...So. Guilty pleasures. Those things that we read and, knowing that they're absurd and possibly offensive, love anyway.
If Air Gear isn't a guilty pleasure, I don't know what is.
It's got gangsters fighting each other using super-powered, self-propelling roller blades. It's got ostensibly-middle-school-kids-but-looking-like-high-school-seniors who wax philosophical and find meaning in like, everything. It's got stylized shots up the ying-yang. It's also got quite a bit of fanservice, because author Oh! Great used to do hentai, and boy, can you tell.
Example of this outrageous mix: the first chapter has an air-trek-wearing girl ride off rooftops and soar into the sky, deliberately evoking bird-like imagery, all while making it clear that she's wearing a long shirt and no pants. Our protagonist is watching her, longing to stretch his own wings (in the grand scheme of life, yo). With him is his childhood-friend-with-a-secret-crush standing by, pensive.
You are allowed to facepalm.
I read the first few volumes when I was 16 or so. I knew back then like I do now: there is no good reason to love this.
...Onto omnibus volume 2, amirite, guys? =DDD