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Interesting to see that im not alone with my problems. And i thought i was the only one with these problems:
Reading your list and I can definitely relate to most of it. Most of mine are probably all related to each other though.
1. I over think which causes many issues.
2. I'm shy to start off and take a while to get comfortable in a new environment
3. When you combine 1+2 you get a bit of anxiety when in a loud crowded area
4. Low self esteem - Because I over think, I became very sceptical about people. This meant if I ever did get a compliment, I'd often 2nd guess it. The worst part is when you know this is most likely the case but you can't stop yourself from thinking it anyway.
5. Now combine all the above and you suddenly get a disaster when you throw me into a new environment with a girl I've just met
6. Lack of experience now also means the times I manage to succeed, means I'll often fail in the next step. This is what happened to me recently when I tried online dating. I had no problem with the messaging side because none of the above problems really come into play so it's easy to just be yourself and to be confident. Then we met in person and it was just a disaster.
I could probably go on but at point 6 already I'm counting it as a step forward for myself and I'm hoping to just keep pushing that boundary a lil' further each time to try solve problems 1-5