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The wooly worm is seen as the result of not being choosy enough when wanking.

The scenario is that you fancy a posh wank but have no condoms. Instead you decide to use a sock but unfortunatly choose one made from 100% Pure Wool. After "doing the deed" into the sock and removing your phallus, you find that fibres from the inside of the sock have mixed with the love juice and have now coated the one-eyed trouser snake in a sticky hairy coating making it look like a Wooly Worm.

No matter how hard you scrub, you'll be finding sock coloured hairs under your foreskin for days after (subject to not being Jewish)
Nate really should've been more careful and not chosen the M&S Wool Blend Sock as his weapon of wanking destruction the other night.

He found so many hairs stuck to his knob the following morning, it looked like a woolly worm
by Waterboy8535 June 18, 2009
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When a partner defecates a tubular turd on a hairy chest. A variation of this would be an easter basket, where a partner defecates small pellet like turds on a hairy chest.
My girl gave me a woolly worm last night that won't wash off.
by Adam D-z nuts Clark November 11, 2006
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