Olivia Palermo and Erin Kaplan
MTv’s 2008 series The City was supposed to be about The Hills alum Whitney Port as she made the transformation from a west coast intern to an east coast designer. Midway through a lackluster first season, however, they made the decision to scrap half the original cast and moved the “villain” Olivia Palermo from Diane von Furstenberg to Elle magazine. Here she came head to head with Erin Kaplan, and week after week we tuned in to watch Palermo sass around the offices of Elle all while seriously pissing off Kaplan at every turn. Real, scripted, we don’t care – it was the stuff reality TV dreams are made of. These days, Kaplan is at Teen Vogue and Palermo heads up her own website, but we’d still love to see the two of them interact again.