These aren't icky pairings, or false pairings. They're ones I never even considered, yet that somehow work, at least within the context of one story. Obviously, surprising pairings are far more common in fandoms with lots of characters, so these ones come from Harry Potter and comic books.
Best Strange Pairing FF That Features a Conversation the Canon Author Has Got to Stop Avoiding: If You're Breathing, by Sandy Justine. Harry Potter, Harry/Neville. Sooner or later, Harry and Neville are going to have to talk about the prophecy; Rowling can't put it off forever. And you know what? When they do, I bet it doesn't go anything like this. But I bet at least a part of me will be thinking that it should. And the best part: Neville's a person in this, not just a stuttering cipher, and yet he's still so totally Neville.
Best Strange Pairing FF That Features Something We've All Been Dying to Say Forever: Knight after Night, by Jane St. Clair. (Also check out the sequel, Pulling Your Bat out of the Fire.) The Authority, Jack Hawksmoor/Batman. When Batman shows up in your subconscious to give you lectures, folks, it's well past time you listened. And when those lectures are about repression, it's well past time you got drunk, donned a grass skirt and a top hat, and danced a mambo with a startled librarian on the roof of the county jail. Read these stories even if you've never read The Authority. Read them because Jane St. Clair is a brilliant author. Read them because Batman is so perfectly in character. Read them so you can see Batman say, "Jack, you are the only person left living who thinks my relationship with Robin is platonic."
Best Strange Pairing FF That Features A Painful Lack of Conversation: A Journey in Ten Lies, by switchknife. Harry Potter, Remus Lupin/Bill Weasley. Yes, you read that right. Bill Weasley. Once the black mists have cleared from your eyes a bit, go read this story, which is not sweet and not nice and so good. This isn't Lupin as I like to imagine him, but the author sure has a handle on grieving and self-delusion.
Best Strange Pairing FF That Features Much Giggle-Inducing Dialog, at Least at the Beginning, Though It's Pretty Much Just Moans by the End: Homecoming, by Janete (Jane St. Clair and Te). X-Men comicverse, Iceman/Beast. This is a double whammy for me, because in my mind neither Iceman nor Beast ever has sex. Iceman because he's - well, because he's not only named Bobby but he's exactly the kind of person you'd expect a grown man named Bobby to be. And Beast because he's, you know, furry and nice and smart and wonderful and I love him and it's worse than thinking of Chewbacca having sex. But these two wonderfully evil authors totally sold me on the pairing, and showed me the Beast I like best at the same time.
Best Strange Pairing FF That Features a Conversation the Canon Author Has Got to Stop Avoiding: If You're Breathing, by Sandy Justine. Harry Potter, Harry/Neville. Sooner or later, Harry and Neville are going to have to talk about the prophecy; Rowling can't put it off forever. And you know what? When they do, I bet it doesn't go anything like this. But I bet at least a part of me will be thinking that it should. And the best part: Neville's a person in this, not just a stuttering cipher, and yet he's still so totally Neville.
Best Strange Pairing FF That Features Something We've All Been Dying to Say Forever: Knight after Night, by Jane St. Clair. (Also check out the sequel, Pulling Your Bat out of the Fire.) The Authority, Jack Hawksmoor/Batman. When Batman shows up in your subconscious to give you lectures, folks, it's well past time you listened. And when those lectures are about repression, it's well past time you got drunk, donned a grass skirt and a top hat, and danced a mambo with a startled librarian on the roof of the county jail. Read these stories even if you've never read The Authority. Read them because Jane St. Clair is a brilliant author. Read them because Batman is so perfectly in character. Read them so you can see Batman say, "Jack, you are the only person left living who thinks my relationship with Robin is platonic."
Best Strange Pairing FF That Features A Painful Lack of Conversation: A Journey in Ten Lies, by switchknife. Harry Potter, Remus Lupin/Bill Weasley. Yes, you read that right. Bill Weasley. Once the black mists have cleared from your eyes a bit, go read this story, which is not sweet and not nice and so good. This isn't Lupin as I like to imagine him, but the author sure has a handle on grieving and self-delusion.
Best Strange Pairing FF That Features Much Giggle-Inducing Dialog, at Least at the Beginning, Though It's Pretty Much Just Moans by the End: Homecoming, by Janete (Jane St. Clair and Te). X-Men comicverse, Iceman/Beast. This is a double whammy for me, because in my mind neither Iceman nor Beast ever has sex. Iceman because he's - well, because he's not only named Bobby but he's exactly the kind of person you'd expect a grown man named Bobby to be. And Beast because he's, you know, furry and nice and smart and wonderful and I love him and it's worse than thinking of Chewbacca having sex. But these two wonderfully evil authors totally sold me on the pairing, and showed me the Beast I like best at the same time.