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2 years ago
13:57

ShemaleSin

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Feminization 101: Fuck Doll Dress up & Anal Training
10 months ago
0:58

PornHub

Feminization 101: Fuck Doll Dress up & Anal Training

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2 years ago
5:58

ShemaleSin

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10 months ago
2:20

KeekAss

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3 years ago
12:24

ShemaleSin

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3 years ago
0:16

ShemaleSin

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1 year ago
5:26

PornHub

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2 years ago
3:49

ShemaleSin

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11 months ago
11:36

ShemaleSin

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1 year ago
2:16

KeekAss

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2 years ago
19:21

ShemaleSin

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1 year ago
1:41

PornHub

Pretty Sissy Bimbo

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1 year ago
9:45

ShemaleSin

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11 months ago
0:59

ShemaleSin

Sissy Crossdress Shlong Worship ft Trans Femdom

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1 year ago
22:17

KeekAss

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10 months ago
5:43

KeekAss

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10 months ago
2:17

KeekAss

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11 months ago
5:54

PornHub

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11 months ago
6:36

PornHub

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2 years ago
0:16

ShemaleSin

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3 years ago
1:59

ShemaleSin

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Kimberlily
3 years ago
1:30

ShemaleSin

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1 year ago
4:21

PornHub

Feminization Sissy training Sissy Task - Women's stuff

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10 months ago
0:58

PornHub

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10 months ago
2:47

KeekAss

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10 months ago
0:53

PornHub

Trans girl jerks off and whimpers in little black dress

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2 years ago
5:37

ShemaleSin

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20 days ago
25:09

ShemaleSin

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10 months ago
2:37

KeekAss

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2 years ago
9:20

ShemaleSin

Mar 31st 2022

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10 months ago
6:02

KeekAss

Sissy Costume Play DVA

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3 years ago
4:58

ShemaleSin

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10 months ago
6:12

KeekAss

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2 years ago
3:23

ShemaleSin

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2 years ago
11:31

ShemaleSin

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1 year ago
3:40

KeekAss

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1 year ago
6:57

TrannyOne

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1 year ago
2:49

ShemaleSin

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11 months ago
11:00

PornHub

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Kinky Sissy Princess Veronica Taboo masturbates in Chastity, talking frankly about her SISSIFICATION
1 year ago
7:30

PornHub

Kinky Sissy Princess Veronica Taboo masturbates in Chastity, talking frankly about her SISSIFICATION

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11 months ago
7:03

KeekAss

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1 year ago
2:32

KeekAss

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1 year ago
10:04

ShemaleSin

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11 months ago
1:03

ShemaleSin

Sissy Chastity Training Knob Worship ft Trans Femdom

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Jun 2nd 2023
1 year ago
22:17

ShemaleSin

Jun 2nd 2023

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1 year ago
3:40

ShemaleSin

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11 months ago
9:38

KeekAss

Girl Masker De-Robe Pub Compilation #2

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1 year ago
4:21

ShemaleSin

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3 years ago
25:33

ShemaleSin

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1 year ago
6:21

ShemaleSin

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1 year ago
8:40

PornHub

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10 months ago
5:28

ShemaleSin

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1 year ago
1:43

ShemaleSin

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11 months ago
36:55

ShemaleZ

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3 years ago
1:00

PornHub

Sexy Blonde Tranny Slut CD Sissy Taking It

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10 months ago
6:59

ShemaleSin

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SISSYGASM without CUMSHOT is the Highest SISSIFICATION Level! Sissy Mistress Veronica Taboo Training
1 year ago
7:08

PornHub

SISSYGASM without CUMSHOT is the Highest SISSIFICATION Level! Sissy Mistress Veronica Taboo Training

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10 months ago
5:18

ShemaleSin

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Feminization Sissification SISSY TASK - Going to a sex shop
11 months ago
3:19

PornHub

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10 months ago
14:50

KeekAss

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10 months ago
2:47

PornHub

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10 months ago
6:05

KeekAss

Doll weenie rubdown

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11 months ago
4:28

KeekAss

I Love To Nads

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11 months ago
2:33

PornHub

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TS Willow Hammerz - Locked up Sissy Beauty Weenie
1 year ago
1:43

ShemaleSin

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11 months ago
15:48

PornHub

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11 months ago
25:10

PornHub

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1 year ago
5:04

KeekAss

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Jun 16th 2023
1 year ago
0:50

ShemaleSin

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2 years ago
7:21

ShemaleSin

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11 months ago
0:53

ShemaleSin

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1 year ago
0:13

ShemaleSin

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Sissy Red Nails (HDR Video)
11 months ago
2:02

PornHub

Sissy Red Nails (HDR Video)

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1 year ago
22:36

ShemaleSin

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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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Sissy Femboy fingers his taut Rectal Hole
2 years ago
0:20

ShemaleSin

Sissy Femboy fingers his taut Rectal Hole

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3 years ago
1:56

TrannyOne

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11 months ago
2:24

KeekAss

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11 months ago
25:07

PornHub

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2 years ago
0:28

ShemaleSin

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Hawt Crossdresser Discharges Large Ejaculation ft Trans Femdom
11 months ago
0:30

ShemaleSin

Hawt Crossdresser Discharges Large Ejaculation ft Trans Femdom

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11 months ago
3:03

PornHub

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11 months ago
25:07

ShemaleSin

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1 year ago
1:52

ShemaleSin

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10 months ago
4:01

PornHub

Femboy in thigh-highs and cat ears plays with pussy

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Positive Sissy Affirmations with Binaural Beats by Miss Lofn
2 years ago
1:05:33

ShemaleSin

Positive Sissy Affirmations with Binaural Beats by Miss Lofn

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11 months ago
1:33

ShemaleSin

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11 months ago
6:24

PornHub

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Crossdresser Sissy tied and ball-gagged
11 months ago
6:11

KeekAss

Crossdresser Sissy tied and ball-gagged

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Sissy Training
10 months ago
5:02

PornHub

Sissy Training

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Super-Naughty Dominatrix Penetrates Her Sissy Whore
1 year ago
7:24

KeekAss

Super-Naughty Dominatrix Penetrates Her Sissy Whore

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Feminization - sissy training - part two (english voice)
2 years ago
4:18

ShemaleSin

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Chastised Sissy Kenzie Star riding dildo
11 months ago
4:00

aShemaleTube

Chastised Sissy Kenzie Star riding dildo

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2 years ago
3:10

ShemaleSin

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Juggsy Woman Masker Z Bowl Stripper #5
11 months ago
7:03

KeekAss

Juggsy Woman Masker Z Bowl Stripper #5

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Hawt Sissy Transgirl Oral-Job Enjoyment with Sex Toys
2 years ago
3:31

ShemaleSin

Hawt Sissy Transgirl Oral-Job Enjoyment with Sex Toys

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Sissy Femboy Page Madi James Drilled Doggy Position
2 years ago
3:04

ShemaleSin

Sissy Femboy Page Madi James Drilled Doggy Position

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11 months ago
25:11

ShemaleSin

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2 years ago
0:45

ShemaleSin

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Arab Sissy Crossdresser takes facial cumshot from deep throat
10 months ago
2:21

KeekAss

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10 months ago
2:11

KeekAss

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11 months ago
6:24

PornHub

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11 months ago
5:44

PornHub

Sissy First CumShot Compliation

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1 year ago
2:02

KeekAss

Sophie Krens bound up and deepthroat fake penis

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Gudrun's Catsuit (trans, Crossdress, Transformation, High Heels, Mask, Female Mask, Spandex)
2 years ago
15:20

ShemaleSin

Gudrun's Catsuit (trans, Crossdress, Transformation, High Heels, Mask, Female Mask, Spandex)

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Transgender Princess Dildoing Rump on Public Bench
1 year ago
5:56

KeekAss

Transgender Princess Dildoing Rump on Public Bench

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3 years ago
5:16

ShemaleSin

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18 days ago
23:53

ShemaleSin

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2 years ago
4:10

ShemaleSin

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14 days ago
15:28

ShemaleSin

Sissy anal climax from BBC Dildos in chastity

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10 months ago
6:59

KeekAss

Trans purity ass-fuck

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2 years ago
6:18

ShemaleSin

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1 year ago
1:00

ShemaleSin

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11 months ago
12:04

ShemaleSin

My Feminization Nearly Complete FULL

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Sissification Lecture "Ultimate Guide to Sissy Sex Toys" Veronica Taboo invites u to Sissy Academy
11 months ago
19:01

ShemaleSin

Sissification Lecture "Ultimate Guide to Sissy Sex Toys" Veronica Taboo invites u to Sissy Academy

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Heterosexual No More (Sissy Training)
10 months ago
0:36

xHamster

Heterosexual No More (Sissy Training)

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10 months ago
6:49

KeekAss

Sissy anal invasion teaching

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1 year ago
4:41

KeekAss

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1 year ago
1:32

ShemaleSin

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1 year ago
3:57

ShemaleSin

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1 year ago
13:16

ShemaleSin

Sissy rides BBC

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2 years ago
1:05

ShemaleSin

Cute Femboy has some solo joy Part 1

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10 months ago
1:32

PornHub

CD suck big black cock (bbc)

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10 months ago
2:09

KeekAss

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Jizzing & Splattering - uncircumcised version
10 months ago
12:14

KeekAss

Jizzing & Splattering - uncircumcised version

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Sissy Training (english Voice) u are Cutie
2 years ago
2:02

ShemaleSin

Sissy Training (english Voice) u are Cutie

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Hot shemale take Boys ass and fuck him like a Sissy
2 years ago
12:01

TrannyOne

Hot shemale take Boys ass and fuck him like a Sissy

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Nutting & Splooging
11 months ago
2:07

KeekAss

Nutting & Splooging

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Sissy training Breathe butt
2 years ago
4:18

ShemaleSin

Sissy training Breathe butt

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Superior Woman bangs her cheap faggots- full episode on Onlyfans (link In bio)
2 years ago
0:17

ShemaleSin

Superior Woman bangs her cheap faggots- full episode on Onlyfans (link In bio)

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Alt Trans Maid Edges and Cums Whilst Shaking
1 year ago
4:58

ShemaleSin

Alt Trans Maid Edges and Cums Whilst Shaking

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Frolicking with Myself, Sissy Victoria
10 months ago
3:30

KeekAss

Frolicking with Myself, Sissy Victoria

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Upskirt in public - cute pants
1 year ago
7:13

ShemaleSin

Upskirt in public - cute pants

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What you looking for? A feminization Musical - Sissy Victoria
10 months ago
2:45

KeekAss

What you looking for? A feminization Musical - Sissy Victoria

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Femboy Wiggling Monstrous Butt in Fresh Donk Cutoffs Then Opens Up Her Cheeks
1 year ago
3:06

KeekAss

Femboy Wiggling Monstrous Butt in Fresh Donk Cutoffs Then Opens Up Her Cheeks

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10 months ago
2:12

KeekAss

Estoy de regreso y muy motivada

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10 months ago
2:47

ShemaleSin

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Hawt Crossdresser Drilled Unfathomable in Butt
1 year ago
10:08

ShemaleSin

Hawt Crossdresser Drilled Unfathomable in Butt

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Tetas pequena si y en crecimiento tambien
10 months ago
2:06

KeekAss

Tetas pequena si y en crecimiento tambien

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Chasity anal
1 year ago
9:20

PornHub

Chasity anal

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Buttplug upskirt
1 year ago
6:11

ShemaleSin

Buttplug upskirt

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Sissy Fingering Her Butt Hole
1 year ago
2:07

PornHub

Sissy Fingering Her Butt Hole

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11 months ago
15:26

ShemaleSin

Kasnicole 311 Magic hose feminize me into a doll-like cutie

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2 years ago
4:22

ShemaleSin

sissy instructions reprogramming gal Scarlett bly

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10 months ago
0:31

PornHub

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Sissy Teaching4
10 months ago
5:02

KeekAss

Sissy Teaching4

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Riding my Big Black Toy
11 months ago
4:00

aShemaleTube

Riding my Big Black Toy

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Sissy Screws Herself With Glass ButtPlug
1 year ago
1:03

ShemaleSin

Sissy Screws Herself With Glass ButtPlug

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Cute Slender Sissy Femboy Trap with flawless body jerking off and cum - Jizz Flow
1 year ago
2:17

ShemaleSin

Cute Slender Sissy Femboy Trap with flawless body jerking off and cum - Jizz Flow

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Sissy anal training
10 months ago
6:49

PornHub

Sissy anal training

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Wank in underpants and lots of jizm
10 months ago
3:27

KeekAss

Wank in underpants and lots of jizm

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A bit different compared to my other content, a episode for these questioning their gender or have already figured it out. Let me know if u desire to
36 days ago
10:57

ShemaleSin

A bit different compared to my other content, a episode for these questioning their gender or have already figured it out. Let me know if u desire to

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Sexually Excited Femboy masturbates butt-twat with glass toy and cums
42 days ago
7:11

ShemaleSin

Sexually Excited Femboy masturbates butt-twat with glass toy and cums

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Embrace feminisation
49 days ago
3:12

aShemaleTube

Embrace feminisation

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TS WILLOW - Sneak Peek PMV
55 days ago
0:25

ShemaleSin

TS WILLOW - Sneak Peek PMV

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TS W I L L O W - Gal Jock Caged & Spunk Flow
2 months ago
5:02

ShemaleSin

TS W I L L O W - Gal Jock Caged & Spunk Flow

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Sissy slut in chastity cumming hands free and swallowing my loads
2 months ago
14:48

aShemaleTube

Sissy slut in chastity cumming hands free and swallowing my loads

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3 months ago
23:06

ShemaleSin

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3 months ago
5:49

ShemaleSin

sexy trans angel talks about feminization

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Feminization Sissication Sissy training - Cheerful Loser - Chastity Cum
1 year ago
5:40

ShemaleSin

Feminization Sissication Sissy training - Cheerful Loser - Chastity Cum

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Girls Club 3: A Sissy Feminization Series
5 years ago
33:04

ABTranny

Girls Club 3: A Sissy Feminization Series

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Feminization of a sissy slave
5 years ago
13:57

ABTranny

Feminization of a sissy slave

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9 months ago
27:33

aShemaleTube

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Kinky Maid pulls her pants down and strokes her wang
9 months ago
0:58

ShemaleSin

Kinky Maid pulls her pants down and strokes her wang

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9 months ago
9:55

ShemaleSin

Crossdresser maid doing abode chores

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

ShemaleSin

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

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Hot Crossdresser Puts Vibrating Booty Plug in Booty
2 years ago
4:05

ShemaleSin

Hot Crossdresser Puts Vibrating Booty Plug in Booty

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Hot Golden-Haired Drag Transformation
2 years ago
4:08

ShemaleSin

Hot Golden-Haired Drag Transformation

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1 year ago
5:39

ShemaleSin

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Transgirl CUMSHOOT between her thights
1 year ago
9:57

ShemaleSin

Transgirl CUMSHOOT between her thights

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

aShemaleTube

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

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

ShemaleSin

Lily Star Takes fist and prolapse for very 1st time!

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Sissy Crossdresser Wears Pvc Catsuit In Public
1 year ago
3:15

ShemaleSin

Sissy Crossdresser Wears Pvc Catsuit In Public

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Dec 15th 2022
1 year ago
25:12

ShemaleSin

Dec 15th 2022

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Femboy playing sex tool with chastity
1 year ago
0:33

ShemaleSin

Femboy playing sex tool with chastity

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

ShemaleSin

Sissy TS Willow Hammerz - Showing off locked up clitty

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Lara White Sissy Enjoying herself playing Crossdresser Femboy Feminization Sissyfication
1 year ago
37:49

ShemaleSin

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

ShemaleSin

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

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chase me on twitter at - theemobratmara and chase the link in my bio. So basically I just oil up my body so its all shiny a bang my butt with 3 differ
50 days ago
12:39

ShemaleSin

chase me on twitter at - theemobratmara and chase the link in my bio. So basically I just oil up my body so its all shiny a bang my butt with 3 differ

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VERY HOT Goth Sissy Sucking Cock POV
2 months ago
5:43

TrannyOne

VERY HOT Goth Sissy Sucking Cock POV

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