I went on a date with a property manager who I did a lot of work for. She had kind of a crush on me, and I'm still in my early 20s, I was 21 at the time. Nothin wrong with it if everyone is being chill. I actually had a customer last week try hooking me up with their daughter, which was kind of flattering.
Hahah I think the dating your clients is kind of weird. they get attached way to quickly and then after a while they expect a certain amount of special treatment when in reality all you are looking for is a simple hookup. There are a lot of way you can find something casual these days without the hassle of explaining what you want. I recently started using this new dating app that I read about online and it had exactly the type fo things I wanted to and matched me with people that were interested in the same thing as I was. I am super happy with it.