Make a list of all the characters in your icons. Alphabetise them. Pair them up as you go.
The Archon ends up with a cow. I suspect that the cow ends up flambé
Cthulhu has a great time with Éowyn. I suspect that millions of Fanpersons are disappointed though when tentacle-pr0n doesn't result.
Professor Flitwick and the Lonely Gerund get on like a house on fire.
Harry Potter finds Llewellyn rather discomforting, whilst Llewellyn is puzzled by Harry's teenage angst.
Admiral Naismith takes Mimas by storm. Perhaps that is a deathstar?
Red Fraggle and Rin Trevellyn is a slightly strange crossover. I suspect that Rin would better adapt to eating Dozer scaffolding than Red would to Oberon College, though.
Senji ends up with a Seagull. Oh, well.
Pansy Parkinson gets the Magic Knight (I'm not entirely sure that she's what I imagined when considering his Princess…).
And last but not least Uni ends up with the Queen of Diamonds. Meh!