Search Results for Jake Preston in Videos

Videos where Jake Preston is featured in the scene.  —  Total Matches: 29.

Bait and Tackle Part 2 Drill My Hole
The fresh air after a night in the tent means Troye Dean wakes up horny, but unfortunately his boyfriend, Joey Mills, isn't feeling the same way. Troye heads out and spots hot twink Jake Preston gathering wood... with some impressive wood of his own in his shorts! Jake follows Troye back to the tent and rips open his briefs so Troye can eagerly suck him. Troye rides t....View Video
Cock Snack Str8 to Gay
Before twink Jake Preston joins his roommate Joey Mills and Joey's girlfriend on the couch for a movie, he has to get a special snack... a chip can with a hole in the bottom! Joey reaches in for a crunchy snack and finds Jake's hard cock instead, jacking him till he cums. Jake's still hard, and Joey gives him a sneaky blowjob behind his girlfriend's back. The top rims....View Video
Jolly Humper Drill My Hole
When Jake Preston wakes up with a boner in his holiday PJs, he asks his boyfriend Damian for attention, but Damian doesn't want to fool around at his parents' house. The unconcerned Jake goes downstairs with an obvious tent in his onesie, so Damian runs after him to try to hide it from the folks! Jake pulls his hard dick out and convinces Damian to spread his butt fla....View Video
Under the Cape Drill My Hole
The clear plastic window in the barber's cape is supposed to be for looking at your phone, but after Jake Preston gets horny during his haircut, it allows the sexy salon owner, Cristiano, to see Jake stroking his hard cock! Jake beckons Cristiano over, who quickly ducks under the cape to suck that cock, much to the annoyance of the barber when Jake can't keep his head....View Video
BFF Men
Trevor Brooks is excited when his girlfriend's gay BFF, Jake Preston, comes over to hang out, but not for the same reason she is! Trevor and Jake are butt-fucking friends who've been getting it on behind his girl's back, and today they're going to be as sneaky as possible. Trevor fucks Jake doggy-style, then they hide under a blanket and stroke each other's cocks when....View Video
Twink Trip Part 1 Twink Pop
Twinks Jake Preston and Troye Dean are rolling down the road to the big festival in their RV when they spot a hot hitchhiker with the same destination and pull over to pick him up. Jake spots Maverick Sun flirting with him in the rearview, so he asks Troye to take over on driving so he can slip in the back and have a little fun. Maverick sucks Jake, and Jake fucks the....View Video
Slope Sex Part 1 Men
Description not available. Full title: Slopes and Sex Part 1. Featuring Jake Preston, Braxton Cruz. From the web series: Slopes and Sex. Original release date: March 27th, 2023.View Video
Slope Sex Part 3 Men
It's been an idyllic day in the mountains... until Malik Delgaty gets an irate phone call from his girlfriend, because someone sent her pics of him fucking Troye Dean! As Malik does damage control, Jake Preston confesses he sent the pictures, because he's jealous of Malik getting to have fun. But Troye saw Jake having fun with Braxton Cruz in the hot tub. Troye asks f....View Video
Outta Him Part 1 Men
As soon as he arrives at his friend's house for a slumber party, Jake Preston notices how hot Dylan's dad, Brogan, is! But Jake and his boyfriend, Kane Fox, are there to hang out with their buddy, not lust after the hot bearded daddy... or are they? Jake gets horny as Dylan and Kane play some Anal Cumbat and rubs the bottom's ass, then jacks off, and Kane sneakily suc....View Video
Outta Him Part 3 Men
The morning after his son's friends stay over, blond, bearded Brogan is waking up with some coffee in the kitchen when twink Jake Preston wanders in with his morning wood sticking out of his boxers! "The early bird gets the worm," as Brogan says, and when he bends over in front of the fridge, Jake seizes the day to fuck the daddy's hole. Brogan sucks the top, and the ....View Video
Hard Gaming Part 2 Men
At the championship esports tournament, reigning champ Sam Ledger is sure he's unbeatable, but hungry challenger Jake Preston will do whatever it takes to win. Jake starts by going in for a kiss during the pre-game handshake, looking for Sam's weak spot. During their game of Anal Cumbat, Sam takes an early lead, but Jake pulls out his "joystick" to distract him at a k....View Video
Simulation Men
Mr. and Mrs. Stroke are back at Dr. Cox's office yet again for false labor. Her husband keeps giving her attitude, so she asks the doctor to hook him up to the contraction simulator for a taste of what she's experiencing. Jay Stroke definitely feels something... and when Dr. Mitch cranks it all the way up, he has an unexpected reaction, cumming so hard he hits the cei....View Video
Tutor Fuck Men
Jake Preston has hired a hot tutor, Kane Fox, and he's more interested in what's in Kane's pants than what's in his head. But as he strokes Kane's dick behind his BF's back, little does Jake realize that Caleb Manning also wants some of the sexy tutor. Caleb crawls under the table to worship Kane's feet, then entices him to the bedroom. Kane rims the bottom and is abo....View Video
Suns Out Men
Johnny Donovan is enjoying skinny-dipping in a gorgeous pool, and twink Jake Preston is enjoying the view! Johnny notices him watching and tips him a wave, then swims over to steal a kiss. The guys make out poolside, and Johnny sucks Jake, then eagerly takes his dick! Jake rims the bottom and bends him over a rock to fuck him doggy-style, then it's time for Johnny to ....View Video
Hook Up Trade Drill My Hole
Malik Delgaty wakes up next to last night's hookup, and his dick wants another round, but his date doesn't. On his way out, the naked top bumps into roommate Jake Preston, who's definitely interested in that dick. Malik eyes Jake's ass and just has to grab a handful or two, and the twink tells him to get to work. Malik fucks that ass doggy-style, hiding behind the fri....View Video
Massive Part 2 Drill My Hole
Paul Wagner takes his time as he sensually strokes and nuzzles Jake Preston's cock while undressing him. He treats that big dick to a slow, luxurious blowjob, then rides it. The twink fucks Paul doggy-style and missionary, then the bottom cums on Paul's chest and takes the top's hot load in his mouth. Featuring Jake Preston, Paul Wagner. From the web series: Massive. ....View Video
Raunchy Brunch Part 3 Men
Horny bottom Jake Preston is desperate for some dick, but his boyfriend won't give him any before their friends arrive for brunch. Jake sets his sights on hottie Colton Reece, grabbing a handful of Colton's cock while he hugs his BF hello. Jake takes every opportunity to get his hands on Colton, and even pretends his back hurts so the physical therapist will rub him d....View Video
Ass Play Boys Part 1 Drill My Hole
Jake Preston teases Clark Reid's muscle ass, and he's got big plans for that hole! Clark eagerly bends over while Jake oils him up and stretches him out with a series of ever-bigger toys, and then it's time to take Jake's cock. The top eases inside Clark's hole doggy-style, then fucks his face and sucks the bottom. Clark takes a hard pounding on his back before riding....View Video
Twink Fucker 4 Men
Jake Preston is the last of his friends to visit the Twink Fucker (Zane), and all his buddies are still outside when he arrives. They decide to sneak back in and watch how he handles that pounding. Jake is confident when he lets himself in, but soon finds himself tossed on the bed and getting his face fucked! The Twink Fucker rips open Jake's briefs and pounds him in ....View Video
Hungry Bukkake Men
Horny bottom Joey Mills is led into his bukkake blindfolded, and opens his eyes to six big cocks, all for him. Spikey Dee, Greg Dixxon, Kane Fox, Alpha Wolfe, Clark Reid, and Jake Preston patiently wait their turns as Joey sucks them, then they toss him on the couch to fuck his face. Joey eagerly takes his place on his knees in the middle of the hard tops, sucking and....View Video
Twink Fucker 5 Men
Just as the Twink Fucker (Zane) finishes with Jake Preston, Jake's three twink friends, Shae Reynolds, Niko Vaz, and Sam Ledger, fall into the room from where they were peeking! The masked top throws them all on the bed, ready to show them what he can really do! The twinks line up for the Twink Fucker to penetrate their mouths, then their holes. Jake gets pounded by t....View Video
I Want Your Men
College student Jake Preston brought his boyfriend, Dom King, home for the holidays, but they have to sneak around! Jake unbuttons Dom's long underwear while Dom plays video games on Christmas morning, and sneakily sucks him, then Dom rims him through the butt flap of his own long johns! They hide their boners under a blanket, but Jake's mom catches him riding his BF'....View Video
The Boner Drill My Hole
Twink athlete Jake Preston is about to blow off training to jack off, but his coach, Clark Reid, won't let him off that easily! Clark blows his whistle to demand some pushups, then blows Jake for motivation. After a training montage, Jake gets some good distance on his load, and these guys are horny for a second round. The guys suck each other, and Jake does a handsta....View Video
Unboxing Men
Two of Men's hottest stars, Joey Mills and Jake Preston, are here to introduce the new line of Men Sex Gear toys and lube. Jake's got his eye on the Glory Hole stroker, but Joey thinks they should pump Jake's cock, so they bring the Fluffer penis pump to the bedroom to try it out. The Fluffer gets Jake's dick super big and hard, and what else to do but put it to good ....View Video
Breaking a Sweat Men
When Jake Preston walks in on houseguest Jay Stroke mixing up a protein shake in the kitchen, he thinks Jay is jacking it. He watches the muscular guy's home workout, stroking himself, then pantses Jay as he does some pullups. Jay tells Jake to get on his knees and suck him, then he blows the twink as Jake hangs off the pullup bar. The guys swap places for a real work....View Video
Double Helix Twink Pop
Don't think it's only the jocks and party guys having all the fun at college. At Men U, the biology nerds put their knowledge of anatomy to good use! Lab partners Jake Preston and Joey Mills fuck in class, and when the professor is late for the final exam, Jake finds himself in the middle of a dick-measuring contest turned threesome with classmates Damian Night and Lu....View Video
Mascot Fuck Men
Shamu Azizam and his mascot buddy Jake Preston want to celebrate their victory after the big game, and Jake's got a great idea how to do just that. As Shamu pulls off his pants and bends over, Jake slips off the mascot head and buries his tongue in the athlete's hole! The horny mascot drops the rest of his costume so the bottom can suck his big dick, then fucks him up....View Video
Rejuvenation Twink Pop
Sam Ledger brushes it off when an old dude hits on him in the locker room at the gym, but the horny top has a secret weapon. He pops a special rejuvenator, and is quickly transformed back into his twink self, already sporting a huge boner! When the twink version of Jake Preston comes on to him, Sam can't wait to fuck, 69ing before sitting on Jake's big dick. Jake poun....View Video
Cookout Fiasco Men
Bruce Beckham mans the grill at his Fourth of July cookout, ready to get the party started when his guests arrive, but Dom King's boyfriend Jake Preston wants a taste of the host's sausage! Jake flashes Bruce his ass, then crawls under the table to suck the muscular hunk's dick. When Dom catches them, he blows his top, but after he follows Bruce inside, Bruce calms hi....View Video