9 months ago
12:20

XXXDan

Confession and punishment

Categories: anal, bdsm, big ass, big cock, granny, hardcore, latex, lingerie, mature, pov

10 months ago
7:13

VipTube

Three shemale punishers spank and fuck a guy in bondage

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10 months ago
16:33

XXXDan

Bitchwrapped transgirl getting dominated, punished and pleasured

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10 months ago
1:39

aShemaleTube

Sissy Steph gets Punished by The BBC PUNISHER and takes a nasty facial cumshot trailer#2

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11 months ago
5:12

aShemaleTube

Shemale dominatrixes punishing males

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11 months ago
6:06

ShemaleMovie

Punished & Transformed Sissy Kenzie star dominates her ass

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1 year ago
1:53

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

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1 year ago
5:17

ShemaleMovie

Lesbian mechanic punished and pounded

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1 year ago
3:00

aShemaleTube

Denali Danger gets Punished

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1 year ago
6:37

JizzBunker

Four shemale punishers dominate a stud until cumshots on

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1 year ago
10:46

NuVid

MahoganyQen - Morning Strap-on Punishment

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1 year ago
5:06

aShemaleTube

Shemale punishes her naughty sub

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Pornstars: Venus Lux

1 year ago
7:52

TrannyOne

Sexy Mommy Transgender punishing naughty hubby

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1 year ago
14:53

HClips

Mndy Punishes Kim

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1 year ago
7:27

ShemaleMovie

Three striking shemale punishers give messy facials to a guy

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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
8:21

JizzBunker

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

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1 year ago
6:24

aShemaleTube

Four shemale punishers in black leather outfits manhandle a dude

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1 year ago
21:37

TrannyOne

Leela's Thanksgiving Day Dinner

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1 year ago
6:24

aShemaleTube

Busty blonde shemale punisher plays with her huge cock and smokes

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1 year ago
8:41

aShemaleTube

Blonde tranny punisher Mariana Fenix fucks a stud in bondage till facial

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1 year ago
9:35

XXXDan

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

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1 year ago
5:07

aShemaleTube

Shemale Natalie Mars punished and anal fucked by headmaster

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1 year ago
11:01

XXXDan

Tall TS Domme Punishes Beefcake Lance

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1 year ago
0:33

HotMovs

Nikollys punishment - Pinko TGirls

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1 year ago
9:08

aShemaleTube

Asian shemale in fishnets punishing a dude's ass hard

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2 years ago
0:37

HotMovs

Cock Punishment - Pinko TGirls

Categories: big ass, big tits, dick, latina, lingerie, mature, punishment, tgirl

2 years ago
4:52

aShemaleTube

The BBC Punisher & Hooly72 fucks Avery Angel

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2 years ago
4:19

aShemaleTube

The BBC Punisher fucks sexy young Rika Fox

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2 years ago
6:14

FlyFlv

Busty Shemale Roommate Punishes The Redheaded Beauty

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Pornstars: Bambi Bliss

2 years ago
6:30

aShemaleTube

Very sexy shemale punishes a married dude in a motel

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2 years ago
6:53

ShemaleZ

Thick Tattooed Shemale Punishing Her Bfs Asshole On The Floor

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2 years ago
6:01

aShemaleTube

Thick tranny offering her big ass for anal punishment

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2 years ago
7:22

aShemaleTube

Thick tattooed shemale punishing her bf's asshole on the floor

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2 years ago
4:00

TrannyOne

Tranny Nun Punishes a Dirty Sinner!

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2 years ago
11:29

aShemaleTube

Pre op trans girl slut Sarah gets punished by her wife mistress Petula

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2 years ago
2:27

aShemaleTube

Roxi punishment

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3 years ago
10:40

aShemaleTube

They punish a married dude while his gf is filming

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3 years ago
9:43

aShemaleTube

Sexy tranny spreads her cute little feet for some anal punishment

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3 years ago
6:27

TrannyOne

Hot BBC Fucks Nude Thiccc Blond Sissy Pussy Anon in Hotel

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

3 years ago
14:51

TrannyOne

Samantha on the Cross

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3 years ago
5:09

TrannyOne

Sissy slave Harley Quinn punished and fucked xhqtFb3

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3 years ago
3:05

TrannyOne

Writing humiliation and whipping

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3 years ago
8:02

TrannyOne

Gemma spanking and fucking her slut

Categories: anal, anus, ass, crossdressing, fetish, pornstar, punishment, slut, spanking, transvestite

Pornstars: Gemma

3 years ago
10:55

TrannyOne

Briony Used by Master John Part 2

Categories: bdsm, crossdressing, gay, hd, maledom, master, punishment, spanking, transvestite

4 years ago
5:18

TrannyOne

Blonde fucked in the ass in public

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Pornstars: Lea Lexus, Princess Donna

4 years ago
6:02

aShemaleTube

TS Chrystal Punished For Bad Behavior

Categories: anal, blowjob, brazilian, fetish, hd, latina, pov, punishment, transsexual, wax

4 years ago
3:15

TrannyOne

marktheWeakling HOGTIED TO GIVE HEAD

Categories: amateur, bdsm, blowjob, bondage, crossdressing, gay, hairy, hd, hogtied, maledom

4 years ago
3:05

TrannyOne

Cute teen caught in the arms of a sexy guy

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4 years ago
33:55

TrannyOne

BBW mistress owning her CD slut

Categories: bbw, crossdressing, domination, extreme, fat, femdom, fisting, gay, hardcore, hd

4 years ago
4:51

TrannyOne

Slave paradise

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4 years ago
10:42

TrannyOne

Hard private video of my wife with a stranger on our wedding day

Categories: big nipples, big tits, cuckold, dildo, edging, mature, milf, mom, nipples, orgasm

4 years ago
11:11

TrannyOne

Asian journalist VS a huge black cock

Categories: anal, asian, ass, big cock, big tits, black, blowjob, booty, cum, cumshot

4 years ago
19:30

aShemaleTube

crossdresser punishment

Categories: ass, bdsm, crossdressing, domination, fetish, pain, punishment, spanking

4 years ago
10:06

TrannyOne

Naughty TGirl maid bent over Milfs knee for ass spanking

Categories: ass, bdsm, bend over, crossdressing, domination, feet, fetish, footjob, maid, milf

4 years ago
35:01

TrannyOne

Subservient guy gets his wet asshole destroyed by the kinky tranny in hardcore bondage fuck

Categories: anal, anus, ass, bdsm, bondage, boots, brunette, couple, cum, cum in mouth

4 years ago
3:46

TrannyOne

Robin Banks getting fingered

Categories: amateur, anal, anus, ass, crossdressing, fingering, gay, hd, punishment, skinny

4 years ago
43:35

TrannyOne

Corporal Punishment Session with Mistress Jamie & Diaper Sis

Categories: amateur, bdsm, couple, diaper, domination, femdom, homevideo, lingerie, mature, mistress

4 years ago
31:55

TrannyOne

Pervert Bodybuilder Fucks Hung College Stud - Alex Adams

Categories: amateur, bdsm, big cock, bodybuilder, bondage, college, crossdressing, cum, cum in mouth, cum swallowing

Pornstars: Alex Adams

4 years ago
6:41

aShemaleTube

Curvy sexy tranny punished in her big ass

Categories: amateur, anal, big ass, curvy, hd, homevideo, punishment, tranny

7 years ago
3:14

TrannyOne

Tranny Domme Fucks The Boxing Coach

Categories: anal, ass, bdsm, brutal, coach, cum, cumshot, dick, domination, fetish

7 years ago
8:01

TrannyOne

Skinny male slave enjoys getting lite punishment form sexy shemale

Categories: domination, punishment, seduce, skinny, slave, transsexual

21 days ago
5:09

aShemaleTube

Latex TS Clone Anal Punishment BDSM

Categories: anal, bdsm, big cock, blowjob, hd, latex, punishment, transsexual

3 years ago
4:44

UPornia

No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-wrist Spreader

Categories: amateur, bdsm, bondage, fetish, hd, maid, punishment, sissy, solo, spreading

9 years ago
13:02

Txxx

Maid Punishment

Categories: amateur, bdsm, maid, masturbation, punishment, stockings

55 days ago
6:01

TrannyOne

Chubby heshe domina punishes a big guy

Categories: anal, assfucking, chubby, domination, dominatrix, hardcore, punishment, tranny

2 months ago
2:46

KeekAss

Real Young She-creature Prostitute!

Categories: blonde, blowjob, czech, hd, pick up, punishment, slut, street, teen (18+), tranny

2 months ago
1:47

aShemaleTube

Rika Fox gets seduced by The BBC PUNISHER! Full video available now 🤩 SO HOT! Shes so cute

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

3 months ago
8:33

aShemaleTube

My thick ass needs anal punishment

Categories: amateur, anal, ass, hardcore, homevideo, lingerie, punishment, thick

3 months ago
6:53

aShemaleTube

Domina shemale punishes a lucky chap

Categories: amateur, anal, domination, dominatrix, hardcore, homevideo, punishment, tranny

3 months ago
49:35

ShemaleZ

Korra Del Rio - The Naughty Nun Punishes Disgraceful Sinner Dj

Categories: anal, assfucking, asslick, barebacking, blowjob, bondage, doggystyle, hd, lace, lingerie

4 months ago
5:06

KeekAss

Shemale BDSM face and anal fucked

Categories: anal, bdsm, bondage, cumshot, domination, fetish, kinky, ladyboy, punishment, tranny

4 months ago
1:41

aShemaleTube

NEW RIKA FOX! The BBC PUNISHER fucks Rika Fox! Full video available now subscribe 😈

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

5 months ago
14:35

AnalDin

Kinky mistress FEMDOM punishment

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

6 months ago
5:04

aShemaleTube

Sissy outdoor public spanking

Categories: crossdressing, hd, outdoor, public, punishment, sissy, spanking

6 months ago
5:10

aShemaleTube

Probation Officer shemale punishes man

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

7 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

7 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

8 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

8 months ago
2:42

aShemaleTube

Denali Danger gets Punished #3 trailer shes so fucking sexy! Full video available now!

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

9 months ago
7:44

aShemaleTube

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

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

9 months ago
8:23

aShemaleTube

Busty Yasmin Andrade punishes her slave and fucks him doggystyle

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

9 months ago
7:00

aShemaleTube

Blonde tranny punisher in leather corset fucks her slave outdoors

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

9 months ago
7:59

aShemaleTube

Adriana Rodrigues in black leather boots punishes her boyfriend

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

10 months ago
1:58

aShemaleTube

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

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

10 months ago
32:05

XXXDan

Classroom Corporal Punishment Session

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

10 months ago
8:44

aShemaleTube

Three busty shemales in leather boots punish a dude until cumshots

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

10 months ago
7:07

aShemaleTube

Three brunette shemale punishers dominate a stud in bondage on the table

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

11 months ago
2:28

aShemaleTube

HOT black CD Strawbee gets punished and shares 2 Hung cocks

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

11 months ago
2:33

aShemaleTube

Anal Punishment for Christmas

Categories: 3some, anal, ass, dildo, domination, femdom, hd, model, pegging, punishment

1 year ago
1:30

aShemaleTube

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

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

1 year ago
11:08

XXXDan

Dominant trash talking latina shemale punishes guy s throat and ass

Categories: anal, ass, bdsm, big ass, big cock, blowjob, hardcore, latina, punishment, throat

1 year ago
1:33

aShemaleTube

Jenny Wei gets Punished in her last film

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

1 year ago
7:38

KeekAss

Trio transgirl punishers predominate a fellow outdoors until

Categories: bdsm, big cock, blonde, bondage, boy, creampie, dick, domination, gangbang, hardcore

1 year ago
1:16

aShemaleTube

sissy vampire punishes visitor

Categories: amateur, barebacking, big cock, blonde, blowjob, crossdressing, cum in mouth, femboy, hd, ladyboy

1 year ago
1:25

aShemaleTube

Strap-on & chastity punishment for stealing Mistress' clothes 😭🔐 @Saskia_and_Sasha on OF

Categories: anal, bdsm, clothed sex, crossdressing, femdom, hd, lesbian, mistress, model, punishment

1 year ago
7:22

ShemaleMovie

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

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

1 year ago
6:41

aShemaleTube

Three brunette and one blonde tranny punisher fuck a stud in bondage

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

1 year ago
7:08

aShemaleTube

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

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

1 year ago
6:31

aShemaleTube

Four shemale punishers fuck a stud in bondage doggystyle till facials

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

1 year ago
8:34

aShemaleTube

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

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

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
6:51

aShemaleTube

Blonde shemale punisher with huge tits fucks her blindfolded slave

Categories: 3some, anal, big ass, big cock, big tits, blindfolded, blonde, blowjob, cumshot, domination

1 year ago
18:40

JizzBunker

Anal punishment no cum

Categories: anal, bdsm, big tits, cum, hardcore, latex, punishment, solo, teen (18+), toys

1 year ago
2:00

aShemaleTube

futanari professor punishing her pupil in a 3d animatio

Categories: 3d, futanari, hd, punishment

1 year ago
5:05

aShemaleTube

Headmaster punishes and fucks bound shemale student

Categories: anal, bound, domination, fetish, hd, punishment, student, teen (18+)

1 year ago
8:10

aShemaleTube

Thai tranny punished hard on her couch

Categories: amateur, anal, asian, couch, homevideo, punishment, thai, tranny

1 year ago
1:56:21

aShemaleTube

Crossdresser punished

Categories: amateur, crossdressing, domination, fetish, homevideo, punishment

2 years ago
8:06

HotMovs

Transsexual Punishment

Categories: big tits, hd, latina, punishment, transsexual

2 years ago
1:59

aShemaleTube

dizzys pissy panties punishment

Categories: bdsm, fetish, hd, humiliation, kinky, mistress, panties, pissing, punishment, sissy

2 years ago
0:07

KeekAss

Crossdresser nine17

Categories: amateur, bdsm, crossdressing, dress, ebony, hd, lesbian, mature, punishment, sissy

2 years ago
3:39

aShemaleTube

Hot domina in leather outfit punishes a curvy tranny

Categories: amateur, anal, assfucking, curvy, dominatrix, femdom, handjob, homevideo, leather, punishment

2 years ago
7:49

aShemaleTube

Ebony shemale punishing a dude hard

Categories: amateur, anal, assfucking, black, ebony, hardcore, punishment, tranny

2 years ago
5:21

aShemaleTube

Punishment

Categories: bdsm, crossdressing, domination, hd, punishment, slave, spanking, whip

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
5:29

aShemaleTube

Tranny punishing a dude on their dinner table

Categories: amateur, anal, big tits, domination, hardcore, hd, homevideo, punishment, table, tranny

3 years ago
8:08

aShemaleTube

Latin ts in lingerie punishing a dude's mouth and ass

Categories: amateur, anal, ass, blowjob, domination, face fucking, hd, homevideo, latina, lingerie

3 years ago
7:39

TrannyOne

Blond Shemale with a Perfect Anus Masturbates

Categories: anus, ass, assfingering, blonde, bra, close up, fingering, jerking, lingerie, long hair