Tgirl Sissy Slut Anal Dildo Punishment
7 years ago
38:24

aShemaleTube

Tgirl Sissy Slut Anal Dildo Punishment

Tags: amateur, anal toying, big cock, masturbation, punishment, shemale, sissy

Nerdy tranny punished hard
2 years ago
6:48

aShemaleTube

Nerdy tranny punished hard

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Latina shemales punish slave tied up
3 months ago
5:06

aShemaleTube

Latina shemales punish slave tied up

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Shemales Punish Guy
5 years ago
5:08

TrannyOne

Shemales Punish Guy

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Dark skin tranny punisher fucks a dude in bondage and cums in his hand
1 year ago
6:57

aShemaleTube

Dark skin tranny punisher fucks a dude in bondage and cums in his hand

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

MATURE CROSSDRESSER TVROSE COCK, BALLS AND ASS PUNISHED
3 years ago
8:01

TrannyOne

MATURE CROSSDRESSER TVROSE COCK, BALLS AND ASS PUNISHED

Tags: amateur, ass, balls, bdsm, big cock, booty, british

Korra Del Rio - The Naughty Nun Punishes Disgraceful Sinner Dj
3 months ago
49:35

ShemaleZ

Korra Del Rio - The Naughty Nun Punishes Disgraceful Sinner Dj

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Eat cum from ass Punish my 19 year-old culo and mouth
4 years ago
5:02

TrannyOne

Eat cum from ass Punish my 19 year-old culo and mouth

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Three busty shemale punishers get their dicks sucked by a
1 year ago
8:10

XXXDan

Three busty shemale punishers get their dicks sucked by a

Tags: 3some, anal, bdsm, big cock, big tits, blonde, bondage

Crossdresser man in Lingerie Dean in detention part 1
4 years ago
3:50

TrannyOne

Crossdresser man in Lingerie Dean in detention part 1

Tags: amateur, british, crossdressing, cum, cumshot, dick, dildo

Punishment and domination: Jenna Tales, transgender princess, receives blowjobs and whipping
1 year ago
37:42

ShemaleMovie

Punishment and domination: Jenna Tales, transgender princess, receives blowjobs and whipping

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Blonde Tranny Gets Punished And Fucked
5 years ago
3:59

FlyFlv

Blonde Tranny Gets Punished And Fucked

Tags: bdsm, blonde, blowjob, domination, gagging, handjob, kinky

Busty shemale punisher fucks a dude doggystyle and gives him a facial
9 months ago
7:55

aShemaleTube

Busty shemale punisher fucks a dude doggystyle and gives him a facial

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

Black tranny domina punishes a guy's anus hard
3 months ago
8:42

aShemaleTube

Black tranny domina punishes a guy's anus hard

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Thai transsexual whore Amy gets got seriously banged bareback. This is the POV movie scene, where u would be on Amys punisher place. It is so thrillin
4 years ago
5:14

ShemaleSin

Thai transsexual whore Amy gets got seriously banged bareback. This is the POV movie scene, where u would be on Amys punisher place. It is so thrillin

Tags: amateur, anal, ass, barebacking, booty, dick, ladyboy

Trans Latina Jessy Dubai Punished her Female Assistant
3 years ago
7:31

TrannyOne

Trans Latina Jessy Dubai Punished her Female Assistant

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Threesome with bella
4 years ago
44:30

TrannyOne

Threesome with bella

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My Pink Fantassy Punishes At With Veronica Pink, Veronica Vixen And Gracie Jane
54 days ago
5:27

ShemaleZ

My Pink Fantassy Punishes At With Veronica Pink, Veronica Vixen And Gracie Jane

Tags: anal, assfucking, big ass, big tits, blonde, booty, booty shake

Brunette tranny punisher in black corset fucks a skinny dude doggystyle
9 months ago
6:30

aShemaleTube

Brunette tranny punisher in black corset fucks a skinny dude doggystyle

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

Korra Del Rio, a lifeguard for Tbabe, is cumshowered after receiving a severe asshole punishment.
1 year ago
8:49

FapCat

Korra Del Rio, a lifeguard for Tbabe, is cumshowered after receiving a severe asshole punishment.

Tags: anal, ass, big cock, big tits, blowjob, cum, cumshot

Floozyjezebelle Punishing Her Big Ass With Huge Toys 23 Min
3 years ago
7:59

getTranny

Floozyjezebelle Punishing Her Big Ass With Huge Toys 23 Min

Tags: amateur, anal, big ass, brunette, hd, huge dildo, punishment

Busty TS chick dominates a hogtied submissive masked man
4 years ago
5:07

TrannyOne

Busty TS chick dominates a hogtied submissive masked man

Tags: anal, anus, ass, barebacking, bdsm, bed sex, bedroom

Dudes Ass Punished By A Blonde Shemale
9 years ago
10:19

aShemaleTube

Dudes Ass Punished By A Blonde Shemale

Tags: anal, ass, big tits, blonde, brazilian, hd, oral

Asian MILF shemale stepmom punish fucks faggott stepson
4 years ago
6:01

TrannyOne

Asian MILF shemale stepmom punish fucks faggott stepson

Tags: anal, anus, ass, big tits, blowjob, hd, milf

Dorm Room Punishment
11 years ago
6:37

aShemaleTube

Dorm Room Punishment

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Submissive sissy gets her tight hole punished and then deeply penetrated
1 year ago
17:06

ShemaleTaxi

Submissive sissy gets her tight hole punished and then deeply penetrated

Tags: ass, punishment, shemale, sissy, submissive, tight, whip

Sexy Trans Sissy Steph gets Punished fucked by The BBC PUNISHER and takes a HUGE facial cums
10 months ago
1:58

aShemaleTube

Sexy Trans Sissy Steph gets Punished fucked by The BBC PUNISHER and takes a HUGE facial cums

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

Tv Goddess Foxxy Punishes Loser Boyfriend
3 years ago
10:32

TrannyOne

Tv Goddess Foxxy Punishes Loser Boyfriend

Tags: anal, anus, ass, barebacking, bdsm, boyfriend, crossdressing

Dude Punished With Giant Long Black Cock
9 years ago
11:47

aShemaleTube

Dude Punished With Giant Long Black Cock

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

Denali Danger gets Punished #3 out now!!! Shes so amazing
9 months ago
2:14

aShemaleTube

Denali Danger gets Punished #3 out now!!! Shes so amazing

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

Four transsexual punishers in ebony leather outfits manhandle a man
1 year ago
6:29

ShemaleSin

Four transsexual punishers in ebony leather outfits manhandle a man

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

Hot tranny mistress Casey Kisses with a huge hard cock and big boobies pounds male slut using his hips to slam her cock deep inside him and feeds him
1 year ago
4:02

FapCat

Hot tranny mistress Casey Kisses with a huge hard cock and big boobies pounds male slut using his hips to slam her cock deep inside him and feeds him

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

”Bound Latin butt banged in public”
13 days ago
1:31

TransHero

”Bound Latin butt banged in public”

Tags: anal, ass, bdsm, bizarre, bondage, bound, domination

Beautiful transsexual punisher with large boobs bangs a dude until facial
1 year ago
8:14

ShemaleSin

Beautiful transsexual punisher with large boobs bangs a dude until facial

Tags: anal, bdsm, beauty, big cock, big tits, bondage, cumshot

Tgirl punisher Jeniffer Satine cums on a guy's chest after banging
1 year ago
7:06

ShemaleSin

Tgirl punisher Jeniffer Satine cums on a guy's chest after banging

Tags: anal, banging, bdsm, big cock, bondage, cum, cumshot

Arimura Nozomi, Nozomi Arimura And Suzune Nico - Nvh-055 Transsexual Bondage Training Lesbian Female Teacher Punishes Student 18+ As Extracurricular L
4 months ago
2:37:12

ShemaleZ

Arimura Nozomi, Nozomi Arimura And Suzune Nico - Nvh-055 Transsexual Bondage Training Lesbian Female Teacher Punishes Student 18+ As Extracurricular L

Tags: asian, bondage, japanese, lace, lesbian, lingerie, oriental

Tranny spanks and anal fucks motel manager
3 years ago
5:11

TrannyOne

Tranny spanks and anal fucks motel manager

Tags: anal, anus, ass, assfucking, bdsm, domination, hardcore

Punishing her bf's ass with a hot painal session
1 year ago
9:07

aShemaleTube

Punishing her bf's ass with a hot painal session

Tags: amateur, anal, ass, assfucking, hardcore, homevideo, punishment

Corporal Punishment on Spanking Bench using Whisks
9 months ago
37:50

JizzBunker

Corporal Punishment on Spanking Bench using Whisks

Tags: amateur, bdsm, couple, lingerie, mature, punishment, shemale

Very thick tranny enjoys some anal punishment
10 months ago
4:12

aShemaleTube

Very thick tranny enjoys some anal punishment

Tags: amateur, anal, big ass, hardcore, homevideo, punishment, shemale

crossdresser ballbusting
4 years ago
42:34

aShemaleTube

crossdresser ballbusting

Tags: amateur, ball busting, crossdressing, dick, domination, fetish, homevideo

Fat Slut deserve punishment from her Transgender Dominatrix
1 year ago
9:54

JizzBunker

Fat Slut deserve punishment from her Transgender Dominatrix

Tags: amateur, bbw, bdsm, chubby, couple, dominatrix, fat

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

ShemaleSin

Post Climax Punishment Compilation. 4 Outstanding Cumshots

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

Naughty TGirl maids get bondage and spanking punishment after being caught playing together
3 years ago
10:11

TrannyOne

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

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

She is Dominatrix Ladyboy punishing her slave with pain
1 year ago
13:33

RainblowXXX

She is Dominatrix Ladyboy punishing her slave with pain

Tags: bdsm, dominatrix, kinky, ladyboy, pain, punishment, shemale

Naughty shemale Nun Korra Del Rio punishing DJ in bondage with face fucking and cumming
6 months ago
5:07

aShemaleTube

Naughty shemale Nun Korra Del Rio punishing DJ in bondage with face fucking and cumming

Tags: blowjob, bondage, cum, cumshot, domination, face fucking, fetish

English mother I'd like to fuck and Crossdresser get a precious arse drubbing
1 year ago
11:32

ShemaleSin

English mother I'd like to fuck and Crossdresser get a precious arse drubbing

Tags: amateur, ass, bdsm, british, crossdressing, dress, english

Beautiful babes in watersports BDSM film: pee play, punishment, and humiliation. Featuring Mira Sunset.
11 months ago
13:24

ShemaleTaxi

Beautiful babes in watersports BDSM film: pee play, punishment, and humiliation. Featuring Mira Sunset.

Tags: babe, bdsm, beauty, big cock, bizarre, chained, domination

Transgender in chastity punished & anal fucked
1 year ago
5:05

RainblowXXX

Transgender in chastity punished & anal fucked

Tags: anal, bdsm, blowjob, bondage, domination, extreme, fetish

Sissy tgirl rough anal
8 years ago
28:21

FetishPapa

Sissy tgirl rough anal

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

Dominatrix tranny punishes a chick in her mouth and pus
1 year ago
9:00

aShemaleTube

Dominatrix tranny punishes a chick in her mouth and pus

Tags: amateur, dominatrix, hd, punishment, shemale, tranny

U have been a nasty student. Now its time to be punished and compare jocks. Ever had a crush on your hawt teacher but the twist is u didnt know that b
2 years ago
11:38

ShemaleSin

U have been a nasty student. Now its time to be punished and compare jocks. Ever had a crush on your hawt teacher but the twist is u didnt know that b

Tags: amateur, ass, babe, latina, masturbation, pov, punishment

Bound up Femboy gets edged until that guy can't stop himself! (POST CLIMAX PUNISHMENT)
1 year ago
16:26

ShemaleSin

Bound up Femboy gets edged until that guy can't stop himself! (POST CLIMAX PUNISHMENT)

Tags: amateur, bdsm, bondage, bound, cum, cumshot, femdom

Brunette tranny punisher in black leather corset gets sucked by a dude
9 months ago
7:44

aShemaleTube

Brunette tranny punisher in black leather corset gets sucked by a dude

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

One blond and 2 brunette hair transsexual punishers spank and screw a dude
1 year ago
7:13

ShemaleSin

One blond and 2 brunette hair transsexual punishers spank and screw a dude

Tags: anal, bdsm, big cock, blonde, bondage, brunette, cumshot

Blonde Shemale Gave Punishment To Me For Overspeeding
1 year ago
6:14

FlyFlv

Blonde Shemale Gave Punishment To Me For Overspeeding

Tags: big cock, big tits, blonde, blowjob, cumshot, deep throat, handjob

Domina shemale punishes a dude's ass and mouth
9 months ago
6:20

aShemaleTube

Domina shemale punishes a dude's ass and mouth

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

Sissy Charlotte gets flogged and Electro stim on her cock
3 years ago
8:28

TrannyOne

Sissy Charlotte gets flogged and Electro stim on her cock

Tags: amateur, bdsm, british, crossdressing, dick, domination, english

Shemale in a cage, fisted and punished, only in Germany
1 year ago
9:35

XXXDan

Shemale in a cage, fisted and punished, only in Germany

Tags: anal, bdsm, cage, fisting, german, latina, masturbation

TRANSSEXUAL PUNISHERS - Sexy and Kinky Tranny Domination
1 year ago
19:54

ShemaleSin

TRANSSEXUAL PUNISHERS - Sexy and Kinky Tranny Domination

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

Avery Angel gets fucked by The BBC PUNISHER! Full 22 min vid available now! SO HOT!
3 months ago
1:34

aShemaleTube

Avery Angel gets fucked by The BBC PUNISHER! Full 22 min vid available now! SO HOT!

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

Verified amateur rough anal first time Punish my nineteen year-old bum
4 years ago
6:01

TrannyOne

Verified amateur rough anal first time Punish my nineteen year-old bum

Tags: amateur, anal, anus, ass, first time, old, punishment

Busty shemale in fishnets punishes her partner
2 years ago
7:15

aShemaleTube

Busty shemale in fishnets punishes her partner

Tags: amateur, anal, assfucking, big tits, domination, fishnet, homevideo

Cheating TS punished by team fuck hotties with cum in own throat
5 years ago
10:00

ShemaleSin

Cheating TS punished by team fuck hotties with cum in own throat

Tags: cheating, cum, gangbang, group sex, hardcore, punishment, shemale

Punishment
2 years ago
5:21

aShemaleTube

Punishment

Tags: bdsm, crossdressing, domination, hd, punishment, shemale, slave

I Will Punish You With My Dick!
6 years ago
3:59

FlyFlv

I Will Punish You With My Dick!

Tags: ass, bdsm, bella rossi, big ass, big tits, dick, domination

Takes Parker To A Secret Dungeon, Punishes And Fucks Him With Sarina Valentina
3 months ago
38:54

ABTranny

Takes Parker To A Secret Dungeon, Punishes And Fucks Him With Sarina Valentina

Tags: anal, assfucking, babe, barebacking, big tits, blonde, bondage

Six shemale cops punish just one criminal man
5 years ago
5:05

TrannyOne

Six shemale cops punish just one criminal man

Tags: amateur, cop, domination, group sex, juicy, orgy, punishment

Busty shemale punisher in black leather boots fucks a tied up stud
9 months ago
5:28

aShemaleTube

Busty shemale punisher in black leather boots fucks a tied up stud

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

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

Anal cd punishment
9 years ago
8:40

aShemaleTube

Anal cd punishment

Tags: anal, crossdressing, domination, punishment, redhead, shemale, sucking

Hot shemale professor gives the naughty guy a punishment he will never forget
4 years ago
31:13

TrannyOne

Hot shemale professor gives the naughty guy a punishment he will never forget

Tags: anal, anus, ass, barebacking, big tits, blonde, couple

resigned trans after being punished
6 months ago
0:28

ShemaleSin

resigned trans after being punished

Tags: amateur, argentinian, ass, bdsm, big ass, latina, nerdy

Bound shemale slave anal fucked and punished
1 year ago
5:07

KeekAss

Bound shemale slave anal fucked and punished

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

Shemale domination with big dick - submissive shemale slave receives hardcore punishment
1 year ago
8:24

ShemaleTaxi

Shemale domination with big dick - submissive shemale slave receives hardcore punishment

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

TS Kendall Penny dominates Bussy Bradley with  BDSM
6 months ago
6:55

FapCat

TS Kendall Penny dominates Bussy Bradley with BDSM

Tags: anal, bdsm, big cock, blowjob, brunette, cum in mouth, cum swallowing

Sexy sissy squirts fer her daddy
3 years ago
4:16

TrannyOne

Sexy sissy squirts fer her daddy

Tags: crossdressing, daddies, female orgasm, gay, hd, masturbation, orgasm

Bustylicious blonde shemale punishing a nerdy guy's asshole
2 years ago
7:39

aShemaleTube

Bustylicious blonde shemale punishing a nerdy guy's asshole

Tags: amateur, anal, ass, assfucking, blonde, hardcore, homevideo

Day 01 of Punishment
1 year ago
19:41

XXXDan

Day 01 of Punishment

Tags: big ass, big tits, latex, latina, masturbation, punishment, shemale

First time straight latino fucks Crossdresser
4 years ago
4:32

TrannyOne

First time straight latino fucks Crossdresser

Tags: anal, anus, ass, barebacking, couple, creampie, crossdressing

Rough anal strapon guy and whipped ass Mia Martinez Xmas Punishment
4 years ago
5:01

TrannyOne

Rough anal strapon guy and whipped ass Mia Martinez Xmas Punishment

Tags: anal, anus, ass, punishment, rough, shemale, strap-on

After a entire sunday being in different dresses and jerking off and cumming all over the place, I had to get punished for being such a sexually excit
2 years ago
6:44

ShemaleSin

After a entire sunday being in different dresses and jerking off and cumming all over the place, I had to get punished for being such a sexually excit

Tags: amateur, bdsm, cum, domination, fetish, jerking, ladyboy

Jaycis sissy clitty punishment
11 months ago
20:25

XXXDan

Jaycis sissy clitty punishment

Tags: amateur, bdsm, big cock, british, clit, crossdressing, dick

HOT black CD Strawbee gets punished and shares 2 Hung cocks
11 months ago
2:28

aShemaleTube

HOT black CD Strawbee gets punished and shares 2 Hung cocks

Tags: anal, big black cock, black, blowjob, cumshot, dick, doggystyle

Mean tranny babe punishing her slave
2 years ago
5:36

aShemaleTube

Mean tranny babe punishing her slave

Tags: amateur, anal, assfucking, babe, hardcore, homevideo, punishment

Femboy Pusa gets punished! Full 20 min video available now 😈
8 months ago
2:04

aShemaleTube

Femboy Pusa gets punished! Full 20 min video available now 😈

Tags: anal, barebacking, big black cock, blowjob, cumshot, dick, doggystyle

Dominant Mrs. Samantha punishes and humiliates mega-slut Els, restrained with a chain
1 year ago
9:12

ShemaleTaxi

Dominant Mrs. Samantha punishes and humiliates mega-slut Els, restrained with a chain

Tags: abuse, bdsm, chained, domination, high heels, lingerie, punishment

Naughty Transsexual Is Fucked Deep In Her Ass And Dominated
13 years ago
3:03

FlyFlv

Naughty Transsexual Is Fucked Deep In Her Ass And Dominated

Tags: anal, ass, bdsm, big ass, brunette, condom, domination

Sissy Slave Punishment
1 year ago
10:12

XXXDan

Sissy Slave Punishment

Tags: anal, bdsm, couple, punishment, shemale, sissy, slave

Punished for disrespecting headmistress JaydenCherry
8 months ago
0:57

ShemaleSin

Punished for disrespecting headmistress JaydenCherry

Tags: amateur, public, punishment

Sissy cums likewise early and gets punished with coarse banging
4 years ago
2:35

ShemaleSin

Sissy cums likewise early and gets punished with coarse banging

Tags: amateur, ass, banging, barebacking, bdsm, big cock, cum

Small tits trans Izzy Wilde n milf anal fuck a guy in 3some
4 years ago
6:11

TrannyOne

Small tits trans Izzy Wilde n milf anal fuck a guy in 3some

Tags: 3some, anal, anus, ass, assfucking, barebacking, deep throat

Her hot sub is quite addicted to her punishment
4 years ago
8:04

ShemalePub

Her hot sub is quite addicted to her punishment

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Amateur caught cheating and ebony tit cumshot Mia Martinez Xmas Punish
4 years ago
5:01

TrannyOne

Amateur caught cheating and ebony tit cumshot Mia Martinez Xmas Punish

Tags: amateur, black, caught, cheating, cum, cumshot, ebony

Hard spanking
4 years ago
10:51

aShemaleTube

Hard spanking

Tags: crossdressing, punishment, shemale, spanking

Three busty shemales in black lingerie punish their tied up lover
10 months ago
7:34

aShemaleTube

Three busty shemales in black lingerie punish their tied up lover

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

Dominant t-doll Honey Foxxx punishes her submissive after giving a blowjob
7 months ago
6:07

ShemaleTaxi

Dominant t-doll Honey Foxxx punishes her submissive after giving a blowjob

Tags: bdsm, blowjob, doll, domination, punishment, rimjob, shemale

Naughty TS babe Lianna Lawson caged punished and fucked deep
7 months ago
6:55

FapCat

Naughty TS babe Lianna Lawson caged punished and fucked deep

Tags: anal, ass, babe, bdsm, big cock, blonde, blowjob

Being out for some punishment
8 months ago
0:49

aShemaleTube

Being out for some punishment

Tags: crossdressing, ladyboy, pantyhose, punishment, shemale, sissy, stockings

The BBC PUNISHER fucks Rika Fox and shoots a nice load all over her pretty face
48 days ago
4:40

aShemaleTube

The BBC PUNISHER fucks Rika Fox and shoots a nice load all over her pretty face

Tags: big black cock, blowjob, cumshot, doggystyle, facial, hd, pretty

Worship my feet or face a naughty punishment - Female domination foot fetish
1 year ago
8:58

ShemaleTaxi

Worship my feet or face a naughty punishment - Female domination foot fetish

Tags: bdsm, feet, femdom, fetish, naughty, pov, punishment

Cherry Punishes My Lewd Aperture With Her Biggest Knob
2 years ago
11:56

ShemaleSin

Cherry Punishes My Lewd Aperture With Her Biggest Knob

Tags: anal, babe, barebacking, close up, doggystyle, pornstar, punishment

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

Denali Danger gets Punished
1 year ago
3:00

aShemaleTube

Denali Danger gets Punished

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

See as hawt as bang trans boss Eva Maxim punishes her boy empolyee with her rod.
2 years ago
12:52

ShemaleSin

See as hawt as bang trans boss Eva Maxim punishes her boy empolyee with her rod.

Tags: babe, barebacking, big black cock, big tits, blowjob, boss, boy

TS Yoga Instructor Dominates Foot-Sniffer
4 years ago
10:56

TrannyOne

TS Yoga Instructor Dominates Foot-Sniffer

Tags: anal, anus, ass, bdsm, coach, domination, extreme

2023-05-13 LaraSukkuba Large Ramrod Ball Punishment Shiny Hose Precum - 1St Live-Stream
2 years ago
9:14

ShemaleSin

2023-05-13 LaraSukkuba Large Ramrod Ball Punishment Shiny Hose Precum - 1St Live-Stream

Tags: anal, anal toying, big cock, cum, dutch, fetish, homevideo

Dominic Pacifico & Lianna Lawson in Bad Little Bitch: Lianna Lawson Punished, Suspended and Fucked - TSSeduction
5 years ago
4:00

XShemale

Dominic Pacifico & Lianna Lawson in Bad Little Bitch: Lianna Lawson Punished, Suspended and Fucked - TSSeduction

Tags: bdsm, bitch, blonde, fetish, punishment, shemale, small tits

Slave training and punishment first time If you're going to be a c
4 years ago
8:01

TrannyOne

Slave training and punishment first time If you're going to be a c

Tags: domination, first time, punishment, shemale, slave

Nasty thief gets punished for robbing by getting his ass stretched wide by the hot trans chick's huge Tcock
4 years ago
1:00:06

TrannyOne

Nasty thief gets punished for robbing by getting his ass stretched wide by the hot trans chick's huge Tcock

Tags: anal, anus, ass, ass to mouth, assfingering, bdsm, big cock

One blonde and three brunette tranny punishers fuck a dude till facials
1 year ago
6:30

aShemaleTube

One blonde and three brunette tranny punishers fuck a dude till facials

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

”Lesbian in bondage on wooden pony”
11 days ago
5:23

TransHero

”Lesbian in bondage on wooden pony”

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Steamy Shemale Takes on Slut
15 years ago
27:45

aShemaleTube

Steamy Shemale Takes on Slut

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Three busty shemales in leather boots punish a dude until cumshots
10 months ago
8:44

aShemaleTube

Three busty shemales in leather boots punish a dude until cumshots

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Ts Belatriz Fucked Bareback And Punished Roughly
2 years ago
5:57

ShemaleZ

Ts Belatriz Fucked Bareback And Punished Roughly

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Rika Fox gets punished and takes a MASSIVE facial full video available now
4 months ago
1:24

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial full video available now

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SARINAANDROBIN - GODDESS CHERRY PUNISHES MY SLUTTY HOLES
26 days ago
3:07

Faptor

SARINAANDROBIN - GODDESS CHERRY PUNISHES MY SLUTTY HOLES

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Corporalist punishes me for being nasty pt. two
1 year ago
1:04

ShemaleSin

Corporalist punishes me for being nasty pt. two

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The large wang tgirl has a fresh thrall. 1St that babe is showing him his fresh role. Then the punishment begins and the mastix is hammering the pet w
2 years ago
3:10

ShemaleSin

The large wang tgirl has a fresh thrall. 1St that babe is showing him his fresh role. Then the punishment begins and the mastix is hammering the pet w

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Sissy Husband Gets Caught Crossdressing and Punished
3 years ago
5:00

TrannyOne

Sissy Husband Gets Caught Crossdressing and Punished

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Breasty tranny punisher in ebony leather boots bangs a bound up chap
10 months ago
5:33

ShemaleSin

Breasty tranny punisher in ebony leather boots bangs a bound up chap

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

FlyFlv

Shemales Punish Their Little Man Slut

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Punishing my balls and dick huge cumshot
5 months ago
0:30

aShemaleTube

Punishing my balls and dick huge cumshot

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Hispanic sissy gets fucked her her little skirt by The BBC PUNISHER and takes a nasty facial
11 months ago
3:15

aShemaleTube

Hispanic sissy gets fucked her her little skirt by The BBC PUNISHER and takes a nasty facial

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Three busty shemales in leather boots punish a guy until
1 year ago
8:49

JizzBunker

Three busty shemales in leather boots punish a guy until

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Huge tits tranny in lingerie punishes bf
4 years ago
5:10

TrannyOne

Huge tits tranny in lingerie punishes bf

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Mrs Samantha has her serf t-girl Marina shackled to the ceiling, and punishes her by drubbing with a whip, flogger and paddle. Then teases her with so
3 years ago
14:09

ShemaleSin

Mrs Samantha has her serf t-girl Marina shackled to the ceiling, and punishes her by drubbing with a whip, flogger and paddle. Then teases her with so

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They punish a married dude while his gf is filming
3 years ago
10:40

aShemaleTube

They punish a married dude while his gf is filming

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Submissive lesbian punished with spanking and anal penetration
11 months ago
5:17

ShemaleTaxi

Submissive lesbian punished with spanking and anal penetration

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Italian Tranny Anna Hickiman Punishes Wardrobe Attendant feat. Anna Hickhiman trans,Tommy Bravo - Trans n Shemale
11 months ago
16:12

XXXDan

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant feat. Anna Hickhiman trans,Tommy Bravo - Trans n Shemale

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Cute and nude sissy femboy pmb with jewelry only.
3 years ago
4:33

TrannyOne

Cute and nude sissy femboy pmb with jewelry only.

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Colleen TS Self Paddling - at least 100 strokes
5 years ago
1:21

aShemaleTube

Colleen TS Self Paddling - at least 100 strokes

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spanking and whipping crossdressers
4 years ago
11:01

TrannyOne

spanking and whipping crossdressers

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Blindfolded maid Arielle Aquinas is punished by shemale mistress Roxxie Moth
1 year ago
5:06

aShemaleTube

Blindfolded maid Arielle Aquinas is punished by shemale mistress Roxxie Moth

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Blonde tranny is punished & suspended
1 year ago
5:04

FapNow

Blonde tranny is punished & suspended

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Sexy Young Trans Denali Danger gets Punished #3 full video available now!
8 months ago
1:33

aShemaleTube

Sexy Young Trans Denali Danger gets Punished #3 full video available now!

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Large natural trans titties lactating after being punished with nipp clamps. Puffy Teats tranny milking and masturbating. Large boobs sissy lactating
28 days ago
7:06

ShemaleSin

Large natural trans titties lactating after being punished with nipp clamps. Puffy Teats tranny milking and masturbating. Large boobs sissy lactating

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Stella Rae in Stella Rae: Hi Step Daddy!
4 years ago
7:55

TrannyOne

Stella Rae in Stella Rae: Hi Step Daddy!

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Redhead ts mistress punishes a dude
3 months ago
7:48

aShemaleTube

Redhead ts mistress punishes a dude

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Big ass shemale punisher in leather corset fucks a stud doggystyle
10 months ago
6:44

aShemaleTube

Big ass shemale punisher in leather corset fucks a stud doggystyle

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Group of four shemale punishers dominate a guy until he cums
1 year ago
6:47

ShemaleMovie

Group of four shemale punishers dominate a guy until he cums

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Daddy Spanks & Fucks Femboy Chrissy
4 years ago
14:52

TrannyOne

Daddy Spanks & Fucks Femboy Chrissy

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Gagged sissy punishes herself.
11 months ago
2:03

ShemaleSin

Gagged sissy punishes herself.

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Domination, punishment, and discipline for transgender princess Emma Lee in lingerie and tights
1 year ago
5:24

ShemaleTaxi

Domination, punishment, and discipline for transgender princess Emma Lee in lingerie and tights

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Three shemale punishers in black leather boots fuck their prisoner
10 months ago
7:22

aShemaleTube

Three shemale punishers in black leather boots fuck their prisoner

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Teen girls friends first time and hot teen lesbian punished One of the
4 years ago
8:01

TrannyOne

Teen girls friends first time and hot teen lesbian punished One of the

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You were a naughty stud! As punishment, kick yourself while you jerk off in this JOI session with TV_Helena
4 months ago
7:53

ShemaleTaxi

You were a naughty stud! As punishment, kick yourself while you jerk off in this JOI session with TV_Helena

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

TrannyOne

One guy gets punished with six shemale dicks

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Naughty Tgirl gets an anal punishment from her teacher (Subtitled)
2 years ago
10:53

ShemaleTaxi

Naughty Tgirl gets an anal punishment from her teacher (Subtitled)

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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
2 years 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

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Three shemale punishers dominate a dude outdoors until triple cumshot
10 months ago
7:33

aShemaleTube

Three shemale punishers dominate a dude outdoors until triple cumshot

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Japanese FGO spy cosplayer gets defeated and subjected to various sexual punishments by her enemies - a wild ride of pleasure ensues!
2 years ago
5:18

ShemaleTaxi

Japanese FGO spy cosplayer gets defeated and subjected to various sexual punishments by her enemies - a wild ride of pleasure ensues!

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TGIRLS HOOKUP: Lying Top Gets Humiliated & Punished!
1 year ago
2:00

RainblowXXX

TGIRLS HOOKUP: Lying Top Gets Humiliated & Punished!

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Chubby shemale domme likes punishing her slave
4 years ago
8:02

ShemalePub

Chubby shemale domme likes punishing her slave

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Self punishment and anal play
10 months ago
16:29

ShemaleSin

Self punishment and anal play

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TS Ryder Monroe bound fisted and fucked hard in AI punishment
6 months ago
6:55

FapCat

TS Ryder Monroe bound fisted and fucked hard in AI punishment

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Naughty Shemale Nun Punishing Man
3 months ago
4:57

ShemaleZ

Naughty Shemale Nun Punishing Man

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Busty blonde tranny dominatrix Gia punishes and humiliates her lover
7 years ago
15:03

TrannyOne

Busty blonde tranny dominatrix Gia punishes and humiliates her lover

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Thicc black shemale pleasuring her cock
3 years ago
5:42

TrannyOne

Thicc black shemale pleasuring her cock

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Skinny MILF shemale stepmom punish fucked stepsons ass
6 years ago
6:00

aShemaleTube

Skinny MILF shemale stepmom punish fucked stepsons ass

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The BBC PUNISHER Only Fans Preview
2 years ago
3:21

aShemaleTube

The BBC PUNISHER Only Fans Preview

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shemale punishers Agatha Trajano
5 years ago
19:17

TrannyOne

shemale punishers Agatha Trajano

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ANAL LOVE
3 years ago
10:00

TrannyOne

ANAL LOVE

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Three transgender punishers dominate a guy in hardcore gangbang session
1 year ago
6:30

ShemaleMovie

Three transgender punishers dominate a guy in hardcore gangbang session

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Denali Danger gets Punished #2
1 year ago
2:19

aShemaleTube

Denali Danger gets Punished #2

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Busty Yasmin Andrade punishes her slave and fucks him from
9 months ago
8:24

IcePorn

Busty Yasmin Andrade punishes her slave and fucks him from

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this bad slut behind the cage get to be punished
2 years ago
18:41

ShemaleSin

this bad slut behind the cage get to be punished

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Bound Shemale Slave Anal Fucked And Punished
1 year ago
4:57

getTranny

Bound Shemale Slave Anal Fucked And Punished

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SADOMASOCHISM Punishment
2 years ago
2:49

ShemaleSin

SADOMASOCHISM Punishment

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Ladyboy blowjob spanking bdsm compilation
4 years ago
20:15

TrannyOne

Ladyboy blowjob spanking bdsm compilation

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Brunette Punisher Viviany Aguilera Strokes Her Monster Cock Until Cumshot
9 months ago
7:03

ABTranny

Brunette Punisher Viviany Aguilera Strokes Her Monster Cock Until Cumshot

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Kinky latex wearing transsexual slut fucks a kinky male toy lover
4 years ago
38:43

TrannyOne

Kinky latex wearing transsexual slut fucks a kinky male toy lover

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Sizzling oriental shemale gets some drilling and gets punished
4 years ago
6:12

ShemaleSin

Sizzling oriental shemale gets some drilling and gets punished

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Amateur ladyboy Emie wears kinky hose, handcuffs and collar. This Babe is willing to do what her slavemaster says, that babe willing to please her dom
1 year ago
6:27

ShemaleSin

Amateur ladyboy Emie wears kinky hose, handcuffs and collar. This Babe is willing to do what her slavemaster says, that babe willing to please her dom

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Gerald resolves Tina needs to be spanked
4 years ago
3:41

ShemaleSin

Gerald resolves Tina needs to be spanked

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Poor guy gets his ass and mouth fucked to multiple orgasms by the mature blonde shemale
3 years ago
22:13

TrannyOne

Poor guy gets his ass and mouth fucked to multiple orgasms by the mature blonde shemale

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Trio of dark-haired transgender princess punishers dominate a hunk in bondage
1 year ago
7:22

ShemaleMovie

Trio of dark-haired transgender princess punishers dominate a hunk in bondage

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Three Transsexuals Are Dominating A Black Man
13 years ago
3:01

FlyFlv

Three Transsexuals Are Dominating A Black Man

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Naughty TGirl maid bent over Milfs knee for ass spanking
4 years ago
10:06

TrannyOne

Naughty TGirl maid bent over Milfs knee for ass spanking

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A Private Punishment
4 years ago
28:45

TrannyOne

A Private Punishment

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