This is an adult website

This website contains age-restricted materials including nudity and explicit depictions of sexual activity. By entering, you confirm that you are at least 18 years of age or older.

Sissy Boy Porn Videos (2,986)

Chat with AI
Very Soft with Women's Underwear - Pornhub Gay
90%
5:15
Very Soft with Women's Underwear - Pornhub Gay

Pornhub 3 years ago

Big Dildo Stretching Tight Ass
90%
5:55
Big Dildo Stretching Tight Ass

Pornhub 3 years ago

Young Allie North CD Raw Hot Teen
90%
19:24
Young Allie North CD Raw Hot Teen

Pornhub 4 years ago

Moni Sissy is a boy
83%
11:38
Moni Sissy is a boy

XVideos 6 years ago

A Fag Gas Station Owner Teaches a Loser that cant Pay how to Suck Cock for Payment
91%
15:40
A Fag Gas Station Owner Teaches a Loser that cant Pay how to Suck Cock for Payment

Pornhub 5 years ago

I am a very Bad Girl.please Scold my Clitoris✨japanese Crossdresser
90%
3:19
I am a very Bad Girl.please Scold my Clitoris✨japanese Crossdresser

Pornhub 2 years ago

Sissy Elvi Lynx Sex Machine Analfuck - Preview
90%
2:19
Sissy Elvi Lynx Sex Machine Analfuck - Preview

Pornhub 2 years ago

Sissy Slut Rides Dildo to Music
90%
1:28
Sissy Slut Rides Dildo to Music

Pornhub 5 years ago

Hot Tranny is Streching her Anal with a 11-inch BBC Dildo
91%
3:28
Hot Tranny is Streching her Anal with a 11-inch BBC Dildo

Pornhub 3 years ago

💦a Girl Cries out as a Dildo is Pushed into Her✨crossdresser
89%
13:48
💦a Girl Cries out as a Dildo is Pushed into Her✨crossdresser

Pornhub 2 years ago

Hattabi4ik Horny Sissy Boy Hot Ass Slut Gold Rain
91%
3:16
Hattabi4ik Horny Sissy Boy Hot Ass Slut Gold Rain

Pornhub 3 years ago

Young Tranny Teases her Asshole and Dick
91%
6:24
Young Tranny Teases her Asshole and Dick

Pornhub 3 years ago

Hattabi4ik Sissy Boy Gold Rain
91%
1:43
Hattabi4ik Sissy Boy Gold Rain

Pornhub 3 years ago

interracial cuckold sex
72%
5:14
interracial cuckold sex

XNXX 7 years ago

Watch delightful julia softdome
100%
7:51
Watch delightful julia softdome

PornHat 2 years ago

Virgin Humps his Pillow and Cums on it / Big Dick / Wear Auntie's Skirt - Pornhub Gay
88%
7:30
Virgin Humps his Pillow and Cums on it / Big Dick / Wear Auntie's Skirt - Pornhub Gay

Pornhub 2 years ago

Sissy Trainer Sissy Hypno | Feminization | Sissification
79%
5:23
Sissy Trainer Sissy Hypno | Feminization | Sissification

SpankBang 3 years ago

Hattabi4ik Horny Sissy Boy Gold Rain Hot Big Ass
93%
2:36
Hattabi4ik Horny Sissy Boy Gold Rain Hot Big Ass

Pornhub 3 years ago

The Truth is I can't Wait for my Daddy to Spank me because it Feels so Good💞crossdresser Masturbati
92%
11:47
The Truth is I can't Wait for my Daddy to Spank me because it Feels so Good💞crossdresser Masturbati

Pornhub 2 years ago

Sissy Ass to Mouth and Anal Gaping with Big Dildos - Pornhub Gay
89%
59:04
Sissy Ass to Mouth and Anal Gaping with Big Dildos - Pornhub Gay

Pornhub 3 years ago

Cute Maid Faints in Agony because the Sex Machine Feels too Good✨japanese Crossdresser Masturbation
92%
24:40
Cute Maid Faints in Agony because the Sex Machine Feels too Good✨japanese Crossdresser Masturbation

Pornhub 3 years ago

Sissy Hypno Hypnosis | Feminization | Sissy Trainer | Sissification
70%
38:45
Sissy Hypno Hypnosis | Feminization | Sissy Trainer | Sissification

SpankBang 3 years ago

You wish you could Fuck Girls like Me! (Sexy Ebony Sph)
91%
2:37
You wish you could Fuck Girls like Me! (Sexy Ebony Sph)

Pornhub 5 years ago

Sissy Struggles on BBC Dildo - Pornhub Gay
92%
6:32
Sissy Struggles on BBC Dildo - Pornhub Gay

Pornhub 2 years ago

Girlfriend HUGE strap-on fucks Sissy booty
8:35
Girlfriend HUGE strap-on fucks Sissy booty

4KPorn 3 years ago

POV You Area Sissy Boy Getting Cucked By A REAL And BIG Cock SPH Small Penis Humiliation
89%
3:22
POV You Area Sissy Boy Getting Cucked By A REAL And BIG Cock SPH Small Penis Humiliation

FapCat 4 years ago

Sissy Maid Getting Banged by a Bombshell Lover and Eats Her Own Cum Off Gfs Toes
13:15
Sissy Maid Getting Banged by a Bombshell Lover and Eats Her Own Cum Off Gfs Toes

4KPorn 3 years ago

Hot Tranny Bimbo Riding a 12 Inch BBC Dildo + Oil
89%
2:18
Hot Tranny Bimbo Riding a 12 Inch BBC Dildo + Oil

Pornhub 2 years ago

Gothic Witch Takes three Large Dildos
92%
21:33
Gothic Witch Takes three Large Dildos

Pornhub 3 years ago

Femboy Cumshot Compilation 2021 | Ashley Lust - Pornhub Gay
91%
2:12
Femboy Cumshot Compilation 2021 | Ashley Lust - Pornhub Gay

Pornhub 4 years ago

Sissy boy has a prostate orgasm with make up and eyelashes
75%
11:02
Sissy boy has a prostate orgasm with make up and eyelashes

XNXX 1 year ago

🤞🏽black Slim Sissy Boy in HEAT. - Pornhub Gay
93%
1:32
🤞🏽black Slim Sissy Boy in HEAT. - Pornhub Gay

Pornhub 2 years ago

Shemale Moaning while Fucking herself with a Huge Vibrator Dildo
93%
1:24
Shemale Moaning while Fucking herself with a Huge Vibrator Dildo

Pornhub 2 years ago

Sissy Boy Shows off his Ass on Camera and Cums
93%
1:55
Sissy Boy Shows off his Ass on Camera and Cums

Pornhub 1 year ago

Femboy Jerks off and Fingers Themself for a Massive Cumshot
91%
2:57
Femboy Jerks off and Fingers Themself for a Massive Cumshot

Pornhub 3 years ago

White Girl Submissive Sissy Femboy Pussy - Pornhub Gay
88%
1:44
White Girl Submissive Sissy Femboy Pussy - Pornhub Gay

Pornhub 3 years ago

💖twitching Coming Ecstasy💖japanese Crossdresser Masturbation
88%
9:45
💖twitching Coming Ecstasy💖japanese Crossdresser Masturbation

Pornhub 2 years ago

Sperm Tasting and Peeing my Pants💞japanese Crossdresser Masturbation
89%
6:42
Sperm Tasting and Peeing my Pants💞japanese Crossdresser Masturbation

Pornhub 2 years ago

Moni Sissy dlack big dick
89%
3:15
Moni Sissy dlack big dick

XVideos 6 years ago

Taking a Study Break - Pornhub Gay
90%
4:33
Taking a Study Break - Pornhub Gay

Pornhub 4 years ago

Open my Booty Hole to Show you Close inside me Daddy Cum in me please - Pornhub Gay
91%
4:47
Open my Booty Hole to Show you Close inside me Daddy Cum in me please - Pornhub Gay

Pornhub 4 years ago

Beautiful Twink Gets Ccompletely Naked | Cute Cock | Virgin Penis | 18 Years old - Pornhub Gay
89%
6:56
Beautiful Twink Gets Ccompletely Naked | Cute Cock | Virgin Penis | 18 Years old - Pornhub Gay

Pornhub 3 years ago

CUTE FEMBOY MASTURBATES PLAYS WITH HIS ANUS AND PENIS - Pornhub Gay
90%
23:41
CUTE FEMBOY MASTURBATES PLAYS WITH HIS ANUS AND PENIS - Pornhub Gay

Pornhub 2 years ago

Giant Dick Tears me in half
90%
2:08
Giant Dick Tears me in half

Pornhub 3 years ago

Schoolgirl Sissy Jerking off her Dick
93%
4:45
Schoolgirl Sissy Jerking off her Dick

Pornhub 2 years ago

Hot Fuck Femboy with a Powerful Sinewy Thick Dick - Pornhub Gay
91%
1:30
Hot Fuck Femboy with a Powerful Sinewy Thick Dick - Pornhub Gay

Pornhub 4 years ago

My Buirthday Gift! what a better Gift than a Big BBC to Suck! ❤️🌈
92%
0:28
My Buirthday Gift! what a better Gift than a Big BBC to Suck! ❤️🌈

Pornhub 2 years ago

Sissy Slapper, Cross-dressed, Sarah Millward, smoking and posing in lingerie
50%
5:37
Sissy Slapper, Cross-dressed, Sarah Millward, smoking and posing in lingerie

XNXX 3 years ago

The Hottest Mini Skirts try on Loud Moaning (Upskirt with Panties and Pissing)
88%
3:50
The Hottest Mini Skirts try on Loud Moaning (Upskirt with Panties and Pissing)

Pornhub 2 years ago

Practice Blowjob for real cock session
50%
6:19
Practice Blowjob for real cock session

XNXX 1 year ago

Sisk Release her Clit from Chastity Cage - Pornhub Gay
92%
10:09
Sisk Release her Clit from Chastity Cage - Pornhub Gay

Pornhub 4 years ago

Shemale that Loves Sucking Big Balls
88%
4:29
Shemale that Loves Sucking Big Balls

Pornhub 2 years ago

Hunt 4K - Sissy Boy Regarde Comment Son Rendez-Vous Satisfait Un Autre Homme
80%
9:53
Hunt 4K - Sissy Boy Regarde Comment Son Rendez-Vous Satisfait Un Autre Homme

FapCat 3 years ago

Hot Russian Femboy with a Butt Plug in his Ass Finds out what Memes are
93%
1:24
Hot Russian Femboy with a Butt Plug in his Ass Finds out what Memes are

Pornhub 2 years ago

Sexy Sissy School Girl tries on an Outfit
93%
0:41
Sexy Sissy School Girl tries on an Outfit

Pornhub 2 years ago

Pov you area sissy boy gets cucked by a REAL and GIGANTIC penis SPH tiny dick humiliation
3:05
Pov you area sissy boy gets cucked by a REAL and GIGANTIC penis SPH tiny dick humiliation

4KPorn 3 years ago

Slutboyben CAM4 Brainfukked Outdoor Pig I Complete Public CAM4 SHOW - Pornhub Gay
92%
30:27
Slutboyben CAM4 Brainfukked Outdoor Pig I Complete Public CAM4 SHOW - Pornhub Gay

Pornhub 5 years ago

The Anal Trainee Lara White Amateur Gay Solo Masturbating Femboy, Sissy, Fuck Boy, Fuck Toy.
90%
3:43
The Anal Trainee Lara White Amateur Gay Solo Masturbating Femboy, Sissy, Fuck Boy, Fuck Toy.

Pornhub 3 years ago

Long Anal Dildo all in Ass
91%
1:38
Long Anal Dildo all in Ass

Pornhub 3 years ago

Tutorial on how to Assemble and use a Chastity Cage - Pornhub Gay
91%
3:34
Tutorial on how to Assemble and use a Chastity Cage - Pornhub Gay

Pornhub 4 years ago

Hattabi4ik Hot Cumshot
89%
0:29
Hattabi4ik Hot Cumshot

Pornhub 3 years ago

!!! Measurement one week load. WHAT DOES HE EAT? Amazingly Hot jizzed
6:55
!!! Measurement one week load. WHAT DOES HE EAT? Amazingly Hot jizzed

Love4Porn 4 years ago

Crossdresser Lana Growing a Hard Cock in Sexy Black Lingerie
92%
6:18
Crossdresser Lana Growing a Hard Cock in Sexy Black Lingerie

Pornhub 3 years ago

Tranny Playing with an 11-inch Beaded Black Dildo Stretching her Asshole
90%
2:15
Tranny Playing with an 11-inch Beaded Black Dildo Stretching her Asshole

Pornhub 2 years ago

A Girl who Plays Naughty Pranks in Secret Late at Night✨crossdresser Masturbation
91%
6:21
A Girl who Plays Naughty Pranks in Secret Late at Night✨crossdresser Masturbation

Pornhub 2 years ago

Naked, Lewd Girl Stimulating Nipples✨japanese Crossdresser Masturbation
91%
3:23
Naked, Lewd Girl Stimulating Nipples✨japanese Crossdresser Masturbation

Pornhub 2 years ago

CD Riding A BBC in Body Stockings
90%
3:13
CD Riding A BBC in Body Stockings

XVideos 5 years ago

Funsizejoshy93 sissy school gurl faggot at Public Park
1:40
Funsizejoshy93 sissy school gurl faggot at Public Park

ThisVid 2 months ago

4th Part - STEPMOMMY TURNS YOU INTO a SISSY
86%
3:13
4th Part - STEPMOMMY TURNS YOU INTO a SISSY

Pornhub 2 years ago

Sissy Boy Anal Dildo Training
91%
3:41
Sissy Boy Anal Dildo Training

Pornhub 3 years ago

Sissy Elvi Lynx Channel Teaser (Compilation)
93%
2:03
Sissy Elvi Lynx Channel Teaser (Compilation)

Pornhub 2 years ago

Hot Shemale Fucks her Asshole with a 11-inch BBC Dildo
89%
3:35
Hot Shemale Fucks her Asshole with a 11-inch BBC Dildo

Pornhub 3 years ago

Busty Trans Loves an 11-inch BBC Dildo in her Anus
91%
5:27
Busty Trans Loves an 11-inch BBC Dildo in her Anus

Pornhub 3 years ago

FACESITTING MY LATEX SISSY
92%
2:19
FACESITTING MY LATEX SISSY

Pornhub 3 years ago

Self Fuck Crossdresser Sissy Femboy self Fuck Big Cock in little Hairy Tight Ass
90%
1:02
Self Fuck Crossdresser Sissy Femboy self Fuck Big Cock in little Hairy Tight Ass

Pornhub 4 years ago

Cute Sissy Crossdresser Teen Masturbating with Magic Wand and Cum in her Mouth Swallow all
90%
8:13
Cute Sissy Crossdresser Teen Masturbating with Magic Wand and Cum in her Mouth Swallow all

Pornhub 4 years ago

MILF Smoking for you and Peep at these Natural Puppies SO MUCH MoRE AT #ONLYFANS 💋😘
92%
0:54
MILF Smoking for you and Peep at these Natural Puppies SO MUCH MoRE AT #ONLYFANS 💋😘

Pornhub 2 years ago

Moni Sissy Boy. Anal play
81%
5:47
Moni Sissy Boy. Anal play

XVideos 7 years ago

Hiding and Masturbating on the Balcony of his Home✨japanese Crossdresser Masturbation
92%
3:57
Hiding and Masturbating on the Balcony of his Home✨japanese Crossdresser Masturbation

Pornhub 2 years ago

BITCH GUY TWERK HE'S BIG MUSCLE ASS BEFORE BAREBACK - Pornhub Gay
91%
2:53
BITCH GUY TWERK HE'S BIG MUSCLE ASS BEFORE BAREBACK - Pornhub Gay

Pornhub 6 years ago

Related stars:
Anonfootage Allie North Julia Softdome Sissymilana Thatkinkykouplevip Sahillporn Jordan Pryce Straightstoner
Related categories:
Verified Amateurs Hd Porn Sissy Transgender Amateur Anal Femboy Masturbation Sissy Training Exclusive Fetish Sissy Crossdress Crossdresser Big Dick Toys Solo Male Gay 60fps