Harry Caray's Tavern gallery

Chicago's go-to nightlife expert, Sarah Preston writes the monthly column "Nightspotting" for the magazine and keeps us all a little hipper with her weekly updates from the nightlife front, Nightspotting 2.0, new every Thursday. But this consummate party girl has a day job, too: She's a staff editor and writer at playboy.com, where she attends Mansion parties "for work" and coaxes celebrities to open up about their sex lives. (Read posts from the last iteration of Sarah’s blog, Last Girl Standing, here; send Sarah an e-mail by clicking here.) Also, check back Mondays for nightlife photos shot each weekend by our intrepid photographers. If you see them on the scene, be sure to smile for the camera.