It is a base line fear of rejection. Most of this comes from a fear that being rejected will confirm that you are a complete "loser" (your deep seeded believe about yourself). Or that by being rejected that you will continue to be rejected and you will go into a deep state of depression or worse.
All of these fears stem from your mind and are illogical. The image of a guy who constantly gets rejected and gets worse doesn't exist. Being rejected with the right mindset will actually grow your confidence which will cause you to inadvertently get better with women.
It's an illogical fear but you need make a decision to push through that fear. You could work on the issue in your mind but "issues" like this aren't going to be conquered through the mind. The only way to get around this issue is to go for it, get rejected and realize that it wasn't that big of a deal.
Did you ever read Steve's post about being comfortable with success? I've taken that idea and applied it to women. Here's something that I wrote (but haven't published) that might help you out:
"Comfort with women
In order to become successful with women you must first become comfortable with the idea of being successful with women. Men lack success with women because they are still in awe and shock when they finally get a woman to make out with them or even God willing sleep with them.
Does the idea of having more women in your life than you know what to do with get you excited? Or does having an amazing girlfriend who cooks and cleans for you get your heart race going?
Well, it shouldn't. If you get overly excited about getting a date or getting laid then you are not at a point where you are comfortable with being successful with women. If you are in awe and shock about something you are not yet at a level where you will be able to attract it into your life and keep it.
Every time you get over excited about money, women or whatever you are pushing it further away from you. You are basically saying that type of success with women is beyond your reach. If you believe it's beyond your reach, then it is.
The key is to treat that type of success with women, whatever you believe success is, as normal. If you take a mind set of that being your every day normal type of activity to go out and and go home with ten numbers then you will draw that type of success into your life.
If you take a guy is very successful with women you will notice a couple of things about him. For starters he doesn't talk about his success with women unless it's funny or someone else brings it up. He doesn't show boat to everyone that he hooked up with this girl or that girl because that's just a normal and expected part of his life.
Another key point is that this sort of expected success allows him to not care about any one specific girl. He has a true abundance mentality because abundance is apart of his life. He truly believes that women will come and go from his life and he will have no problem finding another one.
If you take a men who barely get laid you will notice how excited he is when one lonely woman decides to throw him a bone and sleep with him. He tells his bodies, slaps hands and has a big ass grin on his face for the weeks that follow.
Then he wonders why he is not getting repeat business. He is uncomfortable with getting laid because it's an extravagant, extraordinary event that is beyond his reach. It's his excitement that makes that event happen every so often. He is not comfortable and can't treat that event as an every day thing.
What is your comfort level? What kind of success do you currently feel comfortable with? Is it getting laid once or twice a year? Or is not getting laid at all?
After you figure out your comfort zone imagine a little bit beyond that. Don't imagine yourself sleeping with play boy models or getting an amazing girlfriend if you have only slept with one woman. Imagine just beyond your current comfort level.
After you imagine yourself at that level pretend as if that is normal. Get into the mindset that it happens every day and it's nothing to get too excited about. Imagine you sleeping with a girl and not even telling your buddies because you know its not that big of a deal.
Practice this exercise till you can get to a point where you are comfortable at that level. As you start to draw in that success imagine a little bit further and a little bit further till you are completely comfortable with being successful with women.
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