10. Damon and Stefan once had to dispose of a body by lowering it out of a window on Halloween. Luckily, passersby assumed it was a decoration.

9. In a moment of unintended absurdity, Sheriff Forbes accidentally shot and killed Jeremy while aiming for Damon. Thankfully, Bonnie was able to resurrect him.

8. Jeremy's sudden reveal of his Hunter's Mark, ripping off his shirt in a dramatic fashion, was unintentionally hilarious.

7. Stefan told Caroline they would never be together, but their eventual marriage proved him wrong.

6. Kai singing karaoke in Season 8 added an unexpected comedic touch.

5. Jeremy's plan to kill Damon and his subsequent change of heart provided both a ridiculous and embarrassing moment.

4. Damon compelling Caroline to be with him romantically in Season 1 was cringe-worthy and uncomfortable to watch.

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