Asking my sister's bridesmaid out

[sideshowbob]

A dilemma has arisen in my otherwise uncomplicated life!

A few weeks ago I met a girl who is a friend of my sisters. I wouldn’t say we hit it off big time or that it was love at first sight (certainly on her part), but I do feel an attraction towards her and am thinking of asking her out. Here’s the problem: My sister gets married this summer and the girl is one of her bridesmaids. I am one of the groom’s ushers.

She is an attractive girl and whilst I don’t fear asking girls out as such, this one could be awkward. This isn’t one of those moments when you meet a dream girl and you click instantly. I fancy her and feel a certain friendliness from her but no more. I’m not sure if she feels the same as me. She is single and straight - no issues there - but I must admit that I don’t feel confident that she would say yes if I asked her out.

It’s one of those situations where I’d normally just ‘go for it’ in the hope that she was just a bit shy and quiet around me and that she would eventually come out of her shell.

My worry is that it could be very embarrassing if I ask this girl out and she says no. It’s not so much the fear of rejection, just the awkwardness it could create around my sister if she doesn’t want to go out with me. I have been turned down twice before by friends of hers, and to have it a third time, especially with her bridesmaid, could really upset the applecart.

What I want to know from members of the forum is should I go for it or is her slightly cold attitude towards me a sign that she really isn’t interested? The answer would normally be “Yes, go for it, what have you got to lose?” but under the circumstances, making my sister and her bridesmaid feel awkward on her wedding day. Maybe I should wait until after the wedding? Maybe I should just go for it, dive straight in? Or am I better off out of there altogether?