Let me also say that the "Me Jane, you cute" line is a totally viable tactic for expressing interest. Sure, it probably wouldn't work on Foucault or anything, but he's dead and gay, so who cares what he thinks? When approaching someone you like, I think simple and to the point is always a winner. I wish we could all be a little more direct when it comes to telling someone we want to see them naked. Like, really, what is with this evasive and vague bull[beep]? Are we playing Mafia, or are we gonna bone? Just tell me so I can stop ordering these expensive vodka gimlets already! Many of my man friends have indicated they are thrilled when women approach them. So you're not going to lose any points for being proactive in pursuing people.
This brings me to flirting, which is a skill like any other. No one comes out of the womb with a smoking jacket and cocked eyebrow. (Except maybe William Shatner, oddly.) The more you flirt, the better you'll be. You've already got the wits, since you can do it with people online, now you just need the practice. Flirt with your waiter, the UPS driver, the guy with the cute dog at the park—whomever! The more you get used to talking to strangers, the more at ease you'll be when it's time to do so with someone you actually like.
I have to express my bafflement that you can't find men who live anywhere near you. A few reasons as to why this would be the case come to mind, but they mostly involve religious cults, prison or trying to date people from World of Warcraft listservs. None of which apply to you, I'm fairly certain. Join an online dating site. (More on that biznass here). Many of them have convenient filters for finding people in your zip code. Or, if you want offline meeting spots, check out my recent post on where to meet people this summer.
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