7, and he won them all.
Pete Sampras won the Wimbledon men's singles title 7 times.
Boris Becker reached the Wimbledon finals 7 times, winning 3.
never. He got semi finals 4 times though : 1998: lost to Pete Sampras in four sets. 1999: lost to Pete Sampras in four sets. 2001: lost to Goran Ivanisevic in five sets. 2002: lost to Lleyton Hewett in three sets.
7 great times.
If by "sempres" you mean Pete Sampras, then the answer is 7 times.