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I grew up and lived in suburban Ohio for the first 25 years of my life. After grad. school, I moved to Boston for 2 1/2 years. It was a life-changing experience. Moving to the big city was expensive and difficult at first. But, eventually grew to love the city. I learned that I could cut it. I learned to take the T and where the best restaurants are. I learned to love Boston's gruff locals.
Since then, I've lived in increasingly rural locations. However, my time in Boston and the lessons I learned about myself will always be with me.
If the boy loves you, he will follow. After all, those who can't drive can do worse than live in a big city with public transportation. Live in the big city while you have the chance! You wont regret it.