Ruby and Church would be really interesting. Ruby is all about being positive and leading her team, while Church is sarcastic and often a bit grumpy. Their different personalities could lead to some really funny exchanges. For example, Ruby might be excited to show Church her scythe, and Church would probably make some snarky comment about how impractical it looks but then be amazed when he sees her use it.
Blake and Caboose would be an unexpected but fascinating pair. Caboose is a bit naive and simple - minded, while Blake is more reserved and intellectual. Caboose might constantly ask Blake simple questions about her world, like why she has cat ears. And Blake would patiently answer. At the same time, Caboose's innocent view of things could make Blake see her own world in a new light. Their friendship could grow in a really sweet way as they both learn from each other.