You never forget your first time, they say. And even if you were to try very hard to expunge the memory, Hollywood will do its best to keep on reminding you anyway. With seemingly another R-rated comedy released every week, (this week's being "The To Do List" starring Aubrey Plaza, opening this Friday, read our review here), The First Time has become increasingly well-trafficked territory, and it's not hard to see why. Really it's a screenwriter's dream—an (almost) universally relatable life-stage conundrum (in the Western world, anyway) that is ripe with potential for misunderstandings, social embarrassment and awkwardness, and that's just within the more comedic end of the spectrum.
Here are a few examples, ranging from the classic to the obscure, of the many, many times Hollywood has resigned its membership to the Big-V club, landed its first Martian probe on Venus, attended the Bush Inaugural Ball, or whatever other terrible euphemism you prefer, for the glorious rite of passage.