‘Adventureland’ (James): The First Time

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'Adventureland' by Greg Mottola

From: Movie

Type: Comedic

Character: James is 22 and just coming back to his home town after graduating from college.

Gender: Male

Age Range: 20's

Summary: James tells Em about his first time.

More: Watch the Movie

Click here to download the monologue

JAMES: Um.  We’re talking about intercourse? Well, okay, um… There were a few times that I could’ve done that.  But none of those times were quite right.  (defensive) There were circumstances.  For instance, okay, junior year I dated this girl, Sue Hornick.  Sue was kind of prude.  One day, I was reading some Shakespeare and realized – I don’t really love this person… It was one of the sonnets.  Y’know, about authentic love.  I thought this isn’t it, I have to breakup.  I went straight to Sue’s house and was literally about to tell her – and that’s the night she said she finally wanted to have sex.  Can you believe it? That was the night!

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