Videos - sissy

Explore videos in sissy category

176 videos found

His Little Girl At Last - Sissy Caption Story
20:10

His Little Girl At Last - Sissy Caption Story

10
0
10/03/2025, 02:57

From: Eporner

girlsissystory+1
Fit18 featuring Sissy Moore's cowgirl movie
14:56

Fit18 featuring Sissy Moore's cowgirl movie

Watch Fit18 featuring Sissy Moore's cowgirl movie on Pornhat. | Duration: 14:56 | Views: 7.6K | Channel: Fit18 | Performer: Sissy Moore | Categories: sissy, adult | Keywords: fit18, sissy, moore's, cowgirl, movie | Discover premium adult content on Pornhat with HD quality videos.

7.6K
0
06/03/2025, 02:29

From: Pornhat

sissyadult
4744251 *Will Be Deleted If Found Out ▲Part 2▲ [Innocent And Innocent] "I Love You… Hold Me Tight." An 18-Year-Old Nursery School Student Who Was A Sissy Until Recently.
38:33

4744251 *Will Be Deleted If Found Out ▲Part 2▲ [Innocent And Innocent] "I Love You… Hold Me Tight." An 18-Year-Old Nursery School Student Who Was A Sissy Until Recently.

16
0
10/03/2025, 01:21

From: Eporner

innocentoldsissy+1
Sissy xxx with enchanting amateur from Pure CFNM
5:00

Sissy xxx with enchanting amateur from Pure CFNM

Watch Sissy xxx with enchanting amateur from Pure CFNM on Pornhat. | Duration: 5:00 | Views: 1.3K | Channel: Pure CFNM | Categories: sissy, amateur, adult | Keywords: sissy, xxx, enchanting, amateur, pure | Discover premium adult content on Pornhat with HD quality videos.

1.3K
0
06/03/2025, 01:10

From: Pornhat

amateursissyadult
Sissy dirt with beauteous lass from Pure CFNM
5:00

Sissy dirt with beauteous lass from Pure CFNM

Watch Sissy dirt with beauteous lass from Pure CFNM on Pornhat. | Duration: 5:00 | Views: 1.0K | Channel: Pure CFNM | Categories: sissy, adult | Keywords: sissy, dirt, beauteous, lass, pure | Discover premium adult content on Pornhat with HD quality videos.

1.0K
0
06/03/2025, 24:34

From: Pornhat

sissyadult
Angelic floozy's sissy sex
5:00

Angelic floozy's sissy sex

Watch Angelic floozy's sissy sex on Pornhat. | Duration: 5:00 | Views: 1.2K | Channel: Pure CFNM | Categories: sissy, sex, adult | Keywords: angelic, floozy's, sissy, sex | Discover premium adult content on Pornhat with HD quality videos.

1.2K
0
06/02/2025, 23:49

From: Pornhat

sexsissyadult
Pure CFNM featuring sweetie pie's sissy smut
5:00

Pure CFNM featuring sweetie pie's sissy smut

Watch Pure CFNM featuring sweetie pie's sissy smut on Pornhat. | Duration: 5:00 | Views: 711 | Channel: Pure CFNM | Categories: sissy, adult | Keywords: pure, cfnm, sweetie, pie's, sissy | Discover premium adult content on Pornhat with HD quality videos.

711
0
07/02/2025, 22:31

From: Pornhat

sissyadult
A Sissy Se Apaixonou Na Pegada Do Gorila
21:26

A Sissy Se Apaixonou Na Pegada Do Gorila

118
0
10/02/2025, 21:48

From: Eporner

sissyadult
Sissy Slut OTK Spanking Session
74 sec

Sissy Slut OTK Spanking Session

74
0
10/02/2025, 18:28

From: XVideos

sissyadult
Trans sissy firefly‘s private time(cos)
5:29

Trans sissy firefly‘s private time(cos)

25.7K
0
10/02/2025, 15:18

From: Pornhub

sissyadult
Ingenious Stella Cinderella at sissy crossdress scene
6:54

Ingenious Stella Cinderella at sissy crossdress scene

Watch Ingenious Stella Cinderella at sissy crossdress scene on Pornhat. | Duration: 6:54 | Views: 887 | Performer: Stella Cinderella | Categories: sissy, adult | Keywords: ingenious, stella, cinderella, sissy, crossdress | Discover premium adult content on Pornhat with HD quality videos.

887
0
07/02/2025, 14:57

From: Pornhat

sissyadult
pale skinny sissy with white miniskirt ride huge bbc dildo much precum
2:20

pale skinny sissy with white miniskirt ride huge bbc dildo much precum

8.3K
0
10/02/2025, 14:45

From: Pornhub

bbchugedildo+4
Hairy Mature Lady Sissy Squirting
31:49

Hairy Mature Lady Sissy Squirting

5
0
10/02/2025, 13:06

From: Eporner

hairymaturesissy+1
Jerk off challenge to sissy ( Joi, blowjob)
9 min

Jerk off challenge to sissy ( Joi, blowjob)

9.0M
0
10/02/2025, 12:53

From: XVideos

blowjobjoisissy+1
Sissy maid eats cum
7 min

Sissy maid eats cum

7.0M
0
10/02/2025, 10:38

From: XVideos

cummaideating+2
Self Facial cumming from hot sissy
3:19

Self Facial cumming from hot sissy

149.0K
0
10/02/2025, 06:18

From: Pornhub

hotsissyadult
Sissy Bf Watches Gf Get Fucked By Bbc
7:06

Sissy Bf Watches Gf Get Fucked By Bbc

117
0
10/02/2025, 04:03

From: Eporner

bbcsissyadult
latina teen big fat ass rides and bounce her big ass hard in the cock and the fuck the sissy slave dirty feet in femdom amazon position
4 min

latina teen big fat ass rides and bounce her big ass hard in the cock and the fuck the sissy slave dirty feet in femdom amazon position

4.0M
0
10/02/2025, 24:59

From: XVideos

bigasscock+10
Sissy Neri gets anal fucked repeatedly
15:05

Sissy Neri gets anal fucked repeatedly

315.0K
0
10/02/2025, 24:02

From: Pornhub

analsissyadult
Verified Amateurs - sissy boy porn
12:09

Verified Amateurs - sissy boy porn

Watch Verified Amateurs - sissy boy porn on Pornhat. | Duration: 12:09 | Views: 1.2K | Performer: AnnaReyHorny | Categories: sissy, adult | Keywords: verified, amateurs, sissy, boy, porn | Discover premium adult content on Pornhat with HD quality videos.

1.2K
0
09/01/2025, 23:54

From: Pornhat

sissyadult
Hairy Stepmom Sissy Has a Lesbian Affair With Her Stepdaughter Vaness Queen
15:42

Hairy Stepmom Sissy Has a Lesbian Affair With Her Stepdaughter Vaness Queen

172.0K
0
10/01/2025, 23:08

From: Pornhub

hairylesbianmature+2
Bbc Taking A Little Sissy
5:31

Bbc Taking A Little Sissy

72
0
10/01/2025, 21:59

From: Eporner

bbcsissyadult
latina mistress teen fucking sucking the sissy slave and trying to fuck him in doggystyle
4 min

latina mistress teen fucking sucking the sissy slave and trying to fuck him in doggystyle

4.0M
0
10/01/2025, 20:51

From: XVideos

doggystylefuckteen+3
How I Became A Permanent Sissy Part 1
13:22

How I Became A Permanent Sissy Part 1

82
0
10/01/2025, 19:55

From: Eporner

sissyadult
BBC pegging for sissy slut - check out my links for full video
2:22

BBC pegging for sissy slut - check out my links for full video

605
0
10/01/2025, 19:55

From: Pornhub

bbcpeggingsissy+1
Useless sissy boy can't satisfy Micky Lynn
7 min

Useless sissy boy can't satisfy Micky Lynn

7.0M
0
10/01/2025, 17:18

From: XVideos

cumeatingsissy+1
Alex More disgraces her sissy husband
7 min

Alex More disgraces her sissy husband

7.0M
0
10/01/2025, 17:15

From: XVideos

cumeatingsissy+1
Caught Sissy
10:25

Caught Sissy

877
0
10/01/2025, 16:28

From: Eporner

caughtsissyadult
Sissy Bekommt Ihr Fickloch Voll Gepisst
23:25

Sissy Bekommt Ihr Fickloch Voll Gepisst

474
0
10/01/2025, 15:56

From: Eporner

sissyadult
Put these panties on like a good little sissy
7 min

Put these panties on like a good little sissy

7.0M
0
10/01/2025, 14:21

From: XVideos

femdompantiessissy+1
Sissy smut with shaggy Melody Fluffington from Verified Amateurs
10:21

Sissy smut with shaggy Melody Fluffington from Verified Amateurs

Watch Sissy smut with shaggy Melody Fluffington from Verified Amateurs on Pornhat. | Duration: 10:21 | Views: 355 | Performer: Melody Fluffington | Categories: sissy, adult | Keywords: sissy, smut, shaggy, melody, fluffington | Discover premium adult content on Pornhat with HD quality videos.

355
0
09/17/2025, 14:14

From: Pornhat

sissyadult
Aristocratic Sissy Neri's threesome action
15:04

Aristocratic Sissy Neri's threesome action

Watch Aristocratic Sissy Neri's threesome action on Pornhat. | Duration: 15:04 | Views: 948 | Channel: Peccatrici Produzioni | Performer: Sissy Neri | Categories: sissy, threesome, adult | Keywords: aristocratic, sissy, neri's, threesome, action | Discover premium adult content on Pornhat with HD quality videos.

948
0
09/17/2025, 14:09

From: Pornhat

threesomesissyadult
Modest Sissy Neri's peccatriciproduzioni clip
4:16

Modest Sissy Neri's peccatriciproduzioni clip

Watch Modest Sissy Neri's peccatriciproduzioni clip on Pornhat. | Duration: 4:16 | Views: 995 | Channel: Peccatrici Produzioni | Performer: Sissy Neri | Categories: sissy, adult | Keywords: modest, sissy, neri's, peccatriciproduzioni, clip | Discover premium adult content on Pornhat with HD quality videos.

995
0
09/24/2025, 13:02

From: Pornhat

sissyadult
Adroit Sissy's threesome trailer
15:06

Adroit Sissy's threesome trailer

Watch Adroit Sissy's threesome trailer on Pornhat. | Duration: 15:06 | Views: 3.1K | Channel: Peccatrici Produzioni | Performer: Sissy Neri | Categories: threesome, sissy, adult | Keywords: adroit, sissy's, threesome, trailer | Discover premium adult content on Pornhat with HD quality videos.

3.1K
0
09/24/2025, 12:59

From: Pornhat

threesomesissyadult
Mistress tied her sissy boy and pegged him
11:24

Mistress tied her sissy boy and pegged him

154.0K
0
10/01/2025, 11:43

From: Pornhub

sissytiedadult
SPH Sissy Pegging with Bisexual Cuckold Dirty Talk. Full Video on Onlyfans:LongMommy
8:05

SPH Sissy Pegging with Bisexual Cuckold Dirty Talk. Full Video on Onlyfans:LongMommy

17.7K
0
10/01/2025, 11:40

From: Pornhub

bisexualcuckolddirty+4
My Hero Academia Hentai - Bakugou Katsuki x Namuri Kayama Handjob with cumshot in her face and fucked with creampie - Sissy crossdress Japanese Asian Manga Anime Game Porn Gay
13 min

My Hero Academia Hentai - Bakugou Katsuki x Namuri Kayama Handjob with cumshot in her face and fucked with creampie - Sissy crossdress Japanese Asian Manga Anime Game Porn Gay

13.0M
0
10/01/2025, 04:05

From: XVideos

animeasiancreampie+7
Sissy xxx with classy BornToPeg from Verified Amateurs
8:15

Sissy xxx with classy BornToPeg from Verified Amateurs

Watch Sissy xxx with classy BornToPeg from Verified Amateurs on Pornhat. | Duration: 8:15 | Views: 382 | Performer: BornToPeg | Categories: sissy, adult | Keywords: sissy, xxx, classy, borntopeg, verified | Discover premium adult content on Pornhat with HD quality videos.

382
0
09/25/2025, 03:51

From: Pornhat

sissyadult
Hung sissy boy milked and massaged prostate by skilled blonde
7 min

Hung sissy boy milked and massaged prostate by skilled blonde

Watch Hung sissy boy milked and massaged prostate by skilled blonde on XGroovy. | Duration: 7 min | Views: 2.6K | Rating: 80% | Quality: 1080p | Categories: sissy, blonde, adult | Keywords: hung, sissy, boy, milked, massaged | Enjoy premium adult content on XGroovy - your destination for high-quality videos.

2.6K
80
10/01/2025, 03:00

From: XGroovy

blondesissyadult
Sissy Series #10 - Imagine You're the Girl When You Watch Porn
13:52

Sissy Series #10 - Imagine You're the Girl When You Watch Porn

156.0K
0
10/01/2025, 01:59

From: Pornhub

girlsissyadult
Sexy euro teen Sissy suck dick with a lollipo
5 min

Sexy euro teen Sissy suck dick with a lollipo

5.0M
0
09/29/2025, 16:55

From: XVideos

dickteensissy+1
We are going out and you are dressing as a sissy girl slut
7 min

We are going out and you are dressing as a sissy girl slut

7.0M
0
09/29/2025, 05:38

From: XVideos

femdomgirlsissy+1
Time for you to turn into a sexy sissy girl
7 min

Time for you to turn into a sexy sissy girl

7.0M
0
09/29/2025, 04:51

From: XVideos

femdomgirlsissy+1
Lets unleash your inner sissy with this slutty dress
5 min

Lets unleash your inner sissy with this slutty dress

5.0M
0
09/29/2025, 04:36

From: XVideos

dressfemdomsissy+1
how i want to became a Sissy - Compilation 1
80 min

how i want to became a Sissy - Compilation 1

80.0M
0
09/29/2025, 04:35

From: XVideos

compilationsissyadult
My first time dressing up like a sissy was amazing
10 min

My first time dressing up like a sissy was amazing

10.0M
0
09/29/2025, 04:33

From: XVideos

firstsissyadult
Your secret desire to be a sissy girl turns me on
6 min

Your secret desire to be a sissy girl turns me on

6.0M
0
09/29/2025, 04:29

From: XVideos

femdomgirlsissy+1
We won’t judge you for being a sissy slut
6 min

We won’t judge you for being a sissy slut

6.0M
0
09/29/2025, 04:24

From: XVideos

femdomsissyadult
I am going to transform you into a sissy slut
7 min

I am going to transform you into a sissy slut

7.0M
0
09/29/2025, 04:21

From: XVideos

femdomsissyadult
Put on my panties you sissy fem boy bitch
5 min

Put on my panties you sissy fem boy bitch

5.0M
0
09/29/2025, 04:19

From: XVideos

femdompantiessissy+1
Sissy Body Swap: Katie Takes Over
6 min

Sissy Body Swap: Katie Takes Over

6.0M
0
09/29/2025, 04:13

From: XVideos

sissyadult
Gitti and Sissy use wet toys and d. hot piss
5 min

Gitti and Sissy use wet toys and d. hot piss

5.0M
0
09/29/2025, 04:11

From: XVideos

hotsissyadult
You can be my new sissy dress up doll
8 min

You can be my new sissy dress up doll

8.0M
0
09/29/2025, 03:59

From: XVideos

dressfemdomsissy+1
When I put on my lingerie I am one hot sissy girl
10 min

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

10.0M
0
09/29/2025, 03:58

From: XVideos

hotlingeriegirl+2
I will turn into such a pretty little sissy whore
5 min

I will turn into such a pretty little sissy whore

5.0M
0
09/29/2025, 03:51

From: XVideos

femdomprettysissy+1
You look much cuter dressed as a sissy girl
5 min

You look much cuter dressed as a sissy girl

5.0M
0
09/29/2025, 03:48

From: XVideos

femdomgirlsissy+1
Watch me transform into a hot ebony sissy girl
11 min

Watch me transform into a hot ebony sissy girl

11.0M
0
09/29/2025, 03:37

From: XVideos

ebonyhotgirl+2
You look super cute dressed as a sissy girl
7 min

You look super cute dressed as a sissy girl

7.0M
0
09/29/2025, 03:34

From: XVideos

cutefemdomgirl+2
My sissy ass needs a nice hard pounding
9 min

My sissy ass needs a nice hard pounding

9.0M
0
09/29/2025, 03:34

From: XVideos

assfemdomhard+2
I cant wait to make you into a little sissy girl
8 min

I cant wait to make you into a little sissy girl

8.0M
0
09/29/2025, 03:26

From: XVideos

femdomgirlsissy+1
Don’t worry, we love sissy guys like you
8 min

Don’t worry, we love sissy guys like you

8.0M
0
09/29/2025, 03:18

From: XVideos

femdomsissyadult
I think you have what it takes to be a sissy girl
5 min

I think you have what it takes to be a sissy girl

5.0M
0
09/29/2025, 03:11

From: XVideos

femdomgirlsissy+1
I think you will make a great sissy boy slut
8 min

I think you will make a great sissy boy slut

8.0M
0
09/29/2025, 03:02

From: XVideos

femdomsissyadult
see thro fanny fucks
5 min

see thro fanny fucks

5.0M
0
09/29/2025, 02:18

From: XVideos

sissyadult
Crossdresser toy story - butt fucking with vibro collection
5 min

Crossdresser toy story - butt fucking with vibro collection

5.0M
0
09/29/2025, 02:00

From: XVideos

buttsissystory+1
Babe or ? A sissy transformation
5 min

Babe or ? A sissy transformation

5.0M
0
09/29/2025, 01:01

From: XVideos

babesissyadult
Sissy is a horny lesbian
12 min

Sissy is a horny lesbian

12.0M
0
09/28/2025, 22:53

From: XVideos

hornylesbiansissy+1
Downfall of a Sissy
5 min

Downfall of a Sissy

5.0M
0
09/28/2025, 22:24

From: XVideos

sissyadult
Dressing you like a sissy and spanking your ass
10 min

Dressing you like a sissy and spanking your ass

10.0M
0
09/28/2025, 21:43

From: XVideos

assfemdomsissy+1
A sissy plays with herself.
8 min

A sissy plays with herself.

8.0M
0
09/28/2025, 21:43

From: XVideos

sissyadult
ANAL LOVING SISSY BOY Fucks Mason Jar
8 min

ANAL LOVING SISSY BOY Fucks Mason Jar

8.0M
0
09/28/2025, 19:17

From: XVideos

analsissyadult
Sissy whore taking strap on cock
13 min

Sissy whore taking strap on cock

13.0M
0
09/28/2025, 18:15

From: XVideos

cocksissyadult
Silvia sissy crossdresser 2013 02
9 min

Silvia sissy crossdresser 2013 02

9.0M
0
09/28/2025, 18:06

From: XVideos

sissyadult
Silvia sissy crossdresser 2013 00
5 min

Silvia sissy crossdresser 2013 00

5.0M
0
09/28/2025, 17:16

From: XVideos

sissyadult
sissy feat. gaga
5 min

sissy feat. gaga

5.0M
0
09/28/2025, 17:00

From: XVideos

sissyadult
Sissy Shower
30 min

Sissy Shower

30.0M
0
09/28/2025, 16:49

From: XVideos

showersissyadult
Sissy with the garden hose in the back yard
5 min

Sissy with the garden hose in the back yard

5.0M
0
09/28/2025, 16:46

From: XVideos

sissyadult
Silvia sissy crossdresser 2012 01
5 min

Silvia sissy crossdresser 2012 01

5.0M
0
09/28/2025, 16:39

From: XVideos

sissyadult
Sexy euro teen Sissy suck dick with a lollipo
5 min

Sexy euro teen Sissy suck dick with a lollipo

5.0M
0
09/28/2025, 08:15

From: XVideos

dickteensissy+1
sissy sex slave
7 min

sissy sex slave

7.0M
0
09/27/2025, 17:54

From: XVideos

sexsissyadult
Sissy Sweet
17 min

Sissy Sweet

17.0M
0
09/27/2025, 16:59

From: XVideos

sissyadult
Mommy feeds diaper wearing boy and strap-on fucks his tight sissy ass
6 min

Mommy feeds diaper wearing boy and strap-on fucks his tight sissy ass

6.0M
0
09/27/2025, 15:51

From: XVideos

asssissyadult
Skinny freak strapon fucks adult b. then jerks his sissy cock till he cums
7 min

Skinny freak strapon fucks adult b. then jerks his sissy cock till he cums

7.0M
0
09/27/2025, 15:43

From: XVideos

cocksissyskinny+1
Skinny mom uses huge strapon to fuck her sissy adult babys asshole doggystyle
7 min

Skinny mom uses huge strapon to fuck her sissy adult babys asshole doggystyle

7.0M
0
09/27/2025, 15:31

From: XVideos

hugedoggystylefuck+4
Sissy Boy Licks Cukcolds Cum v6sex porn video
5 min

Sissy Boy Licks Cukcolds Cum v6sex porn video

5.0M
0
09/27/2025, 14:52

From: XVideos

cumsissyadult
Sissy Maid
54 min

Sissy Maid

54.0M
0
09/27/2025, 14:41

From: XVideos

maidsissyadult
MILF Embarrasses Sissy Hubby
5 min

MILF Embarrasses Sissy Hubby

5.0M
0
09/27/2025, 12:42

From: XVideos

milfsissyadult
mistress first CBT with sissy cuckold
9 min

mistress first CBT with sissy cuckold

9.0M
0
09/27/2025, 12:32

From: XVideos

cuckoldfirstsissy+1
Doing Something Naughty For Sissy Hubby
5 min

Doing Something Naughty For Sissy Hubby

5.0M
0
09/27/2025, 12:19

From: XVideos

sissyadult
Polish Mistress - sissy trainer
7 min

Polish Mistress - sissy trainer

7.0M
0
09/27/2025, 12:01

From: XVideos

polishsissyadult
Demoted from Boyfriend to Sissy
12 min

Demoted from Boyfriend to Sissy

12.0M
0
09/27/2025, 11:37

From: XVideos

sissyadult
Hubby's A Sissy Watching Hot MILF
5 min

Hubby's A Sissy Watching Hot MILF

5.0M
0
09/27/2025, 11:35

From: XVideos

hotmilfsissy+1
Exploring The Sissy In Me
5 min

Exploring The Sissy In Me

5.0M
0
09/27/2025, 11:19

From: XVideos

sissyadult
Latex sissy slut panked and strapon fucked
7 min

Latex sissy slut panked and strapon fucked

7.0M
0
09/27/2025, 11:13

From: XVideos

sissyadult
Strapon sissy
5 min

Strapon sissy

5.0M
0
09/27/2025, 11:13

From: XVideos

sissyadult
Sissy slave got fisted by mistress
5 min

Sissy slave got fisted by mistress

5.0M
0
09/27/2025, 11:05

From: XVideos

sissyadult
Sexy euro teen Sissy Lollipop suck dick in 69
5 min

Sexy euro teen Sissy Lollipop suck dick in 69

5.0M
0
09/27/2025, 11:04

From: XVideos

dickteensissy+1
Sissy in latex got fisted by latex mistress
8 min

Sissy in latex got fisted by latex mistress

8.0M
0
09/27/2025, 11:01

From: XVideos

sissyadult
Sissy slave fuck by her mistress
8 min

Sissy slave fuck by her mistress

8.0M
0
09/27/2025, 10:58

From: XVideos

fucksissyadult
Mistress fuck her sissy slave
9 min

Mistress fuck her sissy slave

9.0M
0
09/27/2025, 10:57

From: XVideos

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