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4.
(verb) to ask a ridiculously inappropriate/ blatantly obvious question at the most random time.

or

To make an obvious point when it is totally unnecessary.
Teacher: "Do we have any little questions to raise?"
(To Winston)
Student: "Define...little"

"What type of food does a dog eat?"
(To Winston)
"Dog...now thats a very vague term...define dog"

"shit! we still haven't done freshfields"
by styra November 27, 2009
81 60
 
1.
can be a sweet heart when its just you and him, but when hes around a bunch of other people he can be a complete asshole. hes charming, sexy, has a nice body, can almost have any girl he wants, amazing at fucking. can be a total bad ass when he wants to be..or at least he thinks he's a bad ass.
krystal:"damn look at that fine ass winston over there!"

jen:"isnt he an asshole to you though?"

krystal:"only when hes around a lot of other people.."
by krissy jem1 May 04, 2010
206 79
 
2.
Any being that is filled with win and can perform insta-wins at any given moment.
Jack:Dude what do you think i should say before i die.
John:Respawn in 10 9 8 7 6 5...
Jack:wow your a total winston
by jesus kones January 13, 2009
186 111
 
3.
A duck. The most awesome duck known to man-kind.
"Dude, I saw Winston yesterday!"
"Holy Flying Horses! I gotta get that duck's autograph!"
by Vice Pres of Winston fan club January 22, 2010
111 65
 
5.
The name given to a small and cute penis!
"What a cute little Winston you have!"
by usmc97 December 18, 2012
38 28
 
6.
The mythical IT/Facilities guy who 'fixes' things that don't need fixing so they *become* broken, or who never appears at all but is always "going to be here next week."
noob drone: "GD it, why don't I have a dial tone this morning? My phone worked yesterday!"

wally-drone: "Dunno. I guess Winston fixed it."

noob drone: "Who the f*k is Winston?? I need my phone to work!"

wally-drone: "He's the phone guy! Just do your best. I think he'll be back next week."
by Willy Codewell July 30, 2012
12 12
 
7.
The male reproductive organ; the penis.
Steve's eyes widened as the man's Winston overtook him.
by Guy Johnson April 17, 2006
162 162