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1.
The faculty of making fortunate discoveries by accident.

Modified meaning: of or pertaining to being "cool" or "sweet"

"Oh, man, it's totally serendipitous."
af teah4 23. april 2008
 
2.
another word for "cool" "awesome" or "amazing". used in Fineus (not sure how to spell it...) and Pherb.
hey that shirt is totally serendipitous.

megan, you're so serendipitous!
af hey kid sup 14. maj 2009
 
3.
An expression used by individuals to sound confident and smart when explaining why something is successful, but in reality they have no fucking clue. The individual often believes they are the only person to ever have used this word in a sentence, and will often wear a shit-eating grin upon saying it.
Twitter is so successful because it was built to leverage serendipitous social connections. :)
af serendipitous definer 13. november 2009