HORNY TGIRL AKIRA RABBIT SMOKES, STRIPS, AND MASTURBATES
6 days ago
5:28

PornHub

HORNY TGIRL AKIRA RABBIT SMOKES, STRIPS, AND MASTURBATES

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

TrannyOne

Best Sissy Hypno Ever! POV CEI

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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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Elegantly Edgy: Mixing Sexy and Cute in Crossdressing Fashion!
58 days ago
5:21

xHamster

Elegantly Edgy: Mixing Sexy and Cute in Crossdressing Fashion!

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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

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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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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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Creamy Anal Adventure ft Sissy Kenzie Star
40 days ago
27:36

xHamster

Creamy Anal Adventure ft Sissy Kenzie Star

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Sissy boy feminization before fuck
10 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 Wanking Her Big Hard Cock
33 days ago
5:16

xHamster

Sissy Wanking Her Big Hard Cock

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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)
11 months ago
2:05

xHamster

Beautiful Sissy Secretary Talking Dirty and Stroking (preview)

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Femboy sissification with anal plug and beautiful cumshot
11 months ago
2:15

xHamster

Femboy sissification with anal plug and beautiful cumshot

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Sissy man posing in suspender tights
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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sexy crossdresser trans cum
1 year ago
5:59

PornHub

sexy crossdresser trans cum

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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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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
11 months ago
4:19

PornHub

alternative trans making you eating cum - CEI

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Eat My Ass Faggot ft Trans Femdom
11 months ago
0:21

PornHub

Eat My Ass Faggot ft Trans Femdom

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Feminization -Sissification - Sissy Training - SISSY TRIP
11 months ago
8:44

PornHub

Feminization -Sissification - Sissy Training - SISSY TRIP

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He Told Me to Become a Sissy Biotch and Then He Pulverized Me!
9 months ago
2:15

KeekAss

He Told Me to Become a Sissy Biotch and Then He Pulverized Me!

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Crossdresser Posing (Loop) two
1 year ago
10:03

KeekAss

Crossdresser Posing (Loop) two

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Hot Blonde Trans Bailey Wilde Fucked in Chastity
3 months ago
3:13

xHamster

Hot Blonde Trans Bailey Wilde Fucked in Chastity

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Sexy Model Alert: Embracing Confidence and Beauty
17 days ago
5:44

xHamster

Sexy Model Alert: Embracing Confidence and Beauty

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Hotel Hallway Sissy Ice Machine Challenge by Sissy Mindy
41 days ago
2:58

xHamster

Hotel Hallway Sissy Ice Machine Challenge by Sissy Mindy

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Sissy slut in chastity cumming hands free and swallowing my cum
25 days ago
14:48

aShemaleTube

Sissy slut in chastity cumming hands free and swallowing my cum

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Dreaming of Marriage: Building a Future with a Girl
49 days ago
5:26

xHamster

Dreaming of Marriage: Building a Future with a Girl

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Sissy Dani riding in chastity
3 months ago
1:19

xHamster

Sissy Dani riding in chastity

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Big cock makes sissy slut Bess cum twice
21 days ago
9:06

TrannyOne

Big cock makes sissy slut Bess cum twice

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Dominatrix Feminizes Guy into Maid
6 months ago
2:18

xHamster

Dominatrix Feminizes Guy into Maid

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VERY HOT Goth Sissy Sucking Cock POV
21 days ago
5:43

TrannyOne

VERY HOT Goth Sissy Sucking Cock POV

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Girly Moves Galore: Unleashing My Inner Diva
16 days ago
5:29

xHamster

Girly Moves Galore: Unleashing My Inner Diva

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Kinky Sissy Bitch ride big dildo
5 months ago
0:16

xHamster

Kinky Sissy Bitch ride big dildo

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Sissy Maid Public Outing
1 year ago
2:41

PornHub

Sissy Maid Public Outing

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Sissy Fashion: Rocking Your Feminine Style
51 days ago
6:14

xHamster

Sissy Fashion: Rocking Your Feminine Style

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Goddess Violet Presents: The Feminization of M
3 months ago
8:13

XXXDan

Goddess Violet Presents: The Feminization of M

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Redhead Sissy Sucks Dildo and Self-Facial on Cam
1 year ago
19:13

PornHub

Redhead Sissy Sucks Dildo and Self-Facial on Cam

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Femboy femboy with cock in ass in rocker position
6 months ago
6:00

xHamster

Femboy femboy with cock in ass in rocker position

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Girl Masker De-Robe Pub Compilation #2
9 months ago
9:38

KeekAss

Girl Masker De-Robe Pub Compilation #2

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Sissy Anal Fuck Machine Session
7 months ago
2:04

xHamster

Sissy Anal Fuck Machine Session

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Cute Trans Girl with Big Ass Gives Blowjob and Moans in Anal
3 months ago
8:12

xHamster

Cute Trans Girl with Big Ass Gives Blowjob and Moans in Anal

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Long fucking machine session with multiple large toys
2 months ago
1:28:33

xHamster

Long fucking machine session with multiple large toys

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Sissy Fucked By Machine Dildo
2 months ago
1:08

xHamster

Sissy Fucked By Machine Dildo

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Sexy Slut Sissy White Body Crossdresser Solo Strip Dance
6 days ago
5:16

xHamster

Sexy Slut Sissy White Body Crossdresser Solo Strip Dance

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Pale White Blonde Sissy Desperately Trying to Seduce Men
4 months ago
6:28

xHamster

Pale White Blonde Sissy Desperately Trying to Seduce Men

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

KeekAss

Super-cute femboy with elastic culo compilation

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Beautiful trap in fishnet jerks
4 months ago
6:14

KeekAss

Beautiful trap in fishnet jerks

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Cum in my ass Ashley is really a whore
4 months ago
5:11

xHamster

Cum in my ass Ashley is really a whore

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Blonde Crossdresser get fucked by dildo
2 months ago
2:52

xHamster

Blonde Crossdresser get fucked by dildo

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Candid while on a nature walk
7 months ago
8:55

PornHub

Candid while on a nature walk

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Searching for Love: Finding the Perfect Girlfriend
34 days ago
5:17

xHamster

Searching for Love: Finding the Perfect Girlfriend

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Mexican whore needs a big cock
7 months ago
5:10

xHamster

Mexican whore needs a big cock

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Bootylicious Beats: Get Your Groove On with Cute Dance Moves!
3 months ago
5:26

xHamster

Bootylicious Beats: Get Your Groove On with Cute Dance Moves!

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Juggsy Chick Masker Z Bowl Stripper #2
1 year ago
7:55

KeekAss

Juggsy Chick Masker Z Bowl Stripper #2

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

xHamster

Dominatrix Makes Hot Blonde Sissy Wear Chastity and Get Fucked

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Sissy slut squirts during ass training.
1 year ago
4:08

PornHub

Sissy slut squirts during ass training.

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Sissy in high high-heeled shoes jizz from ass-fuck only! Immense sissygasm!!!
1 year ago
19:49

KeekAss

Sissy in high high-heeled shoes jizz from ass-fuck only! Immense sissygasm!!!

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Lisa Rhea Deville Shoying of Ass in Lingerie
5 months ago
1:40

xHamster

Lisa Rhea Deville Shoying of Ass in Lingerie

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

KeekAss

Brandynette getting encaged for her dom on webcam!

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Feminization sissy self fuck by dildo and plug
11 months ago
9:33

PornHub

Feminization sissy self fuck by dildo and plug

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Daring Desires: Adventures in Sensuality
20 days ago
5:50

xHamster

Daring Desires: Adventures in Sensuality

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X Bowl Woman Mask Sissy Strippers
6 months ago
9:17

KeekAss

X Bowl Woman Mask Sissy Strippers

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Trans chick drains off and whinges in lil' black sundress
6 months ago
0:53

KeekAss

Trans chick drains off and whinges in lil' black sundress

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Homemade Sex Compilation: Girl Fucks Shemale and She Cums Hands Free
5 months ago
2:27

xHamster

Homemade Sex Compilation: Girl Fucks Shemale and She Cums Hands Free

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Fetvlog: 1st time trying mac's i got a man matte lip by teyana taylor
1 year ago
0:55

PornHub

Fetvlog: 1st time trying mac's i got a man matte lip by teyana taylor

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Chinese sissy takes anal invasion BIG BLACK COCK deep
6 months ago
4:23

KeekAss

Chinese sissy takes anal invasion BIG BLACK COCK deep

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Sissy Bondage Pictures and Videos, Crossdressing and Transvestite BDSM Predicaments with Sissy Susy
1 year ago
0:19

PornHub

Sissy Bondage Pictures and Videos, Crossdressing and Transvestite BDSM Predicaments with Sissy Susy

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Sissy Bitch Deserves Humiliation and Public Exposure
1 year ago
9:50

PornHub

Sissy Bitch Deserves Humiliation and Public Exposure

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Orgasm and Sperm Eating
4 months ago
5:04

xHamster

Orgasm and Sperm Eating

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Jessic Ajain 2nd video
4 months ago
0:28

xHamster

Jessic Ajain 2nd video

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Pure Elegance Personified: Celebrate the Timeless Beauty and Grace of White Bodies in All Their Splendor, as You Embrace the Eth
3 months ago
8:49

xHamster

Pure Elegance Personified: Celebrate the Timeless Beauty and Grace of White Bodies in All Their Splendor, as You Embrace the Eth

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Domme Fucks Feminized Sissy
11 days ago
3:25

xHamster

Domme Fucks Feminized Sissy

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Crossdresser Stuffing Her Ass With A Metal Butt Plug - Beautiful Red Haired Sissy Tranny Shemale
10 months ago
4:19

xHamster

Crossdresser Stuffing Her Ass With A Metal Butt Plug - Beautiful Red Haired Sissy Tranny Shemale

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Sucking on Daddy's BBC
2 months ago
2:54

xHamster

Sucking on Daddy's BBC

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On my back legs up like a good slut in chastity self feminization
3 months ago
2:24

aShemaleTube

On my back legs up like a good slut in chastity self feminization

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Sissy tried tucking and going for a walk
7 months ago
5:44

PornHub

Sissy tried tucking and going for a walk

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Sissy stripper slut in chastity
54 days ago
0:42

xHamster

Sissy stripper slut in chastity

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Sissy Trap fucks her boipussy with a big dildo
4 months ago
5:20

xHamster

Sissy Trap fucks her boipussy with a big dildo

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

xHamster

Goddess Violet Presents: The Feminization of M

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Dominatrix Makes Feminized Roommate Wear Corset
6 months ago
5:01

xHamster

Dominatrix Makes Feminized Roommate Wear Corset

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Sissy slut anal masturbation with clit closed in chastity_sc.19
1 year ago
6:55

PornHub

Sissy slut anal masturbation with clit closed in chastity_sc.19

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Crossdresser whore outdoor in Black and red vinyl outfits
3 months ago
5:19

xHamster

Crossdresser whore outdoor in Black and red vinyl outfits

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Sissy get pumped and fucked
2 days ago
1:40

PornHub

Sissy get pumped and fucked

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Feminization with toy and hormones
5 months ago
1:05

xHamster

Feminization with toy and hormones

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Very Sexy Blonde Crossdresser Masturbation with Redhead
3 months ago
3:24

xHamster

Very Sexy Blonde Crossdresser Masturbation with Redhead

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VERY HOT Blonde Sissy Fucked Hard Doggystyle
22 days ago
6:51

xHamster

VERY HOT Blonde Sissy Fucked Hard Doggystyle

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She-Male CUMSHOOT inbetween her thights
5 months ago
9:48

KeekAss

She-Male CUMSHOOT inbetween her thights

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Dancing Diva: Crossdresser Kitty's Hot and Energetic Moves
3 months ago
7:57

xHamster

Dancing Diva: Crossdresser Kitty's Hot and Energetic Moves

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TS WILLOW - Sneak Peek PMV
4 days ago
0:24

PornHub

TS WILLOW - Sneak Peek PMV

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

aShemaleTube

Made my sissy hole cream,sissygasm & analgasm sissy anal slut anal training

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Bondage Crossdresser - Sissy bound and gagged
8 months ago
5:43

xHamster

Bondage Crossdresser - Sissy bound and gagged

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Becoming a Couple and Friends: Nurturing Relationships
46 days ago
5:40

xHamster

Becoming a Couple and Friends: Nurturing Relationships

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Sissy Elvi Lynx Fuck-Fest Machine Analfuck - Preview
6 months ago
2:20

KeekAss

Sissy Elvi Lynx Fuck-Fest Machine Analfuck - Preview

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Man Made into Woman by Roommate as Punishment
5 months ago
1:21

xHamster

Man Made into Woman by Roommate as Punishment

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Transgender upskirt in the wind. Can't hide panties
6 months ago
9:55

PornHub

Transgender upskirt in the wind. Can't hide panties

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Man Made into Woman, Handcuffed, and Dominated by Roommate
3 days ago
10:27

TrannyOne

Man Made into Woman, Handcuffed, and Dominated by Roommate

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Crossdresser Putting On Long Latex Gloves
1 year ago
2:16

PornHub

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Crossdresser Adventures: Exploring a World of Fashion
53 days ago
5:30

xHamster

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4 days ago
0:48

PornHub

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Sissy Shemale Captions Vol.3
31 days ago
1:44

aShemaleTube

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Sissy has a Cagegasm
9 days ago
1:18

PornHub

Sissy has a Cagegasm

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2 months ago
15:23

xHamster

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2 months ago
6:25

xHamster

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MissRose TS - Shemale Domina Mistress Rose - The SMOKING Beauty - Fetish Big COCK TS Gorgeous Blonde - Natural TITS ARTSY CRAZY
9 days ago
5:53

xHamster

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Crossdressing Beauty Secrets: Tips and Tricks for a Flawless Look!
58 days ago
5:27

xHamster

Crossdressing Beauty Secrets: Tips and Tricks for a Flawless Look!

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Riding my Big Black Toy
9 months ago
4:00

aShemaleTube

Riding my Big Black Toy

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In Search of Love: A Crossdresser's Journey to Find a Girlfriend!
28 days ago
5:51

xHamster

In Search of Love: A Crossdresser's Journey to Find a Girlfriend!

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Real Sissy Maid Service Window cleaning Sissy Mindy
52 days ago
7:06

xHamster

Real Sissy Maid Service Window cleaning Sissy Mindy

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