• Feminization

  • »
  • Popular
  • all time
  • month
  • week
Prostate orgasms cumpilation. Personalsin collection vol. 151
9 months ago
11:27

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 151

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

Mistress Cassidy Makes Sissy Get Fucked
1 year ago
4:40

xHamster

Mistress Cassidy Makes Sissy Get Fucked

Tags: amateur, american, anal, bdsm, crossdressing, cum, domination

Menina suga quilt
3 months ago
5:27

xHamster

Menina suga quilt

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

Femboy WRECKS His Butt With a Monstrous Fake Penis
1 year ago
2:31

KeekAss

Femboy WRECKS His Butt With a Monstrous Fake Penis

Tags: amateur, anal, ass, boy, college, crossdressing, cute

Lil witchy fae, end of spooketober '22
2 years ago
1:40

ShemaleSin

Lil witchy fae, end of spooketober '22

Tags: amateur, collar, feminization, fetish, halloween

Fat Boy turning him into a sexy girl
5 months ago
7:22

xHamster

Fat Boy turning him into a sexy girl

Tags: amateur, bbw, beauty, big ass, big cock, boy, clothed sex

Booty plugged crossdresser goes for a walk
2 years ago
6:21

ShemaleSin

Booty plugged crossdresser goes for a walk

Tags: amateur, anal, assfucking, booty, buttplug, crossdressing, feminization

Superior Woman bangs her cheap faggots- full episode on Onlyfans (link In bio)
3 years ago
0:17

ShemaleSin

Superior Woman bangs her cheap faggots- full episode on Onlyfans (link In bio)

Tags: anal, ass, assfucking, bdsm, blowjob, femdom, feminization

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

ShemaleSin

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

Tags: anal, ass, assfucking, bdsm, bondage, femdom, feminization

Boy in dress
11 months ago
5:17

xHamster

Boy in dress

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

Sissy Chastity Anal Balls Hormone Feminization Tutor Spiral
3 years ago
24:03

ShemaleSin

Sissy Chastity Anal Balls Hormone Feminization Tutor Spiral

Tags: amateur, anal, balls, blonde, feminization, fetish, hd

Feminization Sissyfication Sissy training - Dong Worship - resigned sissy
9 months ago
13:08

ShemaleSin

Feminization Sissyfication Sissy training - Dong Worship - resigned sissy

Tags: amateur, big cock, dick, feminization, fetish, hd, sissy

Sissy Girl Cumming a Huge load all over her mommy panties ...She leaves them covered with cum
1 year ago
5:31

xHamster

Sissy Girl Cumming a Huge load all over her mommy panties ...She leaves them covered with cum

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

Fuck My Big Ass Daddy
4 months ago
5:57

xHamster

Fuck My Big Ass Daddy

Tags: amateur, argentinian, big ass, big cock, crossdressing, daddies, feminization

Encaged trans lady drains with fucktoys
4 months ago
7:47

KeekAss

Encaged trans lady drains with fucktoys

Tags: amateur, anal, anal toying, bondage, femdom, feminization, hd

Shy Sissy Flashing in the Park
4 years ago
1:49

ShemaleSin

Shy Sissy Flashing in the Park

Tags: amateur, dick, feminization, fetish, flashing, kinky, outdoor

Nicole also grows breasts, moving on to further feminization
1 year ago
3:39

XXXDan

Nicole also grows breasts, moving on to further feminization

Tags: amateur, big tits, feminization, hardcore, lingerie, shemale, small tits

Female Masker Strip Club Compilation #3
1 year ago
9:51

xHamster

Female Masker Strip Club Compilation #3

Tags: american, big tits, club, compilation, crossdressing, dildo, feminization

Huge Boobs Sissy Whore For You!
47 days ago
8:15

xHamster

Huge Boobs Sissy Whore For You!

Tags: american, big tits, crossdressing, dildo, feminization, fetish, hd

shemale masturbating and groaning with sex toy
1 year ago
8:03

ShemaleSin

shemale masturbating and groaning with sex toy

Tags: amateur, anal, assfucking, dildo, feminization, fetish, kinky

Fellow To Monstrous Booty Sissy Transformation
1 year ago
6:22

KeekAss

Fellow To Monstrous Booty Sissy Transformation

Tags: amateur, big ass, big black cock, big cock, booty, crossdressing, feminization

Threesome: a girl, a femboy, a fulfilled man
15 days ago
5:38

xHamster

Threesome: a girl, a femboy, a fulfilled man

Tags: 3some, amateur, anal, asian, barebacking, couple, crossdressing

SISSYHURE MONIQUE - Analtraining
4 months ago
11:22

xHamster

SISSYHURE MONIQUE - Analtraining

Tags: amateur, anal, bdsm, crossdressing, feminization, fetish, german

Sissy in Permanent Chastity Cage below Lengthy Petticoat
3 years ago
3:23

ShemaleSin

Sissy in Permanent Chastity Cage below Lengthy Petticoat

Tags: ass, cage, cuckold, femdom, feminization, fetish, lystra

Candid upskirt in public two
1 year ago
9:42

KeekAss

Candid upskirt in public two

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

Crossdresser maid doing mansion errands
1 year ago
9:55

KeekAss

Crossdresser maid doing mansion errands

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

Bambi Sissy Transformation (Sissy caption Story)
4 years ago
13:07

ShemaleSin

Bambi Sissy Transformation (Sissy caption Story)

Tags: amateur, anal, anita blue, assfucking, big ass, femdom, feminization

Sissy clitoris
1 year ago
0:51

xHamster

Sissy clitoris

Tags: amateur, anal toying, beauty, clit, crossdressing, european, feminization

Trap80, Sissy biotch and her tentacle fake penis
1 year ago
5:30

KeekAss

Trap80, Sissy biotch and her tentacle fake penis

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

Shemale calls him his wife while I suck her
11 days ago
6:53

xHamster

Shemale calls him his wife while I suck her

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

sissy ladyboy shemale gets enema urine in the ass fucks comes in the effeminate ass
2 months ago
6:37

xHamster

sissy ladyboy shemale gets enema urine in the ass fucks comes in the effeminate ass

Tags: amateur, anal, ass, assfucking, asslick, big ass, booty

Crossdresser Sissy outside walk
3 months ago
5:12

xHamster

Crossdresser Sissy outside walk

Tags: crossdressing, feminization, german, hd, high heels, ladyboy, outdoor

Feminization Sissy training - weenie worship
1 year ago
16:27

ShemaleSin

Feminization Sissy training - weenie worship

Tags: big cock, blowjob, compilation, cumshot, dick, feminization, pov

Emily rides dildo and cums all over her self after workout
1 year ago
3:35

xHamster

Emily rides dildo and cums all over her self after workout

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

Captivating Cuteness: Dance Like Nobody's Watching!
1 year ago
5:13

xHamster

Captivating Cuteness: Dance Like Nobody's Watching!

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

Feminizing hardcore fucking and orgasm
2 months ago
10:53

xHamster

Feminizing hardcore fucking and orgasm

Tags: amateur, anal, compilation, feminization, hardcore, hd, irish

Soy una femboy lista para todos
1 year ago
3:11

xHamster

Soy una femboy lista para todos

Tags: amateur, anal, asian, barebacking, bathroom, big ass, blowjob

Ladybug alone at home
3 months ago
5:16

xHamster

Ladybug alone at home

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

Small Cock Big Balls Sexy Ass Sissy
8 months ago
5:05

xHamster

Small Cock Big Balls Sexy Ass Sissy

Tags: amateur, ass, balls, beauty, big ass, british, crossdressing

Sissy "D" was feminized, he hate it, but I love it...
11 months ago
6:23

xHamster

Sissy "D" was feminized, he hate it, but I love it...

Tags: abuse, amateur, feminization, german, hd, husband, lingerie

Sissy teases rides and cums
3 years ago
1:40

ShemaleSin

Sissy teases rides and cums

Tags: anal, cum, cumshot, daddies, dildo, dirty, feminization

Hot sissy in bed
1 year ago
0:36

xHamster

Hot sissy in bed

Tags: amateur, anal, bbw, bed sex, black, blowjob, compilation

Enjoying Myself and Showing off My Sexy Ass and Boobs
1 year ago
1:36

xHamster

Enjoying Myself and Showing off My Sexy Ass and Boobs

Tags: amateur, ass, beauty, crossdressing, czech, doll, feminization

Trans Woman Touches Herself on Piano (onlyfans/baileywilde)
3 years ago
0:57

ShemaleSin

Trans Woman Touches Herself on Piano (onlyfans/baileywilde)

Tags: anal, babe, big tits, crossdressing, feminization, fetish, ladyboy

Crossdresser Willing to get Screwed Doggy Position
4 years ago
0:34

ShemaleSin

Crossdresser Willing to get Screwed Doggy Position

Tags: amateur, babe, big tits, blonde, crossdressing, doggystyle, femdom

TV Monique - a small sissygasm in the evening
6 months ago
2:51

xHamster

TV Monique - a small sissygasm in the evening

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

Apr ninth 2023
2 years ago
21:46

ShemaleSin

Apr ninth 2023

Tags: amateur, anal, clothed sex, crossdressing, femdom, feminization, fetish

This time Joanna was allowed to fun herself but solely using a sex tool. So this babe had to cum hands free like a worthwhile little sissy doxy. Have
1 year ago
5:31

ShemaleSin

This time Joanna was allowed to fun herself but solely using a sex tool. So this babe had to cum hands free like a worthwhile little sissy doxy. Have

Tags: ass, babe, clit, cum, cumshot, feminization, funny

Sissy upskirt, checking chastity cage key
9 months ago
27:29

ShemaleSin

Sissy upskirt, checking chastity cage key

Tags: amateur, anal, ass, big ass, british, cage, fat

Sissy Nikola have fun alone
5 months ago
3:05

xHamster

Sissy Nikola have fun alone

Tags: amateur, blonde, crossdressing, dildo, european, feminization, funny

Sissy Slut Webcam Challenge Compilation
3 months ago
4:45

xHamster

Sissy Slut Webcam Challenge Compilation

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

Para todo esta travesty esta follada
1 year ago
2:00

xHamster

Para todo esta travesty esta follada

Tags: amateur, anal, barebacking, bdsm, blowjob, cartoon, colombian

Hot Shemale Wanking A Making a Big Cumshot On Her Panties
1 year ago
6:25

xHamster

Hot Shemale Wanking A Making a Big Cumshot On Her Panties

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

Real BBC training with my ASMR sissy mind programing experience.
1 year ago
1:24

ShemaleSin

Real BBC training with my ASMR sissy mind programing experience.

Tags: big black cock, bitch, feminization, sissy, slut

Butt out in public
11 months ago
1:11

ShemaleSin

Butt out in public

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

Caged sissy takes schlong in butt
2 years ago
10:04

ShemaleSin

Caged sissy takes schlong in butt

Tags: amateur, anal, ass, assfucking, cage, dildo, femdom

Upskirt caught in the woods
1 year ago
7:29

KeekAss

Upskirt caught in the woods

Tags: amateur, anal, ass, big ass, caught, crossdressing, fat

Screw your mind become a sissy faggot
3 years ago
4:37

ShemaleSin

Screw your mind become a sissy faggot

Tags: big tits, blonde, compilation, cumshot, feminization, futanari, lesbian

Pink Juggsy in 44 R Cup Brassiere
4 years ago
5:17

ShemaleSin

Pink Juggsy in 44 R Cup Brassiere

Tags: amateur, ass, big tits, bra, fake tits, feminization, fetish

Sissy Cumming Wearing His Mommys Black Panties
1 year ago
6:16

xHamster

Sissy Cumming Wearing His Mommys Black Panties

Tags: amateur, big cock, black, crossdressing, cum, cumshot, feminization

Candid upskirt in the rain
1 year ago
28:09

ShemaleSin

Candid upskirt in the rain

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

Is my micro-skirt too brief?
1 year ago
4:43

KeekAss

Is my micro-skirt too brief?

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

Crossdresser out for a walk showing her pants
5 months ago
24:19

ShemaleSin

Crossdresser out for a walk showing her pants

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

Cute tamil Indian sissy femboy in fishnets rides and fucks 7 inch white dildo and creampie's ass
4 months ago
14:54

xHamster

Cute tamil Indian sissy femboy in fishnets rides and fucks 7 inch white dildo and creampie's ass

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

Sissy on sexy arena one piece swimsuit get wet
11 months ago
1:56

xHamster

Sissy on sexy arena one piece swimsuit get wet

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

Charming in ????
10 months ago
1:08

ShemaleSin

Charming in ????

Tags: amateur, asian, big ass, feminization, latina, pornstar, sissy

Unexperienced Livia Lilith get ravage on cam
1 year ago
3:47

KeekAss

Unexperienced Livia Lilith get ravage on cam

Tags: amateur, anal, big black cock, blowjob, brunette, crossdressing, feminization

BEAT THAT PUSSY UP
6 months ago
5:16

xHamster

BEAT THAT PUSSY UP

Tags: amateur, beauty, big ass, big cock, black, crossdressing, cum

Jan 27th 2023
2 years ago
10:15

ShemaleSin

Jan 27th 2023

Tags: amateur, cumshot, feminization, hd, masturbation, pov, sissy

Zara Cheap Doxy- Full Episode on my Onlyfans (link in Bio)
3 years ago
0:18

ShemaleSin

Zara Cheap Doxy- Full Episode on my Onlyfans (link in Bio)

Tags: anal, domination, femdom, feminization, goddess, hardcore, humiliation

Sissy anal climax from BBC Dildos in chastity
11 months ago
15:28

ShemaleSin

Sissy anal climax from BBC Dildos in chastity

Tags: amateur, anal, anal toying, big ass, big black cock, big cock, cumshot

SHACKLED FEMINIZED SISSY GETS PEGGED HARD WITH A VIBRATING DING-DONG
3 years ago
9:09

ShemaleSin

SHACKLED FEMINIZED SISSY GETS PEGGED HARD WITH A VIBRATING DING-DONG

Tags: amateur, anal, blowjob, bondage, chained, cumshot, femdom

Femboy riding giant vibrator.
2 years ago
3:57

ShemaleSin

Femboy riding giant vibrator.

Tags: 18 year old, amateur, anal, ass, dildo, feminization, gaping hole

Cute Sissy Femboy - Hands Free Cum - Little Doxy Cum in Hose - sissygasm
2 years ago
1:52

ShemaleSin

Cute Sissy Femboy - Hands Free Cum - Little Doxy Cum in Hose - sissygasm

Tags: big cock, cum, cumshot, cute, feminization, fetish, masturbation

Leaving my pants on the bench
6 months ago
29:13

ShemaleSin

Leaving my pants on the bench

Tags: amateur, ass, booty, exhibitionist, fat, feminization, hd

SISSY SUCK 2 SEX TOY
1 year ago
1:38

ShemaleSin

SISSY SUCK 2 SEX TOY

Tags: amateur, blowjob, dildo, feminization, sissy, slut, sucking

Sissy Lamborghini Short MAD SPUNK FOUNTAIN
9 months ago
2:50

ShemaleSin

Sissy Lamborghini Short MAD SPUNK FOUNTAIN

Tags: anal, anal toying, big ass, black, cum, cumshot, feminization

Trans rides BBC sextoy
2 years ago
4:52

ShemaleSin

Trans rides BBC sextoy

Tags: amateur, anal, ass, assfucking, big black cock, crossdressing, feminization

Sissification Lecture "Ultimate Guide to Sissy Sex Toys" Veronica Taboo invites u to Sissy Academy
1 year ago
19:01

ShemaleSin

Sissification Lecture "Ultimate Guide to Sissy Sex Toys" Veronica Taboo invites u to Sissy Academy

Tags: anal, cumshot, feminization, fetish, masturbation, sissy, taboo

Sissy Oksana riding anal dildo & huge anal plug _cam.1_sc.34
3 years ago
12:54

FapCat

Sissy Oksana riding anal dildo & huge anal plug _cam.1_sc.34

Tags: amateur, anal, anal toying, assfucking, crossdressing, cum, cumshot

Sissy slut loving herself
3 months ago
7:29

xHamster

Sissy slut loving herself

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

Sissy Slut Submits - Gagging on a Realistic Dildo
9 months ago
1:19

xHamster

Sissy Slut Submits - Gagging on a Realistic Dildo

Tags: amateur, blowjob, crossdressing, deep throat, dildo, feminization, gagging

femboy cdzinha de legging da bunda grande se exibindo pra camera
1 year ago
0:42

KeekAss

femboy cdzinha de legging da bunda grande se exibindo pra camera

Tags: amateur, big ass, crossdressing, dentist, feminization, fetish, gay

Sissy ass fucking pummel faux-cock
1 year ago
11:55

KeekAss

Sissy ass fucking pummel faux-cock

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

Cute Femboy has some solo joy Part 1
3 years ago
1:05

ShemaleSin

Cute Femboy has some solo joy Part 1

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

Trans purity ass-fuck
1 year ago
6:59

KeekAss

Trans purity ass-fuck

Tags: amateur, anal, ass, assfucking, big ass, crossdressing, fat

Apr 22nd 2023
2 years ago
17:29

ShemaleSin

Apr 22nd 2023

Tags: amateur, anal, assfucking, brunette, dildo, feminization, hd

Trans chastity anal
1 year ago
6:59

ShemaleSin

Trans chastity anal

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

Sexy Crossdresser Jerking Off in Kitchen
8 months ago
1:58

xHamster

Sexy Crossdresser Jerking Off in Kitchen

Tags: amateur, american, big cock, blonde, crossdressing, cum, cumshot

Kitty's Cute Creations: Craft Adorable and Heartwarming Videos that Melt Hearts and Spread Joy, as You Capture the Playfulness
1 year ago
5:27

xHamster

Kitty's Cute Creations: Craft Adorable and Heartwarming Videos that Melt Hearts and Spread Joy, as You Capture the Playfulness

Tags: adorable, amateur, american, beauty, big ass, blonde, crossdressing

Sissy shaving - feminization
3 months ago
5:53

xHamster

Sissy shaving - feminization

Tags: amateur, bdsm, bondage, crossdressing, feminization, handjob, hd

Crossdresser sissy femboy rough sex with self
1 year ago
12:21

xHamster

Crossdresser sissy femboy rough sex with self

Tags: amateur, anal, asian, big cock, crossdressing, feminization, hardcore

Each Whiteboi'z Reaction To Ebony Dudes
10 months ago
0:19

ShemaleSin

Each Whiteboi'z Reaction To Ebony Dudes

Tags: amateur, big ass, big black cock, black, celebrity, ebony, feminization

Trap tranny jerks off POV
2 years ago
0:49

ShemaleSin

Trap tranny jerks off POV

Tags: amateur, feminization, jerking, masturbation, pov, sissy, small tits

Sissy maid with plug and KG
1 year ago
4:24

xHamster

Sissy maid with plug and KG

Tags: anal toying, bitch, buttplug, fat, feminization, fetish, gagging

Sissy trains her butt for real wang
2 years ago
4:16

ShemaleSin

Sissy trains her butt for real wang

Tags: amateur, ass, cute, dildo, feet, feminization, fetish

Sissy Teaching4
1 year ago
5:02

KeekAss

Sissy Teaching4

Tags: amateur, blonde, crossdressing, feminization, fetish, hd, kinky

Perfect Tits in public
9 months ago
6:02

xHamster

Perfect Tits in public

Tags: amateur, beauty, big tits, blonde, canadian, escort, feminization

My 1st day in the chastity - movie scene report
2 years ago
1:43

ShemaleSin

My 1st day in the chastity - movie scene report

Tags: anal, babe, feminization, sissy, toys

Sexy trans with anal plug
1 year ago
0:13

xHamster

Sexy trans with anal plug

Tags: anal, beauty, big ass, buttplug, crossdressing, feminization, fetish

Told my sissy marionette to put me on a flash
1 year ago
4:32

KeekAss

Told my sissy marionette to put me on a flash

Tags: amateur, anal, boy, cage, crossdressing, femdom, feminization

Sissy wearing buttplug tail out for a walk
1 year ago
24:10

ShemaleSin

Sissy wearing buttplug tail out for a walk

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

Sissy maid does tutors laundry
1 year ago
15:21

KeekAss

Sissy maid does tutors laundry

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

Kinky person in nylons, sounding, jerking off and cumming.
1 year ago
19:51

ShemaleSin

Kinky person in nylons, sounding, jerking off and cumming.

Tags: cum, cumshot, feminization, fetish, handjob, jerking, kinky

thick femboy butt in underware
3 years ago
0:28

ShemaleSin

thick femboy butt in underware

Tags: amateur, ass, feminization, lingerie, sissy, thick

Sissy rides BBC
2 years ago
13:16

ShemaleSin

Sissy rides BBC

Tags: amateur, anal, assfucking, big black cock, feminization, fetish, humiliation

Boy Tranforming into a Sissy Using her Cock as a Sword
1 year ago
5:41

xHamster

Boy Tranforming into a Sissy Using her Cock as a Sword

Tags: amateur, beauty, big cock, boy, crossdressing, dick, feminization

Kym Unpacks her Schlong (trans, Female Mask, Mask, Hose, Crossdress, Disclose, Transformation)
4 years ago
4:24

ShemaleSin

Kym Unpacks her Schlong (trans, Female Mask, Mask, Hose, Crossdress, Disclose, Transformation)

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

Miss Ellen
2 years ago
9:51

ShemaleSin

Miss Ellen

Tags: amateur, blonde, feminization, fetish, high heels, kinky, mask

I love sucking
9 months ago
1:49

xHamster

I love sucking

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

Fem boy panty  show off
1 year ago
5:44

xHamster

Fem boy panty show off

Tags: amateur, anal, beauty, big cock, black, boy, crossdressing

Hot Trevesti
3 months ago
6:35

xHamster

Hot Trevesti

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

Monnica is being tutored to be a BBC sissy!!
1 year ago
5:41

ShemaleSin

Monnica is being tutored to be a BBC sissy!!

Tags: bdsm, big black cock, bitch, bondage, domination, dominatrix, feminization

when I'm home alone
7 months ago
25:16

xHamster

when I'm home alone

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

Sissy trying to get caught
1 year ago
24:58

ShemaleSin

Sissy trying to get caught

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

Feminine femboy, warm voice, moans... you've been warned.
18 days ago
5:28

xHamster

Feminine femboy, warm voice, moans... you've been warned.

Tags: amateur, anal, asian, barebacking, couple, crossdressing, feminization

large jock in booty
2 years ago
0:24

ShemaleSin

large jock in booty

Tags: anal, ass, big ass, big cock, booty, feminization, italian

2nd Clip - Sissy Anal Stretching - TS Laura Chawn
3 years ago
2:02

ShemaleSin

2nd Clip - Sissy Anal Stretching - TS Laura Chawn

Tags: amateur, anal, ass, big black cock, dildo, feminization, french

Mommy Holy - JOI CEI - First Time Cum Eating
8 months ago
11:15

xHamster

Mommy Holy - JOI CEI - First Time Cum Eating

Tags: amateur, american, beauty, crossdressing, cum, feminization, first time

You have to look at BBC creamy dick
3 days ago
6:12

xHamster

You have to look at BBC creamy dick

Tags: amateur, barebacking, beauty, big black cock, creampie, dick, ebony

Connie self stimulate
1 year ago
2:02

xHamster

Connie self stimulate

Tags: amateur, crossdressing, feminization, hd, ladyboy, latina, lingerie

Sissy has Strenuous Sissygasm from Buttfuck
1 year ago
4:49

KeekAss

Sissy has Strenuous Sissygasm from Buttfuck

Tags: amateur, anal, assfucking, big ass, boy, crossdressing, feminization

Sissy in pants trains her booty for BBC
5 months ago
4:10

ShemaleSin

Sissy in pants trains her booty for BBC

Tags: amateur, anal, ass, big ass, big black cock, booty, brunette

Huge Ass Sissy Transformation
1 year ago
5:22

xHamster

Huge Ass Sissy Transformation

Tags: amateur, ass, big ass, big cock, crossdressing, cum, feminization

I'm so soaked for BBC
1 year ago
0:23

ShemaleSin

I'm so soaked for BBC

Tags: anal, big ass, big black cock, big cock, big tits, feminization, masturbation

Fat sissy walks along public beach and plays in the water
3 months ago
6:30

ShemaleSin

Fat sissy walks along public beach and plays in the water

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

Sissy leaves chastity key on a public footpath
10 months ago
24:13

ShemaleSin

Sissy leaves chastity key on a public footpath

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

Sissy Slavery Images and Episodes, Crossdressing and Transvestite S&M Predicaments with Sissy Susy
2 years ago
0:20

ShemaleSin

Sissy Slavery Images and Episodes, Crossdressing and Transvestite S&M Predicaments with Sissy Susy

Tags: anal, assfucking, bdsm, bondage, crossdressing, cumshot, dress

Sissy cums in cage to being degraded as Mistresss trash recycling pig girl Scarlett ebony
3 years ago
11:56

ShemaleSin

Sissy cums in cage to being degraded as Mistresss trash recycling pig girl Scarlett ebony

Tags: amateur, black, blonde, cage, cum, cumshot, ebony

Trans fem training for BBC
5 months ago
5:41

ShemaleSin

Trans fem training for BBC

Tags: amateur, anal, ass, big ass, big black cock, brunette, fat

feet in public - public crossdressing
5 months ago
7:25

xHamster

feet in public - public crossdressing

Tags: crossdressing, european, feet, feminization, hd, high heels, latex

Today I'm trying different toys..🤪
1 year ago
6:59

xHamster

Today I'm trying different toys..🤪

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

Corpulent butt
11 months ago
28:47

ShemaleSin

Corpulent butt

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

Sissy Femboy Servant ass-fuck instructing compilation
1 year ago
5:57

KeekAss

Sissy Femboy Servant ass-fuck instructing compilation

Tags: amateur, anal, assfucking, bdsm, compilation, crossdressing, feminization

Sissy Maid Loves To Suck a Big Dildo
1 year ago
5:10

xHamster

Sissy Maid Loves To Suck a Big Dildo

Tags: amateur, beauty, big cock, blowjob, crossdressing, dildo, feminization

Slave Task 1
25 days ago
2:16

xHamster

Slave Task 1

Tags: amateur, bdsm, big cock, bondage, crossdressing, feminization, fetish

Violet's Climax (trans, Feminization, Crossdress, Transformation, Female Mask, Mask, High Heels)
4 years ago
4:02

ShemaleSin

Violet's Climax (trans, Feminization, Crossdress, Transformation, Female Mask, Mask, High Heels)

Tags: ass, bbw, booty, crossdressing, feminization, fetish, high heels

Rose Transexual
3 months ago
0:58

aShemaleTube

Rose Transexual

Tags: amateur, bisexual, feminization, hd, model, shemale, transsexual

Said my sissy serf to put me on a show
1 year ago
4:32

ShemaleSin

Said my sissy serf to put me on a show

Tags: amateur, anal, feminization, fetish, panties, sissy, toys

Ultra-Cute booty caught in public
1 year ago
9:36

KeekAss

Ultra-Cute booty caught in public

Tags: amateur, anal, ass, big ass, booty, caught, crossdressing

I suit him with my nylons and bang his booty.... PEGGING & CROSSDRESSING
2 years ago
25:12

ShemaleSin

I suit him with my nylons and bang his booty.... PEGGING & CROSSDRESSING

Tags: amateur, booty, crossdressing, femdom, feminization, fetish, milf

Pair Crossdresser Screw GF with Massive Ding-Dong POV Amateur
3 years ago
6:18

ShemaleSin

Pair Crossdresser Screw GF with Massive Ding-Dong POV Amateur

Tags: amateur, ass, bbw, chubby, crossdressing, female orgasm, feminization

Me  Puedes buscar en la ciudad en el pais colombia
1 year ago
3:12

xHamster

Me Puedes buscar en la ciudad en el pais colombia

Tags: amateur, anal, asian, barebacking, blowjob, colombian, crossdressing

Feminization Sissication Sissy training - Cheerful Loser - Chastity Cum
2 years ago
5:40

ShemaleSin

Feminization Sissication Sissy training - Cheerful Loser - Chastity Cum

Tags: big cock, bondage, compilation, cum, cumshot, femdom, feminization

Latex dildo riding
5 months ago
1:25

xHamster

Latex dildo riding

Tags: amateur, anal, crossdressing, dildo, feminization, fetish, german

public night walk , transparent dress outdoor.
1 year ago
6:11

xHamster

public night walk , transparent dress outdoor.

Tags: amateur, crossdressing, dress, dutch, feminization, hd, ladyboy

Pussy-plugged sissy princess squeals & squirts in cute panties & tights
6 months ago
7:54

xHamster

Pussy-plugged sissy princess squeals & squirts in cute panties & tights

Tags: anal, anal toying, clit, crossdressing, cum, cumshot, cute

Smashing my ass
11 days ago
5:18

xHamster

Smashing my ass

Tags: amateur, anal, ass, bathroom, chilean, crossdressing, deep throat

Anal play trans
1 year ago
5:51

xHamster

Anal play trans

Tags: amateur, anal, ass, big cock, crossdressing, femdom, feminization

Sissy In Chasity Wearing Leather Boots
25 days ago
5:16

xHamster

Sissy In Chasity Wearing Leather Boots

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

giant trans titties and boy clitty on busy street timelapse slo-mo
6 months ago
2:01

xHamster

giant trans titties and boy clitty on busy street timelapse slo-mo

Tags: amateur, big cock, big tits, boy, crossdressing, dick, feminization

My booty ride dildo on sex chair with big  black dildo in asshole
5 months ago
5:13

xHamster

My booty ride dildo on sex chair with big black dildo in asshole

Tags: amateur, anal, ass, big black cock, big cock, black, booty

Mistress Cassidy Makes Guy Turn into Woman
1 year ago
1:54

xHamster

Mistress Cassidy Makes Guy Turn into Woman

Tags: amateur, american, anal, bdsm, crossdressing, cum, domination

Radmilasissy Fag Whore
3 years ago
0:43

aShemaleTube

Radmilasissy Fag Whore

Tags: crossdressing, feminization, hd, pussy, shemale, sissy, slut

Femboy Crossdresser Moans and Rides Dildo in Pink Lingerie
1 year ago
10:01

xHamster

Femboy Crossdresser Moans and Rides Dildo in Pink Lingerie

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

Heterosexual No More (Sissy Training)
1 year ago
0:36

xHamster

Heterosexual No More (Sissy Training)

Tags: anal, bdsm, brazilian, compilation, crossdressing, feminization, fetish

Sissy serving dominant hotwife mistress in video call PART 2
14 days ago
16:15

xHamster

Sissy serving dominant hotwife mistress in video call PART 2

Tags: amateur, anal toying, asian, couple, crossdressing, cuckold, cum

chase me on twitter at - theemobratmara and chase the link in my bio. So basically I just oil up my body so its all shiny a bang my butt with 3 differ
1 year ago
12:39

ShemaleSin

chase me on twitter at - theemobratmara and chase the link in my bio. So basically I just oil up my body so its all shiny a bang my butt with 3 differ

Tags: amateur, ass, beauty, blonde, clit, cute, feminization

Sorry she isn't a girl
3 years ago
6:57

TrannyOne

Sorry she isn't a girl

Tags: amateur, american, ass, bdsm, big cock, big tits, blonde

Alone time with Rue Cummings
3 months ago
5:27

xHamster

Alone time with Rue Cummings

Tags: american, anal, bdsm, big cock, crossdressing, cum, dick

Sissy in its spiked chastity cage put in garden to goon neighbor humiliation
3 years ago
10:24

ShemaleSin

Sissy in its spiked chastity cage put in garden to goon neighbor humiliation

Tags: amateur, black, blonde, cage, feminization, fetish, garden

BULWARK Cheats on Girlfriend with Faggayboi: Next Morning
22 days ago
1:52

xHamster

BULWARK Cheats on Girlfriend with Faggayboi: Next Morning

Tags: american, anal, big black cock, big tits, black, blowjob, crossdressing

Dildo fuck with Dragon toy
1 year ago
10:22

xHamster

Dildo fuck with Dragon toy

Tags: amateur, anal, anal toying, dildo, feminization, german, hd

Locked up trans chick urinating and spunking on herself
1 year ago
4:14

KeekAss

Locked up trans chick urinating and spunking on herself

Tags: amateur, bdsm, crossdressing, cute, feminization, fetish, handjob

Pink Monster in my ass
1 year ago
0:26

xHamster

Pink Monster in my ass

Tags: anal, ass, bdsm, bondage, british, crossdressing, cunt

my sissy pussy likes to eat eggplant
3 months ago
6:43

xHamster

my sissy pussy likes to eat eggplant

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

Nov 28th 2021
3 years ago
13:27

ShemaleSin

Nov 28th 2021

Tags: amateur, beauty, black, blonde, cumshot, ebony, femdom

crossdresser with hairy cock jerks off on the bed with his transparent and sexy light outfit and cums
1 year ago
6:14

xHamster

crossdresser with hairy cock jerks off on the bed with his transparent and sexy light outfit and cums

Tags: amateur, bed sex, crossdressing, cum, dick, feminization, hairy

Nylon fuck whore pantyhose loving sissy cum drinking spunk slut
1 year ago
4:49

xHamster

Nylon fuck whore pantyhose loving sissy cum drinking spunk slut

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

Sissy caught ambling in the woods
1 year ago
3:41

KeekAss

Sissy caught ambling in the woods

Tags: amateur, anal, ass, big ass, caught, crossdressing, fat

Mar 20th 2022
3 years ago
9:44

ShemaleSin

Mar 20th 2022

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

Luminous plug on the counter of the clothing store
6 months ago
5:27

xHamster

Luminous plug on the counter of the clothing store

Tags: anal, anal toying, big ass, buttplug, crossdressing, european, feminization

Skyler Storm Sissy Chastity during the time that sliding pink sex-toy in my vagina
1 year ago
2:38

ShemaleSin

Skyler Storm Sissy Chastity during the time that sliding pink sex-toy in my vagina

Tags: amateur, anal, feminization, lingerie, masturbation, sissy, small tits

Sissy Gets Rid Of her panties
1 year ago
5:08

xHamster

Sissy Gets Rid Of her panties

Tags: amateur, big black cock, big cock, crossdressing, dick, femdom, feminization

TV Whore Monique - In an Industrial Area
6 months ago
2:44

xHamster

TV Whore Monique - In an Industrial Area

Tags: amateur, crossdressing, cum, feminization, german, hd, high heels

Creamy cardio as I stuff my big butt
1 year ago
5:15

xHamster

Creamy cardio as I stuff my big butt

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

Dare to Be Different: Celebrating the Beauty of Femboy Fashion!
1 year ago
5:18

xHamster

Dare to Be Different: Celebrating the Beauty of Femboy Fashion!

Tags: amateur, american, asian, beauty, big cock, celebrity, crossdressing

Prostate orgasms compilation. Personalsin collection vol. 150
1 year ago
10:11

ShemaleSin

Prostate orgasms compilation. Personalsin collection vol. 150

Tags: amateur, anal, cage, close up, compilation, dildo, european

Youthful femboy showing off.
1 year ago
1:54

ShemaleSin

Youthful femboy showing off.

Tags: amateur, ass, babe, brunette, feminization, latina, sissy

Dancing slut with tail
5 months ago
1:18

xHamster

Dancing slut with tail

Tags: amateur, anal, crossdressing, cum, dancing, dutch, feminization