I am really shocked that this hasn't happened yet, but a TMNT X Sonic crossover would be dope as hell. I mean it all makes sense, TMNT/Sonic are both properties that just fit really well in no matter what situation you put them in. I can see it now, Renet and Silver are messing around with time, and they both manage to tear holes in the space-time continuum, and somehow both worlds are colliding into each other, and the heroes have to figure out a way to put everything back to the way it was.
I can see all the interaction's right now, each turtles/critter/human from each respective franchise being paired with each other.
Leo and Sonic, both leaders of their respective teams and I can see them being at odds at first, Leo being annoyed at Sonic's lax attitudes in dangerous situations and Sonic trying to get past Leo's stern exterior. But later forming a mutual respect for one another.
Raph and Shadow, I can see him hanging out with Knuckles as well.
Donnie and Tails, honestly, that's a no brainer.
Mickey and Amy, I can see them being chill with each other. Him hanging out with Sonic also makes sense, I can see them sharing pizza and chili dogs with each other.
Casey and Knuckles, I can just see these two bond over kicking the shit out of Foot ninja's and Badniks alike.
April and Sally, they can bond over being the mostly sane members of their groups and compliment each other and keeping them afloat.
There are so many good pairings you can think of, just imagine Shredder getting ahold of the Chaos Emeralds, or god forbid Eggman fucking around with Mutagen. Seriously, we were long over-due for a crossover since the Archie days, and the TMNT only had a one panel cameo in a single Sonic comic. (Also, it's weird that both Sonic and TMNT jumped to the same publisher after both IPs were under Archie. Funny how life works.) IDW needs to make this happen, before it's too late!