- While it was played for laughs seconds afterward, Vanessa turning out to be one of Dr. Evilís kamikaze fembots who attempts to kill Austin only to self-destruct can be rather disorienting for the first time viewer.
- Austin's behavior afterwards probably didn't help the people who were big fans of her in the first film.
- The scene from International Man of Mystery where it sinks in for Austin that almost all of his old friends are long dead.
Austin: She was really groovy, your dad loved her very much, if there was any other cat that could love her as much as your dad, it was me. Unfortunately, for yours truly that ship has sailed.
- He flashes the peace sign at some tourists and only gets mocking laughter in return; this is the moment where it really dawns on him just what an obsolete relic he is, and for someone as invested in his image as Austin, it is a shattering realization.
- The scene before that shows that Myers can act even in a comedy when he talks about Vanessa's mother.
- "Dad? Dad? Daddy?"
- Fat Bastard's little speech from the end of The Spy Who Shagged Me is surprisingly this. "I eat because I'm unhappy... and I'm unhappy because I eat" sounds like the lament of a lot of people with weight problems who don't know how to break the cycle.
- While funny, it's at at the same sad when Austin at first assumes that his father wasn't at his knighting ceremony because he was kidnapped, and then is informed he was kidnapped after Austin was knighted.
- Following up, the song "Daddy Wasn't There".
- When Scott Evil started to show more signs that he was evil, he started to replace Mini-Me. Dr. Evil then sadly sends Mini-Me off. However, it later became a Crowning Moment of Funny when he flipped off Dr. Evil when he was leaving.
- When Felicity dies in the second film. "I love you Felicity."
- The reactions all of the henchmen's family and friends have whenever Austin kills one. They weren't truly villainous, just decent men who happened to be working for the villains.
- Austin rejecting Felicity's advances. It was just sex, but they way he backs out of it really hammers home how broken he feels. Basil later points out how Austin and Felicity are "not meant to be" and we then see Austin talking to his frozen self, clearly depressed at how much he's lost.
Tear Jerker / Austin Powers
Despite being a series of comedic movies parodying James Bond, these movies would still have sad moments.