Underwear sheer suck off wedding
3 years ago
2:11

KeekAss

Underwear sheer suck off wedding

Tags: amateur, blowjob, crossdressing, handjob, lingerie, masturbation, outdoor
Sissy crossdresser compilation, sissy compilation
2 years ago
7:39

ShemaleTaxi

Sissy crossdresser compilation, sissy compilation

Tags: compilation, crossdressing, shemale, sissy
milky Sissy whore pummeled by Black Cock
2 years ago
5:22

ShemaleTaxi

milky Sissy whore pummeled by Black Cock

Tags: black, dick, milk, shemale, sissy, slut
Bae Gurlz
4 years ago
5:29

xHamster

Bae Gurlz

Tags: anal, barebacking, hd, ladyboy, shemale, sissy
sissy covet manhood for your princess
4 years ago
5:58

ShemaleMovie

sissy covet manhood for your princess

Tags: ladyboy, pov, shemale, sissy
splendid femboy trap milks and jizzes for us
3 years ago
19:30

KeekAss

splendid femboy trap milks and jizzes for us

Tags: amateur, anal toying, big cock, brunette, cumshot, handjob, hd
Big-dick, crossdresser
2 years ago
12:22

ShemaleTaxi

Big-dick, crossdresser

Tags: anal, big black cock, big cock, crossdressing, lingerie, shemale, sissy
Sissy Lucy gets a messy fake bukkake all over face and tits
3 years ago
1:59

xHamster

Sissy Lucy gets a messy fake bukkake all over face and tits

Tags: amateur, big cock, big tits, british, bukkake, cum, dick
Ting Xuan Cosplay Student Use Toy Into Her Ass Until Orgasm 2
1 year ago
1:56

xHamster

Ting Xuan Cosplay Student Use Toy Into Her Ass Until Orgasm 2

Tags: amateur, anal, asian, ass, beauty, big cock, cosplay
Sissy Girl Santa outfit
1 year ago
4:58

xHamster

Sissy Girl Santa outfit

Tags: amateur, hd, latina, lingerie, masturbation, mexican, santa
two t-models late night
3 years ago
8:18

KeekAss

two t-models late night

Tags: amateur, anal, barebacking, blowjob, brunette, crossdressing, gay
Public Sissy two films Whorish Yoga Cutoffs, Lengthy-ish T-t-shirt
3 years ago
8:00

KeekAss

Public Sissy two films Whorish Yoga Cutoffs, Lengthy-ish T-t-shirt

Tags: amateur, anal, blonde, crossdressing, mature, outdoor, public
Me and my sissy love to shag like 2 hefty tarts and jism like bi-otches
2 years ago
26:10

KeekAss

Me and my sissy love to shag like 2 hefty tarts and jism like bi-otches

Tags: amateur, anal, barebacking, big ass, big tits, bisexual, blowjob
Vintage Ona, has a 3 way with a hawt redhead and a sissy TV. Misty mostly loves to see during the time that Ona loves to give as much as receive.
4 years ago
15:36

ShemaleSin

Vintage Ona, has a 3 way with a hawt redhead and a sissy TV. Misty mostly loves to see during the time that Ona loves to give as much as receive.

Tags: anal, big tits, domination, ladyboy, mature, ona zee, pornstar
Pink haired sissy floozy taking BBC
1 year ago
3:17

ShemaleSin

Pink haired sissy floozy taking BBC

Tags: amateur, anal, big black cock, big cock, blowjob, hardcore, interracial
Nice Sissy Crossdresser Getting Off in Talk
3 years ago
7:06

KeekAss

Nice Sissy Crossdresser Getting Off in Talk

Tags: amateur, anal, chinese, crossdressing, cute, dress, fetish
SISSY BITCH IN SILVER AND BLACK SHOW PLAYS FUCKING COCK AND
3 years ago
6:56

xHamster

SISSY BITCH IN SILVER AND BLACK SHOW PLAYS FUCKING COCK AND

Tags: anal, big ass, big cock, bitch, black, dick, hd
Ladyboy sola riding and cumshot
1 year ago
12:20

xHamster

Ladyboy sola riding and cumshot

Tags: amateur, anal, asian, beauty, big cock, big tits, chinese
CdSissySarah at the glory hole getting clitty licked
3 years ago
6:10

xHamster

CdSissySarah at the glory hole getting clitty licked

Tags: blowjob, gangbang, gloryhole, hd, ladyboy, licking, lingerie
Goth TS Fucked Missionary
1 year ago
2:22

xHamster

Goth TS Fucked Missionary

Tags: amateur, american, anal, beauty, big ass, big cock, crossdressing
Muscled stud fucks Sissy
3 years ago
0:08

xHamster

Muscled stud fucks Sissy

Tags: amateur, anal, big cock, hd, muscled, pussy, shemale
Armbinder Tied To Chastity Cage Sissy Maid Self Bondage
2 years ago
47:08

ShemaleZ

Armbinder Tied To Chastity Cage Sissy Maid Self Bondage

Tags: bdsm, bondage, cage, fetish, hd, latex, lingerie
My bubble ass love this cock
3 years ago
1:37

xHamster

My bubble ass love this cock

Tags: anal, ass, big ass, creampie, dick, dress, french
Teaching for passive fagots in Russian. How to be a she-male
3 years ago
25:01

KeekAss

Teaching for passive fagots in Russian. How to be a she-male

Tags: 3some, anal, barebacking, big cock, big tits, blonde, blowjob
flashing a fresh sundress
3 years ago
2:00

KeekAss

flashing a fresh sundress

Tags: amateur, blonde, crossdressing, flashing, homevideo, mature, shemale
Kailey Austin Getting Off Cumpilation - Crossdresser Femboy Trap
3 years ago
9:24

KeekAss

Kailey Austin Getting Off Cumpilation - Crossdresser Femboy Trap

Tags: amateur, blonde, compilation, crossdressing, cumshot, handjob, hd
Tina Noxx stretches her poor butt with an inflatable plug
2 years ago
3:37

xHamster

Tina Noxx stretches her poor butt with an inflatable plug

Tags: amateur, anal, ass, belgian, big ass, cage, crossdressing
Wild sissy condom-free
3 years ago
20:07

KeekAss

Wild sissy condom-free

Tags: amateur, anal, barebacking, blonde, blowjob, condom, handjob
femboy hypno Warning!
3 years ago
4:02

KeekAss

femboy hypno Warning!

Tags: anal, anal toying, barebacking, blowjob, compilation, creampie, hd
Dude in Tights
1 year ago
2:15

KeekAss

Dude in Tights

Tags: amateur, beauty, crossdressing, cum, dick, fetish, hd
takes two dildos
22 days ago
14:14

aShemaleTube

takes two dildos

Tags: barebacking, crossdressing, dildo, homevideo, shemale, sissy, small cock
SIZZLING Sissy Ass Fucking Man-Meat Nads Trussed for Jizm Denial Maintenance Dude in Appt
3 years ago
10:57

KeekAss

SIZZLING Sissy Ass Fucking Man-Meat Nads Trussed for Jizm Denial Maintenance Dude in Appt

Tags: amateur, anal, ass, assfucking, balls, crossdressing, cum
transgender travesti sounding urethral outdoor undergarments 66a
3 years ago
11:25

KeekAss

transgender travesti sounding urethral outdoor undergarments 66a

Tags: amateur, anal, anal toying, crossdressing, dildo, lingerie, masturbation
you want my Chocolate Cake
1 year ago
3:36

KeekAss

you want my Chocolate Cake

Tags: amateur, ass, bbw, big ass, black, chocolate, ebony
SissySubKrystal POINT OF VIEW fellate blow-job money-shot sissy SIDEVIEW
3 years ago
12:50

KeekAss

SissySubKrystal POINT OF VIEW fellate blow-job money-shot sissy SIDEVIEW

Tags: amateur, anal, blowjob, brunette, crossdressing, cum, cumshot
Valentain's Maid Cosplay Bocchi the Rock covered in fresh cream, POV Japanese Crossdresser ladyboy get fucked part.6
1 year ago
5:12

xHamster

Valentain's Maid Cosplay Bocchi the Rock covered in fresh cream, POV Japanese Crossdresser ladyboy get fucked part.6

Tags: amateur, asian, beauty, blowjob, chinese, cosplay, creampie
Public Orgy on a Motorbike Assfuck Splooging
3 years ago
5:18

KeekAss

Public Orgy on a Motorbike Assfuck Splooging

Tags: amateur, anal, assfucking, blonde, crossdressing, femdom, hd
Exotic Hotty Femboy bj's a folks shaft and gets pulverized stiff
3 years ago
4:41

KeekAss

Exotic Hotty Femboy bj's a folks shaft and gets pulverized stiff

Tags: amateur, anal, asian, ass, barebacking, beauty, big ass
Pink sissy outdoors
5 months ago
1:28

aShemaleTube

Pink sissy outdoors

Tags: hd, maid, outdoor, shemale, sissy, transvestite
SIZZLING PUBLIC BIOTCH ENGAGED TRAFFIC DISPLAYING UNDERPANTS & BUTT-PLUG total flick
3 years ago
6:32

KeekAss

SIZZLING PUBLIC BIOTCH ENGAGED TRAFFIC DISPLAYING UNDERPANTS & BUTT-PLUG total flick

Tags: amateur, anal, ass, beauty, buttplug, crossdressing, exhibitionist
Pissy me
36 days ago
0:51

aShemaleTube

Pissy me

Tags: amateur, asian, crossdressing, ebony, hd, homevideo, ladyboy
Sissy Ponyboy In Yellow Dress And High Heels Dancing For Camera And Shows Her Yellow Pussy
3 years ago
5:00

ShemaleZ

Sissy Ponyboy In Yellow Dress And High Heels Dancing For Camera And Shows Her Yellow Pussy

Tags: brunette, dancing, dress, hd, high heels, pussy, shemale
SPLENDID CD PLOWS a FRESH PAL
3 years ago
12:09

KeekAss

SPLENDID CD PLOWS a FRESH PAL

Tags: amateur, anal, assfucking, blowjob, brunette, crossdressing, hardcore
Find A fellow Now Sissy
4 years ago
10:05

ShemaleMovie

Find A fellow Now Sissy

Tags: ladyboy, pov, shemale, sissy
Taking Sissy Lora into the forest
3 years ago
7:21

KeekAss

Taking Sissy Lora into the forest

Tags: amateur, anal, barebacking, blowjob, crossdressing, forest, gay
Smoking sissy of the month
3 years ago
4:59

KeekAss

Smoking sissy of the month

Tags: amateur, blonde, blowjob, brunette, compilation, crossdressing, hd
Me Candice, I gargle and I enjoy it ....
3 years ago
2:54

KeekAss

Me Candice, I gargle and I enjoy it ....

Tags: amateur, blowjob, brunette, crossdressing, cumshot, handjob, hd
transgender travesti faux-cock ass-fuck outdoor 128
3 years ago
6:57

KeekAss

transgender travesti faux-cock ass-fuck outdoor 128

Tags: amateur, anal, assfucking, crossdressing, dick, dildo, hd
Fem Sissy Getting Dolled Up And Waiting For Daddy To Deliver His Big Sausage
1 year ago
3:34

ShemaleZ

Fem Sissy Getting Dolled Up And Waiting For Daddy To Deliver His Big Sausage

Tags: amateur, big ass, daddies, doll, hd, shemale, sissy
FEMOUT GONZO: Cat Vanity Is Back!
2 years ago
3:00

KeekAss

FEMOUT GONZO: Cat Vanity Is Back!

Tags: ass, beauty, big ass, big cock, blonde, cum, cute
Sissy Rides Toy Outside
3 years ago
2:07

xHamster

Sissy Rides Toy Outside

Tags: amateur, anal, big ass, booty, dildo, hd, outdoor
GLOVER1000 - crimson tv breezy and her good-sized fake penis
3 years ago
18:15

KeekAss

GLOVER1000 - crimson tv breezy and her good-sized fake penis

Tags: amateur, anal, big cock, boots, buttplug, catsuit, crossdressing
Cute Sissy Slave Strips and Shows Her Nutless Empty Scrotum
3 years ago
1:24

xHamster

Cute Sissy Slave Strips and Shows Her Nutless Empty Scrotum

Tags: amateur, austrian, cute, dick, hd, ladyboy, masturbation
Sissy Crossdresser and Dominatrix with Enjoy - Asian Female Domination
3 years ago
10:29

KeekAss

Sissy Crossdresser and Dominatrix with Enjoy - Asian Female Domination

Tags: amateur, blowjob, brunette, chinese, creampie, crossdressing, dominatrix
Homo homo bullied and cunt-free beta wimp Jessica sends a episode to her Dad at work admitting how badly that babe needs him to come home and be ruthl
1 year ago
2:17

ShemaleSin

Homo homo bullied and cunt-free beta wimp Jessica sends a episode to her Dad at work admitting how badly that babe needs him to come home and be ruthl

Tags: amateur, asian, babe, booty, cunt, domination, homevideo
Poon on her bicycle in the dark
3 years ago
3:10

KeekAss

Poon on her bicycle in the dark

Tags: amateur, bicycle, blonde, crossdressing, mature, outdoor, pussy
Little White Cuckold Sissy Faggot Spanked And Fucked For Pissing Her Pants
3 years ago
1:15:34

HClips

Little White Cuckold Sissy Faggot Spanked And Fucked For Pissing Her Pants

Tags: amateur, cuckold, fetish, hd, masturbation, pissing, shemale
Sissy hyp 2075
3 years ago
11:38

KeekAss

Sissy hyp 2075

Tags: 3some, big cock, blonde, blowjob, brunette, compilation, cumshot
Candice cums on her thigh high boots
3 years ago
3:45

xHamster

Candice cums on her thigh high boots

Tags: amateur, big cock, boots, cum, hd, ladyboy, lingerie
Sissy cd Lanalovebums booty dancing to MJ in sexy black lingerie :) lol
2 years ago
4:04

xHamster

Sissy cd Lanalovebums booty dancing to MJ in sexy black lingerie :) lol

Tags: amateur, big ass, black, blonde, booty, british, crossdressing
Jbaesun, cumshot compilation
1 year ago
28:33

ShemaleTaxi

Jbaesun, cumshot compilation

Tags: ass, big cock, compilation, crossdressing, cumshot, masturbation, panties
Sissy crossdresser sucking cock
2 years ago
2:02

aShemaleTube

Sissy crossdresser sucking cock

Tags: amateur, blowjob, crossdressing, dick, hd, homevideo, masturbation
Sissy, sissy femboy
2 years ago
5:42

ShemaleTaxi

Sissy, sissy femboy

Tags: asian, blowjob, cosplay, crossdressing, ladyboy, shemale, sissy
Asian Sissy Ladyboy Shemale Dancing And Acting So Sexy
3 years ago
3:41

ShemaleZ

Asian Sissy Ladyboy Shemale Dancing And Acting So Sexy

Tags: amateur, brunette, dancing, hd, ladyboy, shemale, sissy
Femboy Sissy Fucks Dildo Cums And Eats It
3 years ago
13:18

ShemaleZ

Femboy Sissy Fucks Dildo Cums And Eats It

Tags: amateur, cum, dildo, hd, shemale, sissy, solo
Dribbling in my cage for Sissycleo
3 years ago
0:28

xHamster

Dribbling in my cage for Sissycleo

Tags: anal, anal toying, british, cage, dildo, hd, masturbation
Sissy throating pink cigar
3 years ago
5:29

KeekAss

Sissy throating pink cigar

Tags: anal, blonde, blowjob, cigarette, dick, hd, homevideo
Do you ever just need to make yourself cum?
3 years ago
10:01

xHamster

Do you ever just need to make yourself cum?

Tags: amateur, american, anal, ass, barebacking, cum, masturbation
Sissy Slut Ashley Jolene Modeling outfits
1 year ago
3:39

xHamster

Sissy Slut Ashley Jolene Modeling outfits

Tags: amateur, american, cosplay, hd, model, shemale, sissy
Sissy boy, asian blowjob
2 years ago
9:30

ShemaleTaxi

Sissy boy, asian blowjob

Tags: asian, blowjob, boy, deep throat, shemale, sissy
transgender talking dirty wearing a pink pvc skirt and licking a tentacle dildo
2 years ago
1:26

xHamster

transgender talking dirty wearing a pink pvc skirt and licking a tentacle dildo

Tags: amateur, big tits, british, crossdressing, dildo, dirty, dirty talk
Sissy - anal training
3 years ago
10:15

xHamster

Sissy - anal training

Tags: amateur, anal, beauty, french, hd, ladyboy, masturbation
Femdom pegging, sissy
2 years ago
19:36

ShemaleTaxi

Femdom pegging, sissy

Tags: anal, crossdressing, cumshot, dildo, femdom, goth, moaning
Turning spouse into sissy doxy - sissy training
3 years ago
5:33

ShemaleSin

Turning spouse into sissy doxy - sissy training

Tags: anal, couple, fetish, sissy, slut, strap-on, toys
sissy is always hungry for raw cock
4 years ago
13:05

aShemaleTube

sissy is always hungry for raw cock

Tags: dick, shemale, sissy
Lollypop Sucking Trans Girl Fucks Her Anal With Dildo
1 year ago
3:31

xHamster

Lollypop Sucking Trans Girl Fucks Her Anal With Dildo

Tags: amateur, american, anal, beauty, big ass, big cock, big tits
Kailey Austin Onanism Cumpilation - Crossdresser Femboy Trap
3 years ago
9:24

KeekAss

Kailey Austin Onanism Cumpilation - Crossdresser Femboy Trap

Tags: amateur, blonde, compilation, crossdressing, cumshot, handjob, hd
Trap Queen SPH for lil' Sausages
3 years ago
9:52

KeekAss

Trap Queen SPH for lil' Sausages

Tags: amateur, brunette, cumshot, dick, fetish, handjob, hd
She-Creature Instructing Part two - Transgirl Hypnosis - ShemaleGalaxy
4 years ago
10:55

KeekAss

She-Creature Instructing Part two - Transgirl Hypnosis - ShemaleGalaxy

Tags: blonde, brunette, compilation, handjob, hd, masturbation, public
Dark-Hued She-Male Uber Gobble my Cumm
4 years ago
5:51

KeekAss

Dark-Hued She-Male Uber Gobble my Cumm

Tags: amateur, big cock, bitch, black, cumshot, dick, ebony
Sissy ASMR Training - Blowjob Bareback Compilation (Chillout Erotica Ep.5)
4 years ago
7:33

BeMyHole

Sissy ASMR Training - Blowjob Bareback Compilation (Chillout Erotica Ep.5)

Tags: barebacking, blowjob, compilation, erotic, hardcore, shemale, sissy
Classy trans boss assfucks sissy assistant
4 years ago
5:52

BeMyHole

Classy trans boss assfucks sissy assistant

Tags: assfucking, boss, hardcore, shemale, sissy, stylish, transsexual
Innocence Sissy Mindy Public Dehumanization task - Photograph Shoot two
3 years ago
5:12

KeekAss

Innocence Sissy Mindy Public Dehumanization task - Photograph Shoot two

Tags: amateur, blonde, crossdressing, domination, femdom, hd, lingerie
Tv isabella coupe sissy servitude
4 years ago
13:50

HClips

Tv isabella coupe sissy servitude

Tags: amateur, big cock, brunette, cumshot, mature, pov, shemale
Uber-Cute PLUS-SIZE She-Male Boinked Doggie-Style
4 years ago
7:59

KeekAss

Uber-Cute PLUS-SIZE She-Male Boinked Doggie-Style

Tags: amateur, anal, ass, assfucking, barebacking, bbw, big ass
She-Creature restrain bondage intercourse
4 years ago
2:50

KeekAss

She-Creature restrain bondage intercourse

Tags: anal, bdsm, blonde, blowjob, bondage, brunette, chinese
Guy Fucks Sissy
4 years ago
26:23

ShemaleZ

Guy Fucks Sissy

Tags: pov, shemale, sissy, small tits
SISSY HOLE INITIATION - Gargantua4
4 years ago
7:19

BeMyHole

SISSY HOLE INITIATION - Gargantua4

Tags: hardcore, hazing, shemale, sissy
Abased rosy sissy maid lollipop deep-throater recorded
4 years ago
13:22

KeekAss

Abased rosy sissy maid lollipop deep-throater recorded

Tags: abuse, amateur, blowjob, crossdressing, cum, deep throat, dick
How to Ravage your Trap
4 years ago
7:54

KeekAss

How to Ravage your Trap

Tags: anal, assfucking, barebacking, brunette, crossdressing, cumshot, cute
no.286 Having nude lovemaking in an deserted night bar
4 years ago
12:28

KeekAss

no.286 Having nude lovemaking in an deserted night bar

Tags: amateur, anal, bar, barebacking, big tits, blonde, blowjob
Sissy Inhaling Ladyboy Pink Cigar
4 years ago
16:52

KeekAss

Sissy Inhaling Ladyboy Pink Cigar

Tags: blowjob, brunette, cigarette, dick, gay, ladyboy, shemale
Wild Femboy Gets his Culo Wrecked
4 years ago
5:31

KeekAss

Wild Femboy Gets his Culo Wrecked

Tags: amateur, anal, ass, assfucking, big ass, close up, dildo
clitty-twenty one-06-2020
4 years ago
1:16:07

KeekAss

clitty-twenty one-06-2020

Tags: amateur, anal, big black cock, brunette, masturbation, shemale, sissy
Msjamie is hot.... Stop slobbering.
2 months ago
8:25

xHamster

Msjamie is hot.... Stop slobbering.

Tags: amateur, american, anal toying, beauty, big tits, blonde, dildo
Cei, Sissy, T-Girl jizz licking compilation
4 years ago
4:40

KeekAss

Cei, Sissy, T-Girl jizz licking compilation

Tags: amateur, big cock, blonde, brunette, compilation, cumshot, handjob
Displaying off
3 years ago
2:09

KeekAss

Displaying off

Tags: amateur, big tits, blonde, crossdressing, hd, lingerie, mature
Fishnet Cucumber Caboose Cockslut
4 years ago
2:36

KeekAss

Fishnet Cucumber Caboose Cockslut

Tags: amateur, anal, crossdressing, cucumber, dick, fishnet, hd
Sissy Brainwashing POPPER HYPNO
4 years ago
14:52

XoZilla

Sissy Brainwashing POPPER HYPNO

Tags: ass, babe, beauty, big ass, big cock, big tits, blowjob
Guts ejaculations cumpilation. Personalsin bevy vol. 56
4 years ago
5:26

KeekAss

Guts ejaculations cumpilation. Personalsin bevy vol. 56

Tags: amateur, compilation, crossdressing, cum, cumshot, handjob, hd
Sissy Fuck : Part 3
4 years ago
6:55

BeMyHole

Sissy Fuck : Part 3

Tags: amateur, anal, ass to mouth, bed sex, bedroom, couple, cumshot
Subjugated Sissy CD Mega-Bitch Guzzles some Pee & Jizm
4 years ago
2:08

KeekAss

Subjugated Sissy CD Mega-Bitch Guzzles some Pee & Jizm

Tags: amateur, bitch, blowjob, brunette, crossdressing, cum, cum swallowing
humungous donk she-creature plumbs woman
4 years ago
6:00

KeekAss

humungous donk she-creature plumbs woman

Tags: big ass, big cock, big tits, blonde, blowjob, british, crossdressing
Bicurious Confusion three
5 years ago
7:38

KeekAss

Bicurious Confusion three

Tags: anal, big cock, blowjob, compilation, cumshot, handjob, hd
Sissy Femboy Sucks Sextoy
2 years ago
1:04

ShemaleSin

Sissy Femboy Sucks Sextoy

Tags: amateur, blowjob, fetish, lingerie, masturbation, sissy, sloppy
Weronica Strong Nymph Ejaculation
4 years ago
1:06

KeekAss

Weronica Strong Nymph Ejaculation

Tags: amateur, crossdressing, cum, cumshot, hd, homevideo, latina
Cute Femboy Screws Himself In The Booty With A Finger Voids Urine On His Face Drooling Then Sweetly Creampie
2 years ago
4:59

ShemaleSin

Cute Femboy Screws Himself In The Booty With A Finger Voids Urine On His Face Drooling Then Sweetly Creampie

Tags: anal, assfucking, booty, creampie, cum, cumshot, cute
TRANSBELLA - Breasty Tranny Renata Davila Has Excellent Foursome With Sissy Neri
2 years ago
15:08

ShemaleSin

TRANSBELLA - Breasty Tranny Renata Davila Has Excellent Foursome With Sissy Neri

Tags: 4some, anal, big ass, big tits, blowjob, brunette, rough
Latina sissy cd gets mounted and piped down like a tramp
4 years ago
2:19

KeekAss

Latina sissy cd gets mounted and piped down like a tramp

Tags: amateur, anal, barebacking, big ass, gay, hd, latina
unexperienced sissy plays with her toys
4 years ago
12:02

ShemaleMovie

unexperienced sissy plays with her toys

Tags: amateur, anal, beauty, lingerie, shemale, sissy, solo
Naughty Sissy Peels Off for Me
4 years ago
2:35

KeekAss

Naughty Sissy Peels Off for Me

Tags: amateur, crossdressing, handjob, lingerie, naughty, shemale, sissy
Babe Back To The Black And Red
1 year ago
12:39

BeMyHole

Babe Back To The Black And Red

Tags: amateur, anal, babe, black, blowjob, crossdressing, cumshot
Don't Think, Fuckslut
4 years ago
7:04

KeekAss

Don't Think, Fuckslut

Tags: anal, barebacking, blonde, blowjob, brunette, compilation, gay
TRAMPY BRIEF CUT-OFFS in PUBLIC, SISSY LADYBOY EXHIBITIONIST
3 years ago
2:42

KeekAss

TRAMPY BRIEF CUT-OFFS in PUBLIC, SISSY LADYBOY EXHIBITIONIST

Tags: amateur, blonde, crossdressing, exhibitionist, ladyboy, outdoor, public
SISSY IS ALWAYS GREEDY FOR WET CHISEL
4 years ago
1:18

KeekAss

SISSY IS ALWAYS GREEDY FOR WET CHISEL

Tags: amateur, crossdressing, dick, hd, lingerie, outdoor, public
Cumming in my cage
3 years ago
2:07

xHamster

Cumming in my cage

Tags: anal, bdsm, cage, cum, dick, hd, ladyboy
SLUTTY SISSY COCKSUCKER #5
4 years ago
6:52

BeMyHole

SLUTTY SISSY COCKSUCKER #5

Tags: dick, hardcore, shemale, sissy, slut
Cutie Teen TGirl Stroking And Cumming
4 years ago
9:10

BeMyHole

Cutie Teen TGirl Stroking And Cumming

Tags: amateur, cum, cumshot, cute, hardcore, jerking, shemale
solo sissy jessy sky
4 years ago
6:03

KeekAss

solo sissy jessy sky

Tags: amateur, anal, crossdressing, gay, hd, lingerie, masturbation
Sissy cd slut suck fuck & creampie
3 years ago
7:30

xHamster

Sissy cd slut suck fuck & creampie

Tags: amateur, anal, barebacking, blowjob, creampie, hd, pov
clitty-27-05-2020
4 years ago
2:40:59

KeekAss

clitty-27-05-2020

Tags: amateur, anal, big black cock, brunette, handjob, masturbation, shemale
Sissy gays like us
4 years ago
18:16

KeekAss

Sissy gays like us

Tags: anal, barebacking, big ass, big cock, big tits, blonde, blowjob
Doofy sissy superslut showcasing by engaged road (gets seen)
4 years ago
21:20

KeekAss

Doofy sissy superslut showcasing by engaged road (gets seen)

Tags: amateur, big tits, blonde, crossdressing, cum, cumshot, dick
Allie Brookes Sissy Babe For Daddy Cock
4 years ago
5:48

BeMyHole

Allie Brookes Sissy Babe For Daddy Cock

Tags: babe, daddies, dick, hardcore, shemale, sissy
Sissymaker four
4 years ago
2:51

KeekAss

Sissymaker four

Tags: anal, big ass, big cock, big tits, blonde, blowjob, brunette
SISSY femboy ts TRAP delight
3 years ago
3:08

xHamster

SISSY femboy ts TRAP delight

Tags: amateur, anal, blowjob, couple, cum, girlfriend, homevideo
Sissy Mind Alteration Movie!
4 years ago
4:45

KeekAss

Sissy Mind Alteration Movie!

Tags: 3some, anal, blonde, blowjob, brunette, compilation, cumshot
Watch Me Cum
54 days ago
9:25

aShemaleTube

Watch Me Cum

Tags: amateur, crossdressing, cum, cumshot, hd, lingerie, masturbation
Hoe Vika
4 years ago
5:59

KeekAss

Hoe Vika

Tags: amateur, anal, barebacking, creampie, crossdressing, gay, hd
THREE DIMENSIONAL Dickgirl step-mother boning fuckslut - HERMAPHRODITISM Flick GamePlay
4 years ago
2:52

KeekAss

THREE DIMENSIONAL Dickgirl step-mother boning fuckslut - HERMAPHRODITISM Flick GamePlay

Tags: 3d, 69, anal, animation, big ass, big cock, big tits
Standing Penetrate She-Creatures compilation
4 years ago
44:41

KeekAss

Standing Penetrate She-Creatures compilation

Tags: anal, big ass, blonde, brunette, compilation, dick, doggystyle
Ruining My Sissy Tart Taut Butt-Hole With nine Inches Of Pink Cigar
4 years ago
12:29

KeekAss

Ruining My Sissy Tart Taut Butt-Hole With nine Inches Of Pink Cigar

Tags: amateur, anal, ass, bbw, big ass, big cock, cigarette
Crossdresser Nicole King Taking That Giant Humid sausage
4 years ago
6:14

KeekAss

Crossdresser Nicole King Taking That Giant Humid sausage

Tags: amateur, anal, ass, barebacking, big cock, blowjob, brunette
Sissy Love 6 [PMV]
4 years ago
6:19

BeMyHole

Sissy Love 6 [PMV]

Tags: hardcore, shemale, sissy
Behind Every Sissy Cuck There's A Super-Bitch Wifey
4 years ago
18:08

KeekAss

Behind Every Sissy Cuck There's A Super-Bitch Wifey

Tags: 3some, amateur, anal, barebacking, bitch, blonde, blowjob
Mistress anally trains and painful chastity for sissy
5 years ago
8:32

ShemaleZ

Mistress anally trains and painful chastity for sissy

Tags: amateur, mistress, pain, shemale, sissy
Witness thru Sundress in the Forest
4 years ago
31:03

KeekAss

Witness thru Sundress in the Forest

Tags: amateur, anal, beads, big tits, brunette, buttplug, crossdressing
sissy I Want fuckpole
4 years ago
10:12

ShemaleMovie

sissy I Want fuckpole

Tags: shemale, sissy
sexy sissy with mini skirt pee and cum on her selfp
4 years ago
4:09

BeMyHole

sexy sissy with mini skirt pee and cum on her selfp

Tags: amateur, cum, hardcore, miniskirt, pissing, shemale, sissy
Amature Sissy slut like big dildo in the butt
2 years ago
4:39

xHamster

Amature Sissy slut like big dildo in the butt

Tags: amateur, anal, anal toying, ass, big ass, big black cock, big cock
Sissy Races to Get Dirty
4 years ago
7:05

KeekAss

Sissy Races to Get Dirty

Tags: amateur, big ass, big tits, crossdressing, dirty, fetish, hd
DL Jail Parent Bangs me like a Ditzy Cockslut
4 years ago
30:50

KeekAss

DL Jail Parent Bangs me like a Ditzy Cockslut

Tags: amateur, anal, ass, assfucking, barebacking, blowjob, cum
"close your Eyes for me and Relax Now, Princess!" - Powerful Long Sissy Faggot Hypnosis
4 years ago
51:46

BeMyHole

"close your Eyes for me and Relax Now, Princess!" - Powerful Long Sissy Faggot Hypnosis

Tags: hardcore, shemale, sissy
sissyruf in uber-sexy crimson undergarments
3 years ago
3:45

KeekAss

sissyruf in uber-sexy crimson undergarments

Tags: amateur, compilation, crossdressing, handjob, lingerie, masturbation, mature
T-Model Jessica throating dinky again
4 years ago
2:10

KeekAss

T-Model Jessica throating dinky again

Tags: amateur, blowjob, crossdressing, dick, ebony, gay, interracial
Abjected sissy fellow fellates
4 years ago
6:37

KeekAss

Abjected sissy fellow fellates

Tags: amateur, blowjob, crossdressing, cumshot, domination, gay, group sex
TRANSSEXUAL Sissy Doofy Marionette Girl Sundress up
4 years ago
11:00

KeekAss

TRANSSEXUAL Sissy Doofy Marionette Girl Sundress up

Tags: bdsm, big tits, bimbo, blonde, enza, femdom, fetish
two DOMINATRIX FEMINIZE A SISSY MAID
4 years ago
36:38

KeekAss

two DOMINATRIX FEMINIZE A SISSY MAID

Tags: blonde, crossdressing, dominatrix, handjob, hd, maid, masturbation
Highly sissy Mature escort penetrated sans a condom
4 years ago
14:44

KeekAss

Highly sissy Mature escort penetrated sans a condom

Tags: amateur, anal, barebacking, blowjob, brunette, condom, crossdressing
Big Cock Sissy in Public
3 years ago
4:26

xHamster

Big Cock Sissy in Public

Tags: amateur, big cock, dick, hd, huge cock, ladyboy, lingerie
Jojo gurl and her fake penis
3 years ago
2:45

KeekAss

Jojo gurl and her fake penis

Tags: amateur, anal, brunette, crossdressing, dick, dildo, hd
Femboy Dick sounding compilation
1 year ago
9:56

ShemaleSin

Femboy Dick sounding compilation

Tags: compilation, dick, fetish, hardcore, masturbation, party, pov
Sexy Sissy Femboy Roise Fucked
4 years ago
3:29

ShemaleZ

Sexy Sissy Femboy Roise Fucked

Tags: ladyboy, sissy, stockings
Vibrating clitty in pantyhose Pantyluvn sissy
3 years ago
3:12

xHamster

Vibrating clitty in pantyhose Pantyluvn sissy

Tags: amateur, ass, bbw, big ass, chubby, fat, hd
Stunning Amateur Shemale Teen
4 years ago
6:44

BeMyHole

Stunning Amateur Shemale Teen

Tags: amateur, big tits, hardcore, lingerie, shemale, sissy, solo
Working from home as a Sissy Secretary is so much fun
4 years ago
27:50

BeMyHole

Working from home as a Sissy Secretary is so much fun

Tags: anal, funny, hardcore, homevideo, mature, secretary, shemale
Wanked Sissy Bondage
4 years ago
14:23

ShemaleZ

Wanked Sissy Bondage

Tags: bdsm, bondage, fetish, shemale, sissy
Crossdresser Deep Throating Beef Whistle
4 years ago
3:37

KeekAss

Crossdresser Deep Throating Beef Whistle

Tags: amateur, blonde, blowjob, crossdressing, deep throat, dick, gay
Japanese Sissy Compilation
4 years ago
12:26

KeekAss

Japanese Sissy Compilation

Tags: amateur, anal, blonde, brunette, compilation, cumshot, fetish
Sissy Training Freaks
1 year ago
0:48

ShemaleSin

Sissy Training Freaks

Tags: babe, big tits, brunette, fake tits, fetish, italian, masturbation
I Piss Outdoors with my Undies On. then the Dinky Erected and Jacked.
4 years ago
5:02

KeekAss

I Piss Outdoors with my Undies On. then the Dinky Erected and Jacked.

Tags: anal, ass, crossdressing, cumshot, handjob, hd, ladyboy
30 Minute Loops - Sissy Maker III
4 years ago
29:48

BeMyHole

30 Minute Loops - Sissy Maker III

Tags: hardcore, shemale, sissy
Crossdress Blondie Trap De-Robe and Assfuck
4 years ago
14:18

KeekAss

Crossdress Blondie Trap De-Robe and Assfuck

Tags: amateur, anal, assfucking, blonde, corset, cosplay, crossdressing
Sissy BBC Painful Anal Training
4 years ago
10:56

PornoXO

Sissy BBC Painful Anal Training

Tags: amateur, anal, big black cock, homevideo, pain, shemale, sissy
Sissy Homo Candi Gulps Jizz of a Stranger
4 years ago
3:00

KeekAss

Sissy Homo Candi Gulps Jizz of a Stranger

Tags: amateur, big black cock, blowjob, brunette, creampie, crossdressing, cum
Blond Asian Teen Sissy Jerk Herself Off
4 years ago
5:41

ShemaleZ

Blond Asian Teen Sissy Jerk Herself Off

Tags: amateur, blonde, jerking, sissy, teen (18+), toys, webcam
sissy crossdresser fucked bareback by chubby daddy
4 years ago
7:50

BeMyHole

sissy crossdresser fucked bareback by chubby daddy

Tags: amateur, barebacking, blonde, chubby, crossdressing, daddies, hardcore
CD Sissy Gives Blowjob to a huge BBC with messy Facial
44 days ago
6:13

aShemaleTube

CD Sissy Gives Blowjob to a huge BBC with messy Facial

Tags: amateur, big black cock, blowjob, crossdressing, cum in mouth, cumshot, facial
Super Hot Enjoy Making Smooching With Moist Honeypot Penetrating Rear End
4 years ago
17:42

KeekAss

Super Hot Enjoy Making Smooching With Moist Honeypot Penetrating Rear End

Tags: amateur, ass, bbw, big ass, blowjob, brunette, hd
Mistress Blonda fist obedient sissy
4 years ago
6:21

BeMyHole

Mistress Blonda fist obedient sissy

Tags: blonde, crossdressing, hardcore, mistress, shemale, sissy
Jamiedoll Sissy black and white panties
3 years ago
2:02

KeekAss

Jamiedoll Sissy black and white panties

Tags: amateur, black, blonde, crossdressing, handjob, hd, lingerie
GANG-BANG WISH - SISSY MENTAL DOMINATION MEGA-BITCH
4 years ago
3:08

KeekAss

GANG-BANG WISH - SISSY MENTAL DOMINATION MEGA-BITCH

Tags: anal, bitch, blonde, blowjob, brunette, compilation, cumshot
Sissy bi-atch
4 years ago
6:18

KeekAss

Sissy bi-atch

Tags: amateur, anal, barebacking, bisexual, blowjob, crossdressing, gay
Ash Steele - How to begin every morning as a Femboy
4 years ago
17:36

KeekAss

Ash Steele - How to begin every morning as a Femboy

Tags: amateur, anal, big ass, crossdressing, dildo, emo, fetish
SISSY'S DELECTATIONS
4 years ago
22:36

KeekAss

SISSY'S DELECTATIONS

Tags: 3some, anal, barebacking, big ass, big tits, blonde, blowjob
Annabelle
3 years ago
2:49

KeekAss

Annabelle

Tags: amateur, beauty, blonde, compilation, crossdressing, hd, mature
Sissy showcases pees and bj's in the woods
3 years ago
4:45

KeekAss

Sissy showcases pees and bj's in the woods

Tags: amateur, blowjob, brunette, crossdressing, handjob, masturbation, outdoor
Torrid Honey In Bathing Suit Drills Enormous Female With Tans Lines Internal Ejaculation
4 years ago
13:38

KeekAss

Torrid Honey In Bathing Suit Drills Enormous Female With Tans Lines Internal Ejaculation

Tags: barebacking, bathroom, bbw, big ass, big tits, blonde, blowjob
Nicole King Crossdresser Finds Big Hard Cock
4 years ago
6:00

aShemaleTube

Nicole King Crossdresser Finds Big Hard Cock

Tags: amateur, barebacking, big ass, blowjob, crossdressing, dick, latina
XXL ass she-male humps lady
4 years ago
6:12

KeekAss

XXL ass she-male humps lady

Tags: ass, big ass, big cock, blonde, blowjob, british, brunette