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Sissy Boy Porn Videos (2,996)

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I got Distracted during my Piano Practice. - Pornhub Gay
90%
5:05
I got Distracted during my Piano Practice. - Pornhub Gay

Pornhub 3 years ago

Tight Twink Fucking little Ass - Pornhub Gay
89%
4:05
Tight Twink Fucking little Ass - Pornhub Gay

Pornhub 2 years ago

Masturbation on Horseback💞japanese Crossdresser Masturbation
93%
7:20
Masturbation on Horseback💞japanese Crossdresser Masturbation

Pornhub 2 years ago

Self Bondage and Breathe Play - Pornhub Gay
91%
3:57
Self Bondage and Breathe Play - Pornhub Gay

Pornhub 2 years ago

Hattabi4ik Horny Sissy Boy Hot Cumshot and Massive Gold Rain
91%
1:28
Hattabi4ik Horny Sissy Boy Hot Cumshot and Massive Gold Rain

Pornhub 3 years ago

Chubby Femboy Cumming - Pornhub Gay
91%
13:55
Chubby Femboy Cumming - Pornhub Gay

Pornhub 2 years ago

For You, Sissy Boy!
9:05
For You, Sissy Boy!

CrazyPorn 4 years ago

Oiled up Putting on Chastity Cage - Pornhub Gay
90%
1:27
Oiled up Putting on Chastity Cage - Pornhub Gay

Pornhub 2 years ago

11-inch BBC Dildo Fucks Oily Tgirls Asshole
92%
6:02
11-inch BBC Dildo Fucks Oily Tgirls Asshole

Pornhub 3 years ago

STEP-MOM TAKE APPOINTMENT WITH a TRANS FOR STEP-SON
91%
2:22
STEP-MOM TAKE APPOINTMENT WITH a TRANS FOR STEP-SON

Pornhub 3 years ago

ULTIMATE SISSYGASM COMPILATION with SEX MACHINE | SHEMALE VERONICA TABOO
91%
8:13
ULTIMATE SISSYGASM COMPILATION with SEX MACHINE | SHEMALE VERONICA TABOO

Pornhub 4 years ago

Plugged & Caged Exhibitionist Fucks his Ass with Dildo at Parking Garage - Pornhub Gay
91%
3:35
Plugged & Caged Exhibitionist Fucks his Ass with Dildo at Parking Garage - Pornhub Gay

Pornhub 7 years ago

Daddy's Naughty Treat Felt so Good I Peed my Pants!💖crossdresser Masturbation
93%
15:37
Daddy's Naughty Treat Felt so Good I Peed my Pants!💖crossdresser Masturbation

Pornhub 2 years ago

Compilation Slim Sissy Shemale with Tiny little Dick
93%
7:26
Compilation Slim Sissy Shemale with Tiny little Dick

Pornhub 2 years ago

Hattabi4ik Home Fapping and Creampie Cumshot
100%
9:21
Hattabi4ik Home Fapping and Creampie Cumshot

Pornhub 4 years ago

Japanese Sissy Masturbate while Giving Blowjob & Irrumatio【女装 男の娘 Crossdresser Ladyboy】
91%
2:46
Japanese Sissy Masturbate while Giving Blowjob & Irrumatio【女装 男の娘 Crossdresser Ladyboy】

Pornhub 2 years ago

Slow ASMR Frotting with a Shemale
91%
2:10
Slow ASMR Frotting with a Shemale

Pornhub 2 years ago

Fat Black Ass for Sale🍑💦 - Pornhub Gay
91%
0:16
Fat Black Ass for Sale🍑💦 - Pornhub Gay

Pornhub 3 years ago

Sissy Training Dirty Talk POV Video: Sexy MILF Dominatrix - FemDom Lesson!
93%
12:42
Sissy Training Dirty Talk POV Video: Sexy MILF Dominatrix - FemDom Lesson!

Pornhub 3 years ago

I always get a Naughty Treat from my Dad after School ✨crossdresser
88%
8:03
I always get a Naughty Treat from my Dad after School ✨crossdresser

Pornhub 2 years ago

Crossdressing Kink taken too far Ft Queen Colleen
93%
1:02
Crossdressing Kink taken too far Ft Queen Colleen

Pornhub 2 years ago

A Naughty Girl Masturbates right after School✨japanese Crossdresser
89%
6:06
A Naughty Girl Masturbates right after School✨japanese Crossdresser

Pornhub 2 years ago

Sissy Sonya on Gyno Chair in Chastity Fucked by Fucking Machine Dragon Dildo
89%
6:36
Sissy Sonya on Gyno Chair in Chastity Fucked by Fucking Machine Dragon Dildo

Pornhub 2 years ago

Sissy CumDump, CD Sarah Millward, smokes and tries to look sexy, like an MILF tart
58%
5:37
Sissy CumDump, CD Sarah Millward, smokes and tries to look sexy, like an MILF tart

XVideos 3 years ago

My little Clit Twitched and Rejoiced at the Hard Pistons💖crossdresser Masturbation
92%
2:32
My little Clit Twitched and Rejoiced at the Hard Pistons💖crossdresser Masturbation

Pornhub 2 years ago

Cum Dripping💓sex Machine with Screaming Pistons💞japanese Crossdresser Masturbation
90%
6:21
Cum Dripping💓sex Machine with Screaming Pistons💞japanese Crossdresser Masturbation

Pornhub 2 years ago

VUOI CIUCCIARE IL CAZZO ED ESSERE INCULATO DALTIPO DELLLA TUA EX (ita) (preview- Link on Video)
90%
2:01
VUOI CIUCCIARE IL CAZZO ED ESSERE INCULATO DALTIPO DELLLA TUA EX (ita) (preview- Link on Video)

Pornhub 2 years ago

A Naughty Girl Shakes her whole Body and Plays Tricks on her Butt Hole💖japanese Crossdresser
92%
8:16
A Naughty Girl Shakes her whole Body and Plays Tricks on her Butt Hole💖japanese Crossdresser

Pornhub 3 years ago

Hattabi4ik Sissy Boy Hot Ass Cumshot
100%
2:28
Hattabi4ik Sissy Boy Hot Ass Cumshot

Pornhub 3 years ago

Ruined in Urethral Chastity Cage
93%
4:44
Ruined in Urethral Chastity Cage

Pornhub 2 years ago

Moni Sissy boy anal dildo
92%
4:58
Moni Sissy boy anal dildo

XVideos 6 years ago

Sexy Panties Spank Me, I Shake my Ass and Jerk off my Dick, I Love Masturbation Outdoors - Pornhub Gay
90%
4:14
Sexy Panties Spank Me, I Shake my Ass and Jerk off my Dick, I Love Masturbation Outdoors - Pornhub Gay

Pornhub 4 years ago

Cute Boy
91%
0:29
Cute Boy

Pornhub 5 years ago

Hattabi4ik Massive Gold Rain and Cumshot
91%
1:53
Hattabi4ik Massive Gold Rain and Cumshot

Pornhub 3 years ago

A Naughty Girl who Takes Pleasure in Stimulating her Asshole✨crossdresser Masturbation
89%
7:11
A Naughty Girl who Takes Pleasure in Stimulating her Asshole✨crossdresser Masturbation

Pornhub 2 years ago

Bottom Twunk BBC Obsession (Full:LaceVoid,com) - Pornhub Gay
92%
3:30
Bottom Twunk BBC Obsession (Full:LaceVoid,com) - Pornhub Gay

Pornhub 4 years ago

Shun Yaoi Femboy - do you want to see what this Cute FEMBOY can Do?
90%
11:10
Shun Yaoi Femboy - do you want to see what this Cute FEMBOY can Do?

Pornhub 5 years ago

Hattabi4ik Massive Gold Rain Sissy Boy Training Slut
92%
3:37
Hattabi4ik Massive Gold Rain Sissy Boy Training Slut

Pornhub 3 years ago

Femboy Double Dildo Gape - Pornhub Gay
91%
6:44
Femboy Double Dildo Gape - Pornhub Gay

Pornhub 5 years ago

Wife Pisses like a Super Soaker on Husbands Face
91%
1:17
Wife Pisses like a Super Soaker on Husbands Face

Pornhub 5 years ago

Therapy Session for Sissy Boys
100%
12:28
Therapy Session for Sissy Boys

xHamster 1 year ago

Hot Tranny Fucks her Asshole with her own Dick and than Gapes her Asshole
89%
4:30
Hot Tranny Fucks her Asshole with her own Dick and than Gapes her Asshole

Pornhub 3 years ago

MODEL MONTAGE Compilation from NylonLingerie Studio
89%
1:59:59
MODEL MONTAGE Compilation from NylonLingerie Studio

Pornhub 3 years ago

My first Video / Soft Sissy Masturbation - Pornhub Gay
91%
9:03
My first Video / Soft Sissy Masturbation - Pornhub Gay

Pornhub 2 years ago

Curvy Shemale with Big Boobs Fucking her Anus
93%
0:49
Curvy Shemale with Big Boobs Fucking her Anus

Pornhub 2 years ago

✨girl Playing Tricks on her Asshole with a Dildo✨japanese Crossdresser Masturbation
91%
14:51
✨girl Playing Tricks on her Asshole with a Dildo✨japanese Crossdresser Masturbation

Pornhub 3 years ago

A Naughty Girl Plays with her Butthole with a Dildo and Writhes in Agony💖japanese Crossdresser
92%
8:51
A Naughty Girl Plays with her Butthole with a Dildo and Writhes in Agony💖japanese Crossdresser

Pornhub 3 years ago

Stimulate the Asshole with Anal Beads✨japanese Crossdresser Masturbation
91%
8:35
Stimulate the Asshole with Anal Beads✨japanese Crossdresser Masturbation

Pornhub 2 years ago

BBC dildo fucks my boy pussy
82%
0:50
BBC dildo fucks my boy pussy

XNXX 6 years ago

SHUT UP!! AND BE PATIENT!! I WILL MAKE YOU MY SISSY
89%
7:21
SHUT UP!! AND BE PATIENT!! I WILL MAKE YOU MY SISSY

Pornhub 2 years ago

Girl Masturbating with a Dildo in her Asshole💖japanese Crossdresser Masturbation
89%
11:45
Girl Masturbating with a Dildo in her Asshole💖japanese Crossdresser Masturbation

Pornhub 2 years ago

Therapy Session for Sissy Boys
100%
12:28
Therapy Session for Sissy Boys

xHamster 1 year ago

Be a Fulltime SIssy Daily Listening Mesmerize
89%
8:16
Be a Fulltime SIssy Daily Listening Mesmerize

Pornhub 2 years ago

Hot Crossdresser Shoots Big Cumshot Ft Trans Femdom
88%
0:29
Hot Crossdresser Shoots Big Cumshot Ft Trans Femdom

Pornhub 2 years ago

Naughty Girl who Takes Pleasure in getting her Pussy Covered in Cream💖crossdresser Masturbation
92%
11:16
Naughty Girl who Takes Pleasure in getting her Pussy Covered in Cream💖crossdresser Masturbation

Pornhub 2 years ago

Sissy Crossdresser Stuffed while Fucking a Flesh Light!
91%
4:10
Sissy Crossdresser Stuffed while Fucking a Flesh Light!

Pornhub 7 years ago

Widow Torrez Trap Compilation 2022 Part 1
92%
8:04
Widow Torrez Trap Compilation 2022 Part 1

Pornhub 3 years ago

Cute Gothic E-girl Sissygasm with Dildo
91%
2:44
Cute Gothic E-girl Sissygasm with Dildo

Pornhub 2 years ago

JKの女装でオナニー
89%
9:59
JKの女装でオナニー

Pornhub 1 year ago

Hattabi4ik Cumshot
100%
2:45
Hattabi4ik Cumshot

Pornhub 4 years ago

Sissy Slut in Sexy Red Lingerie uses Butt Plug and Talks Dirty
90%
2:30
Sissy Slut in Sexy Red Lingerie uses Butt Plug and Talks Dirty

Pornhub 3 years ago

Stretching my Sissy Ass Playing with Big Dildo - Pornhub Gay
90%
12:56
Stretching my Sissy Ass Playing with Big Dildo - Pornhub Gay

Pornhub 4 years ago

Diaper Boys, Peeing in their Diapers. - Pornhub Gay
90%
1:12
Diaper Boys, Peeing in their Diapers. - Pornhub Gay

Pornhub 3 years ago

Naughty Girl Playing Tricks on her Asshole with a Huge Anal Plug💖japanese Crossdresser Masturbation
93%
7:26
Naughty Girl Playing Tricks on her Asshole with a Huge Anal Plug💖japanese Crossdresser Masturbation

Pornhub 2 years ago

Sissy Femboy Viper Fierce Bubble Butt Compilation
90%
8:16
Sissy Femboy Viper Fierce Bubble Butt Compilation

Pornhub 3 years ago

Fuck Machine makes me Cum, with Chastity Cage (As Sissy) - Pornhub Gay
92%
2:26
Fuck Machine makes me Cum, with Chastity Cage (As Sissy) - Pornhub Gay

Pornhub 3 years ago

Crossdresser Rides Huge Dildo on Fuckstool
92%
6:01
Crossdresser Rides Huge Dildo on Fuckstool

Pornhub 3 years ago

Naughty is Girl Secretly Comforts herself in the Mid Night✨crossdresser Masturbation
92%
3:28
Naughty is Girl Secretly Comforts herself in the Mid Night✨crossdresser Masturbation

Pornhub 2 years ago

SISSY BOY Licking DADDYS ASS AND SUCKING HIS HUGE BALLS (AUDIO ROLEPLAY) DADDY AND THE SISSY - Pornhub Gay
88%
3:43
SISSY BOY Licking DADDYS ASS AND SUCKING HIS HUGE BALLS (AUDIO ROLEPLAY) DADDY AND THE SISSY - Pornhub Gay

Pornhub 2 years ago

Fucking up to an Explosion of Sperm from a Beautiful Femboy Trapik 💦💦💦 - Pornhub Gay
89%
12:28
Fucking up to an Explosion of Sperm from a Beautiful Femboy Trapik 💦💦💦 - Pornhub Gay

Pornhub 3 years ago

Kinky Ruined Twink with Skinny Femboy! - Pornhub Gay
90%
15:32
Kinky Ruined Twink with Skinny Femboy! - Pornhub Gay

Pornhub 2 years ago

Shemale using a Penis Pump on her Limp Sissy Dick
90%
5:55
Shemale using a Penis Pump on her Limp Sissy Dick

Pornhub 2 years ago

Intense Masturbation of a Naughty Girl💞crossdresser
88%
8:50
Intense Masturbation of a Naughty Girl💞crossdresser

Pornhub 3 years ago

Chubby Sissy Jumping on Dildo
91%
7:48
Chubby Sissy Jumping on Dildo

Pornhub 2 years ago

Cumshot from the back (Phat Booty)
91%
1:53
Cumshot from the back (Phat Booty)

Pornhub 5 years ago

Issy Girl Cumming a Huge Load all over her Mommy Panties... she Leaves them Covered with Cum
90%
5:29
Issy Girl Cumming a Huge Load all over her Mommy Panties... she Leaves them Covered with Cum

Pornhub 2 years ago

Femdom
89%
9:31
Femdom

XNXX 3 years ago

Trangender Fuck with a Big Dildo/abradabrer Dreams
93%
4:56
Trangender Fuck with a Big Dildo/abradabrer Dreams

Pornhub 3 years ago

Femboy Booty Compilation - Pornhub Gay
90%
4:45
Femboy Booty Compilation - Pornhub Gay

Pornhub 3 years ago

High-speed Piston Stimulates the Asshole💞crossdresser
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5:37
High-speed Piston Stimulates the Asshole💞crossdresser

Pornhub 2 years ago

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