ANSWERS: 7
  • There's gotta be some time when he's all alone at his desk. Just go up to him and ask him there.
  • Maybe you could approach the group and invite everyone to go out after work. It would give you a chance to see him in a social setting and provide a chance to get to know him better, plus take the pressure off by having it just be a group thing. A one on one date could come of it if things go well. :)
  • same situation.....same company,different dept....i shot him an email about something we had in common (tv show "LOST") and once we got an email dialogue going, it was easier to talk to him in person. find out when he goes to lunch and go sit down by him in the breakroom if it's not too crowded, or email him and say you're running out to grab a bite at such&such and wanted to give him an invite to go too. a first "ask out" should always be a daytime/shorter time frame affair in my opinion.....what if he trns out to be a dud that cant hold a converstaion? would you want to be stuck out on a friday night date night wasting time if he turns out to be not so your type?but if a lunch "outing" goes well and you both laugh and talk, it will leave both of you wanting to get together again....
  • if none of the other suggestions work, you could always try email - as long as he knows who you are that is. suggest going for a coffee or that "a friend had to cancel for a show and i have an extra ticket..."
  • Wow, that's the same question guys always ask. Guys hate approaching women when they're around their friends. You might try making a point of saying hello to him if you pass in the hallway, just to make him aware of the fact you exist. He likely won't take it as interest, so be sure to follow it up. If he does clue in, then he'll make a point of hanging out where you are (or are likely to be), almost like magic.
  • Sent him an e mail that you would like to speak to him in private. Then ask him. Don't go into details in the e mail since most company policies allow them to look into employee accounts to see if they're actually working or not.
  • I second what others have said: send him an email. I know I would appreciate that kind of approach.

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