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After I open a set, or just are in a generally conversation, very shortly I run out of things to say.
What do you guys talk about, and HOW? I don`t want it to look like an jobinterview either..
I have thought about it this a LOT and is one of the things I used to worry about most, even though I've always been a good conversationalist (with people my own age that is). Pointers.
Stay out of your head and focus on the person in front of you, if you actually listen, as opposed to thinking what you are going to say in your head, you will be able to stay stuff back.
If this is at a bar or a cold approach, realise you have the opportunity to say/do whatever in the world you want and with no consequences practice saying whatever you want.
What do you talk about with your friends, even shy people have conversations that last hours with friends. You've been on the earth for however many YEARS and so has she you could generate tons of convo.
Especially at first you could make statements over questions to avoid interviewer mode. E.g Instead of "What do you do?"-- " You have the vibe of an artist" why? blah blah And when you do ask questions ask big questions the why's and the emotions etc.
Build momentum go to the bar with someone who puts you into that social/ talkative state. Or have your phone with you in case you lose that feeling and can text/ call friends. Practice talking to everyone guy friends, guy strangers girls etc.
Escalating and changing the dynamic of the interaction will shift things big time. If you are talking from a distance and she is about to leave or rejoin her friends she is unlikely to invest in the conversation. If however you are sitting down somewhere or you've already k closed or you've moved location with her things are completely different. You can talk about deeper things and she will contribute more.
If all else fails learn some back up routines and games to give you more self assurance and you can drop them later. (e.g cube, style's rings, jealous ex gf). Some alcohol can be useful as a crutch at first to help you.
And keep practising and you'll realise how easy conversation is.
* Edit: Also if you actually have an interesting life with interesting experiences it will help.
And Chief's guide to outer game (sticky in the pua lounge) has a topic on conversation that is basically screening and qualifying which is interesting.
That's my 2 cents as they say.
GL