Who is Lindsay Lohan going to choose – the scruffy actor who’s adored by both award shows and sketchy socialist presidents, or the scruffy DJ with a smoker’s cough and cool sneakers? That’s the question we imagine our favorite leggings designer is asking this morning, with rumors persisting that she’s broken up with live-in girlfriend Samantha Ronson. Though Linds has denied it, the pair hasn’t been spotted together for days, and she was recently seen moving stuff out of Sam’s apartment, with her sister and assistant in tow.
But what really has tongues wagging is her date with the still-married (but doesn’t act like it) Sean Penn on Wednesday night. The celebrated actor joined the redhead and her gang of girls for a night out at Nobu. Is he just innocently dabbling in the drug that is youth, or does Sean Penn want a piece? Regardless, we think rebounding with one of the year’s biggest Oscar contenders is a brilliant career more for the troubled starlet. Lindsay can’t land roles based solely on her talent, so why not sleep her way to the top? [Photos: GettyImages]