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As part of an ongoing series, Ari Graynor shot by MeInMyPlace for Esquire Magazine.

For Nick and Norah, I had my friend and my boyfriend at the time videotape me drinking a bottle of vodka from start to finish. It was small. I don’t know what they call it — a fifth or something. The saddest part of the video was post-throw up, when I was by the toilet — all of this on videotape — when I said to my boyfriend, “Do you not love me anymore because I threw up?” But that’s where that piece of Caroline came from. That sad and pathetic but hilarious, one-thing-not-having-to-do-with-the-other insecurity. Very helpful for the role.

As part of an ongoing series, Ari Graynor shot by MeInMyPlace for Esquire Magazine.

As part of an ongoing series, Ari Graynor shot by MeInMyPlace for Esquire Magazine.

That bike came with the apartment. That came with sparkles and dreams, that apartment did.

As part of an ongoing series, Ari Graynor shot by MeInMyPlace for Esquire Magazine.

More awkward for me during shooting [of The Sitter] was when I had to fake orgasm over and over and over again. But you know what? You get past that, too. First time’s always a little weird, and then you have a good time.

As part of an ongoing series, Ari Graynor shot by MeInMyPlace for Esquire Magazine.

Zach Braff, on the opening night of the play, got a pair of panties made with the lines of that scene written on them. Just in case he’s down there and he forgot what he was supposed to say.

As part of an ongoing series, Ari Graynor shot by MeInMyPlace for Esquire Magazine.

The only thing that made it funnier than actually doing that was that for the job I had just finished — a play by Paul White called Trust — I came out for my first scene rolled out on a bed with my husband in the play, Zach Braff, going down on me. And so I suddenly have these two jobs in a row where that was my entrance.