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I feel like my LACK of being forward turned two quite interesting hellos into weird spots - where as if I was forward they would have made more sense.
I completely agree. It looks to me like you have fun and humor and conversation skills. But it also looks to me like you are a little lost.
In example 1, she stated she had a boyfriend. Why did you continue? Or you could have teased her about it. If you had been more sexual, she may not have mentioned the boyfriend.
It sounds to me like your tone and ideas are too casual. Not sexual enough.
In example 2, you started a funny roleplay, and your response was also humorous. But you either A.) Should not have let her take you over to the counter or B.) Not let her take you back to the table. You let her take over, and when you still didn't hit on her, she asked you that question that made you freeze up.
It sounds to me like you are in a stage of just practicing with women. I myself never really went through this stage, since I get most of my hookups through being a dancer. There is nothing wrong with what you are saying or doing--it's just that you are getting the results of someone who is trying to get more comfortable with women. Since you really want to have sex with them, being funny and bantering is conflicting with what you really want to do.
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I'd got into my head a pretty negative thought pattern of - 'I am going to fail - I shouldn't bother opening' - so I went out with the aim/question
This is what I mean. You are focusing too much on "opening" instead of actually having sex with women. Trust me. I went through this stage, and women were all very awkward to me, and little came of it. I actually stopped getting laid regularly because of it, and it also messed up how I was doing as a dancer.
Here is a little game to try--just go very direct.
Make eye contact with a woman (this helps) and then walk straight up to her and say something sexy, like, "Hi. I wanted to tell you that you have gorgeous skin." Few men have the balls to say something like that. You will get rejected more often, but that is normal--you cannot get every woman.
Oh and I should mention that since you are in London, it may be more difficult to get eye contact. But I find that this drastically increases success. After all, you and the woman are starting a seduction, it's not just you hitting on her.