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It seems to me that Anne needs some sort of cover business to be processing lots of Square CC transactions.

BTW, what does Anne being 'mildly attractive' have to do with anything?

If she wasn't mildly attractive, he wouldn't notice the whole thing, as it happened while he was checking her out ;)

I didn't want to sound like a creeper....

Well, it's only natural to check out the opposite sex. It's like a part of our DNA or something. Nothing creepy about that.