Have you ever had a true connection with someone? I don't know if that's something I've ever had. I thought I did with ex-boyfriends and maybe a few prospects. When I think back, I remember a particular ex-boyfriend that I dated for awhile. With him I did what so many women are guilty of. I looked at him for who he could be rather than who he was. He wasn't a horrible guy or anything, he just wasn't the right person for me and deep down inside I knew it but didn't want to let go of my fantasy. When our relationship ended, I wasn't prepared to accept that and it took me a long time to get over him. Part of that was because of holding onto that fantasy of him being the one. So as you can see, I'm afraid that I'll never know what a really sincere connection is because of my tendency to make guys into a fantasy before I really get to know what they're like. I bring up this topic because there's someone I've developed a crush on recently. A friend of a good friend. I don't know him but he runs in her circle. I've seen him over her apartment a few times when I've been there. Last weekend we all went out for drinks and he was there. I've chatted with him several times and I knew right away I was hooked. I don't want to jump the gun like I usually do and make him an obsession like the others but from what I can tell, he totally seems like my type. Intellectual, pretty-boy features, lanky, funny, and unusual. I always like the weird ones and I'm crazy for weird geeks. He could be an asshole for all I know. Who knows? There's a part of me that wants to believe that he could be as cool as he seems. I have NEVER asked out or approached a guy. Way too chicken shit to do that. And insecure. But...I want to get to know him more. I just don't know how to bring this into motion. I'm afraid I'll look stupid or that he'll reject me. I'm better these days but I really do want a true connection with someone I really connect with. Because my moods have improved lately I don't want to put myself in a situation that will bring me way down. Rejection is very difficult for me. I know there's nothing wrong with wanting to NOT be alone. I am trying to accept that. A true connection with someone is worth seeking out and fighting for if it's worth it. If I sit back and play idle, how do I know I'll lose the chance? I just might. This happened to me recently. At least I'd like to think that there was a chance and I screwed it up. That's in the past now. No point in lamenting over that any longer. How do you get over shyness and insecurity when you want to let someone know that you're interested in a connection with them? Have you ever taken a risk to let someone know you are interested?