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feminization biggest breasts sissy
4 years ago
2:12

ShemaleSin

feminization biggest breasts sissy

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SIssy showing her butt - public upskirt
1 year ago
24:32

ShemaleSin

SIssy showing her butt - public upskirt

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Sissy MJ & Ally Tied & Mouth Banged
3 years ago
5:21

ShemaleSin

Sissy MJ & Ally Tied & Mouth Banged

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VERY SEXY Blond Crossdresser in Pink Chastity Screwed
2 months ago
7:10

ShemaleSin

VERY SEXY Blond Crossdresser in Pink Chastity Screwed

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Cute Whore Takes Large Vibrator Unfathomable - Mandi Mount
1 year ago
4:40

ShemaleSin

Cute Whore Takes Large Vibrator Unfathomable - Mandi Mount

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UNFATHOMABLE MOUTH UNTIL U TEAR AND DRINK ALL OF HIS LOAD
4 months ago
6:16

ShemaleSin

UNFATHOMABLE MOUTH UNTIL U TEAR AND DRINK ALL OF HIS LOAD

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CV Predominance to your obedient blondie nymph donk blowkiss
2 years ago
2:06

KeekAss

CV Predominance to your obedient blondie nymph donk blowkiss

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

ShemaleSin

Cute Sissy Femboy Plays with her Sex-Toy

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Sissy Crossdresser from Poland playing with dildo
4 years ago
2:38

aShemaleTube

Sissy Crossdresser from Poland playing with dildo

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2 years ago
5:02

ShemaleSin

Sissy male feminization with hard step dad suck and bang

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Transgirl has u Fastened up and Coerces u to Suck her Wang JOI
4 years ago
1:59

ShemaleSin

Transgirl has u Fastened up and Coerces u to Suck her Wang JOI

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

ShemaleSin

TsMyaNine makes Lia her Femboi Floozy

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Beautiful trap in fishnet jerks
2 years ago
6:14

KeekAss

Beautiful trap in fishnet jerks

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Femboy show hot body
9 months ago
5:53

ShemaleSin

Femboy show hot body

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Came many squirts of cum whilst sitting on him and this nasty male game many squirts of his hawt load right back in my throat
6 months ago
2:40

ShemaleSin

Came many squirts of cum whilst sitting on him and this nasty male game many squirts of his hawt load right back in my throat

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This Babe have pleasure with her weenie-beauty
3 years ago
2:27

ShemaleSin

This Babe have pleasure with her weenie-beauty

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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

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Sissy Tgirl in Chastity teaches wannabe sluts how to take dick with her big strap-on! Full V
1 year ago
13:07

aShemaleTube

Sissy Tgirl in Chastity teaches wannabe sluts how to take dick with her big strap-on! Full V

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The Local Sissy Floozy - Sissy Hypno Floozy
4 years ago
7:37

ShemaleSin

The Local Sissy Floozy - Sissy Hypno Floozy

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Joselynne Crossdresser In High Heels Webcam In Mini Dress Part Second
5 months ago
8:41

aShemaleTube

Joselynne Crossdresser In High Heels Webcam In Mini Dress Part Second

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Crossdresser Willing to get Screwed Raw
4 years ago
0:23

ShemaleSin

Crossdresser Willing to get Screwed Raw

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Sissy Femboy Flashing in a Park
4 years ago
0:59

ShemaleSin

Sissy Femboy Flashing in a Park

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Become Pornosexual Design your Flawless Industrial Porn Program- #JustREC
4 years ago
2:57:55

ShemaleSin

Become Pornosexual Design your Flawless Industrial Porn Program- #JustREC

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Roped marvelous femboy in super-hot attire shoots a load with magic wand
2 years ago
5:22

KeekAss

Roped marvelous femboy in super-hot attire shoots a load with magic wand

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MY PERSONAL COACH SAW ME ALL PERSPIRED AND WANTED TO EAT ME RIGHT AWAY! - LUANA PRADO
7 months ago
13:58

ShemaleSin

MY PERSONAL COACH SAW ME ALL PERSPIRED AND WANTED TO EAT ME RIGHT AWAY! - LUANA PRADO

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Trans Bailey Wilde Drilled by Screw Machine
6 months ago
4:28

ShemaleSin

Trans Bailey Wilde Drilled by Screw Machine

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Sissy Bitch Masha is flashing her pink chastity
7 months ago
0:07

ShemaleSin

Sissy Bitch Masha is flashing her pink chastity

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

ShemaleSin

Lindo Femboy probando ROPA - asmr Roleplay

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Mistresse Mercers Sissy Floozy Doll - 1St Anal Training Attempt
2 years ago
11:13

ShemaleSin

Mistresse Mercers Sissy Floozy Doll - 1St Anal Training Attempt

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Hawt Crossdresser Discharges Large Ejaculation ft Trans Femdom
2 years ago
0:30

ShemaleSin

Hawt Crossdresser Discharges Large Ejaculation ft Trans Femdom

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

ShemaleSin

Bang your Butt - Sissy Training (Sissy Audio Hypnose)

Tags: amateur, anal, ass, assfucking, feminization, fetish, gay

Oct 12th 2021
4 years ago
11:50

ShemaleSin

Oct 12th 2021

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Do u crave to bang me?
1 year ago
5:03

ShemaleSin

Do u crave to bang me?

Tags: amateur, anal, ass, big ass, fat, femdom, feminization

Feminized maid
4 years ago
25:42

TrannyOne

Feminized maid

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Personal coach pegou a aluna trans e acabou comendo a safadinha
2 years ago
6:36

ShemaleSin

Personal coach pegou a aluna trans e acabou comendo a safadinha

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Trans Babes Masturbation untill Climax Jointly
6 months ago
5:19

ShemaleSin

Trans Babes Masturbation untill Climax Jointly

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sissy wench masturbation workout 1
2 years ago
2:49

ShemaleSin

sissy wench masturbation workout 1

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Loganhuge - Stripped yoga stretching FREE example! Watch all my content sheer.com/loganhuge
9 months ago
3:12

ShemaleSin

Loganhuge - Stripped yoga stretching FREE example! Watch all my content sheer.com/loganhuge

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Candid upskirt strap
1 year ago
25:09

ShemaleSin

Candid upskirt strap

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Feminization coach for beta white lads
5 years ago
3:27

ShemaleSin

Feminization coach for beta white lads

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for my fans 04 - JennStarTS The Shemale mother I'd like to fuck Most excellent BUTT
1 year ago
2:50

ShemaleSin

for my fans 04 - JennStarTS The Shemale mother I'd like to fuck Most excellent BUTT

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samantha sissy try to give u a fresh experience fun about your transformation mind in a pretty feminine cock sucker, suck a t-girl dick now, smack the
4 years ago
5:06

ShemaleSin

samantha sissy try to give u a fresh experience fun about your transformation mind in a pretty feminine cock sucker, suck a t-girl dick now, smack the

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Hawt Feminization Transformation
3 years ago
6:49

ShemaleSin

Hawt Feminization Transformation

Tags: amateur, crossdressing, feminization, transsexual

Jun 2nd 2023
2 years ago
22:17

ShemaleSin

Jun 2nd 2023

Tags: amateur, anal, anal toying, big clit, big tits, buttplug, cumshot

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

ShemaleSin

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

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Crossdressers Clip
4 years ago
9:25

TrannyOne

Crossdressers Clip

Tags: bdsm, compilation, crossdressing, feminization, shemale, transvestite

marvelous ibig butt transsexual mother i'd like to fuck in fishnet enjoyin gg her screw macine - sissy floozy, sissy, large butt
1 year ago
11:54

ShemaleSin

marvelous ibig butt transsexual mother i'd like to fuck in fishnet enjoyin gg her screw macine - sissy floozy, sissy, large butt

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I am TOP!!Jizz Flow compilation
1 year ago
10:11

ShemaleSin

I am TOP!!Jizz Flow compilation

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Jun 16th 2023
2 years ago
0:50

ShemaleSin

Jun 16th 2023

Tags: crossdressing, fake tits, feminization, fetish, kinky, latina, pov

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

aShemaleTube

Feminization, Makeup, Sissy Crossdressing for Your Step Dad

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Sissy OClock Thumbs Cock-squeezing Butt hole Femboy Assfucking Mega-slut Crossdresser
1 year ago
2:44

KeekAss

Sissy OClock Thumbs Cock-squeezing Butt hole Femboy Assfucking Mega-slut Crossdresser

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Sissy Natasha squirts & piddles out of chastity caged schlong from Lovense sex machine screwing!
2 years ago
3:35

ShemaleSin

Sissy Natasha squirts & piddles out of chastity caged schlong from Lovense sex machine screwing!

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Oriental big beautiful woman and White Femboy Play Jointly for Christmas (Trailer)
4 years ago
0:33

ShemaleSin

Oriental big beautiful woman and White Femboy Play Jointly for Christmas (Trailer)

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Streaming on Chaturbate @ Warlock_Headmistress
1 year ago
1:55:14

ShemaleSin

Streaming on Chaturbate @ Warlock_Headmistress

Tags: amateur, anal, ass, big cock, bisexual, blonde, 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

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

ShemaleSin

slaver trans turning u into a angel (joi)

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banging my booty with a lot of different dildos - compilation
5 months ago
2:16

ShemaleSin

banging my booty with a lot of different dildos - compilation

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Femboy wench Hattabi4ik is looking for a generous dad
6 months ago
0:20

ShemaleSin

Femboy wench Hattabi4ik is looking for a generous dad

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PsychodelicSissy 4
4 years ago
14:46

ShemaleSin

PsychodelicSissy 4

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Hawt Crossdresser gives Tugjob
4 years ago
1:21

ShemaleSin

Hawt Crossdresser gives Tugjob

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Sissy male lesson
5 years ago
4:58

ShemaleSin

Sissy male lesson

Tags: anal, feminization, fetish, sissy, strap-on

Wendy's Skater Petticoat (female Mask, Mask, Petticoat, Hose, Trans, Crossdress, Wig, En Femme)
4 years ago
7:35

ShemaleSin

Wendy's Skater Petticoat (female Mask, Mask, Petticoat, Hose, Trans, Crossdress, Wig, En Femme)

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VERY HAWT Golden-haired Crossdresser Wanking Large Weenie Whilst Being Drilled
3 months ago
7:31

ShemaleSin

VERY HAWT Golden-haired Crossdresser Wanking Large Weenie Whilst Being Drilled

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Sissy Thrall Dating Training ft Trans Femdom
2 years ago
1:07

ShemaleSin

Sissy Thrall Dating Training ft Trans Femdom

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Sissy Chastity Training Knob Worship ft Trans Femdom
2 years ago
1:03

ShemaleSin

Sissy Chastity Training Knob Worship ft Trans Femdom

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Dad's Girly Ponyboy Acting as Lustful Floozy ready for Enchanting Weenie
4 years ago
5:15

ShemaleSin

Dad's Girly Ponyboy Acting as Lustful Floozy ready for Enchanting Weenie

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I caught my trans roommate with her kewl booty up
5 months ago
0:21

ShemaleSin

I caught my trans roommate with her kewl booty up

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Silicone Barbie Sex Doll in Latex and Leather Coat
4 years ago
0:49

ShemaleSin

Silicone Barbie Sex Doll in Latex and Leather Coat

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femboy boucing and groaning on a giant sex-toy
1 year ago
7:10

ShemaleSin

femboy boucing and groaning on a giant sex-toy

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Screw Your Butt - Sissy Training (Sissy Audio Hypnose)
3 years ago
12:01

ShemaleSin

Screw Your Butt - Sissy Training (Sissy Audio Hypnose)

Tags: amateur, anal, ass, assfucking, feminization, fetish, gay

THAT GUY GAVE ME A JUMP AS A GIFT AND I RETURNED BY LETTING HIM FILL MY BOOTY WITH MILK - COMPLETE ON RED - LUANA PRADO
7 months ago
12:16

ShemaleSin

THAT GUY GAVE ME A JUMP AS A GIFT AND I RETURNED BY LETTING HIM FILL MY BOOTY WITH MILK - COMPLETE ON RED - LUANA PRADO

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Mastix Mercers Sissy Floozy Doll - Stream highlights - Oral Pleasure Practice ????
2 years ago
1:13

ShemaleSin

Mastix Mercers Sissy Floozy Doll - Stream highlights - Oral Pleasure Practice ????

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Romina's Climax (female Mask, Mask, Feminization, Transformation, Trans, Crossdress, Hose)
4 years ago
12:16

ShemaleSin

Romina's Climax (female Mask, Mask, Feminization, Transformation, Trans, Crossdress, Hose)

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Prostate orgasms cumpilation. Personalsin collection vol. 153
1 year ago
10:50

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 153

Tags: anal, compilation, cum, dildo, european, feminization, masturbation

Sissy Crossdresser in Underware Jerks and Squirts in Public Building Stairs
4 years ago
1:03

ShemaleSin

Sissy Crossdresser in Underware Jerks and Squirts in Public Building Stairs

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

Trans Maid Joys Her Fresh Manager
1 year ago
13:02

KeekAss

Trans Maid Joys Her Fresh Manager

Tags: anal, barebacking, blowjob, brunette, dick, feminization, hd

Vixen squirts all over herself for her taskmaster w/dildo
2 years ago
22:17

ShemaleSin

Vixen squirts all over herself for her taskmaster w/dildo

Tags: amateur, anal, anal toying, big clit, big tits, buttplug, cumshot

Super-cute femboy with elastic culo compilation
2 years ago
1:38

KeekAss

Super-cute femboy with elastic culo compilation

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Screw Machine makes Hunk Squirt Biggest No Hands SPUNK FLOW (Slow Motion)
3 months ago
5:01

ShemaleSin

Screw Machine makes Hunk Squirt Biggest No Hands SPUNK FLOW (Slow Motion)

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I think that deep down your a sissy boy slut
4 years ago
5:26

TrannyOne

I think that deep down your a sissy boy slut

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

ShemaleSin

TRANS & HOTTY OUTDOOR SCREW & FISTING

Tags: anal, ass, compilation, dominatrix, femdom, feminization, fisting

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

ShemaleSin

Sissy Hunk Feminization And Bisex Domination Vids

Tags: babe, bdsm, bisexual, domination, femdom, feminization, fetish

Lucky cock has steamy 3some with kinky Tgirls
1 year ago
12:46

AnySex

Lucky cock has steamy 3some with kinky Tgirls

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Breathtaking Trans Babe Bangs Her Butt With Sex Toy - @wooksonasty on OF
1 year ago
0:37

ShemaleSin

Breathtaking Trans Babe Bangs Her Butt With Sex Toy - @wooksonasty on OF

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Sexy Ponnyboy girly playing o the bed and waiting for you
3 years ago
5:12

TrannyOne

Sexy Ponnyboy girly playing o the bed and waiting for you

Tags: ass, bdsm, bed sex, bedroom, booty, feminization, hd

Sissy in micro chastity cage with harness and wetlook corset
3 years ago
7:21

ShemaleSin

Sissy in micro chastity cage with harness and wetlook corset

Tags: anal, assfucking, cage, corset, cum, feminization, fetish

Recent physical coach has me doing anal workouts
11 months ago
10:14

ShemaleSin

Recent physical coach has me doing anal workouts

Tags: amateur, anal, asian, coach, feminization, ladyboy, pov

Prostate orgasms compilation. Personalsin collection vol. 149
1 year ago
10:10

ShemaleSin

Prostate orgasms compilation. Personalsin collection vol. 149

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Riding large dildos - 9Inch V1-0013 - Jun 08, 2025
6 months ago
5:35

ShemaleSin

Riding large dildos - 9Inch V1-0013 - Jun 08, 2025

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

Male is feminized into beautiful girl
4 years ago
1:56

TrannyOne

Male is feminized into beautiful girl

Tags: anal, anus, ass, bdsm, beauty, feminization, pretty

Limp clittly sissy feminization anal sissy slut
2 years ago
20:17

aShemaleTube

Limp clittly sissy feminization anal sissy slut

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Trans Stripper Teasing
1 year ago
3:05

ShemaleSin

Trans Stripper Teasing

Tags: amateur, asian, beauty, feminization, ladyboy, latina, pornstar

Latex slave SISSY NAMI
1 year ago
7:19

TrannyOne

Latex slave SISSY NAMI

Tags: amateur, anal, anal toying, asian, big cock, bitch, bondage

Jul 15th 2023
2 years ago
11:36

ShemaleSin

Jul 15th 2023

Tags: amateur, blonde, cum, cumshot, cute, feminization, handjob

Mature sissy crossdresser Geraldinelonginlove in some naughty feminization fun
8 months ago
9:38

ShemaleTaxi

Mature sissy crossdresser Geraldinelonginlove in some naughty feminization fun

Tags: ass, beauty, big ass, crossdressing, dildo, european, feminization

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

ShemaleSin

How a Sissy should Masturbate in Chastity with a Sex-Toy Sissy Joanna

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Widely opened ass-fuck close up, using inflatable butt-plug to open up my ass hole
1 year ago
6:16

KeekAss

Widely opened ass-fuck close up, using inflatable butt-plug to open up my ass hole

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Trans hot cutie sexy anal closeup with unfathomable vibrator riding untill cum
6 months ago
12:06

ShemaleSin

Trans hot cutie sexy anal closeup with unfathomable vibrator riding untill cum

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Hawt Crossdresser Body Tease ft Trans Femdom
2 years ago
0:55

ShemaleSin

Hawt Crossdresser Body Tease ft Trans Femdom

Tags: amateur, babe, big cock, crossdressing, femdom, feminization, fetish

Feminized into a princess
4 years ago
18:11

TrannyOne

Feminized into a princess

Tags: bdsm, blowjob, brazilian, feminization, masturbation, oral, shemale

Humiliating Edging for Chastity serf
7 months ago
11:23

ShemaleSin

Humiliating Edging for Chastity serf

Tags: anal, assfingering, bdsm, cage, cfnm, denial, femdom

Transformed into a cute girl
3 years ago
2:11

TrannyOne

Transformed into a cute girl

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

ShemaleSin

Gagged with a sex tool up my butt

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Genitalia haircut & edging for chastity thrall
7 months ago
15:18

ShemaleSin

Genitalia haircut & edging for chastity thrall

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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

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Tail plug on a early morning walk
4 months ago
28:00

ShemaleSin

Tail plug on a early morning walk

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Sissy in hot tights on pmv
2 years ago
0:27

ShemaleSin

Sissy in hot tights on pmv

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Crossdresser getting Willing to get Banged
4 years ago
1:48

ShemaleSin

Crossdresser getting Willing to get Banged

Tags: crossdressing, femdom, feminization, ladyboy, shemale, sissy, transsexual

sissy crossdresser feminization
3 years ago
18:14

TrannyOne

sissy crossdresser feminization

Tags: ass, big tits, close up, crossdressing, feminization, hd, shemale

Feel free to Save, Share, and use my captions anywhere for everything hehe.
4 years ago
1:50

ShemaleSin

Feel free to Save, Share, and use my captions anywhere for everything hehe.

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Cockslut bitch sissy feminization before work
2 years ago
2:14

KeekAss

Cockslut bitch sissy feminization before work

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Not Gay If
1 year ago
5:25

aShemaleTube

Not Gay If

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proud sissy whore
11 months ago
2:15

ShemaleSin

proud sissy whore

Tags: amateur, anal, babe, brunette, feminization, fetish, sissy

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

ShemaleSin

Dec 8th 2022

Tags: amateur, anal, cumshot, feminization, fetish, handjob, homevideo

Feminized and Blacked
4 years ago
3:22

TrannyOne

Feminized and Blacked

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Crossdressing Princess Sissy Humiliation
4 years ago
2:17

TrannyOne

Crossdressing Princess Sissy Humiliation

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Girlfriend Makes Sissy Boyfriend to go on Date with Guy
4 years ago
0:24

ShemaleSin

Girlfriend Makes Sissy Boyfriend to go on Date with Guy

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Sexy Blond Crossdresser Puts Tampon in Butt
4 years ago
1:49

ShemaleSin

Sexy Blond Crossdresser Puts Tampon in Butt

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Jun 30th 2023
2 years ago
10:59

ShemaleSin

Jun 30th 2023

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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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Sissy feminization and pummeled
2 years ago
3:20

KeekAss

Sissy feminization and pummeled

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Cute Sissy In Chastity Gets Banged Hard by Large Weenie
4 years ago
7:52

ShemaleSin

Cute Sissy In Chastity Gets Banged Hard by Large Weenie

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BBC sex-toy destroys my sissy twat on the banging machine!
31 days ago
0:17

ShemaleSin

BBC sex-toy destroys my sissy twat on the banging machine!

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Upskirt in the woods
1 year ago
8:10

ShemaleSin

Upskirt in the woods

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Owned Sissy wench streams & screws herself raw during the time that Hotwife femdom female-dominator is away! 4/5 Full vid in a short time
2 years ago
25:07

ShemaleSin

Owned Sissy wench streams & screws herself raw during the time that Hotwife femdom female-dominator is away! 4/5 Full vid in a short time

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Lara White Brainwashed Sissy Crossdresser Plays avid with her Penis and Balls
3 years ago
34:48

ShemaleSin

Lara White Brainwashed Sissy Crossdresser Plays avid with her Penis and Balls

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Femboy Youngster Faux-Cock DEEP JAWS W/ DEEP ASSFUCK MASTERWORK
2 years ago
7:56

KeekAss

Femboy Youngster Faux-Cock DEEP JAWS W/ DEEP ASSFUCK MASTERWORK

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Feminization
1 year ago
0:48

aShemaleTube

Feminization

Tags: feminization, hd, shemale

Anal Broomstick Sissy Faggot
5 months ago
5:01

ShemaleSin

Anal Broomstick Sissy Faggot

Tags: amateur, anal, ass, bbw, bdsm, big ass, big cock

Amateur ts gets dominated and anally railed on the bed
7 years ago
8:11

TrannyOne

Amateur ts gets dominated and anally railed on the bed

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bts pov sex with heather cd
3 years ago
4:50

ShemaleSin

bts pov sex with heather cd

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Goddess Violet Presents: The Feminization of M
11 months ago
19:23

XXXDan

Goddess Violet Presents: The Feminization of M

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FEMINIZED
4 years ago
19:24

TrannyOne

FEMINIZED

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Sissy trains her booty
1 year ago
2:22

ShemaleSin

Sissy trains her booty

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2 Mistress Feminize a Sissy Maid
4 years ago
36:13

TrannyOne

2 Mistress Feminize a Sissy Maid

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That Babe was said to lose for the camera after Feminization
3 years ago
10:29

ShemaleSin

That Babe was said to lose for the camera after Feminization

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Each one detests u whiteboi, even your headmistress Roxy detests u sissy for BNWO girl scarlett ebony
3 years ago
12:37

ShemaleSin

Each one detests u whiteboi, even your headmistress Roxy detests u sissy for BNWO girl scarlett ebony

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Pinkish Satin Sissy Performs for Dad
2 years ago
5:03

KeekAss

Pinkish Satin Sissy Performs for Dad

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Caged sissy upskirt in public
2 years ago
1:24

ShemaleSin

Caged sissy upskirt in public

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Transgirl Finds out about your Sissy Side and Shares her Raiment
4 years ago
2:37

ShemaleSin

Transgirl Finds out about your Sissy Side and Shares her Raiment

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Sissy out for an early morning walk - upskirt
5 months ago
30:27

ShemaleSin

Sissy out for an early morning walk - upskirt

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Sissy paws her privates but is incapable to jizm :(
2 years ago
5:33

KeekAss

Sissy paws her privates but is incapable to jizm :(

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Sissy Femboy Anal Riding a Large Thick Sex-Toy - Crossdresser
1 year ago
1:03

ShemaleSin

Sissy Femboy Anal Riding a Large Thick Sex-Toy - Crossdresser

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Sissy Affirmations
57 days ago
1:12:32

ShemaleSin

Sissy Affirmations

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Golden-Haired Trans Woman Fucked 
4 years ago
9:52

ShemaleSin

Golden-Haired Trans Woman Fucked 

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Pegging my Sissy
1 year ago
8:57

ShemaleSin

Pegging my Sissy

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sextoy riding crossdresser
1 year ago
3:59

ShemaleSin

sextoy riding crossdresser

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This guy asked me to take off the cape and came in my booty with the camera off. I came so worthy!
28 days ago
2:11

ShemaleSin

This guy asked me to take off the cape and came in my booty with the camera off. I came so worthy!

Tags: anal, booty, feminization, orgasm, transsexual, webcam

T-Girl bouncing butt on thick sex toy
2 years ago
1:41

ShemaleSin

T-Girl bouncing butt on thick sex toy

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Prostate orgasms cumpilation. Personalsin collection vol. 152
1 year ago
10:17

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 152

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Slavemaster Screws a Cute Sissy Coarse in his Office
3 years ago
5:28

ShemaleSin

Slavemaster Screws a Cute Sissy Coarse in his Office

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Made to crossdress humiliation femdom
3 years ago
7:49

TrannyOne

Made to crossdress humiliation femdom

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Femboy in Las Vegas
4 months ago
0:06

ShemaleSin

Femboy in Las Vegas

Tags: amateur, feminization, homevideo, sissy, tranny, transsexual

Dec 8th 2022
3 years ago
10:05

ShemaleSin

Dec 8th 2022

Tags: erotic, feminization, fetish, hd, kinky, latina, reality

A Kinky Masked TG hotty titty-bangs some other mask and shows her latex-sheathed rod!
4 years ago
27:06

ShemaleSin

A Kinky Masked TG hotty titty-bangs some other mask and shows her latex-sheathed rod!

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Everybody should DL and post this movie everywhere on the internet, Including Youtube!
4 years ago
1:01

ShemaleSin

Everybody should DL and post this movie everywhere on the internet, Including Youtube!

Tags: amateur, bdsm, feminization, lingerie, public, sissy

AlsoNicole Pumps up her sissy bazookas to show her further Feminization. Grwoing her melons to no longer be acceptable as a stud and merely seen as a
5 years ago
3:39

ShemaleSin

AlsoNicole Pumps up her sissy bazookas to show her further Feminization. Grwoing her melons to no longer be acceptable as a stud and merely seen as a

Tags: amateur, feminization, ladyboy, lingerie, melons, sissy, small tits

Chillout Erotica Ep.1 (compilation, Trainer, Feminization, Sissy, Fetish)
4 years ago
6:18

TrannyOne

Chillout Erotica Ep.1 (compilation, Trainer, Feminization, Sissy, Fetish)

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Feminization of a Bad Roommate (Full Clip)
9 months ago
50:07

ShemaleSin

Feminization of a Bad Roommate (Full Clip)

Tags: amateur, anal, bdsm, bondage, domination, feminization, fetish

Elena Koslov Twerking Teaser #two
1 year ago
0:23

ShemaleSin

Elena Koslov Twerking Teaser #two

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Sissy Mara Jade's FULL Sissygasm Chastity Compilation!
4 years ago
10:11

ShemaleSin

Sissy Mara Jade's FULL Sissygasm Chastity Compilation!

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Alt Trans Maid Edges and Cums Whilst Shaking
2 years ago
4:58

ShemaleSin

Alt Trans Maid Edges and Cums Whilst Shaking

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May in October
2 years ago
11:50

ShemaleSin

May in October

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Crossdresser Clothed as Woman to get Banged by Girlfriend's Ding-Dong
4 years ago
0:36

ShemaleSin

Crossdresser Clothed as Woman to get Banged by Girlfriend's Ding-Dong

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Crossdresser Feminized to get Screwed by Guy
4 years ago
0:33

ShemaleSin

Crossdresser Feminized to get Screwed by Guy

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samantha sissy futa fantasy
3 years ago
4:01

ShemaleSin

samantha sissy futa fantasy

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Sucking her cum off his penis and overflowing anal creampies ~ Compilation
7 months ago
10:17

ShemaleSin

Sucking her cum off his penis and overflowing anal creampies ~ Compilation

Tags: anal, ass, beauty, big ass, blowjob, booty, compilation

Juggsy Doll in Bikini
4 years ago
9:41

ShemaleSin

Juggsy Doll in Bikini

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Butt Worship Dong Worship Sissy Training ft Trans Femdom
2 years ago
0:53

ShemaleSin

Butt Worship Dong Worship Sissy Training ft Trans Femdom

Tags: ass, babe, big cock, blonde, dick, femdom, feminization

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

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feminization sissy are u actually str8? expand your mind
4 years ago
3:10

ShemaleSin

feminization sissy are u actually str8? expand your mind

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I Love the Taste of My Own Butt Fluid, Especally While Locked in Innocence!
2 years ago
6:24

KeekAss

I Love the Taste of My Own Butt Fluid, Especally While Locked in Innocence!

Tags: amateur, anal, ass, blonde, crossdressing, deep throat, feminization

Ebony chap eating the golden-haired trans gal's twat.
26 days ago
7:43

ShemaleSin

Ebony chap eating the golden-haired trans gal's twat.

Tags: amateur, blonde, brunette, cunt, ebony, feminization, latina

Guts ejaculation Forearms free-for-all jizm Trans doll
2 years ago
23:14

KeekAss

Guts ejaculation Forearms free-for-all jizm Trans doll

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early morning upskirt
5 months ago
31:15

ShemaleSin

early morning upskirt

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Anal Chair Defiance part two/two
10 months ago
4:10

ShemaleSin

Anal Chair Defiance part two/two

Tags: amateur, anal, anal toying, asian, bondage, dildo, feminization

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

ShemaleSin

Punk Headmistress pegs golden-haired Sissy whore for sissy training

Tags: amateur, anal, babe, blonde, dominatrix, feminization, fetish

banging my sissy booty large gape and cum
1 year ago
5:38

ShemaleSin

banging my sissy booty large gape and cum

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Headmistress Pixie Bangs Crossdresser Bailey Wilde
3 years ago
2:48

ShemaleSin

Headmistress Pixie Bangs Crossdresser Bailey Wilde

Tags: amateur, anal, ass, assfucking, bdsm, crossdressing, dominatrix

Skyler Storm Sex Machine with Inverted Chastity Cage
7 months ago
17:28

ShemaleSin

Skyler Storm Sex Machine with Inverted Chastity Cage

Tags: amateur, anal, cage, feminization, fetish, fucking machine, gaping hole