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Comments
Work romances are usually bad ideas. Fire her, blame the boss for putting you into this position, and ask if she wants to go talk. You won't be asking/pushing for a relationship but you'll be her emotional knight in shining armor.
Fire your "hardworking" boss. BOOM.
Dating co-workers rarely works out anyway.
did u at least get to ask out the girl u like?
Keywords
Your boss is a pussy. He should do it himself.
At least she will have plenty of free time to go on a date with you.