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Sissy Boy Porn Videos (2,996)

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SisK Wearing Tiny Purple Chastity Cage
91%
4:20
SisK Wearing Tiny Purple Chastity Cage

Pornhub 5 years ago

MILF MARRES HAS AN ORGASM WHILE JERKING OFF BARRES' DICK
83%
20:47
MILF MARRES HAS AN ORGASM WHILE JERKING OFF BARRES' DICK

Pornhub 1 year ago

Hot Tranny Strokes her Dick in the Sexy Lingerie
92%
1:49
Hot Tranny Strokes her Dick in the Sexy Lingerie

Pornhub 3 years ago

ASMR Faceless Solo Femboy Sissy Twink in Tiny Thong Masturbating (feet Fetish)
90%
1:03
ASMR Faceless Solo Femboy Sissy Twink in Tiny Thong Masturbating (feet Fetish)

Pornhub 1 year ago

MY SEXY GUY JERKS 'TIL HE HAS a HOT CUMSHOT - Pornhub Gay
93%
8:27
MY SEXY GUY JERKS 'TIL HE HAS a HOT CUMSHOT - Pornhub Gay

Pornhub 1 year ago

Sissy Girl Locked in Chastity Destroyed by Big BBC Toy Jessiesissyadventures
86%
0:24
Sissy Girl Locked in Chastity Destroyed by Big BBC Toy Jessiesissyadventures

Pornhub 2 years ago

Cannego: Juicy Sissy Clit
92%
0:18
Cannego: Juicy Sissy Clit

Pornhub 3 years ago

11-inch BBC Penetrates Tgirl Deep into her Tinny Asshole
89%
5:33
11-inch BBC Penetrates Tgirl Deep into her Tinny Asshole

Pornhub 3 years ago

Hot Trans Nurse Fucks her Asshole with Multiple Dildos
89%
8:03
Hot Trans Nurse Fucks her Asshole with Multiple Dildos

Pornhub 3 years ago

Teased while being inside Cock Cage with Vibrator Masturbating with Latex Glove Leads to two Cumshot - Pornhub Gay
89%
7:40
Teased while being inside Cock Cage with Vibrator Masturbating with Latex Glove Leads to two Cumshot - Pornhub Gay

Pornhub 4 years ago

Crossdresser Saray Isis Amay Shiny Dress
89%
13:19
Crossdresser Saray Isis Amay Shiny Dress

Pornhub 2 years ago

Sissy Boy Gets Humiliated while listening to Alice
13:06
Sissy Boy Gets Humiliated while listening to Alice

CrazyPorn 4 years ago

Chastity Cage and Anal Plug - Pornhub Gay
3:06
Chastity Cage and Anal Plug - Pornhub Gay

Pornhub 2 years ago

Sexy Young Shemale in Pigtails and Latex Miniskirt Riding a 12-inch BBC
100%
1:03
Sexy Young Shemale in Pigtails and Latex Miniskirt Riding a 12-inch BBC

Pornhub 2 years ago

Sissy Queen's Cigarette Break during Masturbation! Smoking Model Veronica Taboo Blows Smoke!
100%
13:03
Sissy Queen's Cigarette Break during Masturbation! Smoking Model Veronica Taboo Blows Smoke!

Pornhub 2 years ago

Allie North in a Green Skirt Sissy
92%
6:55
Allie North in a Green Skirt Sissy

Pornhub 4 years ago

Ezra_Kyle25 Sexy Morning Shower ! Full Video on only Fans: Ezra_kyle25 - Pornhub Gay
86%
3:15
Ezra_Kyle25 Sexy Morning Shower ! Full Video on only Fans: Ezra_kyle25 - Pornhub Gay

Pornhub 3 years ago

Adorable boy pissing inside the forest
1:50
Adorable boy pissing inside the forest

4KPorn 3 years ago

Personal Intimate Solo Bedroom Scene - a Gift for a Fan
90%
2:04
Personal Intimate Solo Bedroom Scene - a Gift for a Fan

Pornhub 1 year ago

Sissy Girl Cumming in Mom Panties after Stealing her Panties - Pornhub Gay
83%
5:38
Sissy Girl Cumming in Mom Panties after Stealing her Panties - Pornhub Gay

Pornhub 2 years ago

Love curious men. I got something to play.
2:03
Love curious men. I got something to play.

ThisVid 2 months ago

Car panty show
50%
6:34
Car panty show

XVideos 4 years ago

I tried doing Chaturbate while Cosplaying as Ram and Record everything so you Guys Dont miss it
91%
15:53
I tried doing Chaturbate while Cosplaying as Ram and Record everything so you Guys Dont miss it

Pornhub 5 years ago

Fauna Enjoying herself Fucking her own Ass
92%
2:20
Fauna Enjoying herself Fucking her own Ass

Pornhub 2 years ago

The Sissy Mantra
91%
4:12
The Sissy Mantra

Pornhub 6 years ago

Hattabi4ik Horny Sissy Boy Intro Slut Cumshot
88%
0:23
Hattabi4ik Horny Sissy Boy Intro Slut Cumshot

Pornhub 3 years ago

Trans Girl in Red Lingerie Moans while Riding a Dildo
88%
2:51
Trans Girl in Red Lingerie Moans while Riding a Dildo

Pornhub 3 years ago

Anal Edging Cum Sissy Femboy Sex Toy Fetish
88%
8:35
Anal Edging Cum Sissy Femboy Sex Toy Fetish

Pornhub 3 years ago

Sissy in Permanent Chastity Cage under Long Skirt
92%
3:22
Sissy in Permanent Chastity Cage under Long Skirt

Pornhub 4 years ago

SISSY SLUT TWINK FANTASIZING ABOUT ROUGHT THREESOME FUCK WITH FAN'S - Pornhub Gay
91%
3:25
SISSY SLUT TWINK FANTASIZING ABOUT ROUGHT THREESOME FUCK WITH FAN'S - Pornhub Gay

Pornhub 6 years ago

Clips 4 Sale - Young Goddess Trains Her Sissy Bitch Ass
14:32
Clips 4 Sale - Young Goddess Trains Her Sissy Bitch Ass

FapCat 3 years ago

Clips 4 Sale - Step-Mommy Makes Sissy Boy Kit For You
15:05
Clips 4 Sale - Step-Mommy Makes Sissy Boy Kit For You

FapCat 2 years ago

Sissy Boy Fuck into Crazy Insane Amazon Position Dominated with Knots while
3:28
Sissy Boy Fuck into Crazy Insane Amazon Position Dominated with Knots while

CrazyPorn 4 years ago

Amazon Teenie Tying up Sissy Blindfolded Boy with Ebony Clip Fucks him & Pee his Face with his Cum
14:45
Amazon Teenie Tying up Sissy Blindfolded Boy with Ebony Clip Fucks him & Pee his Face with his Cum

CrazyPorn 4 years ago

Beautiful Femboy Hard Fleshlight Fuck
93%
2:13
Beautiful Femboy Hard Fleshlight Fuck

Pornhub 3 years ago

Hot Shemale Gets Fucked Doggy Style with a Sex Machine
89%
2:07
Hot Shemale Gets Fucked Doggy Style with a Sex Machine

Pornhub 3 years ago

20yr old Crossdresser Waiting for Daddy
89%
0:45
20yr old Crossdresser Waiting for Daddy

Pornhub 3 years ago

Amateur Matuer Stepmommy Sissafies you with SPH
4:20
Amateur Matuer Stepmommy Sissafies you with SPH

4KPorn 4 years ago

Sissy Boy Playing the first Time with a Vibrator
92%
7:46
Sissy Boy Playing the first Time with a Vibrator

Pornhub 4 years ago

Me Fucking my Tiny Pathetic Dick with 2 Fingers - Pornhub Gay
91%
0:35
Me Fucking my Tiny Pathetic Dick with 2 Fingers - Pornhub Gay

Pornhub 6 years ago

Sissy Hypno Feminization | Sissy Trainer | Sissification
81%
15:30
Sissy Hypno Feminization | Sissy Trainer | Sissification

SpankBang 3 years ago

Young Bimbo Sissy Flops her Dick while Riding a 10-inch BBC
86%
2:43
Young Bimbo Sissy Flops her Dick while Riding a 10-inch BBC

Pornhub 3 years ago

FAT SHAMING MY STEP-BROTHER
86%
2:23
FAT SHAMING MY STEP-BROTHER

Pornhub 3 years ago

Crossdresser Gurl Lanacd Bending over in Glory Hole Leggings Dildo Anal Training
86%
3:06
Crossdresser Gurl Lanacd Bending over in Glory Hole Leggings Dildo Anal Training

Pornhub 3 years ago

Sexy Sissy Boy // Instagram:@cameronboycol // twitter:@cameronboyXXX - Pornhub Gay
89%
0:16
Sexy Sissy Boy // Instagram:@cameronboycol // twitter:@cameronboyXXX - Pornhub Gay

Pornhub 5 years ago

Sissy CD Anal Ball Play - Pornhub Gay
88%
2:36
Sissy CD Anal Ball Play - Pornhub Gay

Pornhub 2 years ago

Moni Sissy dlack big dic
83%
2:40
Moni Sissy dlack big dic

XVideos 6 years ago

Hot Tranny Girl Begging for your Cum [fill me Up]
100%
3:54
Hot Tranny Girl Begging for your Cum [fill me Up]

Pornhub 3 years ago

делаю уборку в квартире в трусах и кроссовках - Pornhub Gay
6:30
делаю уборку в квартире в трусах и кроссовках - Pornhub Gay

Pornhub 3 years ago

Handjob Panties ( Onlyfans - @handjobmen ) - Pornhub Gay
88%
2:25
Handjob Panties ( Onlyfans - @handjobmen ) - Pornhub Gay

Pornhub 6 years ago

Sissy Femboy Flashing in a Park
90%
0:58
Sissy Femboy Flashing in a Park

Pornhub 5 years ago

Cute Tranny Deepthroating and Sucking your Big Dick
83%
0:51
Cute Tranny Deepthroating and Sucking your Big Dick

Pornhub 2 years ago

Sissy Femboy in Fishnet Distroy Anal - Pornhub Gay
92%
12:21
Sissy Femboy in Fishnet Distroy Anal - Pornhub Gay

Pornhub 2 years ago

BIG BOOTY FEMBOI CAGED AND PLUGGED - Pornhub Gay
86%
4:57
BIG BOOTY FEMBOI CAGED AND PLUGGED - Pornhub Gay

Pornhub 2 years ago

Naughty Girl is Spends the Day with a Lid on her Asshole✨crossdresser
88%
9:01
Naughty Girl is Spends the Day with a Lid on her Asshole✨crossdresser

Pornhub 2 years ago

Sissy Girl Destroys Locked Clitty with Big BBC Toy Jessiesissyadventures
90%
0:46
Sissy Girl Destroys Locked Clitty with Big BBC Toy Jessiesissyadventures

Pornhub 2 years ago

Slim Shemale Sissy Femboy Pussy Plug Big Clit Throbbing - Pornhub Gay
88%
0:17
Slim Shemale Sissy Femboy Pussy Plug Big Clit Throbbing - Pornhub Gay

Pornhub 3 years ago

Cute Japanese Crossdresser 32, Cumshot in the Hotel Bathtub in a Swimming Costume
89%
5:53
Cute Japanese Crossdresser 32, Cumshot in the Hotel Bathtub in a Swimming Costume

Pornhub 3 years ago

Femboy Double Anal Orgasm with Dildo
91%
3:05
Femboy Double Anal Orgasm with Dildo

Pornhub 4 years ago

Young Shemale Teasing with her Huge Cock
83%
2:58
Young Shemale Teasing with her Huge Cock

Pornhub 3 years ago

Locked Sissy Gets Pleasure with Urethral Masturbation and Fucks herself with a Butt Plug. - Pornhub Gay
91%
16:05
Locked Sissy Gets Pleasure with Urethral Masturbation and Fucks herself with a Butt Plug. - Pornhub Gay

Pornhub 3 years ago

The Lust of Sissy Boy "trap Cat" Part 1
88%
8:01
The Lust of Sissy Boy "trap Cat" Part 1

Pornhub 4 years ago

Sexy Shemale is Dancing on a 11-inch BBC Dildo
89%
5:01
Sexy Shemale is Dancing on a 11-inch BBC Dildo

Pornhub 3 years ago

Fem Crossdresser Lana Peeing with Semi Erect Cock
89%
5:24
Fem Crossdresser Lana Peeing with Semi Erect Cock

Pornhub 3 years ago

Clips 4 Sale - Ginger In High Doc Martens Boot Is Ready To Squash You Right Now, fc038h 720p
9:58
Clips 4 Sale - Ginger In High Doc Martens Boot Is Ready To Squash You Right Now, fc038h 720p

FapCat 2 years ago

YOU WANT TO SUCK AND BE FUCKED FROM YOUR EXS BOYFRIEND (eng) (preview- Link on Video)
100%
2:14
YOU WANT TO SUCK AND BE FUCKED FROM YOUR EXS BOYFRIEND (eng) (preview- Link on Video)

Pornhub 2 years ago

Bubble Butt Tranny Sucking and Riding Dicks
100%
0:33
Bubble Butt Tranny Sucking and Riding Dicks

Pornhub 2 years ago

Dark Skinned Femboy in Neko Lingerie Shows you her Ass for Breeding
91%
1:13
Dark Skinned Femboy in Neko Lingerie Shows you her Ass for Breeding

Pornhub 4 years ago

Colita De Zorrita / Tranny Teen
91%
0:36
Colita De Zorrita / Tranny Teen

Pornhub 6 years ago

Femdom shows you her big cock featuring Kitty Milford
71%
0:35
Femdom shows you her big cock featuring Kitty Milford

XNXX 5 years ago

I Banged Sissy Boy Hard inside the Couch over the Floor and make him Eat his own Cum Mixed with
4:45
I Banged Sissy Boy Hard inside the Couch over the Floor and make him Eat his own Cum Mixed with

4KPorn 4 years ago

Travestis Amateur
83%
6:21
Travestis Amateur

Pornhub 2 years ago

Mommy Teaches Sissy how to Fuck
86%
0:34
Mommy Teaches Sissy how to Fuck

Pornhub 3 years ago

Jiggly black chub ass
80%
0:16
Jiggly black chub ass

XVideos 7 years ago

Watch brilliant MaryCherry
100%
14:55
Watch brilliant MaryCherry

PornHat 1 year ago

Sissy Schoolgirl Play with Dildo and Cum after a Week in Chastity
90%
5:58
Sissy Schoolgirl Play with Dildo and Cum after a Week in Chastity

Pornhub 5 years ago

Caged Femboy Rides Dildo in a Miniskirt - Pornhub Gay
90%
6:45
Caged Femboy Rides Dildo in a Miniskirt - Pornhub Gay

Pornhub 5 years ago

Shemale Spreading her Legs for a Huge Cock
83%
1:05
Shemale Spreading her Legs for a Huge Cock

Pornhub 2 years ago

Femboy sissy CD mtf t-girl boned by several cocks till she ejaculates
1:03
Femboy sissy CD mtf t-girl boned by several cocks till she ejaculates

4KPorn 3 years ago

Crossdressing Blonde Stockings and Heels
89%
7:00
Crossdressing Blonde Stockings and Heels

Pornhub 2 years ago

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