When you mention boots in the same sentence as L.L. Bean, inevitably a conversation about the Bean Boot follows. However, the recent release of this Handsewn Wedge Sole Boot ($325) may change all that. Each pair is hand sewn in the land of lobstah, made from premium leather, and features a sturdy Vibram sole. These production details also naturally come with a higher, slightly gulp-inducing price tag that’s uncommon for L.L. Bean gear, but certainly warranted given their high quality. Unlike most fashion items you own, if you take care of these they’re also likely to get better looking with age. Unless you’ve got the genes of Sean Connery, though, the same thing can’t be said for the wearer.
Buy Now: $325