Prostate Milking Videos - Gay (9,225)

He got exhilarated while I was fumbling his beau

He got exhilarated while I was fumbling his beau

Gayhaus 1 month ago

Big Black Ass Toying Prostate Massage Session

Big Black Ass Toying Prostate Massage Session

XVideosRed 4 years ago

A Miracle Worker

4K 1:26 / 30:37

A Miracle Worker

SayUncle 3 years ago

Stunning babe eaten by grandpa

Stunning babe eaten by grandpa

Some.Porn 10 months ago

Fuck Massage

64% HD 0:39 / 1:08:15

FapHouse 7 months ago

How to Open Holes with Your Penis (part 1)

66% HD 0:39 / 49:16

How to Open Holes with Your Penis (part 1)

FapHouse 1 year ago

Threesome Under Prescription

Threesome Under Prescription

Fapnado 1 year ago

Suited Businessmen Squirts Milk From His Malepussy and Rides the Dildo in the Forest Till Getting Anal Orgasm

61% 1:01 / 15:07

Suited Businessmen Squirts Milk From His Malepussy and Rides the Dildo in the Forest Till Getting Anal Orgasm

FapHouse 2 years ago

Take It All, Part 2, Piledriver-style Pegging

50% 1:01 / 13:58

Take It All, Part 2, Piledriver-style Pegging

FapHouse 6 days ago

I Am Turning You Into A Girl - Sissification Feminization Sissy Slut Forever

73% HD 0:20 / 11:12

I Am Turning You Into A Girl - Sissification Feminization Sissy Slut Forever

Clips4sale 2 years ago

Dr Baker Conducts a Prostate Massage on the Chastity Slave (4k)

56% 4K 1:01 / 19:19

Dr Baker Conducts a Prostate Massage on the Chastity Slave (4k)

FapHouse 6 months ago

Soldier Gets Sounded by Dr Baker (4k)

53% 4K 0:39 / 19:08

Soldier Gets Sounded by Dr Baker (4k)

FapHouse 6 months ago

Gloved hands milk his beef whistle until he shoots a load. bum have joy included! ????????????

Gloved hands milk his beef whistle until he shoots a load. bum have joy included! ????????????

2BGay 3 years ago

Creating a Mindless Drone in the Medical Clinic Pt 1

61% 0:39 / 18:42

Creating a Mindless Drone in the Medical Clinic Pt 1

FapHouse 7 months ago

Prostate Orgasm for Straight Twink Boy

50% HD 1:01 / 16:16

Prostate Orgasm for Straight Twink Boy

FapHouse 1 year ago

Bi Muscle Stud Edged Til Cumshot Outdoors - Part 3 - Cody Arizona Edged by Brian Kaminski

HD 1:01 / 11:47

Bi Muscle Stud Edged Til Cumshot Outdoors - Part 3 - Cody Arizona Edged by Brian Kaminski

FapHouse 4 weeks ago

thick splashes with my dearest faux-cock

thick splashes with my dearest faux-cock

4Gay 2 years ago

Tattooed Straight Dude Beau Kennedy Has His Dick Stroked by Kinky Masseur

HD 0:39 / 31:04

Tattooed Straight Dude Beau Kennedy Has His Dick Stroked by Kinky Masseur

FapHouse 4 days ago

Mdf: Valentin Gets His Prostate Milked Like a True Chaste-boy!

62% 0:39 / 11:25

Mdf: Valentin Gets His Prostate Milked Like a True Chaste-boy!

FapHouse 4 months ago

Guy 17 - Tattooed College Jock Strapped Down and *** to Cum

65% 1:01 / 32:01

Guy 17 - Tattooed College Jock Strapped Down and *** to Cum

FapHouse 1 year ago

Norwegian Assplay III - New Personal Record - 9,8cm - 3.85 inch plug

Norwegian Assplay III - New Personal Record - 9,8cm - 3.85 inch plug

XHamster 2 years ago

CBT fun with my slave

60% HD 1:01 / 15:30

CBT fun with my slave

FapHouse 3 years ago

Guy 17 - Dallas Matthews Restrained, Blindfolded, Fingered and Edged to Two Massive Cumshots

Guy 17 - Dallas Matthews Restrained, Blindfolded, Fingered and Edged to Two Massive Cumshots

XHamster 2 years ago

Hung stud has his balls stretched, ass gang fucked, & prostate milked

Premium HD 42:41

Hung stud has his balls stretched, ass gang fucked, & prostate milked

KinkMen 12 years ago

Prostate Orgasm for Straight Twink Boy

44% HD 0:39 / 16:16

Prostate Orgasm for Straight Twink Boy

FapHouse 1 year ago

Monstrous Fuck stick ravaged my bum until I began leaking jizm and pee

Monstrous Fuck stick ravaged my bum until I began leaking jizm and pee

Gayhub 10 months ago

RUBDOWN ME, PENETRATE ME

RUBDOWN ME, PENETRATE ME

Gayhaus 8 months ago

The Mk Ll Derrek Diamond

67% HD 0:39 / 33:01

The Mk Ll Derrek Diamond

FapHouse 4 months ago

Medical Examination for Two Twink Inmates Pt 1

Medical Examination for Two Twink Inmates Pt 1

XHamster 4 weeks ago

Prostate Massage Makes Him Cum Hard

Prostate Massage Makes Him Cum Hard

GayCK 2 years ago

NidinCam's tight ass gets a massive wood pounding & moans loudly in HD

NidinCam's tight ass gets a massive wood pounding & moans loudly in HD

GayVD 4 months ago

Wanked after being gargled, butthole licked, and finger porked.

Wanked after being gargled, butthole licked, and finger porked.

4Gay 9 months ago

Rubdown revved into sleek fuck-a-thon. Long ravage as dude fully eased on the table

Rubdown revved into sleek fuck-a-thon. Long ravage as dude fully eased on the table

4Gay 2 years ago

Strapon Sexy Stepsister Pegging Big, Hairy Bodybuilder

Strapon Sexy Stepsister Pegging Big, Hairy Bodybuilder

XHamster 2 years ago

Machine with Octopus tentacle dildo fucks my asshole until I cum

Machine with Octopus tentacle dildo fucks my asshole until I cum

XHamster 2 years ago

Tantric Prostate Massage Part 1

66% HD 0:39 / 1:00:21

Tantric Prostate Massage Part 1

FapHouse 1 year ago

BoyFun - Hard ramming with european Tony Keit and Karol Gajda

BoyFun - Hard ramming with european Tony Keit and Karol Gajda

GayTube.site 2 years ago

Horny Dutch boy gets his prostate massage in a hotel room

Horny Dutch boy gets his prostate massage in a hotel room

PornSigma 2 weeks ago

153 - MASSAGEM MUTUA NO PARRUDINHO

153 - MASSAGEM MUTUA NO PARRUDINHO

4Gay 2 years ago

The Mk Ll Derrek Diamond

66% HD 0:39 / 33:01

The Mk Ll Derrek Diamond

FapHouse 4 months ago

Gigantic five Day Spunk Stream on My Taut Bikini Using Guts Fucktoy

Gigantic five Day Spunk Stream on My Taut Bikini Using Guts Fucktoy

Gayhub 6 months ago

Super-Fucking-Hot Destroyed Pulsating Ejaculation while Vibing Guts with Buttfuck Cork! FullHD!

Super-Fucking-Hot Destroyed Pulsating Ejaculation while Vibing Guts with Buttfuck Cork! FullHD!

GayCK 5 years ago

Dildo and anus dilator=prostate orgasms

Dildo and anus dilator=prostate orgasms

XHamster 3 years ago

Lick My Lover's Ass Clean - You Cuckold Pig!

70% HD 1:01 / 5:31

Lick My Lover's Ass Clean - You Cuckold Pig!

FapHouse 10 months ago

Bareback cocksucking with straight studs and humiliation for hairy babes

Bareback cocksucking with straight studs and humiliation for hairy babes

AllBoner 1 month ago

Great Session of Prostate Plaisure with My Aneros

Great Session of Prostate Plaisure with My Aneros

XHamster 1 year ago

Extreme nipple clamping stretching pain causing me to squirt 4 ruined cumloads

Extreme nipple clamping stretching pain causing me to squirt 4 ruined cumloads

XHamster 1 year ago

Watch this guy moan in pleasure as he gets dominated and toyed to orgasm by a kinky mistress

Watch this guy moan in pleasure as he gets dominated and toyed to orgasm by a kinky mistress

GayVD 2 weeks ago

Kinky session with nipple suckers, pighole, boxers sniffing and 5 minutes of nonstop anal squirting

Kinky session with nipple suckers, pighole, boxers sniffing and 5 minutes of nonstop anal squirting

XHamster 3 years ago

Tantric Prostate Massage Part 2

60% HD 0:39 / 21:46

Tantric Prostate Massage Part 2

FapHouse 1 year ago

Van Darkholme, Logan Vaughn & Sebastian Keys humiliate and dominate bushy blonde with pubic hair

Van Darkholme, Logan Vaughn & Sebastian Keys humiliate and dominate bushy blonde with pubic hair

AllBoner 3 months ago

Ultimate Solo Cumshot Collection - Jerking & Prostate Anal Orgasms

Ultimate Solo Cumshot Collection - Jerking & Prostate Anal Orgasms

XHamster 2 days ago

JIZZING ALL OVER MY GAMING STOOL eighteen Yr older

JIZZING ALL OVER MY GAMING STOOL eighteen Yr older

GayCK 5 years ago

Muscle Stud Gets Prostate Massage and Cock Drained - Part 2

Muscle Stud Gets Prostate Massage and Cock Drained - Part 2

XHamster 3 weeks ago

Deep Prostate Massage 4939

66% HD 1:01 / 24:26

Deep Prostate Massage 4939

FapHouse 2 months ago

Shy Lara toys himself with 2 Playthings & Campunk Screws in Solo HD Action

Shy Lara toys himself with 2 Playthings & Campunk Screws in Solo HD Action

GayVD 6 days ago

Draining my Guts with my Utter Knuckle + Noisy Widely opened

Draining my Guts with my Utter Knuckle + Noisy Widely opened

Gayhub 1 year ago

Sissy Femboy in Ballet Leotard Jacks and Has Humungous Guts Ejaculations

Sissy Femboy in Ballet Leotard Jacks and Has Humungous Guts Ejaculations

Gayhub 9 months ago

Massage turned into slick sex. Long fuck as guy totally relaxed on the table

Massage turned into slick sex. Long fuck as guy totally relaxed on the table

GayJack 3 years ago

Japanese Stud Has Dry Orgasm With Prostate Piston Electro-Hitachi

Japanese Stud Has Dry Orgasm With Prostate Piston Electro-Hitachi

2BGay 2 years ago

KuroProstate gets his prostate massage with a hot Asian twist

KuroProstate gets his prostate massage with a hot Asian twist

GayVD 3 months ago

Restrained on Chair & Machine Fucked Hard - Prostate Milking

Restrained on Chair & Machine Fucked Hard - Prostate Milking

XHamster 1 week ago

Cum with Air in Bladder

Cum with Air in Bladder

XHamster 1 year ago

Femdom Handjob with Prostate Massage for Twink Guy From Hottest MILF Girl

HD 0:39 / 17:47

Femdom Handjob with Prostate Massage for Twink Guy From Hottest MILF Girl

FapHouse 2 years ago

Amateur Jock Seth Roberts Has a Massive Hard on During an Erotic Massage

HD 0:39 / 33:34

Amateur Jock Seth Roberts Has a Massive Hard on During an Erotic Massage

FapHouse 2 weeks ago

Puppy Plays Fetch and Gets Anal Training

63% 1:01 / 27:37

Puppy Plays Fetch and Gets Anal Training

FapHouse 3 months ago

Very First Time Shoveling Ass Ass-Plug Painal Wank Off Sesh and Ample Guts Money-Shot

Very First Time Shoveling Ass Ass-Plug Painal Wank Off Sesh and Ample Guts Money-Shot

GayCK 1 year ago

Slender Hung Twink Jizzes Hard Hands-Free Post-Prostate Massage – 18+

Slender Hung Twink Jizzes Hard Hands-Free Post-Prostate Massage – 18+

GayLoveXHub 6 months ago

Gay Couple Holiday Pool Fuck - Sunny Outdoor Anal Pounding

Gay Couple Holiday Pool Fuck - Sunny Outdoor Anal Pounding

XHamster 6 months ago

Stressed Single StepDad Finds Relief With Papi’s Sensual Prostate Massage

Stressed Single StepDad Finds Relief With Papi’s Sensual Prostate Massage

GayXhub 11 months ago

Studs Enjoy Sensual Bareback Massage and Deep Tissue Rub

Studs Enjoy Sensual Bareback Massage and Deep Tissue Rub

Gay3X 2 years ago

High-quality Anal Fuck - Sex Machine in the Ass!

High-quality Anal Fuck - Sex Machine in the Ass!

FapHouse 1 year ago

Fisting Fun: Prostate Milking

Fisting Fun: Prostate Milking

VivaTube 2 days ago

My homosexual buddy let me poke him sans a rubber

My homosexual buddy let me poke him sans a rubber

GayDudesFucking 1 year ago

Pal Remotely Manages Lovense Brim... Gives Me An Eye Flipping Money-shot

Pal Remotely Manages Lovense Brim... Gives Me An Eye Flipping Money-shot

5Gays 1 year ago

Derek Allen and Caress share a hot massage with a big hairy prostate massage

Derek Allen and Caress share a hot massage with a big hairy prostate massage

GayVD 2 months ago

Guts Have Fun and Onanism

Guts Have Fun and Onanism

GayCK 6 years ago

Bushy Blond Pubic Hair

45% HD 0:39 / 1:02:48

Bushy Blond Pubic Hair

FapHouse 6 months ago

Twink F1tz gets a prostate massage

Twink F1tz gets a prostate massage

AbGay 1 year ago

Girl fucks her chubby femboy twink until he cum!

Girl fucks her chubby femboy twink until he cum!

XHamster 2 years ago

Body Shaking, Pulsating Orgasms. See if you can keep up for 30 mins!

Body Shaking, Pulsating Orgasms. See if you can keep up for 30 mins!

UrGayPorn 4 years ago

Lustful Lads Take It to the Bedroom

Lustful Lads Take It to the Bedroom

GayTube.site 3 weeks ago

57 - Full Video - E9.mp4

57 - Full Video - E9.mp4

XHamster 1 year ago

Hunk wanker prostate massage

Hunk wanker prostate massage

BoyFriendTV 5 years ago

Medical Exam for 2 Lad Inmates Pt two

Medical Exam for 2 Lad Inmates Pt two

4Gay 1 month ago

Edging with My Massager and Cum at the End

57% HD 0:39 / 8:02

Edging with My Massager and Cum at the End

FapHouse 9 months ago

Making myself cum

Making myself cum

XHamster 2 months ago

Rock Hard Session with Big Daddy - Daily Anal Play - Riding until I Cum

Rock Hard Session with Big Daddy - Daily Anal Play - Riding until I Cum

XHamster 3 weeks ago

Nice Session of Prostate Massage with the Aneros Toy. Lots of Dry Orgasm and an Amazing Super Orgasm at the End.

Nice Session of Prostate Massage with the Aneros Toy. Lots of Dry Orgasm and an Amazing Super Orgasm at the End.

XHamster 2 years ago

Prolapse alegron

Prolapse alegron

XHamster 1 year ago

flat chastity with penis plug

flat chastity with penis plug

XHamster 3 months ago

Take It All, Part 2, Piledriver-style Pegging

Take It All, Part 2, Piledriver-style Pegging

FapHouse 6 days ago

Femboy in Ballet Leotard Has Monstrous Guts Climaxes, Making It All Raw

Femboy in Ballet Leotard Has Monstrous Guts Climaxes, Making It All Raw

Gayhub 9 months ago

LACED #39 Preview! (SADISM & MASOCHISM ASMR) Jizz Hatch Femboy Puppy Punished & Milked! (Utter:LaceVoid,com)

LACED #39 Preview! (SADISM & MASOCHISM ASMR) Jizz Hatch Femboy Puppy Punished & Milked! (Utter:LaceVoid,com)

GayCK 4 years ago

A muscled dude savagely sways his thighs with a masturbator and faps

A muscled dude savagely sways his thighs with a masturbator and faps

4Gay 1 year ago

”Threeway Under Prescription”

”Threeway Under Prescription”

Rainblow 1 year ago

Muscular Diago Prostate Massage

55% 1:01 / 51:03

Muscular Diago Prostate Massage

FapHouse 3 months ago

Prostate vibrator. I couldn't stand to cum without hands and I had to touch myself

Prostate vibrator. I couldn't stand to cum without hands and I had to touch myself

XHamster 5 months ago

Creating a Mindless Drone in the Medical Clinic Pt 1

65% 1:01 / 18:42

Creating a Mindless Drone in the Medical Clinic Pt 1

FapHouse 7 months ago

15 Cash-Shots Ravaging Machine ASS FUCKING FORAY Prostate Climaxes Forearms Free-For-All-For-All CUM DISPLAY

15 Cash-Shots Ravaging Machine ASS FUCKING FORAY Prostate Climaxes Forearms Free-For-All-For-All CUM DISPLAY

2BGay 3 years ago

RUBDOWN ME, BANG ME

RUBDOWN ME, BANG ME

5Gays 8 months ago

Muscly Youngster Takes it Straight to his G-Spot - FULL MOVIE ON ONLYFANS

Muscly Youngster Takes it Straight to his G-Spot - FULL MOVIE ON ONLYFANS

2BGay 3 years ago

Peter Parker - Double jism shot upload using vibing culo culo-speculum

Peter Parker - Double jism shot upload using vibing culo culo-speculum

2BGay 3 years ago

The Proper Prostate Massage Techniques

The Proper Prostate Massage Techniques

DrTuber 10 years ago

Gay Ass Wrecked Hard - Savage Pounding and Deep Creampie Fill

59% HD 1:01 / 15:15

Gay Ass Wrecked Hard - Savage Pounding and Deep Creampie Fill

FapHouse 6 months ago

Watch me strap on and ride my kinky girlfriend's best friend with a gas mask

Watch me strap on and ride my kinky girlfriend's best friend with a gas mask

GayVD 1 month ago

Intense G-Spot vibro packs me up to overflowing with jism

Intense G-Spot vibro packs me up to overflowing with jism

Gayhub 1 month ago

17 Is Back with a 7 Day Load.. I Ruin Him Twice While Leading Upto 2 Huge Cumshots!

17 Is Back with a 7 Day Load.. I Ruin Him Twice While Leading Upto 2 Huge Cumshots!

XHamster 1 year ago

Prostate Milking

Prostate Milking

XHamster 2 days ago

Sissy milks prostate wirh vibrator and cums twice

Sissy milks prostate wirh vibrator and cums twice

XHamster 6 days ago

I lubed my finger to ram into his bulls eye and as I progress I substitute my thumbs with my jizz-shotgun

I lubed my finger to ram into his bulls eye and as I progress I substitute my thumbs with my jizz-shotgun

Gayhub 1 year ago

Bisexual, bi curious or gay? Dildo riding and a massive moaning cumshot!

Bisexual, bi curious or gay? Dildo riding and a massive moaning cumshot!

GayXPS 2 years ago

FUCKPOLE EDGING TO THE THRESHOLDS with ESTIM while PUNCTURED on the FUCK STICK

FUCKPOLE EDGING TO THE THRESHOLDS with ESTIM while PUNCTURED on the FUCK STICK

Gayhub 9 months ago

horny hands free cum

horny hands free cum

XHamster 2 years ago

Hot Sperm in Close-up by Latino!

Hot Sperm in Close-up by Latino!

FapHouse 11 months ago

Bushy Blond Pubic Hair

Bushy Blond Pubic Hair

XHamster 5 months ago

Johnny's Massage XIII

Johnny's Massage XIII

XHamster 3 years ago

My little black prostate massager does the job!

My little black prostate massager does the job!

XHamster 3 years ago

Mitch, Ferdinan, and Cedric

Mitch, Ferdinan, and Cedric

Some.Porn 1 year ago

Fucked in fishnets

Fucked in fishnets

Some.Porn 10 months ago

4 5 6 7 8

9,225 results found

Related categories

Prostate Orgasm Prostate Prostate Massage Edging Compilation Edging Handjob Edging Blowjob Milking Table Peehole Pegging Compilation Femdom Handjob Edging Urethra Milking Machine Gagging Enema Nipple Piercing Penis Pump Cockring Handjob Compilation Messy Facials

Narrow your search

prostate milking compilation

Categories Pornstars

Categories Pornstars

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.

© 2026 Pornmd.com. All rights reserved.