First of all, welcome to this forum, Blacksmith; glad to have you aboard. It always amazes me that people think their own family, neighborhood, ethnic group, tribe, or clan is the most intolerant of all when it comes to accepting fashion that's different. "I live in a small town (or big city) that's too redneck (or too conservative). I could never wear heels around here." We hear that all the time. Well, guess what? It ain't so. The grass is brown on BOTH sides of the fence! So ignore those demons in your head and wear what you want to. The folks around you are no different than those anywhere else. It's a mixed bag - some will notice and others won't; some will be intolerant and others accepting; some will say something (mostly immature teenage girls who giggle a lot when they're in groups), and others (most people, actually) won't. So, as Shakespeare said, "Be true to thyself" and wear whatever pleases YOU.
I frequently visit another forum, Legwear as Unisex Fashion, which advocates that tights, pantyhose, and stockings are ok for men to wear also. They agonize over many of the same issues we do here. It's amazing how similar the posts are in many respects. There's no doubt that men are more insecure than women when it comes to apparel. Take a look, if you're interested, at:
http://forums.delphiforums.com/legwearuf
Another source of interest is Comfilon's web site at
www.comfilon.com -they sell nylon hosiery and loungewear for men. Under the tab Customer Support there are FAQs and then OAQs (Occasionally Asked Questions). Scroll down to the OAQ called "Will people think I'm gay?" and read it. It's the best answer I've ever seen to this issue of why people think men who wear items of women's clothing are gay, and you could easily substitute heels for legwear. I especially like the "conversation" at the end. Memorize it and use it on the next person who questions your sexual preference!
GWL