BIg booty Sissy
7 years ago
2:58

xHamster

BIg booty Sissy

Tags: booty, crossdressing, hd, masturbation, sissy, toys

Sissy Christine Rides Dildo and Cums Multiple Times
8 years ago
21:58

xHamster

Sissy Christine Rides Dildo and Cums Multiple Times

Tags: cum, dildo, sissy

sissy electric
7 years ago
1:02

xHamster

sissy electric

Tags: electrified, sissy

Sissy and a webcam
7 years ago
7:28

xHamster

Sissy and a webcam

Tags: crossdressing, masturbation, sissy, toys, webcam

Violetta the Sissy Slut
7 years ago
26:07

xHamster

Violetta the Sissy Slut

Tags: sissy, slut

Sissy Slut
7 years ago
11:32

xHamster

Sissy Slut

Tags: crossdressing, sissy, slut, toys, webcam

Sissy cums with pink satin scarf
7 years ago
1:10

xHamster

Sissy cums with pink satin scarf

Tags: cum, satin, sissy

my sissy butt and dangling clitty
7 years ago
2:19

xHamster

my sissy butt and dangling clitty

Tags: ass, crossdressing, sissy, twink, webcam

sissy babypansy's diapering status
7 years ago
1:12

xHamster

sissy babypansy's diapering status

Tags: diaper, sissy

sissy anal dildo
7 years ago
1:22

xHamster

sissy anal dildo

Tags: anal toying, crossdressing, sissy

Sissy maid boy doing his chores
8 years ago
1:55

xHamster

Sissy maid boy doing his chores

Tags: boy, maid, sissy

sissy kens maid duties
7 years ago
2:48

xHamster

sissy kens maid duties

Tags: bdsm, crossdressing, maid, outdoor, sissy, small cock

Elliot and Maurice gay crossdresser movie
8 years ago
2:30

TubeDupe

Elliot and Maurice gay crossdresser movie

Tags: bizarre, blonde, blowjob, crossdressing, doggystyle, fetish, panties, sissy, teen (18+), white

Sissy in chastity cage plays with her dildo
7 years ago
13:29

xHamster

Sissy in chastity cage plays with her dildo

Tags: cage, dildo, sissy

sissy nylon sounding
8 years ago
7:04

xHamster

sissy nylon sounding

Tags: bdsm, crossdressing, nylon, sissy, toys

Sissy slut
8 years ago
6:00

xHamster

Sissy slut

Tags: crossdressing, masturbation, outdoor, sissy, slut

amateur sissy slut fucked raw by a straight guy
8 years ago
2:27

xHamster

amateur sissy slut fucked raw by a straight guy

Tags: crossdressing, sissy, slut

Crossdress Sissy Humiliated
8 years ago
10:53

xHamster

Crossdress Sissy Humiliated

Tags: abuse, crossdressing, sissy

Master Breeds sissy faggot
8 years ago
2:31

xHamster

Master Breeds sissy faggot

Tags: barebacking, blowjob, crossdressing, fat, hd, master, sissy

Tarty little sissy maid
8 years ago
4:26

xHamster

Tarty little sissy maid

Tags: maid, sissy

Sissy Faggot Cums Hard
8 years ago
1:37

xHamster

Sissy Faggot Cums Hard

Tags: crossdressing, cum, masturbation, sissy, webcam

Fucking My Sissy Slave!!!
8 years ago
0:54

xHamster

Fucking My Sissy Slave!!!

Tags: barebacking, bdsm, daddies, sissy, slave

Sissy shane  piss slut
7 years ago
3:08

Txxx

Sissy shane piss slut

Tags: bdsm, crossdressing, pissing, sissy, slut

Sissy bitch shows his blue panty line in spandex.
7 years ago
0:24

xHamster

Sissy bitch shows his blue panty line in spandex.

Tags: crossdressing, hd, sissy, spandex

Bobbie and Lewis cocksuking crossdresser on video
7 years ago
2:24

TubeDupe

Bobbie and Lewis cocksuking crossdresser on video

Tags: blowjob, crossdressing, dick, fetish, sissy, stockings, teen (18+)

Sissy in pink panties, tan line.
7 years ago
0:16

xHamster

Sissy in pink panties, tan line.

Tags: crossdressing, hd, panties, sissy, tan lines

pink panty sissy self facial
7 years ago
1:59

xHamster

pink panty sissy self facial

Tags: bukkake, crossdressing, facial, sissy

sissy cd aneros prostate cumshot
7 years ago
2:41

xHamster

sissy cd aneros prostate cumshot

Tags: cumshot, prostate, sissy

Ass to mouth sissy whore
7 years ago
19:37

xHamster

Ass to mouth sissy whore

Tags: ass to mouth, sissy, slut

Sissy ray in pink sissy dress and black panties
10 years ago
1:31

xHamster

Sissy ray in pink sissy dress and black panties

Tags: black, crossdressing, dress, panties, sissy

SISSY BLONDE BIMBO SMOKE AND NAIL FETISH
8 years ago
1:32

xHamster

SISSY BLONDE BIMBO SMOKE AND NAIL FETISH

Tags: blonde, crossdressing, fetish, sissy

Sissy slave Slut needles in balls (Found)
7 years ago
2:15

xHamster

Sissy slave Slut needles in balls (Found)

Tags: balls, sissy, slave, slut

Herman A and Eddie cocksuking crossdresser in action
8 years ago
2:41

TubeDupe

Herman A and Eddie cocksuking crossdresser in action

Tags: blonde, blowjob, dick, fetish, fishnet, kissing, long hair, rimjob, stockings, teen (18+)

Sissy twink takes his panties off to masturbate on himself.
7 years ago
1:10

xHamster

Sissy twink takes his panties off to masturbate on himself.

Tags: crossdressing, hd, masturbation, panties, sissy, twink

sissy ken opens curtains then spanks his cock,balls and arse
7 years ago
2:18

xHamster

sissy ken opens curtains then spanks his cock,balls and arse

Tags: ass, balls, bdsm, crossdressing, dick, sissy, small cock, spanking

Sissy Faggot Completely Humiliated on Webcam
8 years ago
16:03

xHamster

Sissy Faggot Completely Humiliated on Webcam

Tags: abuse, sissy, webcam

I love fucking sissy boys like you
8 years ago
13:49

xHamster

I love fucking sissy boys like you

Tags: boy, crossdressing, hunk, masturbation, sissy

Sissy Fetish urethral shoejob fucking machine ejaculation
7 years ago
7:41

Txxx

Sissy Fetish urethral shoejob fucking machine ejaculation

Tags: crossdressing, dildo, fetish, fucking machine, handjob, shoe, sissy, striptease, toys, urethra

Sissy Plugged Christmas Present Bondage
7 years ago
5:34

xHamster

Sissy Plugged Christmas Present Bondage

Tags: bondage, crossdressing, hd, masturbation, sissy, small cock, toys, xmas

Panty sissy masturbates, messy cumshot.
8 years ago
0:36

xHamster

Panty sissy masturbates, messy cumshot.

Tags: crossdressing, cumshot, hd, masturbation, messy, sissy

sissy sounding nylon
8 years ago
2:55

xHamster

sissy sounding nylon

Tags: crossdressing, handjob, nylon, sissy, toys

sissy gets a chocolate cock
8 years ago
2:26

xHamster

sissy gets a chocolate cock

Tags: chocolate, dick, sissy

Sissy Gets Nailed by 2 Strapon Chicks
8 years ago
23:15

xHamster

Sissy Gets Nailed by 2 Strapon Chicks

Tags: crossdressing, sissy, strap-on

Sissy posing on camera
7 years ago
5:48

xHamster

Sissy posing on camera

Tags: crossdressing, posing, sissy, webcam

tiny dick WHITE sissy rides a BLACK MONSTER dildo and a fist
8 years ago
2:46

xHamster

tiny dick WHITE sissy rides a BLACK MONSTER dildo and a fist

Tags: black, dildo, sissy, tiny dick, white

Sissy bitch, tight spandex, tiny panties.
8 years ago
0:26

xHamster

Sissy bitch, tight spandex, tiny panties.

Tags: crossdressing, hd, panties, sissy, spandex, tight

Sissy Maid Service 2
8 years ago
7:43

xHamster

Sissy Maid Service 2

Tags: big cock, crossdressing, daddies, maid, sissy

slutty sissy smoking in red lingerie
8 years ago
3:27

xHamster

slutty sissy smoking in red lingerie

Tags: lingerie, sissy, slut, smoking

Sissy on her Knees
8 years ago
0:20

xHamster

Sissy on her Knees

Tags: crossdressing, knees, sissy

Fishnet Sissy talks about and fingers his tight ass
7 years ago
12:00

Txxx

Fishnet Sissy talks about and fingers his tight ass

Tags: ass, crossdressing, fat, fingering, fishnet, sissy, small cock, tight

CD in leggings,panties shows his sissy bulge
8 years ago
0:13

xHamster

CD in leggings,panties shows his sissy bulge

Tags: bulge, crossdressing, leggings, panties, sissy

sissy anal breath play
8 years ago
3:19

xHamster

sissy anal breath play

Tags: anal, bdsm, breath play, crossdressing, masturbation, muscled, sissy, toys

sissy sluts first time trying breath play
8 years ago
7:21

xHamster

sissy sluts first time trying breath play

Tags: bdsm, breath play, crossdressing, first time, masturbation, sissy, slut, toys

Sissy Maid wets her diaper
8 years ago
1:03

xHamster

Sissy Maid wets her diaper

Tags: diaper, maid, sissy

Sissy bitch in leggings, visible pink panties.
8 years ago
0:20

xHamster

Sissy bitch in leggings, visible pink panties.

Tags: crossdressing, leggings, panties, sissy

solo masturbation in sissy swing dress
8 years ago
6:08

xHamster

solo masturbation in sissy swing dress

Tags: dress, masturbation, sissy, solo

sissy sounding seringue in lingerie
8 years ago
10:07

xHamster

sissy sounding seringue in lingerie

Tags: bdsm, crossdressing, handjob, lingerie, sissy, toys

Candle wax on sissy balls
8 years ago
0:21

xHamster

Candle wax on sissy balls

Tags: balls, sissy, wax

sissy emile stone locked up
9 years ago
7:34

xHamster

sissy emile stone locked up

Tags: boy, crossdressing, emo, sissy, twink

Sissy Diane Le Queen Smoking Like A Slut
7 years ago
2:57

xHamster

Sissy Diane Le Queen Smoking Like A Slut

Tags: crossdressing, queen, sissy, slut, smoking

Sissy Slut Evy Bottomless Tease High Heels
8 years ago
7:02

xHamster

Sissy Slut Evy Bottomless Tease High Heels

Tags: big cock, crossdressing, high heels, masturbation, sissy, slut, striptease, tease, webcam

sissy karen edging with large cucumber
8 years ago
7:14

xHamster

sissy karen edging with large cucumber

Tags: crossdressing, cucumber, masturbation, sissy, small cock, toys

Mature Panty Sissy in Diapers and Plastic Panties
8 years ago
2:59

xHamster

Mature Panty Sissy in Diapers and Plastic Panties

Tags: crossdressing, diaper, masturbation, mature, panties, sissy

Sissy Diane Glasses Long Nails Smoke
8 years ago
2:03

xHamster

Sissy Diane Glasses Long Nails Smoke

Tags: crossdressing, glasses, sissy

Sissy Ass to Mouth Dildo
9 years ago
5:28

xHamster

Sissy Ass to Mouth Dildo

Tags: ass to mouth, boy, crossdressing, dildo, emo, sissy, toys

Ashley Valentine Sissy Play Time in Fishnets
9 years ago
5:01

xHamster

Ashley Valentine Sissy Play Time in Fishnets

Tags: boy, crossdressing, emo, fishnet, sissy

Sissy bitch in tight leggings.
9 years ago
0:18

xHamster

Sissy bitch in tight leggings.

Tags: crossdressing, leggings, outdoor, sissy, tight

Gay sissy faggot Mike gives blowjob sucks cock oral sex
8 years ago
2:19

xHamster

Gay sissy faggot Mike gives blowjob sucks cock oral sex

Tags: blowjob, crossdressing, dick, oral, sissy, sucking, webcam

Sissy Boy Lovelaska - Anal plug in the ass sexy kitty
7 years ago
3:30

xHamster

Sissy Boy Lovelaska - Anal plug in the ass sexy kitty

Tags: anal, ass, boy, crossdressing, gaping hole, hd, sissy, striptease, webcam

Sissy licks up own load
8 years ago
4:13

xHamster

Sissy licks up own load

Tags: crossdressing, licking, sissy

sissy sounding et sex toy
8 years ago
3:31

xHamster

sissy sounding et sex toy

Tags: crossdressing, sissy, toys

Sissy dolled up pink & white butt plug
8 years ago
5:25

xHamster

Sissy dolled up pink & white butt plug

Tags: buttplug, crossdressing, doll, sissy, small cock, white

Sissy Maid Break time
9 years ago
2:18

xHamster

Sissy Maid Break time

Tags: crossdressing, maid, masturbation, sissy

sissy maid biggi
10 years ago
11:32

xHamster

sissy maid biggi

Tags: bdsm, crossdressing, maid, sissy, toys

Mature Panty Sissy in Black Panties and Gown
9 years ago
2:05

xHamster

Mature Panty Sissy in Black Panties and Gown

Tags: black, crossdressing, masturbation, mature, panties, sissy

Sissy doll gets fucked big
8 years ago
8:54

xHamster

Sissy doll gets fucked big

Tags: crossdressing, doll, sissy

Sissy doll Red Engine
8 years ago
6:39

xHamster

Sissy doll Red Engine

Tags: crossdressing, doll, sissy

Workout Sissy. Nylons make me have a big boner
9 years ago
1:15

xHamster

Workout Sissy. Nylons make me have a big boner

Tags: nylon, sissy, workout

Sissy Sperm on My Stockings
9 years ago
4:07

xHamster

Sissy Sperm on My Stockings

Tags: sissy, sperm, stockings

Sharigurl sissy clitty cums hands free riding dildo
10 years ago
5:37

xHamster

Sharigurl sissy clitty cums hands free riding dildo

Tags: crossdressing, cum, dildo, riding, sissy, small cock

Sissy Ray in Pink Sissy Dress Swirling in Hotel Room
9 years ago
0:54

xHamster

Sissy Ray in Pink Sissy Dress Swirling in Hotel Room

Tags: crossdressing, dress, hotel, sissy

When I put on my lingerie I am one hot sissy girl
9 years ago
10:15

xHamster

When I put on my lingerie I am one hot sissy girl

Tags: crossdressing, lingerie, masturbation, sissy

Femboy pisses in his shoes then cums in his shoes
4 months ago
5:36

xHamster

Femboy pisses in his shoes then cums in his shoes

Tags: barebacking, bear, big cock, boy, compilation, crossdressing, cum, daddies, feet, femboy

Sissy training
10 months ago
5:15

xHamster

Sissy training

Tags: amateur, american, anal, anal toying, ass, ass to mouth, blowjob, cage, crossdressing, dildo

I know you can watch my stuff for free but consider supporting
2 years ago
3:25

PornHub

I know you can watch my stuff for free but consider supporting

Tags: amateur, babysitter, college, cosplay, fetish, masturbation, pov, sissy, solo

Camp Sissyboi The Sissy Pigg Video
2 days ago
20:09

PornHub

Camp Sissyboi The Sissy Pigg Video

Tags: amateur, big cock, blowjob, chubby, daddies, fetish, music, sissy, twink

Satin silk handjob porn - Dick head rub bhabhi salwar (109)
4 months ago
6:42

xHamster

Satin silk handjob porn - Dick head rub bhabhi salwar (109)

Tags: amateur, crossdressing, cum, cumshot, dick, dress, fisting, handjob, hd, indian

sexy boy uncontrol masturbation
10 months ago
2:08

xHamster

sexy boy uncontrol masturbation

Tags: 4some, arab, barebacking, boy, dick, gaping hole, grandpa, jewish, masturbation, sissy

Verbal Sissy in a Diaper
2 years ago
8:28

PornHub

Verbal Sissy in a Diaper

Tags: amateur, diaper, sissy, solo

Sissy secrets
2 days ago
16:46

XXXDan

Sissy secrets

Tags: amateur, anal, big cock, couple, crossdressing, sissy

Arab Guy Twerking with Moans - Girly Voice ASMR. TheWankSta
4 months ago
1:26

xHamster

Arab Guy Twerking with Moans - Girly Voice ASMR. TheWankSta

Tags: amateur, arab, asian, ass, bedroom, big ass, big black cock, boy, crossdressing, daddies

ABDL Diaper Sissy Cumming In Her Diaper
10 months ago
2:27

PornHub

ABDL Diaper Sissy Cumming In Her Diaper

Tags: amateur, babe, crossdressing, cum, cumshot, diaper, humping, kinky, latina, masturbation

Sissy bitch tgirl Christine stripping
2 years ago
3:50

BoyFriendTV

Sissy bitch tgirl Christine stripping

Tags: amateur, crossdressing, sissy, small cock, striptease, tgirl

Dani Enjoys Touching Her Sexy Feminine Legs in Tan Pantyhose
5 days ago
10:16

xHamster

Dani Enjoys Touching Her Sexy Feminine Legs in Tan Pantyhose

Tags: amateur, big cock, crossdressing, cum, cumshot, cute, daddies, femboy, hd, high heels

Amateur crossdresser, small cock crossdresser, gay sissy
4 months ago
6:19

HDSex

Amateur crossdresser, small cock crossdresser, gay sissy

Tags: amateur, crossdressing, sissy, small cock

(FULL VIDEO) Femboy stretched by HUGE inflatable butt plug
10 months ago
10:21

PornHub

(FULL VIDEO) Femboy stretched by HUGE inflatable butt plug

Tags: amateur, anal, anal toying, ass, buttplug, cage, dildo, femboy, gaping hole, huge dildo

Sissy boy in pink
2 years ago
4:39

PornHub

Sissy boy in pink

Tags: boy, dick, grinding, panties, sissy, solo

sissy hypnotic ass
3 days ago
3:18

PornHub

sissy hypnotic ass

Tags: amateur, anal, ass, barebacking, big ass, compilation, crossdressing, cute, dress, femboy

Sissy chastity denial training
10 months ago
0:40

PornHub

Sissy chastity denial training

Tags: bondage, cage, cosplay, crossdressing, denial, dick, femboy, fetish, masturbation, sissy

femboy spied on while in bathroom getting ready for bed
2 years ago
14:37

PornHub

femboy spied on while in bathroom getting ready for bed

Tags: amateur, ass, bathroom, bed sex, crossdressing, femboy, hidden cam, panties, shower, sissy

Anal play in leotard
5 days ago
1:25

xHamster

Anal play in leotard

Tags: anal, anal toying, big cock, crossdressing, hd, masturbation, sissy, skinny, solo, underwear

Femboy Rosalina velvet Xmas ride
4 months ago
4:05

xHamster

Femboy Rosalina velvet Xmas ride

Tags: anal, anal toying, boy, cosplay, crossdressing, cute, dildo, femboy, french, hd

Femboy with Big Booty gets fucked
11 months ago
3:09

xHamster

Femboy with Big Booty gets fucked

Tags: american, anal, ass, asslick, big ass, boots, booty, crossdressing, cum, dildo

Mesmerizing you to go Gay Your new job is to suck cock for me
3 years ago
14:48

PornHub

Mesmerizing you to go Gay Your new job is to suck cock for me

Tags: amateur, cei, cum, cum swallowing, dick, joi, sissy, solo, sucking

Hard Anal Fucking with my Huge Dildo
15 days ago
2:12

xHamster

Hard Anal Fucking with my Huge Dildo

Tags: amateur, american, anal, anal toying, crossdressing, dildo, extreme, femboy, hardcore, hd

Sissy Anal Plug Games 2
4 months ago
1:15

xHamster

Sissy Anal Plug Games 2

Tags: amateur, anal, anal toying, crossdressing, game, hd, sissy

Chico Moreno Desnudo Amateur Se Pajea Su Gran Rabo Mojado,Buena Corrida
11 months ago
10:04

PornHub

Chico Moreno Desnudo Amateur Se Pajea Su Gran Rabo Mojado,Buena Corrida

Tags: amateur, balls, barebacking, big cock, black, blowjob, caught, cum, cum swallowing, cumshot

crossdresser femboy Sissy gets a portion of a big dick in public with cancer
3 years ago
3:04

PornHub

crossdresser femboy Sissy gets a portion of a big dick in public with cancer

Tags: amateur, barebacking, big cock, college, crossdressing, extreme, femboy, huge cock, model, monster cock

Monster Dildo wrecking my ass, Fuck me hard Daddy.
15 days ago
4:25

xHamster

Monster Dildo wrecking my ass, Fuck me hard Daddy.

Tags: amateur, american, anal, anal toying, ass, boy, crossdressing, daddies, dildo, extreme

Tattooed gay stud Blake enjoys sissy studs licking his naked cock
4 months ago
7:35

GayBingo

Tattooed gay stud Blake enjoys sissy studs licking his naked cock

Tags: dick, licking, nude, sissy, stud, tattoo

Big dong dildo pounds me good!!
11 months ago
3:44

xHamster

Big dong dildo pounds me good!!

Tags: amateur, american, anal, big cock, booty, crossdressing, cute, dildo, extreme, femboy

morning boys masturbation 4
3 years ago
11:16

PornHub

morning boys masturbation 4

Tags: amateur, asian, boy, college, cumshot, fetish, handjob, japanese, masturbation, orgasm

Fuck Machine Absolutely Destroys My Ass
4 days ago
8:33

PornHub

Fuck Machine Absolutely Destroys My Ass

Tags: anal, anal toying, ass, big cock, cage, crossdressing, hardcore, sissy, solo, toys

Sissy Maid Wants To Get Pounded
4 months ago
13:09

TheGay

Sissy Maid Wants To Get Pounded

Tags: amateur, crossdressing, fetish, hd, maid, sissy, solo, toys

Private session with daddy 2 lace pantyhose
11 months ago
10:30

xHamster

Private session with daddy 2 lace pantyhose

Tags: big ass, chubby, crossdressing, daddies, hd, lace, lingerie, pantyhose, sissy, small cock

Sissy Slut Vacation At Five Star Middle East Hotel - Part I - Simon Latexa Private Production
3 years ago
23:57

TheGay

Sissy Slut Vacation At Five Star Middle East Hotel - Part I - Simon Latexa Private Production

Tags: amateur, hd, hotel, sissy, slut, solo, toys, vacation

Foreskin squirts cum from a bloated huge dick! Exclusive! It's hot!!!
6 days ago
8:44

xHamster

Foreskin squirts cum from a bloated huge dick! Exclusive! It's hot!!!

Tags: amateur, barebacking, big cock, boy, compilation, crossdressing, cum, cumshot, cute, femboy

Desi Panjabi gay men flashing big dick cumming daddy
4 months ago
5:30

xHamster

Desi Panjabi gay men flashing big dick cumming daddy

Tags: amateur, asian, barebacking, bear, big cock, boy, crossdressing, cum, cumshot, daddies

Crossdresser in leather and stockings cums hard
11 months ago
2:54

xHamster

Crossdresser in leather and stockings cums hard

Tags: amateur, barebacking, big cock, boy, british, crossdressing, cum, femboy, hd, leather

LACED #19 Preview! (ASMR) Str8 Guy's 1st Blowjob w/ Dirty Talking Sissy! (Full:OF/LaceVoid)
3 years ago
1:21

PornHub

LACED #19 Preview! (ASMR) Str8 Guy's 1st Blowjob w/ Dirty Talking Sissy! (Full:OF/LaceVoid)

Tags: big cock, blowjob, crossdressing, cum in mouth, cumshot, deep throat, dildo, dirty talk, drooling, fetish