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I have a crush on a shy guy. How should I tell him?

Tagged as: Dating, Friends<< Previous question   Next question >>
Question - (4 September 2007) 3 Answers - (Newest, 4 September 2007)
A female United States age 30-35, anonymous writes:

Dear Cupid,

Recently, I've developed a crush on my good friend Kat's older brother, Jay. For those of you who may ask, yes, I have already talked to Kat about my feelings for Jay. That was the first thing I did. I've heard about people getting all territorial of their friend or sibling in this situation, and I don't want that to happen here. She told me that she's okay with it and that she thinks that there's a high chance of things working out between Jay and I.

As far as I know, Jay has no idea that I'm crushing on him. I'm going to be attending a Disciple Now at his church in a few weeks, and I was sort of planning on telling him then. Do you think I should do it? And, more importantly, how should I say it? Jay is a pretty shy guy, and I read in a magazine that being too up-front with shy guys can freak them out. Any advice?

God bless,

S

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A male reader, J1124 United States +, writes (4 September 2007):

J1124 agony auntI am really shy and I love it when girls are willing to approaching me as long as I feel we have something in common or I think they are cute. Most guys find it really attractive if a girl is confident. Of course, his reaction will be different depending on his age, how mature he is, and if he interested in you.

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A female reader, beautifultrustnlover United States +, writes (4 September 2007):

beautifultrustnlover agony auntjust go for it got nothing to lose all he can say is he doesnt like you and that isnt that bad

but also tell him where there isnt so many people around or just you two so he isnt as shy

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A reader, anonymous, writes (4 September 2007):

i say have his sister ask him if he likes u and also have her tell him you like him and he'll tell her how he feels i dont think he would be shy to her

but be careful after just let him know you do

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