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What can I do within my comfort zone to let him know I'm interested? I'm so shy!

Tagged as: Dating, Friends, Online dating<< Previous question   Next question >>
Question - (9 October 2008) 3 Answers - (Newest, 9 October 2008)
A female Canada age 26-29, anonymous writes:

Sorry if this sounds really lame but there's this guy that I'm crushing on yet I'm too shy to even hint that I'm interested. We knew each other from elementary school and just recently found each other online. He told me that when we were young, he had a huge crush on me (I doubt that means much after all these years) and the only thing I could say is, "Why didn't you say anything?" We had to be like eight so I felt dumb.

Well, I'm naturally shy (until I get to know someone well), especially around guys I like but chatting with him online shouldn't be so hard but it is. I feel like I quickly lose his attention the few times we've talked online because I'm so freakin' shy, I can barely hold a conversation. We've seen pictures of each other, I can tell he likes what he sees and I definitely like what I see so why can't I step up to the plate? What can I do within my comfort zone to let him know I'm interested?

View related questions: crush, shy

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A female reader, sofiamorgan United Kingdom +, writes (9 October 2008):

sofiamorgan agony auntJust keep talking to him, you evidently get on well together. Remember what he talks to you about and bring them up in a different conversation later on.

Have you two met up?? If not then suggest it would be fun/nice to go see a movie or get a coffee or something like that.

Don't focus on him so much as the guy you fancy just treat him as a really good friend and have fun together.

Things will progress in that direction if that is what you both want. ;-)

Keep us updated!

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A female reader, epifanatical Australia +, writes (9 October 2008):

epifanatical agony auntJust continue with your friendly chats sweetee but drop lil hints that you are interested. Remembering names, places, things you have in common are very impressive to a guy. Ask what he does now, what his interest are and stuff like that. Dont seem over eager, yet dont seem uninterested (i no your not, but try not to let your shyness get in the way for him to think you are) I too was in your shoes, being a shyster, (i think i still am in a way) I have not given friendships a chance in the past because of it, but I now just focus and say what i feel and whats on my mind, and stick to my honest feelings, and its slowly helping.

Why not bravely ask him on a group date? Invite others so you can be comfy, and go have a great time! There will be less pressure and it will give you guys a chance to catch up!!

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A female reader, Annalisa United Kingdom +, writes (9 October 2008):

Annalisa agony auntJust relax and write down your thoughts as they come in response to what he says.

Why not suggest it would be nice to meet and catch up?

If you're not ready yet, bring up subjects you can talk about, which would be light-hearted and help you get to know him better.

If you focus on how much you fancy going out with him, you will be shy, but that's unnecessary and it's too soon to take things so seriously, surely!

Just chat to him as you would to an old friend and see what happens in time.

God bless you and good luck!

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