Latest updates featuring Max Penn

Arad in 'My Brother's Sexy Friend'

Arad - My Brother's Sexy Friend

As Max Penn sits around the house killing time and bored on a lazy afternoon, he suddenly perks up when his brother comes home fromt he gym with his best friend. Arad and Max's brother have been hitting the gym for a while now, and the results sure are apparent when Max scopes out Arad's rock hard bod as he sits on the sofa. With his brother taking one of his patented long showers, Max makes his move, first admiring Arad's python biceps before working his way down to the spitting cobra in Arad's pants. Gently massaging his cock through his compression shorts, Max talks Arad into letting him have his way, and finds Arad surprisingly receptive. Wasting no time, Max slides Arad's shorts off of him and begins to work his cock, first with his hand and then with his mouth, as Arad closes his eyes and grows hard inside Max's mouth. Sucking him off, it becomes obvious that Arad is definitely into this kind of workout, especially when he pushes Max back against the sofa and returns the favor, downing Max's cock before flipping him over and tonguing his hole. Arad slips a finger deep inside Max, but Max wants the real thing, so Arad hoists Max's legs over his shoulders and slides his cock deep inside, pounding Max's hole as he strokes himself off. Max cums immediately all over himself, but tells Arad to keep fucking him so he can cum again. Arad does as he's told, flipping Max over and pushing him up against the back of the sofa as he fucks him from behind. Arad gives Max a hearty slap on the ass as he grinds away, flipping him over one more time as Max rides Arad, bouncing up and down on Arad's rock hard cock as Max shoots his second load, before telling Arad to pull out and cum on his ass. Arad coats Max with his load just as Max's brother turns off the shower, none the wiser to his little brother's sneaky exploits. Enjoy!

Dante Martin in 'The Hot Gym Guy'

Dante Martin - The Hot Gym Guy

With their own sex life stagnating, Max Penn and Dante Martin have hatched a plan to try and spice things up. Both of them have been eyeing the hot guy at the gym who always comes alone, but the only problem with muscled stud Benjamin Swift is that they are pretty sure he's straight. This doesn't deter them, it just means they have to be a little more creative if they want him to come play.With his plan hatched and the help of a few incriminating photos, Dante approaches Benjamin one afternoon in the parking lot, and makes him an offer he can't refuse. Bejamin tells him he isn't gay and can't believe Dante and Max are blackmailing him for sex, but Dante tells him it isn't the first time someone tried it, signaling to Max that the plan is a go. Benjamin concedes and in no time finds himself back at their pad, laid out on the bed, as both Dante and Max team up to suck him off. Max deep throats his cock while Dante tongues his balls, and then they both tongue his head, flicking it as they kiss each other. Benjamin has to admit it feels better than his girlfriend, and decides that, all things considered, maybe this isn't so bad. WIth his hard on raging and staring back at them, Max decides he wants some of that dick, and Benjamin tells him it's too bad he doesn't have a pussy. Max winks slyly and turns around to mount Benjamin's pole, sliding down on top of it and working his hips as he bounces up and down on Benjamin's cock while sucking Dante off. Benjamin stares at Max's bouncing butt and fucks him hard as Dante chokes him with his cock, and then they switch, as Max lay on his stomach while Dante pounds him from behind. Max sucks off Benjamin as he strokes his cock, losing his load as Dante pulls out and both he and Benjamin blast him with jizz, sure to be kept a little secret between the three of them.Enjoy!

Dante Martin in 'My Sister's Boyfriend: Magic Rub'

Dante Martin - My Sister's Boyfriend: Magic Rub

Excitement is abound for Max Penn as he recounts the news of making the baseball team to his sister's boyfriend, Dante Martin. Dante is thrilled for Max, but Max seems a bit preoccupied. Dante senses this and asks him what's up, and Max reveals that he's carrying quite a bit of tightness and tension in his shoulder and it has him worried for his start in the big game. Worried that he may not be able to pitch in his debut, concern has turned to stress, which is sitting right in the back of Max's neck, so Dante offers to massage the tightness away, since he's licensed to do so. Max agrees and the next thing he knows, he's lying face first in the living room wearing nothing but his jock. Dante rubs Max down, gaze fixed to Max's bubble butt sticking up in the air. Max makes the remark that Dante is spending so much time around his ass that Max would swear he's interested in guys, if he weren't dating his sister. Dante has a laugh and rubs up Max's spine, unbuttoning his pants and pulling out his cock. Seems that in working out Max's stiffness he's worked up a bit of his own, so he circles around to the front of the massage table and Max opens his eyes to see Dante's hard cock right in his face. With a look, Max realizes his intuitions were spot on, and moments later he's got Dante's cock deep down his throat, gagging on Dante's dick as Dante chokes him even more. Satisfied that his girlfriend's brother is much better at giving head than his sister, Dante moves forward with his plan, flipping Max over and straddling his face as he licks Max's hole and plays with his taint, alternating between rimming and sucking Max off, while Max continues to choke down Dante's hard on. Dante is ready so hot to fuck he flips Max over onto his stomach and begins to shove his raw cock inside. Max protests that Dante doesn't have a condom and Dante tells him to shut up and take it. 'Someone in this family is getting my raw dick,' he exclaims, pushing his cock all the way inside Max as Max moans with pleasure. Dante teases Max by pulling his cock all the way out and sliding it back in, before he grabs Max's shoulders and proceeds to pound him from behind. Dante fucks hard and Max takes every inch like a champ, even flipping over to be in control as he rides Dante's meat stick like a horse. Dante watches as Max bounces his perfect bubble butt up and down, and Dante is so hot he's ready to spit his load, so he flips Max over one last time and fucks him missionary as Max strokes his cock, shooting a load himself before Dante pulls out, blasts his holes, and then breeds the hole, shoving his cock right back inside to pitch Max on a little extra inning action. Max is definitely game.Enjoy!

Phenix Saint in 'My Sister's Fiance'

Phenix Saint - My Sister's Fiance

For Phenix Saint, life has been getting more and more crazy every day, as his wedding approaches. It's a good thing his future wife's family is so much fun and easy to get along with. His soon-to-be brother-in-law, Max Penn is always up to some kind of mischief, but Phenix loves spending time with him. And Max's boyfriend, Alexander Gustavo, is a perfect complement to Max. He's always encouraging Max to run some kind of clever scheme...often seduction is involved.On a sunny day, when Phenix's woman is stuck at work, Phenix decides to join Max and Alexander down by the pool for a little bonding time. They welcome him and cook up a plan as he sunbathes shirtless next to the pool. Max finally convinces Phenix to come in the pool, wearing a pair of Max's swim shorts, since Phenix didn't bring over a pair. Saying they were small on him would be a huge understatement. As the three casually toss around a volleyball and make wisecracks at each other, Max announces he'll be right back. He walks out of the pool slowly so Phenix gets a good look. Then, to Phenix's astonishment, Max pulls his shorts down and gives both guys a good show of his tight asshole! Alexander laughs at Phenix's nervous reaction. When Max gets back in the pool, he tries to get Phenix to take off his shorts too, but Phenix does NOT see this as appropriate. Max takes matters into his own hands and submerges, swims over to Phenix, pulls his shorts off and quickly gives Phenix's cock a little suckle. It all happened too fast for Phenix to realize what had happened. Max then jumps out of the pool and motions for Phenix to follow him behind the pool house. Phenix jumps out, naked and confused and goes after Max. Max grabs his arm and pulls him behind the house where they seem to be alone. There, Max convinces Phenix to let him suck his dick! It took a little convincing, but Max takes advantage of the opportunity to the full extent. And Alexander takes a prime position for watching, hidden behind a support beam, jerking his hard meat.After a few minutes, Max brings Phenix back poolside and Alexander joins them. Phenix figures that this has already become so out of control, he should at least finish off the whole encounter with a nice cum blast. Max continues to slurp Phenix's cock while Alexander licks Max's butthole. Then, Max lets Phenix experience his first ass. Phenix slides his fat boner into Max's sweet hole and fucks him good. Alexander stuffs Max's dick-hungry mouth on the other side. Join this wild pool party and see these guys really bond in the best way, just before they all become one big happy family-in-law!

Garrett Cooper in 'Prom Virgins'

Garrett Cooper - Prom Virgins

Max Penn is bummed out because he doesn't think he'll have a date for prom. He WANTS to go with Garrett Cooper, who's been a good friend for a while now, but neither his own, nor Garrett's parents know either of them are gay! When Max's dad surprises Max by telling him he already knows he's gay, and that Max should go ahead and ask Garrett to prom, Max thinks his dreams are coming true! But Garrett's parents aren't nearly as cool as Max's dad. Garrett tells Max he can't go to prom with him because his parents would surely find out and kick Garrett out of the house. Max is hurt so badly, he can barely even leave the house. Garrett, however, musters the courage to be who he is. He hates upsetting Max, his friend and secret crush, so he decides to tell his parents and see what happens. To his chagrin, they're OK with it! Max and Garrett have a blast at the dance, and wind up at Max's house afterwards, where things really heat up!!Since they're both virgins, Max and Garrett go slowly at first, even though their lust for each other is uncontrollable. Max goes down and gets a mouthful of Garrett's swelling cock. It feels even better than Max had fantasized. Then it's Garrett's turn. He enjoys slurping on Max's hard dick before flipping his date over and tasting his tight hole. It's pretty much the best feeling Max thought he'd ever felt! But then Garrett slid his fat, erect cock into Max's ass and it blew Max's mind! Wow, what an incredible sensation. Garrett loved how tight and warm Max's ass felt on his firm cock. Max used his gymnastics skills and did the splits while bouncing up and down on Garrett's pulsating boner. Once Garrett was ready, he let Max fuck him. Max pounded Garrett's hole harder than he had planned. The passion overtook him and he was lost in the moment. Join these young lovers and experience together with them a once-in-a-lifetime night of first-time, after-prom sex!!