Taking things from erotic email to in-person hookups
One of my charming and handsome readers writes:
Is it foolish to hope that these email and IM exchanges could turn into meetings? I know there's no blanket answer, and that every woman is different. But in general, do you think that women looking for virtual sex on CE are interested in the real thing? If so, do you have any tips on making that transition?
To which I initially responded that this is a realm where I don't have a ton of experience, since I normally post for hookups, not for email exchanges, so I asked around a bit, and here's what I've come up with:
Women who post to CL are, generally, less inclined to meet than men are, even if they post an ad that's geared toward meeting. There are a number of reasons for this: One of the things that seems to hold women back is the fact that they're afraid that they're better online than in person. Keeping it online is much safer -- they don't risk the same kind of rejection, not to mention the actual work involved in leaving the comfort and security of their own desk/couch/bed. Often people posting to CL are doing so because they're very shy/tentative in person. Additionally, for women, there's the unfortunate social stigma of being seen as "loose" or "easy". I'm lucky not to be hung up on that, but I'd have to be blind not to see it, both in how some men (and women) respond to me and in how women talk about hookups and the associated social implications of them.
That said, some women who post just for erotic email exchanges ARE interested in getting together, if there's a click, but that can be a big hurdle for some people, taking it offline and into real space.
So, no, it's not foolish to hope that such exchanges can turn into meetings, but it would be foolish to pin too much hope to this. Women looking for virtual sex are ABSOLUTELY interested in the real thing, but they may, for any number of reasons, not be willing/interested in making that happen. Remember, everyone, women like sex. We just get a shitload of pressure to be "good girls", so it's a hugely loaded issue, especially when it comes to NSA sex.
As far as making the transition, this is a bit of a shot in the dark, but here's some of what might work for me in that situation. Don't make your continued email/IM contact contingent upon meeting, and try to avoid coming off as though you're putting pressure on her. Express your interest firmly and clearly but without expectation of reciprocity. And by all means, you should use what you know about her interests and leanings to suggest what fun it might be. You have a leg up on any potential competition because you've gotten to know her without being a total mack, in the context of a mutually engaging email conversation, and that's a good thing.

Comments
I think you missed the most obvious reason that women are less eager to meet in person than men: plain old fear. Men are much more likely to be killers, rapists, robbers or stalkers than women are. Of course, men are also at risk in these situations -- from the occasional violent women and (more likely) from men posing as women -- but in our society, women are raised to be cautious around strangers and men are not.
I find that the men mostly likely to get past my caution are those who are very forthcoming with personal details (but not so forthcoming that I get suspicious that they are made up). Men who recognize that as a woman (and in my case, a woman with a family) are more vulnerable, and therefore are willing to be the first ones to put their cards on the table (full name, home phone and so forth) are the quickest to gain my trust.
Posted by: sapiophile | January 9, 2006 8:47 AM
There's also the time-honored tactic of choosing a neutral, safe location for a first meet. If there's resistance to getting together, trying an option that alleviates at least one of the causes of that resistance can't hurt. Given that the situation in question is based on an ongoing online exchange, there's already a "time invested" quotient, so investing a bit more also can't hurt.
Posted by: GreyDuck | January 9, 2006 1:22 PM