Spotted: Leighton Meester, looking almost unrecognizable on the cover of Flaunt Magazine! The former Gossip Girl star has traded in her Upper East Side style for something decidedly more…vintage. Is it a nod to a bygone era, or a fashion misstep?

The actress is seen perched in a plush velvet chair, sporting a sleek black leather jacket, dark trousers, and a headscarf that screams “1960s Italian film star.” The red hair and bangs are a dramatic departure from her signature brunette locks, leaving us wondering if this is a permanent change or just a temporary transformation for the shoot.

The setting, a dimly lit restaurant with ornate decor, adds to the overall retro vibe. But does it work? While we applaud Meester for taking risks, we’re not entirely convinced this look is a hit. Is she channeling Audrey Hepburn or just trying too hard?

The jury’s still out, but one thing’s for sure: Leighton Meester knows how to keep us talking!