Highway (2001)

The quirky road trip flick Highway (2002) is stacked with A-list talent but remains a bit of a hidden gem. Set in the mid-90's, Jack (Jared Leto) and his best buddy Pilot (Jake Gyllenhaal) are a pair of constantly broke dudes searching for a good time. Although he has a bod that'll have you unzipping your fly, Pilot's a stoner weed salesman dating a girl named Lucy (Arden Myrin) who he doesn't think he cares all that much about. Jack's a cad of a poolboy who is sleeping around with a Vegas mob boss' wife (Kimberley Kates). When he gets caught, Jack is forced to flee the state. Pilot's a big Nirvana fan, so he says they should go to Seattle and Jack figures it's as good an idea as any. Along the way, they run into a hooker named Cassie (Selma Blair) they decide should tag along with them to Washington. Fleeing the mob, Jack starts to fall for Cassie while Pilot starts to miss Lucy. Will they live happily ever after in the land of Starbucks or end up going for a swim in a pair of concrete shoes? The open road is beautiful, but John C. McGinley is the roadside attraction worth pulling over for. He's a pothed called Johnny the Fox, who looks rather foxy when we get to see him fully naked running around after he's been stripped of his clothes. Keep your eyes peeled for his sack and penis when he runs by! We also give a stiff salute to Captain Mauzner who is shirtless on the couch and wearing a thong that displays his package. And, of course, we get to see Jared Leto in bed with that Vegas mobster's wife which means some sexy shirtless Leto! His character is known as "The God of F****" and Oh God do we believe it after seeing that doggystyle work. Throw in Jake Gyllenhaal in a pair of whitey tighties and you'll be begging to hit the road and jack it to the dudes in Highway!