What jobs see the most upskirts?
 

Not counting medical jobs. I was working for a restaurant doing valet parking in the 70's when skirts were short. About half the women under 40 that I opened the door for and helped her out, rewarded me. I'm sure mostly unintentional, but when they swung that leg out, Boom. The other valet and I were keeping score.

I used to work at a security desk for a high-end corporation, so all women wore skirts and blazers. They would all sit down in the chairs, get out their laptops, and open their legs just enough to balance their laptops on their knees to get some work done while they waited to be brought to an office. Upskirts every day, all day, for two years. :)

Students
 

Does “student” count as an occupation? I would bet that students still see more upskirts than most of us, from both other students as well as women teachers. I don’t know how many students wear skirts these days, and actually it’s been a few years since I was in a classroom even as a parent. But ten to fifteen years ago I was in high schools at parent-teacher conferences and open houses and glimpsed a few teacher opportunities. One was a young Social Studies teacher sitting across from me in a short skirt that flashed just the quickest glimpse of white panties. In another classroom, an attractive English teacher was sitting on a stool at the front of a classroom in a fairly short skirt, her thighs at eye-level to us sitting at the desks. I didn’t get the money shot that time, but I noticed a lot of the classrooms had stools up front for the teachers to sit on while lecturing.

And then I would just guess that a teacher would be a good occupation to have if you like upskirts. There still have to be some students out there that wear skirts and get sloppy with the way that they sit in class.

IT support has to be high on the list, all that crawling around under desks..

Quite a while ago I worked in an office where the desks were laid out in large irregularly shaped blocks which lead to quite long under desk journeys whenever there was a job involving cabling with no-one at the desks really knowing where you were unless they could see you through a gap or you accidentally brushed against them.

One afternoon a guy came back reporting that one of the girls was going commando which lead to quite a lot of extra troubleshooting trips being made during the day:D

We always had a suspicion that she knew what was going on but we never asked.

Yup, IT works for me. I was working in an office in Germany. It was summer, hot. One of the girls was in a VERY short skirt working at a desk up against the wall. I needed to get down under the desk to alter some plugging, so rather than having her think me a perve ( I DID quite like her) I told her what I needed to do asked her if she wanted to move away for a few moments. She said "No", she was busy, and told me to just get on with it. So I did and the temptation to get glimpse up her skirt was just too great. :) She didn't seem to care. I suppose that's continentals for you.

I worked in a furniture store for a couple years and realized you can get a lot of upskirts if you stand in the right place when women sit down/get up from couches and chairs. But the best ones come from women trying mattresses if you stand near the foot of the bed or the side, and they would often last a fairly decent amount of time. I saw plenty of underwear and bare pussy views, with a lot of them actually being nice to look at.

The most memorable was a gorgeous blonde that was probably early 20s that came in with her boyfriend. She/they must have been into exhibitionism because there is no way that almost every time she was in I got a show by accident and later she would give me this smile like she knew I enjoyed looking at her. She had a really nice fit body with full C tits and she never wore underwear. She had a delicious looking pussy with a sexy little landing strip that I got to see probably almost a dozen times. She would either wear short skirts or dresses or a couple times gym shorts that had big leg openings so when she sat right you could see straight in the leg to her pussy. One of the best views was when she had on a tight dress and laid on a mattress for a good 5 minutes. When she got on the bed it worked her dress up to just below her ass cheeks and then she would keep her legs apart enough that I could see her pussy the whole time. At one point she even raised her knees up and brought her feet back close to her ass and holy shit was that a view. I could see her entire pussy and asshole, both spread a little. Needless to say, after they left I had to go on break and rub one out haha.

I do IT now and I can verify the other posters. My favorite was this woman's sportswear shop, the main PC was in this nook under the cash register. The only way to access it was to lay on my back or side on the floor in front of the register. The ladies working there had to check out customers so they would stand over or straddle me. It was a store joke "no commando, Chris is working on the PC." I'd pretend not to look up, but I'd get busted all the time.

When I Was a Teenager
 

I worked at a full-service gas station and was expected to wash the windshields of the cars while the car was being gassed. This was in the late 1960s and miniskirts were still popular. I have since learned that a woman always knows exactly how much she is showing, and to whom, but back then I didn't realize that the upskirts I saw were deliberate.

i tend to show a bit of leg in the office

agree with yellow fever
 

Worked at a service station while in school. Had more pussy flashed at me that you can imagine. Also had a lady offer me a squeeze or suck of her bare tits for a gallon of gas, and a motorcyclist offer me a blow job from his wife for a full tank.

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

I think divers are inherently risk takers, this was not a big deal to anyone. I don't remember anyone getting mad, people were pretty relaxed after diving, usually a lot of laughing, squealing and giggling followed, some ladies just calmly stood there topless while we untangled the bra from the wet suit. These woman had dived before, they had to know what was going to happen.

Since these were certified divers to a decent depth I don't think anyone was female <18.

Would thee be any pics of that please ! ?

Lisa at Burger Joint
 

I worked in a famous burger joint when I was in my early 20s. One of the counter girls named Lisa wore uniforms with very high hems. They were so short that she couldn't bend much without showing her underwear, either her crotch if she bent her knees or her cute little ass if she bent from the waist. She was 19, short, cute as a button, bleach blonde with A-cup tits and must have weighed about 100 pounds. The guys working there kept an eye on her, and the first to glimpse her panties would call out the color and some meaningless adjective, such as "Pale Green Thursday". There were a lot of business-related call outs ("cheese on 12" for instance), so to customers it sounded like BAU. But everyone who worked there knew what that special call was, and who it identified. Lisa would blush bright red every time, but she kept wearing those short outfits.

I got an afternoon date with her one Sunday when we were both scheduled off. I rode my motorcycle to her house, but her parents wouldn't let her go on the bike. So I went home and traded my bike for my VW microbus and returned to her place. Her parents recoiled at the site of my little bed-on-wheels and forbade her from going with me in it, too. Since I was out of vehicle choices we never did go on that date, but I have always wondered if I could have gotten a better view of her panties-of-the-day and maybe a lot more.

Giving Directions
 

When I was Officially Certified, we would usually have to close roads and detour traffic. Civilians would always be asking directions. In the US we sit on the left to drive and womens shirts button "Right over Left" so when they are buckled into the drivers seat and they lean forward and to the left, their shirts gape open.

I soon discovered that if I stood further back towards the rear of the car, I would get a better view down the blouse and this became my SOP.

This works all the time.

Of course this was before wearable cameras so you rookies be careful.

Halloween Town!
 

Not upskirts necessarily, but since it's the season for the Halloween Town stores that pop up each year, figured I'd mention the eyeful I recently gave the guy running the makeshift changing rooms. The one I went to this year was basically just pvc pipe and not nearly enough curtain to cover the "doors." And since we're all trying on sl*tty costumes anyway, we're already in a pretty giving mood. Anyway, when I was standing in line I noticed the guy, probably 19 or so, was giving the boys the rooms down the hall and the girls the ones right at the front near his little station (well played...) so I ended up about five feet away from him with very little cover as I was trying on a sexy Alice In Wonderland costume. At the very least he saw me in my thong with a bit of sideboob, although I'm sure he saw more since keeping my back to him was pointless with the mirror right there. Kinda my own fault, but whatever... I wanted to make sure it fit right. Anyway, the girl across the way hardly even bothered with the curtain, so if any college guys are looking for jobs, I'd say that's your best bet. Just don't get caught staring too long ;)

[QUOTE=jbarrett;1641587}... I was trying on a sexy Alice In Wonderland costume....[/QUOTE]

How about posting a pic of you in your costume? ;)

Nope. Sorry, I've already posted before about how I found this site when someone showed me a naked picture of myself on here. And if you happened to be looking at it when you finish sometime then good for you, but I'm not pointing you in the right direction to see it and certainly not posting a new one. :rolleyes:

I too worked in a shoe store. I was 15 and mini-skirts had been on the market for about six months. Saw more pussy with and without than I can remember. Had this one woman who used to come in every Saturday and give whoever was serving her a good show of her nicely trimmed puss. Just to be fair us guys used to trade off each week so we all got a turn.

When I was in my twenties, I worked for a valeting company here in England.
We saw upskirt glimpses every day we were working. Some of the women knew they were displaying a little more than a quick flash of thigh as they got out of their vehicles.
Some women would wait in their cars while we gave the vehicle a quick outside wash. One woman in particular worked in a bank and would come in to have her car sorted while still in her uniform. Every time she came in she would stay in her car while we carried out the duties. She always wore a short skirt either with or without tights (pantyhose) and no knickers! She would always pretend to fumble in her handbag in the backseat of her car and so her skirt rode up and her legs open giving us a nice view of her trimmed pussy.
The other women that came in to our workplace would usually give us a glimpse unawares as they got out of their vehicles as they had their legs open awarding us many views of panties tightly wrapped around a nice bulging pussy.
Summer was always an interesting day at work

Showing leg !
 

Mmm I am sure a few people would appreciate the view!!
ZL00py

I was pre-med in college and as such I had to do 300 hours of volunteer time in the ER at the university hospital. This was in New York City so we saw a fair share of really gruesome things. But there were also many cases of people coming for lesser reasons, like they were drunk, or had fallen and hurt something, or they had the flu and so on. For these people, the doctor would give them an IV to keep them hydrated and they'd usually stay with us all night until they felt better. After an hour or so, inevitably they had to pee. This is where I came in.

As the student volunteer, "pee duty" was one of my main chores. I'd give the guys a funny looking pitcher and they could go in there. For the women, it was trickier. They needed to use a bed pan. This meant I'd get them to sit up a little and lift their body a few inches while I slid the bed pan under them. To do this, I'd have to lift their hospital gown so I could get the bed pan in the right place. Every time I got a full view of naked pussy.

I would say the IT guys they crawl under desks my friend who works as a computer technician even took some photos most are dark but there are some who you can really tell what color of panties they are wearing.

So even though I am not from the IT dept I would go crawling around pretending to be picking up things trying to check the cables etc.

Those guys would even have a bet about what color of panties would a particular girl be wearing for that day.

Yep, I can personally vouch for this, to a limited extent. Back in the mid-90s I worked part-time as a computer tech to help pay for college. The vast majority of my coworkers were female, but most of them were older (whereas I was only about 20) and didn't meet my, um, "threshold of hotness". If I were less picky I could have had probably dozens of stories of upskirting 45-65 year old overweight spinsters. This left me with the younger ones, who sadly didn't wear skirts as often and were actually interested in chatting and paying some modicum of attention to a guy near their own age. But if she's actually paying attention to me, how am I supposed to sneak an upskirt peek? :rolleyes:

Drawbridge work.

From experience...most drawbridges have grated decking to save weight. When working underneath the sidewalks in a downtown-type area, you can see the panties/pussy of.....say, 50% of the girls who walk by?

Sure, on many jobs you aren't near a sidewalk....but when you are...damn. As they say, when it rains, it pours!

Also: Theatrical audio engineering.

I have seen MANY girls/women in their underwear while attaching microphones and/or changing batteries. During a show, a wireless mic problem will often involve an entire hiking-up of all costumes revealing her in nothing but her underwear while you fiddle with the electronics. I will admit....some women had more "issues" than others....

Business Machine Repair
 

Early 70's when I was about 20. My Company had a contract with the Government to maintain and repair office equipment. Sometimes it would be a faulty cord end or something else that required crawling under a desk or work station. Days of short skirts and an Air Conditioning system that would not keep up on hot days. A few girls would go commando. I would get a BONER:p and have to sit in front of a Machine and 'check it out' for proper operation(excuse), until my Boner would subside.:D

Any cop that works traffic and stops cars on a regular basis sees daily up skirts. Most are probably accidental but many are obviously on purpose.

Airsteward
 

I can't vouch for it, but in the 80s and early 90s, I worked as an air steward for one of the big international airlines, and this proved a perfect opportunity of seeing up many women's skirts.
As one of the few non-gay stewards, most of the women stewardesses weren't too concerned about showing what they had to me, so as well as the passengers, I got to see a lot from them too.
When we sat around on our breaks, most of the girls would sit with legs uncrossed, often with knees apart too, thus giving me great views. As most of you probably know, stewardesses for the most part wear stockings and not tights as these are more practical, so views were not only of inside thighs and underwear, but of stocking tops too. Delightful!
One of the best places to view underwear was in the staff cabin on long haul flights, where we could go to lay down for an hour or two. We used to take breaks two at a time and invariably the girl in the opposite bunk took off her dress so as not to crease it, giving me a great view of their bra, panties and stockings. I must admit on a lot of occasions I masturbated looking at what was on view but luckily, never got caught.
There were numerous occasions also when I got a good sighting up a passengers skirt, especially for some reason those in business or first class. Often legs were open when the women went to sleep and walking down the aisles was a great way of taking in the views. On a couple of occasions I saw a panty-less crotch and a shaved pussy but normally it was just a panty view upskirt.

Teaching MCAT/College Tours
 

I wanted to do med school--didn't for many reasons, but wanted to. I aced the MCAT (like the SAT for doctors) and my college had me teach small groups of students how to do well, kind of like some sort of Kaplan course.

Lots of close calls so not the best job, but two girls I remember well. Both were super hot.

First was 5"8 or so, long straight red hair, blue eyes, fair complexion, skinny with smallish but firm breasts and a great ass. She was so ladylike in dresses and skirts, out of any student she never even came close to offering anything to an upskirt.

So imagine my surprise one day at the end of class when she asked me for help on some problem. She was wearing a cute pink blouse and white skirt. I looked at it, solved it, and wrote the answer in marker on the board. She stared at the question, then at my solution, then at the question, and while deep in thought popped her legs open offering me a view of her pink with white polka dots panties. Only ten seconds or so, but enough to put on a little show while she thought about it. Never again did she offer anything close, always so ladylike. Thanks tough question!

Other girl was 5"5. Little Jewish firecracker. Big eyes, long black hair, big breasts and ass but not fat, played sports. One day I get to class and she's front row already. I give a practice section to start--30 minutes, and sit down. My table was lower to the ground than their higher desks, and she was right in front of me, maybe two feet away. I brought a book and was reading and looked up and noticed her shorts were short. She had on a black tanktop and black and white shorts. Similar to the first as the test started she was thinking hard and opened her legs a little. Nothing crazy I figured, I wasn't peaking to not be obvious, but I did note the black and white pattern repeated, but then she moved her legs over, opened them some, and wait... there was some yellow. I looked at the hem of the shorts and realized, these weren't shorts but were an absurdly short skirt. She wiggled her legs a little more and exposed more of her panties--pink now. It was that the skirt was black with a white hem--really looked like shorts, and the top of the panties where white, then black. It seemed to match. Then the yellow, then the pink. I glanced the whole time over my book, she didn't realize that two feet away I was eye level with her open crotch, I could see all the movement of her gorgeous legs and her tight panties pressed against her crotch. I'll admit that post that practice test I had to give a shorter 15 minute question set and feign a phone call since I had well... business to attend to.

A few classes later she was sitting further back, this time in a light pink dress. She sat most of the class with her legs a little open giving views of her brighter pink panties.

Lastly, I also gave college tours. I was a sophomore at this time and the 'boss' was a junior girl. Gorgeous all american, long brown hair, flirtatious, killer body. You had to get there early to set up and see where to take people, who had what groups, etc.

One day I was checking some files in a small off room while the boss was doing similar along with another male worker. We were talking baseball when a female coworker--and best friends with the boss, comes in. She needed the computer and the room was cramped so the boss hops on the table next to the computer and draws her knees in. Did I mention she was wearing a navy blue dress? Realizing my chance for a peek I move around my male coworker to aid him, and my switch worked--I had a perfect view straight up her dress. She was so engrossed in conversation she didn't realize I was gazing into the promised land (hell looking over my male coworkers shoulder so if she turned, easy to make eye contact with him) and she talked for ten minutes or so. She had on tight gray panties that were wedged inside her, amazing camel toe. Perk of the job I guess.

Full Service Gas
 

Several years ago while in school, I worked weekends when football season wasn't going on at a full service gas station, one of the few left. There was a huge nightclub just down the street and the waitresses there work great skimpy outfits and were all pretty hot. I saw more naked pussy washing windshields than you can imagine, as well as many other bennies such as having a nice boob pulled out and offering me a squeeze for a gallon of gas to get to work. Also got several phone numbers of hot married women that I put to good use.

I really miss that place sometimes.

anything with cars
 

Great forum, the topics are so...topical!
In my humble opinion, opportunities for upskirts and downblouses abound. It is particularly nice that girls/women are free to wear whatever they want, and a surprising number wear skirts and dresses these days. I like all aspects of women, but the voyeuristic aspect is my favorite.

So to stay on track, I think parking valets, and doormen at major hotels have the best jobs. Why? generally in metropolitan areas, with lots of tourists, and women dressed up for fancy functions, or maybe business - either way, there are lots of upskirt targets. I keep my eye out for opportunities to show off my wife, and she (mostly oblivious to my nefarious intentions) has often fallen prey to my schemes. Whenever we go out, I pay the extra few bucks to have the parking valet park our car. Not every valet is interested in peeking up dresses, but many are. You can immediately see when they are, as they leap to open the passenger door, even when they aren't taking that particular car. Then they "casually" hold the door open, seeming to look away, but you can see them angling their field of vision at just the right time to catch my wife as she swings her legs out of the car. Bingo, more often than not, my wife who usually tries to keep her knees sort of together as she exits and enters the car, still can't keep her legs from spreading at least a little, and her pretty panties are on display. She never wears stockings/pantyhose, so it is always a nice pantyshot.

In China (my wife is Chinese) the doormen are really blatant - in fact my wife has complained to me on occasion, and even once to the manager of a big hotel we stay at, in Hong Kong. (the manager just rolled his eyes, as behind her I just shrugged my shoulders....) I just tell her that she shouldn't worry too much, and it is hard to actually see much unless she is really careless, which I assure her she isn't...I'm such a liar! So we take taxis everywhere there, and every time we pull up to a hotel, or to a restaurant, the men in China are real horn-dogs. The percentage of doormen and parking valets that like to look is way up there, I'd say probably 80-90%. I really enjoy our trips to China, as my wife shows off her panties at least half the time she gets out of the taxi, despite her cute efforts at keeping her knees together, and/or pulling at the hem of her dress. Despite all this, she gets distracted enough that I see her spread her legs really wide on many occasions, and I can see the guy holding the door for her have a happy look on his face, and smirk at his buddies after, too. leaving her to manage all the bags from her shopping expeditions help, as she can't pull her skirt down or be extra careful when she is trying not to lose anything. I play the dumb husband, so they don't notice me at all. One time with friends, she had to scoot from one side of the back seat to the other, to get out. I was in the front, and I knew what was going to happen...Sure enough, my wife spread her legs wide several times while exiting the car, and there were THREE guys upskirting her, the taxi guy looking over his shoulder, and two parking valets, jostling for position to take a peek. My wife was so busy chatting with her uncle that she didn't notice that three strangers had just gotten a great look at her panties. (BTW, her panties range anywhere from nice cotton panties, bikini style, to really nice sheer lace...can't tell which ones she'll wear, but the guys don't seem to mind either type!)

A quick story about my ex-wife, who was in her early thirties when we got divorced. She also is Asian, and was a stunning professional woman, but who loved to wear short skirts and dresses - I guess it helped with her male clients! Anyway, she would drive this sports car to work every day, and occasionally I would go with her. I noticed this was a "full-service" garage, and the parking valets would park the cars for you. My ex would comment on how polite the valets were, "unfailingly" holding the door for her each time she came in or went out. No Sh** Sherlock, my ex wore skirts and dresses almost everyday, sometimes with pantyhose, usually not...I know for a fact she is not very careful, even when she thinks she is...I have no doubt the valets saw her panties just about every workday of the week!!

Anyway, lots of upskirt stories to tell, but this is about vocations, right?