I (M, 35) run a book club which is pretty successful, I write and moderate the discussions which draw regular joiners of between 10-20 people every month. Most of the members are women around the same age as me.
One girl who joins I find really funny and smart and of course gorgeous, I really like her, not just an idle crush, and I'd love to ask her out. I don't know if she's single. I make her laugh often during my moderation and she makes me laugh too. So maybe we like each other.
However if it goes wrong it would make things weird, and she has a couple of friends who are also in the club who could stop joining if she does. Worst case scenario is that word spreads and it sours the entire club that I've spent a long time building.
How to approach this situation?
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