Thanks for keeping us posted on your experiment. I'm so sorry to hear that your BF was injured. He was such a great sport too. My fiancee wouldn't be caught in heels even if I paid him to wear them.
As for who won the bet, can't you say that you both won...and lost. Since the weekend trip didn't materialize the way you envisioned, the bet never commenced.
At least in the future he'll have greater understanding and appreciation whenever your in heels.
Kudos to you both though! I hope he'll have a full and speedy recovery.