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3 months ago
15:17

ShemaleSin

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36 days ago
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ShemaleSin

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4 months ago
17:40

aShemaleTube

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5 months ago
7:39

ShemaleSin

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4 months ago
18:43

ShemaleSin

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4 months ago
0:14

ShemaleSin

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6 months ago
0:29

ShemaleSin

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6 months ago
11:12

ShemaleSin

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6 months ago
0:07

ShemaleSin

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6 months ago
18:17

ShemaleSin

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4 months ago
10:19

ShemaleMovie

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2 months ago
4:40

ShemaleSin

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1 year ago
6:39

ShemaleSin

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1 year ago
0:24

ShemaleSin

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1 year ago
5:31

KeekAss

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58 days ago
15:46

ShemaleSin

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4 months ago
11:34

ShemaleSin

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3 months ago
5:01

ShemaleSin

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4 months ago
0:26

ShemaleSin

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6 months ago
11:21

ShemaleSin

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2 months ago
11:11

ShemaleSin

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2 months ago
2:44

ShemaleSin

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1 year ago
1:51

aShemaleTube

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1 year ago
1:25

ShemaleSin

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9 months ago
1:07

ShemaleSin

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11 months ago
7:30

KeekAss

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4 months ago
10:40

ShemaleSin

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1 year ago
8:57

ShemaleSin

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1 year ago
3:44

ShemaleSin

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1 year ago
1:52

ShemaleSin

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1 year ago
4:04

TrannyOne

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5 months ago
0:13

ShemaleSin

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3 days ago
11:16

ShemaleSin

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1 year ago
10:13

KeekAss

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9 months ago
12:37

MyLust

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8 months ago
3:12

ShemaleSin

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2:37

ShemaleSin

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4 months ago
28:00

ShemaleSin

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38 days ago
4:16

ShemaleSin

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1 year ago
13:49

ShemaleSin

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5 months ago
12:23

ShemaleSin

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11 months ago
2:15

ShemaleSin

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6 months ago
23:37

aShemaleTube

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1 year ago
7:10

ShemaleSin

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1 year ago
8:24

ShemaleSin

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5 months ago
1:07

ShemaleSin

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1 year ago
6:06

ShemaleTaxi

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55 days ago
5:12

ShemaleSin

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3 months ago
6:16

ShemaleSin

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1 year ago
0:15

ShemaleSin

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1 year ago
0:39

ShemaleSin

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6 months ago
16:59

ShemaleSin

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10 months ago
4:10

ShemaleSin

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1 year ago
7:19

TrannyOne

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2 months ago
7:31

ShemaleSin

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3 months ago
2:19

ShemaleSin

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48 days ago
7:33

ShemaleSin

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5 months ago
11:17

ShemaleSin

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4 months ago
5:02

ShemaleSin

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1 year ago
4:04

ShemaleSin

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5 months ago
12:06

ShemaleSin

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2 years ago
6:38

KeekAss

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13 days ago
0:14

ShemaleSin

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2 years ago
11:36

KeekAss

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5 years ago
18:06

ShemalePub

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Hot Trans Bailey Wilde Drilled Missionary
3 months ago
7:42

ShemaleSin

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4 years ago
1:42

ShemaleSin

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3 months ago
9:53

aShemaleTube

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8 months ago
5:53

ShemaleSin

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2 years ago
2:15

KeekAss

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2 years ago
16:00

KeekAss

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17 days ago
0:08

ShemaleSin

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2 years ago
21:15

KeekAss

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2 months ago
7:10

ShemaleSin

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1 year ago
7:32

ShemaleSin

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1 year ago
0:23

ShemaleSin

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8 months ago
13:31

KeekAss

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2 years ago
3:08

aShemaleTube

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2 years ago
12:42

KeekAss

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5 months ago
5:19

ShemaleSin

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11 months ago
26:46

ShemaleSin

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1 year ago
1:47

ShemaleSin

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1 year ago
31:04

ShemaleSin

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2 years ago
6:12

KeekAss

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4 years ago
14:40

ShemaleSin

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11 months ago
5:46

ShemaleSin

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2 years ago
5:29

KeekAss

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Total Crossdressing Transformation
2 years ago
10:16

KeekAss

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Femboy Elena Koslov's Tentacle Sex tool Teaser #1
1 year ago
0:24

ShemaleSin

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2 years ago
10:59

KeekAss

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2 years ago
1:41

ShemaleSin

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6 months ago
4:28

ShemaleSin

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6 months ago
17:28

ShemaleSin

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5 months ago
2:02

ShemaleSin

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5 months ago
30:27

ShemaleSin

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1 year ago
19:28

ShemaleSin

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6 months ago
0:12

ShemaleSin

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3 years ago
1:48

ShemaleSin

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4 years ago
1:21

ShemaleSin

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4 years ago
14:57

ShemaleSin

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6 months ago
5:07

ShemaleSin

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45 days ago
1:41

ShemaleSin

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3 years ago
34:48

ShemaleSin

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4 years ago
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ShemaleSin

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Sissy Delicious - The Program (Part Two)
3 years ago
13:40

TrannyOne

Sissy Delicious - The Program (Part Two)

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7 years ago
13:40

TrannyOne

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4 years ago
5:15

ShemaleSin

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4 years ago
8:02

ShemaleSin

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3 years ago
2:48

ShemaleSin

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4 years ago
1:03

ShemaleSin

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3 years ago
5:12

TrannyOne

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4 years ago
3:22

TrannyOne

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4 years ago
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TrannyOne

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7 years ago
8:11

TrannyOne

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4 years ago
2:17

TrannyOne

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3 years ago
7:49

TrannyOne

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1 year ago
23:27

ShemaleSin

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14 days ago
0:54

ShemaleSin

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2 years ago
2:16

ShemaleSin

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3 years ago
18:14

TrannyOne

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2 years ago
0:56

ShemaleSin

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3 years ago
8:51

ShemaleSin

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4 years ago
7:49

TrannyOne

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2 years ago
6:02

ShemaleSin

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3 years ago
4:44

ShemaleSin

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3 years ago
19:04

ShemaleSin

Apr 11th 2022

Tags: blonde, crossdressing, feminization, fetish, high heels

Transformation from a normal chap into a lascivious sissy sex doxy that can be used hard out of lenience.
2 years ago
14:34

ShemaleSin

Transformation from a normal chap into a lascivious sissy sex doxy that can be used hard out of lenience.

Tags: anal, blowjob, bondage, feminization, fetish

Sissy Femboy in Chastity Gets Recent Dick ft Trans Femdom
2 years ago
1:09

ShemaleSin

Sissy Femboy in Chastity Gets Recent Dick ft Trans Femdom

Tags: babe, blonde, dick, femdom, feminization

Apr 25th 2021
4 years ago
9:04

ShemaleSin

Apr 25th 2021

Tags: brunette, crossdressing, european, feminization, hd

Bang your Butt - Sissy Training (Sissy Audio Hypnose)
4 years ago
12:01

ShemaleSin

Bang your Butt - Sissy Training (Sissy Audio Hypnose)

Tags: anal, ass, assfucking, feminization, fetish

Upskirt sissy walking throughout woods
8 months ago
5:35

ShemaleSin

Upskirt sissy walking throughout woods

Tags: amateur, anal, ass, big ass, brunette

Movie Scene giving away some of my deepest transformation secrets ;)
4 years ago
15:39

ShemaleSin

Movie Scene giving away some of my deepest transformation secrets ;)

Tags: ass, blonde, crossdressing, feminization, fetish

slaver trans turning u into a angel (joi)
4 years ago
4:39

ShemaleSin

slaver trans turning u into a angel (joi)

Tags: feminization, fetish, goth, masturbation, sissy

TsMyaNine makes Lia her Femboi Floozy
4 years ago
0:33

ShemaleSin

TsMyaNine makes Lia her Femboi Floozy

Tags: anal, asian, barebacking, blowjob, cumshot

Femdom Cuck has squirting climax in fake snatch
2 years ago
6:57

ShemaleSin

Femdom Cuck has squirting climax in fake snatch

Tags: creampie, cuckold, cum, cumshot, femdom

CROSSDRESSER COMPILATION GLAMOROUS LADYBOY SCREWED Sissy Chastity Screwed FEMDOM
4 years ago
9:06

ShemaleSin

CROSSDRESSER COMPILATION GLAMOROUS LADYBOY SCREWED Sissy Chastity Screwed FEMDOM

Tags: anal, anal fisting, bondage, compilation, crossdressing

I can't make no doubt of his BBC Fit inside me ???? am I a Nice Hotty? @Sasha_de_Sade
4 years ago
0:37

ShemaleSin

I can't make no doubt of his BBC Fit inside me ???? am I a Nice Hotty? @Sasha_de_Sade

Tags: anal, big black cock, blowjob, british, facial

Sissy femboy gulps urinate in public stall
2 years ago
3:26

KeekAss

Sissy femboy gulps urinate in public stall

Tags: anal, blonde, caught, crossdressing, feminization

Crossdresser world - only the best sissies hypno
4 years ago
10:37

TrannyOne

Crossdresser world - only the best sissies hypno

Tags: ass, bdsm, big black cock, big cock, black

Oriental Sissy Ladyboy Tgirl Dancing and Showing her Hawt Body with Furry Coat
4 years ago
2:05

ShemaleSin

Oriental Sissy Ladyboy Tgirl Dancing and Showing her Hawt Body with Furry Coat

Tags: asian, boy, brunette, dancing, dick

Oct 12th 2021
4 years ago
11:50

ShemaleSin

Oct 12th 2021

Tags: anal, asian, big cock, cumshot, feminization

Sissy In Sexually Excited Fishnets CUMS On A Biggest Sex-Toy
2 years ago
5:25

ShemaleSin

Sissy In Sexually Excited Fishnets CUMS On A Biggest Sex-Toy

Tags: anal, assfucking, bisexual, cum, feminization

Sissy Princess Stretched untill this babe Squirts - BBC Anal
4 years ago
6:43

ShemaleSin

Sissy Princess Stretched untill this babe Squirts - BBC Anal

Tags: anal, assfucking, babe, big black cock, big cock

Shiny Rubber Doll Teasing in Latex Catsuit and Barbie Mask
4 years ago
0:38

ShemaleSin

Shiny Rubber Doll Teasing in Latex Catsuit and Barbie Mask

Tags: catsuit, doll, feminization, latex, mask

Ammy Scheduled Sissy Anal Training and Cum in glass
2 years ago
5:28

ShemaleSin

Ammy Scheduled Sissy Anal Training and Cum in glass

Tags: anal, anal toying, ass, blonde, cum

Sissy man performing maid service
5 years ago
11:59

ShemaleSin

Sissy man performing maid service

Tags: anal, feminization, fetish, maid, sissy

SisK Feminization Training Episode 4: Ultra-cute Pinky Seifuku's Anal Invasion Adventure
2 years ago
10:14

ShemaleTaxi

SisK Feminization Training Episode 4: Ultra-cute Pinky Seifuku's Anal Invasion Adventure

Tags: anal, anal toying, asian, beauty, cosplay

Sissy Mind Control (Sissy caption Story)
4 years ago
7:14

ShemaleSin

Sissy Mind Control (Sissy caption Story)

Tags: anal, big ass, femdom, feminization, fetish

Punk Headmistress pegs golden-haired Sissy whore for sissy training
2 years ago
5:14

ShemaleSin

Punk Headmistress pegs golden-haired Sissy whore for sissy training

Tags: anal, babe, blonde, dominatrix, feminization

How does hot cum feel down your throat feminization sissy
4 years ago
5:05

TrannyOne

How does hot cum feel down your throat feminization sissy

Tags: bdsm, cum, feminization, fetish, hd

Sissy Cunt Practice Session Using Realistic Anal Vibrator
6 months ago
0:16

ShemaleSin

Sissy Cunt Practice Session Using Realistic Anal Vibrator

Tags: amateur, anal, ass, close up, cuckold

Kasnicole 314 穿丝袜自慰射精后鸡鸡消失雌堕成女生
1 year ago
10:03

ShemaleSin

Kasnicole 314 穿丝袜自慰射精后鸡鸡消失雌堕成女生

Tags: asian, big tits, cum, feminization, fetish

That Guy is solely Holes for Femdom-Goddess Joy - Full Video on my Onlyfans (link in Bio)
4 years ago
0:18

ShemaleSin

That Guy is solely Holes for Femdom-Goddess Joy - Full Video on my Onlyfans (link in Bio)

Tags: anal, ass, assfucking, bdsm, bondage

SISSY DRESSING UP FOR a DATE WITH a LARGE SCHLONG LOVER
4 years ago
7:38

ShemaleSin

SISSY DRESSING UP FOR a DATE WITH a LARGE SCHLONG LOVER

Tags: bondage, crossdressing, cumshot, feet, feminization

Sissy rides sex tool cowgirl style
6 months ago
6:49

ShemaleSin

Sissy rides sex tool cowgirl style

Tags: amateur, anal, ass, big ass, cowgirl

Up (In)to Something in my Garters and Stockings
3 years ago
5:39

TrannyOne

Up (In)to Something in my Garters and Stockings

Tags: assfucking, dildo, feminization, fetish, jerking

early morning upskirt
5 months ago
31:15

ShemaleSin

early morning upskirt

Tags: amateur, anal, ass, big ass, brunette

CROSSDRESSERS IN SECRET FROM HIS WIFE TESTING RECENT HIGH HEELS AND NYLONS
4 years ago
8:25

ShemaleSin

CROSSDRESSERS IN SECRET FROM HIS WIFE TESTING RECENT HIGH HEELS AND NYLONS

Tags: crossdressing, czech, dress, femdom, feminization

Sissy World - Solely the most excellent Sissies Hypno
4 years ago
10:46

ShemaleSin

Sissy World - Solely the most excellent Sissies Hypno

Tags: big black cock, cuckold, feminization, humiliation, sissy

Crossdresser upskirt in public
3 months ago
2:43

ShemaleSin

Crossdresser upskirt in public

Tags: amateur, anal, ass, big ass, brunette

Gagged with a sex tool up my butt
2 years ago
6:53

ShemaleSin

Gagged with a sex tool up my butt

Tags: anal, ass, assfucking, big black cock, dildo

Jun 21st 2023
2 years ago
5:29

ShemaleSin

Jun 21st 2023

Tags: anime, bdsm, big tits, bondage, feminization

Sissy Mistresse Captions
3 years ago
1:42

ShemaleSin

Sissy Mistresse Captions

Tags: feminization, mistress, sissy, transsexual

Sissy BNWO castration bands its balls for headmistress 1hr goons white extinction beauty scarlett ebony
3 years ago
13:57

ShemaleSin

Sissy BNWO castration bands its balls for headmistress 1hr goons white extinction beauty scarlett ebony

Tags: balls, beauty, ebony, feminization, fetish

Mira que asi me pongo de splendid
2 years ago
2:20

KeekAss

Mira que asi me pongo de splendid

Tags: anal, barebacking, big ass, blonde, crossdressing

See me screw mysef from the inside out as I slide my dong in and out of my silicone cunt!
4 years ago
12:24

ShemaleSin

See me screw mysef from the inside out as I slide my dong in and out of my silicone cunt!

Tags: crossdressing, cunt, fake tits, feminization, fetish

My recent toy
1 year ago
3:51

ShemaleSin

My recent toy

Tags: amateur, anal, babe, feminization, masturbation

PREDOMINANT SPOUSE IN DEPRIVED POOL (jism on face)
10 days ago
16:00

KeekAss

PREDOMINANT SPOUSE IN DEPRIVED POOL (jism on face)

Tags: bdsm, brunette, curvy, dirty talk, feminization

Jul 15th 2023
2 years ago
11:36

ShemaleSin

Jul 15th 2023

Tags: blonde, cum, cumshot, cute, feminization

Slut whore sissy feminization before work
2 years ago
2:16

KeekAss

Slut whore sissy feminization before work

Tags: beauty, crossdressing, cum, fetish, hd

Kylie's Climax (female Mask, Mask, Nylons, Garters, Trans, Crossdress, Feminization)
4 years ago
19:21

ShemaleSin

Kylie's Climax (female Mask, Mask, Nylons, Garters, Trans, Crossdress, Feminization)

Tags: big tits, brunette, cosplay, crossdressing, feminization

Z Bowl Juggsy Faux-cock Fuck-fest Demonstrate #three
1 year ago
10:21

KeekAss

Z Bowl Juggsy Faux-cock Fuck-fest Demonstrate #three

Tags: big ass, big tits, compilation, crossdressing, dick

Sissy trains her booty
1 year ago
2:22

ShemaleSin

Sissy trains her booty

Tags: anal, ass, big ass, booty, fat

Femboy in Las Vegas
4 months ago
0:06

ShemaleSin

Femboy in Las Vegas

Tags: amateur, feminization, homevideo, sissy, tranny

MADE A CREAMY MESSS U WANT TO AID DAD ?
3 months ago
12:25

ShemaleSin

MADE A CREAMY MESSS U WANT TO AID DAD ?

Tags: ass, big ass, booty, creampie, dildo

Sissy Crossdress Shlong Worship ft Trans Femdom
2 years ago
0:59

ShemaleSin

Sissy Crossdress Shlong Worship ft Trans Femdom

Tags: babe, big cock, blonde, crossdressing, femdom

Sissy Julia getting screwed by Fuckmachine in her live Cam Show - Trailer
10 months ago
0:20

ShemaleSin

Sissy Julia getting screwed by Fuckmachine in her live Cam Show - Trailer

Tags: amateur, anal, feminization, german, sissy

Vixen splatters all over herself for her dom w/dildo
2 years ago
22:17

KeekAss

Vixen splatters all over herself for her dom w/dildo

Tags: anal, anal toying, big ass, big clit, buttplug

Restrain Bondage Crossdresser - Sissy corded and ball-gagged
2 years ago
5:43

KeekAss

Restrain Bondage Crossdresser - Sissy corded and ball-gagged

Tags: bdsm, blonde, bondage, bound, crossdressing

Lindo Femboy probando ROPA - asmr Roleplay
36 days ago
0:14

ShemaleSin

Lindo Femboy probando ROPA - asmr Roleplay

Tags: amateur, feminization, mexican, pov, sissy