Andy Milonakis burst on the scene about 5 years ago, and quickly went from a Northern Westchester suburban weirdo who liked to make computer videos of himself rapping, to a national star with his own show on MTV.  He was born in Katonah, New York, just north of Mt. Kisco (where the middle school dudes that frequent my arts center have spotted him in town at the local pool).  He’s somewhat of a living legend around Westchester; the kid that that everyone claims to know in some way or another.  Any time his name comes up, you’ll here someone blurt out something like, “My brother went to Fox Lane with him!”, or “He used to work at the video store in Pleasantvile”.  And to think, his rise to stardom all started with a ridiculously silly four minute rap freestyle clip (see below).  He actually blew up in a similar way to Matisyahu, and got his first nationwide exposure on the Jimmy Kimmel Show!!!!  Here at WESTCHEDDAR, it is about time we pay homage to probably the stupidest YET FUNNIEST (and definitely most viewed) video of a kid freestyle rapping live from Westchester County.  I remember when this was first forwarded to me in an email back in 2003, before Youtube ever existed, and I thought it was hilarious.  I also thought he was 13 years old; turns out he was like 26.  “From Westchester, the best chester…”  There’s a ton of classic lines in this I won’t even attempt to quote.  Check it out, the first ever Andy Milonakis video, the one that still makes middle school kids laugh out loud (trust me I’ve seen it)…