Because you like Sally Albright in When Harry Met Sally...
When Rin Matsuoka is not swimming, he mostly spends his time brooding or listening to angry Dubstep. See them in Free! Iwatobi Swim Club.
A malevolent dark wizard, Voldemort is so fearsome that he's known primarily as "He Who Must Not Be Named." See them in Harry Potter Series.
His murderous megalomania aside, Loki is quite charming. Just don't mention his strapping older brother; he's a tad jealous. See them in Marvel Cinematic Universe.
England may cultivate the image of a well-bred gentleman, but he has both the temper and mouth of a seasoned sailor. See them in Axis Powers Hetalia.
The main priority for Nagisa Hazuki is making sure that everyone has fun. See them in Free! Iwatobi Swim Club.
A ball of cheerful energy, Pinkie Pie is as sweet as her name suggests and lives to bring others joy with laughter and parties. See them in My Little Pony.
Don't mess with Mickey Milkovich unless you want to see the wrong side of one of his many guns. See them in Shameless.
What Mako Mankanshoku lacks in common sense, she makes up for in sheer optimism and force of personality. See them in Kill la Kill.
Ciel Phantomhive is a haughty teenage nobleman who doesn't suffer fools gladly. See them in Black Butler.
Although Theon Greyjoy is treated well, he's still essentially a hostage. And that isn't so easy for him to forgive. See them in Game of Thrones.
Clay Jensen's friend Hannah is gone, and he is determined to find out why even if that brings him pain. See them in Thirteen Reasons Why .
For somebody who won't answer questions, the enigmatic C.C. sure asks a lot of them. See them in Code Geass.