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There's only an ethical prohibition against sleeping with clients so go nuts buddy
I asked out my co-clerk. She rejected me saying that she didn’t want to date a coworker because we work so close all the time. We were both adults about it and our working relationship remained the same as if I didn’t ask. Just be smart about it and take a rejection at face value. I find that it isn’t awkward so long as you don’t make it so. In terms of navigating dating a local attorney, I think your fine. Just make sure to screen your matters.
Just go for it and tell your judge so that it can be added to your conflicts list. Worst case you’ll just be conflicted out of those cases and either your co-clerk will work on them or your judge may decide to just recuse themselves entirely. How your judge handles this will vary greatly.