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imBambi 65M/57F

12/16/2005 11:25 pm

Dear Shy,

Everyone's personality is different so you have to do what is within (or close to) your comfort zone. Having said that, I would make the first move and ask him out on a date. If that is too forward for you, consider this approach:

Tell him that you want to go to a nice restaurant but you hate going to an upscale place alone. Ask him if he would mind doing you a "favor" by being your escort. Assure him that you will pick up the tab (you probably won't have to) and that you will return the favor in kind. In doing so, you actually get two dates without actually having to ask for a date (you are only asking for a favor/escort).

Good luck!


rm_oneeyedbob2 59M

12/20/2005 10:49 pm

ok, first off think about the whole situation. you work with this person. so if oyu do get together and something happens like a break up what will be the reaction at work. how will you handle seeing him everyday after it happens. im not saying it will happen. i am saying that you never eat where you shit. and others in the office will change. things might get interesting. and people will walk on ice around you two. im not trying to confuse you. but think before you strike. when you indulge in a work relationship and go into a sexual. or personal. something will happen. its a dual relationship that is probably going to be doomed from the get. find someone in the office next door. because the grass is always greener there.


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