I've noticed that hobbying has slowed down considerably and lately I've been fantasizing about reaching
out to a former co-worker and offering her 10 benjis for a couple of hours... which is above average for SA rates.

I've never done something like this before. I'm pretty sure she has no idea I like her, I used to be
her supervisor and knew I shouldn't cross the line (she quit roughly a year ago for a better paying job).

We've spoken maybe 2-3 times in the past year (just as friends)... how's it going, etc.

I know she's in a relationship, but not married.

I understand it's completely unpredictable and depends on each person... but just how bad an idea is this?

(My intuition tells me that it's no more than 20% likely that she'll agree... if she says no, it would be so embarrassing
and she'll likely tell people we both know).

Thanks for your advice.