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Sissification Porn Videos (5,434)

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Sissy Takes Anal in Pussy Suit
100%
1:32
Sissy Takes Anal in Pussy Suit

Pornhub 2 years ago

Stretching my Slutty Nipples out - Pornhub Gay
100%
0:18
Stretching my Slutty Nipples out - Pornhub Gay

Pornhub 1 year ago

Clips 4 Sale - Be My Bitch! Solo JOI Clip
10:43
Clips 4 Sale - Be My Bitch! Solo JOI Clip

FapCat 3 years ago

Ride a Strap on
89%
2:43
Ride a Strap on

Pornhub 2 months ago

Clips 4 Sale - You
9:25
Clips 4 Sale - You

FapCat 1 year ago

Depraved Santa Relaxes After Tiring Christmas Gift Giving
78%
10:19
Depraved Santa Relaxes After Tiring Christmas Gift Giving

XNXX 3 years ago

Massive Anal Plug
0:17
Massive Anal Plug

XVideos 1 year ago

Clips 4 Sale - Hot Slut Sissification JOI CEI - Jessica Dynamic JessicaDynamic Jessica_Dynamic
14:36
Clips 4 Sale - Hot Slut Sissification JOI CEI - Jessica Dynamic JessicaDynamic Jessica_Dynamic

FapCat 3 years ago

Pink sissy whore
100%
0:46
Pink sissy whore

XVideos 3 years ago

Episode 3 the Sexy Shemale knows you Love Big Fat Black Cocks THE SHEMALE IS ME
89%
10:10
Episode 3 the Sexy Shemale knows you Love Big Fat Black Cocks THE SHEMALE IS ME

Pornhub 5 years ago

Lets see what you look like dressed as a sissy girl
46%
9:17
Lets see what you look like dressed as a sissy girl

XVideos 9 years ago

Slutty Sissy Schoolgirl with Braids Shaking her Big Cock / Riding Dildo / HANDJOB /ANAL
90%
1:50
Slutty Sissy Schoolgirl with Braids Shaking her Big Cock / Riding Dildo / HANDJOB /ANAL

Pornhub 1 year ago

Clips 4 Sale - Be My Sissy Secretary
10:32
Clips 4 Sale - Be My Sissy Secretary

FapCat 3 years ago

Slutier every day
100%
0:33
Slutier every day

XNXX 1 year ago

Sissy's first Cage - Preview
92%
0:30
Sissy's first Cage - Preview

Pornhub 6 years ago

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

SpankBang 3 years ago

Sissy Hope Exposure
0:30
Sissy Hope Exposure

XVideos 2 months ago

Indian Desi Hot Bhabhi
20:30
Indian Desi Hot Bhabhi

Its 1 year ago

Sissy Playing with Dildo
100%
10:31
Sissy Playing with Dildo

Pornhub 1 year ago

Clips 4 Sale - Sissy Molly Gets Pricked
3:03
Clips 4 Sale - Sissy Molly Gets Pricked

FapCat 3 years ago

I Caught you Jerking now you must Eat it AUDIO ONLY
89%
16:29
I Caught you Jerking now you must Eat it AUDIO ONLY

Pornhub 4 years ago

Extended Preview:Mommy's Sissy Encouragement and JOI (Jerk off Instruction)
91%
1:06
Extended Preview:Mommy's Sissy Encouragement and JOI (Jerk off Instruction)

Pornhub 6 years ago

Blonde Trans Sissy Slut Fucks her Tight Pink Pussy
91%
1:04
Blonde Trans Sissy Slut Fucks her Tight Pink Pussy

Pornhub 5 years ago

Sissy boys like you should know how to suck cock
48%
8:10
Sissy boys like you should know how to suck cock

XVideos 9 years ago

Latín CD Sissy Slit in Black lingerie rides dildo - Jul 29, 2025
0:35
Latín CD Sissy Slit in Black lingerie rides dildo - Jul 29, 2025

XVideos 4 months ago

Clips 4 Sale - Sissy Sleepover Fun
15:45
Clips 4 Sale - Sissy Sleepover Fun

FapCat 3 years ago

ItalianLace - Hot Chick With a Dick
100%
7:02
ItalianLace - Hot Chick With a Dick

EroThots1 2 years ago

Lucy Skye - Get Fucked in a Dress, Femdom POV, Crossdresser, Make me Bi, Sissification, Feminization, ManyVids
100%
9:49
Lucy Skye - Get Fucked in a Dress, Femdom POV, Crossdresser, Make me Bi, Sissification, Feminization, ManyVids

EroThots1 2 years ago

Crossdresser Cums from Being Fucked
100%
0:26
Crossdresser Cums from Being Fucked

XVideos 2 months ago

Clips 4 Sale - Sissy Cocksucker In Pantyhose - Audio Only MP4
23:34
Clips 4 Sale - Sissy Cocksucker In Pantyhose - Audio Only MP4

FapCat 2 years ago

Brandy Bimbo Barbie Virus Mk Ultra Sex Kitten
91%
11:53
Brandy Bimbo Barbie Virus Mk Ultra Sex Kitten

Pornhub 8 years ago

Caged Sissy in White Dress
91%
1:44
Caged Sissy in White Dress

Pornhub 4 years ago

Blonde Crossdresser Fucked Missionary
100%
1:20
Blonde Crossdresser Fucked Missionary

XVideos 2 months ago

Clips 4 Sale - So You Wanna Be A Woman Dad? A Woman Doesn
7:17
Clips 4 Sale - So You Wanna Be A Woman Dad? A Woman Doesn

FapCat 2 years ago

Be Glazed with Cummies like a Pretty Donut JOI CEI Game with Goddess Lana
92%
6:58
Be Glazed with Cummies like a Pretty Donut JOI CEI Game with Goddess Lana

Pornhub 5 years ago

Imagine one hour with this cock
67%
0:04
Imagine one hour with this cock

XNXX 3 years ago

Sissies Wear Pantyhose to Work - Preview
90%
0:31
Sissies Wear Pantyhose to Work - Preview

Pornhub 6 years ago

One Hour Masturbating and It's Getting Dark Outside
100%
1:06:01
One Hour Masturbating and It's Getting Dark Outside

XNXX 4 months ago

Kinky babes sissify loser
53%
6:10
Kinky babes sissify loser

XNXX 8 years ago

Clips 4 Sale - Cruel Sissy Cuckold Humiliation (1080p)
11:34
Clips 4 Sale - Cruel Sissy Cuckold Humiliation (1080p)

FapCat 2 years ago

Sissy in a Tutu
67%
1:10
Sissy in a Tutu

XVideos 4 years ago

Clips 4 Sale - Sissy Bottom Bitch (HD) WMV
12:18
Clips 4 Sale - Sissy Bottom Bitch (HD) WMV

FapCat 2 years ago

Sissy anal training: Stretching to the limit with a giant dildo
1:07
Sissy anal training: Stretching to the limit with a giant dildo

XVideos 1 month ago

FayGrey, Gremory Mansion Pt.2, Turning You Into A Maid. (Joi Cei Degradation)
100%
20:41
FayGrey, Gremory Mansion Pt.2, Turning You Into A Maid. (Joi Cei Degradation)

FapCat 3 years ago

FULLY VOICED FEMDOM VIDEO GAMES - @CUMCOMIX - PATREON.COM/CUMCOMIX
91%
2:11
FULLY VOICED FEMDOM VIDEO GAMES - @CUMCOMIX - PATREON.COM/CUMCOMIX

Pornhub 6 years ago

Shopping for your new Sissy Wardrobe | FEMDOM GODDESS NIKKI KIT
91%
3:11
Shopping for your new Sissy Wardrobe | FEMDOM GODDESS NIKKI KIT

Pornhub 6 years ago

Sissy Fucking
86%
8:32
Sissy Fucking

Pornhub 1 year ago

Ruined and Wide: My body's final state after a total surrender (The Velvet Experience)
100%
1:25
Ruined and Wide: My body's final state after a total surrender (The Velvet Experience)

XNXX 5 months ago

Sissy Humiliated Pegged Into Outdoor Hallway
1:30
Sissy Humiliated Pegged Into Outdoor Hallway

4KPorn 4 years ago

I know you secretly love dressing up like a sissy
55%
8:20
I know you secretly love dressing up like a sissy

XVideos 9 years ago

Then, with lipstick all over his head, I took him out on a leash
50%
0:24
Then, with lipstick all over his head, I took him out on a leash

XVideos 2 months ago

Sissy assignments and Mistress' strap-on. Mistress Hotwife Venus.
80%
20:18
Sissy assignments and Mistress' strap-on. Mistress Hotwife Venus.

XVideos 8 years ago

Sexy Blonde Sissy Fucking Redhead Trans Woman Bareback
100%
1:40
Sexy Blonde Sissy Fucking Redhead Trans Woman Bareback

XVideos 1 month ago

Clips 4 Sale - First To Fuck Your Sissy Hole - Pegging POV Strap-On With Femdom Mistress Mystique - WMV
13:13
Clips 4 Sale - First To Fuck Your Sissy Hole - Pegging POV Strap-On With Femdom Mistress Mystique - WMV

FapCat 3 years ago

Clips 4 Sale - You
11:02
Clips 4 Sale - You

FapCat 2 years ago

c. on my big ebony cock like a good little slut
62%
16:00
c. on my big ebony cock like a good little slut

XVideos 9 years ago

Gothic Masturbating Princes White Thighs Cute femboy Dick Lovely Handling
100%
5:34
Gothic Masturbating Princes White Thighs Cute femboy Dick Lovely Handling

XNXX 4 months ago

Sexy Trans Stripper with Cute Body Loves to Dance
100%
1:42
Sexy Trans Stripper with Cute Body Loves to Dance

Pornhub 1 year ago

Adriana Chechik makes you her humiliated slave
60%
7:32
Adriana Chechik makes you her humiliated slave

XNXX 8 years ago

ASMR Makeup Tutorial for Cock Suckers Trailer
89%
1:52
ASMR Makeup Tutorial for Cock Suckers Trailer

Pornhub 5 years ago

Hentai Swimsuit Destruction by Solo T-girl with a Giant Cumshot Masturbation Cosplay
100%
4:11
Hentai Swimsuit Destruction by Solo T-girl with a Giant Cumshot Masturbation Cosplay

Pornhub 1 year ago

Clips 4 Sale - Michelles Caning
2:43
Clips 4 Sale - Michelles Caning

FapCat 1 year ago

Sissy Training - Pornhub Gay
83%
0:28
Sissy Training - Pornhub Gay

Pornhub 2 years ago

Glued Chastity Device Shut. That’s what I think my Mistress Wanted. - Pornhub Gay
100%
1:12
Glued Chastity Device Shut. That’s what I think my Mistress Wanted. - Pornhub Gay

Pornhub 1 year ago

Sissy boys like you should know how to suck cock
52%
7:28
Sissy boys like you should know how to suck cock

XVideos 9 years ago

Sissy Slut Michelle Ejaculates after Morning WakeUp Cum Show at Country House
100%
45:28
Sissy Slut Michelle Ejaculates after Morning WakeUp Cum Show at Country House

Pornhub 2 years ago

Become the Mindless Sextoy for his Pleasure through Music
88%
4:39
Become the Mindless Sextoy for his Pleasure through Music

Pornhub 4 years ago

Cum on my Hand and Slurp it off like a little Sissy Bitch
88%
10:02
Cum on my Hand and Slurp it off like a little Sissy Bitch

Pornhub 5 years ago

Femme Sandy - Mtf Sissy Slow Striptease to Nude
1:49
Femme Sandy - Mtf Sissy Slow Striptease to Nude

XNXX 5 months ago

Clips 4 Sale - So Daddy Now Its You That Needs A Spanking - Nasty Natascha And Her Sissy Step-Dad - MP4 Clip
6:22
Clips 4 Sale - So Daddy Now Its You That Needs A Spanking - Nasty Natascha And Her Sissy Step-Dad - MP4 Clip

FapCat 2 years ago

I love breaking in sissy bitches like you
63%
15:26
I love breaking in sissy bitches like you

XNXX 9 years ago

Sissifying the Cis White Male | the Sissy Whisperer Podcast
100%
3:42
Sissifying the Cis White Male | the Sissy Whisperer Podcast

Pornhub 2 years ago

No more Blowjobs for you till you Give one
93%
30:44
No more Blowjobs for you till you Give one

Pornhub 5 years ago

Babybear Gets a Sounding Session. Full Vid on OF and C4S
100%
1:53
Babybear Gets a Sounding Session. Full Vid on OF and C4S

Pornhub 3 years ago

She said: I ️ U
88%
1:15
She said: I ️ U

XVideos 3 years ago

Hot Crossdresser in Public Bathroom
100%
0:18
Hot Crossdresser in Public Bathroom

XVideos 1 year ago

Goddess Lucy Diamond Shaking THICC Ass
44%
1:06
Goddess Lucy Diamond Shaking THICC Ass

XNXX 6 years ago

Caged Goth Sissy Shows off and Fingers her Hole
91%
1:43
Caged Goth Sissy Shows off and Fingers her Hole

Pornhub 4 years ago

spycam caught big dick Bf turning my hubby into his lil sissy bitch
91%
4:46
spycam caught big dick Bf turning my hubby into his lil sissy bitch

XVideos 11 years ago

[FayGrey] Raven Trains you to be a Cumslut Pt. two
8:32
[FayGrey] Raven Trains you to be a Cumslut Pt. two

CrazyPorn 5 years ago

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