Obakki

This heather gray peacoat by Obakki is terrifically sharp, classically cool without being overly trendy. However, with a hefty $440 price tag, any boy hankering after this jacket better have a hefty wallet.

Obakki 'Filled' 4-pocket military jacket in Heathered Charcoal, available at Matthew Izzo.

*Photo courtesy of Matthew Izzo