Search results - Sissy Machine

Total found: 466 videos (page 4)

Live Stream Webcam Sissy Boy Sean More with Fuck Machine part 2 - Bigger dildo6:25
11 months ago xHamster

Live Stream Webcam Sissy Boy Sean More with Fuck Machine part 2 - Bigger dildo

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2nd part with the fucking machine - horny in the ass6:13
11 months ago xHamster

2nd part with the fucking machine - horny in the ass

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Sissy crossdresser playing with new machine4:48
10 months ago xHamster

Sissy crossdresser playing with new machine

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Sissy machine fuck6:32
10 months ago xHamster

Sissy machine fuck

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Crossdresser sessions with fuck machine16:51
10 months ago xHamster

Crossdresser sessions with fuck machine

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Femboy tries Fuck Machine for the first time - Crossdresser gets his big ass fucked5:38
10 months ago xHamster

Femboy tries Fuck Machine for the first time - Crossdresser gets his big ass fucked

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Huge dildo machine fuck me silly1:43
10 months ago xHamster

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Fucking Machine for Sissy7:56
10 months ago xHamster

Fucking Machine for Sissy

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10 months ago xHamster

I Love My Fucking Machine, Dressed in Latex

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Kong on the Fuck Machine12:08
10 months ago xHamster

Kong on the Fuck Machine

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Sissy D tied up on the machine9:10
10 months ago xHamster

Sissy D tied up on the machine

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10 months ago xHamster

Long Anal Fuck Session With The Fuck Machine For Latex Sissy Slut

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2024.08.23 crossdresser machine fuck2:26
10 months ago xHamster

2024.08.23 crossdresser machine fuck

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Crossdresser With Big Ass Fucked By Fuck Machine To Moaning Prostate Orgasm19:10
10 months ago xHamster

Crossdresser With Big Ass Fucked By Fuck Machine To Moaning Prostate Orgasm

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Crossdresser plays with ravage machine9:25
9 months ago Gay Ck

Crossdresser plays with ravage machine

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2024.08.30 vibrator dildo & machine2:10
9 months ago xHamster

2024.08.30 vibrator dildo & machine

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Big Black Ass Crossdresser Getting Fucked By Machine To Moaning Orgasm In Colorful Dress18:38
9 months ago xHamster

Big Black Ass Crossdresser Getting Fucked By Machine To Moaning Orgasm In Colorful Dress

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Fuckt by machine1:43
9 months ago xHamster

Fuckt by machine

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Fuck machine2:23
9 months ago xHamster

Fuck machine

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9 months ago xHamster

Sissy bottom using fuck machine

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9 months ago xHamster

Warming myself up with my new fuck machine

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9 months ago xHamster

Anal dildo on a small fuck machine

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9 months ago xHamster

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Fuck Machine Pounding Big Black Ass11:32
9 months ago xHamster

Fuck Machine Pounding Big Black Ass

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Crossdresser gets anal pussy gaped by Machine Fisting9:23
7 months ago xHamster

Crossdresser gets anal pussy gaped by Machine Fisting

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Tiny Dick Sissy Jeffery Heuett Machine Fucked and Squirts9:56
7 months ago xHamster

Tiny Dick Sissy Jeffery Heuett Machine Fucked and Squirts

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7 months ago xHamster

Chastity sissy uses fucking machine

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Machine Fucked In Socks (old video re-upload)4:16
7 months ago xHamster

Machine Fucked In Socks (old video re-upload)

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Crossdresser Machine Dildo Fist Action11:36
7 months ago xHamster

Crossdresser Machine Dildo Fist Action

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My hole loves the fuck machine3:52
7 months ago xHamster

My hole loves the fuck machine

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7 months ago xHamster

Gay Big Butt Takes on Fuck Machine

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My favorite plug on my fuck machine3:47
7 months ago xHamster

My favorite plug on my fuck machine

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Puck Router with the Fuck Machine3:01
7 months ago xHamster

Puck Router with the Fuck Machine

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Fucking Machine1:17
7 months ago xHamster

Fucking Machine

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Machine Fisting for naught crossdresser slut5:21
7 months ago xHamster

Machine Fisting for naught crossdresser slut

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6 months ago xHamster

Ultimate Hands Free Fuck Machine Orgasm!!

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Crossdresser gets taken by the machine + nipple play12:02
6 months ago xHamster

Crossdresser gets taken by the machine + nipple play

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machine and young man1:26
6 months ago xHamster

Machine and young man

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6 months ago xHamster

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Slutty Crossdresser gets double penetrated by fucking machine9:02
6 months ago xHamster

Slutty Crossdresser gets double penetrated by fucking machine

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Sissyboy fucking machine11:09
6 months ago xHamster

Sissyboy fucking machine

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SlutBoyTO gets anally destroyed by a huge Minotaur dildo mounted on a sex machine8:54
6 months ago xHamster

SlutBoyTO gets anally destroyed by a huge Minotaur dildo mounted on a sex machine

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Fucking Machine3:18
6 months ago xHamster

Fucking Machine

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I gave the machine control to a happy viewer!!!1:03:43
6 months ago xHamster

I gave the machine control to a happy viewer!!!

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Masked Crossdresser Gets Prostate Pounded By Fuck Machine Until Having Moaning Orgasm6:46
6 months ago xHamster

Masked Crossdresser Gets Prostate Pounded By Fuck Machine Until Having Moaning Orgasm

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Inaugurate Machine for Goddess Asura2:59
6 months ago xHamster

Inaugurate Machine for Goddess Asura

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Fuck Machine1:53
6 months ago xHamster

Fuck Machine

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Fuck Machine1:41
6 months ago xHamster

Fuck Machine

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Machine Fucking3:28
5 months ago xHamster

Machine Fucking

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Crossdresser drilling machine assfuck intercourse9:18
11 months ago 4Gay

Crossdresser drilling machine assfuck intercourse

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Stud in white pantyhose gets screwed by machine at home9:54
1 year ago 4Gay

Stud in white pantyhose gets screwed by machine at home

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Sissy femboy Raine using enormous fucktoys on a screw machine10:43
1 year ago 4Gay

Sissy femboy Raine using enormous fucktoys on a screw machine

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FranBirch Solo POINT OF VIEW- Unexperienced Femboy uses a tear up machine6:43
1 year ago 4Gay

FranBirch Solo POINT OF VIEW- Unexperienced Femboy uses a tear up machine

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Guts masturbating with ginormous faux-cocks and mighty machine29:39
11 months ago 4Gay

Guts masturbating with ginormous faux-cocks and mighty machine

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Goth Goth Emo Sissy Get Poked By Fuckin' Machine With Enormous Pony Dinky Fake Penis3:50
1 year ago 4Gay

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Crossdressing Sissy in a Jean Mini-Skirt Machine Pounded In Rump19:16
1 year ago 4Gay

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Stockings Homo Youngster Tough Deep Drilled By Banging Machine With Intensive Yells3:55
7 months ago 4Gay

Stockings Homo Youngster Tough Deep Drilled By Banging Machine With Intensive Yells

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Crossed Machine Joy7:32
1 year ago 4Gay

Crossed Machine Joy

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Femboy Blows A Load after Railing and using Plumb Machine9:43
1 year ago 4Gay

Femboy Blows A Load after Railing and using Plumb Machine

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extraordinary poke machine sissy bombshell10:08
1 year ago 4Gay

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Japanese Crossdresser Tearing Up Machine: college uniform Part two7:04
1 year ago 4Gay

Japanese Crossdresser Tearing Up Machine: college uniform Part two

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Sasha Earth jacking and boink machine faux-cock home9:05
10 months ago 4Gay

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Man in white stocking gets ravaged and popshot by machine25:07
1 year ago 4Gay

Man in white stocking gets ravaged and popshot by machine

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Sissy plowing machine5:06
2 years ago MenGem

Sissy plowing machine

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French Sissy Lolajtrav's Solo Session with Toys and Machine8:58
10 months ago MenGem

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Fellow romping machine sizzling6:05
1 year ago MenGem

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Mature beefcake ravages himself in the butt with fuck stick on a machine27:51
1 year ago MenGem

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2 years ago MenGem

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Machine Massive Faux-Cock Bum Chum Ass Fucking Banging5:03
1 year ago MenGem

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1 year ago MenGem

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Chastity Anal Fucking Machine for PVC Sissy7:13
11 months ago MenGem

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pulverize machine on a tabouret5:03
2 years ago MenGem

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1 year ago MenGem

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1 year ago MenGem

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2 years ago MenGem

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very first attempt of my shagging machine7:30
1 year ago MenGem

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5 months ago xHamster

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man wear fitness uniform and white socks plumbed by machine21:09
5 months ago 4Gay

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Muscle sissy gets screwed by machine and faux-cock dressed in pretty white undergarments20:40
5 months ago 4Gay

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Long machine for worn out crossdresser anal35:20
5 months ago xHamster

Long machine for worn out crossdresser anal

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Thick crossdresser gets by machine22:12
5 months ago xHamster

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MACHINE SEX1:52
5 months ago xHamster

MACHINE SEX

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5 months ago xHamster

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Machine + Nylon1:16
5 months ago xHamster

Machine + Nylon

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5 months ago xHamster

Crossdresser with fake tits gets worried by the sex machine

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Gos CD - Machine Fucked 21:13
5 months ago xHamster

Gos CD - Machine Fucked 2

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5 months ago xHamster

Gos CD - Machine Fucked

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5 months ago 4Gay

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Big Butt Black Crossdresser Getting Ass Fucked By Dildo Sex Machine11:50
5 months ago xHamster

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18 YO Femboy the new fuckin on the fuck machine5:55
5 months ago xHamster

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XL Kong Dong on Fuck Machine!!13:54
5 months ago xHamster

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5 months ago xHamster

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4 months ago xHamster

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Machine Fuck Purple Lingerie4:26
4 months ago xHamster

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Machine love12:50
4 months ago 4Gay

Machine love

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Bumfuck Painal Pulverizing Machine - Supah Aching Rump [ten minute promo]]10:27
4 months ago 4Gay

Bumfuck Painal Pulverizing Machine - Supah Aching Rump [ten minute promo]]

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3 months ago AB Gay

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3 months ago 4Gay

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romping machine11:40
3 months ago 4Gay

Romping machine

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Crossdresser plays with tear up machine9:22
3 months ago 4Gay

Crossdresser plays with tear up machine

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Masturbating Machine Compilation6:05
2 months ago 4Gay

Masturbating Machine Compilation

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2 months ago 4Gay

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51 days ago 4Gay

Make me jism faster than this machine

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25 days ago 4Gay

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16 days ago 4Gay

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4 days ago 4Gay

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