When I approach a woman at a bar, I usually like to have a game plan (along with an escape plan, because it’ll probably end badly. This goes through my head when failing miserably…)
However, sometimes it’s good to just go up and start talking; let your natural charm, wit, and silliness win them over. Let the conversation flow naturally. You’re an intelligent, social being, so just talk about anything. Your brain is your enemy, kill it with alcohol.
Of course, it doesn’t hurt to have a wingman helping you out. A story will be written soon, with a new cavalcade of characters.
Afterthought: I didn’t know this before, but apparently some people just don’t know how to make conversation. As human beings, those people should have the social skills to respond with more than one-word answers. We are people; we are social beings; how hard is it to be a person?
Make sure you put your pants on, because when I walk outside naked, people throw garbage at me. Now this is not a style blog, so I’m not going to go into fashion, even though I easily could. This is just a post to remind you all to be aware of what you wear.
Know the type of situation you’ll be in. For most bars, especially Northern California, t-shirt and jeans are not only the norm, they’re expected. The more dressed up you get, the more you stand out, and that’s not always a good thing. The key to being a well-dressed-man is dressing for the occasion. If you’re going to an upscale club, by all means, wear your three-piece-suit you recently had tailored because you can pull it off (provided that it’s GCWOK-approved).
You also have to remember that if you’re going to be drinking heavily, you may not want to bring a jacket if you’re likely to forget it somewhere. Although if it’s cold out, don’t go out with too few layers or you could end up drinking to feel warm, which is a very bad idea.