What is the strangest day job (or night job for the matter) that an escort whom you got to know well enough to learn of these things ever had?

Pilates Instructor
Dental Hygienist
Restaurant CoOwner

Just kidding.
But if there was one, you'd probably date her.

Naw, she hangs around with stiffs all day long. She's looking for something else at night

Photographer: seriously. I just hope she wasn't working both jobs while I was there. I'm camera shy.

But if she could make a dead man come, that wouldn't that be something else?

acupuncturist

3 come to mind:

There was a famous case of a 3 time Olympic track & field athlete who went on be an escort in Vegas.  

Of course, I know a few nurses. Others include an IT specialist, a psychologist, a chef.

It was her family's business.   I liked her a lot, but stopped seeing her as she got a little BSC.   Must have been the embalming fluid fumes.

Was her pussy kind of loose?  

served up a hot taco.  

A few have had regular civvie jobs

Dead men, specially death by hanging, can have an erection.  

Worked the front desk of a hotel. When management suspected prostitution in certain rooms, she would find ways to make things difficult for the nosy fuckers.

Frankenstein, when Victor was trying to use lightning bolts to jump-start his creation.  On the third try, poor Igor took a load of semen in the eye.  If you weren't paying close attention, you might have missed it.  

I may start making it a point to ask if there is an appropriate moment.

I think with that many hits riding a  horse her pussy would be shrinking looking for the missing dick

Ran an online business selling mattresses   (I know, ironic isn't it?)  She also did porn.
Biochemist
Accountant
Information Technology college student.  I helped her with her resume.

Seems a bit unexpected.

1. Booker at a public venue for traveling bands -- she was very open in discussing the booking business, and the partying involved

you to be brief.  

One more I forgot.  Cashier at a car dealership.....service center.  The gal you hate to see after you got your brakes done.

Waitress.

to court her awhile.  

Two that I know of
1. Corporate HR specialist
2. Flight attendant

so harshly.  

Other than that, a professional dog groomer, a few models, then there were the usual waitresses or receptionists. Since I tend to see college age providers, a lot of them were actual college students, and many were full time providers with no other job.

Parking meter maid, in LA.  Became a rather famous madam.  Media tagged her as LAPD, which was not true.

Just dawned on me, years ago, in Whittier, Ca, I had a hygienist.  HOT 30’s Latina.  I was shocked when she told me.

Every time I go home saying "she flossed me without a condom"

I'll let you choose from 5 to 10 in Leavenworth or 7 to 11 in Woolworths.

closing argument?

Not Norma Jean Almodovar?

Nah, you're thinking about Marty Feldman in "Young Frankenstein."

I saw a gal who was studying mortuary science and had worked in the service as a mortuary tech of some kind. Great provider in Baltimore - loved to watch herself in the mirror. Can't remember her name, but she was completely BSC.

but she was really all about tasting the sauce. Still chat with her every once in a while.

I once hooked up with a retired pornstar who lived in Baltimore.  I had heard she was still pretty hot (she was in her 30's at this time) and I also heard she was retiring from porn and likely retiring from escorting too in the near future because she was pursuing a career in nursing.  I got a hold of her email address and reached out and connected up with her.  We set up a date at her incall.  She was hot I will say that.  I asked her about the rumors I heard about her becoming a nurse and she admitted it was true.  She figured she had a limited number of years to do sexwork because as she said "when the body starts to age, physically we become less attractive and the business just dries up".  I have to admit she was being very practical about it and wanted to be able to earn a decent living when the time came to retire.  After our session she took me downstairs and showed me a little side room on the main floor she had set up as a study room.  There were books of anatomy and physiology, medical dictionaries, all kinds of notebooks with class notes.  She really was taking the courses and studying at Johns Hopkins.  I told her I thought he would make a great nurse.  It caused her face to light up in a big smile.  Best time I ever had.

What does BSC mean?  

Bat Shit Crazy

At one job, she sucks the blood out of her client. At the other job, she sucks the sperm out of her client. For your sake, I hope she doesn't get confused about which job she's working on!

Guys were dying to see her.

Besides the 2 nurses:
Ski Instructor
Federal GS12 Admin Specialist.... lol
My son's Nanny
Several female soldiers (one worked for me - very dangerous thing to do--especially in the old days -- not so much now days)
PanAm stewardess (back when that was the term)
Preacher's wife (well I guess that is old hat for many)