Sissy: 406 Videos

Sissy Ray in Pink Sissy Dress (Twirling Upskirt)
3 years ago
1:39

xHamster

Sissy Ray in Pink Sissy Dress (Twirling Upskirt)

Sissy Sissy in Chastity
3 years ago
3:21

xHamster

Sissy Sissy in Chastity

Good Girl Good Sissy Hypno Sissy
4 years ago
7:30

Tube8

Good Girl Good Sissy Hypno Sissy

sissy
3 years ago
2:18

xHamster

sissy

Sissy add2
5 years ago
5:00

xHamster

Sissy add2

Sissy 3SUM
4 years ago
28:24

Tube8

Sissy 3SUM

Sissy 6
7 years ago
1:54

xHamster

Sissy 6

Sissy Addiction
1 year ago
3:40

xHamster

Sissy Addiction

Smoking Sissy
4 years ago
0:54

xHamster

Smoking Sissy

Sissy Wedding
7 years ago
2:37

xHamster

Sissy Wedding

sissy domination
4 years ago
23:16

xHamster

sissy domination

Mincing Sissy
1 year ago
1:44

PornHub

Mincing Sissy

Sissy amateur
1 year ago
0:06

PornHub

Sissy amateur

Sissy Fucking
4 years ago
1:24:12

Tube8

Sissy Fucking

sissy me
9 years ago
7:44

xHamster

sissy me

Sissy Musings
2 years ago
11:52

Tube8

Sissy Musings

Sissy Toying
2 years ago
26:54

Tube8

Sissy Toying

sissy maid
8 years ago
5:46

xHamster

sissy maid

sissy claire.
8 years ago
0:33

xHamster

sissy claire.

anyones sissy
6 years ago
2:37

Tube8

anyones sissy

Sissy Threesome
4 years ago
23:24

Tube8

Sissy Threesome

sissy gianakopoulou
9 years ago
6:26

xHamster

sissy gianakopoulou

Sissy-Slut
1 year ago
0:26

xHamster

Sissy-Slut

Bimboization - Sissy
4 years ago
2:23

xHamster

Bimboization - Sissy

Sissy Jana
11 months ago
1:47

xHamster

Sissy Jana

Sissy Work
57 days ago
4:20

xHamster

Sissy Work

Sissy maker
5 years ago
3:54

PornHub

Sissy maker

Cuckold sissy
58 days ago
0:55

xHamster

Cuckold sissy

Sissy Spank
7 years ago
4:02

xHamster

Sissy Spank

hairy SISSY
7 years ago
12:39

xHamster

hairy SISSY

Sissy bounce
1 year ago
0:12

xHamster

Sissy bounce

sissy shelly
1 year ago
2:44

xHamster

sissy shelly

Sissy Struggles
4 years ago
5:04

xHamster

Sissy Struggles

Sissy Training
5 years ago
14:41

xHamster

Sissy Training

Sissy Fuck
5 years ago
4:02

xHamster

Sissy Fuck

Sissy in Leather
6 years ago
0:47

Tube8

Sissy in Leather

Sissy Maid Gold
3 years ago
11:01

xHamster

Sissy Maid Gold

Sissy Maid Fuck
5 years ago
4:49

xHamster

Sissy Maid Fuck

Sissy Maker 3
3 years ago
6:48

Tube8

Sissy Maker 3

Sissy serves man
5 years ago
14:23

xHamster

Sissy serves man

Sissy wets diaper
5 years ago
0:56

xHamster

Sissy wets diaper

Sissy Punishing Herself
4 years ago
0:54

xHamster

Sissy Punishing Herself

Anal Submission - Sissy
4 years ago
5:17

xHamster

Anal Submission - Sissy

sissy boy fucking
6 years ago
15:09

xHamster

sissy boy fucking

tits sissy nikki
4 years ago
1:34

RedTube

tits sissy nikki

Sissy Daddys stable
6 years ago
0:50

xHamster

Sissy Daddys stable

Sissy Blowjob Instructions
4 years ago
5:05

xHamster

Sissy Blowjob Instructions

Sissy Submission Training
4 years ago
12:38

Tube8

Sissy Submission Training

Sissy gets opened
6 years ago
5:47

xHamster

Sissy gets opened

Sissy Cumslut Trainer
4 years ago
9:50

xHamster

Sissy Cumslut Trainer

Latex Sissy Maid
5 years ago
1:42

xHamster

Latex Sissy Maid

Kim and sissy
7 years ago
0:35

xHamster

Kim and sissy

Sissy slut fetish
51 days ago
1:59

PornHub

Sissy slut fetish

Bareback Sissy Balletrocks
1 year ago
24:26

xHamster

Bareback Sissy Balletrocks

sissy strap-on
7 years ago
3:59

xHamster

sissy strap-on

Sissy Renate maulgefickt
1 year ago
4:21

xHamster

Sissy Renate maulgefickt

naughty sissy spanking
57 days ago
1:35

xHamster

naughty sissy spanking

Crossdreser sissy fucked
7 years ago
14:48

xHamster

Crossdreser sissy fucked

Sissy Stephie Jacks
1 year ago
1:39

xHamster

Sissy Stephie Jacks

Sweet Sissy Fucking
1 year ago
4:39

xHamster

Sweet Sissy Fucking

Femdom - Sissy Boys
7 years ago
2:13

xHamster

Femdom - Sissy Boys

Shari Sissy Masturbation
7 years ago
4:37

xHamster

Shari Sissy Masturbation

Sissy Wedding Night
7 years ago
2:59

xHamster

Sissy Wedding Night

Sissy maid fucked
7 years ago
24:12

Tube8

Sissy maid fucked

Sissy Lilee Fun
2 months ago
7:17

xHamster

Sissy Lilee Fun

Sissy deepthroats dildo
45 days ago
6:46

xHamster

Sissy deepthroats dildo

sissy looks hot
1 year ago
0:30

PornHub

sissy looks hot

Sissy Time 7
1 year ago
4:40

xHamster

Sissy Time 7

sissy dildo fun
3 years ago
2:00

xHamster

sissy dildo fun

sissy babies diaper
9 years ago
1:08

xHamster

sissy babies diaper

Submissive Sissy Slut
1 year ago
2:56

PornHub

Submissive Sissy Slut

Sissy Hypno Fetish
2 years ago
2:19

PornHub

Sissy Hypno Fetish

ASS SISSY DESTROYED
2 years ago
6:09

xHamster

ASS SISSY DESTROYED

Sissy Boy Anal
8 years ago
40:04

xHamster

Sissy Boy Anal

DianeL BBW Sissy Smoke
4 years ago
0:36

PornHub

DianeL BBW Sissy Smoke

Your,e a Sissy
3 years ago
2:30

PornHub

Your,e a Sissy

Dutch hooker fucks sissy
4 months ago
10:10

GotPorn

Dutch hooker fucks sissy

sissy niclo sexy makeup2
10 days ago
4:41

xHamster

sissy niclo sexy makeup2

Mistress Dildos Sissy Slave
5 years ago
14:25

Tube8

Mistress Dildos Sissy Slave

SISSY LOVES TO PLEASE
5 years ago
6:24

Tube8

SISSY LOVES TO PLEASE

Sissy Hypno Cock Worship
2 years ago
4:21

PornHub

Sissy Hypno Cock Worship

My Sissy Dream 6
1 year ago
14:14

RedTube

My Sissy Dream 6

Beauties smothering sissy boys
14 days ago
5:12

DrTuber

Beauties smothering sissy boys

Sissy Sexy Leather Doll
2 years ago
6:34

NuVid

Sissy Sexy Leather Doll

Big v Sissy - London
1 year ago
4:52

DrTuber

Big v Sissy - London

sissy jerking off 3
5 years ago
1:00

xHamster

sissy jerking off 3

Sissy Anal Submission Training
5 years ago
5:17

xHamster

Sissy Anal Submission Training

Girls smothering sissy guys
7 months ago
5:00

GotPorn

Girls smothering sissy guys

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

xHamster

Fucking My Sissy Slave!!!

Sissy Training Crossdresser Humiliation
4 years ago
3:15

SunPorno

Sissy Training Crossdresser Humiliation

Mistresses fuck sissy ass
2 years ago
5:20

DrTuber

Mistresses fuck sissy ass

Dutch prossie rides sissy
11 months ago
10:10

GotPorn

Dutch prossie rides sissy

Robert jessop outted sissy
11 months ago
0:47

xHamster

Robert jessop outted sissy

Clean My Toilet Sissy!
2 years ago
7:05

xHamster

Clean My Toilet Sissy!

Drinks that are Sissy
1 year ago
8:04

NuVid

Drinks that are Sissy

Domination of a sissy
4 years ago
1:27:15

Tube8

Domination of a sissy

Vera fucking sissy hubby
4 years ago
2:58

PornHub

Vera fucking sissy hubby

Sissy deepthroating big dildo
4 years ago
2:54

PornHub

Sissy deepthroating big dildo

Sissy in Action 001
4 years ago
30:35

Tube8

Sissy in Action 001

Sissy Shemale Bimbo Transformer
3 years ago
17:04

xHamster

Sissy Shemale Bimbo Transformer

Anti Sissy Hypno 2
1 year ago
5:13

PornHub

Anti Sissy Hypno 2

Amateur Sissy Cumshot Compilation!
4 months ago
3:25

NuVid

Amateur Sissy Cumshot Compilation!

Fat sissy outdoor #2
7 years ago
3:21

xHamster

Fat sissy outdoor #2

Sissy Boy Foot Worship
5 years ago
6:06

DrTuber

Sissy Boy Foot Worship

Fat Sissy Video #4
9 years ago
1:08

xHamster

Fat Sissy Video #4

tv sissy cocksucking slut
7 years ago
1:14

xHamster

tv sissy cocksucking slut

Latex Sissy Maid Cuckolded
7 years ago
6:06

GotPorn

Latex Sissy Maid Cuckolded

Punishing a Sissy Slut
7 years ago
5:37

xHamster

Punishing a Sissy Slut

smoking sissy slut chrissy
7 years ago
3:16

xHamster

smoking sissy slut chrissy

hot sissy boy dildoing
6 years ago
7:29

xHamster

hot sissy boy dildoing

chastised  sissy fuck toys
7 years ago
6:41

xHamster

chastised sissy fuck toys

Sissy boy gets pampered
6 years ago
18:28

RedTube

Sissy boy gets pampered

michaels dirty sissy slut
7 years ago
3:18

xHamster

michaels dirty sissy slut

Mistress Dildos Sissy Slave
5 years ago
14:26

Tube8

Mistress Dildos Sissy Slave

Sissy sex in  panties
8 years ago
5:14

xHamster

Sissy sex in panties

sissy cocksucking slave training
7 years ago
31:00

xHamster

sissy cocksucking slave training

Mistress spanking useless sissy
6 years ago
5:30

Tube8

Mistress spanking useless sissy

Sissy Sweet Interracial Assfuck
7 years ago
15:11

Tube8

Sissy Sweet Interracial Assfuck

Mistress sissy boy Strapon
6 years ago
24:17

xHamster

Mistress sissy boy Strapon

Sissy maid gets rammed
5 years ago
2:10

xHamster

Sissy maid gets rammed

OMG you sissy fag
5 years ago
10:30

xHamster

OMG you sissy fag

Whit a sissy slut
6 years ago
0:59

xHamster

Whit a sissy slut

Femdom wife dominates crossdressing sissy
3 years ago
6:06

DrTuber

Femdom wife dominates crossdressing sissy

Sissy Boy Strap On Hell
6 years ago
7:20

DrTuber

Sissy Boy Strap On Hell

Showing off as a sissy
1 year ago
5:46

PornHub

Showing off as a sissy

Being a Sissy in Diaper
1 year ago
2:20

NuVid

Being a Sissy in Diaper

SISSY IN RED DRESS 4
1 year ago
0:50

DrTuber

SISSY IN RED DRESS 4

Sissy taking a large dildo
6 years ago
0:42

xHamster

Sissy taking a large dildo

Ass Fucking Her Male Sissy
8 years ago
9:39

GotPorn

Ass Fucking Her Male Sissy

Sissy Ray in White Panties
6 years ago
0:24

xHamster

Sissy Ray in White Panties

Sissy Boy Receives Anal Punishment
8 years ago
9:25

GotPorn

Sissy Boy Receives Anal Punishment

Crossdresser gay sissy gets fucked
6 years ago
9:49

Tube8

Crossdresser gay sissy gets fucked

Sissy at the Truck Stop
4 years ago
0:49

xHamster

Sissy at the Truck Stop

Dominatrix babes pegging their sissy
3 years ago
6:14

DrTuber

Dominatrix babes pegging their sissy

Sissy Chastity Slave Worships Feet
8 years ago
7:03

SunPorno

Sissy Chastity Slave Worships Feet

Mistress sissy to suck cock
4 years ago
2:52

xHamster

Mistress sissy to suck cock

Kalina Dirty Smoking Sissy Whore
2 years ago
7:56

PornHub

Kalina Dirty Smoking Sissy Whore

French redhead uses crossdressing sissy
2 years ago
30:48

xHamster

French redhead uses crossdressing sissy

I am a sissy boy
2 years ago
14:26

xHamster

I am a sissy boy

Bitch femdoms face sitting sissy
4 years ago
5:18

DrTuber

Bitch femdoms face sitting sissy

sissy gf lacey and hrdblkdcknsd
4 years ago
0:32

xHamster

sissy gf lacey and hrdblkdcknsd

Tranny and sissy sex partys
2 years ago
5:24

DrTuber

Tranny and sissy sex partys

Redhead gives footjob to sissy
6 years ago
5:09

Tube8

Redhead gives footjob to sissy

Face Sitting On Sissy Boy
6 years ago
6:15

GotPorn

Face Sitting On Sissy Boy

my soft sissy clit cumming
2 years ago
0:32

PornHub

my soft sissy clit cumming

sissy ts pen in sounding
2 years ago
16:32

xHamster

sissy ts pen in sounding

SISSY CD GETTING FUCKED B2
2 years ago
6:51

PornHub

SISSY CD GETTING FUCKED B2

Sissy Faggot Pink Holder Smoke
2 years ago
1:43

PornHub

Sissy Faggot Pink Holder Smoke

cute sissy boy fingering himself
4 years ago
3:38

xHamster

cute sissy boy fingering himself

Sissy Hypno Dildo Poppers Trainer
2 years ago
14:00

PornHub

Sissy Hypno Dildo Poppers Trainer

Spanked sissy movietures and paddling
1 year ago
7:02

RedTube

Spanked sissy movietures and paddling

Sissy sexy leather girl 3
5 years ago
0:50

NuVid

Sissy sexy leather girl 3

Sissy Hubby Has Hot Wife
4 years ago
5:02

Tube8

Sissy Hubby Has Hot Wife

Sissy sexy in leather 5
5 years ago
0:47

xHamster

Sissy sexy in leather 5

Sissy sexy leather dress 2
5 years ago
1:13

xHamster

Sissy sexy leather dress 2

sissy dildo fucking in chastity
5 years ago
3:39

xHamster

sissy dildo fucking in chastity

Sissy sexy leather catsuit 1
5 years ago
3:17

xHamster

Sissy sexy leather catsuit 1

Russian Sissy used by Daddy
2 months ago
4:46

xHamster

Russian Sissy used by Daddy

Strapon Butt Plug BDSM sissy
7 years ago
8:58

DrTuber

Strapon Butt Plug BDSM sissy

Sissy sexy leather outfit 1
5 years ago
1:04

xHamster

Sissy sexy leather outfit 1

Sissy Buttplgug Jerk and Cum
5 years ago
3:18

xHamster

Sissy Buttplgug Jerk and Cum

angela sissy of your dreams
58 days ago
11:12

xHamster

angela sissy of your dreams

Femdom sissy slave torture session
5 years ago
31:04

RedTube

Femdom sissy slave torture session

Sissy sexy in leather 4
5 years ago
1:20

xHamster

Sissy sexy in leather 4

Domina Strapon Fucks Sissy Boy
7 years ago
25:36

Tube8

Domina Strapon Fucks Sissy Boy

black cocks for sissy whores
4 years ago
4:08

xHamster

black cocks for sissy whores

Mr Bean Becomes a Sissy
1 year ago
3:32

PornHub

Mr Bean Becomes a Sissy

My sissy pounds his boicunt
29 days ago
1:40

xHamster

My sissy pounds his boicunt

Mistress Handjob Sissy Chastity Tease
6 years ago
8:52

Tube8

Mistress Handjob Sissy Chastity Tease

Sissy Hubby Watches Hot Wife
5 years ago
5:00

Tube8

Sissy Hubby Watches Hot Wife

Sissy gets to fuck mistress
6 years ago
31:10

xHamster

Sissy gets to fuck mistress

sissy video 29 filling pritty
1 year ago
1:45

xHamster

sissy video 29 filling pritty

Domina mastering sissy and servant
5 years ago
5:05

DrTuber

Domina mastering sissy and servant

Xixxy boy Sissy trainer Episode 2
1 year ago
5:31

PornHub

Xixxy boy Sissy trainer Episode 2

sissy hubby spanked by femdom wife
3 years ago
0:53

xHamster

sissy hubby spanked by femdom wife

Diane Trashy BBW Sissy Smoke Bimbo
2 years ago
1:51

xHamster

Diane Trashy BBW Sissy Smoke Bimbo

getting to know my inner sissy
3 years ago
0:19

PornHub

getting to know my inner sissy

sissy faggot jamessub999 jerking off outside
3 years ago
0:29

PornHub

sissy faggot jamessub999 jerking off outside

Sissy Cuntwhore BBC Gangbang Training pt1
2 years ago
14:06

xHamster

Sissy Cuntwhore BBC Gangbang Training pt1

Crossdressing sissy gets handjob form domina
7 years ago
5:01

GotPorn

Crossdressing sissy gets handjob form domina