Sissy get banged by a machine standing up
9 months ago
3:41

ShemaleSin

Sissy get banged by a machine standing up

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2 trannies in nylons and heels suck every others rod
3 years ago
6:44

ShemaleSin

2 trannies in nylons and heels suck every others rod

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Teen Oriental tgirl in vintage outfit gets drilled until
1 year ago
7:08

ShemaleSin

Teen Oriental tgirl in vintage outfit gets drilled until

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2 years ago
8:04

ShemaleSin

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Oil seller knocks on TS customers door and seduces her by letting her saw her nipps.After that,this babe gives her TS customer a titties massage and t
11 months ago
10:10

ShemaleSin

Oil seller knocks on TS customers door and seduces her by letting her saw her nipps.After that,this babe gives her TS customer a titties massage and t

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Plump transsexual butt drilled like eager by large ebony ramrod to jizz flow.
1 year ago
9:42

ShemaleSin

Plump transsexual butt drilled like eager by large ebony ramrod to jizz flow.

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Tgirl BBW Madame Morgan gets ass drilled and facialed
2 years ago
4:01

TrannyOne

Tgirl BBW Madame Morgan gets ass drilled and facialed

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3 years ago
1:25

ShemaleSin

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Large butt transgender drilled in threesome in anal gap by BBC
1 year ago
9:51

ShemaleSin

Large butt transgender drilled in threesome in anal gap by BBC

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Crossdressing granny Bobbi Carol sucks a BBC while getting drilled
6 years ago
7:15

TrannyOne

Crossdressing granny Bobbi Carol sucks a BBC while getting drilled

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6 months ago
10:00

ShemaleSin

Bigbooty trans banged by ebony jock in taut anal gap

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Wrestling ts beauty drills her opponent
2 years ago
6:09

TrannyOne

Wrestling ts beauty drills her opponent

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Hot Hotty Cute Sissy Drilled by Electric Sex Toy ( Por Esto me Banearon De )
2 years ago
3:03

ShemaleSin

Hot Hotty Cute Sissy Drilled by Electric Sex Toy ( Por Esto me Banearon De )

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Bigtitted shemale screwed in backdoor by large ebony dong
1 year ago
10:00

ShemaleSin

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4 months ago
6:26

ShemaleSin

Kinda kinky anal action with Thai ladyboy Deedee, where Deedee gives POV man consummate rimjob, sucks his ramrod and gets her broken booty drilled bar

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1 year ago
6:26

ShemaleSin

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Submissive guy gets his ass drilled hard in the hardcore TS sex
2 years ago
20:48

TrannyOne

Submissive guy gets his ass drilled hard in the hardcore TS sex

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GenderXFilms - Sexy AF Trans Teacher Drilled By Massive Penis Male
1 year ago
12:34

ShemaleSin

GenderXFilms - Sexy AF Trans Teacher Drilled By Massive Penis Male

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DEVILS T GALS - Trans Cheerleader Brittany St. Jordan Gets Butt Drilled By Profiteering Old Guy
1 year ago
12:45

ShemaleSin

DEVILS T GALS - Trans Cheerleader Brittany St. Jordan Gets Butt Drilled By Profiteering Old Guy

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Sissy femboy in nylons and heels drilled hard on the cage. Full movie scene on my Onlyfans (link in bio)
3 months ago
0:13

ShemaleSin

Sissy femboy in nylons and heels drilled hard on the cage. Full movie scene on my Onlyfans (link in bio)

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Jun 18th 2023
11 months ago
3:06

ShemaleSin

Jun 18th 2023

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Apr 22nd 2022
2 years ago
12:52

ShemaleSin

Apr 22nd 2022

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Femdom-Goddess Makes Sexy Golden-Haired Sissy in Chastity Get Banged
8 months ago
2:23

ShemaleSin

Femdom-Goddess Makes Sexy Golden-Haired Sissy in Chastity Get Banged

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Alice bound and machine drilled
10 months ago
4:08

ShemaleSin

Alice bound and machine drilled

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Im getting my sissy booty drilled u can hear my chastity cage clicking through
9 months ago
1:27

ShemaleSin

Im getting my sissy booty drilled u can hear my chastity cage clicking through

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This is the sort of show that u are surely going to adore watching. Have some joy and have a fun a wild ride when u watch this astonishing German tran
1 year ago
24:04

ShemaleSin

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Busty Shemale Carmen Moore Gets Her Ass Drilled
4 years ago
5:52

TrannyOne

Busty Shemale Carmen Moore Gets Her Ass Drilled

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Blindfolded Sissy Gets Drilled
3 years ago
4:48

ShemaleSin

Blindfolded Sissy Gets Drilled

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2 years ago
8:04

ShemaleSin

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11 months ago
8:28

ShemaleSin

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It has been nearly a year since Texan blond Favourable made her debut here on Bob's shemales and now this babe returns - this time this babe got
11 months ago
3:11

ShemaleSin

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Ebony Cutie Chasidy Sucked And Drilled Fine - shemale,tgirl,ladyboy,spunk fountain,cum,uncontrollable,climax,edge,trans
4 months ago
23:44

ShemaleSin

Ebony Cutie Chasidy Sucked And Drilled Fine - shemale,tgirl,ladyboy,spunk fountain,cum,uncontrollable,climax,edge,trans

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A Sexy Blond Gets Drilled by cg Alien Dickgirls in the Space Sation
3 years ago
10:26

ShemaleSin

A Sexy Blond Gets Drilled by cg Alien Dickgirls in the Space Sation

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Drilling Deep in Threesome With Sexy Babes Julia and Mariana
2 years ago
24:38

TrannyOne

Drilling Deep in Threesome With Sexy Babes Julia and Mariana

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Ebony latin transsexual gets her booty drilled hard
2 years ago
7:29

ShemaleSin

Ebony latin transsexual gets her booty drilled hard

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Voluptuous Latina trans beauty enjoys sensual drilling by her lesbian lover
4 months ago
10:10

ShemaleTaxi

Voluptuous Latina trans beauty enjoys sensual drilling by her lesbian lover

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Trans babe gets her big ass drilled doggy style POV
6 years ago
4:06

TrannyOne

Trans babe gets her big ass drilled doggy style POV

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A latex loving rubber gurl with a large soft butt and a constricted gurl cunt begging to be drilled. See as this babe fills her vagina with a hard gla
4 months ago
25:51

ShemaleSin

A latex loving rubber gurl with a large soft butt and a constricted gurl cunt begging to be drilled. See as this babe fills her vagina with a hard gla

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TS Girl Lena Moon Gets Her Asshole Drilled
5 months ago
6:06

aShemaleTube

TS Girl Lena Moon Gets Her Asshole Drilled

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Lustful Babysitter Izzy Wilde Drilled & Facialed By Single Daddy - GenderX
3 years ago
11:07

ShemaleSin

Lustful Babysitter Izzy Wilde Drilled & Facialed By Single Daddy - GenderX

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Ladyboy Teen Ploy 4 Vasoline Anal Drilling
3 years ago
6:11

ShemaleSin

Ladyboy Teen Ploy 4 Vasoline Anal Drilling

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Hot Tgirl Sheylla Wandergirlt Enjoys Anal Drilling
4 years ago
5:51

TrannyOne

Hot Tgirl Sheylla Wandergirlt Enjoys Anal Drilling

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Blonde shemale slut bends over for hardcore ass drilling
7 years ago
6:17

TrannyOne

Blonde shemale slut bends over for hardcore ass drilling

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Sexy Nurse Mother I'd Like To Fuck Jackie Hoff Drilled by Lewd T-Girl Large Dong Tgirl Pumps Cum in her Chunky Vagina
8 months ago
12:39

ShemaleSin

Sexy Nurse Mother I'd Like To Fuck Jackie Hoff Drilled by Lewd T-Girl Large Dong Tgirl Pumps Cum in her Chunky Vagina

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Ladyboy sucked and rimmed in advance of being drilled
2 years ago
10:09

ShemaleSin

Ladyboy sucked and rimmed in advance of being drilled

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Lavish shemale sucks a big cock and gets drilled hardcore
3 years ago
5:06

TrannyOne

Lavish shemale sucks a big cock and gets drilled hardcore

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Bigtitted transgender banged anally by messy fucker
7 months ago
8:00

ShemaleSin

Bigtitted transgender banged anally by messy fucker

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Beefcake Drops to his Knees to Suck Transsexual Schlong in advance of getting Drilled
3 years ago
11:37

ShemaleSin

Beefcake Drops to his Knees to Suck Transsexual Schlong in advance of getting Drilled

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Trans Beauty Drilled Raw
2 years ago
1:31

ShemaleSin

Trans Beauty Drilled Raw

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Bigtitted tranny drilled by male in ass after cockriding
1 year ago
8:00

PornGem

Bigtitted tranny drilled by male in ass after cockriding

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Slender ladyboy undresses her red brassiere and gets missionary drilled
9 months ago
6:39

ShemaleSin

Slender ladyboy undresses her red brassiere and gets missionary drilled

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Hawt and sexy tgirl Leticia Antonel shows her tempting assets previous to jerking off her schlong previous to drilling her rectal hole with a sextoy
2 months ago
8:00

ShemaleSin

Hawt and sexy tgirl Leticia Antonel shows her tempting assets previous to jerking off her schlong previous to drilling her rectal hole with a sextoy

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Transgender lady drilled by large dong in taut anal aperture
7 months ago
8:00

ShemaleSin

Transgender lady drilled by large dong in taut anal aperture

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Anal Drilling Less Tricks - More Tits : Part 2
2 years ago
3:05

TrannyOne

Anal Drilling Less Tricks - More Tits : Part 2

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Nov 25th 2022
1 year ago
10:00

ShemaleSin

Nov 25th 2022

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Femboy w/ latino thick wang who totally destroys my bussy!! Face screw, ass drilling, riding, doggy,…
1 year ago
10:31

ShemaleSin

Femboy w/ latino thick wang who totally destroys my bussy!! Face screw, ass drilling, riding, doggy,…

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Screw or be drilled
2 years ago
6:31

ShemaleSin

Screw or be drilled

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Space Trans Ariel Demure seduces chap Joel Somebody to have sex with her.1St,they begin giving a kiss and this babe then mouths his hard large weenie
5 months ago
6:15

ShemaleSin

Space Trans Ariel Demure seduces chap Joel Somebody to have sex with her.1St,they begin giving a kiss and this babe then mouths his hard large weenie

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4 months ago
5:31

ShemaleSin

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Nicely drilled a good chap
2 years ago
13:26

ShemaleSin

Nicely drilled a good chap

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Redhead Transsexual In Sexy Underware Gets Drilled
1 year ago
7:37

ShemaleSin

Redhead Transsexual In Sexy Underware Gets Drilled

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Becoming Femme - Crossdresser Gets Drilled By Her Therapist
3 years ago
26:43

ShemaleSin

Becoming Femme - Crossdresser Gets Drilled By Her Therapist

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Thaysa Carvalho is a beautiful Latin shemale angel who gives Alex Victor a oral-job and gets her taut butt drilled hard.
4 months ago
6:06

ShemaleSin

Thaysa Carvalho is a beautiful Latin shemale angel who gives Alex Victor a oral-job and gets her taut butt drilled hard.

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Large tits latin chick trans sugarbaby Ariel Demure gives her sugardaddy some well merited sex.The breasty tranny is rimmed and gets her shemale dong
4 months ago
6:10

ShemaleSin

Large tits latin chick trans sugarbaby Ariel Demure gives her sugardaddy some well merited sex.The breasty tranny is rimmed and gets her shemale dong

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T-Girl gets booty rimmed and screwed and sucks wang and gets jizz flow
2 years ago
6:15

ShemaleSin

T-Girl gets booty rimmed and screwed and sucks wang and gets jizz flow

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May 22nd 2021
3 years ago
11:07

ShemaleSin

May 22nd 2021

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Pony is a enjoyable Oriental tranny gal who gives Kai Bailey a oral job and cannot await to get her butt drilled by Kai.
4 months ago
6:06

ShemaleSin

Pony is a enjoyable Oriental tranny gal who gives Kai Bailey a oral job and cannot await to get her butt drilled by Kai.

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cute sub gets toyed with and drilled - unedited
2 years ago
11:26

ShemaleSin

cute sub gets toyed with and drilled - unedited

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Glamorous TS sweetheart Asia Belle seduces Adrian Duval by convincing him to wife exchange for the 1st time.See her get drilled hard on the daybed in
4 months ago
10:06

ShemaleSin

Glamorous TS sweetheart Asia Belle seduces Adrian Duval by convincing him to wife exchange for the 1st time.See her get drilled hard on the daybed in

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2 months ago
6:14

ShemaleSin

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Drilling Deep in that Stunning Ass of Daisy With a big White Dick
2 years ago
38:56

TrannyOne

Drilling Deep in that Stunning Ass of Daisy With a big White Dick

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Pornstars: chrissy taylor

Rock TS Drilled Missionary
1 year ago
2:22

ShemaleSin

Rock TS Drilled Missionary

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2 years ago
6:00

ShemaleSin

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3 months ago
5:08

ShemaleSin

Fastened brunette hair transsexual serf Natalie Mars in ebony latex fetish underware and nylons shlong sucked then anal drilled in doggy style positio

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2 years ago
6:15

ShemaleSin

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Drilled by a Machine in my Open-crotch Swimsuit
2 years ago
2:23

ShemaleSin

Drilled by a Machine in my Open-crotch Swimsuit

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Golden-Haired glam breasty SADOMASOCHISM t-girl eats boyz butt and gets drilled in excited slavery play
2 years ago
6:16

ShemaleSin

Golden-Haired glam breasty SADOMASOCHISM t-girl eats boyz butt and gets drilled in excited slavery play

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May 10th 2023
1 year ago
7:02

ShemaleSin

May 10th 2023

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Pleasant teen transsexual brunette hair get her wet taut booty drilled hard from behind by giant weenie (Colby Jansen, Khloe Kay)
2 years ago
6:12

ShemaleSin

Pleasant teen transsexual brunette hair get her wet taut booty drilled hard from behind by giant weenie (Colby Jansen, Khloe Kay)

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Lavish shemale teases with her perfect body before being drilled
3 years ago
6:06

TrannyOne

Lavish shemale teases with her perfect body before being drilled

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Thai t-girl Lanta takes off her baseball outfit and gets her one as well as the other holes used. 1St of all this babe gave flawless POV oral job and
3 years ago
5:48

ShemaleSin

Thai t-girl Lanta takes off her baseball outfit and gets her one as well as the other holes used. 1St of all this babe gave flawless POV oral job and

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Cute femboi being sissified and drilled by giant ramrod like a priceless gurl. Giant facial at the end
3 years ago
25:18

ShemaleSin

Cute femboi being sissified and drilled by giant ramrod like a priceless gurl. Giant facial at the end

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Melyna Merlin is a nice-looking Latin t-girl chick who enjoys giving Alex Victor some head and even ends up getting drilled by the slutty man.
2 years ago
6:06

ShemaleSin

Melyna Merlin is a nice-looking Latin t-girl chick who enjoys giving Alex Victor some head and even ends up getting drilled by the slutty man.

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Hotty Entreats to get Drilled
3 years ago
3:03

ShemaleSin

Hotty Entreats to get Drilled

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Ladyboy Dow Drilled Bareback
1 year ago
5:26

ShemaleSin

Ladyboy Dow Drilled Bareback

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Sydney Summers is a lustful angel with a breathtaking body, no wonder Cutie sucks her wang for so lengthy previous to eating her out! A sexy sesh with
5 months ago
3:11

ShemaleSin

Sydney Summers is a lustful angel with a breathtaking body, no wonder Cutie sucks her wang for so lengthy previous to eating her out! A sexy sesh with

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Shay Hendrix drilled by shemale Joanna Jet
3 years ago
9:28

ShemaleSin

Shay Hendrix drilled by shemale Joanna Jet

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Pornstars: shay hendrix

Nice-Looking golden-haired shemale gets banged in the booty after giving head
1 year ago
6:16

ShemaleSin

Nice-Looking golden-haired shemale gets banged in the booty after giving head

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Ladyboy Om Bangs Man and Gets Drilled Bareback
2 years ago
6:26

ShemaleSin

Ladyboy Om Bangs Man and Gets Drilled Bareback

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Blonde t-girl with large melons enjoys getting stuffed in her booty.
2 years ago
6:08

ShemaleSin

Blonde t-girl with large melons enjoys getting stuffed in her booty.

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Ladyboy Fay Sucking And Drilled
2 years ago
5:47

ShemaleSin

Ladyboy Fay Sucking And Drilled

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Brunette Hair transsexual sucks some rod, gets her butt pounded and gets a large load all over her face and bazookas.
2 years ago
5:30

ShemaleSin

Brunette Hair transsexual sucks some rod, gets her butt pounded and gets a large load all over her face and bazookas.

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I invited Jay over for some hawt enjoyment.  This Chab did not frustrate. We banged for over two hours.
3 years ago
25:48

ShemaleSin

I invited Jay over for some hawt enjoyment. This Chab did not frustrate. We banged for over two hours.

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Ebony stud sucks then drilled by 3 white transexuals
3 years ago
10:15

ShemaleSin

Ebony stud sucks then drilled by 3 white transexuals

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Small breast black teeny trans rock hard as she gets anal drill
2 years ago
6:01

TrannyOne

Small breast black teeny trans rock hard as she gets anal drill

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Flawless smooth chested blond trap dribbles cums whilst being drilled.
3 years ago
24:33

ShemaleSin

Flawless smooth chested blond trap dribbles cums whilst being drilled.

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Ladyboy Sucking Dick And Ass Drilling Booty
2 years ago
4:54

ShemaleSin

Ladyboy Sucking Dick And Ass Drilling Booty

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Bigass TS Latin Chick in high heel boots enjoys anal drilling
1 year ago
10:00

ShemaleSin

Bigass TS Latin Chick in high heel boots enjoys anal drilling

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Trans shemale Kittrn Kenzie Nicole gets screwed and sucked and rimmed by bear dad . Dad takes care if t-girl Kenzie Nicole during kitten play time
1 year ago
10:42

ShemaleSin

Trans shemale Kittrn Kenzie Nicole gets screwed and sucked and rimmed by bear dad . Dad takes care if t-girl Kenzie Nicole during kitten play time

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Sexy Piece of an Booty Crossdresser Mia Maffia is anew on a run for some sexy Butt This dude comes just handy to get his Butt drilled
3 years ago
8:31

ShemaleSin

Sexy Piece of an Booty Crossdresser Mia Maffia is anew on a run for some sexy Butt This dude comes just handy to get his Butt drilled

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TS sweetheart screwed and rimmed in three-some with rimjob Black sweetheart
8 months ago
7:00

ShemaleSin

TS sweetheart screwed and rimmed in three-some with rimjob Black sweetheart

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Cute Cis Gal Butt Drilled to Orgasms by Taskmaster TS Angel - Candy Crush, Barbara Perez
10 months ago
12:14

ShemaleSin

Cute Cis Gal Butt Drilled to Orgasms by Taskmaster TS Angel - Candy Crush, Barbara Perez

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Pretty tranny in ebony boots wishes to be drilled
3 years ago
26:48

ShemaleSin

Pretty tranny in ebony boots wishes to be drilled

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Bootylicious transgender banged outdoor by BBC in anal aperture
1 year ago
8:50

ShemaleSin

Bootylicious transgender banged outdoor by BBC in anal aperture

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Trannies in fuckfest compilation get butts drilled and suck weenies
3 years ago
6:16

ShemaleSin

Trannies in fuckfest compilation get butts drilled and suck weenies

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Inked up trans golden-haired gets butt drilled
2 years ago
6:15

ShemaleSin

Inked up trans golden-haired gets butt drilled

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GenderX - Hawt Trans Teacher Tempted & Butt Drilled At Detention
2 years ago
12:41

ShemaleSin

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ShemaleSin

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ShemaleSin

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5 years ago
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ShemaleSin

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ShemaleSin

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ShemaleSin

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11 years ago
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ShemaleSin

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ShemaleSin

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3 years ago
10:16

ShemaleSin

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3 years ago
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ShemaleSin

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ShemaleSin

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ShemaleSin

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6:00

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ShemaleSin

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ShemaleSin

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ShemaleSin

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7 years ago
35:53

TrannyOne

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