Best Sissy Hypno Ever! POV CEI
2 years ago
5:36

TrannyOne

Best Sissy Hypno Ever! POV CEI

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Femboy sissy masturbating in fishnets and skirt
3 days ago
1:09

PornHub

Femboy sissy masturbating in fishnets and skirt

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Sissification feminization sissy training - Sissy meditation (english voice)
1 year ago
5:28

PornHub

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CROSSDRESSER HARD FUCKED BY A BBC
1 year ago
0:33

PornHub

CROSSDRESSER HARD FUCKED BY A BBC

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Sissy Feminization
7 years ago
7:42

xHamster

Sissy Feminization

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Crossdresser Feminization by Dominatrix
8 years ago
6:00

aShemaleTube

Crossdresser Feminization by Dominatrix

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Aunti Vs Panty Boy
7 years ago
40:23

aShemaleTube

Aunti Vs Panty Boy

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SISSY HUCOW
7 years ago
1:54

aShemaleTube

SISSY HUCOW

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Feminization and Strapon Sex
8 years ago
21:53

aShemaleTube

Feminization and Strapon Sex

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Feminization- Guy Becomes Menina
8 years ago
4:47

aShemaleTube

Feminization- Guy Becomes Menina

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feminisation
7 years ago
2:54

xHamster

feminisation

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7 years ago
3:28

xHamster

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Sissy Compilation - Crosdfressers and Feminization
12 years ago
3:08

aShemaleTube

Sissy Compilation - Crosdfressers and Feminization

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Feminization to a sissy
8 years ago
6:00

aShemaleTube

Feminization to a sissy

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8 years ago
6:00

TnaFlix

English femdoms punish submissive outdoors

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11 months ago
2:13

PornHub

Sissy boy feminization before fuck

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Look At My Ass w/ Hot TS Julee Love
2 years ago
1:57

PornHub

Look At My Ass w/ Hot TS Julee Love

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Sissy Bella Gagged and Cumming from CBT
2 years ago
5:51

PornHub

Sissy Bella Gagged and Cumming from CBT

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Beautiful Sissy Secretary Talking Dirty and Stroking (preview)
1 year ago
2:05

xHamster

Beautiful Sissy Secretary Talking Dirty and Stroking (preview)

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Femboy sissification with anal plug and beautiful cumshot
1 year ago
2:15

xHamster

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1 year ago
3:01

KeekAss

Sissy man posing in suspender tights

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Squashing a spunk-pump into a micro box
1 year ago
11:40

KeekAss

Squashing a spunk-pump into a micro box

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Crossdresser She-Male Restrain Bondage Joy
1 year ago
9:39

KeekAss

Crossdresser She-Male Restrain Bondage Joy

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Sissyboi Femboi Chastity Big Dildo Anal Doggiestyle
32 days ago
2:01

xHamster

Sissyboi Femboi Chastity Big Dildo Anal Doggiestyle

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1 year ago
5:59

PornHub

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TS W I L L O W - Sissy Clitty Squirts To BNWO PMV's
1 year ago
5:23

PornHub

TS W I L L O W - Sissy Clitty Squirts To BNWO PMV's

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fucking sissy brunette, part 1
31 days ago
6:11

xHamster

fucking sissy brunette, part 1

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Femboy hiding diaper under skirt. Pee in diaper and rubbing cock.
1 year ago
4:14

PornHub

Femboy hiding diaper under skirt. Pee in diaper and rubbing cock.

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alternative trans making you eating cum - CEI
1 year ago
4:19

PornHub

alternative trans making you eating cum - CEI

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Steamy Secrets: Behind Closed Doors
52 days ago
5:57

xHamster

Steamy Secrets: Behind Closed Doors

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Eat My Ass Faggot ft Trans Femdom
1 year ago
0:21

PornHub

Eat My Ass Faggot ft Trans Femdom

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Feminization -Sissification - Sissy Training - SISSY TRIP
1 year ago
8:44

PornHub

Feminization -Sissification - Sissy Training - SISSY TRIP

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Man Feminized by Roommate as Discipline
2 months ago
10:41

xHamster

Man Feminized by Roommate as Discipline

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Fashion Frenzy: Exploring the Latest Trends in Crossdressing!
58 days ago
5:51

xHamster

Fashion Frenzy: Exploring the Latest Trends in Crossdressing!

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Crossdresser wearing Black one piece swimsuit
58 days ago
1:36

xHamster

Crossdresser wearing Black one piece swimsuit

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31 days ago
5:53

xHamster

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From Boy to Girl: My Journey of Transformation
2 months ago
5:19

xHamster

From Boy to Girl: My Journey of Transformation

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Feminization Sissy training - YOU ARE WOMAN NOW
6 days ago
13:15

PornHub

Feminization Sissy training - YOU ARE WOMAN NOW

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Feminization - Sissy training - Sissy Task - lingerie store 2
13 days ago
5:05

PornHub

Feminization - Sissy training - Sissy Task - lingerie store 2

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18 days ago
16:05

xHamster

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Cumshot compilation on the best shemales with a hot, feminine body
38 days ago
19:43

xHamster

Cumshot compilation on the best shemales with a hot, feminine body

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Girlfriend Goals: Join Me in Finding a Love That Lasts Forever!
58 days ago
6:14

xHamster

Girlfriend Goals: Join Me in Finding a Love That Lasts Forever!

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Super-cute femboy with elastic culo compilation
5 months ago
1:38

KeekAss

Super-cute femboy with elastic culo compilation

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Live and in Action: Embark on a Mesmerizing Journey of Musical Dancing Extravaganza and Unleash Your Inner Star
4 months ago
5:31

xHamster

Live and in Action: Embark on a Mesmerizing Journey of Musical Dancing Extravaganza and Unleash Your Inner Star

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Sexy celebrity dress crossdresser sissy slut white body
25 days ago
5:14

xHamster

Sexy celebrity dress crossdresser sissy slut white body

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Sissy cum
3 months ago
3:20

xHamster

Sissy cum

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My Sissy Best Friend ft Trans Femdom Queen
1 year ago
0:33

PornHub

My Sissy Best Friend ft Trans Femdom Queen

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Blowjob and cum on dildo like a good sissy
43 days ago
11:05

xHamster

Blowjob and cum on dildo like a good sissy

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just a cute brainwashed slut toying her hole fast and hard
1 year ago
1:25

PornHub

just a cute brainwashed slut toying her hole fast and hard

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Sashay Your Way to Stardom: Crossdresser Kitty's Journey!
41 days ago
5:38

xHamster

Sashay Your Way to Stardom: Crossdresser Kitty's Journey!

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Man To Big Ass Sissy Transformation
8 months ago
6:24

xHamster

Man To Big Ass Sissy Transformation

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Show interest in Part 2
4 days ago
7:22

PornHub

Show interest in Part 2

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Real amateur homemade sissy cuck fucks sex machine in chastity cage, feminization squirting femboy!
11 months ago
1:08:49

PornHub

Real amateur homemade sissy cuck fucks sex machine in chastity cage, feminization squirting femboy!

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Not Gay If
8 days ago
5:25

aShemaleTube

Not Gay If

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Sissylucylove edging inwards fleshlight
8 months ago
2:19

KeekAss

Sissylucylove edging inwards fleshlight

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Love Tasting My Own Ass Juices, Especially While Locked in Chastity
7 months ago
6:25

xHamster

Love Tasting My Own Ass Juices, Especially While Locked in Chastity

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Sissy slut in a dress & chastity sissygasm cum in my mouth
51 days ago
1:23

aShemaleTube

Sissy slut in a dress & chastity sissygasm cum in my mouth

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Unexpected Orgasm In Her Fufu Clip
39 days ago
5:52

PornHub

Unexpected Orgasm In Her Fufu Clip

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Whore slut sissy feminization before work
1 year ago
2:10

aShemaleTube

Whore slut sissy feminization before work

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Pornstars: viper

Juggsy Damsel Masker Z Bowl Stripper #trio
5 months ago
8:06

KeekAss

Juggsy Damsel Masker Z Bowl Stripper #trio

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Sissyfication Feminization Sissy training - You've never been a man
1 year ago
2:28

PornHub

Sissyfication Feminization Sissy training - You've never been a man

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Brandynette getting encaged for her dom on webcam!
7 months ago
1:45

KeekAss

Brandynette getting encaged for her dom on webcam!

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TsNiky Ferrati plays with her innocence's cell
6 months ago
6:46

KeekAss

TsNiky Ferrati plays with her innocence's cell

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Dominatrix Makes Sissy Give Foot Job
7 months ago
9:13

xHamster

Dominatrix Makes Sissy Give Foot Job

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Femboy Youngster Faux-Cock DEEP JAWS W/ DEEP ASSFUCK MASTERWORK
8 months ago
7:56

KeekAss

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

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Lulu LED analplug
27 days ago
5:24

xHamster

Lulu LED analplug

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52
5 months ago
12:36

KeekAss

52

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Trap80 - Anal femboy in red stockings rides dildo and cums with masturbator
4 months ago
12:40

xHamster

Trap80 - Anal femboy in red stockings rides dildo and cums with masturbator

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DEACON Returns and Gets a Surprise
4 months ago
2:08

xHamster

DEACON Returns and Gets a Surprise

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Sissy has intense sissygasm from dildo
7 months ago
2:32

xHamster

Sissy has intense sissygasm from dildo

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Peeing man dressed in a plane purity box with catheter and sans that one
5 months ago
6:19

KeekAss

Peeing man dressed in a plane purity box with catheter and sans that one

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Cute young naughty Tgirl
27 days ago
5:12

xHamster

Cute young naughty Tgirl

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Sissy Chastity Training Cock Worship ft Trans Femdom
10 months ago
1:03

PornHub

Sissy Chastity Training Cock Worship ft Trans Femdom

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Feminized t-girl gets cooter porked
6 months ago
5:30

KeekAss

Feminized t-girl gets cooter porked

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Becoming a Sissy Girl is the Best Transformation
4 months ago
5:43

xHamster

Becoming a Sissy Girl is the Best Transformation

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Sissy in chastity playing with her dildo and pussy
2 months ago
2:00

xHamster

Sissy in chastity playing with her dildo and pussy

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Sissy Slave shakes her tits for daddy
4 months ago
1:18

xHamster

Sissy Slave shakes her tits for daddy

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Sissy Cammy White Takes Dildo Up Her Ass
3 months ago
16:48

xHamster

Sissy Cammy White Takes Dildo Up Her Ass

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Moaning Sissy cum
30 days ago
2:02

xHamster

Moaning Sissy cum

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Crossdressed in crimson undergarments on the couch
1 year ago
2:05

KeekAss

Crossdressed in crimson undergarments on the couch

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Super Hot Crossdresser Bailey Wilde Jerking Off and Cums
3 months ago
15:19

xHamster

Super Hot Crossdresser Bailey Wilde Jerking Off and Cums

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Fun and Fabulous: Join Me on My Porn Journey
45 days ago
5:52

xHamster

Fun and Fabulous: Join Me on My Porn Journey

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Dominatrix Makes Hot Blonde Sissy Wear Chastity and Get Fucked
7 months ago
4:17

xHamster

Dominatrix Makes Hot Blonde Sissy Wear Chastity and Get Fucked

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Sissy and Monster Dildo
2 months ago
10:47

xHamster

Sissy and Monster Dildo

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Forbidden Fantasies: Indulging in Pure Seduction
50 days ago
5:42

xHamster

Forbidden Fantasies: Indulging in Pure Seduction

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Mistress Cassidy Makes Sissy Get Fucked
7 months ago
4:40

xHamster

Mistress Cassidy Makes Sissy Get Fucked

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10-layer subliminal/binaural dip
1 year ago
7:20

aShemaleTube

10-layer subliminal/binaural dip

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Games toys
11 months ago
10:32

PornHub

Games toys

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Dreaming of Marriage: Building a Future with a Girl
2 months ago
5:39

xHamster

Dreaming of Marriage: Building a Future with a Girl

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Sissy Fingering Her Butt Hole
11 months ago
2:07

PornHub

Sissy Fingering Her Butt Hole

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showing off in my dress for chat
6 months ago
3:35

xHamster

showing off in my dress for chat

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Marinatvfem Sissy Satin Lingerie
29 days ago
3:12

KeekAss

Marinatvfem Sissy Satin Lingerie

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Sissy in Latex Shorts Edges
3 months ago
8:45

xHamster

Sissy in Latex Shorts Edges

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horny sissy serah masturbating preview
9 months ago
2:09

PornHub

horny sissy serah masturbating preview

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SWAMP MEAT Sneaks Away to Pound Faggyboi
5 months ago
1:57

xHamster

SWAMP MEAT Sneaks Away to Pound Faggyboi

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Buttplug light
4 months ago
0:18

xHamster

Buttplug light

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Becoming a Couple and Friends: Nurturing Relationships
2 months ago
5:21

xHamster

Becoming a Couple and Friends: Nurturing Relationships

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Sissy Punished for Being a Bad Roommate
7 months ago
2:40

xHamster

Sissy Punished for Being a Bad Roommate

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Sissy Supergirl First Time With Dildo
4 months ago
16:04

xHamster

Sissy Supergirl First Time With Dildo

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Sissy chastified penetrate her ass with huge black dildo
28 days ago
5:49

xHamster

Sissy chastified penetrate her ass with huge black dildo

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Hot Sissy Anal Slide in Chastity Cage
1 year ago
6:16

PornHub

Hot Sissy Anal Slide in Chastity Cage

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Love and Laughter: Embarking on a Crossdresser's Romantic Journey!
2 months ago
5:13

xHamster

Love and Laughter: Embarking on a Crossdresser's Romantic Journey!

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Sissy Masturbating Off Her Yam-Sized Weenie Dressed In Spandex Mittens and a Tutu Sundress
8 months ago
8:46

KeekAss

Sissy Masturbating Off Her Yam-Sized Weenie Dressed In Spandex Mittens and a Tutu Sundress

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Filling the head of a condom
1 day ago
1:19

aShemaleTube

Filling the head of a condom

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Dreaming of Marriage: Building a Future with a Girl
2 months ago
5:26

xHamster

Dreaming of Marriage: Building a Future with a Girl

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Fembot
7 months ago
1:02

PornHub

Fembot

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Mesmerizing Makeup Magic: Transforming into Your Best Self!
40 days ago
5:26

xHamster

Mesmerizing Makeup Magic: Transforming into Your Best Self!

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Trap80, Imagine How Sissy Whores Will Service Your Dick
23 days ago
6:04

xHamster

Trap80, Imagine How Sissy Whores Will Service Your Dick

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Gf put her femboy in undergarments to see me wank off
8 months ago
6:08

KeekAss

Gf put her femboy in undergarments to see me wank off

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Jerking Shemale at Home First Part Cumming Out in Second Part
28 days ago
5:08

xHamster

Jerking Shemale at Home First Part Cumming Out in Second Part

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This sissy trans slut break her ass with a big dildo
2 months ago
3:03

xHamster

This sissy trans slut break her ass with a big dildo

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Femboy sissification with ass fucking buttplug and stellar money-shot
1 year ago
2:15

KeekAss

Femboy sissification with ass fucking buttplug and stellar money-shot

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Sissy Slut BBC Toy Training
5 days ago
2:03

PornHub

Sissy Slut BBC Toy Training

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I dress up boys to be girls and fuck them like girls
8 months ago
7:14

xHamster

I dress up boys to be girls and fuck them like girls

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Searching for Love: Finding the Perfect Girlfriend
2 months ago
5:55

xHamster

Searching for Love: Finding the Perfect Girlfriend

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Sissy anal training with big black dildi
36 days ago
2:00

xHamster

Sissy anal training with big black dildi

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Sissy Rus Trainer - Feminization and BBC
6 days ago
5:24

XXXDan

Sissy Rus Trainer - Feminization and BBC

Tags: anal, big black cock, big cock, black, feminization, russian, sissy

Walking down the Street as a little Sissy bitch
5 months ago
4:59

xHamster

Walking down the Street as a little Sissy bitch

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Jerking Off After Crossdressing Transformation in Las Vegas
5 months ago
2:22

xHamster

Jerking Off After Crossdressing Transformation in Las Vegas

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I have fun with my dildo
34 days ago
3:55

xHamster

I have fun with my dildo

Tags: anal, anal toying, crossdressing, cum, dildo, femboy, feminization, funny, hd, masturbation