A fork of Rural Dictionary
A West Los Angeles private school at which students are often smart & rich. Unfortunately for other local schools like Archer, Harvard Westlake, Brentwood, Crossroads, and, Oakwood, Students at Windward tend to be better than everyone at nearly everything. A typical "Windward boy" will have 6pack abs, be somewhat metrosexual, and, be incredibly friendly. A "Windward girl" is usually nice, but, can most likely be found with a blackberry in one hand and a Starbucks in the other.
Girl 1: Hey do you go to Windward? Girl 2: No, why? Girl 1: Nothing, i thought i recognized you from Starbucks Windward Boy 1: Hey Bro, after school, wanna go on a run around the park so we can take off our shirts and "accidentally" show our abs to the group of girls by the locker room? Windward Boy 2: Defiantly, let me just go put my cardigan in my locker and do a few more good deeds.