Hate to break it to ya Tom, but even the stealthiest of the wealthiest like big bags (and they cannot lie). How else are they supposed traverse the beaches of St. Barths or pack their essentials en route to Teterboro? 

While you may want to skip the flashy designer logos, we say to embrace the ludicrously capacious bag this season. We mean, when they're this chic, it's hard not to.

[Photo via Johanna Ortiz]