SHEMALE • PUNISHMENT 1,597 videos

Popular Latest Top rated

36:15 74%

Tiny Blonde Schoolgirl Daughter Punished By Dom Lesbian Mom

2 years ago

VipTube

mom, shemale, lesbian, webcam
11:25 63%

The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

1 week ago

AShemaleTube

ladyboy, shemale fucks guy, domination, sissy, blowjob
20:03 61%

SHEMALE PUNISHERS - torrid and horny ladyboy Domination

1 year ago

ShemaleTaxi

creampie, bondage, BDSM, monster, gangbang, group, orgy
25:41 69%

Flawless Sissy Homo Penalized By BIG BLACK COCK Interracia

6 years ago

TrannyGem

gangbang, BBC, sissy
05:03 67%

Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor

1 year ago

xHamster

toilet, pissing, amateur, homemade, beauty, POV, fetish
41:49 93%

Yasmin Lee In Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

1 year ago

ShemaleZ

stockings, asian, BDSM, big cock, secretary, cum in mouth, domination
23:37 79%

PUNISHMENT

1 month ago

AShemaleTube

shemale, ebony
08:34 71%

Ivy Rose - Chastity Maid Gets Punished By Trans Mistress

2 weeks ago

HClips

chastity, femdom, amateur, POV, maid
10:52 79%

Dominant trans wife Aylla Gatina punishes looser husband for crappy dinner

1 year ago

YourLust

domination, amateur, wife, husband, blowjob
10:51 65%

Crossdressers humiliated and punished in BDSM group session

9 months ago

PornLib

latex, crossdresser, shemale, BDSM, group
37:21 90%

Kendall Cent - Penalizes Corbin Dallas

5 years ago

TrannyGem

domination, shemale
14:18 76%

My Stepmom screws My girlfriend, and as Punishment, I Fuck Her donk Until I Cant Anymore Blacksheep Ovca

8 months ago

ShemaleMovie

creampie, anal, BBW, BDSM, ladyboy, 3D, shemale and girl
17:02 47%

Submissive Trans Girl Delivers a Sandwich to Hungry Dominatrix

6 years ago

TrannyGem

amateur, mom, shemale, lesbian, spanking, shemale and girl
27:30 92%

Mia Catches Athlete And Punishes Him With Mia Isabella

2 years ago

Upornia

fetish, BDSM, caught, shemale fucks guy, big cock
11:33 62%

Hard punishment and sex. KitsyMe0w

2 years ago

xHamster

anal, spanking, sissy, femboy
26:22 90%

Submissive sissy guy dressed as a cute girl gets dominated by the nasty TS chick

3 years ago

TrannyOne

cute, shemale, dress, domination, sissy, shemale and girl
15:56

Full Version of Dia De Muertos Mummy Pumps and Punishes Her Lactating Nipples with a Vacuum Machine

1 month ago

$$ FapHouse

pump, nipples, lactating, cosplay, machine, spanking
06:59 86%

Dominant Asian whore fucks her male slave in brutal XXX scenes

5 years ago

HellPorno

stockings, thai, fetish, asian, hooker, leather, heels
06:34

Trans Girl Punishes And Dominates This Guy And Destroys His Asshole Roughly

1 year ago

BeMyHole

feet, bondage, BDSM, big cock, first time, shemale fucks guy
08:21 76%

Trio brunette tranny punishers in leather shoes spank and

1 year ago

ShemaleTaxi

anal, bondage, BDSM, monster, spanking, gangbang, leather
11:18

Kinky sissy brat gets punished with a paddling by Mistress Mercer

2 weeks ago

XXXVogue

domination, bondage, sissy, BDSM
12:56 83%

Sultry trans chick punishes the thief as she shoves her big cock balls deep in his ass

5 years ago

BeMyHole

nipples, bathroom, missionary, beauty
07:59 84%

Dominant Shemale Mistress Camila Smith Punishes Her Sex Slave

3 years ago

GetTranny

pissing, femdom, bondage, facesitting, latina, deepthroat, domination
15:20 85%

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

3 years ago

TrannyOne

mom, stepmom, BDSM, anal, shemale
06:02

Tranny punishing guys asshole

5 years ago

BeMyHole

asshole, shemale fucks guy
01:34 92%

Avery Angel gets fucked by The BBC PUNISHER! Full 22 min vid available now! SO HOT!

3 months ago

AShemaleTube

interracial, BBC, shemale, cumshot
02:37 89%

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

9 months ago

AShemaleTube

blowjob, BBC, big cock, facial, cumshot, anal
28:11 90%

Going Knuckle Deep torture

5 years ago

TrannyGem

fisting, domination
33:05 92%

Stalker shemale gets punished

6 years ago

TXXX

BDSM
06:53 77%

Domina shemale punishes a lucky chap

2 months ago

AShemaleTube

domination, shemale fucks guy, homemade, femdom
36:00 50%

Variety Itsol And Livie Blainn In Sexy Trans Receives Punishment And Pegging From

1 month ago

ShemaleZ

big ass, shemale, pegging, MILF
43:48 75%

No Se, Cl O And Saryu Usui - 298 Pork Meat Toilet Punishment Of Being Trans

1 year ago

ShemaleZ

toilet, threesome, fetish, asian, BDSM
20:49 89%

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

4 years ago

TrannyGem

femdom, latex, strapon, bisexual, train, bondage, shemale and girl
10:09 69%

Master Turns Tranny Slave into Cock Sucking Cum Slut after Ass Punishment

6 years ago

TrannyGem

bondage, BDSM, crossdresser, spanking, cum in mouth, slut, cum in ass
06:53 56%

More maintenance spanking for Kitsy. OTK punishment.

1 year ago

xHamster

crossdresser, sissy, femboy, cute
07:18 80%

Stunning Domina Punishes Her Male Pets Ass And Mouth - Pov

2 years ago

ShemaleZ

femdom, fetish, BDSM, big cock, domination, shemale fucks guy
01:04 86%

I Need to Be Punished

3 months ago

$$ FapHouse

amateur, solo, handjob
19:56 82%

Busty Shemale Punishes Dude in Black Mask

11 months ago

BeMyHole

black, big tits, lingerie, mask, domination, shemale fucks guy
05:09

Latex TS Clone Anal Punishment BDSM

1 week ago

AShemaleTube

shemale, shemale fucks guy, big cock
32:01 86%

Guy was pretty glad to be anally punished by seductive shemale

8 years ago

TrannyOne

seduced
08:44 63%

Trans woman punishes this fellow by destroying his backside

4 months ago

ShemaleMovie

homemade, beauty, BDSM, crossdresser, big cock, babe, heels
20:30 78%

TSDOMME: Straight Guy Bound and Punished

9 months ago

xHamster

fetish, bondage, BDSM, gangbang, big cock, group
06:59 70%

Big ass ladyboy punisher in leather harness bangs a stud

3 months ago

ShemaleTaxi

bondage, BDSM, monster, gangbang, leather, blonde, big cock
05:49 86%

Slender Ebony Tranny Punishes Her Cousin For Watching Porn

1 year ago

BeMyHole

ebony, black
35:17 73%

A Perfect Punish - Morgan Bailey, Alex Ander And Alexander Gustavo

1 year ago

ShemaleZ

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06:00 78%

18Yo Girl Ladyboy Meme Gives Blowing Off And Backside Nailed

6 years ago

Analdin

teen (18+), thai, teen anal (18+), 18, ass to mouth, old and young (18+), frottage
02:08 74%

Sexy Blonde Sissy gets fucked hard by The BBC PUNISHER! Full 20 min video available now

6 months ago

AShemaleTube

shemale, anal, 18, blonde, BBC, sissy
21:24 91%

Hung ebony shemale S.S punishes a guyu with her big cock

4 months ago

AShemaleTube

ebony, mature, mature anal, big tits, ass, domination, bareback
37:24 56%

Mistress Trap Punishment

3 months ago

AShemaleTube

femdom, shemale, big tits
07:12 62%

Sissy Is Punished By Daddy With a paddle Followed by a oral pleasure Fucking

6 months ago

ShemaleMovie

crossdresser, femboy, sissy, amateur, big cock, spanking
08:14 69%

Trans Dominatrix Girl Punishes This Guy By Destroying His Ass

1 year ago

BeMyHole

boots, BDSM, dogging, ass licking, big cock, domination
04:30 75%

Shemale tranny punish guy dirty

6 years ago

AShemaleTube

fetish, cum in mouth, shemale fucks guy, domination, webcam
41:54 88%

Feminized - Rubber Maid Punishment

6 years ago

TXXX

rubber, maid, BDSM
13:26 85%

Belt Dick Penalty Forchristabel ?

5 years ago

TrannyGem

femdom, strapon, bondage, BDSM, crossdresser
05:07 60%

Tall big tits ginger shemale domina Tori Easton punishes muscle hunk Colby Jansen

1 month ago

KeekAss

shemale fucks guy, femdom, muscle, tall, fetish
08:00

Nikolly Gaucha - Punishes His Partner

3 months ago

Fuxxx

amateur, domination, fetish, BDSM, latex
06:46 82%

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

1 year ago

AShemaleTube

blowjob, big ass, chubby, big tits, latina, gangbang, group
30:10 87%

Arab sheboy Disciplined

4 years ago

TrannyGem

arab, big ass, lingerie, cumshot
46:41

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant

1 week ago

AShemaleTube

shemale, stockings, italian, lingerie
08:11

Rock-hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w held gagged and blubbering.

3 months ago

ShemaleMovie

sissy, crossdresser, feet, babe, spanking, femboy
15:10 79%

Maintenance spanking for Kitsy. Blowjob and sex following the punishment.

2 years ago

xHamster

cute, BDSM, spanking, sissy, stockings, domination
03:10 87%

This ladyboy breezy Madeline is vulnerable as she gets stiff penalty from her tormentor

4 years ago

TrannyGem

bondage, czech, BDSM, cute
33:05 79%

Stalker shemale gets punished

6 years ago

ShemaleZ

BDSM
06:02 83%

Very Hard Punishment For Tranny Slut Large Enema and Electro shock

3 years ago

xHamster

czech, electro, slut, BDSM
01:31

Jenny gets fucked by The BBC PUNISHER full video available now

1 week ago

AShemaleTube

BBC, anal, shemale, cumshot
10:20 70%

Nasty TGirl maids get bondage and spanking punishment after being caught playing together

1 year ago

ShemaleTaxi

stockings, latex, bondage, maid, lingerie, BDSM, crossdresser
29:48 59%

Sexy punishment by hard sissy dick for misspelling

4 years ago

xHamster

stockings, german, solo, masturbation, domination, sissy
06:37 58%

Sexy Milf gives horny big cock TGirl ass and cock punishment

9 years ago

xHamster

MILF, bondage, nylon, masturbation
25:35 73%

Disciplined At Work

5 years ago

TrannyGem

kissing, domination
01:18

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

1 month ago

AShemaleTube

big cock, anal, BBC, cumshot
08:22 76%

Trans Angels - Chanel Santini Has to punish Her workers When They Get Caught jerking on the Clock!

2 years ago

ShemaleTaxi

caught, cumshot, jerking
49:35 76%

The Naughty Nun Punishes Disgraceful Sinner Dj

2 years ago

ShemaleZ

fetish, BDSM, nun
08:49 80%

Dark skinned tranny punishes a tied up stud with her fat

1 year ago

ShemaleMovie

fat, bondage, BDSM, monster, tied, gangbang, big cock
23:21 43%

PUNISHMENT WITHOUT RESISTANCE

1 year ago

JizzBunker

blowjob, creampie, anal, massage, dogging, latina, group
04:39 88%

Punished And Fucked Xhqtfb3 With Sissy Slave And Harley Quinn

3 years ago

HClips

POV, sissy, BDSM
01:23

Rika Fox gets fucked by The BBC PUNISHER, full video available now

2 weeks ago

AShemaleTube

BBC, big cock, cumshot
05:07 71%

Huge cock TS dean Nina Lawless punishes and fucks student Kassondra Raine

3 months ago

KeekAss

big tits, shemale and girl
08:00 40%

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant

2 years ago

GetTranny

italian, shower
15:01 61%

Bdsm Transgirl Lactation Rough Punishment Homonate Puffy breasts she-male

2 years ago

ShemaleTaxi

lactating
20:38 82%

Mv – Shiri Allwood – Caught And Punished By Boyfriends Wife

3 years ago

ShemaleZ

fetish, wife, redhead, caught, boyfriend
06:49

Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance With Kora Bell And Mistress Kora Bell

1 month ago

ShemaleZ

shemale, femdom, feet
04:44 68%

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

3 years ago

Upornia

bondage, maid, sissy
04:55 88%

Tanned tranny boss punishes teacher

6 years ago

HClips

teacher, boss
29:52

Cop Ariel Everitts punishes criminal with her curvy cock

1 month ago

AShemaleTube

chubby, shemale fucks guy, shemale, big cock, bareback
49:35 78%

Korra Del Rio - The Naughty Nun Punishes Disgraceful Sinner Dj

3 months ago

ShemaleZ

shemale, shemale fucks guy, lingerie, ass licking, nun
07:49 50%

3 huge-chested she-males in black lingerie punish their tied up

1 year ago

ShemaleTaxi

anal, bondage, lingerie, BDSM, monster, tied, cumshot
05:25 20%

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

2 years ago

GetTranny

femdom, wife, spanking
17:18 92%

Sissy Punish Sissy

2 years ago

ShemaleZ

BDSM, redhead, ass to mouth, big cock, domination, sissy
04:10 89%

Victim Tgirl Poked Harsh by Sir

4 years ago

TrannyGem

fetish, teen anal (18+), bondage, BDSM, domination
06:39

Stunning TS queen punishes the guy in the hardcore POV TS sex

5 years ago

BeMyHole

feet, latex, bondage, BDSM
19:25 46%

Sissy Punished and Fucked for Removeing her Chastity Part 3 Final

6 years ago

TrannyGem

interracial, teen anal (18+), sissy, missionary, chastity, amateur
05:07

Tall Shemale Domina Punishes Hunk

4 days ago

ShemaleZ

shemale, BDSM, femdom, domination, tall
05:07

TS sub in latex Ella Hollywood bound and anal punished by master Sebastian Keys

2 months ago

KeekAss

lingerie, latex, hardcore
07:04 45%

She Made Her Male Roommate Dress As Hot Woman And Get Fucked As Punishment 7 Min With Bailey Wilde And Cassidy Cream

7 months ago

HClips

amateur, crossdresser, mature, shemale, BDSM, ladyboy
15:00 74%

Naught shemale punishing and spanking submissive dude: Emmas Pet Will Havoc

2 years ago

xHand

gagging, bondage, short hair, spanking, natural, domination, small tits
06:01 91%

Very Sexy Shemale Punishes A Married Dude In A Motel

2 years ago

HClips

hotel, shemale fucks guy, webcam
21:02 93%

Mistress Korra Punishes Naughty Schoolgirl With Korra Del Rio

2 years ago

ShemaleZ

stockings, femdom, teen (18+), shemale, fetish, big tits, BDSM
24:43 87%

Shiri Allwood - Femboy Brat Jasper Gets Punished

2 years ago

KeekAss

beauty, blowjob, anal, toys, bareback, femboy
23:53 80%

Mommy Dom Jessica Bloom Babies And Punishes Bratty Girl Jenby (short Version) 24 Min

3 years ago

ShemaleZ

mom, BDSM, shemale and girl, fetish
04:56 80%

Emily Adaire In German Ts Surprised By Burglar - As A Punishment, He Is Being Fucked Hard And Pissed On - Trailer Ts 5 Min

3 years ago

HClips

pissing, german, surprise, skinny
08:33 67%

Crossdresser Mistress Luci May punishes spanks blonde tranny maid tight ass

8 years ago

AShemaleTube

femdom, maid, spanking, tight
08:52

Gorgeous ts in fishnets punishing an old guy hard

1 month ago

AShemaleTube

domination, shemale fucks guy, homemade, shemale
10:29 57%

Boy Transformed into steamy babe Gives Footjob as Punishment

2 months ago

ShemaleMovie

amateur, feet, shemale, footjob, BDSM, babe, domination
01:39 77%

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

10 months ago

AShemaleTube

cumshot, BBC, shemale, facial, sissy, anal
07:59 76%

English Mistress punishes cross dressed guy

2 years ago

UiPorn

femdom, dress
04:43 53%

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

3 years ago

HClips

latex, shemale, lesbian, nun, screaming
09:31 88%

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

3 years ago

TrannyOne

feet, teen anal (18+), teen (18+), beauty
10:51 61%

Two dominant amateur babes in lingerie punish a horny slave

4 years ago

PornLib

lingerie, group, domination, shemale fucks guy
09:44 70%

Flawless transsexual punishment

6 years ago

HDSex

bondage, domination
04:06 84%

TS Domina in Latex Fucks Dude

2 years ago

PornGem

femdom, latex, domination
12:19 75%

Towheaded Whipped

5 years ago

TrannyGem

BDSM, spanking, MILF
14:53

BDSM Transgirl Lactation Rough Punishment Homonate puffy breasts ladyboy

5 months ago

ShemaleMovie

domination, sissy, shemale, amateur, femboy, lactating
05:01

Dominant Trans Beauty Punishes Sub

5 days ago

ShemaleZ

domination, ladyboy, handjob, big tits, shemale
10:31

How a Tgirl severely punishs her phat spunk-pump.

2 months ago

ShemaleMovie

cumshot, sissy, femboy, shemale, BDSM, tied
09:04 50%

Two naughty blonde trans schoolgirls are punished by Sir Rob

12 months ago

xHamster

spanking, crossdresser, mature, amateur, heels
08:09

Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged.

2 years ago

xHamster

crossdresser
07:20 75%

Thick ebony shemale punishes a dude hard

2 years ago

TrannyGem

ebony, shemale fucks guy
04:52 64%

Mutual Act And Slender Shemale The League Of Extraordinary Transsexuals - The Final Punishment

3 years ago

BeMyHole

chubby, shemale fucks guy, domination
09:49 70%

Fat Slut deserve punishment from her Transgender Dominatrix

5 years ago

xHamster

fat, chubby, outdoor, BBW, domination, slut
28:22 80%

Caught And Punished dream

6 years ago

TXXX

shemale, fetish, BDSM, caught

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