At the risk of overloading this list with too much Judd Apatow, if any movie deserves to be mentioned in conversation about awkward sex scenes, it’s Superbad. The scenes with Fogel aka McLovin go without saying; probably every line he utters has a tinge of sexual awkwardness, not to mention the scenes where he is involved in actual sex.
But the one that takes the cake is the scene involving Michael Cera, portraying teen drunkenness in a hilariously frank way, with the Martha MacIsaac character trying way too hard to be sexy, and Cera talking his way through, and seemingly trying to talk his way out of, their awkward drunken sexual encounter. Trying to return dirty-talky compliments is pretty difficult, as it turns out.
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