penny - Punishes Corbin Dallas

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

ShemaleZ

My little sex slave Apple Jack Punishment

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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.

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Shemale anal punish unfaithful husband
5 years ago
4:38

ShemaleZ

Shemale anal punish unfaithful husband

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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

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

xHamster

Blonde Shemale Lianna Gets Sucked an Fucked

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

Amazing transgender domina punishes a slave
5 years ago
5:36

ShemaleZ

Amazing transgender domina punishes a slave

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Sissy Audrey Punished
8 years ago
7:14

xHamster

Sissy Audrey Punished

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Lady Cock Punishes Army Cadet
5 years ago
5:29

HotMovs

Lady Cock Punishes Army Cadet

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

ShemaleZ

Busty MILF TS stepmother punish fucked by angry stepson

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Strapon punishment forChristabel ?
6 years ago
13:27

HotMovs

Strapon punishment forChristabel ?

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Tranny wife punishes husband in bar
5 years ago
4:38

ShemaleZ

Tranny wife punishes husband in bar

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Maid Punishment
6 years ago
13:02

ShemaleZ

Maid Punishment

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

ShemaleZ

Nicolly Punishing Fagot By The Pool

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Sissy punished 50 smacks with the cane.
5 years ago
3:36

ShemaleZ

Sissy punished 50 smacks with the cane.

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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
6 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

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

ShemaleZ

Tranny nun punishing anal male prisoner

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

KeekAss

Filthy Conversing TRANSSEXUAL Domina Ruins Marionette!

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Naughty sluts punishment 3
5 years ago
15:56

ShemaleZ

Naughty sluts punishment 3

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The League of Extraordinary Transsexuals The Final Punishment
10 years ago
4:00

ShemaleZ

The League of Extraordinary Transsexuals The Final Punishment

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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!

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Shemale anal punishes pervert dude
5 years ago
4:47

ShemaleZ

Shemale anal punishes pervert dude

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Tanned tranny boss punishes teacher
5 years ago
4:55

ShemaleZ

Tanned tranny boss punishes teacher

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

ShemaleZ

TS domina punishing restrained lesbian babe

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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

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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!

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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
8 years ago
4:00

HotMovs

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

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Crossdresser Punishment
7 years ago
31:36

ShemaleZ

Crossdresser Punishment

Tags: amateur, crossdressing, fetish, punishment, shemale

Tabitha Stenves Controls And Punishes Her Sissy Boy Toy
5 years ago
16:13

ShemaleZ

Tabitha Stenves Controls And Punishes Her Sissy Boy Toy

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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
6 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

Stalker shemale gets punished
5 years ago
33:05

ShemaleZ

Stalker shemale gets punished

Tags: bdsm, punishment, shemale

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
6 years ago
12:31

ShemaleZ

ladyboy self-punishment -bymonique

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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

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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

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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

Sly Fawkes PUNISHES his pet Kiwwi - My ass turns red right from the start in this video. I get a REAL punishing!
5 years ago
5:45

ShemaleZ

Sly Fawkes PUNISHES his pet Kiwwi - My ass turns red right from the start in this video. I get a REAL punishing!

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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

Tags: african, amateur, anal, arab, asian, ass, australian

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

Tags: bdsm, bondage, clamp, compilation, cunt, curly haired, fantasy

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
3 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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Shemale probation officer Roxxie Moth punishes and anal fucks her charge Tony Orlando
31 days ago
5:10

aShemaleTube

Shemale probation officer Roxxie Moth punishes and anal fucks her charge Tony Orlando

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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

Breasty tranny punisher spanks and screws her lover with a ball gag
17 days ago
8:20

ShemaleSin

Breasty tranny punisher spanks and screws her lover with a ball gag

Tags: anal, bdsm, big cock, bondage, cumshot, domination, fetish

Domina shemale punishes a dude's ass and mouth
2 days ago
6:20

aShemaleTube

Domina shemale punishes a dude's ass and mouth

Tags: amateur, anal, ass, domination, dominatrix, face fucking, hardcore

Trans Is Dominated And Punished
4 years ago
17:15

HotMovs

Trans Is Dominated And Punished

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The Royalzzz Presents Princess Punisher and Skinny Jimmy two newbies to the screen but not to the sheets See us talk a fine game and be about to bbbbb
47 days ago
6:02

ShemaleSin

The Royalzzz Presents Princess Punisher and Skinny Jimmy two newbies to the screen but not to the sheets See us talk a fine game and be about to bbbbb

Tags: amateur, anal, barebacking, beauty, big black cock, game, ladyboy

Adriana Rodrigues in black leather boots punishes her boyfriend
13 days ago
7:59

aShemaleTube

Adriana Rodrigues in black leather boots punishes her boyfriend

Tags: 3some, anal, big ass, big cock, big tits, black, blowjob

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

Cigar Domme Lilli Holly's Bound & Smoked Punishment
28 days ago
0:38

xHamster

Cigar Domme Lilli Holly's Bound & Smoked Punishment

Tags: amateur, anal, anal toying, ass, bbw, big ass, bound

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
2 months ago
1:52

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

Tags: facial, hd, punishment, shemale

Lazy transgender teen Riley Ivy gets punished with anal fucking for slacking off
15 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

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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

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

ShemaleTaxi

Enza River punishes massive shemale ass with sex toy

Tags: anal, ass, dildo, enza, pornstar, 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
4 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

Tranny cop punishes shemale by inserting her butthole
11 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
2 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

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