100 Girls (2000)
Larisa Oleynik: Wendy
[Matt has discovered that he can speak coherently to Cynthia when he's dressed up as Francesca]
Matthew : It's just easier to talk to Cynthia as a girl than as a guy. There's just nothing at stake.
Wendy : How do you mean?
Matthew : When you're a guy talking to a girl like Cynthia, you're going for all the marbles. I mean, she's the Super Bowl of women! And you know that if you screw up, and she rejects you, then every other girl after Cynthia is gonna seem like a compromise. And you just know that you weren't good enough to get a girl like her. That's why I don't talk to girls in her league. I just don't want to know that I've crashed and burned, and won't ever get the opportunity to put her Super Bowl ring around my eleventh finger.