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Sissy faggot bottom bitch
37 days ago
13:58

xHamster

Sissy faggot bottom bitch

Tags: amateur, anal, anal toying, ass, beauty, bitch, crossdressing

Tgirl Fucks Sexy Trans Raw
6 months ago
0:49

xHamster

Tgirl Fucks Sexy Trans Raw

Tags: amateur, american, anal, barebacking, beauty, big ass, big cock

Amateur Crossdresser Kellycd2022 sexy milf Saturday afternoon  car drive out in white pantyhose sissy
1 year ago
28:18

xHamster

Amateur Crossdresser Kellycd2022 sexy milf Saturday afternoon car drive out in white pantyhose sissy

Tags: amateur, anal, beauty, big cock, british, car, crossdressing

Feminized Femboy Fucked by Dominatrix
9 months ago
5:51

xHamster

Feminized Femboy Fucked by Dominatrix

Tags: amateur, american, anal, beauty, big ass, crossdressing, cum

Sexy Blonde Sissy Bailey Wilde Fucked While Stroking Cock
6 months ago
2:55

xHamster

Sexy Blonde Sissy Bailey Wilde Fucked While Stroking Cock

Tags: amateur, american, anal, big ass, big cock, blonde, crossdressing

Sexy Crossdresser Jerking Off in Las Vegas
1 year ago
5:13

xHamster

Sexy Crossdresser Jerking Off in Las Vegas

Tags: amateur, american, anal, blonde, crossdressing, feminization, fetish

BBC Sissy Slut gaping hole on black dildo
5 months ago
2:38

xHamster

BBC Sissy Slut gaping hole on black dildo

Tags: anal, anal toying, big ass, big black cock, black, crossdressing, dildo

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

ShemaleSin

Silicone Barbie Sex Doll in Latex and Leather Coat

Tags: amateur, doll, fake tits, feminization, fetish, latex, leather

femboy boucing and groaning on a giant sex-toy
8 months ago
7:10

ShemaleSin

femboy boucing and groaning on a giant sex-toy

Tags: anal, big black cock, cute, dildo, feminization, masturbation, moaning

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

ShemaleSin

Screw Your Butt - Sissy Training (Sissy Audio Hypnose)

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

Teen anal training
2 years ago
7:29

ShemaleSin

Teen anal training

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

Crossdresser Releases Chastity to Jerk Off (onlyfans/baileywilde)
2 years ago
1:36

ShemaleSin

Crossdresser Releases Chastity to Jerk Off (onlyfans/baileywilde)

Tags: amateur, babe, crossdressing, feminization, fetish, jerking, ladyboy

Sissy Femboy play with booty and anal plug
2 years ago
0:46

ShemaleSin

Sissy Femboy play with booty and anal plug

Tags: anal, ass, bondage, booty, cute, feminization, sissy

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

ShemaleSin

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

Tags: amateur, big tits, dildo, doll, feminization, fetish, kinky

New Year Blowjob
33 days ago
5:44

xHamster

New Year Blowjob

Tags: amateur, big black cock, blowjob, crossdressing, cum, feminization, hd

Big Butt Trans Cd Sissy Maid Feminization Sissification Training - Teaser Video
2 years ago
7:24

getTranny

Big Butt Trans Cd Sissy Maid Feminization Sissification Training - Teaser Video

Tags: amateur, anal, big ass, feminization, hd, lingerie, maid

Style Secrets: Unveiling the Crossdresser's Closet
9 months ago
5:52

xHamster

Style Secrets: Unveiling the Crossdresser's Closet

Tags: 3some, amateur, american, beauty, big cock, crossdressing, femdom

Sissy Ladyboy Twerking Fat Ass in Sexy Lingerie
8 months ago
1:12

xHamster

Sissy Ladyboy Twerking Fat Ass in Sexy Lingerie

Tags: amateur, american, anal, ass, beauty, big ass, big cock

Sissykanisa Mix and Match: Beige Stocking X Blue Satin Panties X Blue Satin Dress
5 months ago
4:10

xHamster

Sissykanisa Mix and Match: Beige Stocking X Blue Satin Panties X Blue Satin Dress

Tags: amateur, asian, beauty, crossdressing, dress, feminization, fetish

Latex Sissy gets used
5 months ago
9:46

xHamster

Latex Sissy gets used

Tags: american, anal, bdsm, crossdressing, dildo, feminization, fetish

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

ShemaleSin

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

Tags: amateur, brunette, crossdressing, feminization, fetish, high heels, kinky

Walking down the Street as a little Sissy bitch
1 year ago
4:59

xHamster

Walking down the Street as a little Sissy bitch

Tags: amateur, bitch, feminization, fetish, german, hd, homevideo

Prostate orgasms cumpilation. Personalsin collection vol. 153
5 months ago
10:50

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 153

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

Sexy Sissy boy try cum ride on big dildo
38 days ago
2:33

xHamster

Sexy Sissy boy try cum ride on big dildo

Tags: anal, boy, crossdressing, cum, dildo, feminization, hd

SIssy Jerking Off with her Latex Gloves
6 months ago
5:05

xHamster

SIssy Jerking Off with her Latex Gloves

Tags: amateur, big black cock, big cock, crossdressing, feminization, fetish, gloves

Sissy Crossdresser in Underware Jerks and Squirts in Public Building Stairs
3 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

she dresses her husband as a woman and masturbates him to make him cum
8 months ago
9:34

xHamster

she dresses her husband as a woman and masturbates him to make him cum

Tags: amateur, crossdressing, cum, feminization, handjob, hd, husband

Transsexual trans spunk flow
3 years ago
1:38

ShemaleSin

Transsexual trans spunk flow

Tags: anal, feminization, gay, shemale, sissy, tranny, transsexual

Trans Maid Joys Her Fresh Manager
2 months ago
13:02

KeekAss

Trans Maid Joys Her Fresh Manager

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

Feminisation @ Home
3 years ago
3:46

ShemaleSin

Feminisation @ Home

Tags: anal, feminization, german, homevideo, ladyboy, lingerie, masturbation

Vixen squirts all over herself for her taskmaster w/dildo
1 year 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

Some say i'm crazy...I just think i'm funn
1 year ago
0:21

xHamster

Some say i'm crazy...I just think i'm funn

Tags: amateur, blonde, crossdressing, escort, feminization, hd, high heels

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

KeekAss

Super-cute femboy with elastic culo compilation

Tags: amateur, compilation, crossdressing, cute, feminization, hd, ladyboy

Anal orgasm while caged
2 months ago
7:42

xHamster

Anal orgasm while caged

Tags: amateur, anal, black, dildo, feminization, hd, indian

Nylon Mini Dress Sissy Shemald Crossdresser Cute Ass Sexy Dance Lady Boy Big Butt
9 months ago
5:45

xHamster

Nylon Mini Dress Sissy Shemald Crossdresser Cute Ass Sexy Dance Lady Boy Big Butt

Tags: amateur, american, ass, beauty, big ass, big cock, big tits

Teasing video chastity and tail plug with vibrator
7 months ago
2:30

xHamster

Teasing video chastity and tail plug with vibrator

Tags: amateur, anal, asian, bdsm, crossdressing, cum, cute

proud sissy whore
27 days ago
2:15

ShemaleSin

proud sissy whore

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

Kellystar518 is HOT HOT HOT
6 months ago
11:07

xHamster

Kellystar518 is HOT HOT HOT

Tags: amateur, american, big ass, big cock, crossdressing, feminization, girlfriend

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

TrannyOne

I think that deep down your a sissy boy slut

Tags: bdsm, bisexual, boy, domination, fantasy, femdom, feminization

VERY SEXY Golden-Haired Crossdresser
2 years ago
0:20

ShemaleSin

VERY SEXY Golden-Haired Crossdresser

Tags: blonde, crossdressing, dress, femdom, feminization, ladyboy, old

TRANS & HOTTY OUTDOOR SCREW & FISTING
11 months ago
10:30

ShemaleSin

TRANS & HOTTY OUTDOOR SCREW & FISTING

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

Sissy Oil Slut
24 days ago
5:13

xHamster

Sissy Oil Slut

Tags: amateur, anal, bdsm, big ass, bimbo, crossdressing, cum

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

ShemaleSin

Sissy Hunk Feminization And Bisex Domination Vids

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

SIssy MJ Plays with Her Favourite Sex Toy in the Shower During The Time That Locked in Chastity
3 years ago
1:38

ShemaleSin

SIssy MJ Plays with Her Favourite Sex Toy in the Shower During The Time That Locked in Chastity

Tags: amateur, anal, anal toying, blonde, cute, dildo, feminization

Sissy Doll Spreads Her Ass with a Monster can locked in Chastity
1 year ago
12:43

xHamster

Sissy Doll Spreads Her Ass with a Monster can locked in Chastity

Tags: anal, anal toying, ass, bdsm, beauty, big ass, big cock

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

AnySex

Lucky cock has steamy 3some with kinky Tgirls

Tags: 3some, amateur, anal, ass, big cock, big tits, blowjob

Feminization Fetish Femdom Kinky Porn
5 months ago
21:43

ShemaleZ

Feminization Fetish Femdom Kinky Porn

Tags: bdsm, blonde, brunette, femdom, feminization, fetish, gangbang

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

ShemaleSin

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

Tags: amateur, anal, anal toying, ass, assfucking, babe, celebrity

Small Dick Sissy Alicia Smallz
4 months ago
10:50

xHamster

Small Dick Sissy Alicia Smallz

Tags: amateur, beauty, british, crossdressing, feminization, hd, ladyboy

chastity sissy slut vibrator cumshot
5 months ago
1:42

xHamster

chastity sissy slut vibrator cumshot

Tags: amateur, anal, asian, crossdressing, cum, cumshot, feet

Sissy Femboy Faggot
5 months ago
14:58

xHamster

Sissy Femboy Faggot

Tags: amateur, anal, beauty, bitch, blonde, crossdressing, danish

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

little curious pervert fucks me to dilate my sissy ass to see inside the bottom
4 months ago
7:47

xHamster

little curious pervert fucks me to dilate my sissy ass to see inside the bottom

Tags: amateur, anal, ass, crossdressing, feminization, hd, lingerie

Sissy Touching Her Big Cock Under Her Skirt
11 months ago
5:32

xHamster

Sissy Touching Her Big Cock Under Her Skirt

Tags: amateur, beauty, big cock, crossdressing, cum, feminization, fetish

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

ShemaleSin

Sissy in micro chastity cage with harness and wetlook corset

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

Pink Satin Sissy Performs for Daddy
1 year ago
5:03

xHamster

Pink Satin Sissy Performs for Daddy

Tags: amateur, american, bbw, beauty, crossdressing, daddies, feminization

Not Gay If
8 months ago
5:25

aShemaleTube

Not Gay If

Tags: crossdressing, feminization, gay, hd, shemale, sissy, small cock

transvestite begins cross-dressing his wife jerks him off as a reward
9 months ago
6:24

xHamster

transvestite begins cross-dressing his wife jerks him off as a reward

Tags: amateur, blowjob, crossdressing, feminization, hd, homevideo, lingerie

Sissy BOY creamy pussy
4 months ago
6:34

xHamster

Sissy BOY creamy pussy

Tags: amateur, asian, beauty, big ass, big cock, black, boy

Hard to Not Cum Out Watching This Masturbation Video of the Cute Ladyboy
7 months ago
6:04

xHamster

Hard to Not Cum Out Watching This Masturbation Video of the Cute Ladyboy

Tags: amateur, american, beauty, big ass, big cock, big tits, crossdressing

Joselynne Crossdresser Web In Heels Nud To Friends
21 days ago
14:14

xHamster

Joselynne Crossdresser Web In Heels Nud To Friends

Tags: amateur, big ass, crossdressing, feminization, fetish, friend, hd

Ashley, a very slutty Mexican queer, is fucked by a huge black dildo
1 year ago
6:05

xHamster

Ashley, a very slutty Mexican queer, is fucked by a huge black dildo

Tags: amateur, anal, ass, bitch, black, crossdressing, cum

Prostate orgasms compilation. Personalsin collection vol. 149
8 months ago
10:10

ShemaleSin

Prostate orgasms compilation. Personalsin collection vol. 149

Tags: amateur, close up, compilation, european, feminization, orgasm, prostate

Sexiest Sissy Fucked by Fuck Machine
6 months ago
9:20

xHamster

Sexiest Sissy Fucked by Fuck Machine

Tags: amateur, american, anal, beauty, crossdressing, cum, feminization

Chloe T Star Takes Huge Dick Deep in Ass
1 year ago
5:37

xHamster

Chloe T Star Takes Huge Dick Deep in Ass

Tags: amateur, american, anal, ass, beauty, big ass, big cock

Male is feminized into beautiful girl
3 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
1 year ago
20:17

aShemaleTube

Limp clittly sissy feminization anal sissy slut

Tags: anal, crossdressing, dildo, feminization, hd, shemale, sissy

Nezuko Cosplay in Action: An Erotic Moment and Intense Jerking Off at the Hotel Until Ejaculation
5 months ago
7:23

xHamster

Nezuko Cosplay in Action: An Erotic Moment and Intense Jerking Off at the Hotel Until Ejaculation

Tags: amateur, big cock, cosplay, crossdressing, cum, erotic, feminization

Cute sissy femboy like a gal
2 years ago
1:35

ShemaleSin

Cute sissy femboy like a gal

Tags: babe, cute, feet, feminization, fetish, sissy, small tits

Sissy Whiteboi My Clips Compilation
5 months ago
7:55

xHamster

Sissy Whiteboi My Clips Compilation

Tags: amateur, american, anal, big ass, compilation, crossdressing, dildo

Trans Stripper Teasing
6 months ago
3:05

ShemaleSin

Trans Stripper Teasing

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

Tranny Gina Outdoor Pissing and Playing
3 days ago
6:38

xHamster

Tranny Gina Outdoor Pissing and Playing

Tags: amateur, british, crossdressing, feminization, fetish, hd, lingerie

Latex slave SISSY NAMI
6 months ago
7:19

TrannyOne

Latex slave SISSY NAMI

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

Sissy in Miniskirt Plays with Huge Black Dildo in Her Bed
9 months ago
2:22

xHamster

Sissy in Miniskirt Plays with Huge Black Dildo in Her Bed

Tags: amateur, anal, beauty, bed sex, big ass, black, colombian

Lara White Sissy Enjoying herself playing Crossdresser Femboy Feminization Sissyfication
2 years ago
37:49

ShemaleSin

Lara White Sissy Enjoying herself playing Crossdresser Femboy Feminization Sissyfication

Tags: amateur, anal, brunette, crossdressing, feminization, fetish, latina

Angel Rios part 1 (posing)
1 year ago
3:16

xHamster

Angel Rios part 1 (posing)

Tags: amateur, american, ass, beauty, big cock, crossdressing, feminization

Mom panties drawler found
7 months ago
3:40

xHamster

Mom panties drawler found

Tags: amateur, crossdressing, cum, cumshot, feminization, hd, ladyboy

Jul 15th 2023
1 year ago
11:36

ShemaleSin

Jul 15th 2023

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

Effeminate caresses
29 days ago
6:35

xHamster

Effeminate caresses

Tags: amateur, big black cock, blowjob, crossdressing, cum, feminization, gangbang

Caged Sissy Slut rides Dildo and Sissygasm using a Vibrator - Locktober Chastity Special
2 months ago
8:26

xHamster

Caged Sissy Slut rides Dildo and Sissygasm using a Vibrator - Locktober Chastity Special

Tags: amateur, anal, anal toying, asian, compilation, crossdressing, cum

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

ShemaleSin

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

Tags: amateur, anal, feminization, german, sissy, webcam

Chastity gets Vibrated Her Clitty Projectile Squirt Cummies, her tiny balls SPANKED, & Turning the Fuck Machine Up to its Max!
1 year ago
6:20

xHamster

Chastity gets Vibrated Her Clitty Projectile Squirt Cummies, her tiny balls SPANKED, & Turning the Fuck Machine Up to its Max!

Tags: amateur, american, anal, balls, crossdressing, cum, feminization

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

xHamster

Femboy femboy with cock in ass in rocker position

Tags: amateur, anal, ass, crossdressing, cum, dick, feminization

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

ShemaleSin

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

Tags: amateur, bondage, feminization, masturbation, pov, sissy, toys

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

KeekAss

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

Tags: anal, ass, assfucking, buttplug, close up, crossdressing, cute

Hawt Crossdresser Body Tease ft Trans Femdom
1 year ago
0:55

ShemaleSin

Hawt Crossdresser Body Tease ft Trans Femdom

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

Sissy white boy has fun feminizing himself
1 year ago
0:20

xHamster

Sissy white boy has fun feminizing himself

Tags: amateur, beauty, bondage, boy, brazilian, crossdressing, dick

Feminized into a princess
3 years ago
18:11

TrannyOne

Feminized into a princess

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

sissy riding torso, with plug still inside
4 months ago
22:40

xHamster

sissy riding torso, with plug still inside

Tags: amateur, anal, anal toying, ass, buttplug, crossdressing, dildo

Crossdresser Sex-Toy Drilled in Chastity in Daybed
2 years ago
3:28

ShemaleSin

Crossdresser Sex-Toy Drilled in Chastity in Daybed

Tags: amateur, anal, bed sex, crossdressing, dildo, drilling, femdom

Transformed into a cute girl
3 years ago
2:11

TrannyOne

Transformed into a cute girl

Tags: adorable, anal, asian, ass, barebacking, bdsm, big cock

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

ShemaleSin

Gagged with a sex tool up my butt

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

Demoness Sissy Hypno
1 year ago
3:35

aShemaleTube

Demoness Sissy Hypno

Tags: crossdressing, feminization, shemale, sissy, tranny

Sexy Sissy CD shows off her hawt body
2 years ago
2:23

ShemaleSin

Sexy Sissy CD shows off her hawt body

Tags: amateur, buttplug, feminization, fetish, high heels, masturbation, sissy

Sissy Slave shakes her tits for daddy
1 year ago
1:18

xHamster

Sissy Slave shakes her tits for daddy

Tags: amateur, chubby, daddies, domination, european, fat, feminization

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

ShemaleSin

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

Tags: amateur, anal, assfucking, bisexual, cum, feminization, fishnet

Feminization, Makeup, Sissy Crossdressing for Your Step Dad
1 year ago
2:14

xHamster

Feminization, Makeup, Sissy Crossdressing for Your Step Dad

Tags: amateur, anal, anal toying, beauty, crossdressing, dildo, feminization

Training to sit on shlong
2 years ago
2:40

ShemaleSin

Training to sit on shlong

Tags: amateur, anal, anal toying, assfucking, big black cock, cuckold, dildo

Femboy playing sex tool with chastity
2 years ago
0:33

ShemaleSin

Femboy playing sex tool with chastity

Tags: dildo, feminization, fetish, kinky, sissy, toys

Sissy in hot tights on pmv
1 year ago
0:27

ShemaleSin

Sissy in hot tights on pmv

Tags: asian, babe, bimbo, brunette, cosplay, feet, feminization

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

ShemaleSin

Crossdresser getting Willing to get Banged

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

Sissy Laci Feminzation Training
56 days ago
8:32

xHamster

Sissy Laci Feminzation Training

Tags: amateur, american, anal, anal toying, big ass, crossdressing, cum

Sissy Lisa anal and gaping with new dildo
1 year ago
4:00

xHamster

Sissy Lisa anal and gaping with new dildo

Tags: amateur, anal, ass, big ass, crossdressing, dildo, feminization

sissy crossdresser feminization
2 years ago
18:14

TrannyOne

sissy crossdresser feminization

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

Sissy whore rides Headmistress backwards cowgirl
2 years ago
0:20

ShemaleSin

Sissy whore rides Headmistress backwards cowgirl

Tags: anal, assfucking, big cock, cowgirl, femdom, feminization, pegging

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

ShemaleSin

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

Tags: amateur, anal, barebacking, creampie, feminization, humiliation, ladyboy

Cute sissy being a very valuable angel.
2 years ago
3:49

ShemaleSin

Cute sissy being a very valuable angel.

Tags: amateur, babe, big cock, brunette, cute, feminization, fetish

Dolled-up sissy, gagging for alpha cock inserts her toy
2 months ago
5:21

xHamster

Dolled-up sissy, gagging for alpha cock inserts her toy

Tags: anal, anal toying, ass, beauty, crossdressing, dick, doll

Cute trans girl plays with her hole
1 year ago
1:43

xHamster

Cute trans girl plays with her hole

Tags: amateur, anal, beauty, big cock, crossdressing, cute, feminization

Darksome Girl Crossdresser
2 years ago
0:16

ShemaleSin

Darksome Girl Crossdresser

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

SUPER SEXY Blonde Femboy Jerking Off
1 year ago
2:27

xHamster

SUPER SEXY Blonde Femboy Jerking Off

Tags: amateur, american, anal, big cock, blonde, crossdressing, feminization

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

xHamster

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

Tags: amateur, american, asian, beauty, big ass, big cock, big tits

Sissy Cindy love exposure online forever
5 months ago
5:45

xHamster

Sissy Cindy love exposure online forever

Tags: amateur, anal, beauty, bitch, crossdressing, danish, feminization

VERY SEXY Emo Crossdresser Sucking Cock POV
5 months ago
3:13

xHamster

VERY SEXY Emo Crossdresser Sucking Cock POV

Tags: amateur, american, beauty, big cock, blowjob, crossdressing, cum

Cockslut bitch sissy feminization before work
1 year ago
2:14

KeekAss

Cockslut bitch sissy feminization before work

Tags: amateur, anal, asian, big ass, big cock, bitch, college

Mexican whore needs a big cock
1 year ago
5:10

xHamster

Mexican whore needs a big cock

Tags: amateur, anal, anal toying, big cock, crossdressing, cum, dildo

Goth Sissy Fucked by Mistress Pixie
1 year ago
10:21

xHamster

Goth Sissy Fucked by Mistress Pixie

Tags: amateur, american, anal, beauty, big ass, crossdressing, cum

Joselynne Cd Sexy Nurse Ass And Big Dildo In Stockings To You 2
5 months ago
17:18

xHamster

Joselynne Cd Sexy Nurse Ass And Big Dildo In Stockings To You 2

Tags: amateur, ass, crossdressing, dildo, feminization, ladyboy, latina

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

ShemaleSin

Dec 8th 2022

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

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

xHamster

Man Made into Woman by Roommate as Punishment

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Feminized and Blacked
3 years ago
3:22

TrannyOne

Feminized and Blacked

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Throwing This Ass BACK
9 months ago
6:14

xHamster

Throwing This Ass BACK

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Solo chastity edging small titted and clitted trans woman
2 months ago
2:14

xHamster

Solo chastity edging small titted and clitted trans woman

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Crossdressing Princess Sissy Humiliation
3 years ago
2:17

TrannyOne

Crossdressing Princess Sissy Humiliation

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Amateur sissy in latex plays with dildo and sex machine Part2
4 years ago
9:48

aShemaleTube

Amateur sissy in latex plays with dildo and sex machine Part2

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Girlfriend Makes Sissy Boyfriend to go on Date with Guy
3 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
3 years ago
1:49

ShemaleSin

Sexy Blond Crossdresser Puts Tampon in Butt

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Pause coffee in the office and X-rays
25 days ago
6:04

xHamster

Pause coffee in the office and X-rays

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Sissy ballsdeep wrecked by BBC
1 year ago
1:03

xHamster

Sissy ballsdeep wrecked by BBC

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Cute Redhead Transgirl enjoy a self hard anal
1 year ago
5:10

xHamster

Cute Redhead Transgirl enjoy a self hard anal

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Underware Wearing Trans Woman
3 years ago
1:12

ShemaleSin

Underware Wearing Trans Woman

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Mistress Pixie Fucks Crossdresser with HUGE Strapon
1 year ago
2:18

xHamster

Mistress Pixie Fucks Crossdresser with HUGE Strapon

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Allure and Charm: Captivating Hearts and Minds
10 months ago
5:59

xHamster

Allure and Charm: Captivating Hearts and Minds

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Jun 30th 2023
1 year ago
10:59

ShemaleSin

Jun 30th 2023

Tags: amateur, anal, blonde, buttplug, crossdressing, emo, femdom

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

ShemaleSin

Hot Golden-Haired Drag Transformation

Tags: amateur, babe, blonde, crossdressing, femdom, feminization, fetish

Tattooed ass sissy giving herself a 1l beer enema at the open door
37 days ago
9:00

xHamster

Tattooed ass sissy giving herself a 1l beer enema at the open door

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crossdresser gets her anus dilated
9 months ago
7:26

xHamster

crossdresser gets her anus dilated

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Dressing and Preparing My Boi Pussy for Step Dad
1 year ago
2:15

xHamster

Dressing and Preparing My Boi Pussy for Step Dad

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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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Stairway Movie #22
3 years ago
2:48

ShemaleSin

Stairway Movie #22

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Sissy Femme Sandy strips and dance
1 year ago
3:21

xHamster

Sissy Femme Sandy strips and dance

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Sissy feminization and pummeled
1 year ago
3:20

KeekAss

Sissy feminization and pummeled

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

ShemaleSin

Cute Sissy In Chastity Gets Banged Hard by Large Weenie

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Chubby Teen Trans girl plays with her puffy nipples and Sits on a dildo for the first time
2 months ago
5:12

xHamster

Chubby Teen Trans girl plays with her puffy nipples and Sits on a dildo for the first time

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Sissy in Anime Girl Shirt edges for you
1 year ago
7:46

xHamster

Sissy in Anime Girl Shirt edges for you

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Sissy Cindy in pink fuck & Cums
4 months ago
17:56

xHamster

Sissy Cindy in pink fuck & Cums

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chastity sissy slut vibrator cum
4 months ago
8:16

xHamster

chastity sissy slut vibrator cum

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Upskirt in the woods
10 months ago
8:10

ShemaleSin

Upskirt in the woods

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For Daddy - Chastity Cage Inspection
3 months ago
6:00

xHamster

For Daddy - Chastity Cage Inspection

Tags: amateur, american, bdsm, beauty, cage, crossdressing, daddies

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
1 year 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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Shemale in sexy one piece swimsuit jerking in jaccuzzi
7 months ago
3:09

xHamster

Shemale in sexy one piece swimsuit jerking in jaccuzzi

Tags: amateur, bikini, crossdressing, cum, feminization, german, hd

Sexy CD get fuck on sofa with her transparent nightie
1 year ago
7:05

xHamster

Sexy CD get fuck on sofa with her transparent nightie

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

ShemaleSin

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

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Riding a huge BBC dildo
1 year ago
2:40

aShemaleTube

Riding a huge BBC dildo

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Shemale slut loves to get on all fours for shameful men and fuck her like the slut she is
6 months ago
6:15

xHamster

Shemale slut loves to get on all fours for shameful men and fuck her like the slut she is

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Sissy trains her ass.
9 months ago
6:52

xHamster

Sissy trains her ass.

Tags: amateur, anal, big black cock, big cock, blowjob, crossdressing, cum

Femboy Youngster Faux-Cock DEEP JAWS W/ DEEP ASSFUCK MASTERWORK
1 year ago
7:56

KeekAss

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

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Giving Myself A Huge Facial in Chastity After Playing With My Cute Little Asshole
4 months ago
9:10

xHamster

Giving Myself A Huge Facial in Chastity After Playing With My Cute Little Asshole

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

TrannyOne

Amateur ts gets dominated and anally railed on the bed

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Prettyful Trans Sissy Doxy In Pink Underware Gets Lascivious
2 years ago
9:20

ShemaleSin

Prettyful Trans Sissy Doxy In Pink Underware Gets Lascivious

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Sissy Maid Worships Mistress Feet and Sucks Strapon
11 months ago
5:24

xHamster

Sissy Maid Worships Mistress Feet and Sucks Strapon

Tags: amateur, american, anal, blowjob, crossdressing, cum, dick

I take off my skirt and show my nipples
21 days ago
1:10

xHamster

I take off my skirt and show my nipples

Tags: amateur, crossdressing, cute, feminization, hd, lingerie, nipples

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

ShemaleSin

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

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Mary Willows gimp with latex mask riding plug in chastity
2 years ago
0:52

aShemaleTube

Mary Willows gimp with latex mask riding plug in chastity

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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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FEMINIZED
3 years ago
19:24

TrannyOne

FEMINIZED

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Fabulous Flair: The Booty Ultimate Crossdresser Dress Spectacle! Crossdresser Kitty
1 year ago
5:38

xHamster

Fabulous Flair: The Booty Ultimate Crossdresser Dress Spectacle! Crossdresser Kitty

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Fetvlog: redwing servitude fairy sissifies
2 years ago
2:45

ShemaleSin

Fetvlog: redwing servitude fairy sissifies

Tags: feminization, sissy

SUPER SEXY Blonde Sissy Removes Chastity Then Jerks Off
1 year ago
9:30

xHamster

SUPER SEXY Blonde Sissy Removes Chastity Then Jerks Off

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Sissy trains her booty
7 months ago
2:22

ShemaleSin

Sissy trains her booty

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Sissy Baby prepares for Chastity and Pampering
11 months ago
0:28

xHamster

Sissy Baby prepares for Chastity and Pampering

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Certainly One Way to Get Rid of Your Gag Reflex!
3 months ago
5:14

xHamster

Certainly One Way to Get Rid of Your Gag Reflex!

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

TrannyOne

2 Mistress Feminize a Sissy Maid

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Beautiful Pvc Dress Sissy Cock Tease
1 year ago
2:14

xHamster

Beautiful Pvc Dress Sissy Cock Tease

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sissy slut whore doing VC training for master
48 days ago
6:50

xHamster

sissy slut whore doing VC training for master

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Cock Conditioning For The Closeted Faggot
1 year ago
2:40

xHamster

Cock Conditioning For The Closeted Faggot

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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

Tags: anal, babe, blowjob, dick, feminization, ladyboy, lingerie

Each one detests u whiteboi, even your headmistress Roxy detests u sissy for BNWO girl scarlett ebony
2 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
1 year 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

Tags: amateur, ass, bdsm, bondage, cage, feminization, fetish