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Shortly after Sylvester Stallone finished filming “Rocky,” the movie that launched his Hollywood career, he saw Gregg Allman, from the Allman Brothers Band, who had fallen asleep and had left his arm hanging in the aisle with a distinctive gold watch on his wrist. That watch was the “most beautiful thing I’d ever seen,” Stallone said in a video released by Sotheby’s, and sparked a decades-long love of watch collecting. And now, the Hollywood star is auctioning 11 watches from his personal...