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Maybe you could get several barndance type things and leave them as clues each day with little notes or something.
One day, tie a bandana to his car antenna. The next, leave a cowboy hat at his house. Give a water gun to one of his professors to give to him in class. On the last gift, have a note telling him that he should be wearing all these things Friday night and you will pick him up.
I don't know... that may be kind of lame. I'm sort of out of practice as I haven't had to think of these creative ways to ask boys now that I am an alumna!
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