Search Results for Jake Olsen in Videos
Videos where Jake Olsen is featured in the scene. — Total Matches: 62.
 | Nature Trail Tease Boy Fun | |
| Not all boys are glued to their phone screens and computer games, some still find the time to enjoy the great outdoors and take in the natural wonder surrounding them. Adorable young couple Jake and Johnny are our for a stroll on a brisk spring morning when their urge to engage in some alfresco Boy Fun takes over. Perhaps it's the romantic nature of the sprawling scen.... | View Video | |
 | Rendezscrew Boy Fun | |
| Nothing needs to be said when long-haired boy Jake takes a seat next to handsome blond Oliver in the park. The app on their phones tells them all they need to know about the boy sitting next to them and with a little knowing smile they're heading off to find some privacy. As soon as they reach the bedroom their lips are meeting and the promise of some no-strings Boy F.... | View Video | |
 | Bi Curious BF Boy Fun | |
| Young Jake Olsen has some balls, making a move on handsome young hunk Lucas Drake after only hearing the mere suggestion that the gorgeous guy might be a little curious. He might be a little waif of a guy in comparison to the fit young jock but he's not shy when it comes to taking risks and getting some Boy Fun started with a guy, a suggestion Lucas originally seems t.... | View Video | |
 | Meat in a Tight Place Boy Fun | |
| Little long-haired lover boy Jake Olsen might look petite, but this boy has the immense cock of the most powerful of studly men, and young hottie Matthew Sommer is about to discover his skill at wielding that tool in this incredible Boy Fun experience. All it takes is a chance meeting in the tiny elevator and before the two young men have even reached the right floor .... | View Video | |
 | Laid Runner Boy Fun | |
| Jake Olsen is famed for his long twink cock and the big swollen helmet at the end of it. It's not the kind of dick a young man like him can hide very well, especially in little shorts like the ones he likes to wear when he's on his daily run. In truth he's found a few new friends thanks to his dick slipping out, but today it seems the park is empty and the chances of .... | View Video | |
 | Hole Stuffing Boy Fun | |
| Jake Olsen and his incredible twink cock are always in need of a friend to have some Boy Fun with, and he never has to look too far to find exactly that. He's enjoying a walk in the woods with equally adorable little Marcel Boyle, but with a little kiss the two know they need to get back to the hotel to properly enjoy themselves. As soon as we arrive back there the tw.... | View Video | |
 | Catch Up and Cum Boy Fun | |
| Jake Olsen is the kind of young man who is always looking for a snug warm place to slide his long cock, so it's no surprise that when old school friend Roman Capellini bumps into him coming out of a store he's accepting the invitation to go back to his apartment and catch up. There's a lot these friends have experienced since their school days, but they'll get to all .... | View Video | |
 | Navy Pleasure Boy Fun | |
| Big-dicked twink boy Jake Olsen is about to enjoy his first coffee of the day when smooth and tempting young Alex Faux arrives in the kitchen wearing nothing but some very tight little blue undies and a very interesting sailor's hat. He's just scored a great job promoting Swiss Navy and he certainly looks the part. Of course, it goes without saying that he's eager to .... | View Video | |
 | Pondside Pickup Boy Fun | |
| Lucian Fair has picked the right spot by a lovely pond in town to just quietly enjoy the scenery. He might not have been expecting to make a new friend but when gorgeous local boy Jake Olsen appears on the scene the two are soon making out. They haven't even exchanged names before they're heading back to Jake's place for some Boy Fun. Heading straight to the bedroom t.... | View Video | |
 | Model Behavior Boy Fun | |
| Gorgeous exclusive twink Jake Olsen and David Mannix engage in some afternoon fun together, complete with oral sex, rimming and finishing with Jake giving his cock deep inside David's tight butthole. Featuring Jake Olsen, David Mannix. Original release date: January 24th, 2020. | View Video | |
 | Pool Noodles Boy Fun | |
| We can always expect young Alex to encourage his friends into sharing some Boy Fun, but he doesn't need to try too hard to get gorgeous boys David and Jake to share their boners with him. The Spanish sun is beating down on Alex and his new friend Jake while the boys take a refreshing dip in the pool, but as their bodies meet and their lips come together their intent b.... | View Video | |
 | Meet the Meat Boy Fun | |
| Maxxie and Alex are gossiping about Jake by the pool and trying to work out whether he's into guys or not. Of course he is, or at least he's not going to turn down some good Boy Fun when he can get it. Noah is the boy to prove young Jake's curious nature, finding the handsome long-haired lad preparing something hearty to eat and making an entirely blatant move. The se.... | View Video | |
 | Horny Hikers Boy Fun | |
| Outdoor Boy Fun is awesome, clearly young lads Jake Olsen and Maxxie Rivers know that more than most. When Maxxie invites his new friend Jake to head out on a hike through the Spanish countryside they likely both know all too well that they'll be seeking a convenient place to get their dicks out for some alfresco pleasure. Indeed, the boys don't get very far on their .... | View Video | |
 | Fuck the Day 1 Gay Empire | |
| Boy Fun presents Fuck the Day Away 1. Twinks with nothing to do but each other fuck the day away. Can you think of a better way to spend your time? Produced by: Boy Fun. Featuring Jacob Dolce, Johnny Polak, Petr Sunek (aka Zist Stevens), Jake Olsen, Desmond Cooper, Nick Danner, Jesse Evans, Jerome James. | View Video | |
 | Fuck the Day 2 Gay Empire | |
| Boy Fun presents Fuck the Day Away 2. Next time you have nothing to do, look for one of these boys. Produced by: Boy Fun. Featuring Liam Butler, Angel Rivers, Finn Harper (aka Igor Uran), Curtis Cameron (aka Jamie Jackson), Oliver Morgenson (aka Rob Bisset), Luce Fair, Beno Eker, Jake Olsen. | View Video | |
 | Hung Twinks 3 Gay Empire | |
| Boy Fun presents Hung Twinks 3. The bigger they are, the harder they cum! Produced by: Boy Fun. Featuring Curtis Cameron (aka Jamie Jackson), Oliver Morgenson (aka Rob Bisset), Gregor Gilead (aka Igor Uganec), Jacob Dolce, Kaleb Cross, Evan Ryker, Jake Olsen. | View Video | |
 | Jocks in Charge 5 Gay Empire | |
| Boy Fun presents Jocks in Charge 5. Produced by: Boy Fun. Featuring Luke Geer (aka Rico Gabbani), Johnny Polak, Jake Olsen, Jared Shaw, Lucas Drake, Max London, Andrew Greene. | View Video | |
 | Twink Temptations 2 Gay Empire | |
| Boy Fun presents Twink Temptations 2, featuring four scenes: A Helping Hand, Taking a Look, Backside Grind, Cumming Over. Produced by: Boy Fun. Featuring Archie Hunt (aka Sivan Ozzi), Ariel Black, Mark Fontana, Jake Olsen, Bastian Karim, Ivan Sabado, Alec Loob, Martin Hovor. | View Video | |
 | Twink Temptations 5 Gay Empire | |
| Boy Fun presents Twink Temptations 5. Produced by: Boy Fun. Featuring Oliver Morgenson (aka Rob Bisset), JD Black (aka Ivan Jedlik), Gregor Gilead (aka Igor Uganec), Jake Olsen, Tommy Hunter (aka Charlie Bogard), Jesse Evans, Vitali Kutcher, Taylor Mason. | View Video | |
 | No Way Straight 4 Gay Empire | |
| No Way He's Straight 4 from Boy Fun features four scenes: Bi-Curious Boyfriend, Don't Tell My Girlfriend, A Boy for Breakfast, and Straight by Stuffing. Produced by: Boy Fun. Featuring Angel Rivers, Maksym King, Kaleb Cross, Antony Carter, Jake Olsen, Bastian Karim, Alexis Tivoli, Lucas Drake. | View Video | |
 | No Way Straight 5 Gay Empire | |
| No Way He's Straight 5 from Boy Fun features four scenes: Messy Morning, Navy Pleasure, Busted Horny Boy, and Sucker for a Fucking. Produced by: Boy Fun. Featuring Andy Ford, Kieran Karlsson (aka Tomas Furan), Maksym King, Curtis Cameron (aka Jamie Jackson), Tony Milak, Alex Faux, Antony Carter, Jake Olsen. | View Video | |
 | Country Stroll Boy Fun | |
| Jake Olsen and Curtis Cameron make an adorable couple, out for a stroll in the countryside, enjoying the shade of the woods outside town and getting a little hot and horny on a park bench. Enjoying some Boy Fun out in the open can be a real thrill, but Curtis is mortified when Jake hauls his long uncut cock out and starts wanking in full view of anyone who might pass .... | View Video | |
 | Perpetually Horny Boy Fun | |
| Long-haired twink Jake Olsen is perpetually horny, but that's definitely not a bad thing when you have plenty of friends like Kieran Karlsson who are always happy to enjoy some steamy Boy Fun whenever he needs to get off. Kieran is dressed for the occasion, laying on his bed with a "Bottom Bitch" t-shirt and some bulging little undies. As soon as Jake arrives he's joi.... | View Video | |
 | Coffee and Cocks Gay Empire | |
| Description not available. Produced by: Boy Fun. Featuring Rick Lovatelli, Axel Green, Jake Olsen, Desmond Cooper, Max Trey, Vitali Kutcher, Joshua Levy (aka Charlie Bogard), Ruben Bart. | View Video | |
 | To Catch a Twink Gay Empire | |
| These boys want to get caught! Produced by: Boy Fun. Featuring Elias Jones, Finn Harper (aka Igor Uran), Jack Flynn, Jacob Dolce, Randall White (aka Bozek Kolek), Jake Olsen, Casper Ivarsson, Nick Danner. | View Video | |
 | Twinks in Spain Gay Empire | |
| We set these twinks loose in Spain and just let the camera roll! Produced by: Boy Fun. Featuring Maxxie Rivers, Noah Pierce, Alex Faux, Jacob Dolce, Jake Olsen, Casper Ivarsson, Alec Loob, David Sky. | View Video | |
 | Twink Temptations 2 Scene 3 AEBN | |
| Description not available. Produced by: Boy Fun. Featuring Peter Hronsky (aka Jake Olsen), Alec Loob. From the film: Twink Temptations 2. | View Video | |
 | Hung Twinks 3 Scene 4 AEBN | |
| The bigger they are, the harder they cum... again! Produced by: Boy Fun. Featuring Jacob Dolce, Jake Olsen. From the film: Hung Twinks 3. | View Video | |
 | No Way 4 Scene 1 AEBN | |
| Enjoy four scenes of hot young guys showing just how straight they're not! Produced by: Boy Fun. Featuring Lucas Drake, Jake Olsen. From the film: No Way He's Straight 4. | View Video | |
 | Twink Temptations 5 Scene 1 AEBN | |
| Boy Fun's Twink Temptation 5 features exquisite young guys who are too hot to resist! Produced by: Boy Fun. Featuring Gregor Gilead (aka Igor Uganec), Jake Olsen. From the film: Twink Temptations 5. | View Video | |
 | Twink Temptations 5 Scene 2 AEBN | |
| Boy Fun's Twink Temptation 5 features exquisite young guys who are too hot to resist! Produced by: Boy Fun. Featuring Jake Olsen, Tommy Hunter (aka Charlie Bogard). From the film: Twink Temptations 5. | View Video | |
 | Jocks in Charge 5 Scene 4 AEBN | |
| Look at their bodies. They are built for this! Produced by: Boy Fun. Featuring Jake Olsen, Johnny Polak. From the film: Jocks in Charge 5. | View Video | |
 | Hung Twinks 5 Scene 3 AEBN | |
| Description not available. Produced by: Boy Fun. Featuring Jake Olsen, Mike Bronco (aka Mike Branco). From the film: Hung Twinks 5. | View Video | |
 | No Way 5 Scene 2 AEBN | |
| These young twinks try with all their might not to indulge in their deepest, darkest fantasies. Produced by: Boy Fun. Featuring Alex Faux, Jake Olsen. From the film: No Way He's Straight 5. | View Video | |
 | Twink Temptations 7 Scene 4 AEBN | |
| Boys and hard cocks - what could be more tempting? Produced by: Boy Fun. Featuring Jake Olsen, Oliver Morgenson (aka Rob Bisset). From the film: Twink Temptations 7. | View Video | |
 | Jocks in Charge 7 Scene 4 AEBN | |
| These jocks' toned bodies are built for pleasure! Produced by: Boy Fun. Featuring Jake Olsen, Roman Capellini. From the film: Jocks in Charge 7. | View Video | |
 | Twink Trio 2 Scene 4 AEBN | |
| Anything two can do, three can do better. Cute, horny Euro twinks triple up for threesomes! Produced by: Boy Fun. Featuring Evan Ryker, Gregor Gilead (aka Igor Uganec), Jake Olsen. From the film: Twink Threesomes 2. | View Video | |
 | Twink Ass 2 Scene 2 AEBN | |
| More cute Euro twinks meet up for ass eating and fucking! Produced by: Boy Fun. Featuring Jake Olsen, Kieran Karlsson (aka Tomas Furan). From the film: Rim My Twink Ass 2. | View Video | |
 | Twink Trio 3 Scene 4 AEBN | |
| Anything two can do, three can do better. Cute, horny Euro twinks triple up for threesomes! Produced by: Boy Fun. Featuring Jake Olsen, Richard Hicks (aka Karel Omanak), Vitali Kutcher. From the film: Twink Threesomes 3. | View Video | |
 | Twink Ass 4 Scene 3 AEBN | |
| Cute twinks lap it up for a good taste of each other's sweet asses! Produced by: Boy Fun. Featuring Curtis Cameron (aka Jamie Jackson), Jake Olsen. From the film: Rim My Twink Ass 4. | View Video | |
 | Analnesis Boy Fun | |
| You don't need to know Isaac Esteban to have some very dirty thoughts about him. Understandably, young and hung Jake Olsen can't stop imagining some Boy Fun with the hot little twink, and we're going into his pretty little head and sharing the fun while he plays with his long and swollen cock. We leap right into his inner playtime and find the two adorable boys kissin.... | View Video | |
 | Wake Up and Play Boy Fun | |
| People have all kinds of ideas about what constitutes the perfect kind of wake-up call, but whether you would normally answer breakfast in bed or a strong coffee while walking the dog, you'll have to admit that this kind of horny encounter beats every other option hands-down. Cute twink Gregor has been snoozing on the couch in nothing but a t-shirt and some sexy tight.... | View Video | |
 | Bath Snack Boy Fun | |
| Antony Carter is home from work and the moment he walks through the door long-haired lover boy Jake Olsen is on him. It's not so surprising, the handsome young man is so tempting and his big uncut cock is delicious, any young man would be craving it after going without some good Boy Fun for a day. With a little kissing and their shirts quickly removed Antony takes a s.... | View Video | |
 | Making a Connection Boy Fun | |
| New boy Noah Blake might be inexperienced, but this sexy and fit young man has a big uncut cock and a demanding sexual appetite, which hung young twink Jake Olsen picks up on the moment the guy enters the apartment. Noah is just doing his job, of course, attempting to get Jake's TV working again, but while it might be unprofessional to hook up with a customer he's not.... | View Video | |
 | Sudden Cravings Boy Fun | |
| Visiting town and enjoying the sights, it's not long before blond boy Justin Stone and his friend Jake Olsen are abandoning a short stop for lunch to enjoy something far more tasty back at their hotel. Young men like these need no excuse to distract themselves with some horny Boy Fun, a fact quickly proven when the two get back to the bedroom and immediately begin mak.... | View Video | |
 | Foreign Exchange Frisk Boy Fun | |
| The Exchange Student program is great for giving young guys like Jacob Dolce a little adventure in a foreign land, but he probably didn't know his experience would include getting his little ass filled with one of the biggest cocks in town. Being a good friend Jake Olsen is happy to give his roommate a break and take over supervising the young visitor, but you could p.... | View Video | |
 | Guest Grinding Boy Fun | |
| Jake Olsen is the perfect boy to invite over when you're feeling a bit horny, as young curly-haired Alan Caine is proving in this deliciously hot encounter. The moment the slim twink steps through the door into the luxurious apartment Alan is making out with him, but no sane young man would do any differently. Jake knows why he's there and he's just as eager to get th.... | View Video | |
 | Room for One More Boy Fun | |
| Twink boy Vitali Kutcher is a houseproud guy, always tidying up after his roommate Richard Hicks. He doesn't like it much when Richard invites a friend over to stay and they leave crumbs on the couch and towels in the bathroom, but his dedication to keeping the apartment clean is about to pay off! He had no idea Richard and his friend Jake Olsen are interested in cock.... | View Video | |
 | Dinner Rush Boy Fun | |
| Cute boys Ron Negba and Jake Olsen are having a nice romantic dinner date, but you know horny boys like these can't ignore the demands of their urgent dicks for too long. The playfulness starts out with a little footsie under the table, but as the first little sip of wine slides down their necks their lust for Boy Fun spills over. Of course, the sight of Jake's uncut .... | View Video | |
 | Flatmate Fuck Boy Fun | |
| It seems adorable young visitor Jake Olsen isn't aware of the special arrangement his new fuck buddy has with his roommate Bastian Karim. Maybe it's all unspoken, but it appears the handsome young jock believes he gets the second helping of hard twink cock after his roommate has enjoyed plenty of Boy Fun with him overnight. Jake isn't the kind of boy to turn down such.... | View Video | |
 | Porn N Dicken Boy Fun | |
| Those of an older generation will likely remember the days of grainy VHS tapes and stolen porn magazines from the close of a good friend's dad, but these days boys like Jake Olsen have it all far easier. It's literally delivered right to their phones, a billion awesome movies and photos to stroke along to. He's kicking back and enjoying a little afternoon self pleasur.... | View Video | |
 | Meat and Greet Boy Fun | |
| Long-haired boy Jake Olsen is a tempting sight, sitting alone by the big old church in the middle of town, taking a break from his touristy activities. It's clear he would like some company, so of course young local lad Nick Danner is quickly joining him. The promise of some hot and steamy Boy Fun is soon apparent when the visiting twink comments on his new friend's e.... | View Video | |
 | Oral Cummunication Boy Fun | |
| Adorable teen Jake Olsen might not know much English, but he can certainly see a perfect opportunity for some awesome Boy Fun with another hot young man when he sees it. Gabe Isaac is new in town and he needs to find the college, but when he invites the local lad back to his pad to help him get his bearings their language barrier leads to something far more exciting t.... | View Video | |
 | Roughhouse Arousal Boy Fun | |
| Sweet little long-haired twink Jake Olsen is reading in the bedroom when his energetic and excitable friend Devin Lewis leaps up onto the bed hoping to persuade the boy into some afternoon adventures at the mall. Jake might be reluctant to head outside and deal with the crowds, but he's not going to refuse a little Boy Fun in place of it. Having lost his argument and .... | View Video | |
 | Waking Up to Sausage Boy Fun | |
| We all have our own ideas about the best way to start the day, but could anything beat being woken up by a gorgeous friend wanting to slurp on your morning boner? Long-haired teen cutie Jake Olsen gets that and a whole lot more when his handsome buddy Ruben Bart arrives in his room to wake him up with some Boy Fun, checking out his bare ass, kissing the tempting expos.... | View Video | |
 | Backside Grind Boy Fun | |
| Every teen these days knows that if you want to find some fit and curious twinks to share your cock with the skate park is one of the best places to be. Alec Loob might not be too good with his board, but he's not really there to show off his lack of skills, he's there to get the attention of long-haired boy Jake Olsen. His flailing seems to do the trick and while Jak.... | View Video | |
 | Steam and Cream Boy Fun | |
| Twinks Jake Olsen and Max Trey enjoy a relaxing sauna together, but it doesn't take long before the sexual chemistry results in some oral sex in the sauna. The boys take the action out of the sauna and Jake fucks the tight ass of Max in this scene from Boy Fun. Featuring Jake Olsen, Max Trey. Original release date: October 5th, 2018. | View Video | |
 | Glass Lickers Boy Fun | |
| Twink Gregor Gilead is in the shower, when a naked Jake Olsen comes into the bathroom and starts flirting on the other side of the glass. After some kisses on the glass with each other, they head to the bedroom, where Jake fucks the tight asshole of Gregor in "Glass Lickers" from Boy Fun. Featuring Jake Olsen, Gregor Gilead (aka Igor Uganec). Original release date: Se.... | View Video | |
 | Foreign Affair Boy Fun | |
| Max London runs into twink Jake Olsen sitting in the hallway of his apartment complete. Jake doesn't speak much English at all, so they decide to go into the apartment to use google translator. Turns out when you just want to fuck a twink boy, you don't need words, and these two use eyes to let each other know its on! Jake Olsen pounds away at the ass of Max until his.... | View Video | |
 | Wank 53 Scene 2 AEBN | |
| In This Wank Party stars Peter Hronsky, Adamek Alex, Stefan Vrbic, and Ilja Krutov. In this first part Peter is in the kitchen preparing some food. He is joined by Ilja who has just woken up. Ilja is feeling rather horny and moves behind Peter, reaching round to feel his slim body. Peter's underwear is bulging as his sexy chest is felt. Full title: Wank Parties Plus f.... | View Video | |
 | Cute Perry Freshmen | |
| In issue 348 we featured a cute boy called Perry Lynton and today he is back for a video update. Perry doesn't have much experience in bed so we decided to go slowly on him and work out who to pair him with. After a short interview with Luke Hamill, Justin Saradon is selected for the role and is soon trying to get into Perry's pants. Justin loves to suck big cocks and.... | View Video | |
 | New Top In Town Southern Strokes | |
| Whoa! What's this? A messy kitchen? Dom Ully understood that when his new roomie, Jake Olsen, said he would do the cooking in exchange for lower rent, it would be gourmet, and the kitchen would be immaculate. Then again, maybe Dom merely assumed. When he walks into a messy kitchen and sees Jake playing on his phone, Dom decides to give his new roomie a lesson. Except .... | View Video | |
