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, transsexual

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

KeekAss

VRB TRANS Wondrous Mia Maffia penalizing a guy

Tags: anal, blowjob, brunette, hd, transsexual

Japanese Punishment And Hardcore Threesome Sex
4 years ago
43:22

HClips

Japanese Punishment And Hardcore Threesome Sex

Tags: 3some, asian, handjob, hardcore, hd

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: anal, brunette, hd, transsexual, webcam

Bootyful ladyboy TS Foxxy punishes deep throat and anal hole of submissive dude
4 years ago
4:00

AnySex

Bootyful ladyboy TS Foxxy punishes deep throat and anal hole of submissive dude

Tags: anal, deep throat, hd, ladyboy, transsexual

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

FlyFlv

I Will Punish You With My Dick!

Tags: asian, big tits, dick, tranny, transsexual

Pornstars: bella rossi, jessica fox

Roommate punished and fucked by tranny
4 years ago
4:53

BeMyHole

Roommate punished and fucked by tranny

Tags: hardcore, punishment, tranny

THE BEST TS PUNISHMENTS
5 years ago
8:43

ShemaleZ

THE BEST TS PUNISHMENTS

Tags: barebacking, bdsm, fetish, hd, transsexual

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

ShemaleZ

Michael Vegas - Shemale Dancer Ass Fucking Punishes Pervert

Tags: assfucking, big cock, big tits, hd, stockings

Full lesbian strap-on hard sex for two naked women
4 years ago
11:54

HellPorno

Full lesbian strap-on hard sex for two naked women

Tags: anal, blowjob, brunette, cumshot, stockings

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

AshemaleOne

Shemale hotties punishing a skinny submissive lad

Tags: domination, punishment, skinny, submissive

Trans Nurse punishes her patient with her massive cock deep in his ass
4 years ago
8:08

BeMyHole

Trans Nurse punishes her patient with her massive cock deep in his ass

Tags: anal, barebacking, brunette, stockings, transsexual

Hot blonde TS chick punishes the lucky guy with her big Tcock poundings
4 years ago
13:02

BeMyHole

Hot blonde TS chick punishes the lucky guy with her big Tcock poundings

Tags: anal, ass, blonde, hardcore, transsexual

Woman Knob Penalizes Army Cadet
5 years ago
5:44

KeekAss

Woman Knob Penalizes Army Cadet

Tags: anal, brunette, hd, tranny, transsexual

Sissy Punished and Fucked for Removeing her Chastity Part 3 Final
4 years ago
19:13

BeMyHole

Sissy Punished and Fucked for Removeing her Chastity Part 3 Final

Tags: hardcore, punishment, sissy

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

ShemaleZ

This Cute Asian Ladyboy Needs A Real Hard Punishement

Tags: asian, big cock, cute, hd, ladyboy

My wife is my whore! Let me spank you on lips with my dick!
3 years ago
7:42

TrannyOne

My wife is my whore! Let me spank you on lips with my dick!

Tags: bdsm, big tits, blonde, blowjob, dick

Shemale Punishes The Pussy
12 years ago
3:59

FlyFlv

Shemale Punishes The Pussy

Tags: anal, brunette, outdoor, punishment, transsexual

Pornstars: gia dimarco, rain degre

SUPER HOT FEATURE MOVIE: 'Dorm Room Punishment' starring Jessica Fox
8 years ago
4:00

ShemaleZ

SUPER HOT FEATURE MOVIE: 'Dorm Room Punishment' starring Jessica Fox

Tags: dorm, hd, punishment

Pornstars: jessica fox

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, brunette, masturbation, tranny, transsexual

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!

Tags: ass, bdsm, big ass, domination, hd

Shemale Punished Cuties Love Tunnel - Jessica Fox
3 years ago
41:14

ShemaleZ

Shemale Punished Cuties Love Tunnel - Jessica Fox

Tags: big tits, blonde, fetish, tattoo, toys

Pornstars: jessica fox

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: ass, brunette, dick, hd, stockings

Tranny nun punishing anal male prisoner
4 years ago
4:52

BeMyHole

Tranny nun punishing anal male prisoner

Tags: anal, hardcore, nun, punishment, tranny

Trio transgender princesses ass fucking penalizing dude
4 years ago
5:01

KeekAss

Trio transgender princesses ass fucking penalizing dude

Tags: blonde, blowjob, brunette, hd, tranny

Roommate punished and fucked by tranny
5 years ago
4:41

ShemaleZ

Roommate punished and fucked by tranny

Tags: punishment, tranny

Male villein gets Punished
5 years ago
18:59

ShemaleZ

Male villein gets Punished

Tags: bdsm, blowjob, cumshot, domination, fetish

Hot Transbabe Aubrey Kate punish her Lovers butthole cause he cheats
4 years ago
9:49

BeMyHole

Hot Transbabe Aubrey Kate punish her Lovers butthole cause he cheats

Tags: ass, hardcore, punishment

shelady punished By dick Monster
5 years ago
13:40

ShemaleZ

shelady punished By dick Monster

Tags: dick, punishment

slim tranny acquires Punished
5 years ago
38:39

ShemaleZ

slim tranny acquires Punished

Tags: punishment, skinny, slim, tranny

Hot prisoner man gets punished by the big Tcock of the tranny cop
4 years ago
8:53

BeMyHole

Hot prisoner man gets punished by the big Tcock of the tranny cop

Tags: anal, blonde, doggystyle, hardcore, tranny

TRANSSEXUAL Mistress Drills Masculine Gimp!
5 years ago
3:15

KeekAss

TRANSSEXUAL Mistress Drills Masculine Gimp!

Tags: anal, stockings, tgirl, tranny, transsexual

Natalia punishes her friend
4 years ago
28:21

BeMyHole

Natalia punishes her friend

Tags: bdsm, black, domination, hardcore, latex

cougar tranny mom in law punishing lazy teeanger
4 years ago
8:11

VideoSection

cougar tranny mom in law punishing lazy teeanger

Tags: cougar, mom, punishment, tranny

Pale Shemale Punishes Her Gf Hard In The Ass
4 years ago
9:50

ShemaleZ

Pale Shemale Punishes Her Gf Hard In The Ass

Tags: ass, redhead, teen (18+), toys, webcam

Suggest Model - 609-808-906 In Training - Punishment I Dirty Dildo Atm
3 years ago
5:40

ShemaleZ

Suggest Model - 609-808-906 In Training - Punishment I Dirty Dildo Atm

Tags: dildo, mature, solo, toys, webcam

Gangbanged TS punished with cum in own mouth
4 years ago
10:00

PornoXO

Gangbanged TS punished with cum in own mouth

Tags: cum, hd, homevideo, transsexual, webcam

Shemale punishes and fucks delivery man
4 years ago
4:51

BeMyHole

Shemale punishes and fucks delivery man

Tags: blowjob, domination, hardcore, punishment, stockings

Big Cock Tranny Gf Anal Punishes Her Bf - Kip Johnson And Aspen Brooks
3 years ago
5:10

ShemaleZ

Big Cock Tranny Gf Anal Punishes Her Bf - Kip Johnson And Aspen Brooks

Tags: anal, big tits, brunette, cumshot, hd

Dirty trans cops punish the guy by fucking his tight ass deep and hard in the threesome
4 years ago
7:01

BeMyHole

Dirty trans cops punish the guy by fucking his tight ass deep and hard in the threesome

Tags: anal, barebacking, blowjob, brunette, transsexual

Sissy Maid Amanda Kiss Gets Harsh Punishment And Humiliation From Femdom Goddess Miss Nyx
4 years ago
28:52

BeMyHole

Sissy Maid Amanda Kiss Gets Harsh Punishment And Humiliation From Femdom Goddess Miss Nyx

Tags: crossdressing, hardcore, ladyboy, stockings, toys

Punished by Shemale Nuns
5 years ago
40:04

ShemaleZ

Punished by Shemale Nuns

Tags: group sex, nun, punishment

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

Tags: anal, bdsm, bondage, cum, domination

This cute asian ladyboy needs a real hard punishement
4 years ago
6:00

aShemaleTube

This cute asian ladyboy needs a real hard punishement

Tags: asian, barebacking, cute, hd, ladyboy

Tranny punished another one like a doggyp
4 years ago
10:30

BeMyHole

Tranny punished another one like a doggyp

Tags: doggystyle, hardcore, punishment, tranny, webcam

Punishing my slave part 1
4 years ago
3:45

xHamster

Punishing my slave part 1

Tags: anal, barebacking, hd, ladyboy, toys

pungent punishment for submissive Analia by Mistress Alex
4 years ago
4:39

xHamster

pungent punishment for submissive Analia by Mistress Alex

Tags: bdsm, hd, mistress, slave, submissive

Vikki gets punishment
4 years ago
15:52

xHamster

Vikki gets punishment

Tags: anal, barebacking, bdsm, punishment

Slender shemale getting punished by her bf
5 years ago
6:10

xHamster

Slender shemale getting punished by her bf

Tags: anal, boyfriend, couple, hd, webcam

Unshaved Cunt Punishment - Weighted Twat Clamps - Compilation
3 years ago
2:38

ShemaleSin

Unshaved Cunt Punishment - Weighted Twat Clamps - Compilation

Tags: ass, bdsm, bondage, compilation, cunt

pungent punishment for Analia by Mistress Alex
4 years ago
4:39

xHamster

pungent punishment for Analia by Mistress Alex

Tags: bdsm, big cock, domination, mistress, toys

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

aShemaleTube

Busty MILF TS stepmother punish fucked by angry stepson

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

Sissy cums too early and gets punished with rough fucking
4 years ago
2:35

xHamster

Sissy cums too early and gets punished with rough fucking

Tags: barebacking, big cock, cum, hd, small tits

SISSY CUMS TOO EARLY AND GETS PUNISHED WITH ROUGH FUCKING
4 years ago
2:35

xHamster

SISSY CUMS TOO EARLY AND GETS PUNISHED WITH ROUGH FUCKING

Tags: anal, cum, hd, rough, sissy

Bound for Punishment
4 years ago
3:49

xHamster

Bound for Punishment

Tags: bdsm, hd, masturbation, small tits, stockings

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, asian, blowjob, hd, tgirl

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

FlyFlv

Blonde Tranny Gets Punished And Fucked

Tags: blonde, blowjob, stockings, tranny, transsexual

GorgeousTransbabe Aubrey Kate penalize her hotwife spouses ass hole
4 years ago
10:06

KeekAss

GorgeousTransbabe Aubrey Kate penalize her hotwife spouses ass hole

Tags: anal, ass, blonde, blowjob, handjob

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

xHamster

Hot shemale Chanel Santini gets punish by s dick

Tags: anal, dick, punishment

My experienced milf-bitch drives some teen crazy in private!
3 years ago
5:54

TrannyOne

My experienced milf-bitch drives some teen crazy in private!

Tags: anus, ass, big tits, bitch, blowjob

physical punishment on slapping Bench using Whisks
4 years ago
38:00

ShemaleMovie

physical punishment on slapping Bench using Whisks

Tags: bdsm, couple, domination, punishment, stockings

TS Pornstar Foxxy Punishes Her Loser Boyfriend : Part 2
4 years ago
8:49

BeMyHole

TS Pornstar Foxxy Punishes Her Loser Boyfriend : Part 2

Tags: barebacking, big tits, blowjob, hardcore, stockings

Femdom shemale punish cuckold
3 years ago
12:17

aShemaleTube

Femdom shemale punish cuckold

Tags: big cock, bondage, french, hd, mature

A Private Punishment
3 years ago
7:26

aShemaleTube

A Private Punishment

Tags: blowjob, punishment, small tits, toys

Dom black crossdresser punishing a bad boy
4 years ago
1:29

xHamster

Dom black crossdresser punishing a bad boy

Tags: big cock, domination, hd, stockings, toys

Shemale Dominatrix Gets Dirty with Guy. Awesome Cumshot and more Fucking!!
2 years ago
19:29

TrannyOne

Shemale Dominatrix Gets Dirty with Guy. Awesome Cumshot and more Fucking!!

Tags: anal, anus, ass, assfingering, bdsm

Tanned tranny boss punishes teacher
5 years ago
4:55

ShemaleZ

Tanned tranny boss punishes teacher

Tags: boss, punishment, tanned, teacher, tranny

Dominant TS Nurse Yasmin Fonthys Punishes Her Patient and Pounds His Ass
4 years ago
7:55

BeMyHole

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

Tags: ass, hardcore, nurse, punishment, transsexual

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

ShemaleZ

Tgirl Mandy punishes her cheater lover

Tags: blowjob, punishment, tgirl

Gorgeoustransbabe Aubrey Kate Punish Her
4 years ago
4:50

aShemaleTube

Gorgeoustransbabe Aubrey Kate Punish Her

Tags: anal, ass, punishment

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

tranny punishers
4 years ago
5:06

KeekAss

tranny punishers

Tags: anal, blowjob, brunette, cumshot, tranny

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

ShemaleMovie

slim ladyboy getting punished by her bf

Tags: anal, beauty, boyfriend, couple, ladyboy

TS domina punishing restrained lesbian babe
5 years ago
6:08

aShemaleTube

TS domina punishing restrained lesbian babe

Tags: babe, big tits, domination, fetish, transsexual

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

ShemaleZ

HEADMISTRESS-PUNISHMENT vs PUNISHMENT-SEXYPRO BBC

Tags: big cock, blonde, ebony, handjob, webcam

Cruel Shemale Punishment
14 years ago
3:10

aShemaleTube

Cruel Shemale Punishment

Tags: brutal, punishment

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!

Tags: asian, hd, solo, toys, webcam

To the Brim
5 years ago
11:01

KeekAss

To the Brim

Tags: anal, blonde, fetish, hd, toys

Horny Mistress
3 years ago
4:41

TrannyOne

Horny Mistress

Tags: crossdressing, domination, femdom, gay, hd

Horny patient is punished and pounded by stunning shemale doctor
6 years ago
8:10

TrannyOne

Horny patient is punished and pounded by stunning shemale doctor

Tags: doctor, punishment

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

aShemaleTube

Curvy tranny punishing her male date

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

stockings and shorts
3 years ago
1:37

TrannyOne

stockings and shorts

Tags: anal, anus, ass, crossdressing, gay

solitary tranny goddess jerks while dirty talking
2 years ago
6:09

TrannyOne

solitary tranny goddess jerks while dirty talking

Tags: blowjob, cosplay, costume, dirty, dirty talk

Dominant shemale yoga instructor punishes her submissive male student's ass
6 years ago
10:56

AshemaleOne

Dominant shemale yoga instructor punishes her submissive male student's ass

Tags: anal, ass, riding, submissive, yoga

Unhappy wife cheating husband with her transsexual BFF!
3 years ago
6:15

TrannyOne

Unhappy wife cheating husband with her transsexual BFF!

Tags: bdsm, best friend, big tits, blowjob, cheating

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

TrannyOne

Natassia promises lorelei anything lorelei accepts

Tags: anal, anus, ass, assfucking, babe

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

KeekAss

T-Girl Many Penalized Without A Condom

Tags: anal, blowjob, brunette, small tits, stockings

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, slave, white

Skinny shemale babe punishes and humiliates her bound male slave
6 years ago
8:07

TrannyOne

Skinny shemale babe punishes and humiliates her bound male slave

Tags: babe, bound, domination, punishment, skinny

submissive crossdresser
3 years ago
10:14

TrannyOne

submissive crossdresser

Tags: anal, anal toying, anus, ass, bdsm

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

Tags: cop, punishment, spanking

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

ShemaleZ

Big cock shemale nun punishes sinner

Tags: big cock, hd, nun, punishment

1 full hour of punishment of Elizabeth's testicles pounded for joy
3 years ago
1:07:03

ShemaleSin

1 full hour of punishment of Elizabeth's testicles pounded for joy

Tags: bdsm, bizarre, extreme, fetish, kinky

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

ShemaleZ

Dom black crossdresser punishing a bad boy pt. 2

Tags: bdsm, big cock, crossdressing, ebony, toys

Big cock tranny gf anal punishes her bf
5 years ago
4:40

ShemaleZ

Big cock tranny gf anal punishes her bf

Tags: anal, big cock, fetish, ladyboy, tranny

Dominant blonde tranny cop Ariel Everitts punishes poor stud's asshole
6 years ago
5:07

AshemaleOne

Dominant blonde tranny cop Ariel Everitts punishes poor stud's asshole

Tags: ass, blonde, punishment, stud, tranny

Wife pegging punishment, husband turns bisexual crossdress, asshole penetration strap on
3 years ago
10:20

TrannyOne

Wife pegging punishment, husband turns bisexual crossdress, asshole penetration strap on

Tags: anal, anus, ass, bisexual, crossdressing

Bubble butt in hot white creams
3 years ago
20:57

TrannyOne

Bubble butt in hot white creams

Tags: ass, blowjob, creampie, cum, cumshot

Dirty Talk Preview
5 years ago
2:31

aShemaleTube

Dirty Talk Preview

Tags: dirty talk, fetish, punishment, small tits, spanking

Nipp and ball punishment untill ends with Rebecca ejaculation
2 years ago
10:49

ShemaleSin

Nipp and ball punishment untill ends with Rebecca ejaculation

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

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

aShemaleTube

Busty shemale punished a cheating boyfriends tighty ass

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

Shemale anal punish unfaithful husband
5 years ago
5:07

aShemaleTube

Shemale anal punish unfaithful husband

Tags: anal, hardcore, ladyboy, punishment, tranny

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

Shemale Slave Gets Punished
8 years ago
4:00

aShemaleTube

Shemale Slave Gets Punished

Tags: bondage, doggystyle, domination, fetish, punishment

BBW and Shemale Dominates former Dom
2 years ago
16:41

TrannyOne

BBW and Shemale Dominates former Dom

Tags: 3some, ass, assfingering, bbw, bdsm

Busty ts latina punishes sub with bareback
7 years ago
5:30

aShemaleTube

Busty ts latina punishes sub with bareback

Tags: anal, barebacking, big tits, blowjob, latina

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

ShemaleSin

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

Tags: anal, bdsm, beauty, bondage, compilation

Beautiful teen tranny gets punished with hardcore anal fuck by her sugar daddy
3 years ago
9:31

TrannyOne

Beautiful teen tranny gets punished with hardcore anal fuck by her sugar daddy

Tags: anal, anus, ass, assfucking, barebacking

Tranny nun punishing anal male prisoner
5 years ago
5:09

aShemaleTube

Tranny nun punishing anal male prisoner

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

(Part 2/3) Hawt Translesbians Kink Sex, Oral-Sex, SADOMASOCHISM, Emo Vampire Sex, Sex Serf Whipped & Athena Punished by Mastix Cy. 69, Anal, XXX 6
3 years ago
20:00

ShemaleSin

(Part 2/3) Hawt Translesbians Kink Sex, Oral-Sex, SADOMASOCHISM, Emo Vampire Sex, Sex Serf Whipped & Athena Punished by Mastix Cy. 69, Anal, XXX 6

Tags: 69, anal, barebacking, bdsm, blowjob

Pornstars: athena

Transangels - Native Trans Sharnell Dupree Sucks off Neighbor
2 years ago
10:00

TrannyOne

Transangels - Native Trans Sharnell Dupree Sucks off Neighbor

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

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

aShemaleTube

Tgirl Sissy Slut Anal Dildo Punishment

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

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

ShemaleZ

Kendall Penny - Punishes Corbin Dallas

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

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

Pornstars: heather vahn

TS Chrystal Punished For Bad Behavior
3 years ago
6:02

aShemaleTube

TS Chrystal Punished For Bad Behavior

Tags: anal, barebacking, blowjob, brazilian, fetish

Natassia is always just wonderful
3 years ago
26:43

TrannyOne

Natassia is always just wonderful

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

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

TrannyOne

Cheating hubby wants to be punished by sexy shemale dominatrix

Tags: black, cheating, dominatrix, husband, punishment

Lady Cock Punishes Army Cadet
5 years ago
5:29

ShemaleZ

Lady Cock Punishes Army Cadet

Tags: army, dick, punishment

1210 crossdressed slut twink fucked by XXL black cock straig
2 years ago
22:14

TrannyOne

1210 crossdressed slut twink fucked by XXL black cock straig

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

T-girl parole officer otk spanks dude
3 years ago
5:10

TrannyOne

T-girl parole officer otk spanks dude

Tags: anal, anus, ass, bdsm, blowjob

Hot transsexual Jessy Bells gets a milk enema and anal toyed
3 years ago
6:16

TrannyOne

Hot transsexual Jessy Bells gets a milk enema and anal toyed

Tags: anal, anal toying, anus, ass, barebacking

Teacher Tranny Spanking Guy and Fucking His Ass in Classroom
3 years ago
6:41

TrannyOne

Teacher Tranny Spanking Guy and Fucking His Ass in Classroom

Tags: ass, punishment, spanking, teacher, tranny

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

aShemaleTube

Busty tranny anal punishes husband in bar

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

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

aShemaleTube

Skinny MILF shemale stepmom punish fucked stepsons ass

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

BigCock latina TS anal fucked and punished!
5 years ago
22:30

aShemaleTube

BigCock latina TS anal fucked and punished!

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

Barbara Perez - The Nurse Knows Best
3 years ago
31:28

TrannyOne

Barbara Perez - The Nurse Knows Best

Tags: anal, anus, ass, barebacking, bdsm

sissy-transvestite fucked bare and spanked by chubby daddy
3 years ago
10:51

TrannyOne

sissy-transvestite fucked bare and spanked by chubby daddy

Tags: anal, anus, ass, barebacking, bdsm

Hanna Rios hot t-gal fuckfest punished
3 years ago
6:00

ShemaleSin

Hanna Rios hot t-gal fuckfest punished

Tags: anal, blowjob, bukkake, group sex, hardcore

Ts on Ts Domination Cheating Boyfriend Busted Punished and Made to Watch
10 years ago
4:00

ShemaleZ

Ts on Ts Domination Cheating Boyfriend Busted Punished and Made to Watch

Tags: bdsm, boyfriend, domination, hd, transsexual

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

ShemaleZ

Stunning latex ts gives corporal punishment

Tags: blonde, domination, fetish, latex, transsexual

Shemale tranny punish guy dirty
5 years ago
4:01

ShemaleZ

Shemale tranny punish guy dirty

Tags: blowjob, cumshot, hd, ladyboy, tranny

Crossdresser Punishment
5 years ago
15:04

ShemaleZ

Crossdresser Punishment

Tags: crossdressing, fetish, punishment

Naughty sluts punishment 3
5 years ago
15:56

ShemaleZ

Naughty sluts punishment 3

Tags: fetish, naughty, punishment, slut, toys

Arrogant stud disciplined by tall shemale domina
5 years ago
5:32

KeekAss

Arrogant stud disciplined by tall shemale domina

Tags: anal, domination, hd, stud, tranny

Domineering ts babe punishes her sub
5 years ago
5:18

ShemaleZ

Domineering ts babe punishes her sub

Tags: babe, cumshot, domination, masturbation, transsexual

College legal age teenager gets Punished By big guy!Hard ass And Facial cum!
5 years ago
16:13

ShemaleZ

College legal age teenager gets Punished By big guy!Hard ass And Facial cum!

Tags: ass, cum, cumshot, latina, teen (18+)

River Enza punishes big tranny asshole with dildo
5 years ago
9:06

ShemaleZ

River Enza punishes big tranny asshole with dildo

Tags: ass, bdsm, dildo, toys, tranny

Pornstars: enza

Transgender Princess Ramming her Shaft in her Own Culo
5 years ago
10:21

KeekAss

Transgender Princess Ramming her Shaft in her Own Culo

Tags: anal, blonde, dick, tranny, transsexual

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

ShemaleZ

Sissy punished 50 smacks with the cane.

Tags: fetish, punishment, sissy

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

ShemaleZ

Huge tits tranny in lingerie punishes bf

Tags: big tits, boyfriend, huge tits, punishment, tranny

TS Jesse Punishes A Cis And TS guy!
6 years ago
10:11

ShemaleZ

TS Jesse Punishes A Cis And TS guy!

Tags: 3some, blonde, blowjob, hd, transsexual

(Part 2/2) Hawt Translesbians Kink Sex, Blow Job, S&M, Alternative Vampire Sex, Fang Play, Sex Serf Whipped & Athena Punished by Mastix Cy. An
3 years ago
18:07

ShemaleSin

(Part 2/2) Hawt Translesbians Kink Sex, Blow Job, S&M, Alternative Vampire Sex, Fang Play, Sex Serf Whipped & Athena Punished by Mastix Cy. An

Tags: anal, ass, bdsm, blowbang, blowjob

Pornstars: athena

Anal cd punishment
9 years ago
8:40

aShemaleTube

Anal cd punishment

Tags: anal, crossdressing, domination, punishment, redhead

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, teen (18+), tranny

Dirty talking blond heshe punishes a bald dude
3 years ago
6:35

TrannyOne

Dirty talking blond heshe punishes a bald dude

Tags: anal, anus, ass, bdsm, blonde

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

TrannyOne

Six shemale cops punish just one criminal man

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

Stunning latex ts gives corporal punishment
5 years ago
5:16

aShemaleTube

Stunning latex ts gives corporal punishment

Tags: blonde, domination, fetish, latex, punishment

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

ShemaleZ

Sissy Faggot Humiliated & punished by Daddy

Tags: abuse, barebacking, fetish, sissy, tattoo

sissysienna punished with Icy Hot up her clitty
5 years ago
5:33

ShemaleZ

sissysienna punished with Icy Hot up her clitty

Tags: punishment

2 mistresses and a Dom punishing sissy slave
5 years ago
8:41

ShemaleZ

2 mistresses and a Dom punishing sissy slave

Tags: bdsm, hd, punishment, sissy, slave

She-Male Mistress Wrecks a Cherry Masculine!
5 years ago
3:03

KeekAss

She-Male Mistress Wrecks a Cherry Masculine!

Tags: anal, blowjob, tgirl, tranny, transsexual

Jessy dubai punish office secretary
5 years ago
7:06

ShemaleZ

Jessy dubai punish office secretary

Tags: big cock, blowjob, mature, office, secretary

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, blowjob, cumshot, tranny, transsexual

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

ShemaleZ

Arrogant guy punished by tall tranny mistress

Tags: mistress, punishment, tall, tranny

Nev Nomi's, i'm in Danger #3: OMG! first-ever ten" of "elizabeth"
5 years ago
6:38

KeekAss

Nev Nomi's, i'm in Danger #3: OMG! first-ever ten" of "elizabeth"

Tags: anal, fetish, hd, tgirl, toys

nikki punished 2
5 years ago
5:26

ShemaleZ

nikki punished 2

Tags: punishment

Mistress Savannah Hannah punishment
9 years ago
8:25

aShemaleTube

Mistress Savannah Hannah punishment

Tags: mistress, punishment

Pornstars: savannah

TS domina punishes her submissive slave
5 years ago
5:36

ShemaleZ

TS domina punishes her submissive slave

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

Strap On Dildo Penalty Forchristabel ?
5 years ago
13:26

KeekAss

Strap On Dildo Penalty Forchristabel ?

Tags: anal, big tits, crossdressing, hd, toys

Hot Busty TS Chanel Santini gets punish by dudes cock
5 years ago
6:15

aShemaleTube

Hot Busty TS Chanel Santini gets punish by dudes cock

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

(Part 2/3) Hawt Translesbian Kink Sex, Blow Job, SADOMASOCHISM, Punk Vampire Sex, Sex Thrall Whipped; Raven & Athena Punished by Headmistress Cy.
3 years ago
22:00

ShemaleSin

(Part 2/3) Hawt Translesbian Kink Sex, Blow Job, SADOMASOCHISM, Punk Vampire Sex, Sex Thrall Whipped; Raven & Athena Punished by Headmistress Cy.

Tags: 69, anal, bdsm, blowjob, kinky

Pornstars: athena

TSDessNJ Being Punished
5 years ago
47:37

xHamster

TSDessNJ Being Punished

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

Punishing an amazing Latina tranny
5 years ago
5:40

xHamster

Punishing an amazing Latina tranny

Tags: anal, hd, latina, tranny, webcam

Day 01 of Punishment
5 years ago
19:41

xHamster

Day 01 of Punishment

Tags: big tits, hd, ladyboy, masturbation, solo

Sissy Maid Punished!
5 years ago
0:29

xHamster

Sissy Maid Punished!

Tags: big tits, hd, mature, sissy, stockings

Three trannies anal punishing guy
5 years ago
4:32

ShemaleZ

Three trannies anal punishing guy

Tags: anal, punishment, tranny

My punishment
5 years ago
6:21

ShemaleZ

My punishment

Tags: fetish, punishment

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

ShemaleZ

Busty MILF TS stepmother punish fucked by angry stepson

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

Crossdresser Punishment
5 years ago
29:28

ShemaleZ

Crossdresser Punishment

Tags: crossdressing, fetish, punishment

Shemale police officer punish a man
5 years ago
27:52

ShemaleZ

Shemale police officer punish a man

Tags: asian, blowjob, cop, punishment

One Man's Fantasy: Ts Cock Punishing His Ass
8 years ago
4:00

ShemaleZ

One Man's Fantasy: Ts Cock Punishing His Ass

Tags: ass, dick, fantasy, hd, transsexual

Shemale anal punish unfaithful husband
5 years ago
4:38

ShemaleZ

Shemale anal punish unfaithful husband

Tags: anal, husband, punishment

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

ShemaleZ

Amazing transgender domina punishes a slave

Tags: asian, bdsm, big tits, domination, fetish

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

ShemaleZ

older muscle stud pounds punishes curious teen

Tags: barebacking, big cock, blowjob, stud, teen (18+)

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, hd, model, stockings

Pornstars: enza

Tranny TS Foxxy wants to punish her lover with hard sex experience
5 years ago
6:57

BravoTube

Tranny TS Foxxy wants to punish her lover with hard sex experience

Tags: punishment, tranny, transsexual

Tranny student anal punish alt neighbor
5 years ago
4:40

ShemaleZ

Tranny student anal punish alt neighbor

Tags: anal, kissing, ladyboy, punishment, tranny

teen sissy wife punished and locked in chastity by Daddy
5 years ago
9:26

ShemaleZ

teen sissy wife punished and locked in chastity by Daddy

Tags: daddies, punishment, sissy, teen (18+), wife

Caught and punished
6 years ago
24:23

ShemaleZ

Caught and punished

Tags: big tits, caught, punishment, stockings

Shemale Pussy Punishment - Scene 1
5 years ago
17:24

ShemaleZ

Shemale Pussy Punishment - Scene 1

Tags: big tits, milf, pov, punishment, pussy