TL;DR Talk to strangers, make jokes and start meaningless conversations with people every day.
I work for a large government agency and I had the opportunity to follow around the Secretary for a day (you've heard of him). Here is what I noticed:
He was late to a meeting because he was talking to a secretary about a picture he saw on her desk of a beach and was asking her if it was a good family vacation spot
A janitor came in to pick up the trash and was wearing a Redskins hat. The Secretary started asking him how long he's been a fan and what he thinks about the team
Exiting the building he saw a security guard that he didn't recognize so he went up to him and said "Hello, I don't believe we've met before. I'm Secretary _______ what's your name?"
He spoke to every person who came into contact with him just to have a short conversation to learn things from the other person.
By default men have lagged behind women regarding social skills starting back in childhood; at recess the boys played basketball while the girls sat around and gossiped. Boys would have sleepovers and play video games while girls would sit around talking and gossiping. It's not too late for us to even up the odds.
Waiting in line at the grocery store? Ask the person in front of you which line they think will be ready first
Sitting next to an old lady on the bus? Ask her how is her day going or did she have a nice weekend
At a bar? Introduce yourself to the bartender and ask about what kind of drinks they like to make
Waiting in a reception area? Ask the secretary how her day is going or if she is doing anything fun this weekend
If someone doesn't feel like talking to you don't take it personally because sometimes people just aren't in the mood. You are now a friendly person and your job is to talk, talk, talk. As you know, being able to carry on conversation is a very good skill to have regarding sexual strategy.
Which brings me to the main point; these interactions will become second nature to you after you do it everyday. Thus, when this situation happens you won't even have to think twice about what to say:
- Cute girl sits down next to you on the subway.
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