- Best Known for the Fanservice: Having a romcom full of nudity isn't uncommon for American audiences, but the reason why this one was so widely watched and discussed was because Anne Hathaway and Jake Gyllenhaal were baring it all for the cameras. Both of the stars were known for being relatively new on the Hollywood scene and had very few naughty roles, so seeing both of them naked onscreen was notable for audiences and adult websites.
- Crosses the Line Twice: Both the sex and the humor in this movie is as raunchy as one can get without showing anyone's genitals.
- Hilarious in Hindsight: Gabriel Macht plays the other guy from Prozac and Maggie's ex-boyfriend. At one point Jamie's boss calls Jaime a "Closer".
- Squick: Jamie's brother Josh going at it on his brother's couch watching a tape of his brother have sex with his girlfriend. And then Jamie catches him. He is as horrified as one would expect and soundly beats him with said sex tape.
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