Sissy-boy

showing 1-108 of 1935. order by: Date  |  Duration
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Super Stacked Redhead MILF In Oily Wrestle Fight With Her Sissy Boy
Super Stacked Redhead MILF In Oily Wrestle Fight With Her Sissy Boy
7:30
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1 day ago
MyLust

Sissy-Boy Elmer
Sissy-Boy Elmer
2:28
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1 day ago
OverThumbs

Sissy Boy Training By Cezar73 - Dress Me Up To Play
Sissy Boy Training By Cezar73 - Dress Me Up To Play
8:55
Report
3 days ago
XHamster

Dominatrix Babes Spank Their Sissy Boy
Dominatrix Babes Spank Their Sissy Boy
6:14
Report
6 days ago
HardSexTube

Bog Black Cock Of Hot Shemale Visits Tight Butthole Of Sissy Boy
Bog Black Cock Of Hot Shemale Visits Tight Butthole Of Sissy Boy
7:30
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1 week ago
AnySex

Mean Ebony Mistress Smokes While White Sissy Boy Eats Her Wet Cunt
Mean Ebony Mistress Smokes While White Sissy Boy Eats Her Wet Cunt
5:05
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1 week ago
MyLust

Blindfolded Sissy Boy Eats And Fucks Tight Asshole Of Curvy Shemale
Blindfolded Sissy Boy Eats And Fucks Tight Asshole Of Curvy Shemale
7:30
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1 week ago
AnySex

Sissy Boy-Friend Shoe And Foot Worship
Sissy Boy-Friend Shoe And Foot Worship
6:04
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1 week ago
TubeCup

Sissy Boy's Ruined Agonorgasmos Cum Eating
Sissy Boy's Ruined Agonorgasmos Cum Eating
21:49
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1 week ago
TubeCup

Sissy Boy-Friends Schlong Wax Torment
Sissy Boy-Friends Schlong Wax Torment
13:34
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1 week ago
TubeCup

Bi Raunchy Sissy Boy-Friend
Bi Raunchy Sissy Boy-Friend
5:36
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1 week ago
TubeCup

Femdom Starla Destroys Sissy Boy-Friends Butt
Femdom Starla Destroys Sissy Boy-Friends Butt
13:47
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1 week ago
TubeCup

Hot Lady-boy Rafaely Copulates The Sissy... Have A Fun
Hot Lady-boy Rafaely Copulates The Sissy... Have A Fun
25:55
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1 week ago
TubeCup

Sissy Boy Worships Small Dick And Dirty Feet Of His Shemale Girlfriend
Sissy Boy Worships Small Dick And Dirty Feet Of His Shemale Girlfriend
7:30
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1 week ago
AnySex

Gay Shaved Sissy Boy Mike Karacson Anal Bareback - Gay
Gay Shaved Sissy Boy Mike Karacson Anal Bareback - Gay
7:13
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1 week ago
GayTube

Sissy Boy Gets Mish Fucked By Cocky Shemale And Sucks Her Big Dick
Sissy Boy Gets Mish Fucked By Cocky Shemale And Sucks Her Big Dick
7:30
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2 weeks ago
AnySex

Mistress And Sissy Boy
Mistress And Sissy Boy
29:51
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2 weeks ago
PornMaki

I Will Fuck My Sissy Boy Like This
I Will Fuck My Sissy Boy Like This
21:16
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2 weeks ago
XHamster

Owen And Silvester Gay Sissy Movie
Owen And Silvester Gay Sissy Movie
2:42
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3 weeks ago
MonsterCock

A Nasty Punishment For A Sissy-boy !
A Nasty Punishment For A Sissy-boy !
16:46
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3 weeks ago
XHamster

Sissy Boy Takes To The Tranny Cock
Sissy Boy Takes To The Tranny Cock
2:00
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3 weeks ago
TubeQ

Be Prepared For What You Are About To See
Be Prepared For What You Are About To See
4:30
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4 weeks ago
TubeQ

Strapon Sissy Boys
Strapon Sissy Boys
28:57
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1 month ago
XHamster

Strapon Ladies Pound A Sissy Boys Asshole
Strapon Ladies Pound A Sissy Boys Asshole
6:20
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1 month ago
HardSexTube

Dominant Female Gives A Handjob To Her Sissy Boy
Dominant Female Gives A Handjob To Her Sissy Boy
1:59
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1 month ago
PornerBros

Sereen.com HDV Pussy Boy Breeding - Gay
Sereen.com HDV Pussy Boy Breeding - Gay
5:53
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1 month ago
GayTube

Sissy Boy Hubert Gets His Ass Destroyed With A Huge Strap-on
Sissy Boy Hubert Gets His Ass Destroyed With A Huge Strap-on
6:00
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1 month ago
WinPorn

Femdom Strapon Babe Peg And Spank Sissy Boy
Femdom Strapon Babe Peg And Spank Sissy Boy
8:00
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1 month ago
RedTube

Sissy Boy (Task 2)
Sissy Boy (Task 2)
0:47
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1 month ago
XHamster

Sissy Boy Hubert Gets His Ass Destroyed With A Huge Strap-on
Sissy Boy Hubert Gets His Ass Destroyed With A Huge Strap-on
6:00
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1 month ago
ProPorn

Strapon CFNM Lovers Being Mean To A Sissy Boy
Strapon CFNM Lovers Being Mean To A Sissy Boy
6:20
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1 month ago
HardSexTube

My Sissy Boy Doesn't Use This As A Rule (task 1)
My Sissy Boy Doesn't Use This As A Rule (task 1)
0:54
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1 month ago
XHamster

Strapon CFNM Lovers Pegging A Skinny Sissy Boy
Strapon CFNM Lovers Pegging A Skinny Sissy Boy
6:20
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1 month ago
HardSexTube

Reena Sky Humiliates Sissy Boy Fucking Black Cock
Reena Sky Humiliates Sissy Boy Fucking Black Cock
2:27
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1 month ago
PornerBros

Domina Queen Face Sits On Her Sissy Boy
Domina Queen Face Sits On Her Sissy Boy
5:28
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2 months ago
HardSexTube

Sissy Boy Gives Blowjob To Busty Shemale And Gets Buttfucked
Sissy Boy Gives Blowjob To Busty Shemale And Gets Buttfucked
7:30
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2 months ago
AnySex

Hose-wearing Sissy Boy!
Hose-wearing Sissy Boy!
0:57
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2 months ago
VipTube

Sissy Boy , Goddess
Sissy Boy , Goddess
0:38
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2 months ago
XHamster

Sissy Boy Getting Fucked By BBC
Sissy Boy Getting Fucked By BBC
1:37
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2 months ago
XHamster

Bitch Goddess Fuck Sissy Fellas
Bitch Goddess Fuck Sissy Fellas
16:12
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2 months ago
TubeCup

Blonde, Wig-wearing Sissy Boy Bends Over And Takes A Cock Deep
Blonde, Wig-wearing Sissy Boy Bends Over And Takes A Cock Deep
5:00
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3 months ago
TubeOn

Sissy Boy Wearing A White Dress Just Wants To Be A Girl
Sissy Boy Wearing A White Dress Just Wants To Be A Girl
15:52
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3 months ago
Porn.com

Sissy Boy Punished Hard
Sissy Boy Punished Hard
8:19
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3 months ago
SunPorno

On Your Toes Sissy Boy
On Your Toes Sissy Boy
5:11
Report
3 months ago
SunPorno

Sissy Boy Paddled And Teased
Sissy Boy Paddled And Teased
5:05
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3 months ago
SunPorno

Dominatrix Transforms Her Sissy Boy
Dominatrix Transforms Her Sissy Boy
5:43
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3 months ago
PornoXo

Sissy Boy In Panties
Sissy Boy In Panties
0:52
Report
3 months ago
XHamster

Fun Times In Panties...sissy Boy
Fun Times In Panties...sissy Boy
1:07
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3 months ago
XHamster

Dominant Shemale Humiliates Sissy Boy
Dominant Shemale Humiliates Sissy Boy
5:06
Report
3 months ago
Ah-Me

Sissy Boy Takes A Strap On
Sissy Boy Takes A Strap On
6:03
Report
3 months ago
Ah-Me

Face Sitting On Sissy Boy
Face Sitting On Sissy Boy
6:16
Report
3 months ago
Ah-Me

Sissy Boy Not Allowed To Cum
Sissy Boy Not Allowed To Cum
7:49
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3 months ago
Ah-Me

Tall Skinny Sissy Boy Likes Going Both Ways Clip
Tall Skinny Sissy Boy Likes Going Both Ways Clip
7:33
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3 months ago
Ah-Me

Fuck My Face Sissy Boy
Fuck My Face Sissy Boy
18:06
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3 months ago
Ah-Me

Sissy Boy Takes Dildo Deep In Ass
Sissy Boy Takes Dildo Deep In Ass
8:45
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3 months ago
Ah-Me

Mistress Teases Nakedtied Up Sissy Boys Cock
Mistress Teases Nakedtied Up Sissy Boys Cock
2:30
Report
3 months ago
Ah-Me

Sissy Boy Cant Stay Hard
Sissy Boy Cant Stay Hard
8:39
Report
3 months ago
Ah-Me

Sissy Boy Gets It Up The Ass
Sissy Boy Gets It Up The Ass
6:27
Report
3 months ago
Ah-Me

Sissy Boy Punished Hard
Sissy Boy Punished Hard
8:19
Report
3 months ago
Ah-Me

Sissy Boy Gets Spanked
Sissy Boy Gets Spanked
9:45
Report
3 months ago
Ah-Me

FaceSitting On Sissy Boy
FaceSitting On Sissy Boy
6:15
Report
3 months ago
Ah-Me

Sissy Boy Paddled And Teased
Sissy Boy Paddled And Teased
5:05
Report
3 months ago
Ah-Me

Sissy Boy Punished Hard
Sissy Boy Punished Hard
8:19
Report
3 months ago
Ah-Me

On Your Toes Sissy Boy
On Your Toes Sissy Boy
5:11
Report
3 months ago
Ah-Me

Sissy Boys Humbled Orgasm
Sissy Boys Humbled Orgasm
6:25
Report
3 months ago
Ah-Me

Face Sitting On Sissy Boy
Face Sitting On Sissy Boy
6:16
Report
3 months ago
Ah-Me

Sissy Boys Humbled Orgasm
Sissy Boys Humbled Orgasm
6:25
Report
3 months ago
Ah-Me

Sissy Boy Shoe And Foot Worship
Sissy Boy Shoe And Foot Worship
6:04
Report
3 months ago
Ah-Me

Face Sitting On Sissy Boy
Face Sitting On Sissy Boy
6:16
Report
3 months ago
Ah-Me

Femdom Strap On Fucks Her Sissy Boy
Femdom Strap On Fucks Her Sissy Boy
6:23
Report
3 months ago
Ah-Me

Black Penis Goes Deep In This Sissy Boys Asshole
Black Penis Goes Deep In This Sissy Boys Asshole
10:45
Report
3 months ago
Ah-Me

Sissy Boy Takes A Strap On
Sissy Boy Takes A Strap On
6:03
Report
3 months ago
Ah-Me

Sissy Boy Takes In His Ass A Big Cucumber - Xturkadult Com
 Sissy Boy Takes In His Ass A Big Cucumber -  Xturkadult Com
9:31
Report
3 months ago
XHamster

Wimpy Sissy Boy Gets It Up His Ass From His Femdom Bride
Wimpy Sissy Boy Gets It Up His Ass From His Femdom Bride
7:09
Report
3 months ago
TnaFlix

Sissy Boy Gets Bound Spanked And Fucked In The Ass
Sissy Boy Gets Bound Spanked And Fucked In The Ass
5:47
Report
3 months ago
TnaFlix

Femdom Starla Humiliates Sissy Boys Cock While Stroking Him
Femdom Starla Humiliates Sissy Boys Cock While Stroking Him
5:54
Report
3 months ago
TnaFlix

Starla Finally Lets Her Sissy Boy Have An Ejaculation
Starla Finally Lets Her Sissy Boy Have An Ejaculation
5:51
Report
3 months ago
TnaFlix

Femdom Starla Takes Control Of Her Sissy Boys Ass
Femdom Starla Takes Control Of Her Sissy Boys Ass
6:21
Report
3 months ago
TnaFlix

Candy Monroe - Sissy-Boy Elmer
Candy Monroe - Sissy-Boy Elmer
2:28
Report
3 months ago
BigAss

Candy Monroe - Sissy-Boy Elmer
Candy Monroe - Sissy-Boy Elmer
2:27
Report
3 months ago
BigAss

Sissy Boy Take A Strapon And Enjoys It!
Sissy Boy Take A Strapon And Enjoys It!
10:17
Report
3 months ago
TnaFlix

Mistress Lora Finds A New Way Of Humiliating Her Poor Helpless Cuckold Using Two Of Her Favorite Sissy Boys!
Mistress Lora Finds A New Way Of Humiliating Her Poor Helpless Cuckold Using Two Of Her Favorite Sissy Boys!
16:02
Report
3 months ago
TnaFlix

Grainy VHS, But Cuck Wannabes Can Still Fap To It. Keep Your Tissues Handy, Sissy Boys!
Grainy VHS, But Cuck Wannabes Can Still Fap To It. Keep Your Tissues Handy, Sissy Boys!
25:11
Report
3 months ago
TnaFlix

Wimpy Sissy Boy Made To Worship And Cleanup Femdoms Pussy
Wimpy Sissy Boy Made To Worship And Cleanup Femdoms Pussy
6:32
Report
3 months ago
TnaFlix

Femdom Starla Dominates Her Sissy Boy And Fucks Him Up His Wimpy Ass
Femdom Starla Dominates Her Sissy Boy And Fucks Him Up His Wimpy Ass
7:51
Report
3 months ago
TnaFlix

Horny Sissy Boy In A Blonde Wig Munches On Cock And Gets Drilled
Horny Sissy Boy In A Blonde Wig Munches On Cock And Gets Drilled
5:00
Report
3 months ago
YepTube

Mistress A. - My Sissy Boy Takes In His Ass A Big Cucumber
Mistress A. - My Sissy Boy Takes In His Ass A  Big Cucumber
9:31
Report
3 months ago
XHamster

Strapon Loving Bitches Fuck A Skinny Sissy Boy
Strapon Loving Bitches Fuck A Skinny Sissy Boy
6:30
Report
4 months ago
HardSexTube

Sissy Boy Wearing A Dress Wants To Be A Girl
Sissy Boy Wearing A Dress Wants To Be A Girl
15:53
Report
4 months ago
RedTube

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

Sissy Boy Booty Shake
Sissy Boy Booty Shake
0:36
Report
4 months ago
XHamster

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

Sissy Boys Femdom Cock Wax Domination
Sissy Boys Femdom Cock Wax Domination
5:15
Report
4 months ago
AdultsForS..

Sissy Boy Femdom Stocking Worship
Sissy Boy Femdom Stocking Worship
5:22
Report
4 months ago
AdultsForS..

Femdom Starla Dominates Her Sissy Boy
Femdom Starla Dominates Her Sissy Boy
12:48
Report
4 months ago
AdultsForS..

Chubby Sissy Boy Anal Toying Dildo In Shower
Chubby Sissy Boy Anal Toying Dildo In Shower
0:32
Report
4 months ago
AdultsForS..

Strapon Sissy Sex
Strapon Sissy Sex
3:01
Report
4 months ago
CrocoTube

Sissy Boys In Servitude
Sissy Boys In Servitude
3:01
Report
4 months ago
CrocoTube

Sissy Boy Fucks Ass With Dildo
Sissy Boy Fucks Ass With Dildo
1:11
Report
4 months ago
XHamster

Mistress Fuck Sissy Boys
Mistress Fuck Sissy Boys
16:11
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4 months ago
XHamster

My Slave Sissy Boy Licks My Tight Perky Boobs
My Slave Sissy Boy Licks My Tight Perky Boobs
2:05
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4 months ago
MyLust

Sissy Boy From Iowa Enjoyed Me Sucking His Big Cock
Sissy Boy From Iowa Enjoyed Me Sucking His Big Cock
11:28
Report
4 months ago
MyLust

Getting Laid With My Sissy Boy In Car On The Parking Lot Over The Mall
Getting Laid With My Sissy Boy In Car On The Parking Lot Over The Mall
40:04
Report
4 months ago
MyLust

Ugly Old Crossdresser In See Through Negligee Acts Like A Sissy Boy
Ugly Old Crossdresser In See Through Negligee Acts Like A Sissy Boy
1:27
Report
4 months ago
MyLust

Elamehs The Dancing Sissy Boy
Elamehs The Dancing Sissy Boy
2:06
Report
5 months ago
XHamster

Skinny Sissy Boy Goes Toe To Toe With Trannies
Skinny Sissy Boy Goes Toe To Toe With Trannies
5:29
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5 months ago
HardSexTube

Nasty Dominas Fuck A Sissy Boys Sweet Ass
Nasty Dominas Fuck A Sissy Boys Sweet Ass
5:28
Report
5 months ago
HardSexTube

Tranny Shemales Nail A Skinny Sissy Boy
Tranny Shemales Nail A Skinny Sissy Boy
5:29
Report
5 months ago
HardSexTube

showing 1-108 of 1935. order by: Date  |  Duration
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