The idea of approaching women while they are at their jobs containing interaction with the general public is a topic that is somewhat contentious among men.
When I think of women who work with the general public, these are the categories that come to mind of women to approach.
Strippers: Almost every man wants to bang a stripper.
Breastaurant Workers: For those not aware, breastaurants are the Hooters and Twin Peaks type restaurants.
Bartenders
Waitresses at Conventional Sit Down Restaurants
Coffee Shop Baristas/Fast Food Workers: The women who work at independent coffee shops and Starbucks can be attractive. I've never seen a hottie at Dunkin' Donuts. I've also never seen a hottie at McDonald's, Wendy's, and the like. If you are a hottie, you tend to find better employment than McDonald's.
Gym Personal Trainers or other gym staffers: A hot PT is a big turn on.
Real Estate Agents
Hotel and Retail Workers: This would tend to happen more for higher end retail workers than women who work at Walmart, Target, or a supermarket chain. Nordstrom's workers can be attractive. Hotels often have hotties working as staffers. Las Vegas hotels/casinos are known for this, but it can also in some bigger tourist destinations.
Healthcare Workers: It is a pretty common scenario to find an attractive woman as a nurse or medical assistant at a medical office or hospital. Dental hygienists at the dentist's office are common hotties. Years ago, when my grandmother died, I went to the assisted living facility where she died right after her death to help family members clean out her unit. There was a hot nurse/medical assistant there. My grandmother lived in another state not nearby and I was only in the city for a few days and did not have logistics. I also had a girlfriend at home at the time. There was a bit of a flirty vibe there. My cousin, who was in a declining marriage at the time, and local probably could have tried it. I think guys in their 20s/30s visiting their grandparents in facilities can hit on workers there, or guys in their 40s/early 50s with their declining parents.
Teachers/College Professors/School Staff: I'm not a parent, but I could see a scenario where a single dad might be interested in his kid's teacher or maybe a different teacher in the same school he meets in the hallway for parent-teacher conferences. An even better scenario might be a single uncle meeting his niece's/nephew's teacher at a school play or other elementary school type event, though single uncles rarely would attend such an event. A lot of younger undergrad men will be interested in their older woman college professor, TA, or other instructor.
I've generally believed in not hitting on women at work. It's ideal to meet women who work with the public in settings outside of work. Sometimes, that is not feasible though. If you are at the dentist and spot a hot dental hygienist, you should probably make a move then and there. Besides, you're not in the dentist's office much.
I had the holy grail experience in this happen to me while in college. I was playing pickup basketball and one night a stripper joined us. I got her number, we went out once. I tried to get her to bang. She didn't bang that night, and then eventually flaked. This flaking was special because it happened years before the first iPhone was released. Flaking was not as common in the pre-smartphone era.
I'd like to read some stories about these experiences and I think we can have a really good chat around it.
