Crossdersser release from cock cage
1 year ago
1:23

xHamster

Crossdersser release from cock cage

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Piss compilation - sissy, chastity belt, locked, crossdresser, public, in front of girl, cock cage
1 year ago
10:23

TrannyOne

Piss compilation - sissy, chastity belt, locked, crossdresser, public, in front of girl, cock cage

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Shemale In Purple Stockings Rides On Huge Dildo And Cums In Cage!
1 year ago
11:09

ShemaleZ

Shemale In Purple Stockings Rides On Huge Dildo And Cums In Cage!

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Sissy in Cage Fucking Her Ass
1 year ago
1:36

xHamster

Sissy in Cage Fucking Her Ass

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walk of a sissy in thigh high boots and sex in a cage
1 year ago
10:10

xHamster

walk of a sissy in thigh high boots and sex in a cage

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Creampi sissy ass get deep bbc dildo
1 year ago
2:37

aShemaleTube

Creampi sissy ass get deep bbc dildo

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smok in chastity
1 year ago
5:20

aShemaleTube

smok in chastity

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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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Trans assfuck handballing and rosebud in v-card
1 year ago
10:15

KeekAss

Trans assfuck handballing and rosebud in v-card

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New gurl Missy fucked in chastity at The Sissy Institute
1 year ago
3:54

TrannyOne

New gurl Missy fucked in chastity at The Sissy Institute

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Nano Nano Cums Through Cage
1 year ago
9:56

TrannyOne

Nano Nano Cums Through Cage

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Crossdresser Sissy Training
1 year ago
3:20

aShemaleTube

Crossdresser Sissy Training

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Latina trans in pink chastity cage
1 year ago
1:16

aShemaleTube

Latina trans in pink chastity cage

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Alice Crystal Horny Crossdressing Babe Gets Cocked!
1 year ago
6:12

TrannyOne

Alice Crystal Horny Crossdressing Babe Gets Cocked!

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Stella Loce Glasses Cute Ass Barebacing
1 year ago
6:04

TrannyOne

Stella Loce Glasses Cute Ass Barebacing

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3dxchat found in a cage
1 year ago
4:29

aShemaleTube

3dxchat found in a cage

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Sissy Locks Her Cock In A Chastity Cage
2 years ago
4:13

HClips

Sissy Locks Her Cock In A Chastity Cage

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Perma-Purity and Soft Instructing.
2 years ago
20:26

KeekAss

Perma-Purity and Soft Instructing.

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Tranny Gets Cock Bondaged And Ass Banged
2 years ago
9:13

TrannyOne

Tranny Gets Cock Bondaged And Ass Banged

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Sissy Boy In Chastity Cage Shows Of Sexy Body While Takes A Shower
2 years ago
11:13

ShemaleZ

Sissy Boy In Chastity Cage Shows Of Sexy Body While Takes A Shower

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sissy in chastity cage handjob dildo to orgasm
2 years ago
0:30

aShemaleTube

sissy in chastity cage handjob dildo to orgasm

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It's my big anal plug that makes me cum in my chastity cage...
2 years ago
0:47

aShemaleTube

It's my big anal plug that makes me cum in my chastity cage...

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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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Slim and Sexy trans girl toying ass on cam
2 years ago
11:02

TrannyOne

Slim and Sexy trans girl toying ass on cam

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Hardcore Nipple Slut
2 years ago
10:10

TrannyOne

Hardcore Nipple Slut

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Sissy in chastity caged fuck dildo
3 years ago
25:01

TrannyOne

Sissy in chastity caged fuck dildo

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Shemale toying ass hole
3 years ago
10:01

TrannyOne

Shemale toying ass hole

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cum in chastity cage 3
3 years ago
0:32

aShemaleTube

cum in chastity cage 3

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Palms off Contest - Day 27
3 years ago
21:36

KeekAss

Palms off Contest - Day 27

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Chinese Sissy Buttfuck with Purity & Faux-Cock
3 years ago
9:32

KeekAss

Chinese Sissy Buttfuck with Purity & Faux-Cock

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cage division Ladyboy Live Jizz Display
3 years ago
8:55

KeekAss

cage division Ladyboy Live Jizz Display

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Tgirl, ass-fuck
3 years ago
8:10

ShemaleMovie

Tgirl, ass-fuck

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Underwear tgirl in pen taken out for glamour orgy in three
3 years ago
7:00

KeekAss

Underwear tgirl in pen taken out for glamour orgy in three

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

ShemaleZ

Shemale Cum After Play With Huge Dildo & Cage

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

KeekAss

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

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Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*
4 years ago
14:46

KeekAss

Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*

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Sissy Chastity Caged Tgirl Slut Lucy Pissing Through Cage
4 years ago
3:39

ShemaleZ

Sissy Chastity Caged Tgirl Slut Lucy Pissing Through Cage

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Purity Contraption with Donk Speculum Attachment
5 years ago
5:57

KeekAss

Purity Contraption with Donk Speculum Attachment

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Sissy in chastity cage cums hands free while riding big
5 years ago
8:52

aShemaleTube

Sissy in chastity cage cums hands free while riding big

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Sissygasm compilation
5 days ago
16:24

aShemaleTube

Sissygasm compilation

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Sissy in chastity cage drinking two beers via anal
9 days ago
5:41

xHamster

Sissy in chastity cage drinking two beers via anal

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Sissy cage prostate cum, the jerk off and cum again
11 days ago
9:38

aShemaleTube

Sissy cage prostate cum, the jerk off and cum again

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Sissy trans lady locked in purity wrecks her butt with black fake penis while locked in a v-card cag
18 days ago
3:09

KeekAss

Sissy trans lady locked in purity wrecks her butt with black fake penis while locked in a v-card cag

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Kendall Sweet v Miguel (Princess in a Cage)
26 days ago
29:38

aShemaleTube

Kendall Sweet v Miguel (Princess in a Cage)

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chastity cage cum on fishnet
36 days ago
9:07

aShemaleTube

chastity cage cum on fishnet

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Sissy Cockslut Jessica Bloom Corded Up And Used in The Forest
45 days ago
2:42

KeekAss

Sissy Cockslut Jessica Bloom Corded Up And Used in The Forest

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Coerced climax for a trans beauty
52 days ago
8:14

HDSex

Coerced climax for a trans beauty

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Thai diminutive pipe t-girl get pound by monstrous man sausage faux-cock
58 days ago
9:49

KeekAss

Thai diminutive pipe t-girl get pound by monstrous man sausage faux-cock

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Sissy Maid Krissy Voice Over Dirty Talk Story Subtitled
2 months ago
6:48

aShemaleTube

Sissy Maid Krissy Voice Over Dirty Talk Story Subtitled

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Andy_candy01 takes off cage and cums at 7:26
2 months ago
8:49

aShemaleTube

Andy_candy01 takes off cage and cums at 7:26

Tags: big cock, cage, cum, cumshot, dick, femboy, hd, masturbation, solo, teen (18+)

Sisk Release Her Clit From Chastity Cage
3 months ago
10:11

xHamster

Sisk Release Her Clit From Chastity Cage

Tags: asian, boy, cage, clit, crossdressing, femboy, handjob, hd, ladyboy, lingerie

sissy outing outdoors at the park sex in her chastity cage and sexy outfit
3 months ago
4:25

xHamster

sissy outing outdoors at the park sex in her chastity cage and sexy outfit

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Sissy Claire in her cage
4 months ago
5:52

XXXDan

Sissy Claire in her cage

Tags: cage, sissy

Sissy Francis Malice College Dream
4 months ago
3:30

xHamster

Sissy Francis Malice College Dream

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Submissive ladyboy should suck and give ass
4 months ago
6:22

aShemaleTube

Submissive ladyboy should suck and give ass

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AB081 Sensitive Unstoppable squirting - Huge dildo 超敏感巨大阳具的逆袭-无法停止高潮
1 year ago
2:46

aShemaleTube

AB081 Sensitive Unstoppable squirting - Huge dildo 超敏感巨大阳具的逆袭-无法停止高潮

Tags: bdsm, bondage, cage, dildo, hd, huge dildo, model, pegging, squirt, stockings

Slut Cums Into her Own Mouth, Multiple Sissygasms, While Sounding, Vibrator on Her Chastity Cage, In the Woods, Etc!
5 months ago
8:50

xHamster

Slut Cums Into her Own Mouth, Multiple Sissygasms, While Sounding, Vibrator on Her Chastity Cage, In the Woods, Etc!

Tags: american, beauty, blonde, cage, compilation, crossdressing, cum, feminization, hd, public

a supers sexy day
5 months ago
3:09

aShemaleTube

a supers sexy day

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Sissymindy as SissyKat using a vibrator on her chastity cage
6 months ago
2:54

xHamster

Sissymindy as SissyKat using a vibrator on her chastity cage

Tags: beauty, big ass, cage, crossdressing, femboy, fetish, hd, humiliation, ladyboy, lingerie

Chastity Cages
6 months ago
14:04

aShemaleTube

Chastity Cages

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Rattling Her Cage
7 months ago
0:28

xHamster

Rattling Her Cage

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TS Mariaqt chastity fuck machine cum
7 months ago
7:26

aShemaleTube

TS Mariaqt chastity fuck machine cum

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Picked up by a truck driver during a public slutwalk
8 months ago
2:19

aShemaleTube

Picked up by a truck driver during a public slutwalk

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Francis Malice New face and lingerie try on
8 months ago
2:19

xHamster

Francis Malice New face and lingerie try on

Tags: big tits, cage, clothed sex, crossdressing, dick, feminization, german, hd, homevideo, ladyboy

Exposed Sissy Bitch Tiffany Minx – Blowjob Seen Three Times
9 months ago
4:29

aShemaleTube

Exposed Sissy Bitch Tiffany Minx – Blowjob Seen Three Times

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Pornstars: tiffany mynx

White Lingerie Rina Teasing & Release
9 months ago
7:23

aShemaleTube

White Lingerie Rina Teasing & Release

Tags: brunette, cage, crossdressing, cumshot, femboy, hd, homevideo, lingerie, sissy, stockings

Exposed Sissy Bitch Tiffany Minx – Close Up BJ – “Love Is the Language (of the Heart)” Jennifer Rush
9 months ago
5:28

aShemaleTube

Exposed Sissy Bitch Tiffany Minx – Close Up BJ – “Love Is the Language (of the Heart)” Jennifer Rush

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Pornstars: tiffany mynx

Joanne without a cage
9 months ago
2:19

JizzBunker

Joanne without a cage

Tags: anal, cage, cumshot, dildo, fishnet, masturbation, mature, riding, toys

Listening to hypno training my sissy pussy in chastity like a good slut. Spit roast
10 months ago
45:35

aShemaleTube

Listening to hypno training my sissy pussy in chastity like a good slut. Spit roast

Tags: anal, cage, dildo, feet, feminization, hd, homevideo, pussy, sissy, slut

TVROSE CROSSDRESSER IN BLACK NET DRESS WITH PINK SISSY CAGE
10 months ago
0:22

xHamster

TVROSE CROSSDRESSER IN BLACK NET DRESS WITH PINK SISSY CAGE

Tags: big ass, black, british, cage, crossdressing, dress, european, high heels, homevideo, lingerie

femboy samantha strapon double bang and plug in cage wi
10 months ago
8:48

PornoXO

femboy samantha strapon double bang and plug in cage wi

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Sissy Mindy Chastity Cage Vibrations
11 months ago
2:33

xHamster

Sissy Mindy Chastity Cage Vibrations

Tags: american, cage, crossdressing, fetish, hd, high heels, ladyboy, lingerie, sissy, small cock

Purity Assfucking Ejaculations With Ample Fuck sticks Sissy Jessica Bloom
11 months ago
8:49

KeekAss

Purity Assfucking Ejaculations With Ample Fuck sticks Sissy Jessica Bloom

Tags: anal, assfucking, blonde, cage, crossdressing, cum, cumshot, dildo, hd, huge dildo

Super-Fucking-Hot 3 dimensional dickgirl drills rigid a cool gal in the sci-fi restriction cage
11 months ago
4:45

KeekAss

Super-Fucking-Hot 3 dimensional dickgirl drills rigid a cool gal in the sci-fi restriction cage

Tags: 3d, anal, assfucking, big cock, big tits, blonde, blowjob, cage, cartoon, deep throat

Sissy Hailey gets both her holes ruined by BBC😈💦
11 months ago
2:00

aShemaleTube

Sissy Hailey gets both her holes ruined by BBC😈💦

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Sub sissy
1 year ago
5:47

xHamster

Sub sissy

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slut crossdresser in cage piss under rain
1 year ago
1:19

xHamster

slut crossdresser in cage piss under rain

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Turning My Bone Into a Spandex Puss
1 year ago
0:46

KeekAss

Turning My Bone Into a Spandex Puss

Tags: cage, crossdressing, femboy, feminization, fetish, hd, ladyboy, latex, masturbation, pussy

Johanne gets fucked in a hotelroom
1 year ago
13:21

aShemaleTube

Johanne gets fucked in a hotelroom

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Practising How I Will Need to Wank for All of Locktober
1 year ago
2:08

KeekAss

Practising How I Will Need to Wank for All of Locktober

Tags: anal, anal toying, big ass, cage, dildo, femboy, hd, homevideo, ladyboy, masturbation

Told my sissy marionette to put me on a flash
1 year ago
4:32

KeekAss

Told my sissy marionette to put me on a flash

Tags: anal, boy, cage, crossdressing, femboy, femdom, feminization, flashing, hd, lingerie

sissy walks around in denim mini skirt and shows her ass and penis in her chastity cage
1 year ago
2:55

xHamster

sissy walks around in denim mini skirt and shows her ass and penis in her chastity cage

Tags: ass, big tits, cage, crossdressing, dick, french, jeans, ladyboy, lingerie, mature

Super-Naughty playtime redone?
1 year ago
2:14

KeekAss

Super-Naughty playtime redone?

Tags: anal, cage, clothed sex, crossdressing, hd, homevideo, masturbation, naughty, redhead, thick

Encaged Sissy cuming Palms free-for-all with E-Stim
1 year ago
2:46

KeekAss

Encaged Sissy cuming Palms free-for-all with E-Stim

Tags: cage, crossdressing, cum, fetish, hd, pantyhose, sissy, stockings

stvelondon
1 year ago
5:44

aShemaleTube

stvelondon

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Submissive Shebabe Thrown In Cage After Gagging Master Cock
1 year ago
5:30

ShemaleZ

Submissive Shebabe Thrown In Cage After Gagging Master Cock

Tags: bdsm, big tits, blonde, cage, dick, fetish, gagging, master, submissive

Negative Cage hardcore Cumload
1 year ago
2:12

xHamster

Negative Cage hardcore Cumload

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Innocence Cell Sissy walk thru the Arboretum
1 year ago
3:09

KeekAss

Innocence Cell Sissy walk thru the Arboretum

Tags: beauty, brunette, cage, crossdressing, femboy, fetish, hd, mature, outdoor, public

Sissy Oksana 2021 rides a huge dildo and gets sissygasm in chastity_230518
1 year ago
4:59

xHamster

Sissy Oksana 2021 rides a huge dildo and gets sissygasm in chastity_230518

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Sexy Latex Doll Locked in The Inverted Chastity Cage
1 year ago
1:00

xHamster

Sexy Latex Doll Locked in The Inverted Chastity Cage

Tags: cage, doll, fetish, hd, latex, rubber, sissy, stockings

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

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sissygasm
1 year ago
1:27

aShemaleTube

sissygasm

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smok in chastity 2
1 year ago
6:47

aShemaleTube

smok in chastity 2

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Chastity Compilation: Trans and Sissy Girls Locked and Fucked
1 year ago
9:41

TrannyOne

Chastity Compilation: Trans and Sissy Girls Locked and Fucked

Tags: cage, compilation, crossdressing, domination, lingerie, pov, sissy, transsexual, uniform

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: anal, brunette, cage, crossdressing, cum, dick, fetish, flashing, hd, kinky

encaged sissy April Diamond getting poked by her fav fuck stick
1 year ago
11:40

KeekAss

encaged sissy April Diamond getting poked by her fav fuck stick

Tags: anal, anal toying, assfucking, big ass, cage, crossdressing, dildo, fucking machine, hd, masturbation

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

KeekAss

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

Tags: anal, bdsm, cage, crossdressing, femboy, handjob, hd, high heels, masturbation, pov

Ashtray Pig - Rough Pegging for Miss Piggy
1 year ago
3:10

aShemaleTube

Ashtray Pig - Rough Pegging for Miss Piggy

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Sissy Anal Slut Locked Down On Huge Dildo One Bar Prison Bound & Teased In Chastity Cage By Mistress
1 year ago
4:34

HClips

Sissy Anal Slut Locked Down On Huge Dildo One Bar Prison Bound & Teased In Chastity Cage By Mistress

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Mistress Trains TS Hucow
1 year ago
1:54

TrannyOne

Mistress Trains TS Hucow

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Trans with woman edging challenge
1 year ago
18:47

TrannyOne

Trans with woman edging challenge

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Cage Free Protein
2 years ago
3:03

ShemaleZ

Cage Free Protein

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precum in chastity cage
2 years ago
0:43

aShemaleTube

precum in chastity cage

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

HDSex

Encaged, piss, first-timer

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

KeekAss

Goth Sissy Playing & Sissygasm Dual Faux-Cock

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locking myself in chastity
2 years ago
1:00

aShemaleTube

locking myself in chastity

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Mutt leash & purity
2 years ago
14:34

KeekAss

Mutt leash & purity

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Chastity Sissy Fag
2 years ago
0:36

aShemaleTube

Chastity Sissy Fag

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

ShemaleZ

Teen Femboy Cums In Cage With Vibrator!

Tags: brunette, cage, cum, femboy, fetish, hd, ladyboy, solo, teen (18+), toys

Sissy in Chastity gets fucked hard
2 years ago
17:28

TrannyOne

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2 years ago
18:59

KeekAss

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2 years ago
6:01

TrannyOne

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2 years ago
31:46

TrannyOne

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3 years ago
8:31

aShemaleTube

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3 years ago
6:05

TrannyOne

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Adorable Sissy Innocence Sub Let Out to be Taunted Denied Abased and Locked up by Domina Mercer
3 years ago
12:29

KeekAss

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3 years ago
9:13

TrannyOne

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3 years ago
14:36

ShemaleZ

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3 years ago
5:12

ShemaleMovie

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3 years ago
0:33

aShemaleTube

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