[Voyeur] Upskirt stories

[TerryD1471]

I was working away from the office at a client's premises some distance away. One of our staff was a lady just a couple of years older than me and she arrived late on the train. I picked her up from the station and drove her back to the hotel where we were all staying. I carried her suitcase for her and she insisted on preceding me up the stairs to her hotel room. Her skirt was quite short and I expected a quick view of her knickers. Imagine my surprise when instead I saw a lovely expanse of bottom beneath her tights uncluttered by any panties. There was a wisp of pubic hair escaping between her thighs and the experience lasted several seconds as we climbed the stairs.

One of my colleagues later told me that she was known for ensuring that men she liked always got an eyeful.

[EyefunJo]

Every time I get my teeth cleaned, I go to the same familiar dental clinic. This time, there was a new assistant I hadn’t seen before. She looked Vietnamese, probably in her mid-thirties to early forties. The staff at this clinic usually wear light blue medical tops, and the women typically wear jeans. But this new assistant was wearing a gray short skirt.

I’ve always had a thing for legs, so the moment I walked in, I couldn’t help staring at hers.
When it was my turn, I lay down on the dental chair. The dentist was a petite woman, and she lowered the chair quite low for easier access. At one point, the assistant came into the room after being called by the dentist to get something. She had her back to me, standing only about five to six feet away from my chair. Since I was lying down so low with my mouth wide open, I had a perfect view up her skirt.

She was wearing panties that looked grayish-purple, seemingly a Victoria’s Secret style. She stayed there for quite a while organizing things, and I just kept staring straight up at her panties the entire time. The dentist was working on my teeth right above my head and had no idea what I was looking at.

My next cleaning is in six months. I really hope this assistant is still working there — she has really nice legs.

[TerryD1471]

I was on holiday with my family in the 1980s and we had gone to a theme park with a large ride-on model railway. It was American themed and having had a ride, I sat down in a place where I could see incoming trains.

As a train arrived I was watching the visitors disembark and most were sitting astride coaches from which people had to swing their legs over as they got off. I realised that there might be a chance of an upskirt view, but when a middle -aged lady swung her legs over, instead of the white knicker clad view I expected, I saw a thick black line between her thighs. It took a moment to realise that she wasn't wearing knickers and that I had had a glimpse of the promised land. Well, not promised to me, obviously!

[TerryD1471]

I almost feel ashamed at relating this story because the lady in question was truly a lady.
In my teens when I returned from school, I frequently found that my mother was entertaining a couple of neighbouring ladies to an afternoon cup of tea.

One of these ladies I found quite attractive; her name was Margaret and she was always very well presented. She sat opposite me with her legs crossed and I found myself always trying to catch a glimpse up her skirt. I guess it must have been obvious that I found her attractive, even though she was 20 years my senior, because my mother made vaguely discouraging remarks about her. I guessed that her marriage might have been unfulfilling as she had no children.

Many years later it happened that I met her when she and I were visiting my mother who was in hospital and I had a hug from her; I realised that there was more than just a little affection in that hug. There was a genuine yearning and it left a poignant impression on me. But what could I have done? I was married in middle 40s and she was?

[Gnome72141]

My sister and her daughter were over this weekend. Daughter is 22.

She had sporty clothes on with a very short black skirt. I assume it was a sporty skirt with shorts under it, but she sat down and bright white underwear showing the entire afternoon for about four hours.

She was aware of it at first, but then she didn't care and let it show.

It did nothing for me, obviously, but the other guests (including women) all stared at her all afternoon.

Her mother (my sister) pointed it out to her, but she clearly didn't care whatsoever. My sister whispered to me, "I would have died ten times over, but she is probably annoyed at herself that she even wore underwear in the first place! If I didn't give birth to her, I wouldn't think she was even mine!"

Reminds me of when my wife was at a wedding shower 20 years ago and the bride (early 20s at the time) wore a tiny skirt with no panties, and all 20 women there complained at her the entire time and kept tossing blankets her way but she refused to cover herself.

[lafemmeemily]

my favorite upskirt story is how i met my husband. i was finishing lunch at an outdoor cafe and i saw this handsome dude come to the hostess station to pick up a take out order. i thought, hmmm, he could take me out. i was maybe 15 feet away, wearing a short skirt. and i don't wear panties and didn't back then, either. i noticed him look at my legs, so i did sort of a drawn out sharon stone move. i do that move very well. i deliberately flashed him but i tried to make it look unintentional.

i'm sure he saw something i wanted him to see. he left, and i paid my check and went out on the sidewalk to see where he went. i spotted him at a bus stop nearby. i walked over and pretended i was waiting for the same bus. i really wasn't. my workplace was a block and a half away. i struck up a conversation. i wanted to see what his reaction would be talking to a girl who had just flashed him. i was flirty and he was very friendly and grew increasingly charming. he had taken a bus on his lunch break to pick up lunch and was headed back to work. we boarded the bus along with the other passengers. i sat on an empty seat and said, here, sit with me! he did, and we introduced ourselves. i'm thinking, he knows i'm not wearing panties. usually that gets into a guy's mind. we talked until we got to his stop, and we exchanged phone numbers so we could get together again. i was still pretending that i was supposed to be on that bus, so a few stops later, i got off and crossed the street to wait for a bus in the opposite direction, because i still had work to do, even if i'd just met *the* guy for me.

he did call me that evening. our first date was panty free, of course. i did invite him to my place at the end of the evening, and that was our first overnight together, too. i actually became monogamous for this guy!

we eventually moved in together and a couple years later, got married. we have a daughter, my mini-me who is actually a little taller than me.

but i never admitted to him that i deliberately flashed my girl parts at him. maybe he he's figured out that i did. lol

emily

[24r135]

Originally Posted by lafemmeemily

my favorite upskirt story is how i met my husband. i was finishing lunch at an outdoor cafe and i saw this handsome dude come to the hostess station to pick up a take out order. i thought, hmmm, he could take me out. i was maybe 15 feet away, wearing a short skirt. and i don't wear panties and didn't back then, either. i noticed him look at my legs, so i did sort of a drawn out sharon stone move. i do that move very well. i deliberately flashed him but i tried to make it look unintentional.

i'm sure he saw something i wanted him to see. he left, and i paid my check and went out on the sidewalk to see where he went. i spotted him at a bus stop nearby. i walked over and pretended i was waiting for the same bus. i really wasn't. my workplace was a block and a half away. i struck up a conversation. i wanted to see what his reaction would be talking to a girl who had just flashed him. i was flirty and he was very friendly and grew increasingly charming. he had taken a bus on his lunch break to pick up lunch and was headed back to work. we boarded the bus along with the other passengers. i sat on an empty seat and said, here, sit with me! he did, and we introduced ourselves. i'm thinking, he knows i'm not wearing panties. usually that gets into a guy's mind. we talked until we got to his stop, and we exchanged phone numbers so we could get together again. i was still pretending that i was supposed to be on that bus, so a few stops later, i got off and crossed the street to wait for a bus in the opposite direction, because i still had work to do, even if i'd just met *the* guy for me.

he did call me that evening. our first date was panty free, of course. i did invite him to my place at the end of the evening, and that was our first overnight together, too. i actually became monogamous for this guy!

we eventually moved in together and a couple years later, got married. we have a daughter, my mini-me who is actually a little taller than me.

but i never admitted to him that i deliberately flashed my girl parts at him. maybe he he's figured out that i did. lol

emily

That would be such a total (positive) mindfuck to know, even years later, if it were me. But being me, that would've been on my mind and never left from the moment I'd have seen that...
But to know you had a target on him from the moment you saw him is Such a confidence boost.

[Lucky_doug]

I developed an appetite for upskirts from an early age. Not exactly sure how that happened. Certainly, having two older sisters gave me plenty of opportunities growing up. Mum’s younger sister, Audrey, who was a bit of an exhibitionist definitely steered me in that direction, and having had several great teachers from kindergarten, through primary and secondary school, most assuredly helped.

I remember, from the age of seven or eight being interested in not just looking up my sisters’ skirts, but ‘older’ women too, like Aunt Audrey, or my teachers. Did I mention they were mostly women, young and attractive.

When we were gathered as a family or similar occasions and we were at the dinner table, I’d get bored, and looking for something ‘different to do, would frequently disappear underneath the table. There was a tablecloth which covered my presence from noisy eyes.

While sitting there wondering what to do next, I looked around at the view. A lot of legs. But many of them belonged to women and girls, my sisters. There were Mum’s too.

I noticed how they were all wearing skirts or dresses. Women did that in those days we are talking about the 60s and 70s. I got to learn about some female habits like how relaxed women became when they were not in the presence of a man, or at least they thought they were. They were less likely to be so modest or discreet, in how they sat or behaved. Consequently, here I was under the table, they were largely unaware of my presence, and thus, a little careless in their deportment. Their skirts or dresses were pulled up more than usual; they allowed their legs to part allowing air to flow between them. All this meant that from my perspective I had perfect access or sight up their skirts to see what was usually hidden from view but was now mine to enjoy.

I took special joy in seeing my Mum’s white cotton panties, in all their ordinariness, but when I noticed a wet mark (from her pee?) that really excited me. (Am I weird?).

Seeing my sisters’ legs somehow was not nearly so exciting, but he other ‘older’ women was definitely a turn on. There was a pair of sky-blue panties, beige, pastel coloured. It all made for very intriguing viewing.

I made this into a game or pastime whenever the opportunity presented itself. At least once a week. So, I got plenty of glimpses. When Summer came along and the mercury started rising, so did the dresses. What’s more, every so often there’d be a woman who’d go commando, we didn’t call it that then, but she would discard or dispense with her panties and sit wide legged fanning her pussy with her dress, completely unaware that I was thoroughly enjoying her show.

Another time I got to see Aunt Audrey, I got to recognise her legs, masturbate, surreptitiously, her hands hidden by the tablecloth and the folds of her dress. She was not wearing panties, and her hand was buried in her sn*tch, and making small, deft, but very unambiguous movements in her nether region. I never got to see her face, but as she got closer. I am sure she must have been biting down on her lip to stifle any indication of the climax she was having.

I spent many weeks hiding under the table, I never got caught, though it was a close thing once. Eventually, I just outgrew it or thought that I was too old to play such ‘childish’ games. But the pleasure I endured, and the things I saw were really a sight for sore eyes!

[boringusername]

been reading for a while but had a couple things i could post so why not.

i was at a university event with a friend that involved sitting on the grass on picnic blankets. it was some painting thing or something, don't remember. but there was this cute east asian girl who was a volunteer there, she ended up working in my group and we made small talk while doing whatever. she was wearing a black skirt that was slightly below mid-thigh, it wasn't particularly eye-catching until she sat down cross-legged and i noticed she had shorts on underneath. at one point she changed positions; she was now sat with her knees to her chest and i saw that her white panties were peeking out from her shorts. i don't think she knew because she stayed like that for a while, i would occasionally steal a glance down yeah it was pretty nice. how careless of her. there were a handful of other people with us too, sitting in a rough circle. nobody pointed it out though.

later that day i also saw this girl in a dress sitting on some stairs, she was sitting on one step with her feet placed on the step right below, which meant her knees were up almost to her chest (similar to the first girl). her white panties were on full display. once again there were plenty of people around so im sure many others also saw.

[PYDIMW]

Not sure why I remember this one, there was a girl I was having an on off thing with back in the 90s. We’d gone to the pub, and after a few drinks we were outside the front of the bar smoking, (as a lot of us did back then!).

She was sat on the step outside the pub, so her knees were up to her chest, and I was stood up in front of her. She was wearing a little mini skirt and I had a great view up her skirt of her white panties. I said to her, “you can see your knickers you know?” She just grinned at me this dirty grin and said “good!” She then proceeded to open her legs wider whilst giggling, so everyone else around as well as me got a good view. Magnificent!