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.
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.
by YouHadMeAtYourProperUseOfVerbs December 31, 2011
An elite Los Angeles School wherein you will find extremely intelligent individuals who reign supreme in pretty much everything they do. However, they tend to be quite snobby due to their extreme wealth.
by 6uf42 September 09, 2010
Every time I wore those pants, I'd get some Admiral of the Windward Passage trying to make eye-contact.
by nom de plumb June 03, 2009
Captain Cook couldn't wait to show the Tahitian Cheif's daughter how well he could Navigate the Windward Passage, before a Ziffon and setting sail for Australia.
by Cinocat December 01, 2011
Get the navigator of the windward passage mug.
by zykovitz December 10, 2021
by Carl Figleaf August 15, 2022