Personally my Strangest Rarepair is probably DaveRoxy.
They are entirely born out of my thematic analysis brain, I am VERY obsessed them them.

it's mostly because I'm utterly fascinated with them on a thematic level. Dave and Roxy are really interesting to me because of how similar they are as people, but how the circumstances of their lives completely changed the outer layers of their personalities and how they react to things, and I think that as a relationship it's very interesting to see Roxy soften Dave and Dave charm Roxy. They just juxtapose and contrast each other really well.