I won a meal for two in a raffle...
...but I am far too nerdy and unattractive to have a girlfriend, so I gave it to a work colleague on condition that:

1) He took the girl (from work) he obviously fancied, but had very clearly got nowhere with at the time. Popular opinion amongst the other girls at work was that she wasn't remotely interested, and "that could never happen"
2) If they ever got married, I get to be best man.

Went to his barbecue this weekend, and had quite a long chat with said lady, whom he has now been dating for a couple of years now.

I fully intend to hold him to this promise.
( prince-igor si tacuisses, philosophus mansisses, Tue 3 May 2011, 16:17, 1 reply)

That is a true win.
*click*
( The Resident Loon Not a demographic. Do not measure., Tue 3 May 2011, 19:50, closed)