Leisure Suit Larry
The entire video game series is centered around one thing.
Larry getting laid.
Think about that for a second. The 40-year-old leisure suit-clad loser is forever looking for women who'll fall prey to his charms. When playing the games, the object is to seduce any and all attractive women by any means necessary. This dork may continually strike out with the ladies, but that doesn't stop him from giving chase.