- Apr 5, 2000
- 13,256
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What does everyone think about dating someone from work? There's this great chick at work who just turned 21 about the same time I did, and she asked me to go have a drink with her this weekend, but strictly in a friend way. (She owed me for a favor I did so she's buying a couple rounds for me) Should I go ahead and ask her to go out on a date date as opposed to a friend date? We're kind of opposites in terms of personality (I'm shy and she's, well, outgoing, which doesn't quite describe her) but she's like the perfect woman. My main concern is if she says no or it doesn't work out - just having to see each other everyday with that kind of awkward silence/feeling. Is it worth taking the risk or should I just hang back and let it be?