Sissy: 1746 Videos

Vends-ta-culotte - French babe turns you into a naughty sissy
1 year ago
11:03

XXXDan

Vends-ta-culotte - French babe turns you into a naughty sissy

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Fucking My Big Sissy Ass with Massive Dildos and a Fuckmachine
47 days ago
6:56

xHamster

Fucking My Big Sissy Ass with Massive Dildos and a Fuckmachine

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nongay caught by his sissy friend for a first time puto
3 months ago
10:03

PornoXO

nongay caught by his sissy friend for a first time puto

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Babe gets dominated by a horny cross-dressing sissy and pegs
4 years ago
3:34

BDSMTubeOne

Babe gets dominated by a horny cross-dressing sissy and pegs

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Sissy stallion inked bareback as a couple during an erotic session
2 years ago
8:00

XXXDan

Sissy stallion inked bareback as a couple during an erotic session

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Great looking beauty is a sex toy with her sissy juice
2 years ago
6:15

JizzBunker

Great looking beauty is a sex toy with her sissy juice

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Stunning girl Sissy stripping and peeing while masturbating with a toy
5 months ago
6:56

AnyPorn

Stunning girl Sissy stripping and peeing while masturbating with a toy

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Male sissy 3some pegged and masturbated by femdom girls in 3way
1 year ago
2:12

JizzBunker

Male sissy 3some pegged and masturbated by femdom girls in 3way

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EXTREMELY sloppy close up masturbation by sissy femboy in sexy lingrie
3 years ago
8:49

PornHub

EXTREMELY sloppy close up masturbation by sissy femboy in sexy lingrie

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

JizzBunker

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

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Lovely Blanche sucks dick and gets her sissy fucked for cash
4 years ago
9:55

BravoTube

Lovely Blanche sucks dick and gets her sissy fucked for cash

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I found my sissy g spot - hands free cum in chastity
4 years ago
12:49

PornHub

I found my sissy g spot - hands free cum in chastity

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Regular strapon session in doggystyle must get hot the sissy assFemdomPeggingFemboyCrossdresser
3 years ago
7:20

PornHub

Regular strapon session in doggystyle must get hot the sissy assFemdomPeggingFemboyCrossdresser

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its time i taught my sissy to suck big black cock
4 years ago
7:40

XXXDan

its time i taught my sissy to suck big black cock

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Brunette chick Sissy strips down and plays with a long dildo
5 months ago
6:56

AnyPorn

Brunette chick Sissy strips down and plays with a long dildo

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sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE
13 years ago
9:16

xHamster

sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE

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spit roasting sissy with the cutler x from mr hankeys toys
4 years ago
27:21

JizzBunker

spit roasting sissy with the cutler x from mr hankeys toys

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Its hard to skip games with sissy guys that include pain
1 year ago
5:00

XXXDan

Its hard to skip games with sissy guys that include pain

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Cuckold MILF - Amateur mature pleases sissy husband with big black cock
1 year ago
15:00

JizzBunker

Cuckold MILF - Amateur mature pleases sissy husband with big black cock

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Anastasia Mistress hot strap on sissy slave in bed real femdom
1 year ago
13:33

JizzBunker

Anastasia Mistress hot strap on sissy slave in bed real femdom

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i think you will look really hot as a sissy girl
4 years ago
8:32

XXXDan

i think you will look really hot as a sissy girl

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this strapon is going all the way up your sissy ass
4 years ago
7:15

XXXDan

this strapon is going all the way up your sissy ass

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Pegging cfnm babes fuck sissy ass and jerk cock in some
1 year ago
5:00

JizzBunker

Pegging cfnm babes fuck sissy ass and jerk cock in some

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Kiki and Aiden use massive black toy to fuck sissy boy!
1 year ago
10:39

XXXDan

Kiki and Aiden use massive black toy to fuck sissy boy!

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Dressing you up like a sissy girl is so much fun
8 years ago
3:43

xHamster

Dressing you up like a sissy girl is so much fun

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Kiki and Aiden use massive black toy to fuck sissy boy!
1 year ago
8:56

XXXDan

Kiki and Aiden use massive black toy to fuck sissy boy!

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sissy punished and fucked for removeing her chastity part 3 final
4 years ago
19:25

XXXDan

sissy punished and fucked for removeing her chastity part 3 final

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ItsZoeStarr - Sissy Bimbo has Sissygasm & Cums Twice from Lush 2
4 years ago
2:44

PornHub

ItsZoeStarr - Sissy Bimbo has Sissygasm & Cums Twice from Lush 2

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sexy white submissive sissy showing off her fe,ininazation new body
4 months ago
0:22

xHamster

sexy white submissive sissy showing off her fe,ininazation new body

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Sissy Butt Tiffany Ciskiss fucking in Xxxl Seamonster Dildo Special Cut
20 days ago
16:39

XXXDan

Sissy Butt Tiffany Ciskiss fucking in Xxxl Seamonster Dildo Special Cut

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Sissy Blonde Trans Girl Fucks Her Ass Glass Dildo In Lingerie
4 years ago
0:59

PornHub

Sissy Blonde Trans Girl Fucks Her Ass Glass Dildo In Lingerie

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Cuckold Archive Shy wife first time with BBC sissy huby bull
1 year ago
12:40

XXXDan

Cuckold Archive Shy wife first time with BBC sissy huby bull

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i know that you are a total sissy deep down inside
4 years ago
7:13

XXXDan

i know that you are a total sissy deep down inside

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Sissy ruined orgasm and clean up like a good filthy piggy.
5 years ago
3:50

PornHub

Sissy ruined orgasm and clean up like a good filthy piggy.

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I am going to make you my personal sissy girl slave
6 years ago
8:16

xHamster

I am going to make you my personal sissy girl slave

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Cuckold wife fucked by 2 BBC guys Sissy husband sits and
4 years ago
12:49

xHamster

Cuckold wife fucked by 2 BBC guys Sissy husband sits and

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Femboy many and wet cums with pleasure ( hot sissy slut crossdress )
4 years ago
1:02

PornHub

Femboy many and wet cums with pleasure ( hot sissy slut crossdress )

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Extra deep double dildo inserting into Brandynette Bimbo Sissy Gaping Ass
5 years ago
27:23

PornHub

Extra deep double dildo inserting into Brandynette Bimbo Sissy Gaping Ass

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Wet n Wild THICC British Booty Sissy Bitch Twerks for Mistress
3 years ago
1:42

PornHub

Wet n Wild THICC British Booty Sissy Bitch Twerks for Mistress

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

JizzBunker

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

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Sissy Leaking & Cumming After 2 Weeks of Edging For Mistress
5 years ago
7:07

PornHub

Sissy Leaking & Cumming After 2 Weeks of Edging For Mistress

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Sissy Crossdresser in corset and heels fucking her ass with dildo
3 years ago
3:32

PornHub

Sissy Crossdresser in corset and heels fucking her ass with dildo

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Sexy Shemale Jerking Big Cock Compilation. Sissy Tranny Fuck Dildo Ass.
4 years ago
7:15

PornHub

Sexy Shemale Jerking Big Cock Compilation. Sissy Tranny Fuck Dildo Ass.

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Brookelynne Briar Trains Her Panty-Wearing Boyfriend To Be Proper Sissy
5 years ago
6:18

PornHub

Brookelynne Briar Trains Her Panty-Wearing Boyfriend To Be Proper Sissy

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Tremendous dark-haired Jeri is fuckin' her wetting raw sissy
4 years ago
5:24

PornGem

Tremendous dark-haired Jeri is fuckin' her wetting raw sissy

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Mistress worship sissy slut ass hole and she cum big load
3 years ago
4:23

PornHub

Mistress worship sissy slut ass hole and she cum big load

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Mature Shemale Couple Fuck Sissy w Rianna James, Scott Knight (Teaser)
3 years ago
0:29

PornHub

Mature Shemale Couple Fuck Sissy w Rianna James, Scott Knight (Teaser)

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Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom
48 days ago
6:14

xHamster

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom

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Part 1 Miss Santa fucks a sissy - Happy New Year 2024
3 months ago
8:22

XXXDan

Part 1 Miss Santa fucks a sissy - Happy New Year 2024

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you are going to be my cutest sissy boy slave yet
4 years ago
7:33

JizzBunker

you are going to be my cutest sissy boy slave yet

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Pegging my caged sissy boys ass while strapped to the wall!!
3 years ago
1:12

PornHub

Pegging my caged sissy boys ass while strapped to the wall!!

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Leopard Print Hotpants British Sissy Booty Bitch THICC Twerk and Clingfilm
3 years ago
2:56

PornHub

Leopard Print Hotpants British Sissy Booty Bitch THICC Twerk and Clingfilm

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Sexy Ebony Shemale sissy femboy teasing you in black tranny lingerie
3 years ago
2:47

PornHub

Sexy Ebony Shemale sissy femboy teasing you in black tranny lingerie

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What Happened After Becky Has Fucked off Her Sissy Slut Michel
3 months ago
8:12

xHamster

What Happened After Becky Has Fucked off Her Sissy Slut Michel

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Sissy Housemaid fucked my wife in the ass and I loved it
1 year ago
6:12

JizzBunker

Sissy Housemaid fucked my wife in the ass and I loved it

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Sexy Sissy Lucy jerks off my big uncut cock until I cum
2 months ago
9:42

XXXDan

Sexy Sissy Lucy jerks off my big uncut cock until I cum

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Sissy tied up in chastity cage with butt plug ready to fuck
2 months ago
5:54

XXXDan

Sissy tied up in chastity cage with butt plug ready to fuck

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Sissy in red pvc cat suit used by rubber suited Dom xh5
50 days ago
8:25

PornoXO

Sissy in red pvc cat suit used by rubber suited Dom xh5

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Mature Panty Sissy In a New White Nightgown and Bra Part 1
8 years ago
2:42

xHamster

Mature Panty Sissy In a New White Nightgown and Bra Part 1

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Ballbusting  hostess  Extreme  Femdom  Cruel  mistress  CBT  Binding  Chastity  Sissy  Foot  Legs
9 months ago
8:58

XXXDan

Ballbusting hostess Extreme Femdom Cruel mistress CBT Binding Chastity Sissy Foot Legs

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i have a cute little sissy outfit you are going to love
6 years ago
7:52

JizzBunker

i have a cute little sissy outfit you are going to love

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

xHamster

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

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Husband gets dominated, humiliated and tied up - what a pathetic sissy bitch
5 days ago
1:49

JizzBunker

Husband gets dominated, humiliated and tied up - what a pathetic sissy bitch

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Big Dick ToyBoy Gets A Sex Education From Hot MILF Sissy Neri
1 year ago
10:46

JizzBunker

Big Dick ToyBoy Gets A Sex Education From Hot MILF Sissy Neri

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Audio only - teaching sissy boy pat to take it in the ass
4 days ago
10:23

JizzBunker

Audio only - teaching sissy boy pat to take it in the ass

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FBB massive strap-on makes you suck cock because your sissy gay
1 year ago
18:45

JizzBunker

FBB massive strap-on makes you suck cock because your sissy gay

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Femboy cums hands free and gently caresses a hard cock ( sissy trap )
3 years ago
11:38

PornHub

Femboy cums hands free and gently caresses a hard cock ( sissy trap )

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AUDIO ONLY - The sissy cock worship algorithm directed by a sexy shemale
5 months ago
1:21

xHamster

AUDIO ONLY - The sissy cock worship algorithm directed by a sexy shemale

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WHITE SISSY CD SLUT GAPING HER ASS WITH HUGE BLACKS AND FIST
5 years ago
8:57

xHamster

WHITE SISSY CD SLUT GAPING HER ASS WITH HUGE BLACKS AND FIST

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Sissy in white lingerie and pantyhose jerks off on the bed - Uekhui
2 months ago
3:01

XXXDan

Sissy in white lingerie and pantyhose jerks off on the bed - Uekhui

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sissy femboy flows like a bitch from an anal dildo ( crossdresser ts)
4 years ago
0:44

PornHub

sissy femboy flows like a bitch from an anal dildo ( crossdresser ts)

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Leya Falcon balls busts then pegs Sissy Jessica in her 1st anal
5 years ago
8:58

PornHub

Leya Falcon balls busts then pegs Sissy Jessica in her 1st anal

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Phallic Trigger Words For Sissy Cock Suckers Erotic Audio by Tara Smith
4 years ago
12:09

PornHub

Phallic Trigger Words For Sissy Cock Suckers Erotic Audio by Tara Smith

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Riding a dick on the couch is enough to satisfy Sissy Neri
5 years ago
6:58

AnyPorn

Riding a dick on the couch is enough to satisfy Sissy Neri

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Sissy tail blown out of fishnet stockings and waxed by dominant hunk
2 years ago
8:00

XXXDan

Sissy tail blown out of fishnet stockings and waxed by dominant hunk

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Femdom busty MILF HJ jerks off sissy after he licks her heels
1 year ago
5:33

JizzBunker

Femdom busty MILF HJ jerks off sissy after he licks her heels

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Sweet play with my sissy pussy, i work that hole for you
45 days ago
27:11

XXXDan

Sweet play with my sissy pussy, i work that hole for you

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Sissy CD Slut riding dildo training for sissygasm in chastity (almost cum)
3 years ago
4:28

PornHub

Sissy CD Slut riding dildo training for sissygasm in chastity (almost cum)

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Vends-ta-culotte - Sissy dressed as a soubrette cleans her mistresss house
1 year ago
10:26

XXXDan

Vends-ta-culotte - Sissy dressed as a soubrette cleans her mistresss house

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Sissy Neri is back to fuck with Alex Magni and her friends
2 years ago
11:50

XXXDan

Sissy Neri is back to fuck with Alex Magni and her friends

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CastingAllaItaliana - Sissy Neri Italian Mature Hot Squirting After Hardcore Anal Fuck - AMATEUREURO
3 years ago
14:00

PornHub

CastingAllaItaliana - Sissy Neri Italian Mature Hot Squirting After Hardcore Anal Fuck - AMATEUREURO

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Shaved smooth sissy dildo ride, jerk and cum in November-29-2014
6 years ago
7:51

JizzBunker

Shaved smooth sissy dildo ride, jerk and cum in November-29-2014

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Adorable black sissy boys pound each other's tight shemale holes
5 years ago
7:16

AshemaleOne

Adorable black sissy boys pound each other's tight shemale holes

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Young sissy girls suck off older man movies and video But Br
8 years ago
5:55

NuVid

Young sissy girls suck off older man movies and video But Br

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Abdl sissy boy jerking off into wet diaper during change  heavy cum
3 years ago
0:53

PornHub

Abdl sissy boy jerking off into wet diaper during change heavy cum

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

XXXDan

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

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Cuckold MILF gets her pussy filled with cum from BBC Sissy loves
10 months ago
15:00

JizzBunker

Cuckold MILF gets her pussy filled with cum from BBC Sissy loves

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Strapon babe pegs sissy and doesnt let him cum until she says
1 year ago
7:50

JizzBunker

Strapon babe pegs sissy and doesnt let him cum until she says

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Ballbusting  hostess  Extreme  Femdom  Cruel  mistress  CBT  Binding  Chastity  Sissy  Foot  Legs
9 months ago
3:55

XXXDan

Ballbusting hostess Extreme Femdom Cruel mistress CBT Binding Chastity Sissy Foot Legs

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Sissy in Leather Leotard and Chastity takes Huge Dildo up her Ass
6 months ago
8:45

xHamster

Sissy in Leather Leotard and Chastity takes Huge Dildo up her Ass

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

xHamster

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

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BBW mature Arwen drops her panties to be licked by cute Sissy
5 months ago
6:57

AnyPorn

BBW mature Arwen drops her panties to be licked by cute Sissy

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Sexy Sissy Slut Trap Trans Blonde Girl Fucks Her Ass Hot Anal
4 years ago
0:59

PornHub

Sexy Sissy Slut Trap Trans Blonde Girl Fucks Her Ass Hot Anal

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Cross Dressing Sissy Cums in Mature Moms mouth after sloppy blow job.
4 years ago
6:09

PornHub

Cross Dressing Sissy Cums in Mature Moms mouth after sloppy blow job.

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I will take you out on the town dressed as a sissy
5 years ago
8:37

xHamster

I will take you out on the town dressed as a sissy

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i have a fun new sissy outfit for you to  try on
5 years ago
8:17

XXXDan

i have a fun new sissy outfit for you to try on

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Naughty young latin diva Mia Khalifa's sissy in sex action
5 years ago
5:00

PornoXO

Naughty young latin diva Mia Khalifa's sissy in sex action

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Ballbusting  Hostess  Extreme  femdom  Cruel  mistress  PTA  Binding  Chastity  Sissy  leg  Legs
8 months ago
8:03

XXXDan

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Cute teen horny lesbian long haired couple Krysta S. and Sissy Neri
5 years ago
6:55

BravoTube

Cute teen horny lesbian long haired couple Krysta S. and Sissy Neri

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Joven Sissy Puta Caminando en un Parque Publico y mostrando el Culo
3 years ago
1:34

PornHub

Joven Sissy Puta Caminando en un Parque Publico y mostrando el Culo

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You will cum when she wants! - Bisexual desire of this sissy boy!
6 months ago
6:05

xHamster

You will cum when she wants! - Bisexual desire of this sissy boy!

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The Energitc Sissy Bottom Butt Hole expand Motivator from fingers to fist
7 months ago
8:12

xHamster

The Energitc Sissy Bottom Butt Hole expand Motivator from fingers to fist

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Sissy Crossdresser Elf plays Mrs Santa Clause while teasing her shemale cock
3 years ago
1:39

PornHub

Sissy Crossdresser Elf plays Mrs Santa Clause while teasing her shemale cock

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Sissy Doll opens her ass with a monster can locked in chastity
3 months ago
12:43

XXXDan

Sissy Doll opens her ass with a monster can locked in chastity

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THINKING 1. MTF Transformation. Get your pussy and mouth ready, sissy boyfriend
7 months ago
2:09

JizzBunker

THINKING 1. MTF Transformation. Get your pussy and mouth ready, sissy boyfriend

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Sissy Tied Up And Plowed By Hankey's XXL Lampwick Uncut
3 years ago
1:02

PornHub

Sissy Tied Up And Plowed By Hankey's XXL Lampwick Uncut

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HOT PRE-CUMMING Masturbation Sissy Cock Clapping White Blonde Dhemale Model Crossdresser
3 months ago
3:36

XXXDan

HOT PRE-CUMMING Masturbation Sissy Cock Clapping White Blonde Dhemale Model Crossdresser

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

xHamster

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

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i am going to dress you up like a total sissy girl
4 years ago
8:36

JizzBunker

i am going to dress you up like a total sissy girl

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

xHamster

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

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Young gay boy sex slave and sissy boys ass porn He just
4 years ago
5:01

DrTuber

Young gay boy sex slave and sissy boys ass porn He just

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Sissy crossdresser caresses dick in massage oil and cums from pleasure (she
4 years ago
10:57

PornHub

Sissy crossdresser caresses dick in massage oil and cums from pleasure (she

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Ballbusting  hostess  Extreme  Femdom  Cruel  mistress  CBT  Binding  Chastity  Sissy  Foot  Legs
9 months ago
7:41

XXXDan

Ballbusting hostess Extreme Femdom Cruel mistress CBT Binding Chastity Sissy Foot Legs

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Ballbusting  hostess  Extreme  Femdom  Cruel  mistress  CBT  Binding  Chastity  Sissy  Foot  Legs
9 months ago
2:24

XXXDan

Ballbusting hostess Extreme Femdom Cruel mistress CBT Binding Chastity Sissy Foot Legs

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Sissy slut Bess fucks and cums big in the mall parking lot
3 months ago
11:33

XXXDan

Sissy slut Bess fucks and cums big in the mall parking lot

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Sissy Neri and Katya are Italian sluts who love to take it
4 months ago
5:36

XXXDan

Sissy Neri and Katya are Italian sluts who love to take it

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me natalie gay sissy finger my big booty tight pink boi pussy
2 months ago
0:37

xHamster

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step mom helps find out if he s sissy melanie hicks fam
2 months ago
8:42

PornoXO

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Mr. Hankeys Thicky Nicky fucks busty Sissy until her little Clitty squirts
3 months ago
9:34

XXXDan

Mr. Hankeys Thicky Nicky fucks busty Sissy until her little Clitty squirts

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Ballbusting  hostess  Extreme  Femdom  Cruel  mistress  CBT  Binding  Chastity  Sissy  Foot  Legs
9 months ago
6:03

JizzBunker

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Ballbusting  Hostess  Extreme  femdom  Cruel  mistress  PTA  Binding  Chastity  Sissy  leg  Legs
8 months ago
4:32

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