QUESTION OF THE WEEK #119

$100,000 richer

This Week's Question:

Wall Street trader Greg Calvino swore to his then-girlfriend, Elisa Kwon, that he would not "use drugs, stay out late, frequent strippers or prostitutes." He further promised to her that if he broke that vow, she could cash a $100,000 check he wrote in her name.

Calvino allegedly broke the vow one night with his fellow stock traders by gawking at strippers and snorting blow. Kwon cashed the check. Now, Calvino is suing to get his money back.

If you were the judge responsible for settling this dispute, what would you tell Mr. Calvino?

--Junichi