Since her early days on Friends, Jennifer Aniston has established herself as a comfortable, approachable dresser. Even when gussied up for red-carpet events, she sticks with breezy, solid-color sheath dresses rather than complicated, overwrought outfits. Staying true to her California roots, she spends her downtime in denim and tank tops, and her accessories of choice include sunglasses, the occasional scarf, a tan, and her signature honey-blond hair. Although she’s covered the world’s biggest fashion magazines and topped numerous “best dressed” lists, no one would ever make the mistake of calling her a clotheshorse: She never wears logos or splashy “It” items. After she began dating Justin Theroux in 2010, her wardrobe choices began mirroring his preference for brown work boots, fedoras, and lots of black. See her style evolve from her Rachel Green days to the present in our slideshow.