Lovely flirting - good one as I thought. Caroline's reference to prom queen - I'm quite surprised they didn't do a prom episode. Can almost let yourself go with pre accident Elena as we don't ever get told what her character was like then.

More fun here. I'm sorry about loading you with prompts (not) but this one is slightly different. Maybe pre show (the year before canon) they help each other change into their cheerleading outfits.

This was good one. How about some blood sharing, given how intimate it is between vampires?

Good - maybe truth or dare and Damon, being a perv, dares them to kiss at some point?