Having a buddy with you is great motivation! Good luck! If you end in a tie, then you're both winners! So what do you do to break the tie? How about the winner being the person that remains at their goal weight the longest. I think keeping the weight off is really harder than losing it the first place.

And if you can put a time limit on it... like one year. If you both keep the weight off for the year, you should splurge and treat yourselves to something nice (facial or massage?) that you can do together.

Side note... I think 14 pounds is too much to lose in 2 months! But that's just my 2 cents.