There’s someone at work who makes the day tolerable. Nothing serious, just the kind of banter that makes a meeting worth joining. I know it’s a bad idea to catch feelings where you collect paychecks..but would it be crossing a line to ask if they wanted to grab a drink after hours?

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Posting as :
works at
You are currently posting as works at

Can you handle rejection well if they decline?

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I have customer interaction and providing great customer service

Why not? I met my wife at work…

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MH - I disagree, if you’re talking about two people who are fresh out of college, maybe… or if they’re addicted to drama, maybe… but if your talking about two professionals who have already done well for themselves and have a reputation to uphold, it’s more likely that they wouldn’t let a skirmish interfere with their work… if anything the office gossips would make it a bigger deal…

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Assuming there is no reporting relationship between you, there's no issue with asking them out. HOWEVER, you should be very certain they won't be angry about it -- make sure you're getting the same "vibe" from them. And then, if they decline your offer, do not, ever, ask again. One invitation on a date is not sexual harassment, but repeated asks after being told no is.

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My rule is to never get involved with someone at work, I’d fear the rumors or lies that individual spreads.

So if this were me, I'd probably see if I could try to get a group together to go out after work. Plausible deniability ;)

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Why not?

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Don’t follow this

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You never know unless you try!

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Are you talking about like somebody you’re interested in dating or someone you would like to be a friend? Is there a couple more people you can invite as well?

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Try lunch. Donut shop or pizzeria, that way separate bills and dietary restrictions won't be an issue. Friends first, non reporting relationship and plenty of room to reject or accept without pressure; no drama. Review your company's policy on relationships closely.

likesmart

Is this as a friend or potentially something more? As long as she’s not a direct report there’s nothing wrong with it. Things could get awkward dating a coworker but it’s not uncommon. If theres something there, go for it, it tread carefully.

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Risky business lol. Can you collect ANY sort of evidence they might be interested first?

likehelpful

I certainly wouldn't. Do you know their relationship status? It could just be making things super awkward for no reason.

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Many companies discourage these relationships.

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Life is too short to ask what if, just be professional if things don't work out

There's nothing wrong with it, but don't turn into a jerk if they say no. Also, you are allowed to have a drink with someone just as friends. It doesn't have to involve a romantic relationship.

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