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1 year ago
5:00

KeekAss

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1 year ago
10:12

KeekAss

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3 years ago
1:46

ShemaleSin

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2 months ago
0:51

ShemaleSin

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1 year ago
2:06

ShemaleSin

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1 year ago
3:56

xHamster

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4 months ago
11:27

ShemaleSin

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11 months ago
5:15

ShemaleSin

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1 year ago
0:44

ShemaleSin

Dilation

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2 years ago
1:35

ShemaleSin

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Jul 21st 2021
3 years ago
15:07

ShemaleSin

Jul 21st 2021

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1 year ago
3:56

ShemaleSin

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3 years ago
9:09

TrannyOne

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1 year ago
17:04

ShemaleSin

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3 years ago
3:23

ShemaleSin

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11 months ago
6:20

ShemaleSin

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1 year ago
17:05

ShemaleSin

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Femboy in Chastity Knob Cage Destroy his Lustful Rectal Hole with Biggest Toys!
3 years ago
10:38

ShemaleSin

Femboy in Chastity Knob Cage Destroy his Lustful Rectal Hole with Biggest Toys!

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Self bound Sissy cums in chastity cage
1 year ago
0:28

xHamster

Self bound Sissy cums in chastity cage

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4 months ago
27:29

ShemaleSin

Sissy upskirt, checking chastity cage key

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9 months ago
5:26

ShemaleSin

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Sissy in Chastity Cage banged by a Fuckingmachine
3 years ago
1:15

ShemaleSin

Sissy in Chastity Cage banged by a Fuckingmachine

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1 year ago
17:37

ShemaleSin

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1 year ago
1:01

ShemaleSin

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1 year ago
2:46

KeekAss

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1 year ago
10:04

ShemaleSin

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1 year ago
1:50

ShemaleSin

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2 years ago
10:15

ShemaleSin

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Sissy Delilah Snow pees in her pink chastity cage
3 years ago
1:04

ShemaleSin

Sissy Delilah Snow pees in her pink chastity cage

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44 days ago
1:18

xHamster

pee in the new flat cage

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9 months ago
5:34

ShemaleSin

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3 months ago
1:30

ShemaleSin

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1 year ago
5:46

ShemaleSin

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3 years ago
5:15

ShemaleSin

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Femboy in Chastity Cage w Slavery Getup getting Screwed on Couch
3 years ago
11:34

ShemaleSin

Femboy in Chastity Cage w Slavery Getup getting Screwed on Couch

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Ballsdeep
3 years ago
2:33

ShemaleSin

Ballsdeep

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3 years ago
6:12

ShemaleSin

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Wearing Chastity Cage Beneath Latex Leggings is a Surreal Feeling
1 year ago
0:33

ShemaleSin

Wearing Chastity Cage Beneath Latex Leggings is a Surreal Feeling

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11 months ago
0:32

aShemaleTube

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Sissy trap whiteboi locked in clear chastity cage cums using a pocket vagina and from slapping its useless balls
3 years ago
3:47

ShemaleSin

Sissy trap whiteboi locked in clear chastity cage cums using a pocket vagina and from slapping its useless balls

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1 year ago
4:32

KeekAss

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2 years ago
5:49

ShemaleSin

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This is What Wearing Chastity Cage Under Latex looks like
1 year ago
0:34

xHamster

This is What Wearing Chastity Cage Under Latex looks like

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2 years ago
20:27

ShemaleSin

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Sissy Cumming Handsfree
1 year ago
0:35

aShemaleTube

Sissy Cumming Handsfree

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Sissy Cums After Days In Chastity
2 years ago
0:30

ShemaleSin

Sissy Cums After Days In Chastity

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Cock Caged & Raw Fucked For Boyfried while Rec.
2 years ago
11:07

FapCat

Cock Caged & Raw Fucked For Boyfried while Rec.

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fetish public slutwalk with boots, clamp, chastity and plug
9 months ago
2:19

aShemaleTube

fetish public slutwalk with boots, clamp, chastity and plug

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after some spiked cage and suspension joy had a relaxing time with iron chastity strap and much loved purple sex tool thonged into me armbinder on the
1 year ago
8:33

ShemaleSin

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3 years ago
9:56

ShemaleSin

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Trans gal voids urine throughout her pants & dong cage and drinks it from a glass
3 years ago
1:55

ShemaleSin

Trans gal voids urine throughout her pants & dong cage and drinks it from a glass

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Sissy Anna gets her butt drilled properly by a BBC. her micropenis is locked in a chastity cage
1 year ago
1:17

ShemaleSin

Sissy Anna gets her butt drilled properly by a BBC. her micropenis is locked in a chastity cage

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Crossdresser sissy AlexSandra takes off her much loved toy
1 year ago
1:21

ShemaleSin

Crossdresser sissy AlexSandra takes off her much loved toy

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Alana gets large in the shower
2 days ago
7:34

ShemaleSin

Alana gets large in the shower

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Sissy Michelle Cums in Chastity Cage from Bang Machine
3 years ago
0:53

ShemaleSin

Sissy Michelle Cums in Chastity Cage from Bang Machine

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Rubbing Lotion On Chastity Cage And Groin And Skin. Turn Me On Baby Sissy Talking About Transition
2 years ago
5:57

getTranny

Rubbing Lotion On Chastity Cage And Groin And Skin. Turn Me On Baby Sissy Talking About Transition

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CDboykka chastity cage whore cum sissygasm
9 months ago
2:30

aShemaleTube

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1 year ago
2:13

ShemaleSin

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1 year ago
3:12

ShemaleSin

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Sissy cums in cage to being degraded as Mistresss trash recycling pig girl Scarlett ebony
2 years ago
11:56

ShemaleSin

Sissy cums in cage to being degraded as Mistresss trash recycling pig girl Scarlett ebony

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Howdy, this is my 1st movie scene and 1st time using a chastity cage, i got climax in about 7-9 seconds after beginning to use magic wand. I can say i
2 years ago
1:12

ShemaleSin

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Crossdresser in flat chastity cage uses vibrator
10 months ago
0:58

aShemaleTube

Crossdresser in flat chastity cage uses vibrator

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Captive life, pissing in jail
1 year ago
6:20

KeekAss

Captive life, pissing in jail

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Wife let her cuckold remove the chastity cage
1 year ago
1:21

ShemaleSin

Wife let her cuckold remove the chastity cage

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1 year ago
0:59

ShemaleSin

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2 years ago
0:58

ShemaleSin

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@sissyallison shows off tail booty plug and chastity cage
10 months ago
1:38

ShemaleSin

@sissyallison shows off tail booty plug and chastity cage

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2 months ago
9:07

aShemaleTube

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Alternative Tranny In Purity Demolishes Butt with Immense Telescopic Fuck Stick
1 year ago
3:15

KeekAss

Alternative Tranny In Purity Demolishes Butt with Immense Telescopic Fuck Stick

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1 year ago
7:25

ShemaleSin

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2 years ago
10:43

ShemaleSin

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1 year ago
32:38

ShemaleSin

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2 years ago
10:24

ShemaleSin

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6 months ago
7:16

xHamster

Sissy bottom boy sitting on long dildo anal. Squarepeg Toys thick worm pounds my ass open

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Lewd lil sissy cums in flat cage from wanking large overweight vibrator
3 months ago
0:40

ShemaleSin

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How to Cum in thirty seconds - Buttplug & Chastity Cage Premature Sissygrgasm
8 months ago
1:35

ShemaleSin

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Prostate orgasms compilation. Personalsin collection vol. 150
7 months ago
10:11

ShemaleSin

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HandsFree Premature 34 sec Spunk Flow - Plug and Chastity Cage
9 months ago
0:47

ShemaleSin

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Shemale Jacks Off Cums in Chastity Cage
2 years ago
4:15

aShemaleTube

Shemale Jacks Off Cums in Chastity Cage

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Smooth Femboy Anal Stretching Practice with 51cm John Thomas Big Henry wearing Chastity Cage
1 year ago
2:55

ShemaleSin

Smooth Femboy Anal Stretching Practice with 51cm John Thomas Big Henry wearing Chastity Cage

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2 years ago
0:51

ShemaleSin

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Jane fucks herself to a sissygasm
4 months ago
2:12

aShemaleTube

Jane fucks herself to a sissygasm

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1 year ago
1:27

ShemaleSin

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Sissy femboy training her booty in chastity cage
1 year ago
5:10

ShemaleSin

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Large Booty Sissy Gets Anal SissyGasm with Chastity Cage - Ruined Climax
1 year ago
1:03

ShemaleSin

Large Booty Sissy Gets Anal SissyGasm with Chastity Cage - Ruined Climax

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Femboy Playthings With Phat Ass-Plug In His Fuck Hole
1 year ago
2:27

KeekAss

Femboy Playthings With Phat Ass-Plug In His Fuck Hole

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Sissy uses vibrator in thong and cage with anal plug in her ass
9 months ago
4:43

JizzBunker

Sissy uses vibrator in thong and cage with anal plug in her ass

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Chastity cage Sissy play
3 years ago
1:02

ShemaleSin

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Handsfree Premature 29 sec Jizz Flow Booty Plug & Chastity Cage
9 months ago
0:48

ShemaleSin

Handsfree Premature 29 sec Jizz Flow Booty Plug & Chastity Cage

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Caged Sissy Anal
1 year ago
4:53

ShemaleSin

Caged Sissy Anal

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1 year ago
0:30

aShemaleTube

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Sissy Charlie James riding her purple vibrator wishing it was a real rod , during the time that wearing her pink chastity clititty cage
1 year ago
4:00

ShemaleSin

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1 year ago
10:10

ShemaleSin

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CUTE cd girl cums in CHASITY CAGE /// BeautizOnCam.com
11 months ago
4:55

TrannyOne

CUTE cd girl cums in CHASITY CAGE /// BeautizOnCam.com

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5 months ago
2:23

ShemaleSin

Posing in an old disused railway tunnel that's now a cycle track wearing a ebony bodystocking. I'm wearing a chastity cage and a booty-rammi

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1 year ago
17:10

ShemaleSin

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1 year ago
36:10

ShemaleSin

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5 months ago
4:10

aShemaleTube

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After my cage broke 1st time, I "fixed" it with a tighter ring - LIKEWISE constricted!! - and went out once more, but it was still stormy an
10 months ago
4:25

ShemaleSin

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Russian Sissy
7 years ago
5:43

aShemaleTube

Russian Sissy

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so the pool toy plug popped early as I was getting arms into armbinder and the remote for the tens unit made the ceiling light cycle colors for some r
8 months ago
27:59

ShemaleSin

so the pool toy plug popped early as I was getting arms into armbinder and the remote for the tens unit made the ceiling light cycle colors for some r

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Audrey tgirl: real public prostitute in a chastity cage
11 months ago
5:13

XXXDan

Audrey tgirl: real public prostitute in a chastity cage

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I peed in my little cage, learning
3 months ago
0:24

ShemaleSin

I peed in my little cage, learning

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6 months ago
2:22

ShemaleSin

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made a little festive clip this day....
14 days ago
10:07

ShemaleSin

made a little festive clip this day....

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Sissy Night Stroll in Chastity
4 years ago
8:02

aShemaleTube

Sissy Night Stroll in Chastity

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Dolled up caged sissy rides realistic dildo
1 year ago
5:11

xHamster

Dolled up caged sissy rides realistic dildo

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Large sissy's shlong locked in an supplementary tiny cage
2 years ago
0:50

ShemaleSin

Large sissy's shlong locked in an supplementary tiny cage

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Sissy femboy prostate milking in chastity cage
9 months ago
3:38

ShemaleSin

Sissy femboy prostate milking in chastity cage

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6 months ago
2:22

ShemaleSin

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Sissy Kelli Public Dares - Part 1
10 months ago
5:13

xHamster

Sissy Kelli Public Dares - Part 1

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Sissy pissing in chastity cage, pissing like woman, pissing in doggy style, sissy thrall pissing
2 years ago
3:59

ShemaleSin

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1 year ago
5:14

KeekAss

Sissy maid loving big black cock.

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HandsFree Climax Femboy Try for 1St Time Chastity Cage
9 months ago
0:43

ShemaleSin

HandsFree Climax Femboy Try for 1St Time Chastity Cage

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1 year ago
5:08

ShemaleTaxi

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2 years ago
13:39

ShemaleTaxi

Chastity cage, clyster

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1 year ago
7:00

ShemaleTaxi

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spiky chastity cage Self Bondage
2 years ago
26:59

ShemaleTaxi

spiky chastity cage Self Bondage

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Submissive trans Erica Cherry has been a good girl and after mistress Queenie Sateen spanked the shemale she takes off her cock cage and jerks off her
8 months ago
6:15

Smutr

Submissive trans Erica Cherry has been a good girl and after mistress Queenie Sateen spanked the shemale she takes off her cock cage and jerks off her

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Small tits, stocking
3 years ago
9:13

ShemaleTaxi

Small tits, stocking

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Shemale In Purple Stockings Rides On Huge Dildo And Cums In Cage! - Teaser Video
1 year ago
5:29

getTranny

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

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2 years ago
19:22

ShemaleTaxi

Homemade, trap

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2 years ago
16:20

ShemaleTaxi

Caged, faggot

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2 years ago
8:22

ShemaleTaxi

Jail, shemale

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Ejaculation, chastity cage
2 years ago
6:45

ShemaleTaxi

Ejaculation, chastity cage

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Ass fuck, fucktoys
2 years ago
15:20

ShemaleTaxi

Ass fuck, fucktoys

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a supers sexy day
7 months ago
3:09

aShemaleTube

a supers sexy day

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Insane trans girl in cage watches sissy trainer and opens up her wet fuck hole
1 year ago
5:37

ShemaleTaxi

Insane trans girl in cage watches sissy trainer and opens up her wet fuck hole

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2 years ago
6:14

ShemaleTaxi

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This Bad Bitch Behind The Cage Must Be Punished
1 year ago
8:00

getTranny

This Bad Bitch Behind The Cage Must Be Punished

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Sissy dildo, fellow
2 years ago
13:39

ShemaleTaxi

Sissy dildo, fellow

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2 years ago
6:25

ShemaleTaxi

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1 year ago
6:44

aShemaleTube

crossdresser anal chastity dildo-machiene

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2 years ago
0:43

aShemaleTube

femboy teasing showing of my physique

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Caged cum, encaged
2 years ago
9:09

ShemaleTaxi

Caged cum, encaged

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Caged Violet Monroe Has No Choice But To Suck A Cock
6 years ago
3:58

FlyFlv

Caged Violet Monroe Has No Choice But To Suck A Cock

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I completely love wearing my chastity cage and belt around my Mama. I am a inexperienced sissy faggot wench and I love being a floozy and eating cum a
3 years ago
1:14

ShemaleSin

I completely love wearing my chastity cage and belt around my Mama. I am a inexperienced sissy faggot wench and I love being a floozy and eating cum a

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Cumming in chastity with a massive vibrator
1 year ago
0:19

ShemaleSin

Cumming in chastity with a massive vibrator

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1 year ago
2:58

ShemaleSin

White Impure Sissy Bitch in underware Screws a Giant BBC Sex Toy permeated deeply for Anal training whilst Locked in Chastity Jock Cage. Pink balls fu

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Taking a biggest sextoy with my chastity cage on
1 year ago
0:55

ShemaleSin

Taking a biggest sextoy with my chastity cage on

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Sissy plays in chastity
3 years ago
0:51

aShemaleTube

Sissy plays in chastity

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my chastety cage
2 years ago
0:53

ShemaleSin

my chastety cage

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Greetings, this is my 1st episode and 1st time using a chastity cage, i got climax in about 7-9 seconds after beginning to use magic wand. I can say i
2 years ago
1:09

ShemaleSin

Greetings, this is my 1st episode and 1st time using a chastity cage, i got climax in about 7-9 seconds after beginning to use magic wand. I can say i

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locked in chastity cage, big buttplug, gagged and secured by suspension harness over the pony overspread in A535...
1 year ago
33:24

ShemaleSin

locked in chastity cage, big buttplug, gagged and secured by suspension harness over the pony overspread in A535...

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Tinny sisi play with his chastety cage and biggest sextoy
1 year ago
1:58

ShemaleSin

Tinny sisi play with his chastety cage and biggest sextoy

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4 years ago
3:34

aShemaleTube

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Sissy un pink chastity cage enjoys filling her ass with a huge dildo
7 months ago
6:04

xHamster

Sissy un pink chastity cage enjoys filling her ass with a huge dildo

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DWT Sissygasm in Cage
51 days ago
4:25

ShemaleSin

DWT Sissygasm in Cage

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Pleased Locktober day 1 fresh cage and toy
2 months ago
23:31

ShemaleSin

Pleased Locktober day 1 fresh cage and toy

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Vladasexytrans prostate climax in chastity cage
17 days ago
3:12

ShemaleSin

Vladasexytrans prostate climax in chastity cage

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Sissy Melissa cages herself in chastity during the time that practicing twerking, after warming up this babe starts her anal practice and one time tha
17 days ago
8:13

ShemaleSin

Sissy Melissa cages herself in chastity during the time that practicing twerking, after warming up this babe starts her anal practice and one time tha

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Tranny, jail
3 years ago
8:14

ShemaleTaxi

Tranny, jail

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Huge Bbc Dildo For Little Sissy With Pink Chastity Cage And Pre Cum
2 years ago
4:34

ShemaleZ

Huge Bbc Dildo For Little Sissy With Pink Chastity Cage And Pre Cum

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Tranny Jizm after Have Fun with Ginormous Fake Penis & Box
2 years ago
17:13

KeekAss

Tranny Jizm after Have Fun with Ginormous Fake Penis & Box

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Sissy detecting her trueself - Part 1
2 years ago
13:04

KeekAss

Sissy detecting her trueself - Part 1

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I drill my fucktoy two
2 years ago
5:46

KeekAss

I drill my fucktoy two

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Sissy in White Stockings and Play with Faux-Cock and Jizm
2 years ago
10:35

KeekAss

Sissy in White Stockings and Play with Faux-Cock and Jizm

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Encaged Booty Instructing Sissy Foolish Brandynette Lovense Hush 45mm Ass-Fuck Speculum
2 years ago
19:58

KeekAss

Encaged Booty Instructing Sissy Foolish Brandynette Lovense Hush 45mm Ass-Fuck Speculum

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Mutt leash & purity
2 years ago
14:34

KeekAss

Mutt leash & purity

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Multiple Anal Sissy Orgasms In Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom
2 years ago
10:10

ShemaleZ

Multiple Anal Sissy Orgasms In Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom

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Riding A Black Dildo With My New Pink Chastity Cage On
3 years ago
4:15

ShemaleZ

Riding A Black Dildo With My New Pink Chastity Cage On

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SisK ravage her donk with bead dilldo
2 years ago
17:30

KeekAss

SisK ravage her donk with bead dilldo

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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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transsexual uncaged for condom-free romp and facial cumshot
2 years ago
7:00

KeekAss

transsexual uncaged for condom-free romp and facial cumshot

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TEENIE SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE EJACULATION
2 years ago
14:35

KeekAss

TEENIE SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE EJACULATION

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Little Black Cage Rides Huge Dildo Slowly And Deeply
1 year ago
4:24

ShemaleZ

Little Black Cage Rides Huge Dildo Slowly And Deeply

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

KeekAss

Innocence Cell Sissy walk thru the Arboretum

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Rubbing Lotion On Chastity Cage And Groin And Skin. Turn Me On Baby Sissy Talking About Transition
1 year ago
12:55

ShemaleZ

Rubbing Lotion On Chastity Cage And Groin And Skin. Turn Me On Baby Sissy Talking About Transition

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everyday life of a sissy in the chastity cage
2 years ago
1:17

xHamster

everyday life of a sissy in the chastity cage

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Sissy mega-slut Oksana2021 dances a striptease for her Tormentor
2 years ago
3:30

KeekAss

Sissy mega-slut Oksana2021 dances a striptease for her Tormentor

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Fat Sissy in chastity fucking fleshlight with dildo
1 year ago
4:20

xHamster

Fat Sissy in chastity fucking fleshlight with dildo

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Uber-Cute Uber-Sexy Sissy in Rosy "Poon" V-Card Rails BIG BLACK COCK Fake Penis
2 years ago
2:08

KeekAss

Uber-Cute Uber-Sexy Sissy in Rosy "Poon" V-Card Rails BIG BLACK COCK Fake Penis

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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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sissy sarah Halloween
2 years ago
2:21

KeekAss

sissy sarah Halloween

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Handballing and pegging my crossdresser until prolapsxe and sploog
2 years ago
11:55

KeekAss

Handballing and pegging my crossdresser until prolapsxe and sploog

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Bum Cutoffs Honey in Purity opens up herself for a great fuckin'
1 year ago
8:27

KeekAss

Bum Cutoffs Honey in Purity opens up herself for a great fuckin'

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Purity Victim Enjoys to stretched
1 year ago
8:27

KeekAss

Purity Victim Enjoys to stretched

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Cute Trans Lili In High Knees Socks And Chastity Cage Fuck Herself Deep And Hard
2 years ago
6:04

ShemaleZ

Cute Trans Lili In High Knees Socks And Chastity Cage Fuck Herself Deep And Hard

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2 years ago
10:17

KeekAss

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Juggling and Throating with Restrain Bondage and Nip Clips
3 years ago
5:47

KeekAss

Juggling and Throating with Restrain Bondage and Nip Clips

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