Here at R29, we embrace an entrepreneurial success story just as much as an awesome, well-thought outfit. That said, it's no shocker that we'd adore Jena Gambaccini, the gorgeous face behind ChiCityFashion. Showing off four copy-worthy ensembles, the celebrity-Twitter-savant-turned-blogger gave us the sartorial scoop on everything from her fashion rules for fall to her go-to outfit for a Chicago restaurant opening (this gal likes to eat!).
I'm A Sugar Baby & I Spend $22,157 A Year On Beauty Services