Your ex was also featured in Maxim wearing ... well, not much. How did that feel?
Maxim actually approached me about that. I arranged it for her. I think everyone should go after their dreams, and I'd never prevent my girlfriend from doing what she wanted. To the extent that I can help her, I do. Jen wanted to model, so I supported that. I'm not sure what her father thinks about the photos, though.

How do you know when a relationship is over?
When I can no longer see myself having a life with that person—a marriage, and a family—then I know it's over and I break up. I've heard it's more difficult if you drag it out. I break it off early, so there are fewer hard feelings. Maybe that's why I'm friends with most of my exes.

From the sound of it, you're doing most of the breaking up. Have you ever been heartbroken?
Yes. Sure. Hasn't everyone?

I heard that your parents met on a tennis court. Would you ever date a tennis player?
That’s right. My dad was always looking for someone to play tennis with and my mom was one of the better players at the club. That’s how they got to know each other. But I’ve never dated a tennis player. I’m not sure it would be such a good idea. When I go to tournaments, I’m not thinking about romance. It’s nice to have all of that separated from tennis.

What did your parents’ relationship teach you about love?
My parents had a great relationship. [Blake’s father died in 2004.] They had this mutual respect. When they talked about each other, their eyes actually lit up. They both considered themselves incredibly lucky. They both thought they’d chosen someone who was, in some ways, better than themselves. That’s the goal, to feel that way. That’s what I want.