We have quite a long episode this week, potentially due to the fact that this is probably the last time we get to riff on Diane Freeman, Head of Whitmore Campus Security. At Whitmore it is the annual Bitter Ball, and Caroline and "Elena" are ready to celebrate a fresh start after their respective breakups. But Katherine is ready for a new boyfriend and will do her best to get a kiss from Stefan ASAP, though Damon slows that down in more ways than one. Damon and Enzo decide to lean into revenge and being evil this episode, a decision that immediately comes back to bite Damon in the ass. Jeremy gets kidnapped, again, and Bonnie enlists the help of Liv, a new witch from her sociology class. Meanwhile Wes finds a new source of funding for his research when he meets a traveller named Sloan, and finds a new vampire to experiment on by turning a hot janitor at the abandoned hospital he is working at. With new characters, Katherine still under the radar, and Damon in danger, our heroes have a lot of obstacles ahead!

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