I can't stress how important having a genuine purpose other than chasing tail is when it comes to talking to women. Outcome dependence is largely caused by your own thoughts & "holding yourself accountable" for trying to be social/get laid. The mindset goes from " maybe this person is cool, let's find out" to "Oh god she's hot, I hope she likes me" & that self imposed pressure is where it all begins to fall apart.
Having a genuine purpose (A mission, a job, a hobby, a goal in mind, etc) that you place most of your focus on makes interacting a lot easier in my experience. You don't care a whole lot whether things go good or bad with someone you speak to because your subconscious thoughts are preoccupied on something more important than getting ass.
Selling yourself to a girl like you're a used car that's reliable, dependable, & fun to drive is a fight youll never win. The chick has to come up with these conclusions on her own. Since so many chicks are used to guys fumbling over their words like retards due to their expectations of the interaction, the smoothest thing you can do is just talk to them like theyre a human being...because they are exactly that. It's not hard to ask a girl where she's from, why she does what she does for work, what she's passionate about, etc...dropping little things in the midst of convo about her like "I've never met someone passionate about 'insert thing here', that's unique of you" shows you're paying attention & find certain things about her attractive without flat out saying it. I forgot what book I read it in, but it said that when you go out to talk to people to tell yourself that the world is your playground & to treat it as such. Have fun for yourself. Not her.
