Since the scavenger/game approach to proposals is pretty well accepted in real life, I think it could work as well with a virtual component with the right couple.
I think it's a rather sweet, romantic idea.
Love without play, love without laughter isn't worth anything to me. I view waltjordan's idea as laughter and love-play, not game-playing.
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I personally would be close to hysterical and very angry if the restaurant/ ring, plane flying overhead or sporting event approaches suggested by c.i. were applied to me. I HATE personal things like proposals having public components. HATE it. Don't like seeing them, don't want to be stuck in one. <don't get me started on evil evil surprise birthday parties
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Obviously, lots of different perspectives on this.
waltjordan - you know the woman you love better than anyone else does. If you think she'd get a kick out of a scavenger hunt - live or with virtual components - go for it. You need to know the kind of memories you want to make - and how she'll respond to them.