Paul Wesley may have settled into his hipster, beanie-wearing persona now, but the Vampire Diaries star hasn’t always been so sure of his look. In fact, he experimented with hip-hop fashion as a budding teenager. Listen to Paul tell the hilarious story of his too-large pants...

It all started with Entertainment Weekly asking Paul what his go-to karaoke song is as part of their Pop Culture Personality Test. After first stating that he has never done karaoke, Paul recanted, saying: “You know what? I’ve done karaoke. The one and only time I did it, at a bar mitzvah. Vanilla Ice, ‘Ice Ice Baby,’” he recalls. Ah, yes. A classic! “Yeah, I was like 13. Isn’t that when bar mitzvahs happen?”

Apparently, Paul’s preference for hip hop didn’t stop at his one-and-only karaoke performance. It extended to his fashion choices: “I thought I was like a hip-hop artist, apparently, when I was 13 years old, so I’d wear these pants that were so massive,” Paul admits. “I used to go visit my relatives in Europe, or Poland, and they literally wouldn’t bring me out in public.” Um, that may be our favorite story ever. And can we please see Stefan Salvatore go through a similar phase in the form of a TVD flashback? After 170 years in existence, you know there have been some unfortunate Salvatore fashion choices that this show is not showing us.

Do you find Paul’s story as funny as we do? Do you want to see more of the Salvatores’ embarrassing fashion phases? Sound off in the comments below!

Kayti Burt is a contributing writer for Wetpaint Entertainment with a penchant for all things pop culture. Follow her on Twitter and Google+!