So, I'm 18 (and a girl). I like a 25 year old guy, and there's a pretty good possibility he likes me back. But the thing is, we see each other often. I dogsit for him sometimes, train his dog, and he's sort of my boss (if he needs help he asks me [he owns his own business]). So, if he says no, there isn't really time to avoid him. Should I start with something casual, like lunch or bowling? Just go all out and ask if he wants to see a movie or whatever?
Elcee answered Friday April 27 2007, 7:12 am: I would suggest a softly, softly approach with this. He may have another life away from work and dogs that you don't really know about. Try starting with a cup of coffee in a bar or a drink after work to help with a "problem" that may have occurred somewhere. Taking him out of the office situation may help him to open up a bit. Once you have established there is no significant other around you could suggest catching a movie together or just a quick bite to eat. If he seems reluctant to talk about his private life or doesn't seem interested in going or for a coffee or something, he may just see you as an employee. With this approach it is easier to pull back from, and retain the friendship that you have. Good luck. [ Elcee's advice column | Ask Elcee A Question ]
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