I feel most media outlets, Jezebel included, are using an oversimplified description, because using more appropriate terminology would require a lot more nuance. "Gay", which may not even be true, doesn't touch on the makeup. "Transvestite" and "crossdresser" have explicitly negative connotations, and I'm not sure that Chase actually engages in any other feminine dressing outside of the makeup and jewelry.
He identifies as male, uses male pronouns, therefore, I would consider it disrespectful to refer to him as anything other than male. My local papers are trying to oversimplify. I'm concerned that this article is trying to co-opt his story. In the same way that gays and lesbians have ignored the bisexual and trans communities, I fear that the trans community doesn't exactly know what to make of the Q's, A's, and question marks.