Many of the fearsome icons on this list have either a.) Torn out hearts, literally, b.) Said totally impolite things to my favorite characters, or c.) Caused me to wail at my television, ensnared in a web of emotions. Yet, these devilish characters make for excellent drinking company. Here’s why:
1. Cersei Lannister from Game of Thrones
I would constantly hold my breath, hoping Cersei would reach her cup toward a terrified servant and demand “More wine.” Cackles galore. Aside from being a huge bitch and a bitter mom who literally birthed a blonde demon, Cersei must be a fantastic gossip. Think of all the Kings Landing scuttlebutt she has packed up inside of that small head of hers. The finest compliment to a glass of medieval-style red wine, (other than prosciutto), is a mouthful of crazy, and I suspect Cersei’s is a fine pairing indeed.
2. Regina (aka “The Evil Queen”) from Once Upon A Time
Say what you want about Regina’s apparent attempts at wearing all of Lady Gaga and David Bowie’s concert outfits at once — OUAT fans know that she has a heart of gold. Yet, when she’s Ice Queen of the Century, her “GTFO” face vibrates with such entertaining rage that I kind of dig that more. I’d love to grab a few appletinis at Granny’s with her; we’d giggle and bond over our worldly aspirations — mine, to continue this ritual as often as possible, and hers, to probably bake pastries and/or start a gigantic hat business with Henry.
3. Arvin Sloane, from Alias
That’s right, people, I’m reaching back to the 2000s. Despite that this is a truly maniacal, obsessed, and intensely-eyeballed evil man, I wouldn’t mind sitting down and swirling a fine vintage with Sloane. Yes, he will probably make a pass at me. And yes, he will probably snatch a sample of my arm blood before the session is over. However, with some encouragement, there’s a good chance he’ll just spout kooky Rambaldi talk. Again, I also suspect he has a collection of rare wines. I’d say the risk is worth it, here.
4. Drusilla from Buffy the Vampire Slayer
I’ve been on more than enough dates where my dinner companion stares absently across the table at me, so imbibing with Drusilla sounds like a piece of cake. Not only would I get a litany of sayings I could post on Twitter, (“Do you know what I miss? Leeches.”), but I would also probably walk away with comprehensive manicure tips. Our outing would have to be confined to a basement speakeasy, but sipping thematic Bloody Marys with her would make my day. Bonus: I would probably get a free psychic reading!
5. Stringer Bell, from The Wire
Look at his face. Just look at it. We would sip gin and tonics (Tanqueray, of course!) in a low-lit nightclub while he’d spout his dreams of blossoming into a successful businessman. But mainly…look at his face and body.