Okay, here's the deal - I'm a total dweeb and haven't asked a guy out since 1985 (he said NO by the way!). I've been officially divorced a year and have not had a date yet. I've found someone I'm kind of interested in and would like to get to know better but have no idea how to do this. I'm trying to work up my nerve but just really have no idea how to do this. I'm a pretty shy person - and think he is too - so social skills are not my strong point. We both work for the same place, although we don't run into each other very often so kind of awkward for lots of reasons.

Just don't know what to do or how to do it and need some encouragement.

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Better to give your kids the values you have
than the valuables you can't afford.

Could you slip a note in his mailbox at work asking him to go to lunch?

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The mighty oak started out as a nut that held its ground.

I dont date people I work with. But you can casually flirt with him and he will eventually get the hint. Im also shy and will never ask a guy out in fear of rejection. Who knows that guy could have a girlfriend.

You should go by his desk more often and see what happens.

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Alex & the spider monkey

Is there any way for you to strike a conversation with him? Have you yet? If so, slip in a "we should hang out some time". I wouldn't call it a date. See how he responds to that. If he's enthusiastic and says, "Yeah, we should!" or something along those lines then make a suggestion as to what you could do, or see if he comes up with something. If he's like, "uh..yeah, sure," about it, it might not be the right time to ask him. Either way it leaves the door open for suggestion.

Thanks for the ideas. Although we work for the same organization, his office is in another building and I haven't found any good reasons to 'casually' drive across town and stop by his office. We do attend some meetings together and I have attempted to 'flirt' although I'm totally rusty and it so my version of flirting is quite comical. I did ask someone else about him and don't believe he is involved at the moment.

I do like the idea of asking him to just hang out first - maybe just go to the local coffee shop - not an official date kind of thing. Timing is of course difficult with picking up my DS after work so trying to figure all that out too.

I'm open to other ideas . . .

__________________
Better to give your kids the values you have
than the valuables you can't afford.