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MarkRight... I did that with Tony Perez (obviously a favorite of mine) who was appearing at Mill Creek Sports Cards in Washington. Among other items, I brought an early game-used bat of his, to be signed. It had a major crack and he joked, saying that he remembered this happening, and it was definitely the work of Bob Gibson (who liked to jam him inside). He spent lots and lots of time visiting and conversing with us, and was very gracious.
Outside of that (and a great encounter with Tony Gwynn), not many memorable experiences to report.
That gives me an idea... I will start a separate thread on who are the most and least accomodating autograph signers. Stay tuned...