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3 years ago
0:17

ShemaleSin

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2 years ago
4:58

ShemaleSin

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20 days ago
3:04

ShemaleSin

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Femboy Bailey Wilde Drilled by Sex Machine
22 days ago
3:26

ShemaleSin

Femboy Bailey Wilde Drilled by Sex Machine

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10 months ago
23:54

ShemaleSin

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1 year ago
3:30

KeekAss

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2 years ago
7:13

ShemaleSin

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What you looking for? A feminization Musical - Sissy Victoria
1 year ago
2:45

KeekAss

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2 years ago
3:06

KeekAss

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1 year ago
2:12

KeekAss

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1 year ago
2:47

ShemaleSin

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2 years ago
10:08

ShemaleSin

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5 months ago
6:50

ShemaleSin

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1 year ago
2:06

KeekAss

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2 years ago
6:11

ShemaleSin

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2 years ago
15:26

ShemaleSin

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1 year ago
5:02

KeekAss

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Sissy Screws Herself With Glass ButtPlug
2 years ago
1:03

ShemaleSin

Sissy Screws Herself With Glass ButtPlug

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11 months ago
22:16

ShemaleSin

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33 days ago
10:28

ShemaleSin

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11 months ago
5:15

ShemaleSin

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2 years ago
2:17

ShemaleSin

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1 year ago
20:08

ShemaleSin

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11 months ago
5:42

ShemaleSin

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1 year ago
3:27

KeekAss

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9 months ago
11:15

ShemaleSin

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1 year ago
14:58

ShemaleSin

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1 year ago
5:25

aShemaleTube

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1 year ago
7:05

TrannyOne

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1 year ago
23:06

ShemaleSin

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1 year ago
16:54

ShemaleSin

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1 year ago
2:13

ShemaleSin

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Feminization, Makeup, Sissy Crossdressing for Your Step Dad
1 year ago
2:10

aShemaleTube

Feminization, Makeup, Sissy Crossdressing for Your Step Dad

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1 year ago
8:12

ShemaleSin

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1 year ago
0:23

ShemaleSin

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RubyMabel (Stella Foxxx) uses 16in. lengthy 3in. wide vibrator on her booty
1 year ago
3:22

ShemaleSin

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1 year ago
21:14

ShemaleSin

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Worthy Cuties Eat Up All of Their Cum Even During The Time That Locked in Chastity
2 years ago
6:14

ShemaleSin

Worthy Cuties Eat Up All of Their Cum Even During The Time That Locked in Chastity

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2 years ago
3:35

TrannyOne

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2 years ago
7:36

ShemaleSin

humiliation walk

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Hot Trap Crossdress in pants and with a ponytail
2 years ago
0:29

ShemaleSin

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Sissification feminization sissy training - SISSY LOADING (english voice)
2 years ago
6:44

ShemaleSin

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3 years ago
2:01

aShemaleTube

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Making You Into a Sissy Maid Who Sucks Dick
1 year ago
5:06

TrannyOne

Making You Into a Sissy Maid Who Sucks Dick

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1 year ago
29:24

ShemaleSin

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1 year ago
14:37

ShemaleSin

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Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)
3 years ago
6:13

ShemaleSin

Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)

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Shemale breeding cumpilation vol. 9
1 year ago
11:01

ShemaleSin

Shemale breeding cumpilation vol. 9

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1 year ago
5:21

ShemaleSin

Sissy shoves pants up her booty

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sissy cock whore hypno
1 year ago
2:50

aShemaleTube

sissy cock whore hypno

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Aug 18th 2023
1 year ago
0:31

ShemaleSin

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2 years ago
5:58

ShemaleSin

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2 years ago
0:27

ShemaleSin

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Jan 27th 2023
2 years ago
10:15

ShemaleSin

Jan 27th 2023

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Dec 8th 2022
2 years ago
1:18:35

ShemaleSin

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TS Willow Hammerz - Massive load by sissy ramrod
2 years ago
3:01

ShemaleSin

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Romantic Evening Nylon Sex in White Lingerie
2 years ago
29:35

TrannyOne

Romantic Evening Nylon Sex in White Lingerie

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2 years ago
5:59

ShemaleSin

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2 years ago
0:20

ShemaleSin

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Anal Talk with the Bartender Ends in Trans Fuck Fest
1 year ago
19:20

TrannyOne

Anal Talk with the Bartender Ends in Trans Fuck Fest

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Embrace feminisation
1 year ago
3:12

aShemaleTube

Embrace feminisation

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1 year ago
14:48

aShemaleTube

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FREE HANDS JIZZ FLOW COMPILATION
1 year ago
1:19

ShemaleSin

FREE HANDS JIZZ FLOW COMPILATION

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1 year ago
11:12

ShemaleSin

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1 year ago
1:01

ShemaleSin

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SISSY SUCK 2 SEX TOY
1 year ago
1:38

ShemaleSin

SISSY SUCK 2 SEX TOY

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Handmaiden
1 year ago
35:06

ShemaleSin

Handmaiden

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1 year ago
15:21

ShemaleSin

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1 year ago
12:01

ShemaleSin

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SISSY SCREWED. CROSSDRESSER. TRAP. FEMINIZATION
3 years ago
2:17

ShemaleSin

SISSY SCREWED. CROSSDRESSER. TRAP. FEMINIZATION

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Sissy takes BBC up her butt
2 years ago
4:31

ShemaleSin

Sissy takes BBC up her butt

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Bailey Wilde Feminized Into Cheerleader and Screwed by Mistresse Pixie
2 years ago
0:53

ShemaleSin

Bailey Wilde Feminized Into Cheerleader and Screwed by Mistresse Pixie

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Lily Star Takes fist and prolapse for very 1st time!
2 years ago
10:22

ShemaleSin

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Sissy Wench Riding Schlong After Also Many Captions
2 years ago
9:42

ShemaleSin

Sissy Wench Riding Schlong After Also Many Captions

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Skyler Storm Sissy Chastity during the time that sliding pink sex-toy in my vagina
1 year ago
2:38

ShemaleSin

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Sissy Hunk Feminization And Bisex Domination Vids
3 years ago
8:23

ShemaleSin

Sissy Hunk Feminization And Bisex Domination Vids

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Turning husband into sissy slut
1 year ago
13:10

TrannyOne

Turning husband into sissy slut

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How a Sissy should Masturbate in Chastity with a Sex-Toy Sissy Joanna
1 year ago
6:58

ShemaleSin

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Sissy Spunk Fountain Compilation
1 year ago
1:53

ShemaleSin

Sissy Spunk Fountain Compilation

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Candid upskirt, disrobe at the end
1 year ago
23:17

ShemaleSin

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1 year ago
2:25

ShemaleSin

Sissy at the gym

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Sissy transformation feminization process with dildo in my bussy
1 year ago
2:09

aShemaleTube

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Feminization Sissyfication Sissy training - Sissy meditation on shlong
1 year ago
5:01

ShemaleSin

Feminization Sissyfication Sissy training - Sissy meditation on shlong

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Sissification feminization sissy training - SISSY DREAM (english voice)
3 years ago
2:08

FapCat

Sissification feminization sissy training - SISSY DREAM (english voice)

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1 year ago
1:27

ShemaleSin

Reconditioning still in progress

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That Guy Made Me Do It Another Time! I'm a Sissy Bitch!
1 year ago
5:01

ShemaleSin

That Guy Made Me Do It Another Time! I'm a Sissy Bitch!

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POV Crossdresser Banged Doggy Position
3 years ago
0:56

ShemaleSin

POV Crossdresser Banged Doggy Position

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Drilled in the butt
2 years ago
12:23

ShemaleSin

Drilled in the butt

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Riding a huge BBC dildo
2 years ago
2:40

aShemaleTube

Riding a huge BBC dildo

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Sissy has to crawl
2 years ago
1:58

ShemaleSin

Sissy has to crawl

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Feminization and Pegged to Get Maid Job
1 year ago
3:04

ShemaleSin

Feminization and Pegged to Get Maid Job

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VERY HOT Goth Sissy Sucking Cock POV
1 year ago
5:43

TrannyOne

VERY HOT Goth Sissy Sucking Cock POV

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Mara Jade Stretches Her Constricted Little During The Time That Butthole Out In Chastity
1 year ago
5:23

ShemaleSin

Mara Jade Stretches Her Constricted Little During The Time That Butthole Out In Chastity

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Female Masker Z Cup Sex Toy Sissy Bitches #2
1 year ago
6:13

ShemaleSin

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Monnica is being tutored to be a BBC sissy!!
1 year ago
5:41

ShemaleSin

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Femboy gets concupiscent and screws a pocket cunt until JIZZ FLOW
1 year ago
0:28

ShemaleSin

Femboy gets concupiscent and screws a pocket cunt until JIZZ FLOW

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My pleasing knob - Penis Meditation 4k
1 year ago
12:48

ShemaleSin

My pleasing knob - Penis Meditation 4k

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Made my sissy hole cream,sissygasm & analgasm sissy anal slut anal training
1 year ago
27:33

aShemaleTube

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1 year ago
20:17

aShemaleTube

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Sissy walk
2 years ago
1:12

ShemaleSin

Sissy walk

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2 years ago
8:17

ShemaleSin

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Climax Series two (trans, female mask, crossdress, mask, fetish, hose, transformation, heels)
2 years ago
2:13

ShemaleSin

Climax Series two (trans, female mask, crossdress, mask, fetish, hose, transformation, heels)

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Mistresse Ding-Dong pegs Her Sissy Bitch! SEXY anal pegging!!!
2 years ago
1:00

ShemaleSin

Mistresse Ding-Dong pegs Her Sissy Bitch! SEXY anal pegging!!!

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Str8 Man Drilled by Sexy Blond Trans Woman
2 years ago
1:50

ShemaleSin

Str8 Man Drilled by Sexy Blond Trans Woman

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1 year ago
5:15

TrannyOne

I squirt and piss into my seamless pantyhose

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Big cock makes sissy slut Bess cum twice
1 year ago
9:06

TrannyOne

Big cock makes sissy slut Bess cum twice

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Sissy Feminization and Drilled
1 year ago
3:31

ShemaleSin

Sissy Feminization and Drilled

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Sophia Di Bella a nice-looking femboy has her 1st porn casting!
1 year ago
2:52

ShemaleSin

Sophia Di Bella a nice-looking femboy has her 1st porn casting!

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1 year ago
5:51

ShemaleSin

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SANTA'S SISSY MALE - Teaser
1 year ago
0:33

ShemaleSin

SANTA'S SISSY MALE - Teaser

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Sissification feminization sissy training - Sweethearts's feelings two (english voice)
1 year ago
5:50

ShemaleSin

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Your Recent Girlfriend is a Cuckold Coach - A Lascivious Caption Story ????????⛓️????
1 year ago
0:58

ShemaleSin

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1 year ago
15:05

aShemaleTube

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1 year ago
9:36

ShemaleSin

Worthy butt caught in public

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TS W I L L O W - Sissy Princess Clitty Cum
2 years ago
1:50

ShemaleSin

TS W I L L O W - Sissy Princess Clitty Cum

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Cute Sissy Femboy Plays with her Sex-Toy
2 years ago
12:38

ShemaleSin

Cute Sissy Femboy Plays with her Sex-Toy

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Dec 15th 2022
2 years ago
25:12

ShemaleSin

Dec 15th 2022

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Sissy TS Willow Hammerz - Showing off locked up clitty
2 years ago
1:02

ShemaleSin

Sissy TS Willow Hammerz - Showing off locked up clitty

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Pathetic Hairless Head Sissy Hunk Faps Whilst Plugged Wearing Leather
2 years ago
6:58

ShemaleSin

Pathetic Hairless Head Sissy Hunk Faps Whilst Plugged Wearing Leather

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Hawt t-girl licking cunt
2 years ago
0:35

ShemaleSin

Hawt t-girl licking cunt

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Hawt Crossdresser Jerking Off on Movie Scene Chat
3 years ago
3:27

ShemaleSin

Hawt Crossdresser Jerking Off on Movie Scene Chat

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SISSY BITCH SEX TOOL TRAINING
1 year ago
9:19

ShemaleSin

SISSY BITCH SEX TOOL TRAINING

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Boy feminized to a Sissy by shemale and hard fucked
1 year ago
30:33

aShemaleTube

Boy feminized to a Sissy by shemale and hard fucked

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A look into the sissy bedroom that Domina Violet athletic for Her sissy wife, Glamorous Monnica
1 year ago
19:23

ShemaleSin

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3 years ago
7:27

FapCat

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Sissy Trans Stripper Practicing Some Greater Amount After Pleasure Night
1 year ago
1:16

ShemaleSin

Sissy Trans Stripper Practicing Some Greater Amount After Pleasure Night

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Sissy Oksana riding anal dildo & huge anal plug _cam.1_sc.34
3 years ago
12:54

FapCat

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Kasnicole 314 Feminization after masturbation and cumming in stockings
1 year ago
10:03

ShemaleSin

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1 year ago
9:34

ShemaleSin

Being put into a flat cage After Misstress cleans my locked Clitty Small dong

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Kinky Maid pulls her pants down and strokes her wang
1 year ago
0:58

ShemaleSin

Kinky Maid pulls her pants down and strokes her wang

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Demoness Sissy Hypno
1 year ago
3:35

aShemaleTube

Demoness Sissy Hypno

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Sissy screwed in the booty
2 years ago
3:48

ShemaleSin

Sissy screwed in the booty

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2 years ago
9:59

ShemaleSin

Anal training for dad's BBC

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2 years ago
2:29

ShemaleSin

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Hot Crossdresser Reverse Cowgirl Drilled by Domina
2 years ago
5:13

ShemaleSin

Hot Crossdresser Reverse Cowgirl Drilled by Domina

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Trans Gamer Jerks Off
3 years ago
0:29

ShemaleSin

Trans Gamer Jerks Off

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SISSY, MOM TRAINS U TO BE A WONDERFUL FLOOZY
1 year ago
1:23

ShemaleSin

SISSY, MOM TRAINS U TO BE A WONDERFUL FLOOZY

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1 year ago
24:58

ShemaleSin

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1 year ago
6:35

ShemaleSin

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May 20th 2022
3 years ago
13:10

ShemaleSin

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1 year ago
45:35

aShemaleTube

Listening to hypno training my sissy pussy in chastity like a good girl

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1 year ago
2:24

aShemaleTube

Shy sissy slut anal training

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Sissy Bimbo Maid Likes Oral - With Bimbo Sissy Captions
1 year ago
3:44

ShemaleSin

Sissy Bimbo Maid Likes Oral - With Bimbo Sissy Captions

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Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys
1 year ago
9:29

aShemaleTube

Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys

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1 year ago
27:06

ShemaleSin

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Sissification feminization sissy training - BE HAPPY SISSY (english voice)
3 years ago
3:56

FapCat

Sissification feminization sissy training - BE HAPPY SISSY (english voice)

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Sissy Bimbo Doxy - Result of Feminization Training
1 year ago
3:24

ShemaleSin

Sissy Bimbo Doxy - Result of Feminization Training

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1 year ago
9:55

ShemaleSin

Crossdresser maid doing abode chores

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1 year ago
7:40

ShemaleSin

Maid reading on her break

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Sissy Nikki gets taken out of chastity/humiliated to cum on face by Femdom Delilah teaser
2 years ago
1:57

ShemaleSin

Sissy Nikki gets taken out of chastity/humiliated to cum on face by Femdom Delilah teaser

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POV u get Feminized by a Sissy and her Headmistress
4 years ago
1:20

ShemaleSin

POV u get Feminized by a Sissy and her Headmistress

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2 years ago
36:11

ShemaleSin

Just playing around with me and try to learn how to look hawt as possible

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Chat with Russian Crossdresser @MajiBilli on Wachabate (Free Cams)
2 years ago
7:43

aShemaleTube

Chat with Russian Crossdresser @MajiBilli on Wachabate (Free Cams)

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Sissification Training "SISSY LOVE BUTTON MASTURBATION RULES" Headmistress Veronica Taboo and her Sissy Academy
2 years ago
9:56

ShemaleSin

Sissification Training "SISSY LOVE BUTTON MASTURBATION RULES" Headmistress Veronica Taboo and her Sissy Academy

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Cute Pants Upskirt
2 years ago
13:03

ShemaleSin

Cute Pants Upskirt

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Trans rides BBC sextoy
2 years ago
4:52

ShemaleSin

Trans rides BBC sextoy

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Crossdresser in Female Body Costume Using Toys (onlyfans/baileywilde)
3 years ago
1:21

ShemaleSin

Crossdresser in Female Body Costume Using Toys (onlyfans/baileywilde)

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Crossdresser Feminized and Willing to Be Pegged
2 years ago
1:08

ShemaleSin

Crossdresser Feminized and Willing to Be Pegged

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Cute CD Femboy Has Hands-Free Sissygasm & Smack it After Riding Big sex tool
3 years ago
4:01

ShemaleSin

Cute CD Femboy Has Hands-Free Sissygasm & Smack it After Riding Big sex tool

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Sissy walks throughout the woods
1 year ago
8:02

ShemaleSin

Sissy walks throughout the woods

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Tubby sissy goes for a walk
2 years ago
6:32

ShemaleSin

Tubby sissy goes for a walk

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Sissy tries to escape bindings
1 year ago
4:57

ShemaleSin

Sissy tries to escape bindings

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Monnica gets banged by Feminatrix, Female-Dominator Violet.
1 year ago
5:10

ShemaleSin

Monnica gets banged by Feminatrix, Female-Dominator Violet.

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TRANS & HOTTY OUTDOOR SCREW & FISTING
1 year ago
10:30

ShemaleSin

TRANS & HOTTY OUTDOOR SCREW & FISTING

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Fan Request episode preview! Full movie on Onlyfans
1 year ago
1:14

ShemaleSin

Fan Request episode preview! Full movie on Onlyfans

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Sandra's Silicone self (trans, Crossdress, Feminization, Transformation, Nylons, Fetish)
4 years ago
16:19

ShemaleSin

Sandra's Silicone self (trans, Crossdress, Feminization, Transformation, Nylons, Fetish)

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Sissyfication Feminization Cuckold Sissy training Lesson one - When your wife is with her lover
2 years ago
2:08

ShemaleSin

Sissyfication Feminization Cuckold Sissy training Lesson one - When your wife is with her lover

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Transsexual Isa Lawrence Opens Her Throat for BBC Cum After Getting Drilled
1 year ago
12:00

ShemaleSin

Transsexual Isa Lawrence Opens Her Throat for BBC Cum After Getting Drilled

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1 year ago
6:36

ShemaleSin

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shemale masturbating and groaning with sex toy
1 year ago
8:03

ShemaleSin

shemale masturbating and groaning with sex toy

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Sissy try to cum in micro chastity cage
3 years ago
0:15

ShemaleSin

Sissy try to cum in micro chastity cage

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Trans caught wearing cute pants in public
1 year ago
4:11

ShemaleSin

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Caged sissy allowed to cum - panty gagged
1 year ago
7:27

ShemaleSin

Caged sissy allowed to cum - panty gagged

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Priceless CD femboy love and obey sissy tutor wash her brains with inhale
2 years ago
12:27

ShemaleSin

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1 year ago
1:25

ShemaleSin

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Asian Sissy Facesitting Cbt And Feminization By Femdom Pt2
2 years ago
8:00

getTranny

Asian Sissy Facesitting Cbt And Feminization By Femdom Pt2

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Hardcore sex for a trans and a ebony hotty in a libertine club
1 year ago
2:57

ShemaleSin

Hardcore sex for a trans and a ebony hotty in a libertine club

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Kris Kat – Entering The Feminization Academy
3 years ago
8:00

getTranny

Kris Kat – Entering The Feminization Academy

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3 years ago
12:37

ShemaleSin

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This time Joanna was allowed to fun herself but solely using a sex tool. So this babe had to cum hands free like a worthwhile little sissy doxy. Have
1 year ago
5:31

ShemaleSin

This time Joanna was allowed to fun herself but solely using a sex tool. So this babe had to cum hands free like a worthwhile little sissy doxy. Have

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