I got this idea for a slight AU
Story:
Damon is there when Jeremy admits he loves Anna. Knowing first hand what it feels like to not be the one, he has Bonnie stay at the boarding house. When Jeremy comes the next morning to try and make it up to Bonnie, Damon turns him away. Bonnie hears everything and attempts to chase after Jeremy, Damon however talks her out of it and even gets her to talk to him about what she is feeling.
After Bonnie opens up to Damon he decides she needs a night of fun and takes her to the Grill. After cracking jokes for a while they go back to the boarding house and get drunk. Through the night they talk and dance, near the end they even make out.
Bonnie try's to talk to Elena about it, but Elena becomes jealous and then goes to confront Damon. While Elena is talking Damon realizes just how much he has loved Bonnie over the years and tells Elena that is has nothing to do with her.
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