Alexander Wang Alpha Shopper: The Alpha Dog of Totes

First of all, double take: An unembellished Alexander Wang? What? Yes, it’s decidedly minimal (no studs or buckles!) and I love it. This linen and leather tote goes every which way: thanks to the ingenious convertible handle, you can wear it as a shoulder or top-handle bag – just pull the straps through to lengthen or shorten. The shape also morphs from east/west to north/south, going from beachier to more classic tote in a matter of moments. This is your new everyday go-to bag to throw everything and the kitchen sink into. I appreciate a bag that offers me that kind of security when heading out for the day. Simple and chic: my favorite kind! At ShopBop for $350.

Pair with: Just about anything, so long as it’s on the casual side. The “Krista” snakeskin espadrille wedge by DKNY will be enlivening and comfortable. (Plus, frugal find alert!), for $165.