This tighty-whitie guy is cheeky and puckish. He doesn't get embarrassed easily and is self-aware in a way that is actually super-sexy. He knows himself and that makes him cool without even trying.
A guy in a thong is a fearless man. He is his own damn person. And that is what is important to the thong-clad man. He wants to look good and is willing to give up a little comfort if he needs to, even though no one asked him to do that. He is a total goddamn weirdo, but he's just doing his thing.
His jockstrap is reminiscent of his old football days and he just doesn't want to leave the past behind. The man had buttcheeks that could cut diamonds. He's not going to cover that memory up with some flabby boxers. He likes to party and he likes to dance, a good-time guy. He might not make the best boyfriend, but he'll be a great fling. He's too lazy for real underwear, but too cool for tighty-whities.
A commando guy might be called down-to-earth by some or dirty by others: If he's not one to wear underwear, he's not one to sweat the small stuff. 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.
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