Sissy: 1976 Videos

Sissy Femboy Rides Dildo in Sexy Black Fishnets
3 days ago
1:21

xHamster

Sissy Femboy Rides Dildo in Sexy Black Fishnets

I'll Be Your sissy Maid, Master!
4 months ago
1:21

xHamster

I'll Be Your sissy Maid, Master!

mommy likes sissy cock
10 years ago
1:19

xHamster

mommy likes sissy cock

femme sissy big butt plug
5 days ago
1:18

xHamster

femme sissy big butt plug

Sissy dildo
4 months ago
1:18

xHamster

Sissy dildo

Sissy docile
3 years ago
1:18

PornHub

Sissy docile

Sissy Following Orders Pt.9
4 years ago
1:18

PornHub

Sissy Following Orders Pt.9

Sissy Melanie Bee - Playing with my lil sissy clit
5 months ago
1:17

xHamster

Sissy Melanie Bee - Playing with my lil sissy clit

Sissy In Full Girdle
7 years ago
1:16

xHamster

Sissy In Full Girdle

Sissy Anal Plug Games 2
4 months ago
1:15

xHamster

Sissy Anal Plug Games 2

Sissy clit cums in a condom
10 years ago
1:14

xHamster

Sissy clit cums in a condom

Sissy showcase 44
7 years ago
1:14

xHamster

Sissy showcase 44

sissy video 3 love comments
8 years ago
1:13

xHamster

sissy video 3 love comments

Horny sissy in heat
4 months ago
1:13

xHamster

Horny sissy in heat

I Stuffed My Ass With My New Toy Given to Me By a Fan- Sissy Anal Transgirl
4 years ago
1:13

PornHub

I Stuffed My Ass With My New Toy Given to Me By a Fan- Sissy Anal Transgirl

sissy moans from taking big dildo.
8 years ago
1:12

xHamster

sissy moans from taking big dildo.

Sissy In Stockings Masturbates In The Woods
3 years ago
1:12

PornHub

Sissy In Stockings Masturbates In The Woods

My Sissy Husbands Clit In Chastity
3 years ago
1:11

PornHub

My Sissy Husbands Clit In Chastity

Fucking My Ass with a Fuckmachine and Cum Bilg Load - Tiny Dick Sissy Slut
5 months ago
1:11

xHamster

Fucking My Ass with a Fuckmachine and Cum Bilg Load - Tiny Dick Sissy Slut

I love shooting a load onto panties while dressing up like a sissy
4 months ago
1:10

xHamster

I love shooting a load onto panties while dressing up like a sissy

Sissy Caged Fag Boy Gets Drilled Doggy Style by Fuck Machine
4 years ago
1:09

PornHub

Sissy Caged Fag Boy Gets Drilled Doggy Style by Fuck Machine

Sissy Ray in Silver Evening dress in hotel corridor
10 years ago
1:08

xHamster

Sissy Ray in Silver Evening dress in hotel corridor

SISSY SHORTS: SPREAD LEGS AND BLUE PANTIES
5 years ago
1:08

PornHub

SISSY SHORTS: SPREAD LEGS AND BLUE PANTIES

SISSY SHORTS: FEMBOY SHOWS OFF PANTIES
5 years ago
1:07

PornHub

SISSY SHORTS: FEMBOY SHOWS OFF PANTIES

Mesmerized to Become a Sissy Cocksucking Whore
5 months ago
1:07

xHamster

Mesmerized to Become a Sissy Cocksucking Whore

Fat sissy plays with big belly
5 months ago
1:07

xHamster

Fat sissy plays with big belly

Extended Preview:Mommy's Sissy Encouragement and JOI (Jerk Off Instruction)
4 years ago
1:06

PornHub

Extended Preview:Mommy's Sissy Encouragement and JOI (Jerk Off Instruction)

Fucking a sissy with a strap on
3 years ago
1:04

PornHub

Fucking a sissy with a strap on

crossdresser sissy dildo
3 years ago
1:03

PornHub

crossdresser sissy dildo

crossdresser sissy dildo solo
3 years ago
1:03

PornHub

crossdresser sissy dildo solo

Fingering Sissy Slut Sub’s Ass
3 years ago
1:03

PornHub

Fingering Sissy Slut Sub’s Ass

Sissy Anal Plug Slut
12 years ago
1:02

xHamster

Sissy Anal Plug Slut

Sissy humiliates herself by dancing in sissy attire
7 years ago
1:02

PornHub

Sissy humiliates herself by dancing in sissy attire

Anal dildo sissy slut bi male crossdresser femboy omneve solo
3 years ago
1:02

PornHub

Anal dildo sissy slut bi male crossdresser femboy omneve solo

SISSY STROKES
7 years ago
1:02

xHamster

SISSY STROKES

My sissy Alexa training her ass
5 years ago
1:02

xHamster

My sissy Alexa training her ass

Bulls cum inside wife pussy - silly sissy hubby only rubbing pussy [Cuckold. Snapchat]
3 years ago
1:02

PornHub

Bulls cum inside wife pussy - silly sissy hubby only rubbing pussy [Cuckold. Snapchat]

Sissy Tied Up And Plowed By Hankey's XXL Lampwick Uncut
3 years ago
1:02

PornHub

Sissy Tied Up And Plowed By Hankey's XXL Lampwick Uncut

Sissy Jacking
8 years ago
1:01

xHamster

Sissy Jacking

Sissy Anal toy tease
3 years ago
1:01

PornHub

Sissy Anal toy tease

Graceful,plugged Sissy! Opinion?
6 years ago
1:01

xHamster

Graceful,plugged Sissy! Opinion?

Mommy's Sissy Anal Training
10 years ago
1:00

xHamster

Mommy's Sissy Anal Training

SISSY VIDEO41sissy easter bunny
7 years ago
1:00

xHamster

SISSY VIDEO41sissy easter bunny

Sissy series 41
7 years ago
1:00

xHamster

Sissy series 41

sissy faggot fucks
7 years ago
1:00

xHamster

sissy faggot fucks

sissy leslie in red
6 years ago
1:00

xHamster

sissy leslie in red

SISSY PLAY WITH MASTURBATOR 6
4 years ago
1:00

xHamster

SISSY PLAY WITH MASTURBATOR 6

BBC in my sissy ass
5 years ago
1:00

xHamster

BBC in my sissy ass

Sissy Training Therapy Session - Feminized by New Therapist by Gentle FemDom Goddess Nikki Kit PRV
3 years ago
1:00

PornHub

Sissy Training Therapy Session - Feminized by New Therapist by Gentle FemDom Goddess Nikki Kit PRV

sissy stroking cock
7 years ago
0:59

xHamster

sissy stroking cock

Preview of ASMR Making my Sissy Bitch Makeover
5 years ago
0:59

PornHub

Preview of ASMR Making my Sissy Bitch Makeover

Dirty Sissy Piss in Chastity on your face outdoors
3 years ago
0:59

PornHub

Dirty Sissy Piss in Chastity on your face outdoors

Another sissy assvideo
7 years ago
0:58

xHamster

Another sissy assvideo

Crossdressing Sissy
4 years ago
0:58

xHamster

Crossdressing Sissy

Huge Dildo in My Sissy Ass
3 months ago
0:57

xHamster

Huge Dildo in My Sissy Ass

Sissy Cum Explosion! (Pink heels & white stockings)
12 years ago
0:56

xHamster

Sissy Cum Explosion! (Pink heels & white stockings)

My sissy 1
6 years ago
0:56

xHamster

My sissy 1

Sissy wants it so bad
3 months ago
0:56

xHamster

Sissy wants it so bad

Oscarina Grandeas Sissy Faggot Cums
4 years ago
0:56

DrTuber

Oscarina Grandeas Sissy Faggot Cums

Megara, The Sissy Reward
7 years ago
0:56

xHamster

Megara, The Sissy Reward

sissy sex
7 years ago
0:56

xHamster

sissy sex

Angel Black Sissy beta loser
4 years ago
0:55

PornHub

Angel Black Sissy beta loser

tv sissy doll jerks clitty cock and eats her cum
13 years ago
0:54

xHamster

tv sissy doll jerks clitty cock and eats her cum

Sissy girl does an outdoor public piss  Sissy pee
3 years ago
0:54

PornHub

Sissy girl does an outdoor public piss Sissy pee

TVROSE CROSSDRESSER SHOWING PINK SISSY CHASTITY CAGE IN BLACK LACE DRESS, STOCKINGS AND FLUFFY WHITE HEELS
4 months ago
0:53

xHamster

TVROSE CROSSDRESSER SHOWING PINK SISSY CHASTITY CAGE IN BLACK LACE DRESS, STOCKINGS AND FLUFFY WHITE HEELS

sissy hard on
6 years ago
0:52

xHamster

sissy hard on

Sissy Duty
4 years ago
0:52

xHamster

Sissy Duty

Sissy's Soaked Satin Panties - Star Nine Femdom Chastity Trailer
5 years ago
0:52

PornHub

Sissy's Soaked Satin Panties - Star Nine Femdom Chastity Trailer

Sissy in chastity and white stockings
6 years ago
0:51

xHamster

Sissy in chastity and white stockings

sissy
6 years ago
0:51

xHamster

sissy

Sissy Emily fucks her dildo
8 months ago
0:51

xHamster

Sissy Emily fucks her dildo

Sissy gets long fucked!
7 years ago
0:50

xHamster

Sissy gets long fucked!

Strap-on Bitches: Sissy Pussy Destroyers - Brat Perversions
43 days ago
0:50

xHamster

Strap-on Bitches: Sissy Pussy Destroyers - Brat Perversions

Sexy Ass Lingerie Trap Sissy Crossdresser Femboy
4 months ago
0:50

xHamster

Sexy Ass Lingerie Trap Sissy Crossdresser Femboy

Sissy crossdresser self facial in Wetlook catsuit
5 years ago
0:50

PornHub

Sissy crossdresser self facial in Wetlook catsuit

Panty sissy masturbates
7 years ago
0:50

xHamster

Panty sissy masturbates

more sissy bending over
10 years ago
0:49

xHamster

more sissy bending over

sissy selfie
7 years ago
0:49

xHamster

sissy selfie

Sissy Sasha sucks Daddy dry
5 years ago
0:49

xHamster

Sissy Sasha sucks Daddy dry

The Sissy Trainer: Goddess Pussy Worship
2 months ago
0:48

PornoXO

The Sissy Trainer: Goddess Pussy Worship

Caged sissy 2
6 years ago
0:47

xHamster

Caged sissy 2

YOUNG SISSY LATINA CROSSDRESSER BLOWS HISPANIC MAN IN MOTEL
4 years ago
0:47

PornHub

YOUNG SISSY LATINA CROSSDRESSER BLOWS HISPANIC MAN IN MOTEL

Lusty Sissy Fucking
7 years ago
0:46

xHamster

Lusty Sissy Fucking

Strapon Pegging Mistress, ejaculates on Sissy CD Facial
5 years ago
0:46

PornHub

Strapon Pegging Mistress, ejaculates on Sissy CD Facial

Huge 9 inch White Straight Cock Slaps my 2 inch sissy trap clitty
4 years ago
0:46

PornHub

Huge 9 inch White Straight Cock Slaps my 2 inch sissy trap clitty

Sissy twink rides BBC dildo
4 years ago
0:46

xHamster

Sissy twink rides BBC dildo

THICC British Booty Sissy Slave Twerking For Mistress
3 years ago
0:46

PornHub

THICC British Booty Sissy Slave Twerking For Mistress

sissy dance
7 years ago
0:45

xHamster

sissy dance

Locked sissy slut & black dildo
5 years ago
0:45

xHamster

Locked sissy slut & black dildo

Sissy Training - Femdom POV Anal Training Star Nine Trailer
4 years ago
0:45

PornHub

Sissy Training - Femdom POV Anal Training Star Nine Trailer

Amateur sissy with Mistress
10 years ago
0:44

xHamster

Amateur sissy with Mistress

Sissy crossdresser begs for cock
4 years ago
0:43

PornHub

Sissy crossdresser begs for cock

Sissy Slut Ginger Gets A Mouthful Of Cum
5 years ago
0:43

xHamster

Sissy Slut Ginger Gets A Mouthful Of Cum

Sissy Feminisierung
5 months ago
0:43

xHamster

Sissy Feminisierung

Sissy cum in her pink panty
4 years ago
0:42

xHamster

Sissy cum in her pink panty

castrated sissy
9 years ago
0:42

xHamster

castrated sissy

Locked sissy teen playing with herself
5 years ago
0:42

PornHub

Locked sissy teen playing with herself

Sissy Kayla vs BWC pt3
5 years ago
0:42

xHamster

Sissy Kayla vs BWC pt3

Sissy pops out
5 years ago
0:42

xHamster

Sissy pops out

sissy slut
7 years ago
0:41

xHamster

sissy slut

Psychedelic sissy
5 months ago
0:41

xHamster

Psychedelic sissy

Sissy Ray in Bronze Maids Uniform in Hallway
10 years ago
0:39

xHamster

Sissy Ray in Bronze Maids Uniform in Hallway

sissy stairway
7 years ago
0:39

xHamster

sissy stairway

thigh job for my sissy
3 years ago
0:39

PornHub

thigh job for my sissy

Trained Sissy Takes Care of Mistress's Sweaty Nylon Feet
3 years ago
0:39

PornHub

Trained Sissy Takes Care of Mistress's Sweaty Nylon Feet

Caged sissy cums
2 months ago
0:38

xHamster

Caged sissy cums

Sissy jacking off
6 years ago
0:38

xHamster

Sissy jacking off

naughty sissy slut outdoors
6 years ago
0:38

xHamster

naughty sissy slut outdoors

Little Sweet Christmas Sissy
4 months ago
0:38

xHamster

Little Sweet Christmas Sissy

Sissy Lia - Assplay and Gaping - CD DWT Crossdresser
5 years ago
0:36

xHamster

Sissy Lia - Assplay and Gaping - CD DWT Crossdresser

Sissy fucks ass with dildo
5 years ago
0:36

xHamster

Sissy fucks ass with dildo

Sissy showcase 2
7 years ago
0:35

xHamster

Sissy showcase 2

Sissy showcase 1
7 years ago
0:35

xHamster

Sissy showcase 1

Follow my new sissy account
3 years ago
0:35

PornHub

Follow my new sissy account

Sucking sissy
7 years ago
0:34

xHamster

Sucking sissy

sissy video 7 love comments
8 years ago
0:34

xHamster

sissy video 7 love comments

Sissy girl makes cummies for daddy
4 years ago
0:33

PornHub

Sissy girl makes cummies for daddy

Your New Sissy Name - Feminization - Preview
4 years ago
0:33

PornHub

Your New Sissy Name - Feminization - Preview

My Sissy Camwhore - Preview
4 years ago
0:33

PornHub

My Sissy Camwhore - Preview

Pre-cumming Japanese sissy boy playing with a metal butplug
3 years ago
0:33

PornHub

Pre-cumming Japanese sissy boy playing with a metal butplug

Caged Sissy
5 years ago
0:32

xHamster

Caged Sissy

Live sissy play is about to start (promo)
3 years ago
0:32

PornHub

Live sissy play is about to start (promo)

A day in the life of a sissy
2 months ago
0:32

xHamster

A day in the life of a sissy

See how good it looks sissy
7 years ago
0:31

xHamster

See how good it looks sissy

Sissy Andrea in Fucked the Ass
2 months ago
0:31

xHamster

Sissy Andrea in Fucked the Ass

Sissy riding toy
42 days ago
0:30

xHamster

Sissy riding toy

Sissy love Big Black Cock
50 days ago
0:30

xHamster

Sissy love Big Black Cock

Turning You Into A Sissy Slut 6: Anal Training (Preview)
4 years ago
0:30

PornHub

Turning You Into A Sissy Slut 6: Anal Training (Preview)

Sissy bitch used and trained by 2 Mistresses
3 years ago
0:30

PornHub

Sissy bitch used and trained by 2 Mistresses

Sissy's First Cage - Preview
4 years ago
0:30

PornHub

Sissy's First Cage - Preview

Demanding Oral From My Sissy Wife - Clara Dee POV
4 months ago
0:29

xHamster

Demanding Oral From My Sissy Wife - Clara Dee POV

Sissy crossdresser jerks big cock
6 years ago
0:29

xHamster

Sissy crossdresser jerks big cock

Sissy Anal
7 years ago
0:29

xHamster

Sissy Anal

My new pink sissy leotard
6 years ago
0:28

xHamster

My new pink sissy leotard

Spandex sissy wiggles his feminine bottom.
7 years ago
0:28

xHamster

Spandex sissy wiggles his feminine bottom.

Be a Good Sissy- Preview - Goddess Yata
3 years ago
0:27

PornHub

Be a Good Sissy- Preview - Goddess Yata

Teaser of sissy slut in chastity sucking
4 years ago
0:26

PornHub

Teaser of sissy slut in chastity sucking

Crossdressing sissy flash
4 years ago
0:26

xHamster

Crossdressing sissy flash

Sissy Outdoor Dildo
3 months ago
0:24

xHamster

Sissy Outdoor Dildo

Sissy
4 years ago
0:24

PornHub

Sissy

Sissy Makeup 101: Blush - Preview
4 years ago
0:24

PornHub

Sissy Makeup 101: Blush - Preview

Chubby Sissy in Bra
6 months ago
0:24

xHamster

Chubby Sissy in Bra

sissy slave
12 years ago
0:23

xHamster

sissy slave

Sissy slut
5 years ago
0:23

xHamster

Sissy slut

bizarrlady jessica spank her sissy
3 years ago
0:23

PornHub

bizarrlady jessica spank her sissy

Sissy Bussy Takes BBC - Fingering Big White Booty Open
4 years ago
0:23

xHamster

Sissy Bussy Takes BBC - Fingering Big White Booty Open

Slutty sissy bitch takes fucking machine and strapon in ass- full clip on my Onlyfans (link in bio)
3 years ago
0:23

PornHub

Slutty sissy bitch takes fucking machine and strapon in ass- full clip on my Onlyfans (link in bio)

Kim leting her sissy have some pussy
13 years ago
0:22

xHamster

Kim leting her sissy have some pussy

crossdresser sissy long dildo play
3 years ago
0:22

PornHub

crossdresser sissy long dildo play

Sissy Fucked Chastity
4 years ago
0:22

PornHub

Sissy Fucked Chastity

Sissy Cum Squirting (loop)
3 years ago
0:22

PornHub

Sissy Cum Squirting (loop)

Shez and Mr E Dungeon Sissy
4 years ago
0:22

PornHub

Shez and Mr E Dungeon Sissy

Tiny Sissy clit smiles
4 months ago
0:21

xHamster

Tiny Sissy clit smiles

Sissy slut in his orange leotard and leggings
8 years ago
0:21

xHamster

Sissy slut in his orange leotard and leggings

sissy crossdresser get blowjob from his mistress
3 years ago
0:20

PornHub

sissy crossdresser get blowjob from his mistress

Anal sissy
6 months ago
0:20

xHamster

Anal sissy

sissy
8 years ago
0:19

xHamster

sissy

Sissy Plays with Clit Under Panties
5 years ago
0:19

PornHub

Sissy Plays with Clit Under Panties

Sissy showcase 32
7 years ago
0:19

xHamster

Sissy showcase 32

Sissy cock cumming
7 years ago
0:18

xHamster

Sissy cock cumming

Sissy faggot prance dance
8 years ago
0:17

xHamster

Sissy faggot prance dance

Booty Balchony Cage Sissy in Gold Wetlook Dress
3 years ago
0:17

PornHub

Booty Balchony Cage Sissy in Gold Wetlook Dress

Sissy Strutting
3 years ago
0:17

PornHub

Sissy Strutting

Limp Sissy Clit
5 years ago
0:17

xHamster

Limp Sissy Clit

True Sissy Stories: Fucked By A Stranger - Preview
4 years ago
0:16

PornHub

True Sissy Stories: Fucked By A Stranger - Preview

Sissy Katie walking
4 years ago
0:16

xHamster

Sissy Katie walking

Sissy PAWG with a CRAZY big booty gets pinned to the floor by a BBC monster cock machine!
3 years ago
0:16

PornHub

Sissy PAWG with a CRAZY big booty gets pinned to the floor by a BBC monster cock machine!

Fat Sissy Ass
7 years ago
0:15

xHamster

Fat Sissy Ass

Pantyhosed sissy in encasement
7 years ago
0:14

xHamster

Pantyhosed sissy in encasement

Sucking sissy slut
7 years ago
0:14

xHamster

Sucking sissy slut

My Sissy's Dirty Panty Fetish Preview
3 years ago
0:13

PornHub

My Sissy's Dirty Panty Fetish Preview

Spun sissy playing
4 years ago
0:11

xHamster

Spun sissy playing

SISSY
7 years ago
0:07

xHamster

SISSY

Oh my god Sissy Joyce got fucked!
3 years ago
0:07

PornHub

Oh my god Sissy Joyce got fucked!

Sissy CBT on KIK
7 years ago
0:06

xHamster

Sissy CBT on KIK

Trap sissy
3 years ago
0:04

PornHub

Trap sissy