Don't know the biggest age difference, but I'm guessing she was about 35 when I was 19. Now the age difference is 4 years between me and the missus, her being the old bastard. Only shagged 3 burds younger than me, and one of them text me and said something along the lines of "you're definitely the best looking hun I've ever shagged". Got me beelin and she no longer was on the receiving end of ma boaby.