Who could blame him? The man had buttcheeks that could cut diamonds! He's not going to cover that memory up with some flabby boxers. He's a wild guy. He's living like he was 10 years ago. He likes to party and he likes to dance. He's a good-time guy.
He might not make the best boyfriend, but he'll be a great fling (and lay). He's too lazy for real underwear, but too cool for tighty-whities.
Celebrity doppelganger: Dennis Haysbert (because Major League II was many a gal’s sexual awakening)
He might be called down-to-earth by some or dirty by others: dealer's choice! If he's not one to wear underwear, he's not one to sweat the small stuff, probably. He likes old Western movies and smoking pot out of an apple pipe. He probably does something off the cuff manning the bar at a cool, low-key dive bar, while likely still living with his parents. Hey, it's rent-free!