Federal Air Marshal until he got arrested yesterday.:)

I'm surprised no one has suggested working in a shoe store.

Over the years I've gotten quite an eye full in these places as a customer... although more often than not from the female shop assistants. I guess the customers are probably a bit more alert to what other customers might see.

The other place that is truly awesome is working in a weddiing gown shop... when my wife and I where looking for a dress I was anazed at home many woman didn't seem to care if you saw them in their underwear or their naked tits

yellow_fever, you should tell us a little about that time frame at the gas stations. Like older vs younger women, stockings or no stockings, girdles or panties, and any differences when pantyhose came in were the women more likely to show off their legs since they were covered all the way to the waist, etc?

I do recall being in a high end department store buying shoes for my college age daughter and the saleswoman did provide a nice upskirt a few times during the process. Also, at the same time that I was sitting in a row of chairs as the saleswoman was helping my daughter I happened to look at a mirror on a wall and a customer was providing a nice upskirt as she was trying on her shoes. Since I was not in a direct line of sight to her, but reflected off a mirror, she did not notice my ability to check out her legs and more as well.

As I remember
 

The place where I worked was a combination convenience store/gas station/bait shop/boat dealership. It served the local community year-round and in the summer, the tourists and fisherman headed for a major lake that was located about ten miles away. I was the only one working there who was not a member of the owner's family, other than an outboard motor mechanic who never left the boat shop.

I worked wherever I was needed, but my primary job was to man the gas pumps. When a car pulled up, I would gas it up. While the pump was running, I would check the oil, visually inspect the tires for low air, and wash the windshield.

The women that I remember would have been college aged or in their twenties. Older women tended to dress more modestly. Miniskirts were popular and so were short shorts. Young women didn't wear hosiery (either stockings or pantyhose) in the summer time. Tube tops were also popular and could be pulled down to show off cleavage. I lot of women wore bikini tops and shorts. A popular type of the bikini had the strings running through hemming tubes sewn underneath the triangular tops so the fabric could be adjusted for greater or lesser exposure as the wearer wanted.

A lot of times the woman would remain in the car because the place looked a little rundown and she probably didn't want to take a chance that the restrooms weren't as clean as women prefer. So the guy would go into the store and check out the men's restroom and come back and report on its condition before the women got out and went to use the women's facilities.

That meant that the women were in the car by themselves while I washed the windshield. I would get a good look between her legs and because my head was above the level of the roof of the car, she couldn't see my face or what I was looking at. Most women realized this and kept their knees together when I was washing the windshield, but some either didn't think of this or didn't care. So, I could see up their skirts and see at least the gusset of their panties. If they were wearing shorts, I would check out their cleavage or look at their torso if they were wearing a bikini top.

I had to be careful not to linger over the windshield as I didn't want the women would figure out what I was doing and complain to their boyfriend/husband. I never got caught, so this was definitely a fringe benefit of that job.

Commercial floor installer
 

Long time ago, I worked as an apprentice in this industry and the owner of the shop was an older guy from Italy. He had lots of little techniques he would use to make sure the floor laid flat, etc, before all of the new gadgets came about.

Sometimes he would use a small, square mirror that he would use lay on the floor to be able to see it from that angle as you cant get your face flat against the floor to check how level it looked.

Bottom line...many a woman would step right over that mirror not even seeing it there, one time one of them was talking to him and standing right over it...with her back to me. All I had to do was look straight down and got a great view! Even IF she had noticed all I would have done is turn away before she could turn around,lol.

Soo...not a lot of upskirts for sure, but quite a few no-risk upskirts.

Come to think of it, this is a good point. I went wedding dress shopping with my best friend (yes, female) probably 10 years ago, and again with my wife 9 years go. I do remember seeing many, many women in panties and bras during the process. I remember seeing many women covering their bare breasts with their hands, and I do remember seeing one woman topless in the mirror when she had the changing room door open. Both my wife and my friend were the careful type, though; I didn't see anything that wasn't intended, and neither did anyone else.

I do recall several years ago, before the Spanx attire being in a shopping center parking lot with many stores and one of which was a wedding dress store. Well I just so happened to be parking my car when I noticed a family of women (likely the bride to be, her mother and a sister or friend) walking to their car from the wedding dress shop. The bride to be was dressed more than the others and carrying her dress in a large plastic garment like bag. Well the bride was putting the dress carefully in the rear seat of the car and as she was careful to do it just right she was leaning over and inside the car. Well she had a dress on that day and as her dress rose up from behind it unveiled that she had a long leg panty girdle on so that likely was what she planned to wear under her wedding dress. Now this was long after the popularity of girdles but before Spanx and I was nicely surprised at her wearing a girdle being a young women in those days.

My other favorite job was deckhand on a dive boat. It was my buddies boat and we took divers out to a well known wreck every day. When the dive was over my job was to help them out of their gear, if the lady had on a 2 piece bathing suit under the pull over wet suit top, her bra was coming off 100% of the time when I pulled off the wet suit. Not an upskirt, but nice occupational nudity.

any of them ever freak out? Or a boy friend get mad? Was it a 18+ I'd imagine if the girl was way to young it would be akward