Wanking for my sir after he let me out my box
2 years ago
12:36

KeekAss

Wanking for my sir after he let me out my box

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Real Sissy Maid Service
1 year ago
3:49

KeekAss

Real Sissy Maid Service

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Sissy and the City (part 1 -Demonstrating Dick Cell)
1 year ago
15:00

KeekAss

Sissy and the City (part 1 -Demonstrating Dick Cell)

Tags: amateur, anal, brunette, cage, crossdressing, cum, dick

Jackie Israeli fondling herself
1 year ago
8:07

KeekAss

Jackie Israeli fondling herself

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Odd And Her Astolfo Orgy Marionette Part two
1 year ago
16:35

KeekAss

Odd And Her Astolfo Orgy Marionette Part two

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No more box and concludes up with a money-shot.
1 year ago
3:28

KeekAss

No more box and concludes up with a money-shot.

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Sissy Oksana railing a monster fake penis
1 year ago
8:05

KeekAss

Sissy Oksana railing a monster fake penis

Tags: amateur, anal, anal toying, cage, crossdressing, dick, dildo

Nun Fake Penis Dommed & Smacked By Priest PREVIEW
1 year ago
3:50

KeekAss

Nun Fake Penis Dommed & Smacked By Priest PREVIEW

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Sissy victim Oksana showcases urinate, cucumber and orange flash in vid talk with her Sir
2 years ago
8:04

KeekAss

Sissy victim Oksana showcases urinate, cucumber and orange flash in vid talk with her Sir

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TRANSSEXUAL Polly Verve Cock Rendezvous Innocence POINT OF VIEW Jerk Off Instructions
2 years ago
3:34

KeekAss

TRANSSEXUAL Polly Verve Cock Rendezvous Innocence POINT OF VIEW Jerk Off Instructions

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Trans babe fucks ginger gf and cucking pathetic bf in the cage
3 years ago
8:00

XXXDan

Trans babe fucks ginger gf and cucking pathetic bf in the cage

Tags: anal, babe, bdsm, bondage, boyfriend, cage, erotic

Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage
2 years ago
16:07

xHamster

Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage

Tags: amateur, anal, assfucking, big cock, blowjob, british, cage

DIMINUTIVE TEENIE SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE EJACULATION
3 years ago
6:35

KeekAss

DIMINUTIVE TEENIE SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE EJACULATION

Tags: amateur, anal, assfucking, cage, creampie, crossdressing, cum

Fucked With Chastity Cage Black Dildo
2 years ago
3:55

ShemaleZ

Fucked With Chastity Cage Black Dildo

Tags: amateur, black, cage, dildo, hd, shemale, solo

Sissy jizm with extraordinary slammed nub
2 years ago
6:13

KeekAss

Sissy jizm with extraordinary slammed nub

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Sissy Femboy Pissing In Chastity Cage With Emily Girl
1 year ago
5:53

ShemaleZ

Sissy Femboy Pissing In Chastity Cage With Emily Girl

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Sisk On Pink Thong And Chastity Cage Release
1 year ago
3:23

ShemaleZ

Sisk On Pink Thong And Chastity Cage Release

Tags: amateur, asian, cage, hd, stockings, thong

Shemale Cum After Play With Huge Dildo & Cage
3 years ago
16:49

ShemaleZ

Shemale Cum After Play With Huge Dildo & Cage

Tags: amateur, big tits, cage, cum, hd, huge dildo, shemale

Sissy Oksana 2021 rails a fat fuck stick and gets sissygasm in chastity_230518
1 year ago
4:59

KeekAss

Sissy Oksana 2021 rails a fat fuck stick and gets sissygasm in chastity_230518

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Sissy Oksana 2021 rails a monstrous fake penis and gets sissygasm in chastity_ 230518 _cam.two
1 year ago
4:48

KeekAss

Sissy Oksana 2021 rails a monstrous fake penis and gets sissygasm in chastity_ 230518 _cam.two

Tags: amateur, anal, ass, cage, crossdressing, dick, dildo

Sugary-Sweet TRANSSEXUAL Jail Guard Drika Lima Strokes in Empty Cage
3 years ago
8:12

KeekAss

Sugary-Sweet TRANSSEXUAL Jail Guard Drika Lima Strokes in Empty Cage

Tags: anal, ass, big ass, big cock, big tits, blowjob, brunette

Putting Box while rock-hard
2 years ago
2:32

KeekAss

Putting Box while rock-hard

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MaureenNadh - POV Masturbation, Unlocked The Cage, Cheating My Master
1 year ago
3:26

xHamster

MaureenNadh - POV Masturbation, Unlocked The Cage, Cheating My Master

Tags: amateur, asian, beauty, big cock, cage, cheating, crossdressing

Embarrassed Sissy in Chastity Cage Exposing little Clitty
4 years ago
0:47

xHamster

Embarrassed Sissy in Chastity Cage Exposing little Clitty

Tags: amateur, cage, hd, ladyboy, shemale, sissy, solo

I Fuck My Ass Until My Cage Get Filled And Wet
1 year ago
7:15

ShemaleZ

I Fuck My Ass Until My Cage Get Filled And Wet

Tags: amateur, ass, blonde, cage, hd, latina, shemale

Luna In Chastity Cage Gets Horny And Cums - Luna Rodriguez Montero
3 years ago
19:29

HClips

Luna In Chastity Cage Gets Horny And Cums - Luna Rodriguez Montero

Tags: amateur, bdsm, big tits, brunette, cage, cum, cum in mouth

Rainbow femboy in a innocence cell and glistening leotard rails a BIG BLACK COCK fake penis
3 years ago
5:24

KeekAss

Rainbow femboy in a innocence cell and glistening leotard rails a BIG BLACK COCK fake penis

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plump sissy gets to electro-hitachi in purity
2 years ago
2:28

KeekAss

plump sissy gets to electro-hitachi in purity

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So I Streamed for Parent this Summer
4 years ago
24:01

KeekAss

So I Streamed for Parent this Summer

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Cage And Dildo
2 years ago
3:03

ShemaleZ

Cage And Dildo

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Sissy Daily Basics: Some ass-fuck joy in v-card
2 years ago
21:30

KeekAss

Sissy Daily Basics: Some ass-fuck joy in v-card

Tags: amateur, anal, assfucking, buttplug, cage, crossdressing, dildo

Sissy has to show her chastity cage
3 years ago
0:39

xHamster

Sissy has to show her chastity cage

Tags: amateur, bdsm, cage, hd, latex, lingerie, mistress

Femboy in rainbow thighhighs and v-card box uses six inch fake penis in the culo
3 years ago
6:33

KeekAss

Femboy in rainbow thighhighs and v-card box uses six inch fake penis in the culo

Tags: amateur, anal, boy, cage, crossdressing, dick, dildo

Sissy instructing: how to jizm in purity? Rail ever fatter fuck sticks to sissygasm
3 years ago
20:38

KeekAss

Sissy instructing: how to jizm in purity? Rail ever fatter fuck sticks to sissygasm

Tags: amateur, anal, anal toying, assfucking, black, boy, cage

Pinkish Sissy Locking her Lil' Gutless Clitty in the Tiniest V-Card Cell
4 years ago
8:21

KeekAss

Pinkish Sissy Locking her Lil' Gutless Clitty in the Tiniest V-Card Cell

Tags: amateur, ass, cage, crossdressing, cute, fetish, hd

Sissy In Slutty And Chastity Cage Gets Ass Up To Take A Full Bottle Of Beer In The Ass - Mini Dress
2 years ago
3:11

ShemaleZ

Sissy In Slutty And Chastity Cage Gets Ass Up To Take A Full Bottle Of Beer In The Ass - Mini Dress

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Encaged, piss, first-timer
2 years ago
9:48

HDSex

Encaged, piss, first-timer

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Flawless TRANSSEXUAL Penalty
5 years ago
9:34

KeekAss

Flawless TRANSSEXUAL Penalty

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Tina Noxx spreads her scanty booty with an inflatable butt-plug
2 years ago
3:37

KeekAss

Tina Noxx spreads her scanty booty with an inflatable butt-plug

Tags: amateur, anal, ass, big ass, booty, buttplug, cage

Wondrous Soiree Tgirl Wants You To Poke Her On The Sofa
2 years ago
6:23

KeekAss

Wondrous Soiree Tgirl Wants You To Poke Her On The Sofa

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Sissy Maid Squirts through Her Cage
5 years ago
32:52

ShemaleZ

Sissy Maid Squirts through Her Cage

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Tgirl In Chastity Cage Plays With Anal Beads
1 year ago
6:09

ShemaleZ

Tgirl In Chastity Cage Plays With Anal Beads

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Sissyfas :: Uncaged, used, edged and denied. OMG!!
1 year ago
20:37

KeekAss

Sissyfas :: Uncaged, used, edged and denied. OMG!!

Tags: amateur, anal, bdsm, cage, crossdressing, handjob, hd

Hot Sissy In Tiny Chastity Cage Masturbates With Vibrator
1 year ago
8:43

ShemaleZ

Hot Sissy In Tiny Chastity Cage Masturbates With Vibrator

Tags: amateur, big ass, cage, hd, lingerie, masturbation, shemale

Nasty Shemale Sorona Strokes Her Cock With A Hair Clip Chastity Cage And Cum All Over
1 year ago
13:04

ShemaleZ

Nasty Shemale Sorona Strokes Her Cock With A Hair Clip Chastity Cage And Cum All Over

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Jessica908x getting nailed by machine
2 years ago
3:56

KeekAss

Jessica908x getting nailed by machine

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DIMINUTIVE NUBILE SISSY CROSSDRESSER JUGGLES ON PINKISH FUCK STICK 4K
2 years ago
10:34

KeekAss

DIMINUTIVE NUBILE SISSY CROSSDRESSER JUGGLES ON PINKISH FUCK STICK 4K

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Rosy Mega-Slut Has Numerous Sissygasms
2 years ago
10:24

KeekAss

Rosy Mega-Slut Has Numerous Sissygasms

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Small Teen Sissy Crossdresser In Chasity Cage Gapes Ass And Plays With
3 years ago
12:15

ShemaleZ

Small Teen Sissy Crossdresser In Chasity Cage Gapes Ass And Plays With

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Lil' v-card taunt
2 years ago
2:04

KeekAss

Lil' v-card taunt

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Teen Femboy Cums In Cage With Vibrator!
2 years ago
7:52

ShemaleZ

Teen Femboy Cums In Cage With Vibrator!

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Sissy Sophie Tearing Up Her Fake Penis Like a Mega-Bitch! (Compilation)
1 year ago
10:50

KeekAss

Sissy Sophie Tearing Up Her Fake Penis Like a Mega-Bitch! (Compilation)

Tags: amateur, anal, anal toying, big ass, bitch, brunette, cage

Encaged Mega-Slut Pulverizes Rump and Gapes!
2 years ago
5:34

KeekAss

Encaged Mega-Slut Pulverizes Rump and Gapes!

Tags: amateur, anal, anal toying, ass, big ass, cage, crossdressing

Fresh movie of yours really studying the epic Warrior lovemaking plaything from Babe Have Fun Cage.
1 year ago
5:11

KeekAss

Fresh movie of yours really studying the epic Warrior lovemaking plaything from Babe Have Fun Cage.

Tags: amateur, babe, blonde, cage, crossdressing, funny, hd

Tranny with a XXL manmeat attempting to put on a innocence box
2 years ago
17:49

KeekAss

Tranny with a XXL manmeat attempting to put on a innocence box

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Sissymia Small Chastity Cage Cumshot
1 year ago
3:40

ShemaleZ

Sissymia Small Chastity Cage Cumshot

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Submissive Sissy Slut Takes Off Cage And Blows Huge Load
2 years ago
24:07

ShemaleZ

Submissive Sissy Slut Takes Off Cage And Blows Huge Load

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Great Ass Mature Tgirl In Cage And Cum No Hands
1 year ago
4:49

ShemaleZ

Great Ass Mature Tgirl In Cage And Cum No Hands

Tags: amateur, ass, big ass, blonde, cage, cum, hd

In Chastity Cage And Butt Plug
1 year ago
15:25

ShemaleZ

In Chastity Cage And Butt Plug

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V-Card Box and Spandex Tights! 201702
3 years ago
21:20

KeekAss

V-Card Box and Spandex Tights! 201702

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October 2022 #4 My Daily Penetration #4 Fist Cage With Lizzy Yum
2 years ago
15:51

ShemaleZ

October 2022 #4 My Daily Penetration #4 Fist Cage With Lizzy Yum

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Sissy hoe gets numerous sissygasms from ass fucking onanism
2 years ago
11:22

KeekAss

Sissy hoe gets numerous sissygasms from ass fucking onanism

Tags: amateur, anal, anal toying, assfucking, cage, crossdressing, cum

Sissy Slut Lori Her Ass And Chastity Cage
3 years ago
8:47

ShemaleZ

Sissy Slut Lori Her Ass And Chastity Cage

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Machine fuckin' in purity cell
1 year ago
8:08

KeekAss

Machine fuckin' in purity cell

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Exposed Cd Sissy Katie Does Live Show In Chastity Cage
1 year ago
28:44

ShemaleZ

Exposed Cd Sissy Katie Does Live Show In Chastity Cage

Tags: amateur, cage, lingerie, shemale, sissy, small tits, solo

Sissyslut Witnessing Mental Domination Vids in Iron V-Card Cell
2 years ago
2:25

KeekAss

Sissyslut Witnessing Mental Domination Vids in Iron V-Card Cell

Tags: amateur, cage, crossdressing, cum, domination, fetish, handjob

Femboy Taking The Chastity Cage Off To Finally Cum Hard
2 years ago
7:40

ShemaleZ

Femboy Taking The Chastity Cage Off To Finally Cum Hard

Tags: amateur, cage, cum, cumshot, hd, ladyboy, shemale

Beautiful Sissy Crossdresser With Her Playthings
2 years ago
17:16

KeekAss

Beautiful Sissy Crossdresser With Her Playthings

Tags: amateur, anal, assfucking, beauty, brunette, cage, crossdressing

Goth Sissy Playing & Sissygasm Dual Faux-Cock
2 years ago
5:31

KeekAss

Goth Sissy Playing & Sissygasm Dual Faux-Cock

Tags: amateur, anal, anal toying, cage, crossdressing, cum, dick

Asian Femboy Tries Out The New Dildo With Chastity Cage
1 year ago
24:36

HClips

Asian Femboy Tries Out The New Dildo With Chastity Cage

Tags: amateur, asian, cage, dildo, hd, ladyboy, shemale

Iron V-Card Box and Striped Thighhighs 201801
3 years ago
28:22

KeekAss

Iron V-Card Box and Striped Thighhighs 201801

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Mastrubating In My Mutt Cell
3 years ago
7:33

KeekAss

Mastrubating In My Mutt Cell

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Just Look! Femboy Sara Cage Has Mind-blowing Orgasm!!
2 years ago
3:37

ShemaleZ

Just Look! Femboy Sara Cage Has Mind-blowing Orgasm!!

Tags: amateur, cage, hd, orgasm, shemale, solo, stockings

Sissy Kitten Lexi plugs her ass in a spiked chastity cage
5 years ago
3:48

ShemaleZ

Sissy Kitten Lexi plugs her ass in a spiked chastity cage

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Alt shemale fucks slave from cage
5 years ago
4:41

ShemaleZ

Alt shemale fucks slave from cage

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