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1 year ago
5:21

ShemaleMovie

Big-breasted furry dominatrix anally pounds submissive man

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Pornstars: cherry torn

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1 year ago
3:14

KeekAss

tony performing his pain pervert punishment to his nipples

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1 year ago
6:52

XXXDan

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2 years ago
6:27

aShemaleTube

Submissive ladyboy sucks and painfuly ass fucked

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2 years ago
6:14

aShemaleTube

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2 years ago
5:58

aShemaleTube

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2 years ago
18:34

aShemaleTube

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4 years ago
18:02

TrannyOne

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Shemale Sex Spanked By The Sadistic Sex Fiends, S1
4 years ago
3:05

TrannyOne

Shemale Sex Spanked By The Sadistic Sex Fiends, S1

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Pornstars: cytherea

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4 years ago
8:48

aShemaleTube

Pain and

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Owner Of XXX Shop Tries Gloryhole With A Trans - Jenna Creed
4 years ago
6:15

TrannyOne

Owner Of XXX Shop Tries Gloryhole With A Trans - Jenna Creed

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4 years ago
5:00

TrannyOne

Magic helps sad tranny to recapture bf's heart

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girls sadistic Cam Trans Cock
4 years ago
10:02

aShemaleTube

girls sadistic Cam Trans Cock

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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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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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Stacy Sadistic Has Her Way With Wet Pussy
4 months ago
10:59

aShemaleTube

Stacy Sadistic Has Her Way With Wet Pussy

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8 months ago
7:25

IcePorn

Redhead asian trans all covered in pain ass fucked till

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

ShemaleMovie

Busty Cherry Torn gets pounded in a public bar

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Bbc Shemale fucks boy and cum inside ass
10 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
1 year ago
51:35

XXXDan

Pain and pleasure, chastity and lust, Part 1

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Shemale takes cock in mouth
1 year ago
5:17

ShemaleMovie

Shemale takes cock in mouth

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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

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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

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Ladyboy feels pain in ass after giving nice blowjob
2 years ago
6:23

aShemaleTube

Ladyboy feels pain in ass after giving nice blowjob

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2 years ago
1:12

aShemaleTube

Pain in the ass

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shemale shemale pang a gets her butt fucked by a big de
2 years ago
5:06

aShemaleTube

shemale shemale pang a gets her butt fucked by a big de

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Painful Ass Fucking In The Office
3 years ago
5:00

TrannyOne

Painful Ass Fucking In The Office

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Blondes Sexmonster bekommt es Double Penetration
3 years ago
21:16

TrannyOne

Blondes Sexmonster bekommt es Double Penetration

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First time painal
4 years ago
16:17

aShemaleTube

First time painal

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Painful ponyplay on the Halloween party
4 years ago
23:17

TrannyOne

Painful ponyplay on the Halloween party

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Eurasian Persuasion, Punishing Loser
4 years ago
8:03

TrannyOne

Eurasian Persuasion, Punishing Loser

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Pornstars: sandra romain

Trans Couple Visits Gloryhole - Alisia Rae
4 years ago
6:12

TrannyOne

Trans Couple Visits Gloryhole - Alisia Rae

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Tranny offers dick, white guy obliges.
4 years ago
5:01

TrannyOne

Tranny offers dick, white guy obliges.

Tags: anal, anus, ass, assfucking, big tits, blonde, blowjob, caught, cowgirl, dick

Asian TS Girl Pang A Loves Toyfucking Her Butt
4 years ago
6:05

aShemaleTube

Asian TS Girl Pang A Loves Toyfucking Her Butt

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

UPornia

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

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

aShemaleTube

Chocolate shemale giving painful anal to her sub partner

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

VipTube

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

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

ShemaleMovie

Girl-on-girl action with some wild kink fun

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

aShemaleTube

Liinssarah fucks boytoy hard and cum inside ass

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feet worship while fucked
1 year ago
2:14

aShemaleTube

feet worship while fucked

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Atm, porn-vido
1 year ago
5:17

ShemaleMovie

Atm, porn-vido

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

KeekAss

Sissy Trans Hazel Splashes Her Nads in the Woods!

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Rollenspiel, marionette
1 year ago
10:29

ShemaleMovie

Rollenspiel, marionette

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stacy sadomasochistic smacks wild kitten^utter on crimson^
1 year ago
7:00

KeekAss

stacy sadomasochistic smacks wild kitten^utter on crimson^

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Pain loving solo TS in lingerie toys her cock while wanking
1 year ago
5:00

PornGem

Pain loving solo TS in lingerie toys her cock while wanking

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Hard-anal, anal-destruction
1 year ago
5:12

ShemaleMovie

Hard-anal, anal-destruction

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Sexy TV bound on bed, severely whipped, spanked with many instruments
1 year ago
25:59

aShemaleTube

Sexy TV bound on bed, severely whipped, spanked with many instruments

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Light dack girls enjoyng sexy threesome
2 years ago
43:40

TrannyOne

Light dack girls enjoyng sexy threesome

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Cock hungry dude screams with a shecock in his ass
4 years ago
4:58

aShemaleTube

Cock hungry dude screams with a shecock in his ass

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fucking femb0y slave sissy slut painful anal
4 years ago
1:49

aShemaleTube

fucking femb0y slave sissy slut painful anal

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DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
4 years ago
2:37

TrannyOne

DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

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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

Tags: american, anal, anus, ass, assfucking, black, blowjob, dark hair, ebony, extreme

Pornstars: domino

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

TrannyOne

Curvy ladyboy sweetie Pang shoots sperm

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Pain loving tranny masturbates close up with a toy in the urethra
1 year ago
5:00

XXXDan

Pain loving tranny masturbates close up with a toy in the urethra

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Kinky iris very painful lifting 4,2 kilo on nipples
1 year ago
9:44

JizzBunker

Kinky iris very painful lifting 4,2 kilo on nipples

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Ladyboys in pain, beautiful anal fuck, the best
1 year ago
5:14

HDSex

Ladyboys in pain, beautiful anal fuck, the best

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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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Anal, freeporm
1 year ago
5:17

ShemaleMovie

Anal, freeporm

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Sexy ladyboy vixen smokes while getting her ass ravaged
1 year ago
5:18

VideoSection

Sexy ladyboy vixen smokes while getting her ass ravaged

Tags: anal, ass, big ass, big cock, huge cock, ladyboy, pain, ravage, vixen

Sultry shemale craves cum and expertly sucks and rides cock for a load of jizz
1 year ago
5:17

VideoSection

Sultry shemale craves cum and expertly sucks and rides cock for a load of jizz

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Olly Jackson, female-to-male, dominated by sadistic Sean Taylor in intense anal pounding
1 year ago
9:45

ShemaleMovie

Olly Jackson, female-to-male, dominated by sadistic Sean Taylor in intense anal pounding

Tags: anal, bdsm, bondage, bound, cumshot, domination, pain

Stretch Nipples with special tool , VERY PAINFULL !!
1 year ago
8:34

JizzBunker

Stretch Nipples with special tool , VERY PAINFULL !!

Tags: bdsm, lingerie, mature, nipples, pain, pov, small tits, solo

Pain loving solo TS jerks her cock with toy in her urethra
1 year ago
5:00

XXXDan

Pain loving solo TS jerks her cock with toy in her urethra

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Wide-open anal whores love getting their butts stretched
1 year ago
5:14

VideoSection

Wide-open anal whores love getting their butts stretched

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Pain loving solo TS babe in lingerie plays with her urethra
1 year ago
5:00

XXXDan

Pain loving solo TS babe in lingerie plays with her urethra

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Pain Slut Kira
1 year ago
36:28

JizzBunker

Pain Slut Kira

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Horny shemale craving a raw pounding
1 year ago
5:17

VideoSection

Horny shemale craving a raw pounding

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

Goddess Fucks a Slut Painfull on Fetish.
1 year ago
9:51

KeekAss

Goddess Fucks a Slut Painfull on Fetish.

Tags: 3some, anal, bdsm, big ass, blonde, brunette, compilation, domination, femdom, fetish

A sadist manga porn crossdresser plunged an electrified rubdown machine into ass-fuck and cum♡
3 years ago
19:30

KeekAss

A sadist manga porn crossdresser plunged an electrified rubdown machine into ass-fuck and cum♡

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White Harness Undergarments Jerk Off Instructions with Cum-Shot
3 years ago
13:30

KeekAss

White Harness Undergarments Jerk Off Instructions with Cum-Shot

Tags: blonde, corset, cumshot, dick, femdom, fetish, hd, homevideo, jerking, joi

Young Goth Trans Does Painful Anal
2 years ago
6:07

ShemaleZ

Young Goth Trans Does Painful Anal

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Today I Need Some Pain To Cum!
3 years ago
5:07

ShemaleZ

Today I Need Some Pain To Cum!

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Thin Shemale Likes Pain With Pleasure
3 years ago
4:53

ShemaleZ

Thin Shemale Likes Pain With Pleasure

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Lianna Lawson thinks just because she is lovely and ambles around in sumptuous undergarments
3 years ago
10:26

KeekAss

Lianna Lawson thinks just because she is lovely and ambles around in sumptuous undergarments

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Transgender Princess's ass gets ruined
2 years ago
5:07

KeekAss

Transgender Princess's ass gets ruined

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Massage Session Goes Wild As Trannies Get Out Of Control
2 years ago
6:13

FlyFlv

Massage Session Goes Wild As Trannies Get Out Of Control

Tags: anal, assfingering, big cock, blonde, blowjob, brunette, lesbian, massage, pain, tattoo

I make him perceive the ache
2 years ago
1:19

KeekAss

I make him perceive the ache

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Bootie screw for t-girl untill climax
2 years ago
5:07

KeekAss

Bootie screw for t-girl untill climax

Tags: anal, ass, blowjob, brunette, hardcore, hd, ladyboy, orgasm, pain, slut

Tranny, thai
3 years ago
21:02

ShemaleMovie

Tranny, thai

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Intense ebony kink mesh with Ariel X and Mr. Pete
1 year ago
5:18

HDSex

Intense ebony kink mesh with Ariel X and Mr. Pete

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Denise Humain in the bath, final hard self spanking and nipple pain
2 years ago
23:11

XXXDan

Denise Humain in the bath, final hard self spanking and nipple pain

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REALTGIRLS: Stacy Masochistic Lays Down the Law!
2 years ago
3:11

KeekAss

REALTGIRLS: Stacy Masochistic Lays Down the Law!

Tags: anal, barebacking, bdsm, big cock, big tits, blonde, blowjob, cum, domination, hd

Super-Steamy Crossdresser romps herself with a huge homemade fucktoy!!
2 years ago
2:33

KeekAss

Super-Steamy Crossdresser romps herself with a huge homemade fucktoy!!

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Transgender princess, lean
3 years ago
18:11

ShemaleMovie

Transgender princess, lean

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Painful sex with ladyboy, anal caseros pain, ass licking
1 year ago
5:17

HDSex

Painful sex with ladyboy, anal caseros pain, ass licking

Tags: anal, ass, asslick, big ass, big cock, blowjob, cum, huge cock, jizz, ladyboy

Stringing up Wedgie Fetish - Frontal Wedgie puts strain on my poon - Rips My Undies to Shreds!
2 years ago
19:03

KeekAss

Stringing up Wedgie Fetish - Frontal Wedgie puts strain on my poon - Rips My Undies to Shreds!

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Anal, mature, amateur
52 days ago
8:30

HDSex

Anal, mature, amateur

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Let her feel what the pain in her nipple means. Let her suffer to the limit while we smile at her.
2 years ago
13:59

XXXDan

Let her feel what the pain in her nipple means. Let her suffer to the limit while we smile at her.

Tags: bdsm, bondage, crossdressing, fetish, german, hardcore, lingerie, nipples, pain, pantyhose

Fifty Shades of SMASHED UP !!Advance Preview Trailer!!
3 years ago
3:41

KeekAss

Fifty Shades of SMASHED UP !!Advance Preview Trailer!!

Tags: ass, bdsm, beauty, big tits, bondage, compilation, corset, domination, dominatrix, femdom

Unexperienced, san-diego, big-tits
3 years ago
19:12

HDSex

Unexperienced, san-diego, big-tits

Tags: american, anal, big tits, brutal, college, desk, homevideo, pain

Sadist Trans Nymph self slapping and stroking
2 years ago
14:15

KeekAss

Sadist Trans Nymph self slapping and stroking

Tags: anal, ass, bdsm, crossdressing, cum, dildo, femboy, jerking, ladyboy, masturbation

My anguish for your enterttainment
4 years ago
4:06

KeekAss

My anguish for your enterttainment

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Busty Trans Needs Her Hole Filled
2 years ago
6:11

FlyFlv

Busty Trans Needs Her Hole Filled

Tags: anal, big tits, blonde, dick, feet, lesbian, lingerie, missionary, orgasm, pain

tough ass-fuck drill
2 years ago
11:58

KeekAss

tough ass-fuck drill

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Sissy Super-Bitch abasement and manstick have fun
4 years ago
8:14

KeekAss

Sissy Super-Bitch abasement and manstick have fun

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Tranny Tranny Pang Likes Toying Her Butt
2 years ago
4:37

ShemaleZ

Tranny Tranny Pang Likes Toying Her Butt

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Jerk, trans camgirl, asshole fetish
3 years ago
5:10

HDSex

Jerk, trans camgirl, asshole fetish

Tags: ass, fetish, masturbation, pain, toys, transsexual, webcam

A wonderful Sissy trusses her XXL fuckpole with a cable and gives her ache with nettles before cuming
3 years ago
8:15

KeekAss

A wonderful Sissy trusses her XXL fuckpole with a cable and gives her ache with nettles before cuming

Tags: bdsm, big cock, crossdressing, cum, cumshot, dick, fetish, hd, huge cock, ladyboy

Beautiful but painful to be Ayllas slave
2 years ago
6:47

XXXDan

Beautiful but painful to be Ayllas slave

Tags: anal, beauty, big cock, pain, slave

Anxious smash for a shameless transgirl
2 years ago
5:08

KeekAss

Anxious smash for a shameless transgirl

Tags: anal, asian, big ass, big cock, blowjob, brunette, colombian, crazy, hardcore, hd

Pornstars: peter north

FtM painslut smacked and banged by roomie
4 years ago
16:55

KeekAss

FtM painslut smacked and banged by roomie

Tags: blowjob, brunette, erotic, handjob, hardcore, hd, homevideo, kinky, masturbation, pain

Becca dumps in shining stocking
2 years ago
2:46

KeekAss

Becca dumps in shining stocking

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Trans PLUMPER Madame Morgan Satiates Her Dom Roomie
3 years ago
11:39

KeekAss

Trans PLUMPER Madame Morgan Satiates Her Dom Roomie

Tags: anal, barebacking, bbw, big ass, big cock, big tits, blonde, blowjob, brunette, chubby

MissRose TS - Rosanna IN PRIVATE - WILD SHEMALE, painful MASTURBATION - Rough ass, big SHAKE - cumshot
1 year ago
5:24

JizzBunker

MissRose TS - Rosanna IN PRIVATE - WILD SHEMALE, painful MASTURBATION - Rough ass, big SHAKE - cumshot

Tags: anal, ass, beauty, big ass, big cock, blonde, creampie, cumshot, facial, hardcore

Muscular Hunk Is Restrained For Bondage Pleasure
3 years ago
4:00

FlyFlv

Muscular Hunk Is Restrained For Bondage Pleasure

Tags: asslick, bdsm, bondage, brunette, domination, extreme, face sitting, hunk, kinky, lingerie

Femmby painslut plays with spiky bracelet and destroys ejaculation
4 years ago
5:31

KeekAss

Femmby painslut plays with spiky bracelet and destroys ejaculation

Tags: big ass, big cock, crossdressing, homevideo, masturbation, orgasm, pain, sissy, solo

Fellate Fellatio Teaching and Paraffin Wax on Breasts and Nips
3 years ago
17:10

KeekAss

Fellate Fellatio Teaching and Paraffin Wax on Breasts and Nips

Tags: abuse, bdsm, bitch, blowjob, brunette, cum, deep throat, dildo, domination, facial

Excruciating Nip Climax
2 years ago
7:39

KeekAss

Excruciating Nip Climax

Tags: blonde, crossdressing, cumshot, hd, homevideo, masturbation, mature, nipples, orgasm, pain

Working on Sissy Sub Denise Humain Puffies for hours Part 1
2 years ago
10:01

KeekAss

Working on Sissy Sub Denise Humain Puffies for hours Part 1

Tags: bdsm, bondage, brunette, crossdressing, domination, fetish, hd, ladyboy, lingerie, mature

FTM man man-meat throbbing after being badly screwed rock-hard by bang machine
3 years ago
17:40

KeekAss

FTM man man-meat throbbing after being badly screwed rock-hard by bang machine

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Three Cum Shots - Two From Thick TS Cock Fucking His Ass
2 years ago
5:55

PornGem

Three Cum Shots - Two From Thick TS Cock Fucking His Ass

Tags: anal, ass, big cock, black, blindfolded, blonde, blowjob, bondage, cumshot, dick

Painful Lesson Taught By The Big Dick Tranny
2 years ago
20:53

KeekAss

Painful Lesson Taught By The Big Dick Tranny

Tags: anal, big cock, blonde, blowjob, domination, hd, masturbation, pain, small tits, stockings

Faggot Ache Climax
2 years ago
4:25

KeekAss

Faggot Ache Climax

Tags: bdsm, crossdressing, cumshot, hd, homevideo, masturbation, mature, orgasm, pain, small tits

Ultra-Cute NB hammers the hell out of trans female
3 years ago
20:07

KeekAss

Ultra-Cute NB hammers the hell out of trans female

Tags: bdsm, big ass, cute, domination, fetish, hd, homevideo, kinky, pain, softcore