I thought I'd be engaged by now. I thought by 23, I'd be married, maybe have a kid, corner...

Natalie Keener: [sitting across from Ryan and Alex in Miami] I thought I'd be engaged by now. I thought by 23, I'd be married, maybe have a kid, corner office by day, entertaining at night. I was supposed to be driving a Grand Cherokee by now. Alex Goran: Well, life can underwhelm you that way. Natalie Keener: Where did you think you'd be by err...? Alex Goran: It doesn't work that way. At a certain point, you stop with the dead lines. It can be a little counter productive. Natalie Keener: I don't want to say anything that is anti-feminist. I really appreciate everything that your generation did for me. Alex Goran: It was our pleasure. Ryan Bingham: Well done. Natalie Keener: Sometimes it feels like, no matter how much success I have, it's not gonna matter until I find the right guy. I could have made it work, he really fit the bill, you know. White collar, 6'1, college grad, loves dogs, likes funny movies, brown hair, kind eyes, works in finance but is outdoorsy. I always imagined he'd have a single syllable name like Matt or John or Dave. In a perfect world, he drives a 4 runner and the only thing he loves more than me is his golden lab. And a nice smile. What about you? Alex Goran: You know, honestly by the time you're 34, all the physical requirements just go out the window. You secretly pray that he'll be taller than you, not an asshole would be nice just someone who enjoys my company, comes from a good family. You don't think about that when you're younger. Someone who wants kids, likes kids. Healthy enough to play with his kids. Please let him earn more money than I do, you might not understand that now but believe me, you will one day otherwise that's a recipe for disaster. And hopefully, some hair on his head. I mean, that's not even a deal breaker these days. A nice smile. Yea, a nice smile just might do it. Natalie Keener: Wow. That was depressing.