I really, really, REALLY don't. Especially with one-half of my OTP! And, honestly, maybe if there had ever been an actual hint of it onscreen, I would be all ICK!NO!WRONG!, but since there never was and she's dead and gone now, I'll never know. But damn, if I don't crack/au ship with Damon and Jenna of The Vampire Diaries, I totally do. I don't even get why because it's SOOOO not me. But, yeah, with them, I do. I read fanfic (not that there's much), I watch vids (again, not much), and whenever I watch their brief interaction on the show, I'm all -- dang! they have chemistry. Because, I do really think that outside of Nina Dobrev, on the show, Ian had the best chemistry with Sara Canning. And of all of the characters on the show, Jenna is the one who seemed most likely to be drawn to and accepting of who Damon is. I know, crazy! And if there had been a hint of it, it so would have messed with my OTP. But yeah, I can't help it, I do think what if sometimes ...
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I was thinking earlier today, how interesting it would have been, had it been Jenna that Damon got to when he moved to town, instead of Caroline, or Jenna that Damon had brought home in "There Goes the Neighborhood," instead of Kelly. Those are two AU fics I'd love to read.