57 days ago
7:00

KeekAss

Alexander Gustavo loves his lustful punishment from TS Morgan Bailey

Categories: anal, big cock, blowjob, brunette, cumshot, deep throat, doggystyle, domination, face fucking, fetish

2 months ago
14:35

AnalDin

Kinky mistress FEMDOM punishment

Categories: ass, ball busting, bdsm, big ass, blowjob, bondage, crazy, cum, cumshot, dominatrix

2 months ago
8:12

xHamster

Trans Maid Kaela Luna Wants to Be Used by Her New Boss

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3 months ago
5:04

aShemaleTube

Sissy outdoor public spanking

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3 months ago
1:22

aShemaleTube

Rika Fox gets fucked and punished by The BBC PUNISHER! Full 23 min video available now 😉

Categories: anal, big black cock, blowjob, cumshot, dick, doggystyle, facial, hd, punishment, riding

4 months ago
1:49

aShemaleTube

Avery Angel gets deep strokes and fucked by The BBC PUNISHER! Full video available now 😈

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

4 months ago
1:04

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial #2

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4 months ago
0:49

aShemaleTube

Being out for some punishment

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5 months ago
8:31

xHamster

Tranny punisher in leather corset fucks a tied up dude

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5 months ago
1:46

aShemaleTube

Denali Danger gets Punished volume 3 out now! 22 min video of HOT fucking

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5 months ago
6:10

xHamster

Three busty shemale punishers fuck a dude in bondage until

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6 months ago
6:57

aShemaleTube

Fit shemale domina punishing a dude and fucking him in the ass

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6 months ago
2:30

aShemaleTube

Avery Angel gets Punished #2

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6 months ago
0:32

xHamster

Heathrow Dungeon Part 3 - Throat Fuckers for Sucking Too Much Cock

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6 months ago
5:34

HDSex

Dominant TS punisher in sexy boots ravages a submissive

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6 months ago
5:08

KeekAss

Shemale nun punishes and anal fucks man

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7 months ago
8:12

xHamster

Punishment Anal for My Cheating BF

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7 months ago
7:41

xHamster

Brunette tranny punishers take a stud prisoner and fuck him

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7 months ago
6:35

xHamster

Brunette tranny punisher in black corset fucks a skinny dude

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7 months ago
8:05

aShemaleTube

Three busty shemale punishers get their dicks sucked by a dude

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7 months ago
8:06

aShemaleTube

Three brunette shemale punishers in leather boots spank and fuck a dude

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8 months ago
1:53

aShemaleTube

Ebony CD Gets her phat ass punished by 2 Hung cocks and takes a nasty facial trailer/clip

Categories: anal, ass, big black cock, blowjob, cumshot, dick, doggystyle, ebony, facial, hd

8 months ago
31:00

XXXDan

Maid Joanna is Punished on Cam for wanking

Categories: anal, bdsm, femdom, hardcore, lingerie, maid, masturbation, mature, punishment, solo

8 months ago
2:20

aShemaleTube

Jenny Wei gets Punished

Categories: hd, punishment

9 months ago
1:34

aShemaleTube

Denali Danger gets Punished clips #3

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, punishment, transsexual

9 months ago
1:59

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

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9 months ago
4:34

aShemaleTube

Latina she males punish slave

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10 months ago
10:46

NuVid

MahoganyQen - Morning Strap-on Punishment

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10 months ago
5:16

ShemaleMovie

Punished and Rammed

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11 months ago
1:22

xHamster

Chun Li Punished

Categories: hd, punishment

11 months ago
7:52

TrannyOne

Sexy Mommy Transgender punishing naughty hubby

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

1 year ago
7:37

xHamster

Step-mommy Teaches You About Condoms JOI

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1 year ago
7:39

ShemaleMovie

Dominant shemale in black fishnet stockings punishes sub

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1 year ago
5:07

aShemaleTube

Shemale nun Korra Del Rio punishes sinful man DJ in the basement

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1 year ago
7:08

aShemaleTube

One blonde and two brunette shemale punishers spank and fuck a guy

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1 year ago
6:30

VipTube

Four shemale punishers fuck a stud in bondage from behind

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1 year ago
8:06

JizzBunker

Inconsiderate Neighbor Punished with TS Tenants Creampie

Categories: creampie, neighbor, punishment, transsexual

1 year ago
41:49

ShemaleZ

Yasmin Lee In Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Categories: asian, bdsm, big cock, big tits, boss, brunette, cum in mouth, domination, gorgeous, hd

1 year ago
6:40

aShemaleTube

Brunette tranny in leather corset punishes a man by fucking him

Categories: 3some, anal, big ass, big cock, big tits, blowjob, brunette, corset, cumshot, domination

1 year ago
7:44

JizzBunker

Punishment and cum education

Categories: bdsm, couple, cum, german, mature, punishment

1 year ago
5:07

KeekAss

Bound shemale slave anal fucked and punished

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1 year ago
9:07

aShemaleTube

Punishing her bf's ass with a hot painal session

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1 year ago
9:08

aShemaleTube

Asian shemale in fishnets punishing a dude's ass hard

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1 year ago
6:24

aShemaleTube

Submissive transsexual blonde punished bareback

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1 year ago
6:02

KeekAss

Maria Flavia hard-core ass-fuck lovemaking

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2 years ago
6:48

aShemaleTube

Nerdy tranny punished hard

Categories: amateur, anal, hardcore, homevideo, nerdy, punishment, tranny

2 years ago
4:48

aShemaleTube

Teaching and punishment

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2 years ago
6:27

aShemaleTube

TS Victoria Neves Punished And Fucked Bareback

Categories: ass, assfucking, bdsm, blowjob, brazilian, dick, doggystyle, hd, latina, pov

2 years ago
7:39

aShemaleTube

Bustylicious blonde shemale punishing a nerdy guy's asshole

Categories: amateur, anal, ass, assfucking, blonde, hardcore, homevideo, nerdy, punishment, tranny

2 years ago
6:15

aShemaleTube

The best punishment for double dipping, is a steamy threesome with TS Eva

Categories: 3some, big tits, hd, punishment, tranny, transsexual

2 years ago
9:28

aShemaleTube

Mistress punishing a tranny and fucks her brains out

Categories: amateur, anal, femdom, homevideo, mistress, pegging, punishment, tranny

2 years ago
4:46

aShemaleTube

Shemale mistress stayed home to punish her slave

Categories: amateur, anal, domination, hardcore, homevideo, mistress, punishment, slave, tranny

2 years ago
10:18

TrannyOne

Swallowed bull sperm from a condom KellyAErick

Categories: bdsm, bisexual, bitch, condom, couple, crossdressing, cuckold, cum, cum swallowing, czech

2 years ago
6:25

aShemaleTube

Guy Punishes His Ladyboy Maid Lin

Categories: anal, asian, assfucking, blowjob, doggystyle, hd, ladyboy, maid, pov, punishment

2 years ago
9:43

aShemaleTube

Blond shemale punishes a bald guy's anus like no tomorrow

Categories: amateur, anal, anus, assfucking, blonde, domination, hairless, hardcore, hd, homevideo

3 years ago
22:55

HClips

Floozyjezebelle Punishing Her Big Ass With Huge Toys 23 Min

Categories: amateur, big ass, brunette, hd, huge dildo, punishment, solo, stockings, toys

3 years ago
15:49

TrannyOne

Total orgasm control of a mature Russian bitch!

Categories: amateur, anal, anus, ass, bdsm, big cock, big tits, bitch, blowjob, bondage

3 years ago
6:13

aShemaleTube

She has a hot anal orgasm as a fan punishes her ass

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3 years ago
6:04

aShemaleTube

Punish my thick ass with your black meat

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3 years ago
6:17

TrannyOne

BIG ASS Sissy TWERKS, FUCKS Dildo & SQUiRTS lots of CUM

Categories: adorable, amateur, anal, anus, ass, big ass, booty, booty shake, british, crossdressing

3 years ago
8:54

TrannyOne

Shemale Amanda with Big Tan Line tits gets fucked

Categories: anal, anus, ass, big cock, big tits, blowjob, dick, hd, interracial, oral

3 years ago
2:18

TrannyOne

Chinese AV originals, Madou Studio. Sexy boss punishes employee

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

3 years ago
18:47

TrannyOne

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

Categories: anal, anus, ass, assfingering, bdsm, boots, boy, brunette, couple, dark hair

3 years ago
11:01

TrannyOne

spanking and whipping crossdressers

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

3 years ago
4:29

TrannyOne

Ashley Is Spanked And Rimmed

Categories: amateur, anal, anus, ass, bdsm, british, couple, domination, english, european

3 years ago
20:30

TrannyOne

Don't Do It Again

Categories: anal, anus, ass, blowjob, brunette, condom, couple, cum in mouth, dark hair, deep throat

3 years ago
23:46

TrannyOne

Old men spank and fuck my ass with toys and dildos

Categories: amateur, anal, anus, ass, bdsm, crossdressing, dildo, gay, grandpa, hd

3 years ago
2:43

TrannyOne

Panty sissy takes First BBC

Categories: amateur, american, anal, anus, ass, big black cock, big cock, black, crossdressing, dick

3 years ago
26:43

TrannyOne

Natassia is always just wonderful

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

3 years ago
4:47

TrannyOne

Poor lad gets his anal desires fulfilled by the huge BBC of the ebony shemale

Categories: anal, anus, ass, bdsm, big black cock, big cock, big tits, black, brunette, dark hair

3 years ago
6:04

TrannyOne

Taking Hung Midwest guy for a RIDE

Categories: anal, anus, ass, big cock, booty, crossdressing, cum, dick, gay, hd

4 years ago
11:45

TrannyOne

Slave for my mistress

Categories: amateur, anal, anus, ass, bdsm, bondage, crossdressing, dick, domination, fat

4 years ago
6:16

TrannyOne

Hot transsexual Jessy Bells gets a milk enema and anal toyed

Categories: anal, anal toying, anus, ass, blowjob, enema, fetish, hd, milk, oral

4 years ago
7:58

aShemaleTube

Shemale punishes her naughty bf

Categories: amateur, anal, assfucking, boyfriend, doggystyle, hd, homevideo, naughty, punishment

4 years ago
10:51

TrannyOne

sissy-transvestite fucked bare and spanked by chubby daddy

Categories: amateur, anal, anus, ass, bdsm, chubby, couple, crossdressing, daddies, dick

4 years ago
50:02

TrannyOne

Collection of beautiful tranny chicks banging the lucky guys fat ass in hardcore amateur scenes

Categories: 4some, amateur, anal, anus, ass, banging, beauty, bed sex, bedroom, big tits

5 years ago
5:01

TrannyOne

Rayna Leah and Isadora Venturini 3Way Tranny Sex

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

5 years ago
51:25

TrannyOne

Punish Babe 3D Hardcore Doggystyle Milf

Categories: 3d, 3some, babe, doggystyle, futanari, hardcore, milf, punishment

7 years ago
8:01

TrannyOne

Cheating hubby wants to be punished by sexy shemale dominatrix

Categories: black, cheating, dick, dominatrix, husband, juicy, punishment, seduce, tgirl, tranny

8 years ago
25:42

TrannyOne

Trap revealed but still fucked by the two black thugs

Categories: ass, beauty, big black cock, black, crossdressing, dick, gangbang, interracial, punishment, rough

5 days ago
1:02

TrannyOne

Shemale Punishes Her Puffy Nipples Until Lactation

Categories: amateur, american, bdsm, beauty, big tits, blonde, booty, crossdressing, femboy, hd

11 days ago
7:29

ShemaleZ

Brunette Shemale Punisher Dominates A Dude Before Giving Him A Facial

Categories: anal, assfucking, bdsm, big ass, big cock, big tits, bondage, booty, booty shake, brunette

24 days ago
37:24

aShemaleTube

Mistress Trap Punishment

Categories: anal, big cock, big tits, blonde, gay, hardcore, hd, mistress, punishment

40 days 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

Categories: asian, bondage, japanese, lace, lesbian, lingerie, oriental, punishment, stockings, student

57 days ago
6:48

aShemaleTube

Madame Punishing her Sissy Maid

Categories: amateur, domination, fetish, lingerie, maid, masturbation, punishment, sissy, spanking

2 months ago
5:20

xHamster

Sissy Ruined Orgasm, Edging And Sounding Hard Cock - Chastity Punishment

Categories: amateur, anal, beauty, big cock, blonde, cum, cumshot, dick, edging, feet

2 months ago
2:06

aShemaleTube

Jenny Wei is BACK! Jenny gets fucked by The BBC PUNISHER full video available now 😈

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

3 months ago
1:37

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial #8 full video available

Categories: anal, big black cock, blowjob, cumshot, dick, doggystyle, facial, hd, punishment, riding

3 months ago
5:10

aShemaleTube

Probation Officer shemale punishes man

Categories: anal, big cock, blowjob, cop, hd, punishment

4 months ago
0:59

aShemaleTube

Denali Danger gets fucked by The BBC PUNISHER,full video 20 min video available now 😈

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

4 months ago
6:59

KeekAss

Naughty Jamie French punishes and pounds Sebastian Keys hard

Categories: anal, big cock, big tits, blonde, blowjob, brunette, deep throat, doggystyle, fetish, french

4 months ago
9:52

aShemaleTube

Punishing My Girlcock With a Fleshlight

Categories: amateur, big ass, big cock, big tits, blonde, fleshlight, hd, homevideo, masturbation, punishment

5 months ago
1:33

aShemaleTube

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

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, teen (18+)

5 months ago
23:15

xHamster

SHEMALE PUNISHERS - Shemale Domme Trio In The Jungle

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

6 months ago
5:28

aShemaleTube

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

Categories: 3some, anal, big ass, big cock, big tits, black, blowjob, boots, cumshot, domination

6 months ago
6:30

VipTube

Brunette tranny punisher in black corset fucks a skinny

Categories: black, blowjob, brunette, corset, hd, latina, outdoor, punishment, skinny, tranny

6 months ago
11:12

xHamster

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

Categories: anal, ass, barebacking, big ass, big cock, big tits, blowjob, boyfriend, cum in mouth, dick

6 months ago
2:37

aShemaleTube

HOT Trans Avery Angel gets fucked by the BBC PUNISHER and takes a nice facial cumshot

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

6 months ago
6:33

aShemaleTube

Dark skinned shemale punisher gets a cumshot on her big tits

Categories: 3some, anal, big ass, big cock, big tits, blowjob, cumshot, domination, fetish, gangbang

7 months ago
6:23

aShemaleTube

Three shemale punishers with high heels fuck a guy in bondage

Categories: 3some, anal, big ass, big cock, big tits, blowjob, bondage, cumshot, domination, fetish

7 months ago
32:05

XXXDan

Classroom Corporal Punishment Session

Categories: amateur, bdsm, classroom, couple, lingerie, mature, punishment

7 months ago
7:12

aShemaleTube

Three sexy shemale punishers give facials to a dude in bondage

Categories: 3some, anal, big ass, big cock, big tits, blowjob, bondage, cumshot, domination, facial

7 months ago
1:48

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

Categories: anal, big black cock, blowjob, cumshot, doggystyle, facial, hd, punishment, transsexual

8 months ago
1:44

aShemaleTube

Ebony CD Gets her phat ass punished by 2 Hung cocks and takes a nasty facial trailer/clip

Categories: anal, ass, big black cock, blowjob, cumshot, dick, doggystyle, ebony, facial, hd

8 months ago
6:06

ShemaleMovie

Punished & Transformed Sissy Kenzie star dominates her ass

Categories: anal, anal toying, ass, crossdressing, dildo, femboy, lingerie, pantyhose, punishment, sissy

8 months ago
2:01

aShemaleTube

Denali Danger gets Punished vol 1 trailer

Categories: hd, punishment

9 months ago
19:41

XXXDan

Day 01 of Punishment

Categories: big ass, big tits, latex, latina, masturbation, punishment, solo, teen (18+)

9 months ago
1:27

aShemaleTube

Rika Fox gets punished clips #3 full video on my Only Fans

Categories: punishment

9 months ago
1:34

aShemaleTube

Avery Angel gets tag teamed and punished

Categories: 3some, anal, big black cock, blowjob, cumshot, doggystyle, facial, hd, punishment, transsexual

9 months ago
6:23

AnalDin

Luscious ladyboy tender gaping hole bareback

Categories: anal, asian, ass, barebacking, blowjob, gaping hole, ladyboy, pov, punishment, slut

10 months ago
36:56

xHamster

Trans Larissa Albuquerque buggers bareback the crook who wanted to punish her

Categories: anal, barebacking, blowjob, hd, punishment, transsexual

10 months ago
37:42

ShemaleMovie

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

Categories: 3some, anal, barebacking, bdsm, blowjob, domination, punishment, whip

11 months ago
8:58

xHamster

Please Don't Tell Countess!

Categories: bdsm, bondage, domination, fetish, gagging, hardcore, hd, pornstar, punishment, sissy

Pornstars: Countess

11 months ago
8:12

xHamster

Trans Larissa Albuquerque buggers bareback the crook who wanted to punish her

Categories: anal, barebacking, blowjob, hd, punishment, transsexual

1 year ago
7:43

xHamster

You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN

Categories: abuse, big tits, boy, cum, domination, german, glasses, hd, jeans, jerking

1 year ago
8:49

JizzBunker

Three busty shemales in leather boots punish a guy until

Categories: big tits, boots, leather, punishment

1 year ago
6:47

ShemaleMovie

Group of four shemale punishers dominate a guy until he cums

Categories: anal, bdsm, big cock, bondage, creampie, cum, cumshot, domination, gangbang, group sex

1 year ago
8:04

xHamster

Adriana Rodrigues in black leather boots punishes her

Categories: 3some, anal, bdsm, big cock, black, bondage, boots, dick, domination, fetish

1 year ago
6:16

aShemaleTube

Stunning shemale punisher with huge tits spanks and fucks a skinny dude

Categories: 3some, anal, big ass, big cock, big tits, blowjob, cumshot, domination, fetish, gangbang

1 year ago
6:15

aShemaleTube

One blonde and two brunette shemale punishers fucks a dude in bondage

Categories: 3some, anal, big ass, big cock, big tits, blonde, blowjob, bondage, brunette, cumshot