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Find other newbies to go with you, that way you can take turns and give each other feedback. This will also force you to approach and the competitive instinct in you will force you to take action.
Do you get nervous when you speak to the cashier in the bank? Or when you order a drink? If not, then why not improv and make conversation with the shop assistant? Crack a shit joke, doesn't matter what you say, the purpose is to be stupid, so that you get used to the feeling of stupidity. Once you get used to feeling awkward and being ok with it, those moments won't feel awkward anymore. Being awkward can lead to tension. Once you master tension and you can cope with it, you can turn it into awkward sexual tension, which girls will want to break by kissing you.
Force yourself into situations which make you feel uncomfortable. Stand much closer to people when in conversation. Look people directly in the eyes when you're talking and don't look away until they look away. Turn it into a game.
I've actually wanted to have another newbie to go out with, i have a bunch of friends but none of them would do this stuff... when i do the simplest little openers on nights out they're like :O...
Funny thing is, most of the time i can actually have a conversation with shop assistants, i had one today with a woman at kfc (granted she was a 5 but still counts!)... I also opened a girl and chatted to her for a bit in the library (hb7 but didn't close which is annoying)... I guess my point is if it's situational i'm ok... but if it's just saying hi to some random chick who is stood with her friends, or she is around a bunch of other people... or sometimes even if she is completely on her own... i find it hard!... I will definitely be taking myself out of my comfort zone from now on... Ye i'll keep eye contact as much as i can when speaking to people (without seeming weird).