Only if there's reason for it, which, we all know, there won't be.
I think the only Crossovers that I can actually stand is the TF/GIJoe stuff. I think it might be because their perspectives and goals are somewhat aligned.
I mean, Kamen Rider 555 (from 2003) already had transforming bikes and motorcycles (Autovaijin and Jet Sliger), but it's not anything substantial anyways.
I don't think a KR/TF crossover would be any more appealing than, say, a TF/He-Man, or a TF/Bionicle thing.