Reggie Smith, Roghilio Morett, Carlton Fisk, Eric Wedge, Mo Vaughn, Nomar Graciapara.
Since others have posted non-Sox players:
Baseball - A few of the O's bullpen during their dominant years. I don't remember their names but I used to smoke cigars with one of them.
Hockey - Bobby Orr, Johhny Bucik ( sp ), Wayne Rivers, Bobby Hull, Stan Mikita, Gordy Howe. Ken Hodge ( he used to "work" at a bakery where I worked ),.
Basketball - dozens although I don't recall all of them. I used to hang around the Garden about two hours before game time talking with Bob Ryan. Hambone Williams, John Havlecek, Dave Cowans ( I rode in his Mercedes with him ), Conny Hawkins, One of the Van Arsdale brothers, Bob Lanier, Dave Bing, Bob Love, Spencer Haywood, Don Watts, Jack Sikma, Dennis Johnson, Dave Whole (sps), Geoff Pettri, Loyd Neal, Wayne Rollins, Adrian Dantley, Bo Ellis, Paul Westphal, and others.
Football - since I live in a town where many Pats players live, and I ran a business that many Pats players used - dozens of them!
Adam Vinieterri lived on my street and used to ask me about my lawn. Teddie Bruschi was a customer ( actually his Wife Heidi was ) and they lived about two blocks from me. They used to ride their bicycles on my street to visit Adam.
Ty Law was a nice guy, although he did not fully appreciate my humor. Ben Watson was huge! Ted Johnson was nice.