19 years old Anal Ladyboy Gets Cock
11 years ago
6:14

aShemaleTube

19 years old Anal Ladyboy Gets Cock

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Dominique Rystan And Stacy Sadistic The Best Kinky Friday
7 days ago
12:34

DrTuber

Dominique Rystan And Stacy Sadistic The Best Kinky Friday

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Pornstars: friday

Lover with big cock fucks painful small tits shemale
14 years ago
4:59

aShemaleTube

Lover with big cock fucks painful small tits shemale

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Ladyboy Pink Painful Bareback
9 years ago
6:19

aShemaleTube

Ladyboy Pink Painful Bareback

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Teen guy cumsucker gets fucked painful by big ebony tranny
14 years ago
19:07

aShemaleTube

Teen guy cumsucker gets fucked painful by big ebony tranny

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Dude Takes A Painful Shemale Ass Fucking
9 years ago
21:05

Txxx

Dude Takes A Painful Shemale Ass Fucking

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Busty transsexual gives straight guy some painful delight
11 years ago
5:29

aShemaleTube

Busty transsexual gives straight guy some painful delight

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Oops, It's A Little Bit Painful For Him
11 years ago
3:00

FlyFlv

Oops, It's A Little Bit Painful For Him

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Ladyboy Pang Jerking Off
10 years ago
6:25

aShemaleTube

Ladyboy Pang Jerking Off

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Tanline beauty with big tits loves receiving painful backshots
35 days ago
8:34

ShemaleMovie

Tanline beauty with big tits loves receiving painful backshots

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Transgender Bitch Electro TizORTURE Pain Slut
10 years ago
8:24

TnaFlix

Transgender Bitch Electro TizORTURE Pain Slut

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Teen Ladyboy Pang Jerking Off
9 years ago
5:32

aShemaleTube

Teen Ladyboy Pang Jerking Off

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Master interrogates submissive with intense pummeling and raunchy oral play
1 year ago
5:17

VideoSection

Master interrogates submissive with intense pummeling and raunchy oral play

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teen 18+ Ladyboy Pang Changes Outfit And Jerks Off
4 years ago
5:32

UPornia

teen 18+ Ladyboy Pang Changes Outfit And Jerks Off

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Stacy sadistic Big Cock
7 months ago
7:22

aShemaleTube

Stacy sadistic Big Cock

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Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
8 months ago
44:11

JizzBunker

Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w

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Kisses and pain in intimity
9 months ago
18:35

XXXDan

Kisses and pain in intimity

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Ginger-haired Sabina Steele Wants To Be Trans Predominateddd
53 days ago
11:00

KeekAss

Ginger-haired Sabina Steele Wants To Be Trans Predominateddd

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mistress stacy instructs kitten all about suck jobs! utter version on crimson
10 months ago
6:28

KeekAss

mistress stacy instructs kitten all about suck jobs! utter version on crimson

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Pain and Pleasure
1 year ago
51:35

JizzBunker

Pain and Pleasure

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Big-dicks, rough-anal-sex
1 year ago
5:16

ShemaleMovie

Big-dicks, rough-anal-sex

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Wealthy entrepreneur dominated and pegged by a fierce female dominatrix
1 year ago
5:20

ShemaleMovie

Wealthy entrepreneur dominated and pegged by a fierce female dominatrix

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Pornstars: lorelei lee

Redhead asian tgirl covered in pain ass fucked doggystyle till facial
52 days ago
7:22

aShemaleTube

Redhead asian tgirl covered in pain ass fucked doggystyle till facial

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Transgirl Bride Eva Maxim And Her Hubby
52 days ago
6:16

KeekAss

Transgirl Bride Eva Maxim And Her Hubby

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Taunting, edging my stud pleasure button
1 year ago
9:20

KeekAss

Taunting, edging my stud pleasure button

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Hot quickie with ladyboy Pang
1 year ago
5:06

aShemaleTube

Hot quickie with ladyboy Pang

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T-girl enjoys sucking and riding ass
1 year ago
5:17

ShemaleMovie

T-girl enjoys sucking and riding ass

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Free-anal-videos, anal-video
1 year ago
5:18

VideoSection

Free-anal-videos, anal-video

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Cute big tits tranny hot masturbation after passion posing in lingerie
1 year ago
6:15

aShemaleTube

Cute big tits tranny hot masturbation after passion posing in lingerie

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thin tranny likes pain with pleasure
2 years ago
5:18

aShemaleTube

thin tranny likes pain with pleasure

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blonde sheshaft painful anal and hot facial
3 years ago
7:50

aShemaleTube

blonde sheshaft painful anal and hot facial

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Ignore the shemale reaching out and screaming in pain and continue to fuck until she screams
3 years ago
16:49

aShemaleTube

Ignore the shemale reaching out and screaming in pain and continue to fuck until she screams

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Pornstars: patricia khan

Pain and pleasure, chastity and lust, Part 2
4 years ago
1:15:02

TrannyOne

Pain and pleasure, chastity and lust, Part 2

Tags: anal, ass, barebacking, bdsm, domination, european, german, hd, jerking, joi

Painful Bareback Anal For Hung Ladyboy Jasmine
4 years ago
6:01

aShemaleTube

Painful Bareback Anal For Hung Ladyboy Jasmine

Tags: anal, asian, barebacking, big cock, big tits, blowjob, dick, doggystyle, hd, ladyboy

Kinky Trannies Natalie Mars and Lianna Lawson
4 years ago
6:14

TrannyOne

Kinky Trannies Natalie Mars and Lianna Lawson

Tags: anal, anus, ass, assfucking, blonde, blowjob, brunette, crossdressing, dark hair, extreme

Ts stepsis Melanie Brooks sucking and barebacked by stepbro
4 years ago
6:10

TrannyOne

Ts stepsis Melanie Brooks sucking and barebacked by stepbro

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Lilychoccy Painful Anal Orgasm With Sex Toys
4 days ago
11:14

NuVid

Lilychoccy Painful Anal Orgasm With Sex Toys

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Shemale Painful Anal Fuck 30x6 cm + 2 Cumshots
5 years ago
6:51

aShemaleTube

Shemale Painful Anal Fuck 30x6 cm + 2 Cumshots

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Anal Pain
2 years ago
5:52

UPornia

Anal Pain

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Lesbians dominate and ass-fuck the plump pizza delivery girl Lily Labeau
7 months ago
5:34

ShemaleMovie

Lesbians dominate and ass-fuck the plump pizza delivery girl Lily Labeau

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Hello LadyBoy - Sexy ladyboy with big fake tits
55 days ago
13:32

aShemaleTube

Hello LadyBoy - Sexy ladyboy with big fake tits

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Gorgeous trans beauty is open to some serious ass pounding
8 months ago
5:17

ShemaleMovie

Gorgeous trans beauty is open to some serious ass pounding

Tags: anal, ass, babe, beauty, big ass, big cock, blowjob, cum, first time, gaping hole

Fucking The Pain Away With Miss Nikita
9 months ago
5:22

aShemaleTube

Fucking The Pain Away With Miss Nikita

Tags: amateur, anal, barebacking, big cock, blonde, blowjob, cumshot, fetish, hd, mature

stacy sadomasochistic climax denial utter on crimson
10 months ago
5:45

KeekAss

stacy sadomasochistic climax denial utter on crimson

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WELTS WHORE GET PAIN
1 year ago
0:30

aShemaleTube

WELTS WHORE GET PAIN

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Public slut gets her ass and mouth drilled in kinky outdoor action
1 year ago
5:23

ShemaleMovie

Public slut gets her ass and mouth drilled in kinky outdoor action

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Pornstars: ashlynn leigh, james deen, princess donna

Muscular Trans beauties ditch protection after hitting the gym
1 year ago
11:44

ShemaleMovie

Muscular Trans beauties ditch protection after hitting the gym

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Intense pleasure, pain play & submission
1 year ago
15:36

ShemaleMovie

Intense pleasure, pain play & submission

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Hi t-girl - Spectacular transgender princess with large faux bumpers
1 year ago
13:32

KeekAss

Hi t-girl - Spectacular transgender princess with large faux bumpers

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shemale and guy switch roles (painful anal)
1 year ago
9:20

aShemaleTube

shemale and guy switch roles (painful anal)

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Redhead asian trans all covered in pain ass fucked doggystyle till facial
1 year ago
7:25

aShemaleTube

Redhead asian trans all covered in pain ass fucked doggystyle till facial

Tags: asian, assfucking, cumshot, doggystyle, facial, ladyboy, pain, redhead, teen (18+), transsexual

Gold Predator BBC Brutally Destroys White Sluts Hole & Makes Me Scream
2 years ago
10:28

aShemaleTube

Gold Predator BBC Brutally Destroys White Sluts Hole & Makes Me Scream

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Pornstars: candy ass

Buxom femdom Cherry Torn dominates Sebastian Keys with pegging action
29 days ago
5:25

ShemaleMovie

Buxom femdom Cherry Torn dominates Sebastian Keys with pegging action

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Pornstars: cherry torn

Anal, mature, amateur
52 days ago
8:30

HDSex

Anal, mature, amateur

Tags: amateur, anal, mature, pain

GAY BRAZIL AND SHEMALE ANAL PAIN GANG
3 years ago
4:48

aShemaleTube

GAY BRAZIL AND SHEMALE ANAL PAIN GANG

Tags: anal, brazilian, gay, pain

Ladyboys In PAIN: Volume 5
4 years ago
8:05

TrannyOne

Ladyboys In PAIN: Volume 5

Tags: anal, anus, asian, ass, bdsm, blowjob, domination, hardcore, ladyboy, licking

Super Cute Teen Ladyboy Getting Fucked In The Ass Wit No Pain, Only Pleasure.
4 years ago
20:18

TrannyOne

Super Cute Teen Ladyboy Getting Fucked In The Ass Wit No Pain, Only Pleasure.

Tags: adorable, anal, anus, ass, bdsm, blowjob, cute, domination, hardcore, ladyboy

GENDER X Extremely feminine looking TS Emma Rose fucks hot tutor guy
4 years ago
6:15

TrannyOne

GENDER X Extremely feminine looking TS Emma Rose fucks hot tutor guy

Tags: anal, anus, ass, assfucking, crossdressing, dating, extreme, hardcore, pain, transsexual

TS Girl Pang Wants To Fuck Her Ass With A Toy
3 years ago
6:05

TnaFlix

TS Girl Pang Wants To Fuck Her Ass With A Toy

Tags: asian, ass, brunette, dildo, hd, jerking, masturbation, pain, solo, toys

Shemale fuck dude in public restroom
4 years ago
5:11

TrannyOne

Shemale fuck dude in public restroom

Tags: anal, anus, ass, assfucking, bdsm, blowjob, crossdressing, domination, extreme, fetish

Bdsm Slut Stuffs A Giant Beehive In Her Ass And Loves Pain
2 years ago
17:48

ShemaleZ

Bdsm Slut Stuffs A Giant Beehive In Her Ass And Loves Pain

Tags: amateur, ass, bdsm, big ass, blonde, fetish, hd, pain, slut, solo

Latex-clad nurse Lyla Storm gives a hard ass pounding to Red Riding in a hot bdsm session
7 months ago
5:35

ShemaleMovie

Latex-clad nurse Lyla Storm gives a hard ass pounding to Red Riding in a hot bdsm session

Tags: anal, ass, bdsm, bondage, domination, gagging, hardcore, latex, nurse, pain

Pornstars: lyla storm

Anal-fucking, xvidioes
8 months ago
5:22

ShemaleMovie

Anal-fucking, xvidioes

Tags: anal, ass, asslick, big ass, blowjob, hardcore, licking, oral, pain, pov

Sapphic, marionette
10 months ago
5:40

ShemaleMovie

Sapphic, marionette

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Pornstars: phoenix marie

Pts-527 S-class Gal Shemale Intense Lesbian Sex, Super Sadistic Big-breasted Gal Creampie Oil Massage
11 months ago
2:25:13

ShemaleZ

Pts-527 S-class Gal Shemale Intense Lesbian Sex, Super Sadistic Big-breasted Gal Creampie Oil Massage

Tags: 3some, anal, asian, assfucking, big ass, big tits, blonde, booty, booty shake, creampie

Adult movie star, sissys
1 year ago
8:02

VideoSection

Adult movie star, sissys

Tags: anal, bdsm, blowjob, brutal, crossdressing, dildo, fisting, gaping hole, german, hardcore

Public outdoor FFM anal penetration with strapon in various languages
1 year ago
5:17

ShemaleMovie

Public outdoor FFM anal penetration with strapon in various languages

Tags: anal, bdsm, bizarre, bondage, domination, european, ffm, group sex, hardcore, humiliation

Pang1 - Trailer
1 year ago
1:56

XXXDan

Pang1 - Trailer

Tags: big cock, big tits, facial, pain, sucking, thai

Inked slave tied up and fucked by a dominant woman
1 year ago
5:18

ShemaleMovie

Inked slave tied up and fucked by a dominant woman

Tags: bdsm, bizarre, bondage, brutal, dildo, domination, gagging, hardcore, pain, pornstar

Pornstars: lorelei lee

Pain-Getting hard fucked
4 years ago
0:59

aShemaleTube

Pain-Getting hard fucked

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The tormentor's painful and raunchy discipline is not forgiven even if you sob and pray for it
1 year ago
12:31

KeekAss

The tormentor's painful and raunchy discipline is not forgiven even if you sob and pray for it

Tags: anal, asian, crossdressing, cumshot, dildo, femboy, hd, ladyboy, masturbation, pain

Pain loving TS masturbates in closeup with toy in urethra
1 year ago
5:00

XXXDan

Pain loving TS masturbates in closeup with toy in urethra

Tags: bdsm, close up, lingerie, masturbation, pain, small tits, solo, toys, transsexual, urethra

Rayray Sugarbutt puts her cock and balls inside her bitch's asshole
1 year ago
4:11

aShemaleTube

Rayray Sugarbutt puts her cock and balls inside her bitch's asshole

Tags: anal, ass, balls, dick, pain

Phat Ass Sissy fucked deep n rough by hot bbc in ski mask
2 years ago
7:37

aShemaleTube

Phat Ass Sissy fucked deep n rough by hot bbc in ski mask

Tags: assfucking, big ass, big black cock, blonde, blowjob, fat, hd, interracial, mask, moaning

thin shemale likes pain with pleasure
3 years ago
5:18

aShemaleTube

thin shemale likes pain with pleasure

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Teen Ladyboy Pang Changes Outfit And Jerks Off
4 years ago
6:02

aShemaleTube

Teen Ladyboy Pang Changes Outfit And Jerks Off

Tags: asian, big tits, hd, jerking, ladyboy, lingerie, masturbation, pain, stockings, teen (18+)

Electric Shock to my nippls..issss lovely pain and heaven for me...
4 years ago
2:52

aShemaleTube

Electric Shock to my nippls..issss lovely pain and heaven for me...

Tags: electrified, hd, pain

Wife cuckolded by husband and trans maid Emma Rose
4 years ago
4:56

TrannyOne

Wife cuckolded by husband and trans maid Emma Rose

Tags: anal, anus, ass, assfucking, cheating, crossdressing, cuckold, extreme, hardcore, husband

Ts Leona paints nails before masturbation
6 years ago
10:14

ShemaleZ

Ts Leona paints nails before masturbation

Tags: big tits, blonde, masturbation, pain, solo, transsexual

Stacy Sadistic Fuck Girl
3 months ago
38:09

aShemaleTube

Stacy Sadistic Fuck Girl

Tags: big ass, blowjob, brunette, cumshot, gay, pain

Trans College Girls Having Anal Afternoon
4 years ago
6:16

TrannyOne

Trans College Girls Having Anal Afternoon

Tags: 18 year old, 3some, anal, anus, ass, assfucking, blonde, blowjob, college, crossdressing

Sissy anal plug and pain bra training
6 years ago
19:25

ShemaleZ

Sissy anal plug and pain bra training

Tags: amateur, anal, bra, fetish, pain, sissy

Unusual outdoor escapades with a hint of kink
8 months ago
5:35

ShemaleMovie

Unusual outdoor escapades with a hint of kink

Tags: bdsm, bizarre, blowjob, bondage, domination, european, group sex, hardcore, humiliation, kinky

Crossdresser Enjoys a very Painful Flogging Session in
5 years ago
11:29

aShemaleTube

Crossdresser Enjoys a very Painful Flogging Session in

Tags: crossdressing, pain

Caning, kinkysmut
10 months ago
5:40

ShemaleMovie

Caning, kinkysmut

Tags: anal, ass, bdsm, bondage, caning, domination, gagging, pain, slave, tied up

Intense anal adventure with brilliant trans babe Sasha Desade
2 months ago
6:28

ShemaleMovie

Intense anal adventure with brilliant trans babe Sasha Desade

Tags: anal, babe, barebacking, beauty, big cock, british, brunette, couple, femboy, missionary

Three way, hermaphrodite
11 months ago
5:08

VideoSection

Three way, hermaphrodite

Tags: 3some, car, classic, college, cunt, fingering, futanari, gloryhole, hermaphrodite, pain

Steamy quickie with ladyboy Pang
1 year ago
5:06

AnalDin

Steamy quickie with ladyboy Pang

Tags: amateur, anal, asian, assfucking, blowjob, hardcore, ladyboy, pain, pov, quickie

Slender lesbian enjoys anal plug and deep drilling session
1 year ago
5:22

ShemaleMovie

Slender lesbian enjoys anal plug and deep drilling session

Tags: anal, ass, bdsm, bondage, domination, drilling, gagging, lesbian, pain, pornstar

Pornstars: haley wilde

Rachell dominates her new sex toy Valentina in extreme threesome play
1 year ago
5:10

VideoSection

Rachell dominates her new sex toy Valentina in extreme threesome play

Tags: 3some, bdsm, big cock, deep throat, extreme, group sex, humiliation, latina, pain, spanking

Sissy goes wild and releases with a bang!
4 months ago
12:59

VideoSection

Sissy goes wild and releases with a bang!

Tags: bdsm, crossdressing, cum, jizz, pain, sissy, tied up, wild

Busty mummy domme jerking gimp slave in harsh femdom session
1 year ago
5:19

ShemaleMovie

Busty mummy domme jerking gimp slave in harsh femdom session

Tags: bdsm, big tits, bizarre, bondage, brutal, dildo, domination, femdom, gagging, jerking

Pornstars: maitresse madeline

JUDE LYNX — SPANKS, MONSTER FAUX-COCK AND PUNY GIMP
1 year ago
8:20

KeekAss

JUDE LYNX — SPANKS, MONSTER FAUX-COCK AND PUNY GIMP

Tags: asian, bdsm, blonde, brazilian, cheating, cosplay, cum, dick, dildo, femboy

Ladyboy painful anal with huge dick
1 year ago
6:27

aShemaleTube

Ladyboy painful anal with huge dick

Tags: anal, asian, barebacking, big cock, blowjob, dick, hd, huge cock, ladyboy, pain

1 painful bang session tranny huge rod bang a dude aaii
1 year ago
2:05

aShemaleTube

1 painful bang session tranny huge rod bang a dude aaii

Tags: pain, tranny

Ladyboy dick sucker gets painful anal
2 years ago
6:25

aShemaleTube

Ladyboy dick sucker gets painful anal

Tags: anal, asian, assfucking, barebacking, blowjob, dick, hd, ladyboy, pain, pov

Redhead Asian shemale all covered in pain gets fucked doggystyle till facial
2 years ago
7:05

aShemaleTube

Redhead Asian shemale all covered in pain gets fucked doggystyle till facial

Tags: asian, cumshot, doggystyle, facial, ladyboy, pain, redhead, teen (18+)

tranny tranny pang likes toying her butt
2 years ago
5:06

aShemaleTube

tranny tranny pang likes toying her butt

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I Know You Love This Black, Ebony Stick Of Pain
3 years ago
2:09

TrannyOne

I Know You Love This Black, Ebony Stick Of Pain

Tags: anal, anus, ass, bdsm, black, blowjob, domination, ebony, hardcore, licking

Sadistictranskitty KdamaGrey
4 years ago
1:32

aShemaleTube

Sadistictranskitty KdamaGrey

Tags: pain

crossdresser punishment
4 years ago
19:30

aShemaleTube

crossdresser punishment

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

Skinny trans nanny takes care of the parent's needs too
4 years ago
6:15

aShemaleTube

Skinny trans nanny takes care of the parent's needs too

Tags: anal, babysitter, cute, flexible, hardcore, hd, pain, skinny, transsexual

tgirls prostitutes with lots of semen in their balls shoot like a cannon
4 years ago
21:58

TrannyOne

tgirls prostitutes with lots of semen in their balls shoot like a cannon

Tags: 18 year old, anal, anus, ass, assfucking, balls, blowjob, cum, cumshot, extreme

Carla Ferri Painful ass - Correct Version
5 years ago
21:31

UPornia

Carla Ferri Painful ass - Correct Version

Tags: ass, big tits, cumshot, pain, stockings

Shemale in white socks and fucks guy very painful
4 months ago
26:32

aShemaleTube

Shemale in white socks and fucks guy very painful

Tags: hd, pain, socks, white

Transgender princess indulges in sadistic and masochistic fun in Fallout 4
8 months ago
7:35

ShemaleMovie

Transgender princess indulges in sadistic and masochistic fun in Fallout 4

Tags: 3d, big cock, funny, ladyboy, pain

Domination & submission, backside
8 months ago
5:34

ShemaleMovie

Domination & submission, backside

Tags: anal, ass, bdsm, bondage, domination, hardcore, pain, slave, strap-on, tied up

Platinum-blonde lesbian buttfucks an alternative smoker
8 months ago
5:35

HDSex

Platinum-blonde lesbian buttfucks an alternative smoker

Tags: anal, ass, assfucking, bdsm, blonde, bondage, domination, hardcore, lesbian, pain

Caning, gonzo
10 months ago
5:15

ShemaleMovie

Caning, gonzo

Tags: anal, ass, bdsm, bondage, caning, domination, gagging, hardcore, pain, slave

Ladyboy painful assfuck with huge knob
11 months ago
6:27

AnalDin

Ladyboy painful assfuck with huge knob

Tags: anal, asian, ass, assfucking, barebacking, big cock, blowjob, ladyboy, pain, pov

Executive dominated by professional mistress Lorelei Lee
1 year ago
5:20

ShemaleMovie

Executive dominated by professional mistress Lorelei Lee

Tags: anal, bdsm, bizarre, bondage, dildo, domination, gagging, mistress, pain, pornstar

Pornstars: lorelei lee

Unexpected shemale
1 year ago
5:10

HDSex

Unexpected shemale

Tags: anal, ass, blowjob, brutal, hardcore, pain, pornstar, sucking

Leather-clad dominatrix humiliates submissive cockslut outdoors
1 year ago
5:19

VideoSection

Leather-clad dominatrix humiliates submissive cockslut outdoors

Tags: abuse, bdsm, bizarre, bondage, dick, domination, dominatrix, fetish, group sex, humiliation

Girly girl restrained in bondage for anal pleasure and domination
8 months ago
5:35

ShemaleMovie

Girly girl restrained in bondage for anal pleasure and domination

Tags: anal, ass, bdsm, bondage, domination, hardcore, pain, slave, tied up

Busty milf dominatrix punishes man with cane for kinky fun
1 year ago
5:20

ShemaleMovie

Busty milf dominatrix punishes man with cane for kinky fun

Tags: bdsm, big tits, bizarre, bondage, dildo, domination, dominatrix, funny, gagging, hardcore

Pornstars: aiden starr, maitresse madeline

T-girl Pang Fapping Off
1 year ago
6:26

KeekAss

T-girl Pang Fapping Off

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VideoSection

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TrannyOne

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aShemaleTube

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aShemaleTube

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