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I'd take my mom and all the money I can scrounge up from the sale of all my belongings (soooo, about $300 LOL), and fly off to Las Vegas. Rent a suite, gamble, eat great food...
Then, fly to Providence, visit the old haunts. Then, rent a car, go out to Nantucket, and just live the rest of my days out at The Wauwinet.
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