Machine Orgasm Videos (17,981)

Permitted To Jizz Only From Ass Fucking

Permitted To Jizz Only From Ass Fucking

TrannyGem 1 year ago

Electric Shock Prostate and Massage Stick

Electric Shock Prostate and Massage Stick

xHamster 11 months ago

Matt & Elvis & Aron Private Show

Matt & Elvis & Aron Private Show

Flirt4Free 3 years ago

Hot Teasing with My Boobs

Hot Teasing with My Boobs

Flirt4Free 10 months ago

Natural T-girl Isabela Fontenele Tries the Machine

Natural T-girl Isabela Fontenele Tries the Machine

FreePorn8 1 month ago

Bashful Red-Haired is Made To Bellow(Nubile Spitroast+Lovemaking Machine)

Bashful Red-Haired is Made To Bellow(Nubile Spitroast+Lovemaking Machine)

TrannyGem 1 year ago

rectal ejaculation compilation ultra-cute femboy internal ejaculation

rectal ejaculation compilation ultra-cute femboy internal ejaculation

TrannyGem 3 years ago

Luccas & Jhordy & Master Private Show

61% HD 2:00 / 14:28

Luccas & Jhordy & Master Private Show

Flirt4Free 6 days ago

Kaila Silver Private Show

HD 2:00 / 16:53

Kaila Silver Private Show

Flirt4Free 2 years ago

two Ass-Fuck Ejaculations for Sissy in Innocence

two Ass-Fuck Ejaculations for Sissy in Innocence

TrannyGem 1 year ago

Luke Hardy & Cristian Ford Party on Jan 16, 2026 - Part 3

57% 4K 2:00 / 1:55:10

Luke Hardy & Cristian Ford Party on Jan 16, 2026 - Part 3

Flirt4Free 1 month ago

Feelipe & Adara Private Show

Feelipe & Adara Private Show

Flirt4Free 4 months ago

The black destroyer 17 inch dildo with sleeve and some

The black destroyer 17 inch dildo with sleeve and some

xHamster 2 years ago

FUCK HOLE NO MERCY - Part 4

FUCK HOLE NO MERCY - Part 4

Flirt4Free 1 year ago

Luke Hardy & Cristian Ford Private Show

53% HD 2:00 / 25:07

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 month ago

Sexy Crossdresser Gets His Farting Anal Pussy Creamy Fucked By The Sex Machine

Sexy Crossdresser Gets His Farting Anal Pussy Creamy Fucked By The Sex Machine

xHamster 1 year ago

Frederick & Aleex & Daaniel Private Show

HD 2:00 / 11:54

Frederick & Aleex & Daaniel Private Show

Flirt4Free 4 months ago

Fucking machine session from this monday!

Fucking machine session from this monday!

xHamster 1 year ago

scorching trashy post op trans baddie shags its crotch including a horse vibrator and a smashing machine, cums

scorching trashy post op trans baddie shags its crotch including a horse vibrator and a smashing machine, cums

KAMS 11 months ago

Redhead anal machine fucked. Hard and creamy fun for this fat booty, dap dildo to intense.

Redhead anal machine fucked. Hard and creamy fun for this fat booty, dap dildo to intense.

xHamster 10 months ago

My Nipples So Hard^^

My Nipples So Hard^^

Flirt4Free 10 months ago

Emma & Master Private Show

HD 2:00 / 11:18

Emma & Master Private Show

Flirt4Free 5 days ago

Margaux Fox Private Show

Margaux Fox Private Show

Flirt4Free 5 years ago

Charlie Cano Private Show

63% HD 2:00 / 8:26

Charlie Cano Private Show

Flirt4Free 3 years ago

Ebony is captured by aliens for the sake of sex experiments with 3d futa blonde

Ebony is captured by aliens for the sake of sex experiments with 3d futa blonde

MyLust 2 years ago

Troy Khalil Party on Nov 6, 2025

45% 4K 2:00 / 50:13

Troy Khalil Party on Nov 6, 2025

Flirt4Free 3 months ago

Enormous Compilation Concerning Butthole Cumming And Solo Cumshots Collection sissygasm ( trap milking )

Enormous Compilation Concerning Butthole Cumming And Solo Cumshots Collection sissygasm ( trap milking )

KAMS 1 year ago

Christian & Nicco & Elvis Private Show

HD 2:00 / 12:18

Christian & Nicco & Elvis Private Show

Flirt4Free 1 year ago

Jhordy & Maxx Private Show

52% HD 2:00 / 53:16

Jhordy & Maxx Private Show

Flirt4Free 6 months ago

Luccas & Archie & Jose Private Show

63% HD 2:00 / 52:50

Luccas & Archie & Jose Private Show

Flirt4Free 3 weeks ago

Sophia Loreen Party on Feb 6, 2026 - Part 2

4K 2:00 / 27:49

Sophia Loreen Party on Feb 6, 2026 - Part 2

Flirt4Free 1 week ago

Cum Facial and Cock Cleaning П🍆💦🤤

45% HD 2:00 / 44:57

Cum Facial and Cock Cleaning П🍆💦🤤

Flirt4Free 8 months ago

Crazy Night

45% HD 2:00 / 32:38

Flirt4Free 3 years ago

Elix & Elias & Paulo Private Show

46% HD 2:00 / 11:00

Elix & Elias & Paulo Private Show

Flirt4Free 7 months ago

Hardcore Gay 3-Way

HD 2:00 / 11:23

Hardcore Gay 3-Way

Flirt4Free 6 years ago

Sophia Loreen Party on Feb 2, 2026 - Part 4

4K 2:00 / 20:06

Sophia Loreen Party on Feb 2, 2026 - Part 4

Flirt4Free 2 weeks ago

Patric & Alexander & Lian Private Show

42% HD 2:00 / 33:17

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

30 Seconds to Cum - 20min Post Orgasm

30 Seconds to Cum - 20min Post Orgasm

xHamster 1 month ago

Master & Christian Mckenzie & Christian Rey Private Show

67% HD 2:00 / 7:39

Master & Christian Mckenzie & Christian Rey Private Show

Flirt4Free 3 years ago

Skinny T-gal Aleshka Markov Treats Her Booty to Machine Sex

Skinny T-gal Aleshka Markov Treats Her Booty to Machine Sex

Dafreeporn 2 weeks ago

ride dildo

55% HD 2:00 / 6:53

Flirt4Free 4 years ago

Lance & Christian & Master Private Show

62% HD 2:00 / 16:11

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Rough anal for cute transgirl fucking machine part 1

Rough anal for cute transgirl fucking machine part 1

xHamster 3 years ago

screwing machine squirt

screwing machine squirt

ShemaleSin 5 months ago

Hanna Ven Private Show

56% HD 2:00 / 2:17:23

Hanna Ven Private Show

Flirt4Free 1 year ago

Lian & Christian & Layan Private Show

HD 2:00 / 10:05

Lian & Christian & Layan Private Show

Flirt4Free 3 years ago

Crossdresser sloppy creamy anal fuck tons of lube

Crossdresser sloppy creamy anal fuck tons of lube

xHamster 11 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 3 months ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 3 weeks ago

DESTRIY HOLE VERY HARD

DESTRIY HOLE VERY HARD

Flirt4Free 1 year ago

2024 Chastity Cum Compilation

2024 Chastity Cum Compilation

xHamster 7 months ago

Jhordy & Maxx Private Show

63% HD 2:00 / 24:38

Jhordy & Maxx Private Show

Flirt4Free 5 months ago

Master & Ithan Private Show

41% HD 2:00 / 12:09

Master & Ithan Private Show

Flirt4Free 7 months ago

The ebony destroyer 17 inch vibrator with sleeve and some

The ebony destroyer 17 inch vibrator with sleeve and some

ShemaleSin 2 years ago

22 Cm rich orgasm

22 Cm rich orgasm

xHamster 1 year ago

Just a horny day and sissy driving huge toys in her pussy, double penetration, fisting

Just a horny day and sissy driving huge toys in her pussy, double penetration, fisting

xHamster 1 year ago

Was the dildo too big for anal play ?

Was the dildo too big for anal play ?

xHamster 4 weeks ago

Luke Hardy & Cristian Ford Private Show

Luke Hardy & Cristian Ford Private Show

Flirt4Free 7 months ago

Patric & Jeans Private Show

Patric & Jeans Private Show

Flirt4Free 3 years ago

Pretty Tranny Gabriela Ferrari Brings Herself to Orgasm Using a Dildo

Pretty Tranny Gabriela Ferrari Brings Herself to Orgasm Using a Dildo

xHamster 1 year ago

Getting node plumbed until my brain dissolves

Getting node plumbed until my brain dissolves

TrannyGem 1 year ago

Camila & Samael Private Show

71% HD 2:00 / 22:30

Camila & Samael Private Show

Flirt4Free 7 months ago

Memorable moment from "Latex Crossdresser getting machine fucked until gaped hole"

Memorable moment from "Latex Crossdresser getting machine fucked until gaped hole"

xHamster 6 months ago

Sophia Loreen Party on Oct 23, 2025 - Part 2

58% 4K 2:00 / 23:12

Sophia Loreen Party on Oct 23, 2025 - Part 2

Flirt4Free 3 months ago

Hard, anal machine Compilation. Fast and creamy fucking of my bubble butt. Big dildos banging that ass.

Hard, anal machine Compilation. Fast and creamy fucking of my bubble butt. Big dildos banging that ass.

xHamster 10 months ago

Fuck machine PMV

Fuck machine PMV

xHamster 9 months ago

Virginity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

Virginity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

TrannyGem 1 year ago

Sophia Loreen Party on Jul 12, 2025 - Part 2

HD 2:00 / 20:37

Sophia Loreen Party on Jul 12, 2025 - Part 2

Flirt4Free 7 months ago

Huge hands free cumshot sissygasm

Huge hands free cumshot sissygasm

xHamster 1 year ago

Sophia Loreen Private Show

4K 2:00 / 1:13:28

Sophia Loreen Private Show

Flirt4Free 2 weeks ago

WHO NEEDS FLYING TRUCKS WHEN WE HAVE EDGING MACHINES?

WHO NEEDS FLYING TRUCKS WHEN WE HAVE EDGING MACHINES?

Transvids.tv 7 months ago

Ubeer & Paulo Private Show

Ubeer & Paulo Private Show

Flirt4Free 7 months ago

I Fucked My New Toy, and I Left All My Cum Inside It

61% HD 2:00 / 4:00

I Fucked My New Toy, and I Left All My Cum Inside It

Flirt4Free 3 years ago

Jamer & Owen & Hercules Private Show

45% HD 2:00 / 4:02

Jamer & Owen & Hercules Private Show

Flirt4Free 3 years ago

Master Collins Private Show

Master Collins Private Show

Flirt4Free 3 weeks ago

Sitting on the counter and fucking machine

Sitting on the counter and fucking machine

xHamster 11 months ago

POV Getting intense fucked by sexmaschine, watch my Cock leaking throught chastity cage an big tits bounce

POV Getting intense fucked by sexmaschine, watch my Cock leaking throught chastity cage an big tits bounce

xHamster 2 years ago

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

ShemaleSin 1 year ago

MONSTROUS TRANS BUST

MONSTROUS TRANS BUST

TransTube.tv 8 months ago

Charlie Cano Private Show

55% HD 2:00 / 7:16

Charlie Cano Private Show

Flirt4Free 3 years ago

Sophia Loreen Party on Jan 14, 2026 - Part 3

4K 2:00 / 32:59

Sophia Loreen Party on Jan 14, 2026 - Part 3

Flirt4Free 1 month ago

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Flirt4Free 1 year ago

BBC Fucking Machine Makes Sissy Cum Hard in Chastity!

BBC Fucking Machine Makes Sissy Cum Hard in Chastity!

xHamster 1 month ago

Trans Playgirl Pietra Radi Enjoys Automated Ass Bang

Trans Playgirl Pietra Radi Enjoys Automated Ass Bang

FreePorn8 2 weeks ago

Spandex Gimpette Nail Machine Madness

Spandex Gimpette Nail Machine Madness

TrannyGem 4 years ago

Cheetah Print Bikini Slut Spreads Her Legs to be Fucked

Cheetah Print Bikini Slut Spreads Her Legs to be Fucked

xHamster 3 years ago

My bang machine and me - sissy time alone

My bang machine and me - sissy time alone

TrannyGem 2 years ago

Mature Brit parent solo assfuck getting off with fake penis on the ravaging machine

Mature Brit parent solo assfuck getting off with fake penis on the ravaging machine

4Gay 7 months ago

Machine Fisting for naught crossdresser slut

Machine Fisting for naught crossdresser slut

xHamster 1 year ago

Play Ass Holes

67% HD 2:00 / 15:28

Flirt4Free 1 year ago

Charlie Cano Private Show

65% HD 2:00 / 13:13

Charlie Cano Private Show

Flirt4Free 3 years ago

Two Amazing Girls Show Off Their Hot Bodies.

38% HD 2:00 / 7:35

Two Amazing Girls Show Off Their Hot Bodies.

Flirt4Free 3 years ago

Japanese Sissy’s Late Night Anal Moans – Huge Dildo Stretches Crossdresser

Japanese Sissy’s Late Night Anal Moans – Huge Dildo Stretches Crossdresser

XCafe 7 months ago

Ubeer & Paulo Private Show

62% HD 2:00 / 4:46

Ubeer & Paulo Private Show

Flirt4Free 7 months ago

Marvelous post op trans female pulverizes her butt with a dildo and a pony fake penis until she bursts over

Marvelous post op trans female pulverizes her butt with a dildo and a pony fake penis until she bursts over

TrannyGem 3 years ago

bang machine session XXL knob

bang machine session XXL knob

ShemaleSin 8 months ago

Hercules & Lance & Lian Miller Private Show

63% HD 2:00 / 8:05

Hercules & Lance & Lian Miller Private Show

Flirt4Free 3 years ago

Setsuna Compilation

Setsuna Compilation

xHamster 3 years ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 2 weeks ago

Crossed Machine Joy

Crossed Machine Joy

4Gay 1 year ago

Master & Ithan Private Show

68% HD 2:00 / 28:44

Master & Ithan Private Show

Flirt4Free 8 months ago

Sissygasm Meltdown: Overwhelmed Crossdresser Ass Tear

Sissygasm Meltdown: Overwhelmed Crossdresser Ass Tear

XGroovy 6 months ago

Jhordy & Maxx Private Show

65% HD 2:00 / 1:24:58

Jhordy & Maxx Private Show

Flirt4Free 6 months ago

Cumming on Fuck Machine!!

Cumming on Fuck Machine!!

xHamster 3 months ago

Asian Crossdresser Fucking Machine: Net Stockings Part 2

Asian Crossdresser Fucking Machine: Net Stockings Part 2

xHamster 3 years ago

Sophia Loreen Party on Jun 14, 2025 - Part 2

4K 2:00 / 1:39:44

Sophia Loreen Party on Jun 14, 2025 - Part 2

Flirt4Free 8 months ago

Nicco & Patric & Santiago Have Amazing Threesome

63% HD 2:00 / 1:04:58

Nicco & Patric & Santiago Have Amazing Threesome

Flirt4Free 1 year ago

Viky & Master Private Show

65% HD 2:00 / 6:55

Viky & Master Private Show

Flirt4Free 2 months ago

Crhistian Fucked by a Friend

Crhistian Fucked by a Friend

Flirt4Free 7 years ago

Viky & Emma Private Show

Viky & Emma Private Show

Flirt4Free 3 weeks ago

Machine fucking with 15 inch dildo

Machine fucking with 15 inch dildo

xHamster 2 years ago

Fed My Own Cum Strapped to Fucking Machine Chair in Chastity - Sissy Maid

Fed My Own Cum Strapped to Fucking Machine Chair in Chastity - Sissy Maid

xHamster 3 years ago

Sabrina Smiith Private Show

4K 2:00 / 10:26

Sabrina Smiith Private Show

Flirt4Free 2 months ago

Liam Jacobson Private Show

44% HD 2:00 / 4:59

Liam Jacobson Private Show

Flirt4Free 5 years ago

Charlie Cano Private Show, More Fucks Like This, I Want to Repeat

64% HD 2:00 / 14:57

Charlie Cano Private Show, More Fucks Like This, I Want to Repeat

Flirt4Free 3 years ago

Jacob Malik Private Show

47% HD 2:00 / 16:32

Jacob Malik Private Show

Flirt4Free 4 months ago

Black Tgirl Hardcore fisted and Pounded by Fuck Machine

61% HD 0:10 / 35:26

Black Tgirl Hardcore fisted and Pounded by Fuck Machine

LoyalFans 8 months ago

Paris & Oliver Private Show

65% HD 2:00 / 4:51

Paris & Oliver Private Show

Flirt4Free 3 years ago

Luke Hardy & Cristian Ford Private Show

4K 2:00 / 25:04

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 week ago

poke machine deep rectal teaching and molten jizzing ( femboy sissy trap cd )

poke machine deep rectal teaching and molten jizzing ( femboy sissy trap cd )

TrannyGem 4 years ago

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