Machine Orgasm Videos (4,711)

Handsfree Pmv Part 2

Handsfree Pmv Part 2

xHamster 2 weeks ago

Massive ejaculation by inserting electric massage machine into anal

Massive ejaculation by inserting electric massage machine into anal

TrannyGem 3 years ago

Huge hands free cumshot sissygasm

Huge hands free cumshot sissygasm

xHamster 1 year ago

Spandex Gimpette Nail Machine Madness

Spandex Gimpette Nail Machine Madness

TrannyGem 4 years ago

Naughty cock girl gets the anal pussy fisted and fucked by the machine.

Naughty cock girl gets the anal pussy fisted and fucked by the machine.

xHamster 11 months ago

”Trans Sabrina Lins Jerking off till Orgasm”

”Trans Sabrina Lins Jerking off till Orgasm”

LesbianBliss 6 days ago

The Only Way A Sissy Should Be Instructed To Jizz

The Only Way A Sissy Should Be Instructed To Jizz

TrannyGem 2 years ago

Big Butt Christmas Elf Getting Ass Pounded By Fuck Machine Until Having Prostate Orgasm

Big Butt Christmas Elf Getting Ass Pounded By Fuck Machine Until Having Prostate Orgasm

xHamster 1 month ago

Controlled and dominated by machines

Controlled and dominated by machines

ShemaleSin 1 month ago

Post Orgasm Cum Milking Jessica Bloom Big Trans Dick Milking Machine

71% HD 1:01 / 24:34

Post Orgasm Cum Milking Jessica Bloom Big Trans Dick Milking Machine

FapHouse 1 year ago

FTM Gets Drilled by Machine and Ejaculates While Using Masturbator

FTM Gets Drilled by Machine and Ejaculates While Using Masturbator

TransTube.tv 1 year ago

Emotional moment from "Big cock cums while riding"

Emotional moment from "Big cock cums while riding"

xHamster 4 months ago

Sexy post op trans girl plumbs her arse with a fake-pecker and a horse faux-cock until she bursts over

Sexy post op trans girl plumbs her arse with a fake-pecker and a horse faux-cock until she bursts over

TransTube.tv 1 year ago

Cumming on Fuck Machine!!

Cumming on Fuck Machine!!

xHamster 2 months ago

Locked, Submissive Trans Sissy in Long Machine Play

Locked, Submissive Trans Sissy in Long Machine Play

aShemaleTube 1 month ago

Bound T-Girl takes her automatic Dildo up the ass and has 3 Intense Orgasms!! (Toys & Fuckmachine)

Bound T-Girl takes her automatic Dildo up the ass and has 3 Intense Orgasms!! (Toys & Fuckmachine)

Pornzona 1 week ago

Multiformity Itsol squirts for u during the time that getting railed by her screwing machine

Multiformity Itsol squirts for u during the time that getting railed by her screwing machine

ShemaleSin 1 year ago

Patience game

xHamster 1 year ago

Jasmine Lotus ejaculations on machine jizzes after

Jasmine Lotus ejaculations on machine jizzes after

TrannyGem 4 years ago

Anal WolfPrincess caged orgasm💦

Anal WolfPrincess caged orgasm💦

aShemaleTube 1 year ago

Bang machine drills black’s cunt untill that babe squirts

Bang machine drills black’s cunt untill that babe squirts

Ebony8 1 year ago

This stacked shemale is so attractive the sky is the limit

This stacked shemale is so attractive the sky is the limit

MyLust 9 years ago

Sissy Maid Cums & Squirts Hard from Anal Fucking Machine in Chastity Cage - Jessica Bloom

Sissy Maid Cums & Squirts Hard from Anal Fucking Machine in Chastity Cage - Jessica Bloom

xHamster 1 year ago

F-Machine Alpha - Makes Jessica Bloom Cum Thick Load of Cum Wich She Licks up

F-Machine Alpha - Makes Jessica Bloom Cum Thick Load of Cum Wich She Licks up

xHamster 1 year ago

Asian Crossdresser Fucking Machine: school uniform Part 1

Asian Crossdresser Fucking Machine: school uniform Part 1

xHamster 3 years ago

Anal!zing Adventure of Krissy; Creamy 4 Big, Black Dildo

Anal!zing Adventure of Krissy; Creamy 4 Big, Black Dildo

Pornzona 1 week ago

Training the Slut Inside You: Mesmerizing HFO [Erotic ASMR] [Training Series Part 2]

Training the Slut Inside You: Mesmerizing HFO [Erotic ASMR] [Training Series Part 2]

Pornzona 1 month ago

Sitting on the U-shaped Toilet, the Machine Was Inserted and the Prostate Fluid Was Ejected

Sitting on the U-shaped Toilet, the Machine Was Inserted and the Prostate Fluid Was Ejected

FapHouse 10 months ago

Submissive Teen Gets Railed by Fuck Machine & Squirts Cum Without Hands

56% HD 1:01 / 5:06

Submissive Teen Gets Railed by Fuck Machine & Squirts Cum Without Hands

FapHouse 1 year ago

Anal dildo machine cum

Anal dildo machine cum

xHamster 1 year ago

Sissy femboy self pulverize splooging climax compilation

Sissy femboy self pulverize splooging climax compilation

TrannyGem 1 week ago

Machine fucks clairesquared brains out multiple squirts, watch me as I try not to cum all over myself

Machine fucks clairesquared brains out multiple squirts, watch me as I try not to cum all over myself

xHamster 3 years ago

sissy with didlo machine

sissy with didlo machine

TrannyGem 3 years ago

Fucking machine session from this monday!

Fucking machine session from this monday!

xHamster 1 year ago

Was the dildo too big for anal play ?

Was the dildo too big for anal play ?

xHamster 2 weeks ago

Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free and Swallows Cum

80% HD 1:01 / 21:03

Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free and Swallows Cum

FapHouse 1 year ago

Sissy PISSING and DRINKING own PEE while MASTURBATION and MOANING with ANAL Fuckmachine

Sissy PISSING and DRINKING own PEE while MASTURBATION and MOANING with ANAL Fuckmachine

xHamster 1 year ago

Stacxxxs Presents: Lexi Bunni Sex Machine Fun Cum

Stacxxxs Presents: Lexi Bunni Sex Machine Fun Cum

xHamster 4 months ago

Latex crossdresser slut gets fisted by machine

Latex crossdresser slut gets fisted by machine

xHamster 1 year ago

Tied in Latex Used by Home Assistant

Tied in Latex Used by Home Assistant

xHamster 3 weeks ago

Sissy crossdresser loves getting fucked ❤️

Sissy crossdresser loves getting fucked ❤️

Pornzona 1 week ago

Handsfree anal invasion dry climaxes

Handsfree anal invasion dry climaxes

TrannyGem 2 months ago

The fucking machine is almost tearing my ass apart, it feels so good

The fucking machine is almost tearing my ass apart, it feels so good

xHamster 1 week ago

Chastity Sissy Cums From Large Ebony Ramrod Screwing Machine And Swallows Her Own Cum

Chastity Sissy Cums From Large Ebony Ramrod Screwing Machine And Swallows Her Own Cum

FreePorn8 6 months ago

MONSTROUS TRANS BUST

MONSTROUS TRANS BUST

TransTube.tv 8 months ago

Sex machine pounds my sexy fat sissy pussy to assgasm

Sex machine pounds my sexy fat sissy pussy to assgasm

xHamster 3 years ago

Drilling That Sissy Culo Like A Great Dame

Drilling That Sissy Culo Like A Great Dame

2BGay 1 year ago

Hands free cumshot in tight pants

Hands free cumshot in tight pants

xHamster 2 years ago

Cumshot Compilation 1

Cumshot Compilation 1

FapHouse 4 months ago

twenty one inches in my butt! BULGE. I'm cumming whilst a sex tool stirs my abdomen

twenty one inches in my butt! BULGE. I'm cumming whilst a sex tool stirs my abdomen

ShemaleSin 1 year ago

Slave Is Automatically Milked

Slave Is Automatically Milked

xHamster 4 months ago

Big cock cums while riding

Big cock cums while riding

xHamster 1 year ago

Locked, Submissive Trans Sissy in Long Machine Play

Locked, Submissive Trans Sissy in Long Machine Play

xHamster 2 months ago

Big fake tits crossdresser in lingerie fucked by machine in front of open window

Big fake tits crossdresser in lingerie fucked by machine in front of open window

xHamster 3 months ago

Crossdresser sloppy creamy anal fuck tons of lube

Crossdresser sloppy creamy anal fuck tons of lube

xHamster 10 months ago

Taking My Horsie For Another Rail

Taking My Horsie For Another Rail

TrannyGem 1 year ago

Petite Emo White Trans Girl with Big Puffy Nipples Sucks and Milks Them with a Vacuum Pump

Petite Emo White Trans Girl with Big Puffy Nipples Sucks and Milks Them with a Vacuum Pump

xHamster 3 months ago

Cute femboy gets multiple orgasms from big dildos compilation

Cute femboy gets multiple orgasms from big dildos compilation

XGroovy 2 years ago

bubble butt femboy fucked by fuck machine

bubble butt femboy fucked by fuck machine

xHamster 3 years ago

perfect ass and tight hole of a beautiful femboy gets fucked hard by a sex machine and cums

perfect ass and tight hole of a beautiful femboy gets fucked hard by a sex machine and cums

Pornzona 1 week ago

Sissy crossdresser likes getting pummeled

Sissy crossdresser likes getting pummeled

Gayhaus 2 months ago

Giving Myself the Best Orgasm with My Fucking Machine

Giving Myself the Best Orgasm with My Fucking Machine

ShemaleSex 4 days ago

The fucking machine is almost tearing my ass apart

The fucking machine is almost tearing my ass apart

xHamster 4 weeks ago

Crossdresser’s Huge Ebony Bootie Penetrated By Pummel Machine

Crossdresser’s Huge Ebony Bootie Penetrated By Pummel Machine

5Gays 1 month ago

【えろコス女装】ピストンマシンでアナル調教　Prat2 assfucking chinese machine crossdress

【えろコス女装】ピストンマシンでアナル調教　Prat2 assfucking chinese machine crossdress

TrannyGem 5 months ago

Emotional moment from "Huge hands free cumshot sissygasm"

Emotional moment from "Huge hands free cumshot sissygasm"

xHamster 4 months ago

Tgirl kitten prays to be owned and humps ravage-a-thon machine

Tgirl kitten prays to be owned and humps ravage-a-thon machine

TransTube.tv 1 year ago

Furious wiggling after strong climax!

Furious wiggling after strong climax!

Transvids.tv 7 months ago

Jasmine Lotus ejaculations on machine finishes off after

Jasmine Lotus ejaculations on machine finishes off after

Transvids.tv 7 months ago

Femboy anal Fucking Machine

Femboy anal Fucking Machine

xHamster 2 weeks ago

Milking a cute femboy and having a hawt hands-free climax close up

Milking a cute femboy and having a hawt hands-free climax close up

ShemaleSin 1 year ago

射精シーン潮吹お漏らし six回射精したあと精液出ないのにイキ続ける制服黒タイツ｜ピストンマシン女装オナニー

射精シーン潮吹お漏らし six回射精したあと精液出ないのにイキ続ける制服黒タイツ｜ピストンマシン女装オナニー

5Gays 10 months ago

The Autoblow VacuGlide Faps Femboy!

The Autoblow VacuGlide Faps Femboy!

TrannyGem 1 year ago

Shemale with post op pussy is still shoving fuck machine into her anal

Shemale with post op pussy is still shoving fuck machine into her anal

XGroovy 2 years ago

Today's live session, me getting railed by viewers on xhamsterlive

Today's live session, me getting railed by viewers on xhamsterlive

xHamster 10 months ago

Anal foams over machine for sexy crossdresser

Anal foams over machine for sexy crossdresser

xHamster 4 months ago

Stunning Trans Redhead Bianca Berbare Goes Solo

Stunning Trans Redhead Bianca Berbare Goes Solo

Dafreeporn 3 weeks ago

So Strongly Fucked That I Was Wet Myself

So Strongly Fucked That I Was Wet Myself

xHamster 4 months ago

Solo Orgasm Sissy Sasha Q

Solo Orgasm Sissy Sasha Q

xHamster 3 months ago

Accidentally Cumming TS: Big Ass Trans Fucks & Masturbates to Orgasm!

Accidentally Cumming TS: Big Ass Trans Fucks & Masturbates to Orgasm!

XXXShemalePorn 2 years ago

FuckingMachines - Gets Power Fucked 9

FuckingMachines - Gets Power Fucked 9

BallsAndBoobs 1 year ago

Jessica Bloom Plapping - Ball Busting Chastity Orgasm Sissy Cumslut

Jessica Bloom Plapping - Ball Busting Chastity Orgasm Sissy Cumslut

xHamster 1 year ago

Magnificent post op trans gal pummels her rump with a fake-dick and a horse fake-trunk until she spills over

Magnificent post op trans gal pummels her rump with a fake-dick and a horse fake-trunk until she spills over

Transvids.tv 1 year ago

sissy slut anal compilation, lots of sissygasm's

sissy slut anal compilation, lots of sissygasm's

Pornzona 1 week ago

Daddy Milked Dry 2 Times in 5min

Daddy Milked Dry 2 Times in 5min

xHamster 2 months ago

Ejaculation scene Squirting leak I don't get semen after 6 ejaculations but I keep coming uniform black tights | piston machine Crossdresser masturbation

Ejaculation scene Squirting leak I don't get semen after 6 ejaculations but I keep coming uniform black tights | piston machine Crossdresser masturbation

Pornzona 1 week ago

Jaw-dropping moment from "Slutty crossdresser gets pounded hard by sex machine until the clit squirts"

Jaw-dropping moment from "Slutty crossdresser gets pounded hard by sex machine until the clit squirts"

xHamster 5 months ago

Sasha Earth Cute femboy having sex with a Fucking machine

Sasha Earth Cute femboy having sex with a Fucking machine

xHamster 1 week ago

Smooth ass machine pounded, good music and a dildo fuck for this masculine fem bottom bitch

Smooth ass machine pounded, good music and a dildo fuck for this masculine fem bottom bitch

xHamster 2 years ago

hotpinknymph trans cum Fuck Machine + post orgasem

hotpinknymph trans cum Fuck Machine + post orgasem

aShemaleTube 3 years ago

"i Work in the Seventh Heaven Bar." "you Are a Waiter?" "no I'm a Milk Maker.

"i Work in the Seventh Heaven Bar." "you Are a Waiter?" "no I'm a Milk Maker.

xHamster 6 months ago

Restrained & Controlled - the *** Orgasm

64% 0:39 / 2:42

Restrained & Controlled - the *** Orgasm

FapHouse 6 months ago

Sultry Latina Tgirl Teases Huge Cock on Live Cam Stream

Sultry Latina Tgirl Teases Huge Cock on Live Cam Stream

Pornicom 4 days ago

Fuck Machine Brings Me to Orgasm

Fuck Machine Brings Me to Orgasm

BoyFriendTV 1 month ago

Sizzling T-Gal with a Fuckpole-wringing Backside Gets Machine Railed until She Pours out (Huge Handsfree Cum shot)

Sizzling T-Gal with a Fuckpole-wringing Backside Gets Machine Railed until She Pours out (Huge Handsfree Cum shot)

TransTube.tv 1 year ago

Sissy in teal dress and pantyhose cums hard with prostate machine Clip 1

Sissy in teal dress and pantyhose cums hard with prostate machine Clip 1

xHamster 1 month ago

Красивая сука фембой Hattabi4ik сквирт анальный оргазм без рук с механическим дилдо в заднице

Красивая сука фембой Hattabi4ik сквирт анальный оргазм без рук с механическим дилдо в заднице

XVideos 9 months ago

Hands free cumshot anal fuck machine

Hands free cumshot anal fuck machine

Pornzona 1 week ago

F Machine Alpha Fucks Sissy Asshole - Jessica Bloom Chastity Orgasm And Cum In Mouth

F Machine Alpha Fucks Sissy Asshole - Jessica Bloom Chastity Orgasm And Cum In Mouth

XVideos 1 year ago

Anal Slut gets Pounded by Huge Dildo

Anal Slut gets Pounded by Huge Dildo

xHamster 1 year ago

Fuck Machine Dildo Pounds Elf's Ass Until Moaning Prostate Orgasm

Fuck Machine Dildo Pounds Elf's Ass Until Moaning Prostate Orgasm

xHamster 1 month ago

Emmy is gonna be pounded by her BBC sextoy

Emmy is gonna be pounded by her BBC sextoy

xHamster 1 year ago

Tgirl Get Multiple Cum And Climax by Sextoy Machine - Loveypikachu

Tgirl Get Multiple Cum And Climax by Sextoy Machine - Loveypikachu

ShemaleSin 3 months ago

Trans Babe Pietra Radi Enjoys Automated Butt Fuck

Trans Babe Pietra Radi Enjoys Automated Butt Fuck

xHamster 1 week ago

Hands Free Trans Cumshot Compilation 7

Hands Free Trans Cumshot Compilation 7

XVideos 1 year ago

TS Mariaqt chastity fuck machine cum

TS Mariaqt chastity fuck machine cum

aShemaleTube 1 year ago

”Molly Little & her Stepmommy Mandy Rhea share neighbour's shaft”

”Molly Little & her Stepmommy Mandy Rhea share neighbour's shaft”

TransHero 1 month ago

As Amigas fazem uma safadeza e chamam um Trans para foder elas bem gostoso ( VIDEO COMPLETO NO RED)

As Amigas fazem uma safadeza e chamam um Trans para foder elas bem gostoso ( VIDEO COMPLETO NO RED)

XVideos 1 month ago

TS Angelique Monroe - Webcam show from January 8, 2025

TS Angelique Monroe - Webcam show from January 8, 2025

XVideos 1 year ago

Fuck Machine Plows Sissy Asshole Deep And Hard - Anal Orgasm in Chastity

Fuck Machine Plows Sissy Asshole Deep And Hard - Anal Orgasm in Chastity

XVideos 3 months ago

Crossdressed Lady in red machine

Crossdressed Lady in red machine

XVideos 5 years ago

Trans Girl Kitty Clip / Fufu Compilation 2

Trans Girl Kitty Clip / Fufu Compilation 2

XVideos 2 months ago

Hands free cumshot anal fuck machine

Hands free cumshot anal fuck machine

xHamster 1 year ago

Princess butt slut orgasms🍑💦

Princess butt slut orgasms🍑💦

aShemaleTube 1 year ago

Trans Big Tit Transformation

75% HD 1:01 / 44:49

Trans Big Tit Transformation

FapHouse 4 months ago

Nerdy tranny uses sex machine for anal stretching

Nerdy tranny uses sex machine for anal stretching

MyLust 2 years ago

nice-looking teen t-girl gets a prostate anal climax and cums like a fountain during the time that banged by large overweight sex-toy fuckmachine

nice-looking teen t-girl gets a prostate anal climax and cums like a fountain during the time that banged by large overweight sex-toy fuckmachine

ShemaleSin 4 years ago

Sissy CD Femboy in Red Ass Fucked by Machine for 40 minutes

Sissy CD Femboy in Red Ass Fucked by Machine for 40 minutes

xHamster 1 month ago

Cute Femboy Cums Hands Free

Cute Femboy Cums Hands Free

Eporner 2 months ago

Ai Milks Daddy Dry with Post-orgasm

Ai Milks Daddy Dry with Post-orgasm

FapHouse 2 months ago

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