#7: Blair Waldorf and Chuck Bass on “Gossip Girl” (2007 - Present)
Few couples have been as perfectly-matched as Blair Waldorf and Chuck Bass. What two people take as much joy in scheming, playing mind games, and ruining the lives of everyone around them as these two Upper East Siders? They’ve hooked up, fallen in love, hated each other, and hooked up again... making unhealthy psychological warfare look something like a romantic dance. Blair may be preggo and planning the ultimate royal wedding to Prince Louis of Monaco, but we’re betting that little affair won’t last. Chuck knows what he wants and what he truly wants is Blair. How is he going to get it? Well... he’s Chuck Bass.