Rika Fox gets punished and takes a MASSIVE facial
4 months ago
1:59

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

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

Stunning shemale punisher with huge tits spanks and fucks a
10 months ago
6:20

xHamster

Stunning shemale punisher with huge tits spanks and fucks a

Tags: 3some, anal, bdsm, big cock, bondage, dick, domination

Blonde shemale is punished and anal fucked
1 year ago
5:08

KeekAss

Blonde shemale is punished and anal fucked

Tags: anal, barebacking, bdsm, blonde, bondage, domination, fetish

Mature Trans Gets Birthday Spanking From Dom Boyfriend
3 years ago
4:12

TrannyOne

Mature Trans Gets Birthday Spanking From Dom Boyfriend

Tags: amateur, american, ass, bdsm, big tits, birthday, booty

Stunning Asian TS chick dominates a masked man as she punishes his ass with her big Tcock
3 years ago
15:17

TrannyOne

Stunning Asian TS chick dominates a masked man as she punishes his ass with her big Tcock

Tags: 69, anal, anus, asian, ass, barebacking, bdsm

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

ShemaleSin

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

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

Rough shemales punishing a guy
13 years ago
5:30

aShemaleTube

Rough shemales punishing a guy

Tags: domination, gangbang, punishment, rough, shemale, tranny, uniform

One blonde and two brunette shemale punishers spank and fuck
9 months ago
7:13

xHamster

One blonde and two brunette shemale punishers spank and fuck

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

SPANKING THE MONKEY #04 - (FULL HD Movie Original Version)
3 years ago
30:53

TrannyOne

SPANKING THE MONKEY #04 - (FULL HD Movie Original Version)

Tags: big cock, cum, cumshot, dick, hd, masturbation, orgasm

Brunette tranny in leather corset punishes a man by fucking him
9 months ago
6:40

aShemaleTube

Brunette tranny in leather corset punishes a man by fucking him

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

Xxxtranssex Akane 4 - TGirlJapan
3 years ago
27:45

TrannyOne

Xxxtranssex Akane 4 - TGirlJapan

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

Straight guy together with freind of him who has boobs punishes whity
8 years ago
39:34

TrannyOne

Straight guy together with freind of him who has boobs punishes whity

Tags: 3some, cheerleader, punishment, shemale

Young slim ebony domme extremely  punishes her white male slave
6 years ago
8:02

TrannyOne

Young slim ebony domme extremely punishes her white male slave

Tags: black, ebony, extreme, punishment, seduce, shemale, slave

Gym trainer gets his asshole destroyed by the ebony TS chick's huge BBC
3 years ago
4:52

TrannyOne

Gym trainer gets his asshole destroyed by the ebony TS chick's huge BBC

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

Rika Fox gets punished and takes a MASSIVE facial
2 months ago
1:48

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

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

Slender tranny punishing her gf
1 year ago
7:35

aShemaleTube

Slender tranny punishing her gf

Tags: amateur, girlfriend, hardcore, homevideo, punishment, shemale, tranny

Naughty ladyboy punished with bareback fuck
6 months ago
6:25

aShemaleTube

Naughty ladyboy punished with bareback fuck

Tags: anal, asian, barebacking, big cock, blowjob, hd, ladyboy

Tranny Mistress Nicolly Navarro Punishes Her Bound Slave
2 years ago
8:00

getTranny

Tranny Mistress Nicolly Navarro Punishes Her Bound Slave

Tags: anal, bdsm, bondage, bound, brunette, deep throat, femdom

Three shemale punishers dominate a dude outdoors until
5 months ago
7:38

XXXDan

Three shemale punishers dominate a dude outdoors until

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

TSDOMME: Str8 Dude Fastened and Punished
55 days ago
20:30

ShemaleSin

TSDOMME: Str8 Dude Fastened and Punished

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

Skinny shemale with big round boobs slams her cock in a tight ass
3 years ago
31:51

TrannyOne

Skinny shemale with big round boobs slams her cock in a tight ass

Tags: amateur, anal, anus, ass, bed sex, bedroom, blonde

Domina tranny punishes her gf and cums on her tongue p
9 months ago
10:27

aShemaleTube

Domina tranny punishes her gf and cums on her tongue p

Tags: cum, dominatrix, girlfriend, hd, punishment, shemale, tongue

Starlet Punishment Learns A Hard Lesson From - Jenna Creed And Maya Kendrick
9 months ago
42:15

ShemaleZ

Starlet Punishment Learns A Hard Lesson From - Jenna Creed And Maya Kendrick

Tags: bdsm, brunette, fetish, punishment, tattoo, toys

Stefani Boots is a real sissy bimbo slut punished in the fitting room.
11 months ago
8:39

JizzBunker

Stefani Boots is a real sissy bimbo slut punished in the fitting room.

Tags: anal, bimbo, boots, mature, punishment, shemale, sissy

Leela's Thanksgiving Day Dinner
1 year ago
8:12

xHamster

Leela's Thanksgiving Day Dinner

Tags: anal, barebacking, blowjob, finnish, friend, hd, milf

Mature Bitch Punish Her Male Slaves Ass
1 year ago
7:29

getTranny

Mature Bitch Punish Her Male Slaves Ass

Tags: asian, ass, big ass, big cock, big tits, bitch, blonde

Tranny domina punishing her tied up bf
1 year ago
12:33

aShemaleTube

Tranny domina punishing her tied up bf

Tags: amateur, anal, assfucking, boyfriend, dominatrix, hardcore, homevideo

Saturday Impact play with Michelle
3 years ago
32:06

TrannyOne

Saturday Impact play with Michelle

Tags: amateur, bdsm, crossdressing, gay, punishment, shemale, spanking

Shemale punisher in black lingerie enjoys solo masturbation
26 days ago
7:33

xHamster

Shemale punisher in black lingerie enjoys solo masturbation

Tags: 3some, anal, bdsm, big cock, black, bondage, dick

Torrid ladyboy domination session with horny shemales punishing their sub
8 months ago
20:03

ShemaleTaxi

Torrid ladyboy domination session with horny shemales punishing their sub

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

Bustylicious blonde shemale punishing a nerdy guy's asshole
1 year ago
7:39

aShemaleTube

Bustylicious blonde shemale punishing a nerdy guy's asshole

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

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

Very hot tranny punished in her perfect ass
8 months ago
3:25

aShemaleTube

Very hot tranny punished in her perfect ass

Tags: ass, punishment, shemale, tranny

crossdresser spanking
3 years ago
28:19

TrannyOne

crossdresser spanking

Tags: amateur, crossdressing, fetish, homevideo, punishment, shemale, spanking

Flogging Session on the Spanking Bench!
3 years ago
35:35

TrannyOne

Flogging Session on the Spanking Bench!

Tags: amateur, bdsm, domination, femdom, mature, mistress, punishment

Denali Danger gets Punished clips #3
4 months ago
1:34

aShemaleTube

Denali Danger gets Punished clips #3

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

Please Don't Tell Countess!
6 months ago
8:58

xHamster

Please Don't Tell Countess!

Tags: bdsm, bondage, countess, domination, fetish, gagging, hardcore

Thai Lady And Jordan Pryce - Submissive Ladyboy Mouth And Ass Punished
1 year ago
6:25

ShemaleZ

Thai Lady And Jordan Pryce - Submissive Ladyboy Mouth And Ass Punished

Tags: amateur, asian, ass, brunette, hd, ladyboy, pov

Sexy Trans Avery Angel rides dick , gets fucked and facialed by The BBC PUNISHER
43 days ago
1:17

aShemaleTube

Sexy Trans Avery Angel rides dick , gets fucked and facialed by The BBC PUNISHER

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

Orlando Furioso
3 years ago
24:22

TrannyOne

Orlando Furioso

Tags: asian, big cock, blowjob, crossdressing, dick, extreme, fisting

Punished - Lizzy Laines Lizzy Laynez - TransQueens
1 year ago
0:34

Txxx

Punished - Lizzy Laines Lizzy Laynez - TransQueens

Tags: big ass, big tits, blonde, blowjob, latina, punishment, shemale

Camming Turns Into Roommate Fuckfest
3 years ago
5:11

TrannyOne

Camming Turns Into Roommate Fuckfest

Tags: bdsm, domination, hd, punishment, shemale, spanking, tease

Transgender in chastity punished & anal fucked
11 months ago
5:05

StarWank

Transgender in chastity punished & anal fucked

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

Four tgirl punishers take turns at banging their hunk prisoner
9 months ago
6:44

ShemaleSin

Four tgirl punishers take turns at banging their hunk prisoner

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

Jenny Wei gets Punished in her last film
4 months ago
1:33

aShemaleTube

Jenny Wei gets Punished in her last film

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

Anastasia the Director Wants to Punish Sexyfilomena
42 days ago
8:12

xHamster

Anastasia the Director Wants to Punish Sexyfilomena

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

Spanked Natalie Mars slurps jizz after penetration
3 years ago
9:56

TrannyOne

Spanked Natalie Mars slurps jizz after penetration

Tags: anal, anus, ass, big cock, blowjob, creampie, cum

Femdom punishes a shemale and talks dirty
2 years ago
7:51

aShemaleTube

Femdom punishes a shemale and talks dirty

Tags: amateur, anal, assfucking, dirty, domination, femdom, hd

Hard spanking
4 years ago
10:51

aShemaleTube

Hard spanking

Tags: crossdressing, punishment, shemale, spanking

Shemale police officer sits on a criminals face as a punishment
11 years ago
5:10

aShemaleTube

Shemale police officer sits on a criminals face as a punishment

Tags: ass to mouth, blowjob, cop, domination, fantasy, punishment, shemale

Dominant Shemale Mistress Camila Smith Punishes Her Sex Slave
2 years ago
7:59

getTranny

Dominant Shemale Mistress Camila Smith Punishes Her Sex Slave

Tags: anal, bdsm, big tits, bondage, brunette, deep throat, domination

The Shemale Gladly Punish The Sexy Brunette
12 years ago
3:58

FlyFlv

The Shemale Gladly Punish The Sexy Brunette

Tags: bed sex, blowjob, brunette, casey cumz, domination, handcuffed, kinky

Sexy Fat tranny getting punished
4 months ago
6:24

xHamster

Sexy Fat tranny getting punished

Tags: amateur, american, anal, asslick, barebacking, bbw, beauty

Busty Yasmin Andrade punishes her slave and fucks him
50 days ago
8:27

xHamster

Busty Yasmin Andrade punishes her slave and fucks him

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

Starlet Punishment: Maya Kendrick Learns A Hard Lesson From Jenna Creed
8 months ago
8:00

XShemale

Starlet Punishment: Maya Kendrick Learns A Hard Lesson From Jenna Creed

Tags: bdsm, fetish, punishment, toys

She male Ebony Mistess
2 years ago
25:21

FetishPapa

She male Ebony Mistess

Tags: big cock, domination, ebony, punishment, shemale

Denali Danger gets Punished
4 months ago
1:55

aShemaleTube

Denali Danger gets Punished

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

The BBC Punisher fucks Rika Fox
1 year ago
4:26

aShemaleTube

The BBC Punisher fucks Rika Fox

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

Blonde Mistress punishes her Slave Sissy Ass
10 months ago
32:50

JizzBunker

Blonde Mistress punishes her Slave Sissy Ass

Tags: ass, bdsm, big ass, blonde, mistress, punishment, shemale

Shemale Beatrice Andrade submits her slave with the cock
5 months ago
43:19

xHamster

Shemale Beatrice Andrade submits her slave with the cock

Tags: anal, barebacking, big black cock, creampie, cum, dick, domination

Huge Ass Ts Patricia Bysmark Punishes Her Male Slave
2 years ago
8:00

getTranny

Huge Ass Ts Patricia Bysmark Punishes Her Male Slave

Tags: ass, bdsm, big ass, big tits, brunette, cumshot, deep throat

Brunette Punisher Viviany Aguilera Strokes Her Monster Cock Until Cumshot
32 days ago
7:03

ABTranny

Brunette Punisher Viviany Aguilera Strokes Her Monster Cock Until Cumshot

Tags: 3some, big ass, big cock, big tits, booty, booty shake, brunette

trio.
3 years ago
20:34

TrannyOne

trio.

Tags: anal, anus, ass, assfingering, bdsm, big tits, blowjob

Busty brunette babe getting her ass red after getting spanked by her punisher
11 months ago
35:08

xHamster

Busty brunette babe getting her ass red after getting spanked by her punisher

Tags: amateur, amazing, american, ass, babe, bdsm, big tits

likewise fine to stop
1 year ago
25:45

ShemaleSin

likewise fine to stop

Tags: amateur, asian, funny, masturbation, punishment, solo, tattoo

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

TrannyOne

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

Tags: anal, anus, ass, babe, barebacking, beauty, bed sex

One blonde and three brunette tranny punishers fuck a dude
9 months ago
6:35

xHamster

One blonde and three brunette tranny punishers fuck a dude

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

Brunette punisher Viviany Aguilera strokes her monster cock until cumshot
9 months ago
7:33

aShemaleTube

Brunette punisher Viviany Aguilera strokes her monster cock until cumshot

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

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

FlyFlv

Shemale Using Bond Slave For Their Pleasure

Tags: 4some, anal, bdsm, blowjob, boots, condom, dick

Darksome skinned tgirl punishes a bound up chap with her large dick
10 months ago
8:39

ShemaleSin

Darksome skinned tgirl punishes a bound up chap with her large dick

Tags: anal, bdsm, big cock, bondage, bound, cumshot, dick

Alt Sissy Spanked, Mouth Screwed, Anal, & Facialized by Large Knob
2 years ago
6:13

ShemaleSin

Alt Sissy Spanked, Mouth Screwed, Anal, & Facialized by Large Knob

Tags: amateur, anal, bdsm, big cock, blonde, cumshot, deep throat

Guy was pretty glad to be anally punished by seductive shemale
8 years ago
32:01

TrannyOne

Guy was pretty glad to be anally punished by seductive shemale

Tags: pretty, punishment, shemale

ball crushing device nut squeezing spikes anguish and enjoyment punishment yay jizz flow
1 year ago
55:35

ShemaleSin

ball crushing device nut squeezing spikes anguish and enjoyment punishment yay jizz flow

Tags: jizz, punishment

Teaching and punishment
1 year ago
4:48

aShemaleTube

Teaching and punishment

Tags: blowjob, crossdressing, domination, hd, punishment, shemale

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

TrannyOne

Naughty Teen Shemales Deepthroat and Ass Spanking

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

Wicked Kira punished with raw assfuck
3 years ago
28:19

ShemaleSin

Wicked Kira punished with raw assfuck

Tags: anal, assfucking, punishment, shemale

Five shemale punishers tie up a dude and fuck him in the ass
8 months ago
8:21

JizzBunker

Five shemale punishers tie up a dude and fuck him in the ass

Tags: ass, big ass, bondage, hardcore, punishment, shemale

Britney riding dildo inverted punishment play
59 days ago
2:24

aShemaleTube

Britney riding dildo inverted punishment play

Tags: dildo, hd, punishment, riding, shemale, skirt

Four tranny punishers screw a dude in servitude doggy style untill facials
9 months ago
6:36

ShemaleSin

Four tranny punishers screw a dude in servitude doggy style untill facials

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

Esther gets punished in her little skirt. Her ass is so PHAT!🍑😍
3 months ago
1:30

aShemaleTube

Esther gets punished in her little skirt. Her ass is so PHAT!🍑😍

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

Slim shemale punished on her new bed
3 years ago
5:14

aShemaleTube

Slim shemale punished on her new bed

Tags: amateur, anal, assfucking, bed sex, facial, hardcore, hd

Shemales punishing men in bondage
3 months ago
5:06

aShemaleTube

Shemales punishing men in bondage

Tags: anal, big cock, big tits, bondage, group sex, hd, punishment

Dark skinned shemale punishes a tied up dude with her big cock
9 months ago
8:34

aShemaleTube

Dark skinned shemale punishes a tied up dude with her big cock

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

Darksome skin t-girl punisher bangs a man in servitude and cums in his hand
1 year ago
7:02

ShemaleSin

Darksome skin t-girl punisher bangs a man in servitude and cums in his hand

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

Dominant shemale in black fishnet stockings punishes sub
7 months ago
7:39

ShemaleMovie

Dominant shemale in black fishnet stockings punishes sub

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

Nerdy tranny punished hard
1 year ago
6:48

aShemaleTube

Nerdy tranny punished hard

Tags: amateur, anal, hardcore, homevideo, nerdy, punishment, shemale

Crossdresser Punishing Her Bfs Ass For Being Naughty
1 year ago
7:25

getTranny

Crossdresser Punishing Her Bfs Ass For Being Naughty

Tags: anal, ass, crossdressing, naughty, punishment, redhead, stockings

Shemales Punish Guy
4 years ago
5:08

TrannyOne

Shemales Punish Guy

Tags: dick, domination, juicy, punishment, shemale, tgirl, tranny

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

Chubby Shemale Punisher Fucks A Guy Doggystyle In The Bathroom
7 months ago
5:40

ShemaleZ

Chubby Shemale Punisher Fucks A Guy Doggystyle In The Bathroom

Tags: bathroom, bdsm, big ass, big cock, big tits, chubby, cumshot

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

TrannyOne

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

Tags: ass, cum, cum in mouth, mouthful, old, punishment, shemale

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant
1 year ago
8:00

getTranny

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant

Tags: big tits, brunette, deep throat, hd, italian, ladyboy, punishment

Three busty shemale punishers get their dicks sucked by a
5 months 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
3 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
5 months ago
37:42

ShemaleMovie

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

Tags: 3some, anal, barebacking, bdsm, blowjob, domination, punishment

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

FlyFlv

Blonde Tranny Gets Punished And Fucked

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

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
3 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

Tags: ass, big tits, booty, deep throat, drilling, feet, fetish

Threesome with bella
3 years ago
44:30

TrannyOne

Threesome with bella

Tags: 3some, amateur, big tits, blowjob, gangbang, hd, masturbation

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
2 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

JD Phoenix was a naughty guy so he needed to be punished! Jessy caught him off guard and stuck her big,fat cock in his mouth.
34 days ago
6:12

FapCat

JD Phoenix was a naughty guy so he needed to be punished! Jessy caught him off guard and stuck her big,fat cock in his mouth.

Tags: anal, big cock, big tits, blowjob, caught, cumshot, deep throat

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

TrannyOne

Busty TS chick dominates a hogtied submissive masked man

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

Busty Yasmin Andrade punishes her slave and fucks him from
26 days ago
8:24

IcePorn

Busty Yasmin Andrade punishes her slave and fucks him from

Tags: bdsm, big ass, big tits, blowjob, cumshot, dick, gangbang

Punisher babe Mylena Bysmark teases with her big tranny cock
31 days ago
6:24

xHamster

Punisher babe Mylena Bysmark teases with her big tranny cock

Tags: 3some, anal, babe, bdsm, big cock, bondage, dick

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

TrannyOne

Asian MILF shemale stepmom punish fucks faggott stepson

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

Three brunette shemale punishers dominate a stud in bondage
9 months ago
7:12

xHamster

Three brunette shemale punishers dominate a stud in bondage

Tags: 3some, anal, bdsm, big cock, bondage, brunette, dick

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

Naughty ladyboy punished with bareback nail
3 months ago
6:25

AnalDin

Naughty ladyboy punished with bareback nail

Tags: anal, barebacking, big cock, blowjob, doggystyle, ladyboy, naughty

Dirty Talking Tranny Punishes A Submissive Guy
2 years ago
5:57

getTranny

Dirty Talking Tranny Punishes A Submissive Guy

Tags: amateur, anal, bdsm, big cock, brunette, deep throat, dirty talk

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

Punished And Anal With Natalie Mars
11 months ago
4:57

getTranny

Punished And Anal With Natalie Mars

Tags: anal, bdsm, bondage, brunette, fetish, hd, punishment

Four transsexual punishers in ebony leather outfits manhandle a man
9 months 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
6 months 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

Beautiful transsexual punisher with large boobs bangs a dude until facial
9 months 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
9 months 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

Sissy in Stockings Stretching her Pussy 3 - Light Spanking and Ass Close Ups
12 days ago
8:14

xHamster

Sissy in Stockings Stretching her Pussy 3 - Light Spanking and Ass Close Ups

Tags: amateur, american, anal, anal toying, ass, bdsm, close up

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

Corporal Punishment on Spanking Bench using Whisks
29 days ago
37:50

JizzBunker

Corporal Punishment on Spanking Bench using Whisks

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

Tgirl punishes a concupiscent stud in the butt.
3 years ago
7:34

ShemaleSin

Tgirl punishes a concupiscent stud in the butt.

Tags: ass, hardcore, punishment, shemale, stud, tgirl, tranny

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
10 months 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
4 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

English mother I'd like to fuck and Crossdresser get a precious arse drubbing
6 months 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.
2 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

Anal transsexual punishment...
1 year ago
2:19

xHamster

Anal transsexual punishment...

Tags: anal, blonde, brazilian, hd, orgasm, punishment, shemale

Dominatrix tranny punishes a chick in her mouth and pus
9 months 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
1 year 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)
9 months 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

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

Waiting for Stocking Foot Punishment
10 months ago
0:30

xHamster

Waiting for Stocking Foot Punishment

Tags: crossdressing, feet, high heels, masturbation, nylon, pantyhose, punishment

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

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
10 months ago
9:35

XXXDan

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

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

Big ass shemale punisher in leather corset fucks a stud doggystyle
46 days ago
6:44

aShemaleTube

Big ass shemale punisher in leather corset fucks a stud doggystyle

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

Maid Pai-chan Gets Punished
54 days ago
2:50

xHamster

Maid Pai-chan Gets Punished

Tags: amateur, asian, crossdressing, hd, japanese, maid, masturbation

TRANSSEXUAL PUNISHERS - Sexy and Kinky Tranny Domination
9 months ago
19:54

ShemaleSin

TRANSSEXUAL PUNISHERS - Sexy and Kinky Tranny Domination

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

Verified amateur rough anal first time Punish my nineteen year-old bum
3 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

Cheating TS punished by team fuck hotties with cum in own throat
4 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
1 year ago
5:21

aShemaleTube

Punishment

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

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

FlyFlv

I Will Punish You With My Dick!

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

Sissy hooker has to punish herself
30 days ago
5:01

xHamster

Sissy hooker has to punish herself

Tags: bitch, crossdressing, fat, feminization, german, hd, homevideo

Six shemale cops punish just one criminal man
4 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 fucks a dude doggystyle and gives him
54 days ago
8:00

xHamster

Busty shemale punisher fucks a dude doggystyle and gives him

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

Massage session with the kinky TS babe turns into an amazing anal fuck for the lucky lad
3 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

Hot shemale professor gives the naughty guy a punishment he will never forget
3 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

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
8 months ago
8:24

ShemaleTaxi

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

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

Pre Op Trans Girl Slut Sarah Gets Punished By Her Wife Mistress Petula - Teaser Video
2 years ago
5:25

getTranny

Pre Op Trans Girl Slut Sarah Gets Punished By Her Wife Mistress Petula - Teaser Video

Tags: amateur, bdsm, big ass, domination, femdom, lingerie, mistress

Alana Ferreira Punishing A Guy Outdoors
2 years ago
8:00

getTranny

Alana Ferreira Punishing A Guy Outdoors

Tags: anal, bdsm, bondage, deep throat, femdom, fetish, handjob

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

Day 01 of Punishment
4 months ago
19:41

XXXDan

Day 01 of Punishment

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

First time straight latino fucks Crossdresser
3 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
3 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
1 year 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
3 months ago
20:25

XXXDan

Jaycis sissy clitty punishment

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

Brunette tranny punisher in leather corset fucks her slave
2 months ago
6:14

xHamster

Brunette tranny punisher in leather corset fucks her slave

Tags: 3some, anal, bdsm, big cock, bondage, brunette, corset

Shemale punisher in black leather boots fucks a stud
27 days ago
8:35

xHamster

Shemale punisher in black leather boots fucks a stud

Tags: 3some, anal, bdsm, big cock, black, bondage, boots

HOT black CD Strawbee gets punished and shares 2 Hung cocks
2 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
1 year ago
5:36

aShemaleTube

Mean tranny babe punishing her slave

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

Brunette tranny punishers take a stud prisoner and fuck him
2 months ago
7:41

xHamster

Brunette tranny punishers take a stud prisoner and fuck him

Tags: 3some, anal, bdsm, big cock, bondage, brunette, dick

Naughty teacher Liv Revamped punishes her student
7 months ago
6:59

BravoTeens

Naughty teacher Liv Revamped punishes her student

Tags: naughty, punishment, shemale, student, teacher

All the superlatively good transgender porn ever made in the final not many years. Let yourself be intrigued and have a fun extraordinary tgirl love!
3 years ago
16:26

ShemaleSin

All the superlatively good transgender porn ever made in the final not many years. Let yourself be intrigued and have a fun extraordinary tgirl love!

Tags: anal, funny, ladyboy, punishment, tgirl, transsexual

Dominant Mrs. Samantha punishes and humiliates mega-slut Els, restrained with a chain
11 months 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
12 years ago
3:03

FlyFlv

Naughty Transsexual Is Fucked Deep In Her Ass And Dominated

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

Blond t-girl punishes priest
3 years ago
5:17

ShemaleSin

Blond t-girl punishes priest

Tags: anal, blonde, domination, punishment, shemale, tgirl, tranny

Sissy Slave Punishment
11 months ago
10:12

XXXDan

Sissy Slave Punishment

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

Marina shackled up to the ceiling by her Mrs Samantha, then punished by Thrashing and being teased with various attributes including 2 sex toys
3 years ago
35:12

ShemaleSin

Marina shackled up to the ceiling by her Mrs Samantha, then punished by Thrashing and being teased with various attributes including 2 sex toys

Tags: amateur, blowjob, domination, dutch, lingerie, mature, 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
3 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

Tags: gorgeous, punishment, seduce, shemale, transsexual

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

TrannyOne

Amateur caught cheating and ebony tit cumshot Mia Martinez Xmas Punish

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

Mistress Samantha - Blonde Trans Daphne Is Being Punished By Head Mistress Mrs Samantha For Playing Around With The Guys
3 months ago
11:32

HClips

Mistress Samantha - Blonde Trans Daphne Is Being Punished By Head Mistress Mrs Samantha For Playing Around With The Guys

Tags: amateur, bdsm, blonde, domination, dutch, fetish, hd

Three busty shemales in black lingerie punish their tied up lover
2 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

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
1 year 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