Asking a Childhood Friend Out

I have had a long time crush on my childhood friend but I have not had the courage to ask her out. Would it be awkward if I do? Plus I have no idea whether she likes me the same way or not. How should I go about this?

Tip 1 - I'm wondering why I've been feeling afraid to share all my feelings with you

Published:  | Submitted by Dating | permalink
I'm wondering why I've been feeling afraid to share all my feelings with you

've received this question hundreds of times over the years. I get your predicament. I notice you asked if you should wait for him to make the move. The fact that you asked this question makes me wonder if you have the sense that he feels the way you do and that it's only a matter of time before he brings the subject up. If you're right, then all you need to do is sit back and wait.

If you suspect that he's as frozen as you are, then ....

By: Dr. Love Advice Column

Tip 2 - Candidly ask her what she wants in her bf

Published:  | Submitted by Stacy Gonyou | permalink

If she describes her ideal BF to be unlike you, you can take the hint. But if she wants someone like you,  there is a chance she has a crush for you.

Tip 3 - Send her an anonymous letter professing your love

Published:  | Submitted by Abra Sonnanstine | permalink

Send her a letter, without address or identification and ask her out in that, then see how she responds to it, she might share it with you, and if she is excited, you can break it to her that it was you all along.

Tip 4 - Invite her to be your date to a party

Published:  | Submitted by Joeisme | permalink

When a party comes up, just invite her to be your date for the evening. If she seems happy to go along, you can pick it up from there, if she finds it a little odd you can say you don't want to go there alone or have friends there try to set you up, so you need her help. This way you'll be covered whether she likes you or not.

Tip 5 - Ask a mutual friend to help you out

Published:  | Submitted by Norrie Sinclair | permalink

You can ask a mutual friend of you two to help you out by hinting at the possibility of this to her and assessing her reaction. This is a good way to get an idea without risking anything.
 

Tip 6 - Joke about it to see how she responds

Published:  | Submitted by Oliver | permalink

You can slip in a joke about you two getting together and see how she reacts. This way you won't be asking her directly and your friendship won't suffer if she isn't into you.

Tip 7 - IT Manager Email Database Lists

Published:  | Submitted by atekur | permalink
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