It's only "cool" (whatever that word means) to wear WWE merch of Legends. From the current roster, maybe CM Punk's Best in the World shirt, but man, I'm not gonna lie, if I see someone out and about with a WWE shirt (or even worse, with like WWE armbands or something), I immediately think "God, what a loser" - which is, of course, ironic, because I do watch the WWE as well, but you won't see me out and about with WWE merch, because, if that's what I'm thinking when I see someone with WWE gear on, imagine what non-WWE fans think.
And yeah, I know, you're not supposed to care about what people think. But I'm still not gonna wear WWE gear. Even if it were cool, I still wouldn't - doesn't really fit my style.