- Contested Sequel: The third movie had s more mixed reception than the first two. Most people agree that it's not bad but far from being good as the other two.
- Fanon Discontinuity: A "prequel" was released in 2011 with the same premise but different protagonists and set in the Florence of 1400 titled My Friends: How It All Began. Old fans utterly hated it and refuse to consider it part of the saga.
- Jerkass Woobie:
- Perozzi, in his last moments before dying. Even his friends felt sorry for him, when Perozzi's wife and son were extremely cold and showed no emotions (his wife coldly claims that you can't be sad when absolutely nobody is dying). They have a good reason to hate him, as Perozzi was a neglectful manchild who cheated on his wife and was always trying to get rid of his son, but they were still very sad scenes.
- Mascetti is a jerk to everyone, including his own family. He also lives in a basement in conditions of poverty (even if it's his own fault) with a stressed, suicidal wife, a handicapped daughter who ends up getting raped and knocked up, and no job. Even worse at the end of the second movie, when he is affected by a heart attack that forced him to stay for the rest of his life in a wheelchair.
- Melandri, even if his misfortunes are Played for Laughs, you still can feel sorry for him. He's the only one of the group who doesn't see women just as sex objects, and is actually looking for the ideal woman to fall in love with, but everything always ends up blowing up in his face (the woman being horribly wrong and his friends making fun of him).
- Values Dissonance: The rape jokes are pretty cringeworthy nowadays.
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