My old Weps from when I was on USS Topeka (SSN 754) is now the CO of the submarine tender USS Frank Cable (AS 40). It's not being CO of the Cable that means he's hit the big time, though... it's who he recently hosted as part of a USO tour of Guam: Anna Kournikova. Here's the photographic proof:
Miss Kournikova also toured the USS Buffalo (SSN 715) during her visit. During my time on the boats, the only celebrity we ever had on board was Khrystyne Haje, who visited the Topeka on the 4th of July in 1992 -- not such a big deal now, but in the early '90s she was kind of well known.
Who's the biggest / most attractive celebrity you've ever had visit your boat?