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Sissy Boy Porn Videos (2,996)

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Riding a BBC and Flopping my Dick
92%
1:14
Riding a BBC and Flopping my Dick

Pornhub 2 years ago

Big Booty Tranny Riding BBC | View from the back
92%
1:08
Big Booty Tranny Riding BBC | View from the back

Pornhub 2 years ago

Anal Sub Pig Female Domination Domination with Pegging and milking him
30:10
Anal Sub Pig Female Domination Domination with Pegging and milking him

4KPorn 4 years ago

Shemale Jerking off in Missionary Position with a School Girl Skirt on
88%
4:59
Shemale Jerking off in Missionary Position with a School Girl Skirt on

Pornhub 2 years ago

Big Cock Tranny Fucks her Ass with a 11-inch BBC Dildo and Sucks a Lollypop
91%
4:23
Big Cock Tranny Fucks her Ass with a 11-inch BBC Dildo and Sucks a Lollypop

Pornhub 3 years ago

Sexy Shemale Fucks herself with a Huge Vibrator Dildo before taking a Shower Making her Anus Loose
91%
5:26
Sexy Shemale Fucks herself with a Huge Vibrator Dildo before taking a Shower Making her Anus Loose

Pornhub 3 years ago

Watch playful julia softdome
100%
7:43
Watch playful julia softdome

PornHat 2 years ago

Sweet Hard Cumshot in the end - Pornhub Gay
90%
9:24
Sweet Hard Cumshot in the end - Pornhub Gay

Pornhub 3 years ago

Cumshots from the back (See the Bootyhole)... - Pornhub Gay
91%
1:53
Cumshots from the back (See the Bootyhole)... - Pornhub Gay

Pornhub 5 years ago

Angel Pup Riding Big Dildo (XL Glyph) from Bad Dragon - Pornhub Gay
91%
3:45
Angel Pup Riding Big Dildo (XL Glyph) from Bad Dragon - Pornhub Gay

Pornhub 7 years ago

Chubby Femboy Waterfall Cumshot with Horse Dildo Fuck Machine - Pornhub Gay
89%
13:33
Chubby Femboy Waterfall Cumshot with Horse Dildo Fuck Machine - Pornhub Gay

Pornhub 2 years ago

OCfemboy's new Year's Anal Stretch with Bowling Pin on Smooth Butt with Sloppy Gaping Hole
91%
3:31
OCfemboy's new Year's Anal Stretch with Bowling Pin on Smooth Butt with Sloppy Gaping Hole

Pornhub 2 years ago

Hattabi4ik Sissy Boy Massive Gold Rain Training and Hot Cumshot
91%
2:05
Hattabi4ik Sissy Boy Massive Gold Rain Training and Hot Cumshot

Pornhub 3 years ago

Nude Work out Bootyhole Winking - Pornhub Gay
91%
7:44
Nude Work out Bootyhole Winking - Pornhub Gay

Pornhub 4 years ago

Surprise BBC Roadhead for the Sissy Faggot
91%
3:46
Surprise BBC Roadhead for the Sissy Faggot

Pornhub 5 years ago

Sissy Femboy Squirt Show for Daddy
92%
4:09
Sissy Femboy Squirt Show for Daddy

Pornhub 1 year ago

A Good Girl will Play Naughty Pranks Late at Night without Telling her Daddy💖crossdresser
88%
6:40
A Good Girl will Play Naughty Pranks Late at Night without Telling her Daddy💖crossdresser

Pornhub 2 years ago

Oh Yeah Fuck Me! Screams Mistress and Cums on Juicy Cock
90%
2:05
Oh Yeah Fuck Me! Screams Mistress and Cums on Juicy Cock

Pornhub 4 years ago

Riding my Favorite Big Dildo
90%
4:05
Riding my Favorite Big Dildo

Pornhub 3 years ago

Yaoi Femboy Sam - POV look how Good he Sucks and Gets Fucked
90%
11:07
Yaoi Femboy Sam - POV look how Good he Sucks and Gets Fucked

Pornhub 5 years ago

A Naughty Girl Hiding and Masturbating on the Balcony of House💖japanese Crossdresser
91%
7:24
A Naughty Girl Hiding and Masturbating on the Balcony of House💖japanese Crossdresser

Pornhub 3 years ago

Busted Sissy Maids - Miss Jessica Wood and Mistress Chloe Lovette Punish Naughty slaves
80%
7:41
Busted Sissy Maids - Miss Jessica Wood and Mistress Chloe Lovette Punish Naughty slaves

XVideos 7 years ago

18 Years old Sissy Femboy Plays with their first Anal Toy 💕
91%
6:07
18 Years old Sissy Femboy Plays with their first Anal Toy 💕

Pornhub 1 year ago

Hot Crossdresser Femdom Enslaves you Ft Trans Femdom
91%
1:28
Hot Crossdresser Femdom Enslaves you Ft Trans Femdom

Pornhub 2 years ago

I FUCK MY ASS WITH 12 INCH DILDO! It´s Feel Fucking Good!! - Pornhub Gay
90%
21:44
I FUCK MY ASS WITH 12 INCH DILDO! It´s Feel Fucking Good!! - Pornhub Gay

Pornhub 3 years ago

Blonde Femboy
5:01
Blonde Femboy

ThisVid 2 months ago

Brat Sissy Slut Anal Riding Training/ Lithuanian Sissy in Chastity Cage - Pornhub Gay
88%
13:17
Brat Sissy Slut Anal Riding Training/ Lithuanian Sissy in Chastity Cage - Pornhub Gay

Pornhub 2 years ago

trying on new panties and making my boy pussy fart
85%
0:44
trying on new panties and making my boy pussy fart

XVideos 7 years ago

Rubbing Cock in Purple Panties
67%
0:44
Rubbing Cock in Purple Panties

XVideos 2 years ago

Boys Asked Me If I Can Pounded Them With Fake-Dick
3:48
Boys Asked Me If I Can Pounded Them With Fake-Dick

CrazyPorn 4 years ago

✨girl Spreading Naughty Milk✨japanese Crossdresser Masturbation
92%
5:46
✨girl Spreading Naughty Milk✨japanese Crossdresser Masturbation

Pornhub 3 years ago

Humiliating my Faggot Customer
93%
5:10
Humiliating my Faggot Customer

Pornhub 3 years ago

First Fucked him when he was in the Chastity Belt (Eng Sub)
90%
15:11
First Fucked him when he was in the Chastity Belt (Eng Sub)

Pornhub 4 years ago

Hattabi4ik Sissy Boy Hot Ass Gold Rain - Pornhub Gay
91%
2:14
Hattabi4ik Sissy Boy Hot Ass Gold Rain - Pornhub Gay

Pornhub 3 years ago

CD Sissy Slaps Ass and balls
67%
0:35
CD Sissy Slaps Ass and balls

XVideos 1 year ago

Muscular MILF gives it to him Rough up his Ass while Degrading his Sissy Ass! Full Vid on OF!
91%
0:23
Muscular MILF gives it to him Rough up his Ass while Degrading his Sissy Ass! Full Vid on OF!

Pornhub 4 years ago

Busty Tranny Fools around with a 11-inch BBC Dildo
92%
6:20
Busty Tranny Fools around with a 11-inch BBC Dildo

Pornhub 3 years ago

Moni Sissy Latex anal
73%
6:09
Moni Sissy Latex anal

XVideos 6 years ago

Train me Sempai
93%
23:51
Train me Sempai

Pornhub 3 years ago

Futadom World - Binding Sim [v0.8.0] [F.W.G.B.S.] Part 5
89%
1:33
Futadom World - Binding Sim [v0.8.0] [F.W.G.B.S.] Part 5

Pornhub 4 years ago

Sissy in Chastity JOI by FemDom Goddess Nikki Kit
90%
2:03
Sissy in Chastity JOI by FemDom Goddess Nikki Kit

Pornhub 3 years ago

Sissy Boy Doll Sucks Huge Cock and Swallows Cum
91%
3:51
Sissy Boy Doll Sucks Huge Cock and Swallows Cum

Pornhub 4 years ago

Boys Clit Squirting - Pornhub Gay
90%
3:14
Boys Clit Squirting - Pornhub Gay

Pornhub 3 years ago

Sex Machine Making my Eyes Roll
89%
0:38
Sex Machine Making my Eyes Roll

Pornhub 2 years ago

Girl Extending her Ass Pussy with Anal Pump💦japanese Crossdresser Masturbation
89%
3:13
Girl Extending her Ass Pussy with Anal Pump💦japanese Crossdresser Masturbation

Pornhub 2 years ago

Sissy following Orders Pt. 3 - Pornhub Gay
91%
0:41
Sissy following Orders Pt. 3 - Pornhub Gay

Pornhub 6 years ago

Sissy Clit Masturbation and Orgasm using a Vibrator
92%
1:05
Sissy Clit Masturbation and Orgasm using a Vibrator

Pornhub 3 years ago

Analyzing Adventures of Krissy: Krissy just Wants, 2 get F’d in The…,
90%
16:20
Analyzing Adventures of Krissy: Krissy just Wants, 2 get F’d in The…,

Pornhub 2 years ago

Egirl Anime Schoolgirl need Dick while Ride Dildo - Pornhub Gay
92%
3:19
Egirl Anime Schoolgirl need Dick while Ride Dildo - Pornhub Gay

Pornhub 2 years ago

Beautiful Femboy Jerks off in his TikTok Studio - Part 3/3
91%
1:08
Beautiful Femboy Jerks off in his TikTok Studio - Part 3/3

Pornhub 5 years ago

Sissy Paula bored at home
84%
4:32
Sissy Paula bored at home

XVideos 4 years ago

Boy becomes a Sissy Girl and Cums in her Mommys Panties
89%
4:25
Boy becomes a Sissy Girl and Cums in her Mommys Panties

Pornhub 3 years ago

Making my Fat Ass Bounce in Pink Panties - Pornhub Gay
91%
0:44
Making my Fat Ass Bounce in Pink Panties - Pornhub Gay

Pornhub 6 years ago

Femboy DESTROYS his Ass with a Massive Dildo
91%
2:30
Femboy DESTROYS his Ass with a Massive Dildo

Pornhub 3 years ago

Came to Max the Elf
92%
1:04
Came to Max the Elf

Pornhub 3 years ago

Moni Sissy boy anal big dildo
89%
2:50
Moni Sissy boy anal big dildo

XVideos 6 years ago

Hot Witch Trains her Wolf with a Whip and a Strap on
89%
12:05
Hot Witch Trains her Wolf with a Whip and a Strap on

Pornhub 1 year ago

Femboy Pissing Naked POV
91%
1:27
Femboy Pissing Naked POV

Pornhub 4 years ago

CD Sissy Femboy in Tight Summer Dress with Cute Feets
91%
7:06
CD Sissy Femboy in Tight Summer Dress with Cute Feets

Pornhub 5 years ago

Girl Tasting Naughty Milk💖japanese Crossdresser Masturbation
89%
7:43
Girl Tasting Naughty Milk💖japanese Crossdresser Masturbation

Pornhub 3 years ago

Sissygasm Challenge Day 4 - Sissy Femboy Hands Free Cum
91%
4:46
Sissygasm Challenge Day 4 - Sissy Femboy Hands Free Cum

Pornhub 5 years ago

Hattabi4ik Sissy Boy self Fuck Hot Big Ass and Cumshot
91%
2:33
Hattabi4ik Sissy Boy self Fuck Hot Big Ass and Cumshot

Pornhub 3 years ago

The Sissy Bitch Boy Ep 2 - DeepThroat King
88%
32:11
The Sissy Bitch Boy Ep 2 - DeepThroat King

Pornhub 3 years ago

Look at my Clitoris... Masturbation of a Naughty Girl✨japanese Crossdresser Masturbation
89%
7:47
Look at my Clitoris... Masturbation of a Naughty Girl✨japanese Crossdresser Masturbation

Pornhub 3 years ago

Amateur Gay Porn Taboo
77%
7:40
Amateur Gay Porn Taboo

XNXX 5 years ago

Lay down on the Floor Sissy Boy while I Piss all over your Cuck Ass!
90%
2:14
Lay down on the Floor Sissy Boy while I Piss all over your Cuck Ass!

Pornhub 4 years ago

The Younger Sister Imitates her Naughty Sister Late at Night💖crossdresser
92%
8:55
The Younger Sister Imitates her Naughty Sister Late at Night💖crossdresser

Pornhub 2 years ago

Young Guy Auditioning - Pornhub Gay
90%
4:39
Young Guy Auditioning - Pornhub Gay

Pornhub 3 years ago

Femboy Twerk Big Ass in Panties
92%
0:11
Femboy Twerk Big Ass in Panties

Pornhub 3 years ago

Busty Trans Fisting her Anus
92%
5:20
Busty Trans Fisting her Anus

Pornhub 3 years ago

Hispanic fem dom sexy blows and riding the rough tiny cock of the sissy boy into amazon position into the love chair
7:45
Hispanic fem dom sexy blows and riding the rough tiny cock of the sissy boy into amazon position into the love chair

Love4Porn 4 years ago

Sissy boy strips for daddy
0:45
Sissy boy strips for daddy

ThisVid 2 months ago

Dancing and Shaking my Sissy Ass and I Jerk off my little Clit - Pornhub Gay
92%
5:09
Dancing and Shaking my Sissy Ass and I Jerk off my little Clit - Pornhub Gay

Pornhub 2 years ago

Sissy Queen get Ready to Anal
93%
0:27
Sissy Queen get Ready to Anal

Pornhub 2 years ago

Hot Fuck of my Femboy Bitch on Cum in a Narrow Hole - Pornhub Gay
90%
3:56
Hot Fuck of my Femboy Bitch on Cum in a Narrow Hole - Pornhub Gay

Pornhub 4 years ago

Sissygirl Plays with her Sissy Boobies Jessiesissyadventures
92%
0:27
Sissygirl Plays with her Sissy Boobies Jessiesissyadventures

Pornhub 2 years ago

A 11-inch BBC Dildo is Destroying Oily Shemale Ass
90%
3:51
A 11-inch BBC Dildo is Destroying Oily Shemale Ass

Pornhub 3 years ago

Gothic Femboy Squirts while Riding Dildos - Pornhub Gay
91%
5:37
Gothic Femboy Squirts while Riding Dildos - Pornhub Gay

Pornhub 3 years ago

Bodystocking Lover 19 Year Old Rides and Fucking Sissy Femboy into Amazon Til Making him Cum
7:10
Bodystocking Lover 19 Year Old Rides and Fucking Sissy Femboy into Amazon Til Making him Cum

4KPorn 4 years ago

Freshly Shaved - Pornhub Gay
91%
11:17
Freshly Shaved - Pornhub Gay

Pornhub 6 years ago

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