46.8K Results

Sissy Drills Porn Videos

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03:31
Big ass crossdresser moans while drilled & gaped by trucker

65.4K views
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01:08
TGIRLS HOOKUP: Insatiable Slut Gets Drilled
Tgirls Hookup

48.1K views
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36:10
DOC drilling Michelle MTF
Sissy Michelle MTF

85.1K views
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01:50
Sissygasm Ass Spasms as Daddy Ken Fucks and Fists My Bussy - Candy Ass Sissy
Candy Ass Sissy

16K views
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03:21
ANONYMOUS BBC DRILLS SLUTTY CROSSDRESSER'S ASS

78.2K views
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04:55
Latex CD is drilled by the fucking machine on the weight bench
gierig86

7.9K views
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00:59
cum explosion from anal orgasm
Jess B

7.2K views
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12:28
Caged Sissy pussy fucking machine in chastity
A Alexa-CGN

4.3K views
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05:22
Trans Girl Fucks Her Step Sis Pussy Then Creampies Her Ass
Kimora Creams

2.7K views
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01:36
Close up of my little Tdick and pussy getting drilled
RinNeon

38.7K views
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06:13
Massive rod tranny drills a white ass

16.3K views
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11:52
Hung bbc raw dogging his sissy femboy
Sissy Michelle MTF

14.4K views
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03:14
Japanese Crossdresser School Uniform Cosplay 14
Haru

17.6K views
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06:16
Whore city tour and ass drilling
Lizz_ss25

9.4K views
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03:24
Getting drilled and cumming
Timmdaddy2000

1.6K views
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02:20
Fatty ass Muslim sissy pathuzz can't wait for her hole to drill down.
Assiya_pathuzz

9K views
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00:48
Latex Sissy Getting Ready to Get Drilled By The Fuck Machine
Vocalz_i7

3.5K views
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02:13
Trans sissy Femboy gets drilled
Sissy Michelle MTF

9.5K views
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03:46
Drilling me crazy
Timmdaddy2000

645 views
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02:41
Japanese Crossdresser School Uniform Cosplay 9
Haru

7.5K views
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02:00
Sissy ANAL Training: Kitty Drilled by FAT dildo n SISSYGASM!
KittyHot

18.1K views
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08:12
Crossy Natasha Dildo Fun
Crossy jasmin

9.2K views
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20:10
Ass Slapping
DeeAngels

2.6K views
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03:13
Drilling me to cum multiple orgasms
Timmdaddy2000

1.6K views
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00:46
My sissy slave getting drilled by another client

7.5K views
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14:46
Sissy Hope masturbating her stretched and naked hole with delicious dildo, drilling harder and deeper until she gets wet
Sissy Hope

4.6K views
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02:25
Drilling My White Sissy..deep

14.1K views
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03:41
Petite Sexy Sissy Drill Asshole In Chair!
Quinne Candy

2.8K views
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05:17
Sissy in chastity getting drilled by fucking machine
TamaraTv

15.1K views
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09:45
Lizz_ss25 street hooker deep anal
Lizz_ss25

1.3K views
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12:37
Today's lesson, drilling and drinking
Lizz_ss25

7K views
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01:18
ASS DRILLING JOCKERS COCK: HOT TRANS
Jocker's Cock

379 views
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00:25
The day i got my fucking machine - Huge dildo drilling my ass - UKsexylegsTV
UksexyLegsTV

4.2K views
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00:21
Black Master drills his Sissy

5.2K views
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00:36
Sissygasm Ass Spasms as Daddy Ken Fucks and Fists My Bussy - Candy Ass Sissy
Candy Ass Sissy

5.2K views
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12:28
Natalie Mars Face Fucked With Pigtails Before Ass Drilled
Transsexual Angel

236.4K views
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06:15
Stunning shemale Crystal Thayer ass drilled hard prone bone

652.1K views
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12:26
Picture Perfect Natalie Mars Drilled By Assistant
GenderX

326.5K views
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05:55
Stepsister drills mathlete stepbrother for fun

717.3K views
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14:32
Trans Girl Woken By Roommate For Drilling & Blowing
GenderX

430.1K views
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10:25
Dante Colle & Kane Fox Take Turns Drilling Stunning Daisy Taylor's Tight Asshole - TRANS ANGELS
Trans Angels

721.5K views
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10:00
Ricky Larkin drills Daisy Taylors perky litle ass raw
Trans Angels

984.8K views
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16:35
Mia Isabella drills a guy

555.4K views
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44:57
Stunning Thai ladyboy got her ass well drilled
Shemales Tales

230.6K views
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12:34
Trans Beauty Wildchild Ariel Demure Drilled & Blown
GenderX

203.9K views
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12:39
GenderXFilms - Trans Latina Sugarbaby Drilled By Sugarbear
GenderX

193.8K views
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06:11
Watch Lauren Curvy Get Her Huge Shemale Ass Drilled
Big Booty TGIRLS

425.1K views