Sissy Anal: 516 Videos

Sissy fagot anal sex in a dress!
1 year ago
24:06

JizzBunker

Sissy fagot anal sex in a dress!

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The way sissy sees the world
9 months ago
7:38

JizzBunker

The way sissy sees the world

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sexy femdom mistress fucks sissy slave with strapon
6 years ago
12:25

JizzBunker

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Sissy slave fucked by machine
1 year ago
13:23

JizzBunker

Sissy slave fucked by machine

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Sissy cd anal solo fucking machine
6 months ago
15:27

XXXDan

Sissy cd anal solo fucking machine

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DGB C - PIGHOLE - PYRAMID - DIRTYGARDENBOY - DGB - MULTIPLE VERY BIG TOYS - SISSY
2 years ago
8:04

XXXDan

DGB C - PIGHOLE - PYRAMID - DIRTYGARDENBOY - DGB - MULTIPLE VERY BIG TOYS - SISSY

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Sissy handjob
2 years ago
8:26

JizzBunker

Sissy handjob

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GOLD DIGGER SISSY part 2
5 years ago
27:28

JizzBunker

GOLD DIGGER SISSY part 2

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Mature Sissy hairy CD forgot to shave her legs
1 year ago
5:22

xHamster

Mature Sissy hairy CD forgot to shave her legs

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Sissy takes a seat
6 months ago
22:42

JizzBunker

Sissy takes a seat

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Cream Dreams - starring Sissy Peg
1 year ago
12:59

XXXDan

Cream Dreams - starring Sissy Peg

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Sissy Creampies Herself while she gets Gaped by DILDO FUCKING MACHINE!
1 year ago
2:20

xHamster

Sissy Creampies Herself while she gets Gaped by DILDO FUCKING MACHINE!

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Sissy Swing With Promo
3 years ago
20:59

XXXDan

Sissy Swing With Promo

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Gay boy transform to sissy
8 months ago
14:18

XXXDan

Gay boy transform to sissy

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Sissy Danielle Dicksinme Fooling Around With Her Dildos
8 months ago
16:00

JizzBunker

Sissy Danielle Dicksinme Fooling Around With Her Dildos

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AMATEUR EURO - Sissy Neri - Italian Squirter MILF Sissy Neri Loves Taking Big Cock In Her Tight Ass
8 months ago
15:30

JizzBunker

AMATEUR EURO - Sissy Neri - Italian Squirter MILF Sissy Neri Loves Taking Big Cock In Her Tight Ass

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1 my sexy kinky femdom mistress warm up my cd sissy hole
6 years ago
24:47

XXXDan

1 my sexy kinky femdom mistress warm up my cd sissy hole

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Sissy trainer to deepthroat and ride cock - Best of Anna Rios 2023 pt. 3
1 year ago
24:11

JizzBunker

Sissy trainer to deepthroat and ride cock - Best of Anna Rios 2023 pt. 3

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Sissy slut plays with ass close up, stretching out great cumshot
1 year ago
12:45

XXXDan

Sissy slut plays with ass close up, stretching out great cumshot

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Solo sissy maid
3 years ago
11:20

JizzBunker

Solo sissy maid

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Tiny Dick Sissy Whore Getting a Sissygasm After Fuck Her Ass
1 year ago
1:39

xHamster

Tiny Dick Sissy Whore Getting a Sissygasm After Fuck Her Ass

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Horny sissy blind fold fantasy
1 year ago
16:48

XXXDan

Horny sissy blind fold fantasy

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Pretty Sissy Puppet on Display
2 years ago
9:37

JizzBunker

Pretty Sissy Puppet on Display

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SH Club-Sissy Slut Arieles Dildo Ride And Cum
7 months ago
16:37

XXXDan

SH Club-Sissy Slut Arieles Dildo Ride And Cum

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Daddy And His Friends - Sissy Caption Story With Lana Rhoades
1 year ago
7:23

PornoXO

Daddy And His Friends - Sissy Caption Story With Lana Rhoades

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Tsxxl fuck sissy
2 years ago
3:13

XXXDan

Tsxxl fuck sissy

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Train Your Sissy Self
2 years ago
6:16

JizzBunker

Train Your Sissy Self

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NASTY SISSY SLUT'S EXTREME ANAL STRETCHING
7 years ago
9:57

xHamster

NASTY SISSY SLUT'S EXTREME ANAL STRETCHING

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FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen
2 years ago
20:44

JizzBunker

FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen

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DGB - Y - PINK LATEX GLOVE FIST DEEP ANAL FEMDOM SISSY.MP4
2 years ago
6:29

JizzBunker

DGB - Y - PINK LATEX GLOVE FIST DEEP ANAL FEMDOM SISSY.MP4

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Latex shemale domina fucks black sissy ass doggy style
2 years ago
6:00

JizzBunker

Latex shemale domina fucks black sissy ass doggy style

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Sissy - anal training
1 year ago
10:15

XXXDan

Sissy - anal training

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Streaching My Sissy Ass to Be Ready for Real Cocks - Sissygasm
3 months ago
16:57

XXXDan

Streaching My Sissy Ass to Be Ready for Real Cocks - Sissygasm

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If you have a small dick, its good to be a sissy. kiss it
3 years ago
10:05

JizzBunker

If you have a small dick, its good to be a sissy. kiss it

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Chubby Sissy Slut Anal Masturbation
6 months ago
44:28

JizzBunker

Chubby Sissy Slut Anal Masturbation

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Sissy Gets Hot Cock Part 4
1 year ago
1:45

xHamster

Sissy Gets Hot Cock Part 4

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Amateur Strapon Pegging - Sissy Guy Takes Strapon Like A Real Pussy
5 years ago
8:04

JizzBunker

Amateur Strapon Pegging - Sissy Guy Takes Strapon Like A Real Pussy

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Sissy Slut Alinas Sex Day - Real Dogging
9 months ago
16:47

JizzBunker

Sissy Slut Alinas Sex Day - Real Dogging

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Sissy Oksana has become whore 06 in Masters stable showing him her anal workout and closeup of sissy cunt
7 months ago
15:07

XXXDan

Sissy Oksana has become whore 06 in Masters stable showing him her anal workout and closeup of sissy cunt

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
6 months ago
33:32

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy fuck on stream
5 months ago
43:27

JizzBunker

Sissy fuck on stream

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Doggystyle dildos & handsfree cum for french sissy Lola
7 years ago
17:32

xHamster

Doggystyle dildos & handsfree cum for french sissy Lola

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I Was so Horny Then I Fucked My Sissy Ass Until Cum
1 year ago
1:34

xHamster

I Was so Horny Then I Fucked My Sissy Ass Until Cum

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Merry Christmas, Sissy Bitch!
1 year ago
13:57

xHamster

Merry Christmas, Sissy Bitch!

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Its not easy being a sissy. Davine sucks cock and gets fucked hard until she has a big cumshot. Full movie
1 year ago
24:45

JizzBunker

Its not easy being a sissy. Davine sucks cock and gets fucked hard until she has a big cumshot. Full movie

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Fuck my sissy ass
1 year ago
4:34

xHamster

Fuck my sissy ass

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Female With Strap-on Screwing Sissy Shemale
5 years ago
5:44

XXXDan

Female With Strap-on Screwing Sissy Shemale

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My Sissy Ass Need to Get Fucked All the Time
1 year ago
1:27

xHamster

My Sissy Ass Need to Get Fucked All the Time

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Young sissy boy crossdresser feminized in lingerie gets fucked softly on the couch
1 year ago
11:30

JizzBunker

Young sissy boy crossdresser feminized in lingerie gets fucked softly on the couch

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My Anal Addiction as a Sissy Bimbo Slut Big Ass Masturbation Big Dildo Femboy Crossdresser Travesti Shemale Trans Tgirl 25
3 months ago
34:36

XXXDan

My Anal Addiction as a Sissy Bimbo Slut Big Ass Masturbation Big Dildo Femboy Crossdresser Travesti Shemale Trans Tgirl 25

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Me playing with toys in my gay sissy ass buthole
7 years ago
13:38

xHamster

Me playing with toys in my gay sissy ass buthole

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sissy maker iv
6 years ago
2:51

JizzBunker

sissy maker iv

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feminine sissy gets horny anal fucked in the ass
6 months ago
20:26

AnyPorn

feminine sissy gets horny anal fucked in the ass

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Deep Anal Training Sissy Caged Cumshot  Monster Dildo Sohimi vs Jessica Bloom
1 year ago
7:21

XXXDan

Deep Anal Training Sissy Caged Cumshot Monster Dildo Sohimi vs Jessica Bloom

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Sissy
5 years ago
5:54

JizzBunker

Sissy

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6 years ago
6:48

JizzBunker

sissy dildo anal instructions

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Imposing shemale action with horny submissive young Asian sissy hoes
7 years ago
19:09

AshemaleOne

Imposing shemale action with horny submissive young Asian sissy hoes

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Sissy fucks her ass with a black dildo
1 year ago
6:34

JizzBunker

Sissy fucks her ass with a black dildo

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Sissy-Kuroko chinese dress huge dildo
1 year ago
11:23

xHamster

Sissy-Kuroko chinese dress huge dildo

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Sissy Anal Fucked by Dominafire
1 year ago
12:46

xHamster

Sissy Anal Fucked by Dominafire

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Sissy, natural order
2 years ago
11:11

XXXDan

Sissy, natural order

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Sissy play outdoors. dildo riding in the forest
1 year ago
8:24

JizzBunker

Sissy play outdoors. dildo riding in the forest

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Sissy neville strapon
2 years ago
5:53

JizzBunker

Sissy neville strapon

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Sissy slut and boy pussy ultra close up - 9 inch dildo
1 year ago
5:17

JizzBunker

Sissy slut and boy pussy ultra close up - 9 inch dildo

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Slutty sissy fucks her ass with huge black dildo
8 months ago
13:30

JizzBunker

Slutty sissy fucks her ass with huge black dildo

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Sissy brainwashing
1 year ago
8:39

XXXDan

Sissy brainwashing

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Sissy-Kuroko dons fishnets and fucks Anal with a Huge Dildo
1 year ago
16:19

xHamster

Sissy-Kuroko dons fishnets and fucks Anal with a Huge Dildo

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Happy New Mature Sissy CD year
4 months ago
13:23

JizzBunker

Happy New Mature Sissy CD year

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Lustful Thick Anal Pig Slut Lara White Sissy Sexy Anal Masturbation Chubby Sloppy Kinky Deranged Shemale Whore Sissification
7 months ago
50:39

XXXDan

Lustful Thick Anal Pig Slut Lara White Sissy Sexy Anal Masturbation Chubby Sloppy Kinky Deranged Shemale Whore Sissification

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Sissy Snow White and the seven dildos
8 months ago
17:24

XXXDan

Sissy Snow White and the seven dildos

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Dominant latex TS barebacking sissy asshole after spanking
2 years ago
6:00

JizzBunker

Dominant latex TS barebacking sissy asshole after spanking

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Sissy maid serving mistress
1 year ago
8:50

xHamster

Sissy maid serving mistress

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Sissy - Naughty MILF Siri Dahl Caught Naked in the Kitchen! Kinky stepson banged her hard!
2 years ago
14:02

XXXDan

Sissy - Naughty MILF Siri Dahl Caught Naked in the Kitchen! Kinky stepson banged her hard!

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Smooth Sissy Gurl Ass Bath With Tiffany Ciskiss
1 year ago
13:12

JizzBunker

Smooth Sissy Gurl Ass Bath With Tiffany Ciskiss

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Working out my sissy babe in reverse cowgirl position while rubbing clit
2 years ago
5:55

XXXDan

Working out my sissy babe in reverse cowgirl position while rubbing clit

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Sissy husband wants to be a woman
2 years ago
34:58

XXXDan

Sissy husband wants to be a woman

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cute femboy penetrates her ass alone using a big thick dildo, moans like a sissy in heat
1 year ago
15:19

xHamster

cute femboy penetrates her ass alone using a big thick dildo, moans like a sissy in heat

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Dirty sissy slut
2 years ago
10:04

XXXDan

Dirty sissy slut

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Lara White Sissy Crossdresser Crazy Play with her Cock and Balls Femboy Masturbation
1 year ago
34:45

XXXDan

Lara White Sissy Crossdresser Crazy Play with her Cock and Balls Femboy Masturbation

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Sissy-Kuroko fan art costume Anal Dildo
1 year ago
19:46

xHamster

Sissy-Kuroko fan art costume Anal Dildo

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Sissy Kate learns how to use the anal fucking machine with Lisa
1 year ago
15:14

xHamster

Sissy Kate learns how to use the anal fucking machine with Lisa

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Sissy alone at home with Dildo
8 months ago
14:37

XXXDan

Sissy alone at home with Dildo

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Sissy CD ass fucked bareback
1 year ago
9:59

XXXDan

Sissy CD ass fucked bareback

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sissy anal training joi
6 years ago
6:48

XXXDan

sissy anal training joi

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
2 years ago
15:19

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Rainbow sissy play time
8 months ago
12:07

JizzBunker

Rainbow sissy play time

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Big beautiful ass playing with big toys - sissy fucking machine
1 year ago
5:13

XXXDan

Big beautiful ass playing with big toys - sissy fucking machine

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10inch cock for dirty sexy sissy slut
1 year ago
5:15

xHamster

10inch cock for dirty sexy sissy slut

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SISSY PISSING SLUT COMPILATION!
7 years ago
7:31

xHamster

SISSY PISSING SLUT COMPILATION!

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SweetFemdom Jade Indica fucking Sissy Slave Fina with a strap on
1 year ago
10:15

XXXDan

SweetFemdom Jade Indica fucking Sissy Slave Fina with a strap on

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Gay. Sissy Boy crossdresser sucks and fucks a black dildo
1 year ago
11:39

XXXDan

Gay. Sissy Boy crossdresser sucks and fucks a black dildo

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Feminizing Sissys, Sissy Training, Be a Sissy
1 year ago
8:12

xHamster

Feminizing Sissys, Sissy Training, Be a Sissy

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Fuckmachine sissy cunt pig huge dildo and plug
11 months ago
10:09

XXXDan

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Fantastic Sissy Gash steamy Sans A Condom boink
6 years ago
3:48

PornGem

Fantastic Sissy Gash steamy Sans A Condom boink

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Big Cumshot From the Top, Tranny MILF, Sissy Slut
2 years ago
2:19

xHamster

Big Cumshot From the Top, Tranny MILF, Sissy Slut

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Sissy hot video Fucking Machine sex solo
6 months ago
12:16

JizzBunker

Sissy hot video Fucking Machine sex solo

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
25:45

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy sluts having fun
7 years ago
0:26

xHamster

Sissy sluts having fun

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Sissy Allison Lace: I’m Such A Faggot
7 years ago
7:12

xHamster

Sissy Allison Lace: I’m Such A Faggot

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Asian sissy nay livecam
2 years ago
27:08

JizzBunker

Asian sissy nay livecam

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You are my sissy whore and you are going to pimp yourself!!!
1 year ago
6:50

XXXDan

You are my sissy whore and you are going to pimp yourself!!!

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Sissy play - FemDom POV video - free porn clip - Arya Grander
2 years ago
9:35

XXXDan

Sissy play - FemDom POV video - free porn clip - Arya Grander

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Sissy boy VovcixFox in pantyhose Fingering his Tight Asshole
9 months ago
10:16

XXXDan

Sissy boy VovcixFox in pantyhose Fingering his Tight Asshole

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Sissy whore plays with her dildos
1 year ago
5:11

JizzBunker

Sissy whore plays with her dildos

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Nurse DominaFire Anal Stretching Sissy
2 years ago
2:29

JizzBunker

Nurse DominaFire Anal Stretching Sissy

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Horny sissy needs dick his for birthday
1 year ago
6:27

xHamster

Horny sissy needs dick his for birthday

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XXL Anal Dildo Sissy Kenzie Star
1 year ago
2:10

XXXDan

XXL Anal Dildo Sissy Kenzie Star

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Sissy training
3 years ago
13:39

XXXDan

Sissy training

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Swedish sissy Emily Meadows fucks her favorite toy
1 year ago
1:51

XXXDan

Swedish sissy Emily Meadows fucks her favorite toy

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SISSY TRAP - 7 DILDOS PLAY MY ASS
1 year ago
10:26

XXXDan

SISSY TRAP - 7 DILDOS PLAY MY ASS

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DGB - ANALCUNT SISSY ZEBRA ORANGE DILDO
7 years ago
0:47

xHamster

DGB - ANALCUNT SISSY ZEBRA ORANGE DILDO

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Sissy Slut Michael was simply fucked off by his Lady Teacher Becky
1 year ago
1:06:13

xHamster

Sissy Slut Michael was simply fucked off by his Lady Teacher Becky

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30 Minute Sissy Loops - Sissymaker IV
5 years ago
30:10

XXXDan

30 Minute Sissy Loops - Sissymaker IV

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Naughty sissy Juliette bedtime
5 months ago
13:19

XXXDan

Naughty sissy Juliette bedtime

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Sissy Training Sissies
8 months ago
23:27

XXXDan

Sissy Training Sissies

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Sissy Sofie Rides Huge Dildo In Pink Heels And High Socks
5 months ago
15:41

JizzBunker

Sissy Sofie Rides Huge Dildo In Pink Heels And High Socks

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Skinny white sissy tranny fucks her huge dirty pink dildo and cums hard
1 year ago
3:00

XXXDan

Skinny white sissy tranny fucks her huge dirty pink dildo and cums hard

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Sissy Secretary Solo Fun on the Table
1 year ago
8:12

xHamster

Sissy Secretary Solo Fun on the Table

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Young Trap Fucks Herself with Dildo and Cums sissy Orgasm
8 months ago
14:34

JizzBunker

Young Trap Fucks Herself with Dildo and Cums sissy Orgasm

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Fucking My Big Sissy Ass - Sissy, Tranny
1 year ago
1:48

xHamster

Fucking My Big Sissy Ass - Sissy, Tranny

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Amazing Ass Sissy Slut Work Her Ass off with Big Toys and a Fuck Machine
1 year ago
9:09

xHamster

Amazing Ass Sissy Slut Work Her Ass off with Big Toys and a Fuck Machine

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Sissy in Fishnet Fucking Her Ass with a Fuck Machine
1 year ago
1:46

xHamster

Sissy in Fishnet Fucking Her Ass with a Fuck Machine

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Sissy Riding Dildo and Swinging Her Clitty
1 year ago
6:43

xHamster

Sissy Riding Dildo and Swinging Her Clitty

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Sissy bunny plays with dildo
9 months ago
6:26

JizzBunker

Sissy bunny plays with dildo

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Luxuria Porn Music Compilation VOL 02 BR sissy caption
3 years ago
11:09

XXXDan

Luxuria Porn Music Compilation VOL 02 BR sissy caption

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Sissy in a Dress and Stockings Gets Double Stuffed
1 year ago
5:28

xHamster

Sissy in a Dress and Stockings Gets Double Stuffed

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Pumping My Sissy Ass
1 year ago
1:26

xHamster

Pumping My Sissy Ass

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Riding My Fav 9 in Dildo - Sissy Slut, Big Ass, MILF Tranny
1 year ago
2:12

xHamster

Riding My Fav 9 in Dildo - Sissy Slut, Big Ass, MILF Tranny

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Tiny Dick Sissy Fucking Her Ass with a Fuck Machine a Cum Without Hands
1 year ago
1:59

xHamster

Tiny Dick Sissy Fucking Her Ass with a Fuck Machine a Cum Without Hands

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Fucking My Sissy Ass Until I Cum
1 year ago
1:36

xHamster

Fucking My Sissy Ass Until I Cum

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Sissy takes black cock
1 year ago
7:46

xHamster

Sissy takes black cock

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Crossdresser sissy Annette sucks muscle guy and gets pounded
3 years ago
11:33

XXXDan

Crossdresser sissy Annette sucks muscle guy and gets pounded

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Destroying My Big Sissy Ass with a Fuck Machine and Huge Dildos
1 year ago
7:38

xHamster

Destroying My Big Sissy Ass with a Fuck Machine and Huge Dildos

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Sissy Waiting for Daddy
1 year ago
1:26

xHamster

Sissy Waiting for Daddy

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Sissy slut Melanie part two - anal plug
1 year ago
0:39

xHamster

Sissy slut Melanie part two - anal plug

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Raging sissy
7 years ago
8:11

xHamster

Raging sissy

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Sissy In Her Purple Dress
1 year ago
10:30

xHamster

Sissy In Her Purple Dress

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Fucking My Ass as a Sissy Slut Should
1 year ago
1:41

xHamster

Fucking My Ass as a Sissy Slut Should

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Amazing Ass Tranny MILF Fucking Her Ass - Sissy Slut
1 year ago
2:40

xHamster

Amazing Ass Tranny MILF Fucking Her Ass - Sissy Slut

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Rifinh a Huge Dildo Like a Sissy Bitch - Big Butt Plug
1 year ago
5:46

xHamster

Rifinh a Huge Dildo Like a Sissy Bitch - Big Butt Plug

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1 year ago
0:39

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