Search Results for Ryan Bailey in Videos

Videos where Ryan Bailey is featured in the scene.  —  Total Matches: 21.

Milking the DILF Str8 to Gay
Ryan Bailey came over with some gifts for his new mom friend when he catches her man, Malik Delgaty, fucking the breast pump behind his wife's back! He promises Malik it'll be their little secret, then drinks the jizz, and the top offers him some more. Malik's wife starts calling him as Ryan sucks his cock, so the guys sneak into the bathroom where he pounds the botto....View Video
Slutty Pedi Str8 to Gay
Phillipe Massa isn't too excited when his girlfriend drags him for a couples pedi, until horny twink nail tech Ryan Bailey promises to do everything to make Phillipe's first time exciting! Phillipe has a seat in the pedi chair, and when he catches Ryan sniffing his socks and licking his toes, he pulls out his cock to jack it as the twink worships his feet. Ryan sucks ....View Video
Cumming Out Str8 to Gay
Horny twink Ryan Bailey is snooping around Malik Delgaty's bedroom -- his stepsister's boyfriend who he has a crush on! The cute bottom is almost caught sniffing Malik's briefs when the muscular top enters with his girlfriend, forcing him to hide inside the closet. Alone again, Ryan discovers one of Malik's discarded condoms full of spunk and he can't resist sampling ....View Video
Magna Cum Load Part 3 Drill My Hole
Ryan Bailey is trying to get some studying done at the college library, but his buddy Felix Fox is more interested in checking out the stern librarian, rubbing his cock through his pants, and making dirty jokes. Felix takes out his dick and puts it through a hole he made in his book, then Ryan sucks it under the table. Felix sneakily penetrates the bottom, but the pai....View Video
Magna Cum Load Part 4 Drill My Hole
After Ryan Bailey is caught fucking in the library, he's dragged to the office of Dean Devy for his punishment. Devy says there's one way Ryan can avoid expulsion and lays a wooden paddle on his desk, but to his surprise the twink picks it up and slaps it against his rump, excited to get started! The light paddling Devy starts with isn't getting the message across, so....View Video
Gaymer Ass Bromo
Description not available. Full title: Little Gaymer Ass. Featuring Tony DAngelo, Ryan Bailey. Original release date: March 16th, 2022.View Video
All in Fucking Part 1 Str8 to Gay
Troye Dean knows the best way to make his new stepbrother, Ryan Bailey, feel welcome... making out with him! The twinks leap apart when Ryan's new stepdad, Johnny Ford, enters, but he just wants to be sure that Troye is showing Ryan around... and when he leaves to make them a snack, Troye shows Ryan's lips the way to his cock. Troye gets inside a chair slipcover and p....View Video
All in Fucking Part 2 Str8 to Gay
When Johnny Ford catches his son and his new stepson, Ryan Bailey, enflagrante, his first reaction is anger! Ryan runs into the bedroom and blocks the door with a his stepbrother's bed, but when he finds a big dildo in it, he gets an idea. He sticks it to the door, then bends over on all fours and asks Johnny to come in so he can apologize. Every time Johnny pushes on....View Video
Horny Motors Part 1 Drill My Hole
Ryan Bailey finally has the time to relax and destress with his VR sex game and his riding fuck machine. Ryan is so engrossed in the good vibrations, he doesn't hear masked burglar Felix Fox breaking in... but Felix hears him! The intruder tries to be quiet as he spies on Ryan and strokes his cock, but can't help making a noise. While Ryan goes to investigate, Felix s....View Video
Fuck My Fiance Str8 to Gay
Troye Dean's parents are very happy to meet his boyfriend, Ryan Bailey... but Ryan is a little too happy to meet Troye's dad, Mason Wyler, squeezing Mason's cock and flashing his ass instead of a handshake! Mason sneakily rims the twink behind the counter as Troye and his wife are distracted, and Ryan tries his best to be quiet as he takes it doggy-style. He sucks the....View Video
Sauna Submission Drill My Hole
As twink Ryan Bailey gets steamy in the sauna, tattooed top Markus Kage enters. He pours a dipper of water over his chest and down his white briefs, turning them see-through to give Ryan a look at his thick cock. Markus lets the bottom know he can do more than look, and soon Ryan is on his knees sucking that big dick. The top pounds his hole in doggy-style, and Ryan r....View Video
Locker Room Fuck Drill My Hole
Towel boy Ryan Bailey checks out muscled stud Travis Connor in the locker room after the football game and tells the player he can use Ryan to dry off! Travis is ready to get in the twink's tight end, but first Ryan sucks his cock, and Travis rims the bottom. The horny player pounds the towel boy doggy-style against the lockers, then picks him up for a stand-and-carry....View Video
Magna Cum Scene 3 AEBN
Ryan Bailey is trying to get some studying done at the college library, but his buddy Felix Fox is more interested in checking out the stern librarian and making dirty jokes. Felix takes out his dick and puts it through a hole he made in his book, then Ryan sucks it under the table. Felix sneakily penetrates the bottom, but the pair get caught! The librarian leaves to....View Video
Magna Cum Scene 4 AEBN
After Ryan Bailey is caught fucking in the library, he's dragged to the office of Dean Devy for his punishment. Devy says there's one way Ryan can avoid expulsion and lays a wooden paddle on his desk, but to his surprise, the twink picks it up and slaps it against his rump, excited to get started! The dean fucks the twink on his desk, then Ryan takes a hot facial as h....View Video
The DILF Gay Hot Movies
1. Milking the DILF: Ryan Bailey came over with some gifts for his new mom friend when he catches her man, Malik Delgaty, fucking the breast pump behind his wife's back. He promises Malik it'll be their little secret, then drinks the jizz, and the top offers him some more. Malik's wife starts calling him as Ryan sucks his cock, so the guys sneak into the bathroom wher....View Video
Horny Motors Gay Hot Movies
Description not available. Produced by: Men. Featuring Hatler Gurius, Cristiano, Finn Harding, Felix Fox, Ryan Bailey, Paul Canon, Chris Cool.View Video
Get Laid Gay Hot Movies
Malik gets Laid showcases this hot stud fucking the hottest guys . These studs are standing in line to be banged. Full title: Malik gets Laid. Produced by: Men. Featuring Pierce Paris, Trent King, Caden (Sean Cody), Malik Delgaty, Ryan Bailey, James Fox.View Video
Milking the DILF Men
Milking the DILF: Ryan Bailey came over with some gifts for his new mom friend when he catches her man, Malik Delgaty, fucking the breast pump behind his wife's back. He promises Malik it'll be their little secret, then drinks the jizz, and the top offers him some more. Malik's wife starts calling him as Ryan sucks his cock, so the guys sneak into the bathroom where h....View Video
Fun and Games Gay Hot Movies
Packed with twosomes and even a threesome, this overachieving collection of erotic exhibitionists oozes with beautiful boys, good at games and good times, but... even better at boning. Enter the ass filled arena of Fun and Games, where the winner always takes all. Produced by: Helix Studios. Featuring Cole Claire, Collin Adams, Corbin Colby, Danny Nelson, Dylan Hall, ....View Video
College Cock Gay Hot Movies
Cruise this college cock heavy campus full of dick hungry, dorm room dudes, and seat smashing, twink topping tutors. These sexed up students service one another in scene after scene of straight A ass bangers, absolutely gushing with gooey, college boy climaxes. Produced by: Helix Studios. Featuring Corbin Colby, Corey Marshall, Danny Nelson, Evan Parker, Hunter Graham....View Video
New Boy Gay Hot Movies
Description not available. Produced by: Helix Studios. Featuring Sean Ford, Andy Taylor, Brad Chase, Evan Parker, Finn Carson, Kaleb Marshall, Kody Knight, Logan Cross, Noah White, Ryan Bailey.View Video