Lindsay Lohan sure had a doozy of a night last Wednesday. Even though the troubled starlet claims she is in NYC for some R&R with her fam, it has been the club scene and reality stars who have commanded most of her attention. She may have been chugging back water all night, but her decision to jump right back into the kinds of places that have gotten her into trouble in the past could spell danger for Li-Lo, addiction experts tell PopEater.

According to the New York Post, Lohan partied with a posse that included 'The City' star Samantha Swetra and Next Models booker Derek Saathoff. She went clubbing at SL, where she hopped in the booth with DJ Phresh.

She then headed over to 1Oak, where she was reportedly making out with some random dude.

"People, places and things can all be triggers for a relapse," Dr. Paul Hokemeyer, a marriage and family therapist with Caron Treatment Centers, tells PopEater. "Even if she is technically still sober -- that kind of behavior can lead a person back to their old unhealthy habits."