We should tread carefully here
As someone who aspires to "pass" I dress to blend in an age-appropriate style...by MY definition. In my male workday I generally wear suits while my colleagues favor business casual. While I don't strictly blend I don't think most would think me to be out of bounds. While Jocelyn is not likely to wear flip-flops to pick up a loaf of bread, I'm not going to wear a gown either.
As for the question of age, who sets that standard? At age 52 you won't see me in a micro-mini, but I've seem a whole lot of 50 year-olds dressing like conservative grannies.
Where I get a little uncomfortable is how the discussion has turned on the fetish dressing question. I'm not a fetish dresser and I don't really "get it". Honestly, when I see a fetish dresser in public (CD or GG) I think it's goofy and inappropriate. BUT...I bet a whole lot of men would say that cross dressers diminish all men - ALL cross dressers, even us "normal" ones. I've actually had white people tell me that they like me because I don't dress like a regular black guy. Some of the concerns about fetish dressing feel very much the same to me.
I get that people are influenced by stereotypical impressions and that I have been affected in a very real way because a bunch of uptight white people saw some gangster rap videos and just assumed that somehow gives them insight into me. I just reject the correlation. If someone has seen 10 wildly over-the-top fetish cross dressers in their lifetime their opinion is bound to be informed by that experience. But when they meet me and I don't fit that preconceived notion, they're going to recognize that I'm different. I really don't feel all that negatively impacted by how another human chooses to present themselves, and if someone really can't grasp the difference I'm probably not going to be too interested in them to care.
In the end isn't it really just a matter of degree? Non-trans men don't get vanilla CDs so they are rejected. Vanilla CDs don't get fetish CDs so they are rejected. It's all wrong and this type of thinking diminishes us all.