Jordan Eubanks (Season 1)
Then: It’s hard to remember a time before Spencer Pratt, but in Season 1 Heidi was young, plastic surgery-free, and in love with a cute baseball player named Jordan. The couple broke up in a dramatic and tear-filled fashion at the end of the first season.
Now: Jordan has attempted a career in acting and writing, penning the 2009 film 2 Dudes and a Dream, which starred his friend and Hills co-star Brian Drolet. Jordan has said he was “sucked into” The Hills drama, but so far he hasn’t landed an acting role as noteworthy as the show that sucked him in.