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I am too shy, and it is bothering

Hi, I hope you're all doing well.

I am a 28 year old man.

In normal situation around friends I am very charming and fun to talk to, and that's something I am very proud of. I know how to start a conversation and how I can make it exciting for everyone around. However, in situation where there is interest in a relationship or where there is someone I like, I just lose my way and I get extremely shy to the point where I can't make a move even if I'm certain that the interest is mutual.

Like for example, a few weeks ago, I met a very nice girl who I thought was really into me. She kept looking at me and waited for me several minutes to approach her, and once I tried to approach her I couldn't even begin to talk. Thinking about that just now makes me really sad and embarrassed. Because I kept her waiting for nothing. It is bothering me that I don't know how to handle situations like that.

In the past, I used to go out with friends who wanted me to overcome this problem, but I don't really feel comfortable in crowded places where they pick up women and I wasn't sure that was the ideal setting for me.

I really am starting to feel lonely and sad. I don't know what to do anymore.

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