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1. A hairstyle popularized by 1980's American girls to try and look like Madonna. It was usually combined with a stretch pants/skirt combination and jelly slippers.

2. Most recently popularized in the 2004 film, Napoleon Dynamite, where the title character's love interest wears a side-ponytail.
Check out the ponytail holder holding up my side-ponytail, its magenta, white and black, just like the laces on my LA Gears.
by Nikki4mets August 23, 2006
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A pretty awesome hairstyle with girls that was popular in the late 1960s and again in the mid 1980s, but side-ponytails were really more popular in the 60s than the 80s. I can see side-ponytails coming back in style around 2009.
Sarah is wearing a side-ponytail. That's hot.
by Lil Duff 2008 December 06, 2008
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Having hair sticking out of the side of your head, leaving you looking like you're mentally challenged.
A side-ponytail is gay and looks like a girl who forgot to make a second pigtail.
by Anonymous January 21, 2005
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