Sissy, Sissification, Sissify

showing 1-108 of 22206. order by: Popular  |  Date  |  Duration
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Sexy Crossdresser Blowing A Cock And Opening His Butthole For Gay Anal Sex - Crossdressing
Sexy Crossdresser Blowing A Cock And Opening His Butthole For Gay Anal Sex - Crossdressing
2:40
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1 year ago
Crossdresser..

Sissy Hypnosis Training 1
Sissy Hypnosis Training 1
1:13
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1 month ago
Tube8

Turning You Into A Fuck Hole. Sissy Trainer.
Turning You Into A Fuck Hole. Sissy Trainer.
11:23
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6 months ago
XVideos

Polish Mistress - Sissy Trainer Vol. 1
Polish Mistress - Sissy Trainer Vol. 1
4:40
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3 months ago
PornoXo

Sissy Boy Playing With Panties Just Want To Be A Shemale
Sissy Boy Playing With Panties Just Want To Be A Shemale
45:59
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4 months ago
Porn.com

Sissy Hypnosis (Training) - Shemale
Sissy Hypnosis (Training) - Shemale
7:22
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2 months ago
aShemaleT..

Eat Your Cum Little Faggot With Audio
Eat Your Cum Little Faggot With Audio
7:57
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1 year ago
XVideos

Brunette Sissy Was Fucked So Hardcore
Brunette Sissy Was Fucked So Hardcore
5:00
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4 months ago
HellPorno

Sissy Encouragement. Pm Vol. 84
Sissy Encouragement. Pm Vol. 84
11:42
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1 month ago
XHamster

You Dirty Sissy Whore - Crossdressing
You Dirty Sissy Whore - Crossdressing
8:08
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1 year ago
Crossdresser..

Worship Big Black Cock, Sissy
Worship Big Black Cock, Sissy
4:17
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1 year ago
XVideos

Sissy Swallow
Sissy Swallow
8:41
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1 year ago
XHamster

Sissy Submission Training
Sissy Submission Training
12:38
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1 year ago
Tube8

Hello Sissy
Hello Sissy
15:40
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1 year ago
H2Porn

Sissy Cocksucking Training Video
Sissy Cocksucking Training Video
3:51
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3 years ago
XHamster

Sexy Sissy Suck And Fuck Big Black Cock
Sexy Sissy Suck And Fuck Big Black Cock
11:10
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3 months ago
VidEarn

Dirty Sissy Gurlv
Dirty Sissy Gurlv
3:17
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1 month ago
FreeShemaleT..

Sissy Tisha Gets Owned Again And Again - Crossdressing
Sissy Tisha Gets Owned Again And Again - Crossdressing
10:05
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5 months ago
Crossdresser..

Academy For Sissies & Sluts
Academy For Sissies & Sluts
53:10
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2 months ago
TubeCup

Sissy Cuckold Husband Fucked In Front Of Wife Bareback - Gay
Sissy Cuckold Husband Fucked In Front Of Wife Bareback - Gay
3:00
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1 month ago
GayTube

Sissy Boy Anal
Sissy Boy Anal
40:04
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3 years ago
XHamster

Sissy.Sandra.03.Humiliated
Sissy.Sandra.03.Humiliated
5:21
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6 months ago
XVideos

Sissy Special Delivery Guy
Sissy Special Delivery Guy
79:30
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4 months ago
KinkyInPublic

Disco Trance For Sissies
Disco Trance For Sissies
7:19
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5 months ago
XHamster

Impaled Sissy
Impaled Sissy
23:24
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2 years ago
XHamster

Mental Poison - Sissy Compilation
Mental Poison - Sissy Compilation
32:50
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1 year ago
XHamster

Downfall Of A Sissy
Downfall Of A Sissy
5:35
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3 weeks ago
XHamster

Sissy Boy Milked
Sissy Boy Milked
9:55
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4 months ago
XHamster

Dreamscape 2
Dreamscape 2
14:52
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6 months ago
XVideos

Sissy Faggot Training
Sissy Faggot Training
36:23
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3 months ago
PornoXo

Humiliated By Sissy Sandra - Shemale
Humiliated By Sissy Sandra - Shemale
5:21
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11 months ago
aShemaleT..

Sissy Fucked Multiple Mistressess
Sissy Fucked Multiple Mistressess
33:29
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6 months ago
XVideos

Sissy Slut
Sissy Slut
8:41
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2 months ago
XHamster

There Are Loads Of Advantages In
There Are Loads Of Advantages In
8:01
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1 year ago
WetPlace

Sissy Is A True Whore
Sissy Is A True Whore
20:59
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9 months ago
HardSexTube

Sissy Guy Gets Fucked After Sucking - Shemale
Sissy Guy Gets Fucked After Sucking - Shemale
19:17
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11 months ago
aShemaleT..

Sissy And Two Blacks
Sissy And Two Blacks
21:32
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1 month ago
XHamster

Sissy Trainer
Sissy Trainer
9:23
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1 month ago
XHamster

Enslaved Sissy Maid
Enslaved Sissy Maid
54:08
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1 year ago
XVideos

Sissy Cum Slut
Sissy Cum Slut
4:49
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1 year ago
XHamster

A Sissy's Dream
A Sissy's Dream
6:16
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1 year ago
XHamster

Sissy Hynpo
Sissy Hynpo
4:49
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3 months ago
XHamster

Mistress And Sissy
Mistress And Sissy
12:13
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6 months ago
XHamster

0011 - Sissy Self Hypnosis Loop
0011 - Sissy Self Hypnosis Loop
33:26
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6 months ago
XVideos

Pure Feminization
Pure Feminization
9:57
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7 months ago
XHamster

Black Guy Pounds Sissys Asshole Hardcore
Black Guy Pounds Sissys Asshole Hardcore
2:42
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1 year ago
XHamster

Sissy
Sissy
69:59
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10 months ago
RedTube

Prepared Sissie Fuck - Crossdressing
Prepared Sissie Fuck - Crossdressing
18:34
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1 year ago
Crossdresser..

Black Monster Cocks
Black Monster Cocks
6:50
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6 months ago
XVideos

Cucks Eating Cum From Their Women Compilation
Cucks Eating Cum From Their Women Compilation
24:16
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6 months ago
XVideos

Cum Swallow Sissy Trainer
Cum Swallow Sissy Trainer
7:18
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1 month ago
Tube8

Sissy Fuck Doll Compilation
Sissy Fuck Doll Compilation
7:37
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6 months ago
XVideos

Compilation Of White Sissy Bois Who Love Black Cock
Compilation Of White Sissy Bois Who Love Black Cock
7:35
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3 years ago
XHamster

Your Sissy Ass
Your  Sissy Ass
9:53
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1 year ago
XVideos

Sissy Fem Fucked
Sissy Fem Fucked
8:55
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1 month ago
XHamster

Sissy Man Slut Manual
 Sissy Man Slut Manual
87:58
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10 months ago
RedTube

Mistress With Naughty Sissy Cuckold
Mistress With Naughty Sissy Cuckold
5:17
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5 months ago
KinkyInPublic

Sissy Bitch Extreme Trainer!
Sissy Bitch Extreme Trainer!
5:47
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6 months ago
XVideos

Sissy Special Delivery
Sissy Special Delivery
79:30
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4 months ago
AdultsForS..

Isis Love Dominates A Sissy Slave
Isis Love Dominates A Sissy Slave
89:01
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8 months ago
XVideos

Sissy Whore Takes Them All
Sissy Whore Takes Them All
5:55
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3 weeks ago
XHamster

More Sissy Stuff
More Sissy Stuff
5:09
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1 year ago
XVideos

Owen And Silvester Femaleclothed Sissy On Video
Owen And Silvester Femaleclothed Sissy On Video
2:30
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1 year ago
Jizz

This Crossdress Is Now A Sissy
This Crossdress Is Now A Sissy
13:17
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3 months ago
XHamster

Sissy Hubby Made Gay - Gay
Sissy Hubby Made Gay - Gay
19:21
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1 month ago
GayTube

Sissy Faggot Desire
Sissy Faggot Desire
18:16
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6 months ago
XVideos

Sissy
Sissy
6:52
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6 months ago
XVideos

Sissy Coach
Sissy Coach
3:52
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1 week ago
TubeCup

Sissi - 4-min Clip
Sissi - 4-min Clip
4:00
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1 year ago
FreePornVS

Two Daddies For Sub Sissy
Two Daddies For Sub Sissy
6:39
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7 months ago
XHamster

Ultimate Cock Worship
Ultimate Cock Worship
28:50
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1 year ago
XVideos

Sissy Anal Submission Training
Sissy Anal Submission Training
5:18
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2 months ago
Ah-Me

Sissy Trainer
Sissy Trainer
3:01
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4 months ago
XHamster

Sissy Slave Training
Sissy Slave Training
15:45
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8 months ago
XHamster

Cuckboy Elmer And Jason
Cuckboy Elmer And Jason
2:34
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3 weeks ago
OverThumbs

Sissies At Play
Sissies At Play
46:32
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1 month ago
Tube8

Sissy Training Volume 5 - Feed Me Daddy
Sissy Training Volume 5 - Feed Me Daddy
5:56
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6 months ago
XHamster

Sissy Slut Trainer - Shemale
Sissy Slut Trainer - Shemale
12:40
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3 months ago
aShemaleT..

Femdom (TE) 3
Femdom (TE) 3
18:17
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4 months ago
AdultsForS..

Threesome With Sissy Crossdresser
Threesome With Sissy Crossdresser
22:28
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7 months ago
XHamster

Hot Sissy In Chastity Squirts
Hot Sissy In Chastity Squirts
4:26
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8 months ago
XHamster

Sissy Femboy Training
Sissy Femboy Training
13:44
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1 year ago
XHamster

Popper Sissy Training II
Popper Sissy Training II
7:57
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1 year ago
XHamster

Valery - Russian Sissy Faggot-PIDORAS - Crossdressing
Valery - Russian Sissy Faggot-PIDORAS - Crossdressing
8:17
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5 days ago
Crossdresser..

23334 Making You A Sissy
23334 Making You A Sissy
3:51
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8 months ago
XVideos

Husband Became Sissy
Husband Became Sissy
19:16
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1 year ago
XHamster

Deep Inside Sissy - Shemale
Deep Inside Sissy - Shemale
5:20
Report
11 months ago
aShemaleT..

Dark Ramrod Is U Obsession, Sissy. PM Vol. 63
Dark Ramrod Is U Obsession, Sissy. PM Vol. 63
15:55
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1 week ago
TubeCup

Sissy Boi Gif Training 3
Sissy Boi Gif Training 3
10:37
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6 months ago
XVideos

First Sextape
First Sextape
21:49
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1 year ago
H2Porn

Sissy Slut Sucking And Fucking
Sissy Slut Sucking And Fucking
12:29
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5 months ago
KinkyInPublic

Krystal Banks Does Not Only Have
Krystal Banks Does Not Only Have
8:00
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1 year ago
WetPlace

Sissy In Office - Shemale
Sissy In Office - Shemale
7:38
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2 months ago
aShemaleT..

Sissy Sex Slave Compilation
Sissy Sex Slave Compilation
82:02
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1 year ago
XVideos

Sissy Maid Slave
Sissy Maid Slave
62:47
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10 months ago
RedTube

High Def Version
High Def Version
7:40
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6 months ago
XVideos

Sissy Boy Fucked
Sissy Boy Fucked
11:40
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8 months ago
XHamster

The Fetish Zone 2 S2 With Chantz Fortune And Juliette The Sissy
The Fetish Zone 2 S2 With Chantz Fortune And Juliette The Sissy
25:23
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2 months ago
PornMaki

Russian Hottie Tortures Her Submissive Thrall
Russian Hottie Tortures Her Submissive Thrall
39:30
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1 week ago
TubeCup

Sissy Spanked & Screwed
Sissy Spanked & Screwed
22:10
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1 week ago
TubeCup

Cornudo Sissy Prepare Suck And Clean
Cornudo Sissy  Prepare Suck And Clean
2:44
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7 months ago
XHamster

Helga&Donald Strapon Pussyclothed Sex Movie
Helga&Donald Strapon Pussyclothed Sex Movie
2:00
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6 days ago
OverThumbs

Aubrey&Hubert Cool Strapon Action
Aubrey&Hubert Cool Strapon Action
2:40
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3 weeks ago
OverThumbs

Sissy Gadar
Sissy Gadar
4:27
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7 months ago
XHamster

Shemale Aanatomy(Some Kind Of Sissy-trainer) - Shemale
Shemale Aanatomy(Some Kind Of Sissy-trainer) - Shemale
3:06
Report
11 months ago
aShemaleT..

Sissy Cutie Orall-service
Sissy Cutie Orall-service
4:54
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1 week ago
TubeCup

Training A Sissy
Training A Sissy
28:00
Report
1 week ago
TubeCup

Sissy Is A Slave Who Gets Some Discipline From Her Red-haired Mistress
Sissy Is A Slave Who Gets Some Discipline From Her Red-haired Mistress
50:34
Report
1 year ago
NuVid

showing 1-108 of 22206. order by: Popular  |  Date  |  Duration
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