by Free Britney at . Comments

The New York Post reported today that Nicky Hilton and The Hills' Whitney Port have been hanging out a lot lately because Nicky's boyfriend, David Katzenberg, is friends with some guy named Matt Kaplan - who just started dating Whit!

We haven't seen any photos of Matt Kaplan and Whitney Port (she is known for trying to keep her personal life private and not shown on The Hills), but we have tracked down a picture of Matt with some other girl you might know...

Whitney Port's new man, Matt Kaplan, once dated Ashley Olsen! 

Back in 2004, Matt Kaplan allegedly dated - and took the v-card of Ashley Olsen. To add STDs to insults, in '06, he was linked to another skank: Lindsay Lohan!

Looks like some very sloppy seconds, even thirds for Whitney!

Hailing from Encino, Calif., and graduating high school in 2002, the studly Matt Kaplan apparently played quarterback for Columbia University after that.

They suck big time, people, but that school is in the Ivy League, so Matt at least must be sort of smart. On the flip side, though, Lindsay Lohan? Really?

Jackass.