Sultrier than pink, more unexpected than red--wine lipstick gets our vote for the season's most sophisticated look. The best part? This chic shade is drop-dead gorgeous on brown skin (exhibit A: Chanel Iman). Right now, we're loving MAC Lipstick in Desire ($14), a deep, berry-toned neutral hue that'll be perfect from day to night.
Pro tip: Make your bourdeaux lipstick last longer by first applying powder foundation to your lips.