If you're not an experienced rider, I would definitely not choose a Harley Fat Boy (or any of the regular sized harleys) as your first. It's a lot of weight and power, just waiting to hit the ground. A sportster is a good first bike option, or like you suggested, a 250cc honda (or Yamaha, which is the way I went, after years of no riding, before I got my current Deuce).
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