one of my coworkers has perhaps the nicest butt on the planet. even though we've several years together and have done activities outside of work. i should probably keep my mouth shut
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There's no way to predict how she'll respond, she could be cool with you and still head to HR. I've seen guys get in trouble for less. It's risky and could negatively affect how you both get along, even if HR doesn't get involved. It sounds like a bad idea.