Stacy Sadistic Fuck Girl
31 days ago
38:09

aShemaleTube

Stacy Sadistic Fuck Girl

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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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Anal-fucking, xvidioes
6 months ago
5:22

ShemaleMovie

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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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Sapphic, marionette
7 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
9 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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Adult movie star, sissys
10 months ago
8:02

VideoSection

Adult movie star, sissys

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

aShemaleTube

19 years old Anal Ladyboy Gets Cock

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Public outdoor FFM anal penetration with strapon in various languages
11 months ago
5:17

ShemaleMovie

Public outdoor FFM anal penetration with strapon in various languages

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Ladyboy Pink Painful Bareback
9 years ago
6:19

aShemaleTube

Ladyboy Pink Painful Bareback

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Pang1 - Trailer
1 year ago
1:56

XXXDan

Pang1 - Trailer

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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

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Pornstars: lorelei lee

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

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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

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

Txxx

Dude Takes A Painful Shemale Ass Fucking

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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

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

aShemaleTube

Painful Bareback Anal For Hung Ladyboy Jasmine

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Surprise Guest Girl Has Dick!
4 years ago
6:07

TrannyOne

Surprise Guest Girl Has Dick!

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Tall And Feminine TGirl Assfucked By Horny Lover
4 years ago
5:00

TrannyOne

Tall And Feminine TGirl Assfucked By Horny Lover

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Pornstars: domino

Curvy ladyboy sweetie Pang shoots sperm
5 years ago
5:01

TrannyOne

Curvy ladyboy sweetie Pang shoots sperm

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Drivers Ed-ache - Whitney Wright And Erica Cherry
2 years ago
41:55

UPornia

Drivers Ed-ache - Whitney Wright And Erica Cherry

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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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Shemale in white socks and fucks guy very painful
49 days ago
26:32

aShemaleTube

Shemale in white socks and fucks guy very painful

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

ShemaleMovie

Unusual outdoor escapades with a hint of kink

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Ladyboy Pang Jerking Off
10 years ago
6:25

aShemaleTube

Ladyboy Pang Jerking Off

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Caning, kinkysmut
7 months ago
5:40

ShemaleMovie

Caning, kinkysmut

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Three way, hermaphrodite
9 months ago
5:08

VideoSection

Three way, hermaphrodite

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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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Steamy quickie with ladyboy Pang
10 months ago
5:06

AnalDin

Steamy quickie with ladyboy Pang

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

ShemaleMovie

Slender lesbian enjoys anal plug and deep drilling session

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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

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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

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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

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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 painful anal with huge dick
1 year ago
6:27

aShemaleTube

Ladyboy painful anal with huge dick

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1 year ago
2:05

aShemaleTube

1 painful bang session tranny huge rod bang a dude aaii

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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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Ladyboy dick sucker gets painful anal
1 year ago
6:25

aShemaleTube

Ladyboy dick sucker gets painful anal

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Teen Ladyboy Pang Jerking Off
9 years ago
5:32

aShemaleTube

Teen Ladyboy Pang Jerking Off

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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

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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

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

aShemaleTube

GAY BRAZIL AND SHEMALE ANAL PAIN GANG

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

TrannyOne

Kinky Trannies Natalie Mars and Lianna Lawson

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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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92. Prostitute Mistress - Tranny In Bondage Pain (2017)
3 years ago
14:18

UPornia

92. Prostitute Mistress - Tranny In Bondage Pain (2017)

Tags: bdsm, big tits, bondage, fetish, mistress, pain, redhead, slut, stockings, tranny

Sissy goes wild and releases with a bang!
50 days ago
12:59

VideoSection

Sissy goes wild and releases with a bang!

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

ShemaleMovie

Transgender princess indulges in sadistic and masochistic fun in Fallout 4

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Domination & submission, backside
6 months ago
5:34

ShemaleMovie

Domination & submission, backside

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Caning, gonzo
7 months ago
5:15

ShemaleMovie

Caning, gonzo

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

AnalDin

Ladyboy painful assfuck with huge knob

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

ShemaleMovie

Executive dominated by professional mistress Lorelei Lee

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Pornstars: lorelei lee

Unexpected shemale
11 months ago
5:10

HDSex

Unexpected shemale

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Kinky iris with new spike clamps, very painfull first time
1 year ago
6:52

XXXDan

Kinky iris with new spike clamps, very painfull first time

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

VideoSection

Leather-clad dominatrix humiliates submissive cockslut outdoors

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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

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Pornstars: aiden starr, maitresse madeline

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

KeekAss

T-girl Pang Fapping Off

Tags: asian, big tits, brunette, handjob, hd, jerking, ladyboy, masturbation, pain, solo

Danni screaming on pain and pleasure
2 years ago
36:56

TrannyOne

Danni screaming on pain and pleasure

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

aShemaleTube

tranny tranny pang likes toying her butt

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thin shemale likes pain with pleasure
2 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+)

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.

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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

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

TrannyOne

Shemale fuck dude in public restroom

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Anal Pain
2 years ago
5:52

UPornia

Anal Pain

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Stacy Sadistic Has Her Way With Wet Pussy
58 days ago
10:59

aShemaleTube

Stacy Sadistic Has Her Way With Wet Pussy

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

HDSex

Platinum-blonde lesbian buttfucks an alternative smoker

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

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

ShemaleMovie

Girly girl restrained in bondage for anal pleasure and domination

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Kinkysmut, gagging
8 months ago
5:28

VideoSection

Kinkysmut, gagging

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Stacy's masochistic pleasure session with Luna's wet pussy
9 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

Redhead asian trans all covered in pain ass fucked till
5 months ago
7:25

IcePorn

Redhead asian trans all covered in pain ass fucked till

Tags: asian, assfucking, barebacking, blowjob, hd, ladyboy, pain, redhead, teen (18+), transsexual

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

ShemaleMovie

Extreme submission and female authority in BDSM scene featuring Maitresse Madeline

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Pornstars: maitresse madeline

tony punishing his slave male nipples naked
1 year ago
5:00

KeekAss

tony punishing his slave male nipples naked

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Pang1 - 4min Clip
1 year ago
3:59

XXXDan

Pang1 - 4min Clip

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

Big-breasted furry dominatrix anally pounds submissive man
1 year ago
5:21

ShemaleMovie

Big-breasted furry dominatrix anally pounds submissive man

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Pornstars: cherry torn

Filthy Dr. Fisher Disrespects my Puffy FTM Bra-Stuffers
5 years ago
14:20

KeekAss

Filthy Dr. Fisher Disrespects my Puffy FTM Bra-Stuffers

Tags: bdsm, bisexual, bra, clit, gloves, hairy, handjob, hardcore, hd, kinky

tony performing his pain pervert punishment to his nipples
1 year ago
3:14

KeekAss

tony performing his pain pervert punishment to his nipples

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Submissive ladyboy sucks and painfuly ass fucked
1 year ago
6:27

aShemaleTube

Submissive ladyboy sucks and painfuly ass fucked

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The pain in male ass because of hard shemale dick
2 years ago
6:14

aShemaleTube

The pain in male ass because of hard shemale dick

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

TrannyOne

Ladyboys In PAIN: Volume 5

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

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

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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...

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

TrannyOne

Wife cuckolded by husband and trans maid Emma Rose

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Ladyboy Pang 19 years old Anal
11 years ago
6:14

UPornia

Ladyboy Pang 19 years old Anal

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Chocolate shemale giving painful anal to her sub partner
2 months ago
8:34

aShemaleTube

Chocolate shemale giving painful anal to her sub partner

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Busty Cherry Torn gets pounded in a public bar
6 months ago
5:34

ShemaleMovie

Busty Cherry Torn gets pounded in a public bar

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Pornstars: cherry torn

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

aShemaleTube

Bbc Shemale fucks boy and cum inside ass

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

XXXDan

Pain and pleasure, chastity and lust, Part 1

Tags: anal, bdsm, beauty, german, mature, pain

Shemale takes cock in mouth
11 months ago
5:17

ShemaleMovie

Shemale takes cock in mouth

Tags: anal, ass, big ass, blowjob, cum, dick, jizz, ladyboy, orgy, pain

tony punishing his slave male nipples naked 2
1 year ago
0:21

KeekAss

tony punishing his slave male nipples naked 2

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Pang1 - Doggiestyle - 4min Clip
1 year ago
4:04

XXXDan

Pang1 - Doggiestyle - 4min Clip

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

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

Female dominatrix Mona Wales spanks and anally penetrates submissive male
1 year ago
5:19

ShemaleMovie

Female dominatrix Mona Wales spanks and anally penetrates submissive male

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Trans man experiences nipple orgasm and moans in pleasure
1 year ago
5:56

ShemaleMovie

Trans man experiences nipple orgasm and moans in pleasure

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Shemale with insatiable hard-on craves cock ride and begs for more
1 year ago
5:19

HDSex

Shemale with insatiable hard-on craves cock ride and begs for more

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No Pain, No Gain
1 year ago
10:35

aShemaleTube

No Pain, No Gain

Tags: blonde, cumshot, latina, pain

Sissy Trans Hazel Splashes Her Nads in the Woods!
1 year ago
6:12

KeekAss

Sissy Trans Hazel Splashes Her Nads in the Woods!

Tags: amateur, ball busting, caught, crossdressing, dare, forest, hd, humiliation, pain, public

Ladyboy feels pain in ass after giving nice blowjob
1 year ago
6:23

aShemaleTube

Ladyboy feels pain in ass after giving nice blowjob

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Pain in the ass
2 years ago
1:12

aShemaleTube

Pain in the ass

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My patient was complaining of pain in his leg, so I treated him with ass tea on the table
2 years ago
5:58

aShemaleTube

My patient was complaining of pain in his leg, so I treated him with ass tea on the table

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Kiss, pain, and intimate moments
2 years ago
18:34

aShemaleTube

Kiss, pain, and intimate moments

Tags: crossdressing, domination, fat, hd, kissing, latex, mature, pain

Painful dildo play
3 years ago
7:22

aShemaleTube

Painful dildo play

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Big tits tranny Pang sucked dick before hard ass fucking by a white client
4 years ago
6:00

aShemaleTube

Big tits tranny Pang sucked dick before hard ass fucking by a white client

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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

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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

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

aShemaleTube

Shemale Painful Anal Fuck 30x6 cm + 2 Cumshots

Tags: anal, big ass, cumshot, first time, german, hd, pain, teen (18+), toys, tranny

Bred 2 Serve - Ria Bentley, Stacy Sadistic, Dusti Bunni and Chastity Charli
23 days ago
26:54

aShemaleTube

Bred 2 Serve - Ria Bentley, Stacy Sadistic, Dusti Bunni and Chastity Charli

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Stacy sadistic Big Cock
5 months ago
7:22

aShemaleTube

Stacy sadistic Big Cock

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

VipTube

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

Tags: anal, ass, big ass, big cock, hd, latina, pain

Girl-on-girl action with some wild kink fun
6 months ago
5:36

ShemaleMovie

Girl-on-girl action with some wild kink fun

Tags: anal, ass, bdsm, bondage, fisting, funny, gaping hole, kinky, pain, rimjob

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

aShemaleTube

Liinssarah fucks boytoy hard and cum inside ass

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feet worship while fucked
10 months ago
2:14

aShemaleTube

feet worship while fucked

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Atm, porn-vido
11 months ago
5:17

ShemaleMovie

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1 year ago
10:29

ShemaleMovie

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1 year ago
7:00

KeekAss

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