Small boobs trans FFKitty anal toying and spanking her ass
2 years ago
6:16

TrannyOne

Small boobs trans FFKitty anal toying and spanking her ass

Tags: anal, anal toying, anus, ass, assfingering, dick, fingering, handjob, hd, punishment

Punished For Skipping Chores - 1/2 - Spanked And Paddled
2 years ago
23:38

ShemaleZ

Punished For Skipping Chores - 1/2 - Spanked And Paddled

Tags: bdsm, brunette, fetish, punishment, spanking, stockings

Transsexual Milf Punished Her Latina Maid With Hard Sex 8 Min
2 years ago
7:30

ShemaleZ

Transsexual Milf Punished Her Latina Maid With Hard Sex 8 Min

Tags: big tits, hardcore, hd, latina, maid, milf, punishment, transsexual

In this amateur collection hot and horny shemales dominate their male partners in hardcore anal sex
2 years ago
39:26

TrannyOne

In this amateur collection hot and horny shemales dominate their male partners in hardcore anal sex

Tags: anal, anus, ass, bdsm, bed sex, bedroom, big tits, bikini, blonde, bra

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

TrannyOne

Sissy Charlotte gets flogged and Electro stim on her cock

Tags: bdsm, british, crossdressing, dick, domination, english, european, hd, homevideo, lingerie

Fetish tgirl gets spanked
2 years ago
5:30

TrannyOne

Fetish tgirl gets spanked

Tags: bdsm, brunette, dark hair, domination, fetish, hd, lingerie, punishment, spanking, tgirl

Kinky twink gets his ass plummeted by the nasty Tgirl on the couch
2 years ago
53:31

TrannyOne

Kinky twink gets his ass plummeted by the nasty Tgirl on the couch

Tags: anal, anus, ass, barebacking, bdsm, brunette, couch, couple, dark hair, domination

A Private Punishment With Natalie Mars
3 years ago
6:57

ShemaleZ

A Private Punishment With Natalie Mars

Tags: brunette, pov, punishment, small tits, tattoo, toys

Naughty boy gets punished by the sexy tranny queen in hardcore TS fuck
3 years ago
18:47

TrannyOne

Naughty boy gets punished by the sexy tranny queen in hardcore TS fuck

Tags: anal, anus, ass, assfingering, barebacking, bdsm, boots, boy, brunette, couple

Goth iHop Femboy Huge Cum
3 years ago
11:44

TrannyOne

Goth iHop Femboy Huge Cum

Tags: adorable, big cock, british, crossdressing, cum, cumshot, dick, emo, english, european

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard
3 years ago
15:20

TrannyOne

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

Tags: anal, anus, ass, barebacking, bdsm, bed sex, bedroom, blowjob, brunette, couple

Dr. Luna Takes Care Of Her Slave With A Hard Cock
3 years ago
59:06

TrannyOne

Dr. Luna Takes Care Of Her Slave With A Hard Cock

Tags: anal, anus, ass, ass to mouth, barebacking, bdsm, big cock, couple, cum, cum in mouth

spanking and whipping crossdressers
3 years ago
11:01

TrannyOne

spanking and whipping crossdressers

Tags: crossdressing, gay, hd, punishment, spanking, transvestite, whip

marktheWeakling HOGTIED TO GIVE HEAD
3 years ago
3:15

TrannyOne

marktheWeakling HOGTIED TO GIVE HEAD

Tags: bdsm, blowjob, bondage, crossdressing, gay, hairy, hd, hogtied, maledom, master

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, cum in mouth, dick, hd

Sunday loving after Saturday torment
3 years ago
54:24

TrannyOne

Sunday loving after Saturday torment

Tags: anal, ass, barebacking, blowjob, crossdressing, gay, oral, punishment, spanking, transvestite

A Private Punishment
3 years ago
28:45

TrannyOne

A Private Punishment

Tags: american, bdsm, cowgirl, doggystyle, domination, extreme, femdom, fetish, fisting, hardcore

My fag life and journey serving Sir
3 years ago
5:41

TrannyOne

My fag life and journey serving Sir

Tags: anal, anus, ass, bdsm, blowjob, bondage, crossdressing, cum, domination, gay

Shemale gets punished in the prison
3 years ago
6:41

TrannyOne

Shemale gets punished in the prison

Tags: anal, anus, ass, blowjob, fetish, oral, prison, punishment

Nun Punishing Butt Fuck Male Prisoner
3 years ago
5:09

ShemaleZ

Nun Punishing Butt Fuck Male Prisoner

Tags: assfucking, bdsm, big tits, blonde, domination, fetish, hd, milf, nun, punishment

Natassia is always just wonderful
3 years ago
26:43

TrannyOne

Natassia is always just wonderful

Tags: anal, anus, ass, bed sex, bedroom, bikini, blowjob, condom, cum, cumshot

Robber gets punished with some hardcore anal pounding by the horny TS chick
3 years ago
1:47:13

TrannyOne

Robber gets punished with some hardcore anal pounding by the horny TS chick

Tags: anal, anus, ass, ass to mouth, bed sex, bedroom, blonde, booty, condom, cum

Black TGirls Hardcore - Chyna & Lok
3 years ago
23:46

TrannyOne

Black TGirls Hardcore - Chyna & Lok

Tags: 69, anal, anus, ass, bed sex, bedroom, big tits, black, blowjob, close up

Bobbie Quest 7-19-21
3 years ago
16:20

TrannyOne

Bobbie Quest 7-19-21

Tags: american, anal, anus, ass, creampie, crossdressing, cum, cum in mouth, cum swallowing, gay

Cute sissy femboy fingers ass in bathroom
3 years ago
3:04

TrannyOne

Cute sissy femboy fingers ass in bathroom

Tags: adorable, anal, anus, ass, assfingering, bathroom, crossdressing, cute, dick, femboy

Corporal Punishment Session with Mistress Jamie & Diaper Sis
3 years ago
43:35

TrannyOne

Corporal Punishment Session with Mistress Jamie & Diaper Sis

Tags: bdsm, couple, diaper, domination, femdom, homevideo, lingerie, mature, mistress, punishment

A Private Punishment With Natalie Mars
3 years ago
7:03

ShemaleZ

A Private Punishment With Natalie Mars

Tags: brunette, fisting, punishment, stockings

The Punishment
3 years ago
2:33

TrannyOne

The Punishment

Tags: fetish, hd, interracial, model, pretty, punishment, small tits

Blonde tranny babe and a tattooed guy fuck each other in the bondage porn
3 years ago
47:49

TrannyOne

Blonde tranny babe and a tattooed guy fuck each other in the bondage porn

Tags: 69, anal, anus, ass, balls, barebacking, bdsm, beauty, blonde, bondage

Wanking On A Windy Day
3 years ago
3:33

TrannyOne

Wanking On A Windy Day

Tags: crossdressing, gay, hd, jerking, masturbation, outdoor, punishment, spanking, transvestite, wanking

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, bdsm, big cock, big tits, boyfriend, brunette, cumshot, domination, fetish, girlfriend

Chinese AV originals, Madou Studio. Sexy boss punishes employee
2 years ago
2:18

TrannyOne

Chinese AV originals, Madou Studio. Sexy boss punishes employee

Tags: army, asian, bdsm, boss, brutal, chinese, cosplay, costume, female orgasm, futanari

Horny Hill
3 years ago
1:24

TrannyOne

Horny Hill

Tags: american, anal, anus, ass, barebacking, black, crossdressing, dick, ebony, fat

Sexy Mommy Transgender punishing naughty hubby
3 months ago
7:52

TrannyOne

Sexy Mommy Transgender punishing naughty hubby

Tags: husband, lingerie, mom, naughty, punishment, stockings

Wicket Step Mom Punishes You For Back Talking
6 months ago
1:18

xHamster

Wicket Step Mom Punishes You For Back Talking

Tags: big tits, bondage, canadian, domination, fetish, hd, mature, milf, mom, pissing

FtM punished fir being lazy
11 months ago
5:12

xHamster

FtM punished fir being lazy

Tags: bdsm, belgian, hairy, hd, pain, punishment, sissy

Busty Ebony Tranny Punishes A Thief On The Floor
1 year ago
6:11

FlyFlv

Busty Ebony Tranny Punishes A Thief On The Floor

Tags: big cock, big tits, blowjob, brunette, deep throat, ebony, indian, milf, punishment, tgirl

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

TrannyOne

Cute and nude sissy femboy pmb with jewelry only.

Tags: 18 year old, adorable, asian, big cock, crossdressing, cute, desi, dick, femboy, gay

Shemale Punishes And Fucks Delivery Man
3 years ago
5:09

ShemaleZ

Shemale Punishes And Fucks Delivery Man

Tags: bdsm, big tits, brunette, delivery guy, domination, fetish, handjob, hd, punishment, stockings

Korra Del Rio - Oopsie! House Robber Is Caught By Couple And Tag Teamed As Punish
2 years ago
13:37

ShemaleZ

Korra Del Rio - Oopsie! House Robber Is Caught By Couple And Tag Teamed As Punish

Tags: 3some, barebacking, big tits, caught, couple, ebony, interracial, milf, punishment, tattoo

Cogiendo a mi amiga cross
3 years ago
2:16

TrannyOne

Cogiendo a mi amiga cross

Tags: anal, anus, asian, ass, barebacking, creampie, crossdressing, cum, gay, hd

Dominant trans chick sticks her thick Tcock in the sissy's ass deep and hard
3 years ago
8:15

TrannyOne

Dominant trans chick sticks her thick Tcock in the sissy's ass deep and hard

Tags: anal, anus, ass, bdsm, black, couch, couple, domination, ebony, fat

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

TrannyOne

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

Tags: anal, anus, ass, ass to mouth, barebacking, bathroom, bdsm, boss, couple, cum in mouth

Horny Tgirl bitch Roxanne spanked and Fisted
3 years ago
33:06

TrannyOne

Horny Tgirl bitch Roxanne spanked and Fisted

Tags: anal, anus, ass, bdsm, bitch, blowjob, dutch, european, extreme, fisting

Pink haired heshe slut takes her huge anal dildo
3 years ago
6:01

TrannyOne

Pink haired heshe slut takes her huge anal dildo

Tags: anal, anal toying, anus, ass, dick, dildo, extreme, fingering, fisting, glasses

Brunette tranny in leather corset punishes a man by fucking him
6 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, corset, cumshot, domination

stockings and shorts
3 years ago
1:37

TrannyOne

stockings and shorts

Tags: anal, anus, ass, crossdressing, gay, hairy, hd, lingerie, punishment, shorts

Lovely trans babe in the black dress humiliates and fucks the nasty subservient lad
3 years ago
19:45

TrannyOne

Lovely trans babe in the black dress humiliates and fucks the nasty subservient lad

Tags: abuse, anal, anus, ass, assfingering, bdsm, beauty, black, blowjob, brunette

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

TrannyOne

Amateur UK crossdressers suck fuck with Grandpa and stepdad CD

Tags: anal, anus, ass, big cock, blowjob, british, crossdressing, dick, english, european

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, cum, dick, fetish, fingering, first time

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

xHamster

Stunning shemale punisher with huge tits spanks and fucks a

Tags: 3some, anal, bdsm, big cock, bondage, dick, domination, fetish, gangbang, group sex

Aline Monteiro caught thief and punishes him
2 months ago
2:46

aShemaleTube

Aline Monteiro caught thief and punishes him

Tags: anal, big ass, big cock, big tits, caught, domination, hd, homevideo, punishment, thief

Chubby shemale punisher puts her male slave on a leash and fucks him
5 months ago
6:46

aShemaleTube

Chubby shemale punisher puts her male slave on a leash and fucks him

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

Masochistic tranny whips himself with flogger
1 year ago
5:11

xHamster

Masochistic tranny whips himself with flogger

Tags: american, bdsm, big ass, fetish, hardcore, hd, homevideo, ladyboy, pain, punishment

Me with my mate
3 years ago
6:12

TrannyOne

Me with my mate

Tags: anal, anus, ass, barebacking, big cock, british, crossdressing, dick, english, european

Tranny dom punishes the perverted panty sniffer! Now he's her bitch!
20 days ago
1:16

xHamster

Tranny dom punishes the perverted panty sniffer! Now he's her bitch!

Tags: bitch, blonde, bound, crossdressing, domination, fetish, german, hd, high heels, lingerie

Sydney Screams And Cherry Mavrik In Youre Cucked & Punished By Trans Lesbian Horny Nuns 5 Min
2 years ago
4:43

HClips

Sydney Screams And Cherry Mavrik In Youre Cucked & Punished By Trans Lesbian Horny Nuns 5 Min

Tags: big ass, big cock, brunette, fetish, hd, latex, lesbian, nun, punishment, screaming

Tranny Soccer Players Punishing Sales Referee
3 years ago
28:14

ShemaleZ

Tranny Soccer Players Punishing Sales Referee

Tags: group sex, hd, outdoor, punishment, soccer, tranny

609-808-906 In Training - Punishment I Dirty Dildo ATM
3 years ago
6:10

aShemaleTube

609-808-906 In Training - Punishment I Dirty Dildo ATM

Tags: ass to mouth, brazilian, dildo, dirty, domination, hd, mature, punishment, solo, toys

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

TrannyOne

Barbara Perez - The Nurse Knows Best

Tags: anal, anus, ass, barebacking, bdsm, bed sex, bedroom, belly, big tits, blonde

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, bdsm, big ass, big cock, bondage, brunette, cougar, crossdressing, dick, domination

Shemale Punishers Coarse Up Boy Toy Evelin Rangel Bruna Castro
3 years ago
20:54

ShemaleZ

Shemale Punishers Coarse Up Boy Toy Evelin Rangel Bruna Castro

Tags: bdsm, big ass, blonde, boy, domination, fetish, group sex, hd, punishment, stockings

Slave guy gets punished by exotic shemale master
4 years ago
5:03

TrannyOne

Slave guy gets punished by exotic shemale master

Tags: dick, domination, exotic, juicy, master, punishment, slave, tgirl, tranny, transsexual

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, homevideo, punishment, rough, tranny, transsexual

Strong Woman With A Big Cock Punishes An Insolent Thief
3 years ago
12:48

ShemaleZ

Strong Woman With A Big Cock Punishes An Insolent Thief

Tags: big cock, brunette, cumshot, handjob, hd, punishment, thief

Burglar Gets Punished by Hung Trannies Yasmin Dornelles n Bruna Ferrari
4 years ago
8:10

TrannyOne

Burglar Gets Punished by Hung Trannies Yasmin Dornelles n Bruna Ferrari

Tags: 3some, blowjob, fantasy, hd, latina, punishment, tgirl, thief, tranny, transsexual

TS Domme Feeds Him His Own Cum!
4 years ago
4:10

KeekAss

TS Domme Feeds Him His Own Cum!

Tags: anal, ass, barebacking, bdsm, blowjob, brutal, cum, cumshot, deep throat, dick

TS Korra Dominates Her Cock Slave!
3 years ago
4:11

KeekAss

TS Korra Dominates Her Cock Slave!

Tags: anal, ass, barebacking, blowjob, brunette, cum, cumshot, deep throat, dick, domination

Rayna Leah and Isadora Venturini 3Way Tranny Sex
4 years ago
5:01

TrannyOne

Rayna Leah and Isadora Venturini 3Way Tranny Sex

Tags: 3some, blowjob, domination, face fucking, fantasy, gangbang, kinky, ladyboy, leather, master

shemale maid river Enza punished for being naughty
4 years ago
10:01

ShemaleMovie

shemale maid river Enza punished for being naughty

Tags: anal, bdsm, beauty, domination, maid, naughty, pornstar, punishment

Pornstars: enza

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

aShemaleTube

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

Tags: barebacking, big cock, big tits, cartoon, cum in mouth, futanari, hd, mature, punishment, stockings

Male looking like female prefers solid dildo over real cock
7 years ago
32:37

TrannyOne

Male looking like female prefers solid dildo over real cock

Tags: dick, dildo, mistress, pornstar, punishment

Pornstars: dalila

naughty TGirl maids bondage smacking punishment for caught toying together
4 years ago
10:20

ShemaleMovie

naughty TGirl maids bondage smacking punishment for caught toying together

Tags: 3some, ass, bdsm, bondage, caught, chained, crossdressing, latex, maid, naughty

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

xHamster

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

Tags: amazing, american, ass, bdsm, big tits, bondage, brunette, cum, domination, fetish

TS Domina Makes Him Cum All Over Himself!
4 years ago
4:13

KeekAss

TS Domina Makes Him Cum All Over Himself!

Tags: anal, ass, bdsm, blowjob, brunette, brutal, cum, cumshot, deep throat, dick

Sissy Trans Milf Karolina Enema Punishment
3 years ago
8:21

ShemaleZ

Sissy Trans Milf Karolina Enema Punishment

Tags: bdsm, big ass, blonde, enema, fetish, milf, pornstar, punishment, sissy, transsexual

Pornstars: karolina

Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*
4 years ago
14:46

KeekAss

Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*

Tags: anal, basement, bdsm, blonde, bondage, cage, domination, extreme, fetish, hd

A slim girl getting punished by her old master in a dungeon
8 months ago
57:49

xHamster

A slim girl getting punished by her old master in a dungeon

Tags: american, bdsm, bondage, domination, dungeon, extreme, fantasy, fetish, fisting, homevideo