Sissy Anal: 530 Videos

Dominatrix feminizes Sissy and turns her into a maid
1 year ago
5:01

JizzBunker

Dominatrix feminizes Sissy and turns her into a maid

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Tygra blonde sissy shakes her dirty whore big ass
1 year ago
5:06

XXXDan

Tygra blonde sissy shakes her dirty whore big ass

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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 dildo fucks huge cock in chastity then cums
1 year ago
2:24

JizzBunker

Sissy dildo fucks huge cock in chastity then cums

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Sissy Hailey Doll gets her holes ruined by BBC😈
1 year ago
2:05

xHamster

Sissy Hailey Doll gets her holes ruined by BBC😈

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BBW Sissy Girl in Chastity Rides Her Favorite Dildo
1 year ago
10:15

XXXDan

BBW Sissy Girl in Chastity Rides Her Favorite Dildo

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Sissy cums in chastity and licks it all up
43 days ago
14:03

JizzBunker

Sissy cums in chastity and licks it all up

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Crossdresser sissy tranny sounding down and garter belt 24
4 months ago
12:18

JizzBunker

Crossdresser sissy tranny sounding down and garter belt 24

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Sissy-transvestite fucked naked and spanked by chubby daddy
1 year ago
10:50

XXXDan

Sissy-transvestite fucked naked and spanked by chubby daddy

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Femboys and big ass sissy fuck hot part 1
1 year ago
37:08

XXXDan

Femboys and big ass sissy fuck hot part 1

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

xHamster

Big Cumshot From the Top, Tranny MILF, Sissy Slut

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

JizzBunker

Slutty sissy fucks her ass with huge black dildo

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

AnyPorn

feminine sissy gets horny anal fucked in the ass

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Oh what a cute hot sissy gets fucked hard
1 year ago
6:25

JizzBunker

Oh what a cute hot sissy gets fucked hard

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Mobile version - UK Sissy Katy sucks and gets fucked
5 months ago
16:01

XXXDan

Mobile version - UK Sissy Katy sucks and gets fucked

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Young sissy cums with a dildo in her ass
1 year ago
11:32

XXXDan

Young sissy cums with a dildo in her ass

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

XXXDan

SH Club-Sissy Slut Arieles Dildo Ride And Cum

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Brazilian sissy giving ass dressed as a police officer
1 year ago
2:05

XXXDan

Brazilian sissy giving ass dressed as a police officer

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Sissy Hope Slut tease and denial play time compilation
6 months ago
39:58

JizzBunker

Sissy Hope Slut tease and denial play time compilation

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SISSY SISIFICATION CHASTITY ANAL PEGGING FEMDOM WORSHIP DOMINATION BNWO
1 year ago
11:03

JizzBunker

SISSY SISIFICATION CHASTITY ANAL PEGGING FEMDOM WORSHIP DOMINATION BNWO

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Anal Fuck Strapon Fetish Femdom Sissy Bi Workout Humiliation
2 years ago
12:38

XXXDan

Anal Fuck Strapon Fetish Femdom Sissy Bi Workout Humiliation

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Gay porn.Slut sissy crossdresser fucking big black dildo
1 year ago
7:29

xHamster

Gay porn.Slut sissy crossdresser fucking big black dildo

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

XXXDan

Sissy boy VovcixFox in pantyhose Fingering his Tight Asshole

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Sissy cums while putting a dildo in her ass
1 year ago
7:40

XXXDan

Sissy cums while putting a dildo in her ass

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Sissy Lia - fucking with my BBC dildo - DWT CD
1 year ago
3:52

XXXDan

Sissy Lia - fucking with my BBC dildo - DWT CD

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Fucking My Ass Until Sissygasm Lke a Sissy Bitch
7 months ago
6:01

XXXDan

Fucking My Ass Until Sissygasm Lke a Sissy Bitch

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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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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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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 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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Once again, all in the fist of my sissy ass
1 year ago
7:35

XXXDan

Once again, all in the fist of my sissy ass

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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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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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IR latex TS MILF barebacks black asshole of her sissy
2 years ago
5:40

XXXDan

IR latex TS MILF barebacks black asshole of her sissy

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Sissy Daisy Sucks Crossdresser Bailey Wilde's Huge Cock
1 year ago
6:39

xHamster

Sissy Daisy Sucks Crossdresser Bailey Wilde's Huge Cock

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Sissy gets fucked by BBC in her sexy pink lingerie
25 days ago
14:57

JizzBunker

Sissy gets fucked by BBC in her sexy pink lingerie

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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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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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Amateur sissy gay twink anal movies Damien Telrue and Dustin
7 years ago
7:10

NuVid

Amateur sissy gay twink anal movies Damien Telrue and Dustin

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Streaching My Sissy Fat Ass with Huge Toys - Part 02
1 year ago
15:54

xHamster

Streaching My Sissy Fat Ass with Huge Toys - Part 02

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Bisexual sissy husband gets fucked by three women with strapons
1 year ago
21:55

xHamster

Bisexual sissy husband gets fucked by three women with strapons

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Young sissy gay twink anal fucked Timmy Gets Taught A
6 years ago
7:02

DrTuber

Young sissy gay twink anal fucked Timmy Gets Taught A

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

JizzBunker

Young Trap Fucks Herself with Dildo and Cums sissy Orgasm

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Gay Sissy crossdresser Fuck and blowjob with big black dildo
1 year ago
7:35

xHamster

Gay Sissy crossdresser Fuck and blowjob with big black dildo

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Sissy Crossdresser Rides John Thomas Master POV Huge Fake tits
1 year ago
5:11

xHamster

Sissy Crossdresser Rides John Thomas Master POV Huge Fake tits

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Sissy slut used by daddy and got cum on face
1 year ago
7:14

JizzBunker

Sissy slut used by daddy and got cum on face

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Sissy fagot crossdresser fucks in the ass and sucks dick
1 year ago
12:17

XXXDan

Sissy fagot crossdresser fucks in the ass and sucks dick

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Big ass tranny milf plays with huge dildos - sissy slut
1 year ago
1:41

JizzBunker

Big ass tranny milf plays with huge dildos - sissy slut

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Wife pegging femboy sissy and milking cock to prostate orgasm
2 years ago
14:58

XXXDan

Wife pegging femboy sissy and milking cock to prostate orgasm

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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 SLUT IN SILVER AND PURPLE SHOW FUCKING HER TOYS
5 months ago
17:32

JizzBunker

SISSY SLUT IN SILVER AND PURPLE SHOW FUCKING HER TOYS

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Trans sissy sucks a big dildo, rides it and cums
1 year ago
6:19

xHamster

Trans sissy sucks a big dildo, rides it and cums

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Crossdresser sissy takes BBC and gets creampied deep in pussy
1 year ago
9:58

XXXDan

Crossdresser sissy takes BBC and gets creampied deep in pussy

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Femdom babe in fishnet stockings ass drilled by sissy crossdresser
2 years ago
7:40

XXXDan

Femdom babe in fishnet stockings ass drilled by sissy crossdresser

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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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CD Sissy Slut Pig Ass fucked Fuck Machine huge Dildo
7 years ago
1:42

xHamster

CD Sissy Slut Pig Ass fucked Fuck Machine huge Dildo

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girl mature bbw piss anal fisting sissy dildo sextoy 204
8 years ago
1:47

xHamster

girl mature bbw piss anal fisting sissy dildo sextoy 204

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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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Mistress fucks sissy twink in his anal hole so brutal
10 months ago
6:05

XXXDan

Mistress fucks sissy twink in his anal hole so brutal

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Sweet sissy enjoying big black dildo deep in her ass
1 year ago
9:11

xHamster

Sweet sissy enjoying big black dildo deep in her ass

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

XXXDan

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

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This sissy redhead loves having a black rod in her ass
3 years ago
8:48

JizzBunker

This sissy redhead loves having a black rod in her ass

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

xHamster

sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE

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

XXXDan

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

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Sissy Maid Rides Her Doll in Chastity and Has a Sissygasm
28 days ago
14:14

XXXDan

Sissy Maid Rides Her Doll in Chastity and Has a Sissygasm

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

XXXDan

sissy punished and fucked for removeing her chastity part 3 final

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

JizzBunker

Sissy Sofie Rides Huge Dildo In Pink Heels And High Socks

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Thin sissy boy gets his asshole and mouth filled with cock
8 months ago
29:56

XXXDan

Thin sissy boy gets his asshole and mouth filled with cock

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

xHamster

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

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Sissy got so used to it that she whined for mercy
1 year ago
11:06

JizzBunker

Sissy got so used to it that she whined for mercy

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SissyCDMish - Sissy cam whore with chastity cage, butt plug and dildo
1 year ago
10:55

XXXDan

SissyCDMish - Sissy cam whore with chastity cage, butt plug and dildo

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Sissy Butt Tiffany Ciskiss fucking in Xxxl Seamonster Dildo Special Cut
1 year ago
16:39

XXXDan

Sissy Butt Tiffany Ciskiss fucking in Xxxl Seamonster Dildo Special Cut

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Sissy slut sissygasm and plays with Ai waiting for grindr date
1 year ago
7:24

xHamster

Sissy slut sissygasm and plays with Ai waiting for grindr date

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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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My mistress fuck sissy slave ass with dildo, strapon and piss
1 year ago
16:18

XXXDan

My mistress fuck sissy slave ass with dildo, strapon and piss

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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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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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my mistress wife fuck sissy slave hole deep hard with dildo
6 years ago
12:08

JizzBunker

my mistress wife fuck sissy slave hole deep hard with dildo

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

JizzBunker

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

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

JizzBunker

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

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

JizzBunker

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

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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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Squirting, Prolapse and hands free cum on big Toys. Sissy cunt workout
2 months ago
12:27

XXXDan

Squirting, Prolapse and hands free cum on big Toys. Sissy cunt workout

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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 tied up in chastity cage with butt plug ready to fuck
1 year ago
5:54

XXXDan

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

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

XXXDan

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

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

XXXDan

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

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

JizzBunker

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

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

JizzBunker

SISSY LOVELASKA - New dig dildo. new big size

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

XXXDan

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4 years ago
8:04

JizzBunker

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11 months ago
3:00

xHamster

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1 year ago
1:58

JizzBunker

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11 months ago
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xHamster

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11 months ago
3:52

xHamster

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1 year ago
13:58

xHamster

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1 year ago
6:20

xHamster

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1 year ago
8:04

XXXDan

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2 years ago
8:59

JizzBunker

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1 year ago
1:34

xHamster

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1 year ago
2:02

JizzBunker

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6 years ago
24:47

XXXDan

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3 years ago
20:23

XXXDan

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5 years ago
17:12

JizzBunker

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1 year ago
1:41

xHamster

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7 months ago
7:38

JizzBunker

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1 year ago
2:17

XXXDan

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10 months ago
7:34

JizzBunker

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1 year ago
1:59

xHamster

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3 years ago
10:05

JizzBunker

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1 year ago
5:38

xHamster

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1 year ago
10:03

JizzBunker

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11 months ago
9:39

xHamster

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1 year ago
9:09

xHamster

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2 years ago
15:30

XXXDan

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3 years ago
9:59

XXXDan

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Part 1 - Mexican Japanese Skull Fucks Me Then Pounds My White Ass Hard - Candy Sissy Ass
1 year ago
5:59

JizzBunker

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6 years ago
0:38

xHamster

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1 year ago
1:46

xHamster

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57 days ago
42:18

XXXDan

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1 year ago
15:19

xHamster

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1 year ago
11:31

XXXDan

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4 months ago
18:03

JizzBunker

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5 months ago
50:39

XXXDan

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1 year ago
13:16

XXXDan

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1 year ago
2:47

XXXDan

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1 year ago
7:36

xHamster

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57 days ago
34:36

XXXDan

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1 year ago
2:07

xHamster

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1 year ago
6:50

XXXDan

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3 years ago
5:00

JizzBunker

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1 year ago
24:45

JizzBunker

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1 year ago
11:44

XXXDan

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1 year ago
10:14

xHamster

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1 year ago
5:22

JizzBunker

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3 years ago
14:08

JizzBunker

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1 year ago
8:51

XXXDan

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4 months ago
26:04

JizzBunker

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1 year ago
8:02

JizzBunker

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