What's the best way for a shy guy to approach a gal at work?

A male age 41-50, anonymous writes:

I have a crush on a girl at work and I'm 100% certain she has a crush on me. This has been going on for ages now, I catch her staring at me in the canteen then she looks away; her department collegues also give me looks as if to say.. "what are you waiting for ask her out." I am really shy when it comes to the opposite sex and have a hard time believing what I see so I have been going over and over it in my head for ages. Up to now I have had very little opportunity to strike up a convo as she's with other people and I feel very uncomfortable with other people around in a quiet office. It was at a work party where the staring was saying to me "I want you to speak to me" I had 2 excellent opportunities, she was sitting alone for a while.. 5 minutes past, thinking go talk to her. I bottled it and some other guy started talking to her. Then later on she was standing near me at the bar, she looked straight at me and my heart sunk!, she didn't say anything. A couple of minutes past, my mind ticking over.. talk to her, too late she got her drink and went. The most words we've ever exchanged were something to do with work and that was ages ago. I lack confidence and find chatting not so easy so am finding this extremely difficult.. in words it looks so easy. This opportunity won't come around again and I have really been beating myself up about not speaking to her at the party.

View related questions: at work, confidence, crush, facebook, girl at work, shy

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A female reader, cherry cherry boom boom  +, writes (19 June 2009):

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