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Zach Bryan‘s littlest fan has now gotten to meet the star not once, but twice. While out on his current theQuittin’ Time Tour, Bryan has made a habit of walking out through the crowd to greet fans as he heads to the stage. Last month, during a stop at the Boston-area Gillette Stadium, one of the fans he met during his walk-out was a five-month-old baby boy named Leo. Leo’s parents handed him over to Bryan, and the country superstar posed for a photo op, looking equal parts excited and terrified to be holding the infant. The adorable fan moment made the rounds on social media, with many chiming…