Shamy
This one is pretty much my main craving at the moment. I like the way they play off one another, she is super cute and he is dark and broody, she likes Oppenheimer, he likes barbie... wait? This would be about them discovering hidden depths with each other. Shadow doesn't think he is worthy of her, and she is just as determined as ever to finally have a hedgehog all to herself, for a much more positive relationship than either one of them are used too.
I imagine that this would also get under sonic's skin, which after the way he has treated Amy for the last 10 years is a plus to both of them. Themes of cute, revenge hookup, and trying to fix him.
Team dark, Aka Shadow x Rouge.
Rouge has a deep long-lasting connection to Shadow. She was the one who found him when he had no memories, she was the one who helped him find himself. At the end of shadow generations, she is the one who sticks by his side. The two have a chemistry of best friends. They tend to understand each other a lot more than I originally thought, and the more I look into it the more this just seems like a fun time between two people that can't fully decide which side of the law they are on.
They could encourage the worst in each other, or they could help save each other from their darker impulses. Either way it would be a lot of fun to see what happens.
This one is a crack ship just for me.
Tangle the Lemur and Shadow the Hedgehog have never met in the Sonic IDW comic. They do not know who the other one is, and yet they feel like they would work so well together. She is an adrenaline junkie on her next big fix. He is constantly running around the world on secretive dark missions that involve world-ending threats.
The adventure writes itself, just point the two of them in the direction of the nearest Eggman base, and you have a story that will be hilarious.
Shadow x blaze. The only reason this one is on the list is that in one Sonic Twitter take Shadow said he had a weakness for cute kittens, and my immediate thought was, 'Hey blaze is a really cute kitty'
She is a princess, he is homeless. She speaks in a posh British accent, he talks like in a low grumble and barely uses full sentences most of the time. Blaze is adorable and while I tend to ship her more with Silver since they are both outside time and space, I could see her having a blast with shadow, even if neither of them wants to admit it at first.
Another IDW comic crackship.
Surge x Shadow, are another two characters that haven't interacted yet, but these two have a very good starting ground. Both were genetic experiments who struggled with their past, both struggled with weird feelings towards the blue hedgehog. Both want to be more than who they are at the moment.
Two people angry at the world, finding comfort in one another arms. I normally ship her with Kit (because the two of them are so deliciously broken) but I think they would do wonderful things together.