[Voyeur] Upskirt stories

[Lucky_doug]

A memorable incident happened when I was in year 11. It was early summer, May, I think, and the days we’re getting warmer. Our teacher, Ms M****, who was reasonably attractive but no beauty, and downplayed her assets by wearing plain and modest clothes, decided to take the class out to the quadrangle and teach us there as the classroom was really stuffy.
In those days all female teachers wore dresses or skirts, stockings or pantyhose, though in summer they would frequently leave these off for comfort reasons.
On this particular day she was wearing a skirt that came to her knees, nothing really short. She took us outside and she chose to sit on a wooden bench, the rest of us, because it was dry just sat on the grass, it was tidy and clean so this was not a problem.
Realising the potential of this setup, I chose to sit upfront directly in front of her. As we were on the ground and she was slightly higher we had a potentially advantageous view of her legs and knees. There was every hope that she might move and open up a space between her legs with the chance of seeing up her skirt. This, however, was a distant hope as she was known to be a bit of a prude and very careful with her movements.
Nevertheless, if you don’t plan and hope, you will miss the opportunity when it presents itself.
So she begins teaching us, sitting on this bench. There is a tree some distance above from which there are birds coming and going, chirping but not making too much noise to disturb the lesson. At some point about twenty minutes into the lesson there is a bit of a ‘kerfuffle’ when something drops out of the tree and directly into her lap.
She was really unnerved by the incident. She really didn’t know what had happened and I think she was frightened by it. The bird made a racket and a raucous which seemed to frighten her even more.
Normally if something like that happens a person would just try to swat away the ‘object’ scooping it up and off their lap. But she seemed reluctant to touch whatever it was. She didn’t initially realise it was a bird, a baby, as it happens, that just fell out of its nest. So, instead, she lifted up her skirt to try and gather the bird and toss it onto the ground! Well, you can imagine what happened, she lifted the whole front of her skirt, completely away from her legs providing for those sitting up front a magnificent view of her legs, thighs and panties. In her enthusiasm to remove this ‘uninvited’ guest, she also parted her legs to quite a large degree, increasing our view of her delightful charms. In the ensuing fracas I got to see her white panties, which, I have to say we’re pretty sheer and highly cut, and her bush, which was full and dark was clearly visible through the thin material. I was both surprised by her choice of underwear, which I would never have expected her to wear, and delighted at the show she gave us, which I treasure to this day several decades later.
The whole event only lasted a couple of seconds as she stood up pretty quickly and rearranged her skirt, apologised to the class for the interruption, then, when she saw it was just a baby bird asked one of us to scoop it up carefully and place it some distance away for the mother bird to find it and return it to the nest.
Following that, she resumed the lesson, as though nothing had happened. Just that some of us had collected memories that were well worth reliving for years to come.
Truly a memorable lesson.

[Lucky_doug]

Originally Posted by georgeharris

I used to catch the train home from work years ago and there were 2 girls I saw regularly who would sit so that their white pants were clearly on display while they read a magazine. They used to glance at my crotch to see if I had a boner and they weren't disappointed, it was a real turn on the see them looking and of course to have a nice closeup of their white pants. The seats were very close together.
The library was another favorite place of course , seen a lot of sights there that have kept me stiff for years.
I wish they would all catch me , call me a filthy pervert and take turns sitting on my face grinding their undies into my nose.

It is true, school girls frequently offer opportunities to see up their skirts, especially as they have a penchant for wearing really short skirts on top of their knickers. It’s always fun trying to guess their colour before you see them. Are they school uniform knickers or is the girl being naughty and wearing non-compliant panties?
But, for me, even then, it was more fun, and a greater accomplishment to get an upskirt of an adult, an attractive woman wearing a stylish dress or pretty skirt. Women didn’t usually sit with their legs blatantly open so a frontal up skirt was rare. However, the trains were usually packed when we went home, so standing room only was a situation we had to deal with. This could turn into an advantage. If you were careful and strategically stood behind a woman with a shortish skirt which flaired a bit, with the aid of a carefully concealed vanity mirror you could gain a quick glimpse up her skirt.
In this way I was successful in seeing many different coloured panties, red, white, pink, black, navy, yellow and patterned. I developed an unobtrusive method and I never attracted ant attention, or at least I never got into trouble, though I must have looked up scores of skirts and dresses.
Oh, for the blissful school days when we had such fun!

[Lucky_doug]

It is true, school girls frequently offer opportunities to see up their skirts, especially as they have a penchant for wearing really short skirts on top of their knickers. It’s always fun trying to guess their colour before you see them. Are they school uniform knickers or is the girl being naughty and wearing non-compliant panties?
But, for me, even then, it was more fun, and a greater accomplishment to get an upskirt of an adult, an attractive woman wearing a stylish dress or pretty skirt. Women didn’t usually sit with their legs blatantly open so a frontal up skirt was rare. However, the trains were usually packed when we went home, so standing room only was a situation we had to deal with. This could turn into an advantage. If you were careful and strategically stood behind a woman with a shortish skirt which flaired a bit, with the aid of a carefully concealed vanity mirror you could gain a quick glimpse up her skirt.
In this way I was successful in seeing many different coloured panties, red, white, pink, black, navy, yellow and patterned. I developed an unobtrusive method and I never attracted ant attention, or at least I never got into trouble, though I must have looked up scores of skirts and dresses.
Oh, for the blissful school days when we had such fun!t

[4cali]

My wife and I joined our friends and their toddler at a pumpkin patch this past weekend. My wife and her girlfriend opted to stay under the covered area with heaters while the husband, kid and I ventured to the patch to pick out pumpkins. He nudged my arm at one point and said “that’s quite the pumpkin hunting outfit over there” I glanced over to the next row and saw three girls, one of which had a skirt that was extremely short. It was a pretty cold day so it was surprising. I didn’t make a big deal over it but I glanced that way several times. She appeared to have a nice set of thick thighs and her butt protruded in a nice way. At one point I glanced over and she was squatted down facing away as if to lift a large pumpkin. As she stood the pumpkin was pressed to her stomach and had pinched a bit of her skirt. As she stood up the back of the skirt rode up fully displaying the bottom 80% of her thonged ass cheeks. She had an amazing bubble butt. Her friend shrieked and quickly pulled her skirt down. She gave me an extremely sheepish look and they headed away. My friend hadn’t noticed but what a view I got!

[EyefunJo]

Fresh out of the oven!! Just happened an hour ago.

I got a document needed to sign so I went to my supervisor's cubical. He and a female coworker' seats are next to each other. When I wait for him to sign, I noticed she was at her seat clipping her toenail with her foot on the chair also.
I could clearly saw her purple panties from my angle, and I just kept my quiet and looking.

Later another coworker came and told her she got her undie so exposed. She said it's fine cause she got safety shorts underneath. I was like, huh... but I didn't see the shorts. Then I heard she said "shoot! I thought I wear it"

It's so funny Lol Gotta share the story to y'all

[toonzilla]

I used to give Olivia "missions" to do at work so she could come home and tell me about it. Stuff like, give someone a downblouse with no bra, give someone an upskirt with no panties, etc. Here's the upskirt one in her own words:

The more “missions” that I was given, the more I’d have to work at finding ways to accomplish them without risking my job in the process. I had recently completed a downblouse scenario that went over well but this time the mission was considerably tougher to pull off: an upskirt. It was a little easier, I guess, in the fact that having no bra is noticeable, having no panties isn’t. But more difficult in the fact that looking down a low-cut top is a much simpler scenario to arrange. Since Joe, my previous pawn, didn’t know much about computers, I figured that Matt, the IT guy, was the go-to on this project. Matt was a nice guy and had asked me out at one point, before he knew I was married.

I usually wore slacks or jeans to work so when my hubby saw that I was wearing a skirt, he suspected something was up. He tried to take a peek under it, but I just slapped his hand away and told him to mind his own business. At that point he knew something was up and I’m sure was turned on all day thinking about it.

At the beginning of my workday, I made sure that Matt knew that I had computer issues and needed him to take a look when he had a chance. He was having a busy day but said he’d come by when he could. It was around 11:30 when he finally showed up, just before lunch. He popped in with a small flashlight and a clipboard and listened as I explained (or rather, made up) what the problem was.

Matt told me to scoot over a little so he could check out my chassis. Realizing what he said, he blushed a little and apologized. I giggled playfully and said “No worries. Have at it.” As I moved over and he went under my desk, I slid my skirt up above my knees and spread my legs apart. At first, he didn’t notice at all, moving his flashlight around to see if it was a connection issue, but as he turned his head a little to let me know that he was going to have to open the computer up, I knew that he knew.

He stumbled over his words a little as he was asking, and I could see the light from the flashlight leave its position aimed at the computer and move more toward where I was giving him the show. “Let me check a few things out here before I do that though,” he said. “I might have missed something.” I watched as the flashlight moved back toward the computer but then slowly returned to checking me out. To give Matt an even better view (though I’m sure he wasn’t complaining at the current one), I shifted around to cause the skirt to raise up even higher onto my thighs. I also continued to type as all this was going on just so he'd think it was all just a happy accident. I knew that at this point, Matt could see everything, and it was not only exciting for me that it was turning him on but, even more so, how much it would turn my hubby on when I told him I’d completed my mission successfully.

I threw in a little extra at that point. When Matt finally announced he was coming up to get a screwdriver that he had forgotten, I pushed back in my chair, my legs “accidentally” opening even more. “Oops!” I said, putting my hand down to cover myself. “Sorry about that.” Matt stammered that it was no problem and as we connected eyes, I shyly smiled at him before rolling my chair back into place. “I’ll be back in a bit to finish that up,” Matt announced, his clipboard hiding what I suspected was a bulge in his pants and retreated down the hall. “See you then,” I said.

Matt never did come back that day. Guess I was a little too much for him. And I can completely understand that...

Obviously, there weren't any pics taken but these are a good representation of what Matt saw...

[Brt38]

On a long ride home, I stopped for having a leak at some kind of puppet museum alongside the road. Except for a coach, the parking lot was empty. When I came inside the museum shop, most of the people were gathering to leave, a blonde lady in a green woven dress was helping a few of them to pay for their purchases, at the cash register being at a table in the middle of the shop.

When I got out of the restrooms, the shop was empty, except for the lady at the cash register, who was hiking up her dress, until the waistline of her sheer pantyhose came into view, which had almost sagged below the leg holes of her white full panties. When she pulled up the pantyhose, she heard the door close behind me. She turned around, and in a panic she pulled down the dress as quickly as she could, and turned red as a tomato.

[Smash442]

I’m an electrician and three days a week I’m in the bucket truck doing street lighting repairs. One job I had was in a large shopping center parking lot. Mid August on a Saturday there are short skirts everywhere. All I had to do was boom up to the light and stay there. Panty shots everywhere. Thru the windshield of their car, as they get in and out. Couple cars with 3 or four girls out shopping I knew what color panties everyone of them had on. I could even take my cock out and give it a couple tugs since I was in the bucket up to my waist no one was the wiser. Those were some good days and some of those lights took forever to repair.

Another time in the bucket I extended over the roof line of a couple condos is was around dusk so if lights were on I could see right in the windows. This one condo has a massive skylight and I was able to get almost right above it. Looked in and saw a woman getting ready for a shower. I saw her undress but had to bail for fear of getting caught. Saw her in her black panties full ass and no bra small firm and giant nips. That was a good day as well. I have other stories of working above a ceiling in a Gap store. Will save that one.

[mossycleft]

Before we were married, my wife had this black, knee-length skirt that she used to wear to the bars. It wasn’t really a skirt, it was actually a black slip that she wore as a skirt—very light, thin, black fabric. She regularly wore the skirt without panties, which was a huge turn-on. At that time my future wife kept her pussy hair mostly shaved, so there wasn’t much you could see with the skirt on other than a faint mound where her pussy was. But it was still hot knowing that I knew—when no one else did—she was wearing no panties.

After several months of dating I convinced my future wife to grow out her pubic hair. After a month or more, she had a very nice, thick, dark full bush. I was totally smitten and turned on by her big bush. The only downside was she didn’t feel comfortable wearing the black skirt out without panties anymore. She tried it on for me at home a few times and there was always a clearly visible, large, crinkly mound of pubic hair showing at the front. She would put the skirt on for me fresh from the shower, when her bush was at its bushiest, and the big, crinkly mound was even more pronounced. This totally turned me on—she was fully clothed, but she was also nearly naked and bottomless because you could clearly see she had a big, hairy bush under her skirt. The only problem was, I was the only one seeing her like that.

Fast forward a couple years and we’re on our honeymoon at an all-inclusive resort, getting ready to go out for some drinks in the evening. Lo-and-behold, she brought the black skirt along. And she actually wore it out, in public, at a bar/restaurant that night. I remember her wearing the skirt and me being actually a little nervous about potentially showing her pussy off to strangers. But my wife was totally nonchalant about it. The lighting was bright enough that I could clearly see her hairy mound puffing out the front of her skirt whenever she was standing up. It was a huge turn-on knowing that anyone who was paying attention could basically see my wife’s big, hairy vagina, just out there for all the world to see. She knew other people could see her bush, but she didn’t care that night.

We hung out at the bar for at least 30-60 minutes, but, needless to say, it wasn’t long before we went back to our room.

[enjoyslife]

Originally Posted by Smash442

I’m an electrician and three days a week I’m in the bucket truck doing street lighting repairs. One job I had was in a large shopping center parking lot. Mid August on a Saturday there are short skirts everywhere. All I had to do was boom up to the light and stay there. Panty shots everywhere. Thru the windshield of their car, as they get in and out. Couple cars with 3 or four girls out shopping I knew what color panties everyone of them had on. I could even take my cock out and give it a couple tugs since I was in the bucket up to my waist no one was the wiser. Those were some good days and some of those lights took forever to repair.

Another time in the bucket I extended over the roof line of a couple condos is was around dusk so if lights were on I could see right in the windows. This one condo has a massive skylight and I was able to get almost right above it. Looked in and saw a woman getting ready for a shower. I saw her undress but had to bail for fear of getting caught. Saw her in her black panties full ass and no bra small firm and giant nips. That was a good day as well. I have other stories of working above a ceiling in a Gap store. Will save that one.

I never thought of the bucket truck guys might have such good opportunities like that. What a view you must have had from above like that. Good story to share.