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Kaj_Sotala comments on Procedural Knowledge Gaps - Less Wrong
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You have to put yourself in environments where you'll be able to interact with a lot of women. College is in a lot of ways set up perfectly for this: if you're not in college right now, consider joining a class or an activity group. Try to make it one where the gender balance will be in your favor. Book groups are one example--they're wildly tilted towards women (I suspect men just, you know, read books, and don't tend to see the value in sitting around sipping coffee and talking about reading books). But if you like girls who wear glasses, try finding a congenial book group. You'll probably be the only man.
Even better than book groups, though, are dance classes. Swing and rockabilly aren't super trendy anymore, but the scenes still exist in a quieter way, and these classes are great for single men: a) they're filled mostly with women; b) dance is an inherently flirtatious activity, and the physical leading/following dynamic is one that many women find very sexy; c) even if you don't find a date in that class, you'll have learned an attractive skill, and you'll be able to participate in events that will introduce you to more women; and d) physical exercise is good for building both confidence and sexiness. Yoga classes might work too, or if you can find a martial arts practice that attracts significant numbers of women (maybe check out your local aikido classes?).
The SCA (Society for Creative Anachronism) is also a surprisingly good choice for geeks who want to hook up. Wearing princess dresses is enough of a draw for women that the gender balance, while tilted towards men, isn't too awful, and so many relationships get started in the context of SCA events that there's a joke about it. (The joke is that "SCA" actually stands for "Society for Consenting Adults.")
There are of course singles bars or activities like speed-dating that are specifically designed to let you meet single women, so you could try those too. A lot of people find those environments stressful and frustrating, which is why I'd suggest finding a social scene that is not specifically about dating.
Lastly, let all your friends know that you're interested in meeting women. Ask to be introduced to their friends who are single. This is how people used to meet each other and it is still an important avenue to keep open.
You have to ask women out on dates. This part, I know, is hard, and I'm sorry to admit that many women don't even understand how hard it is. You will be rejected and it will suck every time, but this part is a numbers game. You just have to keep doing it until you find the girl who says "yes."
The pre-reqs for asking a girl out are fewer than you might think. It's best if you have already been introduced and have interacted a bit in a friendly manner. When I say a bit, I really mean just that you've spoken a few times. It is far, far more common for geek guys to err wildly in the opposite direction. Don't do this. If you like her, ask her out, and make your intentions unambiguous. The sooner the better.
If you're following my advice and meeting girls in activity classes, you would do this by approaching her just after one of the classes, maybe as she's getting her things together or as she's heading out the door. Make eye contact and smile. Start with a compliment that references the interactions you've had--"Hey, I've really been enjoying dancing with you [or "sparring with you," or, "I really liked what you said about the book"] and I wonder if I could take you out to a movie next week."
Be really clear about the fact that you're asking her for a date. Try not to say something like "I wonder if you'd like to meet for coffee and talk " because she could interpret this as merely a friendly gesture on your part, and you don't want that. A lot of inexperienced guys think they should establish a friendship before they ask a girl out, but you really don't want to sink a lot of time and energy into a girl who is never going to see you "like that." (It is true that established friendships can make a wonderful basis for romance, but never, ever count on that happening.)
Also, propose a specific activity and a specific time. Don't just say "I wonder if you'd go out with me some time" because a) it sounds a little desperate and b) a lot of women have trouble saying "no" directly (we're socialized not to). Leave her a face-saving way to refuse. If she says "I'd love to but I've been really busy with work/school/life recently," that means no. Move on. (If, on the other hand, she says "I'm going to Guatemala next week, but I'll be back by the end of the month, maybe then?" that means yes.)
Dealing with rejection: When you are rejected, try to be gracious about it, even if she is not. Like I said above, a lot of women truly do not understand how much gumption it takes to put yourself out there by making a pass. If she seems annoyed or condescending or whatever, try to shrug it off; just smile and say "okay, no problem" or something along those lines. Do the same thing if she says "I'd rather just be friends." (But for the love of Pete, do not spend a lot of effort trying to actually cultivate a friendship. Moooooove on.)
It does get easier the more you do it. Just remind yourself that it is a numbers game. The worst thing that can happen is not that you ask ten girls out and they all say no. The worst thing is that you ask ten girls, they say no, and then you stop asking. Because whether it was Girl #11 or Girl #83 who would've fallen head over heels for you, you'll never find her now. Keep looking to meet women, and keep asking them out; these are the two steps that lead to relationships.
Troubleshooting: If you do find that you are consistently rejected, there might be something going on with your self-presentation that is offputting to women. Make sure your basic hygiene is good: that you are wearing clean clothes that fit you, that your hair is cut and that you are clean-shaven. (Facial hair is Advanced Fashion for Men: if fashion is not your ballgame, just shave, trust me.) Ask your friends if there's anything going on with your looks or demeanor that might be getting in your way.
If you are overweight, start an exercise regimen, but do not wait until you are at your ideal weight to start asking women on dates. It is perfectly possible for big dudes to find love, they do it all the time. It IS more important to make sure that you wear flattering clothing that fits you well--a baggy, threadbare tee-shirt and Hawaiian shorts may not cut it. Use Google Images to find pictures of some of the heavier celebrities (like Sean Astin, or Seth Rogan before he slimmed down). Check out what they are/were wearing, and use those pictures as a style guide.
You may also be acting in ways that indicate you don't value yourself, which can make women (and other people in general) instinctively shy away. You will probably need the help of people who actually know you to diagnose these kinds of problems and help you fix them.
In general, though, from my observations, most geek guys are able to get dates so long as they go where the women are, and ask them out. The most common mistake by far is simply failing to execute one or both of these crucial steps.
This is excellent advice, and I up-voted it. However:
I may just be reading too much into things, and I acknowledge that this comment is written primarily as a response to the question "how to get into a relationship". Nevertheless, this bit bothers me a bit, as the "for the love of, don't try to actually cultivate a friendship" part seems to imply that there's no point in being friends with women if you're not going to have a relationship with them. That strikes me as a bit offensive.
Even if we're assuming that you're purpose is solely to get women, I don't think befriending lots of them is as useless as you seem to suggest. You say yourself that one's friends may introduce one to somebody one might be interested in. People tend to have more same-sex friends than opposite-sex friends, so being friends with lots of women will increase your chances of one of them introducing you to a friend of theirs. I also suspect that women are more likely than men to do this.
I do admit that this may not be the most efficient approach if you're optimizing purely for finding a romantic relationship in minimum time. But on the other hand, it can wield you rewarding friendships that persist long after the end of your relationship with whoever it was you eventually found, so personally I'd find it worth it.
I should also mention that my experience somewhat mirrors MBlume's, and I find the notion of becoming involved with someone before being good friends with them a little off-putting. Which is not to say that it would never have happened to me, though. (Without going to details, suffice to say that I've both had relationships with women I was friends with from before, and with women where that wasn't the case.)
Befriending women is sometimes useful for becoming attractive to other women. (Allow me to skip the obligatory part where friendship is good in itself, of course it is, but I want to make a different point.) For example, you can ask them to help you shop for clothes, relying on their superior visual taste. Most of my "nice" clothes that I use for clubbing etc. were purchased this way, and girls seem to love this activity. Also they can bring you to events where you can meet other women; help you get into clubs; offer emotional support when you need it; and so on. If you make it very clear that you're not pursuing this specific girl sexually, being friends with her can make quite a substantial instrumental benefit.
That said, of course I don't mean the kind of "friendship" that girls offer when they reject you. That's just a peculiar noise they make with their mouths in such situations, it doesn't mean anything.
There's a big difference between "If I approach someone for a date, and s/he rebuffs me, it's best not to spend a lot of effort cultivating a friendship with that person" and "It's never worth cultivating friendships."
Yes, making friends is worth doing. Agreed. And if it so happens that the person I'm making friends with is someone I'd previously wanted to date, great! I have numerous friends in this category, and some of them are very good friends indeed.
But even with that in mind, I mostly agree with siduri.
Mostly that's because I know very few people who can make that decision reliably immediately after being turned down. Taking a while to decide whether I'm genuinely interested in a friendship with this person seems called for.
I also meant the "spend a lot of effort" part to act as a qualifier, since for me true friendships tend to develop spontaneously and easily, in contrast to a situation where I'm actively courting the other person and they're kind of pulling back. In my own life, I've learned it's better to just let those second kinds of friendships die in the bud.
However, I recognize on reflection that for more introverted people, developing any friendship probably takes significant effort--so advice along the general lines of "if you have to push it, it's probably not meant to be" is actually probably bad advice for a lot of people. Instead, I think the question should be "would you be satisfied with friendship alone, if nothing further ever developed? Would the friendship be a source of happiness to you, or a source of frustration and pain?"
I just don't think guys should spend the time and energy being friends with women if friendship isn't truly what they're after. In a case like that it's much better for them to focus their attention on other women, who might reciprocate.
Fair enough. I can agree with that.
Sorry, that line wasn't clear. If you'd truly like to be friends with a particular woman, then by all means, be her friend! What I'm specifically counseling inexperienced men to avoid is the pitfall where they befriend a woman when they really want to be her boyfriend, and then spend a lot of time pining after her fruitlessly.
And I did mean it when I said, "It is true that established friendships can make a wonderful basis for romance..." My husband was my friend first, so I'm not knocking these kinds of relationships at all. However, it'll either happen or it won't; if there are strategies for making it happen, I don't know them; and I don't think hoping it will happen is a good strategy at all for men specifically looking for a relationship. My impression is that ending up in "the friend zone" with a woman you want to date is a fairly common failure mode for inexperienced men, so I advise SilasBarta to take some care to avoid it. I may have stressed that part too heavily.
I believe the point is that if you want a romantic relationship with a woman, cultivating a friendship with her in the hopes that romance will develop is almost always a bad idea. Occasionally such romance sparks "out of the blue", but more likely nothing will ever happen, and it is a huge investment of time and emotion that basically never pays off. So if you aren't interested in the woman for the sake of friendship alone, it is better to just forget about her and move on.
If you find a person interesting and worth being friends with, by all means don't reject such an opportunity just because the person is a woman. That's idiotic. It's just a terrible dating strategy, that's all.
sark hit upon a good point here: think of meeting many women as a special case of meeting many people.
How good are you at generally meeting people? Improve that and you'll meet more of the half of them you're interested in. General social skills are good to exercise.
I think there's also the question if the "I'd rather just be friends." said in the context of rejecting an invite to a date actually means "I want to be your friend." or is just a polite way of saying "I don't want to go on a date with you.". In the former case trying to cultivate a friendship will be more useful than in the latter...