Posting this just because it's distracting me from the reaction post compiling and the clock is running down again.
DISCLAIMER: No I'm not going to be writing any of these, I am letting them run free into the wilds.
Five sets of crossover characters that need to interact in some way:
Tony Stark and Buckaroo Banzai (which I apparently need to find the DVD for because there is extra stuff now OMG)
"He's got a band. Pepper, how come I don't have a band?"
"Because your singing is crap and you don't play any instruments?"
"I could make something that played an instrument. I could program Dummy to play guitar."
"Um, no. You did make a donation to set up that children's music school in The Bronx."
"Think they'd play some AC/DC?"
"I think that could be arranged."
"Cool. I have a band."
"But you still weren't raised as a Samurai."
"...I could figure out a way to drive a jet car through a mountain into another dimension though."
"Please don't."
Commander Ivanova and Pepper Potts
"I find there's always a boom today too. Every day a boom, just a slightly different boom."
"You do have a point. More vodka?"
"Absolutely."
Mokie Fraggle and Luna Lovegood
Seriously. Think about it. They're like each other's spirit animal. There'd be mystical floaty poetry about radishes and Nargles and they'd spend hours with their heads together staring at the invisible things floating on the cave ceiling.
Dick Roman and Loki
I don't even know, but these two need to interact. Collaborating, fighting against each other, hanging out at a bar, I don't care. In the same room, the snark levels would be lethal.
Simm!Master and Loki
See above. Add extra frothing.