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

aShemaleTube

19 years old Anal Ladyboy Gets Cock

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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
8 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
9 years ago
6:25

aShemaleTube

Ladyboy Pang Jerking Off

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Bitchy shemale gives her man a real pain
11 years ago
7:00

AnyPorn

Bitchy shemale gives her man a real pain

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Shemale with leather cloth likes cruel sex with pain in her apartment
9 years ago
19:49

xHamster

Shemale with leather cloth likes cruel sex with pain in her apartment

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Ladyboy Pang Jerking Off
9 years ago
5:32

BravoTube

Ladyboy Pang Jerking Off

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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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Chains, Pain and Pleasure
9 years ago
3:24

TubeDupe

Chains, Pain and Pleasure

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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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Blairglass Sensual Massage Feat. Stacy Sadistic
3 years ago
30:54

ShemaleZ

Blairglass Sensual Massage Feat. Stacy Sadistic

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teen 18+ Ladyboy Pang Jerking Off
7 years ago
5:03

ShemaleZ

teen 18+ Ladyboy Pang Jerking Off

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Redhead asian trans all covered in pain ass fucked till
33 days ago
7:25

IcePorn

Redhead asian trans all covered in pain ass fucked till

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Domination & submission, backside
51 days ago
5:34

ShemaleMovie

Domination & submission, backside

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Caning, kinkysmut
2 months ago
5:40

ShemaleMovie

Caning, kinkysmut

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Candle Wax dripped on Sissy's cunt sheclit
4 months ago
2:13

xHamster

Candle Wax dripped on Sissy's cunt sheclit

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Unusual outdoor escapades with a hint of kink
46 days ago
5:35

ShemaleMovie

Unusual outdoor escapades with a hint of kink

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Pain and pleasure, chastity and lust,  Part 1
5 months ago
51:35

XXXDan

Pain and pleasure, chastity and lust, Part 1

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Executive dominated by professional mistress Lorelei Lee
6 months ago
5:20

ShemaleMovie

Executive dominated by professional mistress Lorelei Lee

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Slender lesbian enjoys anal plug and deep drilling session
6 months ago
5:22

ShemaleMovie

Slender lesbian enjoys anal plug and deep drilling session

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Wealthy entrepreneur dominated and pegged by a fierce female dominatrix
7 months ago
5:20

ShemaleMovie

Wealthy entrepreneur dominated and pegged by a fierce female dominatrix

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Anal employee ate my ass, gonzo and painful, but horny! XXX!
34 days ago
6:53

VipTube

Anal employee ate my ass, gonzo and painful, but horny! XXX!

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Taunting, edging my stud pleasure button
7 months ago
9:20

KeekAss

Taunting, edging my stud pleasure button

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Futuretist Compilation of Hot Sadistic Sluts Intense Orgy with Burst Asses and Thirsty for Cum Intense Pleasure
8 months ago
3:18

xHamster

Futuretist Compilation of Hot Sadistic Sluts Intense Orgy with Burst Asses and Thirsty for Cum Intense Pleasure

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tony performing his pain pervert punishment to his nipples
10 months ago
3:14

KeekAss

tony performing his pain pervert punishment to his nipples

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

VideoSection

Free-anal-videos, anal-video

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Curvy Therapist Treats Sexy Trans Couple - Stacy Sadistic, Venus Sunshine And Jaymee Castles
1 day ago
14:40

ShemaleZ

Curvy Therapist Treats Sexy Trans Couple - Stacy Sadistic, Venus Sunshine And Jaymee Castles

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Girly girl restrained in bondage for anal pleasure and domination
51 days ago
5:35

ShemaleMovie

Girly girl restrained in bondage for anal pleasure and domination

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Brittney Kade And Dominic Pacifico - Cookies And Creampies Sucks And Fucks Dominics Pain Away! 6 Min
6 days ago
6:05

ShemaleZ

Brittney Kade And Dominic Pacifico - Cookies And Creampies Sucks And Fucks Dominics Pain Away! 6 Min

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Caning, gonzo
2 months ago
5:15

ShemaleMovie

Caning, gonzo

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Transvestite from hell
4 months ago
11:12

xHamster

Transvestite from hell

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Transgender princess indulges in sadistic and masochistic fun in Fallout 4
30 days ago
7:35

ShemaleMovie

Transgender princess indulges in sadistic and masochistic fun in Fallout 4

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

ShemaleZ

Sissy anal plug and pain bra training

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Anal-fucking, xvidioes
42 days ago
5:22

ShemaleMovie

Anal-fucking, xvidioes

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feet worship while fucked
5 months ago
2:14

aShemaleTube

feet worship while fucked

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Fem-005 Sweet And Sadistic With Tachibana Serina And Serina Tachibana
39 days ago
2:02:44

ShemaleZ

Fem-005 Sweet And Sadistic With Tachibana Serina And Serina Tachibana

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Extreme submission and female authority in BDSM scene featuring Maitresse Madeline
6 months ago
5:19

ShemaleMovie

Extreme submission and female authority in BDSM scene featuring Maitresse Madeline

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Pornstars: maitresse madeline

Unexpected shemale
7 months ago
5:10

HDSex

Unexpected shemale

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Muscular Trans beauties ditch protection after hitting the gym
7 months ago
11:44

ShemaleMovie

Muscular Trans beauties ditch protection after hitting the gym

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Intense pleasure, pain play & submission
7 months ago
15:36

ShemaleMovie

Intense pleasure, pain play & submission

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Girl-on-girl action with some wild kink fun
51 days ago
5:36

ShemaleMovie

Girl-on-girl action with some wild kink fun

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So hard and painful fuck the big dick (watch sweet video on faphouse, fabclub,)
8 months ago
5:07

xHamster

So hard and painful fuck the big dick (watch sweet video on faphouse, fabclub,)

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116 min degrading of bdsm sissy pain whore Alina
10 months ago
2:20

xHamster

116 min degrading of bdsm sissy pain whore Alina

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Pain loving TS masturbates in closeup with toy in urethra
10 months ago
5:00

XXXDan

Pain loving TS masturbates in closeup with toy in urethra

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Busty transsexual gives straight guy some painful delight
6 years ago
4:59

ShemaleZ

Busty transsexual gives straight guy some painful delight

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Kinkysmut, gagging
3 months ago
5:28

VideoSection

Kinkysmut, gagging

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

ShemaleZ

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

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Pain and Pleasure
5 months ago
51:35

JizzBunker

Pain and Pleasure

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Tranny with big cock fucks latino man in the ass
6 months ago
35:40

xHamster

Tranny with big cock fucks latino man in the ass

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Waaa-431 Sweet And Sadistic Shemale Gal Nurse! Reverse Anal Fuck Penis Injection Clinic Leading To Super Crazy Dry Orgasm Ramu Ichinose
7 months ago
2:00:58

ShemaleZ

Waaa-431 Sweet And Sadistic Shemale Gal Nurse! Reverse Anal Fuck Penis Injection Clinic Leading To Super Crazy Dry Orgasm Ramu Ichinose

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Pang1 - Trailer
7 months ago
1:56

XXXDan

Pang1 - Trailer

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Inked slave tied up and fucked by a dominant woman
7 months ago
5:18

ShemaleMovie

Inked slave tied up and fucked by a dominant woman

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Pornstars: lorelei lee

Hot quickie with ladyboy Pang
8 months ago
5:06

aShemaleTube

Hot quickie with ladyboy Pang

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A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
10 months ago
1:34

xHamster

A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass

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Ladyboy painful anal with huge dick
10 months ago
6:27

aShemaleTube

Ladyboy painful anal with huge dick

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Blowing an Old Friend w Stacy Sadistic
6 years ago
15:30

ShemaleZ

Blowing an Old Friend w Stacy Sadistic

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

ShemaleMovie

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

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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

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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
39 days 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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Crossdresser enjoys a very painful flogging session in the dungeon
6 years ago
20:55

ShemaleZ

Crossdresser enjoys a very painful flogging session in the dungeon

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Bbc Shemale fucks boy and cum inside ass
3 months ago
17:57

aShemaleTube

Bbc Shemale fucks boy and cum inside ass

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Three way, hermaphrodite
4 months ago
5:08

VideoSection

Three way, hermaphrodite

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WELTS WHORE GET PAIN
5 months ago
0:30

aShemaleTube

WELTS WHORE GET PAIN

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Shemale takes cock in mouth
6 months ago
5:17

ShemaleMovie

Shemale takes cock in mouth

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some fun kitty playtime
7 months ago
16:17

xHamster

some fun kitty playtime

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Rachell dominates her new sex toy Valentina in extreme threesome play
7 months ago
5:10

VideoSection

Rachell dominates her new sex toy Valentina in extreme threesome play

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Busty mummy domme jerking gimp slave in harsh femdom session
7 months ago
5:19

ShemaleMovie

Busty mummy domme jerking gimp slave in harsh femdom session

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Pornstars: maitresse madeline

Hi t-girl - Spectacular transgender princess with large faux bumpers
9 months ago
13:32

KeekAss

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

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Trans man experiences nipple orgasm and moans in pleasure
10 months ago
5:56

ShemaleMovie

Trans man experiences nipple orgasm and moans in pleasure

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Ladyboy122 video
11 months ago
1:32

xHamster

Ladyboy122 video

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Duck Typing Being: Pain Whore Alina Got , Slapped, Whipped, Throat Fucked, Was Made Act Like Duck For Bdsm, Face Covered W With Beate N
18 days ago
44:06

ShemaleZ

Duck Typing Being: Pain Whore Alina Got , Slapped, Whipped, Throat Fucked, Was Made Act Like Duck For Bdsm, Face Covered W With Beate N

Tags: asslick, bdsm, brunette, crossdressing, cum in mouth, hd, mouthful, pain, rimjob, sissy

Kisses and pain in intimity
2 months ago
18:35

XXXDan

Kisses and pain in intimity

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Liinssarah fucks boytoy hard and cum inside ass
3 months ago
26:03

aShemaleTube

Liinssarah fucks boytoy hard and cum inside ass

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Gorgeous trans beauty is open to some serious ass pounding
42 days ago
5:17

ShemaleMovie

Gorgeous trans beauty is open to some serious ass pounding

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

AnalDin

Ladyboy painful assfuck with huge knob

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Adult movie star, sissys
5 months ago
8:02

VideoSection

Adult movie star, sissys

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Atm, porn-vido
6 months ago
5:17

ShemaleMovie

Atm, porn-vido

Tags: anal, ass, ass to mouth, big ass, big cock, blowjob, ladyboy, pain, sucking

Futuretist Compilation of Hot Sadistic Sluts Intense Orgy with Burst Asses and Thirsty for Cum Intense Pleasure
7 months ago
6:12

xHamster

Futuretist Compilation of Hot Sadistic Sluts Intense Orgy with Burst Asses and Thirsty for Cum Intense Pleasure

Tags: 3d, asian, ass, bbw, big cock, black, compilation, crossdressing, cum, hd

Leather-clad dominatrix humiliates submissive cockslut outdoors
7 months ago
5:19

VideoSection

Leather-clad dominatrix humiliates submissive cockslut outdoors

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

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

ShemaleMovie

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

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Pornstars: lily labeau

Busty milf dominatrix punishes man with cane for kinky fun
7 months ago
5:20

ShemaleMovie

Busty milf dominatrix punishes man with cane for kinky fun

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Pornstars: aiden starr, maitresse madeline

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

Compilation with Weekly Episodes from the pain whore Alina
10 months ago
2:05

xHamster

Compilation with Weekly Episodes from the pain whore Alina

Tags: anal, bdsm, beauty, big ass, compilation, croatian, crossdressing, femboy, feminization, fetish

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

aShemaleTube

Fucking The Pain Away With Miss Nikita

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

Redhead asian trans all covered in pain ass fucked
3 months ago
7:30

xHamster

Redhead asian trans all covered in pain ass fucked

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Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
4 months ago
10:05

xHamster

Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal

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Big-dicks, rough-anal-sex
6 months ago
5:16

ShemaleMovie

Big-dicks, rough-anal-sex

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tony punishing his slave male nipples naked
7 months ago
5:00

KeekAss

tony punishing his slave male nipples naked

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Pang1 - 4min Clip
7 months ago
3:59

XXXDan

Pang1 - 4min Clip

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

Big-breasted furry dominatrix anally pounds submissive man
7 months ago
5:21

ShemaleMovie

Big-breasted furry dominatrix anally pounds submissive man

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Pornstars: cherry torn

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

KeekAss

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

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Pain loving solo TS in lingerie toys her cock while wanking
10 months ago
5:00

PornGem

Pain loving solo TS in lingerie toys her cock while wanking

Tags: bdsm, dick, fishnet, lingerie, masturbation, pain, small tits, solo, stockings, toys

Platinum-blonde lesbian buttfucks an alternative smoker
30 days ago
5:35

HDSex

Platinum-blonde lesbian buttfucks an alternative smoker

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

Kinky iris with new spike clamps, very painfull first time
11 months ago
6:52

XXXDan

Kinky iris with new spike clamps, very painfull first time

Tags: clamp, first time, kinky, pain

Transvestite from hell
3 months ago
58:51

xHamster

Transvestite from hell

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

KeekAss

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

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Stacy's masochistic pleasure session with Luna's wet pussy
4 months ago
8:14

VideoSection

Stacy's masochistic pleasure session with Luna's wet pussy

Tags: beauty, blonde, blowjob, cum, jizz, ladyboy, lingerie, pain, pussy, small tits

BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
6 months ago
7:34

xHamster

BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales

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

Anal sensation, shemale fucks ass without dilating, an exciting pain, ladyboy evenya beautiful
51 days ago
8:59

xHamster

Anal sensation, shemale fucks ass without dilating, an exciting pain, ladyboy evenya beautiful

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tony punishing his slave male nipples naked 2
7 months ago
0:21

KeekAss

tony punishing his slave male nipples naked 2

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Pang1 - Doggiestyle - 4min Clip
7 months ago
4:04

XXXDan

Pang1 - Doggiestyle - 4min Clip

Tags: big ass, big cock, big tits, blowjob, cumshot, doggystyle, facial, pain, panties, shaved

Female dominatrix Mona Wales spanks and anally penetrates submissive male
8 months ago
5:19

ShemaleMovie

Female dominatrix Mona Wales spanks and anally penetrates submissive male

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T-girl Pang Fapping Off
9 months ago
6:26

KeekAss

T-girl Pang Fapping Off

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T-girl enjoys sucking and riding ass
10 months ago
5:17

ShemaleMovie

T-girl enjoys sucking and riding ass

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Stacy sadistic Big Cock
5 days ago
7:22

aShemaleTube

Stacy sadistic Big Cock

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11 months ago
5:19

HDSex

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3 years ago
10:07

UPornia

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51 days ago
5:34

ShemaleMovie

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33 days ago
6:53

xHamster

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2 months ago
5:40

ShemaleMovie

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3 months ago
5:45

KeekAss

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5 months ago
8:12

xHamster

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5 months ago
5:06

AnalDin

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6 months ago
5:17

ShemaleMovie

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