[drewjustdrew]

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The only wierd thing is that she wants to marry a member, not a son of a member.

Ask her out. It's not uncommon for staff to be asked out at country clubs. Is there more to the story? Does she sound or carry herself in a trashy manner?

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I don't understand the first statement you made.

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I just thought it might be wierd for her to be asked out by a member's son

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I meant to say, if she wanted to work there to hook up with a rich dude, she wouldn't choose the rich dude's son. If she is flirting with you, obviously your cash is not the first thing on her mind.

Where I used to live, waitstaff at country clubs were not from poor families. Usually they were from upper-middle class families. Maybe your club is different.