Sissy: 1662 Videos

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

xHamster

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

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

xHamster

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

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

JizzBunker

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

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

JizzBunker

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

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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 Housemaid fucked my wife in the ass and I loved it
2 years ago
6:12

JizzBunker

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

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Sissy slut Bess fucks and cums big in the mall parking lot
1 year 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
1 year ago
5:36

XXXDan

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

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OLD4K. pushes his cock inside her sissy and ass after a blowjob
1 year ago
10:24

XXXDan

OLD4K. pushes his cock inside her sissy and ass after a blowjob

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21 year old pegging fucks sissy in group sex with strapon, CFNM
1 year ago
8:01

XXXDan

21 year old pegging fucks sissy in group sex with strapon, CFNM

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

xHamster

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

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Sissy Gaping to the max with plugs and dildos while in chastity
58 days ago
41:25

JizzBunker

Sissy Gaping to the max with plugs and dildos while in chastity

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

XXXDan

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

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

xHamster

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

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

JizzBunker

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

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

JizzBunker

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

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

xHamster

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

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

AnyPorn

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

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

AshemaleOne

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

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

XXXDan

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

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

XXXDan

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

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

PornoXO

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

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Strapon babe pegs sissy and doesnt let him cum until she says
2 years 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
2 years ago
7:41

XXXDan

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

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

XXXDan

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

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HOT CUMSHOT. Handless Big Load Cumming Cute Ladyboy Crossdresser Cosplayer Model Sissy
1 year ago
6:00

xHamster

HOT CUMSHOT. Handless Big Load Cumming Cute Ladyboy Crossdresser Cosplayer Model Sissy

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

XXXDan

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

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

DrTuber

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

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

BravoTube

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

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

XXXDan

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

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

JizzBunker

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

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

XXXDan

Ballbusting Hostess Extreme femdom Cruel mistress PTA Binding Chastity Sissy leg Legs

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

XXXDan

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

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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 Slut Michelle Education How to Erotically Put on and Use Condoms
4 months ago
45:30

XXXDan

Sissy Slut Michelle Education How to Erotically Put on and Use Condoms

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

AnyPorn

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

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

xHamster

me natalie gay sissy finger my big booty tight pink boi pussy

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

JizzBunker

Ballbusting Hostess Extreme femdom Cruel mistress PTA Binding Chastity Sissy leg Legs

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

NuVid

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

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

XXXDan

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

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

JizzBunker

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

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

XXXDan

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

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Jackie Israeli Sissy learns slowly how to cum with her chastity on
5 months ago
13:24

JizzBunker

Jackie Israeli Sissy learns slowly how to cum with her chastity on

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Hot Milf Takes Sissy Maids Big Cock In Her Mouth Before Cumshot
1 year ago
7:31

XXXDan

Hot Milf Takes Sissy Maids Big Cock In Her Mouth Before Cumshot

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

xHamster

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

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Mature Sissy with big tits sucking her lover's hard cock
3 months ago
6:54

AnyPorn

Mature Sissy with big tits sucking her lover's hard cock

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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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Ballbusting  Mistress  Extreme  Femdom  Cruel  Dominatrix  CBT  Pegging  Chastity  Sissy  Foot  Feet
2 years ago
3:57

XXXDan

Ballbusting Mistress Extreme Femdom Cruel Dominatrix CBT Pegging Chastity Sissy Foot Feet

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

JizzBunker

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

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Slutty Sissy Bess walks out of her bottomless apartment and almost gets caught.
1 year ago
10:00

JizzBunker

Slutty Sissy Bess walks out of her bottomless apartment and almost gets caught.

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SISSY PUSSY. Licking Sweet Cute Candy Ladyboy Body, White Shemale HorNy BBW Crossdresser
9 months ago
5:48

JizzBunker

SISSY PUSSY. Licking Sweet Cute Candy Ladyboy Body, White Shemale HorNy BBW Crossdresser

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It's hard to skip games with sissy studs that include pain
6 years ago
5:09

DrTuber

It's hard to skip games with sissy studs that include pain

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SISSY SOUNDING -35 -ZO GEILE FEMBOY - BLONDE RUNNING - SOLO - SOUND - EXPERIENCED DEEP ANAL
1 year ago
6:00

XXXDan

SISSY SOUNDING -35 -ZO GEILE FEMBOY - BLONDE RUNNING - SOLO - SOUND - EXPERIENCED DEEP ANAL

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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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Sex movies sissy boy and scene emo boys in gay porn first ti
9 years ago
5:18

DrTuber

Sex movies sissy boy and scene emo boys in gay porn first ti

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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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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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Amateur crossdresser Kellycd2022 sexy milf in stockings and heels outdoors sissy panties masturbation
4 months ago
13:21

JizzBunker

Amateur crossdresser Kellycd2022 sexy milf in stockings and heels outdoors sissy panties masturbation

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AUDIO ONLY - All female alien race turns men into fat sissy pigs humiliation
1 year ago
2:27

xHamster

AUDIO ONLY - All female alien race turns men into fat sissy pigs humiliation

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Sissy Bi Cheer Role Play With Tattooed Punk Goddess Recording Private Live Show
2 years ago
5:43

JizzBunker

Sissy Bi Cheer Role Play With Tattooed Punk Goddess Recording Private Live Show

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in a hayloft two sexy sissy guys go at it stiff until t
1 year ago
8:51

PornoXO

in a hayloft two sexy sissy guys go at it stiff until t

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Big Cumshot Cute Legs of Hot Ladyboy Sexy Shemale Model Princess Sissy Crossdresser
10 months ago
5:28

JizzBunker

Big Cumshot Cute Legs of Hot Ladyboy Sexy Shemale Model Princess Sissy Crossdresser

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Sissy is a sex goddess in lingerie who wants to feel two boners
6 years ago
8:58

BravoTube

Sissy is a sex goddess in lingerie who wants to feel two boners

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BUBBLE BUTT. Hot Shemale Model Crossdresser Sissy Homemade Amateur Dancer and Cosplayer Kitty
7 months ago
23:08

JizzBunker

BUBBLE BUTT. Hot Shemale Model Crossdresser Sissy Homemade Amateur Dancer and Cosplayer Kitty

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4.9 Dominatrix helps sissy suck cock and prepare her ass for bareback
2 years ago
7:02

XXXDan

4.9 Dominatrix helps sissy suck cock and prepare her ass for bareback

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Chubby sissy pisses in bed multiple times and jerks off with massage gun
11 months ago
9:05

JizzBunker

Chubby sissy pisses in bed multiple times and jerks off with massage gun

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Marvelous Sissy gets her hairy pussy slammed hardcore in a close up clip
10 years ago
4:56

BravoTube

Marvelous Sissy gets her hairy pussy slammed hardcore in a close up clip

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ALL MY MOMS LOVE - NN - PIGHOLE - PYRAMIDE - DIRTYGARDENBOY - DGB - MULTIPLE EXTREME BIG TOYS - SISSY
3 years ago
8:04

JizzBunker

ALL MY MOMS LOVE - NN - PIGHOLE - PYRAMIDE - DIRTYGARDENBOY - DGB - MULTIPLE EXTREME BIG TOYS - SISSY

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I LOVE the linking! Adara Jordin treats me like a fucking sissy on SweetFemdom
11 months ago
5:43

XXXDan

I LOVE the linking! Adara Jordin treats me like a fucking sissy on SweetFemdom

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Sissy Sneak attack, with Miss A and her huge Mr hankey's Duke
1 year ago
5:27

xHamster

Sissy Sneak attack, with Miss A and her huge Mr hankey's Duke

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LADIES USE DUDES - Horny maid with strapon and angry girlfriend pegging sissy in threesome
1 year ago
5:00

XXXDan

LADIES USE DUDES - Horny maid with strapon and angry girlfriend pegging sissy in threesome

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Oiling My Body Sexy Blonde Shiny Skin Ladyboy Model Sissy Femboy Crossdresser And Cosplayer
1 year ago
6:21

xHamster

Oiling My Body Sexy Blonde Shiny Skin Ladyboy Model Sissy Femboy Crossdresser And Cosplayer

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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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Hot femdom penetrates sissy slaves in tight asshole with huge black strap-on cock
2 years ago
10:02

XXXDan

Hot femdom penetrates sissy slaves in tight asshole with huge black strap-on cock

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She Sucked My BBC Bevor Fuck - Sexy Sissy Rozebell Fucked with Happy End Full
40 days ago
16:26

XXXDan

She Sucked My BBC Bevor Fuck - Sexy Sissy Rozebell Fucked with Happy End Full

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Sissy Maid Strapped to Bed Spread Eagle in Chastity with Vibrating Sheath and Tens Unit
1 year ago
8:45

xHamster

Sissy Maid Strapped to Bed Spread Eagle in Chastity with Vibrating Sheath and Tens Unit

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Black Underpants Blue Sexy Dress Sissy Slut Crossdresser White Body Gay Twink Hairless Yummy Skin
1 year ago
5:42

xHamster

Black Underpants Blue Sexy Dress Sissy Slut Crossdresser White Body Gay Twink Hairless Yummy Skin

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Amateur crossdresser Kellycd2022 Sexy MILF peeing in her pink panties and pantyhose outdoor sissy masturbation
1 year ago
11:52

JizzBunker

Amateur crossdresser Kellycd2022 Sexy MILF peeing in her pink panties and pantyhose outdoor sissy masturbation

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Sex-crazed Sissy Lara White gapes her ass with a big dildo in the shower
1 year ago
11:12

xHamster

Sex-crazed Sissy Lara White gapes her ass with a big dildo in the shower

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Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine
46 days ago
32:34

JizzBunker

Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine

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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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Worship Your Mistress, Sissy  Smoke With Me - Smoking Fetish Domme Femdom Stockings Footjob - Tina Snua
2 years ago
21:25

JizzBunker

Worship Your Mistress, Sissy Smoke With Me - Smoking Fetish Domme Femdom Stockings Footjob - Tina Snua

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HETEROFLEXIBLE - Sissy femboy with chastity cage offers big cock college bully his tight ass to fuck
1 year ago
10:36

XXXDan

HETEROFLEXIBLE - Sissy femboy with chastity cage offers big cock college bully his tight ass to fuck

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Doggy style anal for this red hot T girl from a needy sissy who loves dick
1 year ago
23:58

xHamster

Doggy style anal for this red hot T girl from a needy sissy who loves dick

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Joanna Sissygasm during a live stream - Sissy Slut Crossdresser Femboy Hands free cum Ruined orgasm cumshot
11 months ago
6:47

xHamster

Joanna Sissygasm during a live stream - Sissy Slut Crossdresser Femboy Hands free cum Ruined orgasm cumshot

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Small Penis Humiliation, Strap-on and Sissy Dirty Talk Compilation Femdom POV Video by Arya Grander
1 year ago
8:12

xHamster

Small Penis Humiliation, Strap-on and Sissy Dirty Talk Compilation Femdom POV Video by Arya Grander

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Riding a Big Dildo Like a Sissy Slut - Feet
1 year ago
3:34

xHamster

Riding a Big Dildo Like a Sissy Slut - Feet

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2 guys fuck an amateur sissy outdoors, part 2
1 year ago
31:01

XXXDan

2 guys fuck an amateur sissy outdoors, part 2

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Latex femdom ebony with gloves fucks sissy with strapon
1 year ago
7:10

JizzBunker

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A quick fuck with a mature lady Sissy Angel
1 year ago
17:24

XXXDan

A quick fuck with a mature lady Sissy Angel

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Sometimes sweethearts like to give pain to sissy boyz
7 years ago
5:06

DrTuber

Sometimes sweethearts like to give pain to sissy boyz

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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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Busty strapon dominatrix pegging sissy boyfriend with strapon
3 years ago
8:00

JizzBunker

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Massage your cum on your face (sissy katelyn)
9 years ago
5:40

JizzBunker

Massage your cum on your face (sissy katelyn)

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SISSY LOVELASKA - New dig dildo. new big size
9 months ago
7:12

JizzBunker

SISSY LOVELASKA - New dig dildo. new big size

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Cuckold - MILF and BBC Boyfriend and Sissy Husband
2 years ago
12:52

JizzBunker

Cuckold - MILF and BBC Boyfriend and Sissy Husband

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1 year ago
5:00

JizzBunker

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1 year ago
5:13

XXXDan

Big beautiful ass playing with big toys - sissy fucking machine

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You are a little sissy boy and you know it
10 years ago
3:09

xHamster

You are a little sissy boy and you know it

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AJ180 Skinny Sissy in Chaturbate Preshow-Twerk  Jerk in 4K!
1 year ago
2:50

XXXDan

AJ180 Skinny Sissy in Chaturbate Preshow-Twerk Jerk in 4K!

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Big Ass Sissy Fucking Her Ass with a Huge Dildo
1 year ago
1:35

xHamster

Big Ass Sissy Fucking Her Ass with a Huge Dildo

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Sissy brunette Dila rules the world for the first time
3 years ago
8:32

JizzBunker

Sissy brunette Dila rules the world for the first time

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3 months ago
21:43

XXXDan

Silver PVC sissy maid maid eva helmet sanggagg breathplay kigurumi

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Sissy Maid Gets Fucked by Her Doll and Her Machine
6 months ago
21:12

JizzBunker

Sissy Maid Gets Fucked by Her Doll and Her Machine

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Big Cock Sissy Wanking Her Cock And Making A Huge Cumshot
1 year ago
7:48

xHamster

Big Cock Sissy Wanking Her Cock And Making A Huge Cumshot

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FEMDOM DOLL - Tattooed femdom babes talk dirty while poor sissy films
1 year ago
7:40

XXXDan

FEMDOM DOLL - Tattooed femdom babes talk dirty while poor sissy films

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I can teach you everything you need to become a sissy
8 years ago
16:00

xHamster

I can teach you everything you need to become a sissy

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Huge Sissy Ass, Fucked by a Fuck Machine and Huge Toys
1 year ago
3:00

xHamster

Huge Sissy Ass, Fucked by a Fuck Machine and Huge Toys

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3 years ago
8:00

JizzBunker

Big bear and black sissy sluts He fucks her hard and

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Sissy is filled with 100cm extrem dildo - part 2 of 2
1 year ago
13:58

xHamster

Sissy is filled with 100cm extrem dildo - part 2 of 2

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Sexy young sissy in a cage fucks with a big dildo
1 year ago
1:58

JizzBunker

Sexy young sissy in a cage fucks with a big dildo

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Hot blonde bbw sissy femboy video chats with hot Turkish guy
1 year ago
5:43

XXXDan

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1 year ago
6:20

xHamster

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2 years ago
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XXXDan

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1 year ago
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7 years ago
11:16

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4 years ago
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1 year ago
3:52

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15 years ago
7:44

xHamster

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7 years ago
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xHamster

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1 year ago
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xHamster

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10 months ago
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6 years ago
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1 year ago
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6 years ago
7:30

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1 year ago
1:34

xHamster

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10 years ago
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1 year ago
2:02

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3 years ago
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XXXDan

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3 months ago
21:41

XXXDan

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1 year ago
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6 years ago
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6 years ago
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10 months ago
5:45

XXXDan

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3 years ago
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XXXDan

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1 year ago
8:12

xHamster

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2 years ago
7:54

XXXDan

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2 years ago
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1 year ago
1:41

xHamster

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5 years ago
17:12

JizzBunker

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2 years ago
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1 year ago
2:17

XXXDan

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8 months ago
7:38

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9 months ago
13:22

JizzBunker

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1 year ago
2:35

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1 year ago
1:59

xHamster

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1 year ago
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xHamster

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11 months ago
7:34

JizzBunker

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3 years ago
10:05

JizzBunker

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1 year ago
6:56

Sex3

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1 year ago
6:09

XXXDan

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1 year ago
6:29

xHamster

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1 year ago
9:09

xHamster

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1 year ago
9:39

xHamster

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6 years ago
1:25

BravoTube

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1 year ago
10:03

JizzBunker

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1 year ago
5:49

XXXDan

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1 year ago
12:34

xHamster

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2 years ago
5:30

XXXDan

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2 years ago
5:02

XXXDan

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5 years ago
25:15

PornGem

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2 years ago
8:31

XXXDan

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2 years ago
15:30

XXXDan

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3 years ago
9:59

XXXDan

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1 year ago
5:59

JizzBunker

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1 year ago
5:26

JizzBunker

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1 year ago
9:12

xHamster

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6 years ago
0:38

xHamster

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1 year ago
1:46

xHamster

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2 months ago
42:18

XXXDan

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1 year ago
14:38

JizzBunker

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1 year ago
15:19

xHamster

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1 year ago
11:31

XXXDan

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9 months ago
6:28

JizzBunker

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5 months ago
18:03

JizzBunker

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7 years ago
19:03

PornGem

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