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Sounds like your still in high school, so some of the suggestions above are out of the question!
Concert tickets for both of you would be good, but still expensive. A nice cowboy bill fold (wallet) would be cool and they are about $30. If you have enough for a nice belt buckle, those are nice, but about $125. A new belt? A box set of CD's of his favorite artist, or a DVD of a concert. I bought my cowboy boyfriend a custom hat rack to hang his straw on so it wouldn't get crushed, and he loved it! It was around $50. Good luck, and Merry Christmas.......early!
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