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6 months ago
2:10

PornHub

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3 years ago
0:24

PornHub

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3 years ago
11:40

BeMyHole

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7 years ago
1:11

aShemaleTube

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1 year ago
52:14

ShemaleTaxi

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1 year ago
13:05

FapCat

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3 years ago
24:06

ShemaleTaxi

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2 years ago
8:43

aShemaleTube

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31 days ago
5:05

ShemaleSin

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58 days ago
2:53

ShemaleSin

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4 months ago
9:36

ShemaleSin

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5 months ago
6:32

KeekAss

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4 years ago
3:49

KeekAss

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2 years ago
8:51

ShemaleSin

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5 months ago
17:42

AnySex

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1 day ago
0:36

ShemaleSin

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2 years ago
20:15

ShemaleSin

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55 days ago
6:22

XXXDan

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10 months ago
2:31

ShemaleSin

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53 days ago
9:00

ShemaleSin

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7 months ago
0:19

PornHub

young trans girl gets tied up in rope and then fucked with bad dragon until she leaks from her cage

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2 months ago
5:34

aShemaleTube

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5 months ago
1:59

aShemaleTube

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1 year ago
5:11

PornHub

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6 months ago
2:41

PornHub

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2 years ago
14:26

ShemaleSin

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20 days ago
0:57

aShemaleTube

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4 years ago
26:13

aShemaleTube

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2 years ago
17:32

ShemaleTaxi

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3 years ago
11:59

ShemaleZ

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2 years ago
2:17

aShemaleTube

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1 year ago
18:18

TrannyOne

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BBC Putted A Chastity Cage In Her Trans Wife And Fucker Her Until Gives Her A Big Facial
9 months ago
7:59

BeMyHole

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4 months ago
0:51

ShemaleSin

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1 year ago
6:57

PornHub

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FTM Puppy Gets Wedgie and Locked in a Cage
1 year ago
1:12

PornHub

FTM Puppy Gets Wedgie and Locked in a Cage

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1 year ago
13:10

ShemaleSin

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7 months ago
2:13

KeekAss

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1 year ago
0:43

aShemaleTube

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2 years ago
11:39

PornHub

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9 months ago
16:05

ShemaleSin

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11 days ago
10:10

aShemaleTube

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5 months ago
0:43

ShemaleSin

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Delilah Gets Her Cage Wet
4 years ago
12:18

ShemaleZ

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Chinese Sissy Jenny Wei Gets four on 1 Gang-Bang, Dual Anal Invasion from Xxl Sausages
1 year ago
10:17

KeekAss

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Lisa feminizes herself each day after work. Lisa wears her weenie cage around the clock for a successful feminization. This Babe pulls down her diaper
21 days ago
1:36

ShemaleSin

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6 months ago
7:39

ShemaleSin

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Captive TS Uncaged for Bareback Sex and Facial
3 years ago
7:00

ShemaleSin

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Caged Sissy Squirt in Dressing Room & Piss in Public Mall's Bathroom
2 years ago
6:14

PornHub

Caged Sissy Squirt in Dressing Room & Piss in Public Mall's Bathroom

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Sissy Delilah Snow cumming hard after screwing her biggest penis sextoy whilst wearing her pink chastity cage. Her cage breaks open so this babe takes
2 years ago
1:07

ShemaleSin

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

aShemaleTube

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8 months ago
5:26

ShemaleTaxi

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2 years ago
4:58

ShemaleSin

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33 days ago
6:42

ShemaleSin

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Tranny Babe in Chasity Cage Gets Fucked by large Dildo
3 years ago
11:20

BeMyHole

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2 years ago
8:33

PornHub

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Mar 2nd 2022
2 years ago
18:59

ShemaleSin

Mar 2nd 2022

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Transgender guard Drika Lima enjoys some alone time in prison
30 days ago
15:16

ShemaleTaxi

Transgender guard Drika Lima enjoys some alone time in prison

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7 months ago
1:03

PornHub

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Desensitised Debut (scene 2) featuring Neku Loveset, Destiny Loveset, Saint Cleo & Cage steel
11 months ago
7:29

PornHub

Desensitised Debut (scene 2) featuring Neku Loveset, Destiny Loveset, Saint Cleo & Cage steel

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Shemale Suzie XXL and Girl fuck and pegging a black slave in chastity cage
2 months ago
15:29

KeekAss

Shemale Suzie XXL and Girl fuck and pegging a black slave in chastity cage

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Dude fucks anus of ladyboy Lianna Lawson wearing chastity cage
4 years ago
3:50

AnySex

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10 months ago
3:09

ShemaleSin

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1 day ago
23:32

aShemaleTube

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Submissive Shebabe thrown in cage after gagging master cock
10 months ago
6:00

aShemaleTube

Submissive Shebabe thrown in cage after gagging master cock

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Lisa from genshing impact puting on a chastity cage
6 months ago
3:51

PornHub

Lisa from genshing impact puting on a chastity cage

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Chast Sissy Dildo Fun
2 months ago
6:41

aShemaleTube

Chast Sissy Dildo Fun

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1 year ago
2:17

ShemaleSin

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Knotted & Stuffed with the Beefcake
7 months ago
1:03

PornHub

Knotted & Stuffed with the Beefcake

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2 years ago
6:27

PornHub

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4 years ago
9:21

aShemaleTube

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8 months ago
18:39

ShemaleSin

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3 years ago
14:46

KeekAss

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2 months ago
1:21

aShemaleTube

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Exposed Sissy Bitch Tiffany Minx – Blowjob - Sissy Commentary Filthy Dirty Talk
2 months ago
5:07

aShemaleTube

Exposed Sissy Bitch Tiffany Minx – Blowjob - Sissy Commentary Filthy Dirty Talk

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4 months ago
0:18

ShemaleSin

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

TrannyOne

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Lil Dips Anal Domination - Teaser
1 year ago
0:42

PornHub

Lil Dips Anal Domination - Teaser

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11 months ago
4:49

PornHub

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2 years ago
41:02

ShemaleTaxi

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2 years ago
8:29

aShemaleTube

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Alt Shemale Fucks Slave From Cage - Chelsea Marie And Violet Monroe
2 years ago
5:11

ShemaleZ

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25 days ago
4:10

ShemaleSin

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8 months ago
1:27

ShemaleSin

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3 years ago
14:53

ShemaleTaxi

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TEEN FEMBOY CROSSDRESSER CUMS IN CHASITY CAGE
2 years ago
11:49

ShemaleSin

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Trap Maid Unlock Her Chastity Cage To Feed Her Master A Trap Milk
1 year ago
6:16

ShemaleZ

Trap Maid Unlock Her Chastity Cage To Feed Her Master A Trap Milk

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1 year ago
0:47

aShemaleTube

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1 year ago
3:36

UPornia

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14 days ago
7:26

aShemaleTube

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Sissy Natasha squirts & pisses out of chastity caged cock from Lovense sex machine fucking!
10 months ago
3:35

PornHub

Sissy Natasha squirts & pisses out of chastity caged cock from Lovense sex machine fucking!

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3 years ago
0:40

xHamster

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2 years ago
8:56

PornHub

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1 year ago
0:36

aShemaleTube

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5 months ago
8:46

aShemaleTube

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2 years ago
3:00

ShemaleSin

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3 years ago
5:36

ShemaleSin

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1 year ago
27:07

ShemaleTaxi

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2 months ago
7:08

ShemaleSin

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2 months ago
2:06

ShemaleSin

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Hot TS Kitty Lucia Maya Drips Cum in Chastity Whilst Screwing Her Booty Then Unlocks Cage & Cums Hard
2 months ago
19:01

ShemaleSin

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

KeekAss

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TS Sissy HuCow Cummies in Chastity Cage - Full Scene!
3 years ago
13:51

PornHub

TS Sissy HuCow Cummies in Chastity Cage - Full Scene!

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Exhibitionist Crystal Encaged Claus, 1
1 year ago
12:57

KeekAss

Exhibitionist Crystal Encaged Claus, 1

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5 months ago
32:38

ShemaleSin

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Transgirl In Cock Cage Goes Crazy Wanting To Cum // Orgasm Denial
1 year ago
18:35

ShemaleZ

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10 months ago
2:02

ShemaleSin

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3 months ago
29:23

ShemaleSin

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3 months ago
4:20

aShemaleTube

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Wearing Negative Chastity Cage Under the Leather Skirt
11 months ago
0:29

PornHub

Wearing Negative Chastity Cage Under the Leather Skirt

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10 months ago
5:06

ShemaleSin

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6 months ago
6:19

ShemaleSin

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4 months ago
22:45

aShemaleTube

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1 year ago
21:53

ShemaleTaxi

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43 days ago
9:09

ShemaleSin

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3 years ago
7:00

KeekAss

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6 months ago
5:54

ShemaleSin

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10 months ago
4:59

KeekAss

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2 years ago
17:26

ShemaleZ

Pretty Trans In Cock Chastity Cage Has An Anal Prostate Orgasm And Cum Explodes While Fucked Hard And Fast With A Huge Dildo Fuck Machine 18 Min

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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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Sissy pansy Andreina
2 months ago
4:15

aShemaleTube

Sissy pansy Andreina

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How to: Putting On a Chastity Cage with 8mm Urethral Tubing & Anti Pull Out Ring
2 years ago
5:00

ShemaleSin

How to: Putting On a Chastity Cage with 8mm Urethral Tubing & Anti Pull Out Ring

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Jessica Bloom is in a wang cage once more for being a wicked bitch, but this time shes all out of lube. So this babe using a sex tool on her dong cage
3 months ago
8:18

ShemaleSin

Jessica Bloom is in a wang cage once more for being a wicked bitch, but this time shes all out of lube. So this babe using a sex tool on her dong cage

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Day 5 in chastity - Edging my clitoris during the time that plugged and go back to cage out of cum
2 years ago
17:37

ShemaleSin

Day 5 in chastity - Edging my clitoris during the time that plugged and go back to cage out of cum

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Wear a diaper over the chastity cage.
1 year ago
3:52

PornHub

Wear a diaper over the chastity cage.

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Chastity Anal Orgasms With Huge Dildos Sissy Jessica Bloom
6 months ago
8:48

PornHub

Chastity Anal Orgasms With Huge Dildos Sissy Jessica Bloom

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Trans Nun in Chastity Cage Cums From Anal Play
6 months ago
5:49

ShemaleSin

Trans Nun in Chastity Cage Cums From Anal Play

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Sissy Mindy cleans the crapper for u in a hawt teddy during the time that locked in a taut chastity cage
10 months ago
5:58

ShemaleSin

Sissy Mindy cleans the crapper for u in a hawt teddy during the time that locked in a taut chastity cage

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Yoyo play dildo anal
4 months ago
7:39

aShemaleTube

Yoyo play dildo anal

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Imágenes de transexuales, cage chastity otro movie scene sobre los deseos reprimidos que sientes
3 years ago
7:20

ShemaleSin

Imágenes de transexuales, cage chastity otro movie scene sobre los deseos reprimidos que sientes

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A movie for my fella sissy harlots, or anyone interested in how one can educate to cum in a chastity cage from getting drilled in the booty! In this m
39 days ago
6:14

ShemaleSin

A movie for my fella sissy harlots, or anyone interested in how one can educate to cum in a chastity cage from getting drilled in the booty! In this m

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Clothed like a total Sissy Floozy, I am tasked to walk donw a very busy expressway. My super short watch throughout petticoat highlights my chastity c
6 months ago
3:08

ShemaleSin

Clothed like a total Sissy Floozy, I am tasked to walk donw a very busy expressway. My super short watch throughout petticoat highlights my chastity c

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SatansHoe - screwed hard to squirts in chastity cage
4 months ago
1:42

ShemaleSin

SatansHoe - screwed hard to squirts in chastity cage

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Locked in Latex: Return of the Sissy
1 year ago
5:39

aShemaleTube

Locked in Latex: Return of the Sissy

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I was sexually excited and tried to get erected but all attempts get denied. U can’t fight this cage. It will always win. No erections allowed. I ga
10 months ago
1:59

ShemaleSin

I was sexually excited and tried to get erected but all attempts get denied. U can’t fight this cage. It will always win. No erections allowed. I ga

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Sissy with large butt in fishnet showing her booty and jock in chastity cage Hey! Truly, my name is Tony, but for u, I'll be a concupiscent sissy
8 months ago
5:46

ShemaleSin

Sissy with large butt in fishnet showing her booty and jock in chastity cage Hey! Truly, my name is Tony, but for u, I'll be a concupiscent sissy

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Femdom Spanks and Cages Two TS Submissive Sissy Sluts
3 years ago
13:26

PornHub

Femdom Spanks and Cages Two TS Submissive Sissy Sluts

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trans girl fucked doggy style while wearing pink latex and chastity cage
1 year ago
3:58

PornHub

trans girl fucked doggy style while wearing pink latex and chastity cage

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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
4:59

PornHub

Sissy Anal Slut Locked Down on Huge Dildo One Bar Prison Bound & Teased in Chastity Cage by Mistress

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Sissygasm - Caged femboy splurts dripping cum all over his thighs
4 years ago
5:01

PornHub

Sissygasm - Caged femboy splurts dripping cum all over his thighs

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Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD
6 months ago
17:23

aShemaleTube

Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD

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Getting ready to get fucked!
8 months ago
11:53

PornHub

Getting ready to get fucked!

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Being in a negative chastity cage for the 1st time is gorgeous gripping. nevertheless it is a very precious experience for each sissy.
7 months ago
0:59

ShemaleSin

Being in a negative chastity cage for the 1st time is gorgeous gripping. nevertheless it is a very precious experience for each sissy.

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Trams fem boinks a pumpkin during locktober
4 months ago
7:01

KeekAss

Trams fem boinks a pumpkin during locktober

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HandsFree Chained Sissy Thrall in Chastity Cage - Huge Cum Load
28 days ago
2:00

ShemaleSin

HandsFree Chained Sissy Thrall in Chastity Cage - Huge Cum Load

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Cute pink haired trans woman Angel Tears  masturbating in chastity
5 months ago
16:51

aShemaleTube

Cute pink haired trans woman Angel Tears masturbating in chastity

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Jessica Bloom teaches sissies how to have anal orgasms in chastity cage
35 days ago
6:15

ShemaleTaxi

Jessica Bloom teaches sissies how to have anal orgasms in chastity cage

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chastity teen sissy maid fucked by old daddyp
2 years ago
4:45

TrannyOne

chastity teen sissy maid fucked by old daddyp

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Chastity-cage, tease-and-denied
36 days ago
5:22

ShemaleTaxi

Chastity-cage, tease-and-denied

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Sissy in flat chastity cage enjoyable one sex toy after some other
8 months ago
1:57

ShemaleSin

Sissy in flat chastity cage enjoyable one sex toy after some other

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Tranny Babe in Chasity Cage Gets Fucked by large
3 years ago
11:53

aShemaleTube

Tranny Babe in Chasity Cage Gets Fucked by large

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EZZYFOREVER WRECKED ANAL INVASION EJACULATION
1 year ago
16:07

KeekAss

EZZYFOREVER WRECKED ANAL INVASION EJACULATION

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Tied up in lingerie and railed by Hankey's XL Chorizo N' Eggs
1 year ago
1:03

PornHub

Tied up in lingerie and railed by Hankey's XL Chorizo N' Eggs

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Boinked Rigid On All 4s Till Her Prize
4 months ago
4:55

KeekAss

Boinked Rigid On All 4s Till Her Prize

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Sissy Andreina positions with her tanned body wearing a seductive beach swimsuit, super high heels, anklets, chastity cage, slut collar and nympho gla
9 months ago
2:33

ShemaleSin

Sissy Andreina positions with her tanned body wearing a seductive beach swimsuit, super high heels, anklets, chastity cage, slut collar and nympho gla

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French sissy, french
2 years ago
8:12

ShemaleTaxi

French sissy, french

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Lewd transgender bunny dress, cosplay in pink leather harness, pink leather garter thong, pink and white striped thing high socks, pink pleated pettic
1 year ago
12:24

ShemaleSin

Lewd transgender bunny dress, cosplay in pink leather harness, pink leather garter thong, pink and white striped thing high socks, pink pleated pettic

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Sissybois or Fembois just love to do their cardio in the form of riding BBC very lengthy and hard. Always beeing caged so her clitty is not in the way
2 days ago
1:35

ShemaleSin

Sissybois or Fembois just love to do their cardio in the form of riding BBC very lengthy and hard. Always beeing caged so her clitty is not in the way

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Sissy cums in a cage
3 years ago
6:34

ShemaleSin

Sissy cums in a cage

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my chastety cage
2 years ago
0:53

ShemaleSin

my chastety cage

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Sissy shows off her maid suit, her chastity cage and her pants
3 months ago
0:58

ShemaleSin

Sissy shows off her maid suit, her chastity cage and her pants

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2 Trannies dominate slave in cage
2 years ago
1:23

PornHub

2 Trannies dominate slave in cage

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Mar 18th 2021
3 years ago
6:23

ShemaleSin

Mar 18th 2021

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The smaller the more excellent
6 months ago
1:01

ShemaleSin

The smaller the more excellent

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Tranny has chastity cage chained to wall
6 years ago
2:28

PornHub

Tranny has chastity cage chained to wall

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Sissy CD in iron chastity cage take 12inch sex toy
1 year ago
4:49

ShemaleSin

Sissy CD in iron chastity cage take 12inch sex toy

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Tranny Gets Cock Bondaged And Ass Banged
1 year ago
9:13

TrannyOne

Tranny Gets Cock Bondaged And Ass Banged

Tags: anal, ass, assfucking, bdsm, bondage

Connie Cage Conditions Her Mind for Cocks
4 years ago
10:46

ShemaleZ

Connie Cage Conditions Her Mind for Cocks

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SMALL TEEN SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE ORGASM 2
2 years ago
6:41

PornHub

SMALL TEEN SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE ORGASM 2

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Natalie Mars TS
2 years ago
11:23

TrannyOne

Natalie Mars TS

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Ladyboy's POV: Trapped in the wrong cage and face-fucked by the guards in a harsh gangbang
10 months ago
8:34

ShemaleTaxi

Ladyboy's POV: Trapped in the wrong cage and face-fucked by the guards in a harsh gangbang

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Removing my sissy pink chastity cage and play with my tiny clity
11 months ago
1:07

aShemaleTube

Removing my sissy pink chastity cage and play with my tiny clity

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Golden-Haired transgender honey analfucks sub
2 years ago
10:00

ShemaleSin

Golden-Haired transgender honey analfucks sub

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Fucking my ass wearing my chastity cage 🍑🍆🔒
1 year ago
5:07

aShemaleTube

Fucking my ass wearing my chastity cage 🍑🍆🔒

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Cute Trans Hotty Cums throughout her Cage
3 years ago
2:52

ShemaleSin

Cute Trans Hotty Cums throughout her Cage

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Good Sissies Wear Chastity Cages When They Go Out
7 months ago
1:17

PornHub

Good Sissies Wear Chastity Cages When They Go Out

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Brunette Shemale Dildo In Chastity Cage
3 years ago
10:15

aShemaleTube

Brunette Shemale Dildo In Chastity Cage

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Natalie Mars: Ask and Ye Shall Receive an Ass Fucking!
5 years ago
12:43

PornHub

Natalie Mars: Ask and Ye Shall Receive an Ass Fucking!

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Chastity-cage, tgirl-fucks-girl
9 months ago
41:07

ShemaleTaxi

Chastity-cage, tgirl-fucks-girl

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Trans Doxy Lastly Gets to Uncage and Have A Fun fresh Toy
2 years ago
1:04

ShemaleSin

Trans Doxy Lastly Gets to Uncage and Have A Fun fresh Toy

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