Christopher Hayden (David Sutcliffe), Gilmore Girls
Maybe it's the chiseled cheeks, or the sly smile, or the bad boy streak in him (who doesn't love a bad boy?), but a part of you couldn't resist 'shipping Christopher and Lorelai whenever he dropped by Stars Hollow even though he was never prime father or husband material until the series' end. But he tried, and when he fulfilled a yearlong promise, like buying Rory the Compact Oxford English Dictionary, your heart just melted.