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The size of your handbag matters more than you think. Large handbags work well for plus-sizes because they proportion your overall shape.
Small handbags are okay for special occasions, but not for every day. Not only are they too small to hold everything you need, but they make you look bigger because of their small size.
It also pays to keep the color and pattern on your bag neutral enough to wear with anything. Funky colors and bags with big logos are okay to use when you are out on the weekends or in the evenings. For the office, keep it professional with blacks or grays.