Sissy: 411 Videos

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

xHamster

Sissy Ray in Pink Sissy Dress (Twirling Upskirt)

Sissy dancing like a sissy for you
40 days ago
2:33

xHamster

Sissy dancing like a sissy for you

Sissy Sissy in Chastity
2 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
2 years ago
2:18

xHamster

sissy

Sissy
8 years ago
5:00

GotPorn

Sissy

Sissy-Slut
4 months ago
0:26

xHamster

Sissy-Slut

sissy me
8 years ago
7:44

xHamster

sissy me

sissy domination
3 years ago
23:16

xHamster

sissy domination

sissy claire.
7 years ago
0:33

xHamster

sissy claire.

Sissy Musings
1 year ago
11:52

Tube8

Sissy Musings

Mincing Sissy
5 months ago
1:44

PornHub

Mincing Sissy

sissy maid
7 years ago
5:46

xHamster

sissy maid

Sissy maker
5 years ago
3:54

PornHub

Sissy maker

Sissy Fuck
4 years ago
4:02

xHamster

Sissy Fuck

Sissy 6
7 years ago
1:54

xHamster

Sissy 6

sissy gianakopoulou
8 years ago
6:26

xHamster

sissy gianakopoulou

Sissy Toying
1 year ago
26:54

Tube8

Sissy Toying

Sissy bounce
2 months ago
0:12

xHamster

Sissy bounce

Sissy Threesome
3 years ago
23:24

Tube8

Sissy Threesome

smoking sissy
3 years ago
5:40

PornHub

smoking sissy

Sissy add2
4 years ago
5:00

xHamster

Sissy add2

Sissy Crossdresser
5 months ago
4:12

xHamster

Sissy Crossdresser

Smoking Sissy
3 years ago
0:54

xHamster

Smoking Sissy

anyones sissy
5 years ago
2:37

Tube8

anyones sissy

sissy shelly
2 months ago
2:44

xHamster

sissy shelly

Sissy Fucking
3 years ago
1:24:12

Tube8

Sissy Fucking

Sissy 3SUM
3 years ago
28:24

Tube8

Sissy 3SUM

Sissy Jana
27 days ago
1:47

xHamster

Sissy Jana

Bimboization - Sissy
3 years ago
2:23

xHamster

Bimboization - Sissy

Sissy amateur
7 months ago
0:06

PornHub

Sissy amateur

Sissy Struggles
4 years ago
5:04

xHamster

Sissy Struggles

Sissy Addiction
6 months ago
3:40

xHamster

Sissy Addiction

Sissy Wedding
6 years ago
2:37

xHamster

Sissy Wedding

Sissy Spank
6 years ago
4:02

xHamster

Sissy Spank

Sissy Training
4 years ago
14:41

xHamster

Sissy Training

hairy SISSY
6 years ago
12:39

xHamster

hairy SISSY

Sissy Stephie Jacks
3 months ago
1:39

xHamster

Sissy Stephie Jacks

Sissy Renate maulgefickt
1 year ago
4:21

xHamster

Sissy Renate maulgefickt

ASS SISSY DESTROYED
1 year ago
6:09

xHamster

ASS SISSY DESTROYED

Sissy Submission Training
4 years ago
12:38

Tube8

Sissy Submission Training

Sissy in Leather
5 years ago
0:47

Tube8

Sissy in Leather

Shari Sissy Masturbation
6 years ago
4:37

xHamster

Shari Sissy Masturbation

Femdom - Sissy Boys
6 years ago
2:13

xHamster

Femdom - Sissy Boys

Sissy Gets Fucked
7 months ago
0:16

xHamster

Sissy Gets Fucked

Sissy gets opened
5 years ago
5:47

xHamster

Sissy gets opened

sissy looks hot
8 months ago
0:30

PornHub

sissy looks hot

Sissy slut masturbates
4 months ago
1:08

xHamster

Sissy slut masturbates

Latex Sissy Maid
4 years ago
1:42

xHamster

Latex Sissy Maid

Sissy Daddys stable
5 years ago
0:50

xHamster

Sissy Daddys stable

sissy boy fucking
5 years ago
15:09

xHamster

sissy boy fucking

Sissy wets diaper
4 years ago
0:56

xHamster

Sissy wets diaper

tits sissy nikki
3 years ago
1:34

RedTube

tits sissy nikki

Sissy Hypno Fetish
1 year ago
2:19

PornHub

Sissy Hypno Fetish

Submissive Sissy Slut
1 year ago
2:56

PornHub

Submissive Sissy Slut

Sissy Time 7
11 months ago
4:40

xHamster

Sissy Time 7

sissy dildo fun
3 years ago
2:00

xHamster

sissy dildo fun

Sweet Sissy Fucking
55 days ago
4:39

xHamster

Sweet Sissy Fucking

Sissy Maid Gold
2 years ago
11:01

xHamster

Sissy Maid Gold

Bareback Sissy Balletrocks
41 days ago
24:26

xHamster

Bareback Sissy Balletrocks

extreme anal sissy
7 years ago
3:57

xHamster

extreme anal sissy

Sissy Boy Anal
7 years ago
40:04

xHamster

Sissy Boy Anal

Sissy Maker 3
2 years ago
6:48

Tube8

Sissy Maker 3

Cum on sissy
30 days ago
0:39

xHamster

Cum on sissy

Sissy Maid Fuck
4 years ago
4:49

xHamster

Sissy Maid Fuck

Anal Submission - Sissy
3 years ago
5:17

xHamster

Anal Submission - Sissy

Sissy Cumslut Trainer
3 years ago
9:50

xHamster

Sissy Cumslut Trainer

Sissy Stair Struggle
8 months ago
27:27

PornHub

Sissy Stair Struggle

Sissy serves man
4 years ago
14:23

xHamster

Sissy serves man

Sissy Punishing Herself
3 years ago
0:54

xHamster

Sissy Punishing Herself

sissy strap-on
6 years ago
3:59

xHamster

sissy strap-on

Sissy Wedding Night
6 years ago
2:59

xHamster

Sissy Wedding Night

Kim and sissy
6 years ago
0:35

xHamster

Kim and sissy

Crossdreser sissy fucked
6 years ago
14:48

xHamster

Crossdreser sissy fucked

Sissy strokes again
4 months ago
6:35

xHamster

Sissy strokes again

Sissy maid fucked
6 years ago
24:12

Tube8

Sissy maid fucked

Sissy Bitsy faggot
25 days ago
1:19

xHamster

Sissy Bitsy faggot

sissy babies diaper
8 years ago
1:08

xHamster

sissy babies diaper

Sissy Blowjob Instructions
4 years ago
5:05

xHamster

Sissy Blowjob Instructions

SISSY in Bathroom
50 days ago
2:00

xHamster

SISSY in Bathroom

Sissy Training Crossdresser Humiliation
3 years ago
3:15

SunPorno

Sissy Training Crossdresser Humiliation

Drinks that are Sissy
6 months ago
8:04

NuVid

Drinks that are Sissy

Anti Sissy Hypno 2
7 months ago
5:13

PornHub

Anti Sissy Hypno 2

Male sissy sucks cock.
6 months ago
3:29

xHamster

Male sissy sucks cock.

Mistress Dildos Sissy Slave
5 years ago
14:26

Tube8

Mistress Dildos Sissy Slave

OMG you sissy fag
5 years ago
10:30

xHamster

OMG you sissy fag

Sissy maid gets rammed
4 years ago
2:10

xHamster

Sissy maid gets rammed

sissy jerking off 3
4 years ago
1:00

xHamster

sissy jerking off 3

Mistress Dildos Sissy Slave
4 years ago
14:25

Tube8

Mistress Dildos Sissy Slave

SISSY LOVES TO PLEASE
4 years ago
6:24

Tube8

SISSY LOVES TO PLEASE

DianeL BBW Sissy Smoke
3 years ago
0:36

PornHub

DianeL BBW Sissy Smoke

Big v Sissy - London
7 months ago
4:52

DrTuber

Big v Sissy - London

Sissy Anal Submission Training
4 years ago
5:17

xHamster

Sissy Anal Submission Training

Vera fucking sissy hubby
3 years ago
2:58

PornHub

Vera fucking sissy hubby

Sissy Boy Foot Worship
4 years ago
6:06

DrTuber

Sissy Boy Foot Worship

Sissy Hypno Cock Worship
2 years ago
4:21

PornHub

Sissy Hypno Cock Worship

sissy cocksucking slave training
6 years ago
31:00

xHamster

sissy cocksucking slave training

Fat sissy outdoor #2
6 years ago
3:21

xHamster

Fat sissy outdoor #2

Fucking My Sissy Slave!!!
1 year ago
0:54

xHamster

Fucking My Sissy Slave!!!

Clean My Toilet Sissy!
1 year ago
7:05

xHamster

Clean My Toilet Sissy!

Dutch prossie rides sissy
33 days ago
10:10

GotPorn

Dutch prossie rides sissy

Sissy sex in  panties
7 years ago
5:14

xHamster

Sissy sex in panties

Fat Sissy Video #4
8 years ago
1:08

xHamster

Fat Sissy Video #4

Sissy Shemale Bimbo Transformer
2 years ago
17:04

xHamster

Sissy Shemale Bimbo Transformer

Sissy Strokes and Cums
6 years ago
3:56

xHamster

Sissy Strokes and Cums

Punishing a Sissy Slut
6 years ago
5:37

xHamster

Punishing a Sissy Slut

Sissy Sexy Leather Doll
1 year ago
6:34

NuVid

Sissy Sexy Leather Doll

tv sissy cocksucking slut
6 years ago
1:14

xHamster

tv sissy cocksucking slut

Latex Sissy Maid Cuckolded
6 years ago
6:06

GotPorn

Latex Sissy Maid Cuckolded

smoking sissy slut chrissy
6 years ago
3:16

xHamster

smoking sissy slut chrissy

Mistresses fuck sissy ass
1 year ago
5:20

DrTuber

Mistresses fuck sissy ass

chastised  sissy fuck toys
6 years ago
6:41

xHamster

chastised sissy fuck toys

Robert jessop outted sissy
22 days ago
0:47

xHamster

Robert jessop outted sissy

michaels dirty sissy slut
6 years ago
3:18

xHamster

michaels dirty sissy slut

Your,e a Sissy
2 years ago
2:30

PornHub

Your,e a Sissy

My Sissy Dream 6
4 months ago
14:14

RedTube

My Sissy Dream 6

Sissy in Action 001
3 years ago
30:35

Tube8

Sissy in Action 001

Sissy Sweet Interracial Assfuck
6 years ago
15:11

Tube8

Sissy Sweet Interracial Assfuck

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

Tube8

Domination of a sissy

Sissy boy gets pampered
5 years ago
18:28

RedTube

Sissy boy gets pampered

hot sissy boy dildoing
5 years ago
7:29

xHamster

hot sissy boy dildoing

Mistress sissy boy Strapon
5 years ago
24:17

xHamster

Mistress sissy boy Strapon

Sissy Addiction 2 - SissyHypnoz
1 year ago
3:53

SunPorno

Sissy Addiction 2 - SissyHypnoz

Sissy deepthroating big dildo
3 years ago
2:54

PornHub

Sissy deepthroating big dildo

Sissy Faggot Humiliation Joi
1 year ago
7:16

PornHub

Sissy Faggot Humiliation Joi

Mistress spanking useless sissy
5 years ago
5:30

Tube8

Mistress spanking useless sissy

Whit a sissy slut
6 years ago
0:59

xHamster

Whit a sissy slut

Kalina Dirty Smoking Sissy Whore
2 years ago
7:56

PornHub

Kalina Dirty Smoking Sissy Whore

SISSY CD GETTING FUCKED B2
1 year ago
6:51

PornHub

SISSY CD GETTING FUCKED B2

Strapon babes pegging sissy guy
4 years ago
5:07

PornHub

Strapon babes pegging sissy guy

shemale sissy sounding in urethral
1 year ago
2:39

PornHub

shemale sissy sounding in urethral

French redhead uses crossdressing sissy
1 year ago
30:48

xHamster

French redhead uses crossdressing sissy

Showing off as a sissy
7 months ago
5:46

PornHub

Showing off as a sissy

Tranny and sissy sex partys
1 year ago
5:24

DrTuber

Tranny and sissy sex partys

Sissy Hypno Dildo Poppers Trainer
1 year ago
14:00

PornHub

Sissy Hypno Dildo Poppers Trainer

Bitch femdoms face sitting sissy
3 years ago
5:18

DrTuber

Bitch femdoms face sitting sissy

Sissy Hubby Has Hot Wife
4 years ago
5:02

Tube8

Sissy Hubby Has Hot Wife

Dominatrix babes pegging their sissy
2 years ago
6:14

DrTuber

Dominatrix babes pegging their sissy

Mistress sissy to suck cock
3 years ago
2:52

xHamster

Mistress sissy to suck cock

sissy ts pen in sounding
1 year ago
16:32

xHamster

sissy ts pen in sounding

Femdom wife dominates crossdressing sissy
2 years ago
6:06

DrTuber

Femdom wife dominates crossdressing sissy

Sissy Faggot Pink Holder Smoke
1 year ago
1:43

PornHub

Sissy Faggot Pink Holder Smoke

sissy gf lacey and hrdblkdcknsd
3 years ago
0:32

xHamster

sissy gf lacey and hrdblkdcknsd

Sissy at the Truck Stop
3 years ago
0:49

xHamster

Sissy at the Truck Stop

my soft sissy clit cumming
1 year ago
0:32

PornHub

my soft sissy clit cumming

I am a sissy boy
1 year ago
14:26

xHamster

I am a sissy boy

cute sissy boy fingering himself
3 years ago
3:38

xHamster

cute sissy boy fingering himself

White sissy cuckold trainer - mix
4 years ago
10:17

xHamster

White sissy cuckold trainer - mix

Redhead gives footjob to sissy
5 years ago
5:09

Tube8

Redhead gives footjob to sissy

sissy video 39 daddy daved
50 days ago
2:29

xHamster

sissy video 39 daddy daved

Ass Fucking Her Male Sissy
7 years ago
9:39

GotPorn

Ass Fucking Her Male Sissy

Domina mastering sissy and servant
4 years ago
5:05

DrTuber

Domina mastering sissy and servant

Sissy sexy in leather 4
4 years ago
1:20

xHamster

Sissy sexy in leather 4

Sissy Chastity Slave Worships Feet
7 years ago
7:03

SunPorno

Sissy Chastity Slave Worships Feet

Sissy sexy in leather 5
4 years ago
0:47

xHamster

Sissy sexy in leather 5

Sissy sexy leather dress 2
4 years ago
1:13

xHamster

Sissy sexy leather dress 2

Sissy Boy Receives Anal Punishment
7 years ago
9:25

GotPorn

Sissy Boy Receives Anal Punishment

Sissy Hubby Watches Hot Wife
4 years ago
5:00

Tube8

Sissy Hubby Watches Hot Wife

Crossdresser gay sissy gets fucked
5 years ago
9:49

Tube8

Crossdresser gay sissy gets fucked

Face Sitting On Sissy Boy
5 years ago
6:15

GotPorn

Face Sitting On Sissy Boy

sissy video 29 filling pritty
4 months ago
1:45

xHamster

sissy video 29 filling pritty

Spanked sissy movietures and paddling
4 months ago
7:02

RedTube

Spanked sissy movietures and paddling

Sissy taking a large dildo
5 years ago
0:42

xHamster

Sissy taking a large dildo

Sissy Ray in White Panties
5 years ago
0:24

xHamster

Sissy Ray in White Panties

Mistress Handjob Sissy Chastity Tease
5 years ago
8:52

Tube8

Mistress Handjob Sissy Chastity Tease

Mr Bean Becomes a Sissy
5 months ago
3:32

PornHub

Mr Bean Becomes a Sissy

Sissy gets to fuck mistress
5 years ago
31:10

xHamster

Sissy gets to fuck mistress

My sissy hole is hungry
26 days ago
2:50

xHamster

My sissy hole is hungry

Sissy sexy leather girl 3
4 years ago
0:50

NuVid

Sissy sexy leather girl 3

SISSY IN RED DRESS 4
7 months ago
0:50

DrTuber

SISSY IN RED DRESS 4

Sissy sexy leather catsuit 1
4 years ago
3:17

xHamster

Sissy sexy leather catsuit 1

Sissy sexy leather outfit 1
4 years ago
1:04

xHamster

Sissy sexy leather outfit 1

Sissy maid in white stockings
4 days ago
5:03

xHamster

Sissy maid in white stockings

sissy dildo fucking in chastity
4 years ago
3:39

xHamster

sissy dildo fucking in chastity

Sissy Buttplgug Jerk and Cum
4 years ago
3:18

xHamster

Sissy Buttplgug Jerk and Cum

Being a Sissy in Diaper
7 months ago
2:20

NuVid

Being a Sissy in Diaper

Domina Strapon Fucks Sissy Boy
6 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

Strapon Butt Plug BDSM sissy
6 years ago
8:58

DrTuber

Strapon Butt Plug BDSM sissy

Femdom sissy slave torture session
4 years ago
31:04

RedTube

Femdom sissy slave torture session