Search Results for Jack Radley in Videos
Videos where Jack Radley is featured in the scene. — Total Matches: 19.
 | My Neighbors Son Part 1 Str8 to Gay | |
| Jack Radley's dad sends him over to the neighbor's to do work. Little does he know he's a match maker pairing sexy Rafael Alencar with his yummy son Jack. Rafael has a massive cock and uses it to pound Jack impressively well! Original Title: My Neighbor's Son - STG - Str8 to Gay - Jack Radley and Rafael Alencar | View Video | |
 | Not Brothers Yet Part 4 Str8 to Gay | |
| Jack Radley and Vadim Black are soon-to-be step brothers who don't know much about each other. That is until Jack moves in and decides some bonding is in order. It takes some convincing but eventually Vadim gives in and lets step bro Jack wrap his lips around his nice, thick cock. | View Video | |
 | Ass Bandit Part 1 Drill My Hole | |
| Will Braun is living the life as a burglar, but he finds himself trapped when Jack Radley and his boyfriend come home unexpected. Will is discovered but Jack doesn't skip a beat and decides to take full advantage of this sexy, masked intruder. Within seconds Jack has Will's pants down and his cock in his mouth before will plows Jacks hole. | View Video | |
 | Rumspringa Part 2 Str8 to Gay | |
| Jack Radley decides to go for a walk on the beach. There, he stumbles upon Diego Sans doing his daily yoga, with his perfect body and bulging muscles. Jack decides to give it a try, but Diego wants to bend him in other positions and deflower this Amish boy's virgin hole. Featuring Diego Sans, Jack Radley. | View Video | |
 | Rumspringa Part 3 Str8 to Gay | |
| Garrett Cooper and Jack Radley's time is coming to an end, but not before one last fling! The two Amish boys bump into Rafael Alencar, and offer him a their perfect, young butts. Rafael brings the boys back to his place where they take turns getting their holes stretched by his monster cock. Featuring Garrett Cooper, Jack Radley, Rafael Alencar. | View Video | |
 | Stepbrothers Part 3 Drill My Hole | |
| Good thing Jack Radley has practiced because the time has come to get fucked by his dream guy, Kaden Alexander! Kaden slides his hard dick deep into Jack's ready ass fucking him to his breaking point. It's a lucky day for Jack. | View Video | |
 | Ass Bandit Part 3 Str8 to Gay | |
| Jack Radley is a horny little slut who has a fetish for burglars. He posts an ad online letting burglars know where to come for an easy payout. When Connor Maguire comes to collect his treasure he has no idea the booty he'll be getting is Jack's twink ass. Jack pulls him in his room and starts to suck Connor's meaty cock while his Uncle Dennis is in the other room. Co.... | View Video | |
 | Dirty Magazines Top to Bottom | |
| From the archives of Top to Bottom. New Men.com exclusive model Jack Radley gets caught jerking off to Colby Jansen's smutty magazines. Jack has never been with a guy before, but Colby uses the situation to get his dick in Jack's tight hole! | View Video | |
 | Scouts Part 2 Big Dicks at School | |
| From the archives of Big Dicks at School. Zeb Atlas puts his big dick deep inside young scout Jack Radley's horny ass. The muscled Scout Master gets off on fucking tight young holes out in the great outdoors! From the web series: Scouts. | View Video | |
 | Scouts Part 4 Jizz Orgy | |
| From the Men.com Archives: Description not available. Featuring Johnny Rapid, Zeb Atlas, CK Steel, Zac Stevens, Jack Radley. From the web series: Scouts. Original release date: November 2nd, 2014. | View Video | |
 | Neighbor Son Part 4 Jizz Orgy | |
| From the Men.com Archives: When Rafael Alencar needs his car washed he calls over four young studs who will do just about anything to get fucked by his gigantic cock. Dylan Knight, Jack Radley, Zac Stevens, and Johnny Rapid line their asses up so Rafael can wreck their twink asses one at a time. Then watch as each of the four boys take turns getting double penetrated .... | View Video | |
 | Stepbrothers Part 2 Drill My Hole | |
| Luke Adams has a plan to pop Jack Radley's cherry so he can have some practice before meeting his fantasy dream guy. Luke sucks Jack's big dick, then licks his sweet, sexy hole, and finally slides his hard cock deep into his ass. | View Video | |
 | Stealth Fuckers Part 2 Drill My Hole | |
| Jack Radley isn't exactly a morning person, that is until his stepdad, Dennis West, shows him just how great mornings can be. Dennis enters Jack's room and starts to blow his big cock. When Jack's friend comes over to pick up Jack, there is no stopping the amazing feeling Jack is having with his stepdad's horse hung cock. Jack takes Dennis' cock balls deep as he has c.... | View Video | |
 | My Neighbors Son Part 2 Drill My Hole | |
| Jack Radley loved Rafael Alencar's cock so much that he told his college roommate Zac Stevens all about it. Zac wasn't just going to take Jack's word for it, though. The two decide to pay a little visit to Rafael's new home while his wife is away. Before long, Rafael is plowing these two eager twinks with his massive cock, taking turns leaving each hole gaping! Then h.... | View Video | |
 | My Neighbors Son Part 4 Drill My Hole | |
| When Rafael Alencar needs his car washed he calls over four young studs who will do just about anything to get fucked by his gigantic cock. Dylan Knight, Jack Radley, Zac Stevens, and Johnny Rapid line their asses up so Rafael can wreck their twink asses one at a time. Then watch as each of the four boys take turns getting double penetrated to reward them fully for th.... | View Video | |
 | My Moms New Husband Part 7 Drill My Hole | |
| While on the hunt for a daddy, Jack Radley unknowingly checks out his new step dad on Fire Island. Before you know it, he's going for a ride on that hot step daddy cock. Damn! Featuring Tanner Brock. | View Video | |
 | Tommy at Gay Castings | |
| Description not available. Featuring Tommy (aka Jack Radley), Tyler Saint. Original release date: December 21st, 2012. | View Video | |
 | My Brother in Law Part 7 Str8 to Gay | |
| Bennett Anthony's wife is locked up and he was just denied a conjugal visit. Bennett is not happy, not to mention horny as fuck. Luckily, he has his brother-in-law, Jack Radley, there to talk to. Jack feels awful that his sister is not able to provide for Bennett sexually so he does for Bennett what she cannot. | View Video | |
 | Stealth Fuckers Part 4 Str8 to Gay | |
| When Jack Radley's overhears his roommate, Roman Todd, on the phone with his girlfriend begging for a cock sucking, he sees the opportunity he's been waiting for. The only problem is that his nosy boyfriend is just in the other room. He goes for it anyways, sucking Roman's big dick, and then positioning his ass just right for the hard fucking his boyfriend just can't .... | View Video | |
