There's something really special about Jen Brill. Aside from her enviable collection of Chanel (she's an ambassador for the brand), she knows how to put a look together but in carefree, non-try hard kind of way. The Total Management New York agent is much loved by street style photographers who are charmed by her effortless downtown style and of course, her signature red lips. Whether she's wearing an off-the-runway Proenza Schouler look or a simple tee with cropped shorts, it always works.

Are you as enamoured by her style as we are?