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Yes, there are lots of examples of guys who get drafted by a team out of HS (usually with a late-round flyer pick), then by the same team three years later out of college. There just aren't that many guys in the draft two years in a row to begin with (they would normally need to be JuCo guys, or the rare college seniors who didn't sign), and then there's the rule wingedlion points out above. And if a team drafts a guy once thinking they'll sign him, they probably won't go near him the next year if those negotiations ended up being an unproductive hassle. So if it has ever happened in real life, I'd bet it's only happened once or twice.
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