Jake Waters – My Gallery – Enjoy!

Loser Takes All

Mon, 04 May 2026 07:00:08 +0000

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Synopsis

Eddie Patrick and Jake Waters are two gaming buddies who are highly competitive. They have a standing bet that by the end of this gaming session, whoever loses, has to do whatever their best bud says. Jake thinks he has it in the bag, but when he epically loses to Eddie, he puts a whole new meaning to the word sore loser.

Loser Takes All – Eddie Patrick & Jake Waters

Eddie Patrick

Jake Waters

Breakfast Sampler

Sat, 20 Dec 2025 08:00:57 +0000

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Jake, the room service attendant, arrives with the breakfast sampler and catches a glimpse of Ricky in the shower, which ignites a sudden surge of desire to have every inch of Ricky down his throat and up his ass.

Breakfast Sampler – Jake Waters & Ricky Rexx

Jake Waters

Ricky Rexx

Unplugged

Fri, 29 Aug 2025 07:00:04 +0000

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Michael has a medical fetish. He visits the doctor to have him remove a butt plug that’s “stuck” and cons him into a very stimulation anal exam!

Unplugged – Jake Waters & Michael Boston

Jake Waters

Michael Boston

Morning Release

Fri, 18 Oct 2024 16:04:26 +0000

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Taurus starts his day with a horny full service masseur.

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Morning Release – Taurus Thomas & Jake Waters

Jake Waters

Taurus Thomas

A Top In Training

Fri, 29 Sep 2023 13:39:16 +0000

A Top In Training – Max Romano & Jack Waters

Jack Waters meets up with his step uncle Max Romano in the locker room and bang it out.

Top Dad

Sun, 06 Aug 2023 09:16:40 +0000

Top Dad – Jake Waters & Reese Rideout

Stepson gifts his stepdad a jack off sleeve for Father’s Day and teaches him how to use it.

Work From Home Sex

Thu, 29 Jun 2023 19:02:42 +0000

Work From Home Sex – Jake Waters & Tommy Taylor

Jake sucks his boyfriend’s dick on a work call and lures him into the shower for a wet fuck.

Tales From The Locker Room 2 – Scene 3 – Isaac X & Jake Waters

Sun, 26 Sep 2021 12:40:37 +0000

Tales From The Locker Room 2 – Scene 3 – Isaac X & Jake Waters

The men’s locker room smells like ripe dick and Jake Waters and Isaac X are tasked with the job of cleaning it up. Jake is a little too distracted by all the used jockstraps laying around to do anything, and Isaac gets the idea to offer up his own sweaty jock for Jake to smell. After inhaling the musk coming from Isaac’s crotch, Jake ditches his shorts, reveals his own jock, and presents his smooth hole for his sweaty fuck buddy. Now completely naked in the locker room, Isaac pumps himself in and out of Jake’s ass while the young athlete strokes his own XL cock that’s spilling out of his bright red jock. A few more bareback thrusts lead to both men exploding streams of seed all over Jake and wiping up the sticky mess with Jake’s used jockstrap.

Making the Grade – Scene 4 – Dillon Diaz & Jake Waters

Wed, 04 Aug 2021 07:35:12 +0000

Making the Grade – Scene 4 – Dillon Diaz & Jake Waters

College cutie Jake Waters is meeting up with Professor Dillon Diaz for a little extra tutoring, but the horny student would rather make out with his teacher than study. Dillon, afraid that he could lose his job, is assured that this will stay between them as Jake goes to undo his pants and passionately service his big dick. Ready to go to town on his young student’s eager hole, Dillon pushes Jake’s thong to the side so he can rim the young stud and penetrate him bareback with his hard dick. Bent over and taking it up the ass raw, the student becomes the teacher as Jake instructs Dillon to play with his hole. Per Jake’s request, the professor’s cock toys with the student as it switches from slowly going in and out of his ass to being thrust back in. Once on his side with Dillon inside of him, Jake strokes his own long cock and finishes all over himself. The professor laps up some of Jake’s loose spunk before blasting his own ropes of cum onto the stomach and still-hard shaft of his satisfied student.

Andre Monsoon, Dillon Diaz & Jake Waters

Thu, 24 Jun 2021 07:00:22 +0000

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Dillon and Jake have invited Andre Monsoon to their home for the week and it seems both of them have ulterior motives. Every time Andre seems to be alone here comes either Dillon or Jake to make a move on him saying not to tell the other. After several times of this Jake walks in on Dillon putting the moves on Andre and tries to act shocked, that is until Andre outs him for doing the same thing. Dillon and Jake quickly realize why fight over Andre if they can both fuck him. Andre is of course along for the ride as well. Andre has limited experience and this is his first time with a couple so he struggles to take the dick but time and pressure always win and soon Andre is moaning with passion under their dual ministrations. Andre pops a huge load while riding Jake with Dillon masterfully controlling his cock. Dillon and Jake need only to paint the boys face with cum to have a happy ending.

Andre Monsoon, Dillon Diaz & Jake Waters

Andre Monsoon

Dillon Diaz

Jake Waters