I want to tell you about my first upskirt. I was around the age of 13 and was at a family party. lots of family and friends were there and the drink was flowing with the adults. There was a women there id always called auntie even though she wasn’t but was close to my family. She was 40 blonde hair and very hot. We started to play party games and one such game was you had to sit facing a female with your feet touching and pull each other back and forth. I was paired with my auntie, as we started to pull back and forward we slowly moved towards each other and as we did her legs open and her skirt was riding up. I couldn’t beleave what i saw at this point right n front of me was my aunties lovely pussy being covered by a little pair of white lace panties. She had stockings and suspenders on to im not sure if she saw me looking because it was a couple of minutes before we got up from the game with me trying to hide my huge hard on.

After this siteing i had many a wank over what i had seen then one day found myself in her house. While she was down stairs chatting i made my way upstairs to her room to see if i could find those panties i had seen. After a minute or two of looking i found a draw full of sexy undies and decided to wank over them. I remember rubbing the soft lace against my cock till id shoot over them never found out if she knew.

When i turned 18 on a new years eve i once again found myself at a party with my auntie there and found myself slow dancing with her id got my hands on her bum pulling her close to me and grinding my hard cock against her pussy she didn’t try to pull away so guessed she was enjoying it as much as me. As the dance finished she kissed me and let her tongue slide into my mouth it was one of the hottest kisses id ever had and responed by thrusting against her. We then had to stop as people were watching and as the years went past i admired her from a distance hoping that one day id get to fuck her soft pussy and taste her juices. Shes 60 now but is still hot and horny and likes cock just as much maybe one ill get my wish.

An upskirt moment for television celebrity Leilani Dowding. Leilani is probably the hottest of the British page 3 glamour models. She is 28 years old now but still as sexy as ever. Enjoy!!!

These are 2 stories that involves my girlfriend (Natalia, 28 y/o, and a school teacher here in Argentina)… One time ago, Natalia was teaching at her class, and she noticed that everyone was looking at her with fanny faces. During the brakes she was in charge of managing all the children, and she noticed the same reaction in them. Back to her class, everything continued in the same way. It was only when she had to go to the bathroom when she noticed that the zip of her black trousers was completely down, showing a white fond that were her panties. It was obvious that everyone could see that…, from the boys to other teachers, and we don’t know the right moment when the zip went down. Maybe she never put it up and travelled to the school like that.

And this is the second one: Some time ago Natalia told me that she was in her class, sitting in her chair correcting some exams, while the students were doing their work. She was wearing a tight and low cut black pair of pants (that ones that get stuck to the body, I don’t know how to describe them…, it was a present that I gave her) and a pretty kind of t-shirt with her arms naked. She noticed that a small number of her students kept coming to ask her all kind of silly questions…, and then returned back to their seats after passing behind her. They repeated it for 3 or 4 more times. Later on, the bell rung , so she took her things and went to the teacher’s room. She was sitting there when another teacher friend of her put a surprised face and told her that a big part of her white panties were being exposed from behind. Natalia kept petrified, and her face turned to red…, and the worst for her was that at the following day she would have to be in that class again, and she was so embarrassed… When she got home, I noticed that she wanted to tell me something but she didn’t take courage. After a good chat, she finally gave up and told me everything. I really enjoyed all that, but I didn’t have the balls to confess it to her that I was turn on about it, so I put a fictitious sad face, and asked her to tell me all every time a thing like this happen. It was very nice to know that, and later on, more stories began to arrive to my delighted ears…

I have seen upskirts of so many girls skirts in my life theres just too many to mention. This story is about my mate’s bird, she is a tall brunette, her breasts arn’t massive but they are ample and she is so hot. We went to stay in a caravan for a weekend (one of those big static ones) in Wales, there was me, 3 of my friends and one of their girlfriends (she is called Sarah). I often flirted with Sarah but it was harmless fun. One night we were just sitting around watching TV, the others were about but it ended up being just me and her. She was wearing a denim skirt and a white top, throughout the day my eyes would wander down and I would have a glance at her breasts, I don’t think she ever noticed.

She was sat at a right angle to me with her legs up on the cushions, I glanced to the side and noticed she had her eyes closed (it was quite late) I could see right up her skirt, she had pink cotton panties on, I stared for a bit and had a look around to make sure no-one could see me. I looked up her long silky legs up to her knickers I was watching for what seemed like ages, I looked at every detail and my dick was so hard. I just checked to see if she was still asleep and she was looking right at me. I quickly looked away, I felt stupid because she had caught me. Nothing was said we just carried on watching TV. The next day we were having dinner and she bent right in front of me, I had a great view down her top. She had a white lacy bra with a little bow in the middle, I wondered if it was on purpose.

A few weeks went by and I was at a party at the same mates house, Sarah was wearing a short Khaki skirt and a tight top. She was sitting opposite me (with her legs up on the sofa) and I had an amazing view of her white lace panties (they are my favourite) I couldn’t believe it, I had an erection instantly, luckily I was sitting down or it would have been hard to hide. That night I saw up her skirt from all angles, it was so cool because she knew she was doing it and it turned her on that I wanted to look. I would try and avoid eye contact with her and I tried not to make it too obvious I was looking. It was on my mind the whole night.

After that I caught a few glimpses up her skirt but never as good as those first times. I would see down the back of her jeans when she bent down, she always wore a thong and she all different types and colours. I think my friend noticed me looking a few times, he must have said something to her because she started becoming more wary when wearing skirts and she would avoid bending down (she would also put her hand over her thong to cover it when she bent down). I see down her top every now and then and sometimes her thong but never up her skirt. Sometimes she seems to let me have a look (maybe she’s feeling horny) but most of the time she avoids it. At first it was a major turn on that she knew I was looking, but now its back fired because she (and him) are wary of me and it makes me feel pretty dirty. So when you’re looking at a girl make sure you don’t look too much, if she thinks you are a pervert it can turn sour.

I took a degree course at Imperial College, London which, at the time, was the home of the Science Museum Library. The library was a large double height room with the entrance in the middle of one of the long walls with the enquiry desk opposite in between long windows. The bookshelves ran from floor to ceiling on three sides of the room with a narrow gallery about half way up from which the staff could access the upper shelves. On this balcony was a ladder on rails that could be moved along to the appropriate section. Users weren’t allowed to take books from the shelves – they had to be ordered at the desk and brought to one of the seats at a series of long tables which ran transversely across the room. This, and putting the books back when they were finished with, was the job of a junior member of the library staff.
From time to time I would spend the odd hour in the library between lectures and, quite by chance one day I took a seat near the end of a table almost below the little gallery. I noticed that there was a girl of about 18 up on the gallery dealing with the books. She was wearing a gingham dress which had a tight bodice with puff sleeves and a white collar and cuffs. The skirt was very full and she was wearing a stiff petticoat underneath it which made it stand away from her body. I watched her idly as she climbed and descended her little ladder and quickly realised that anyone below her would be able to see straight up her skirt. To my delight I saw that she was slowly moving in my direction and the thought of what I might see in the next few minutes started to give me an erection!
Her progress was painfully slow and I began to wonder whether she was going to reach me before I had to leave for my next lecture. I sat waiting patiently and, as I looked round, it seemed that I was the only person in the room that had thought of looking up at the spectacle that was available above their head. Even the girl seemed unconscious of the show she was giving. At last she moved her ladder to a position about 6 feet away from me. She wasn’t close enough for me to get a clear view up her skirt, but at least I got a little flash of her stocking tops. My erection reached full maturity! Then she came down and trundled her ladder until it was right above me. I leaned back feigning deep thought. The girl climbed to the very top of her ladder to retrieve a book from the top shelf. I could see the tops of her stockings with her four little suspender clips gripping them; her four suspenders, which were pale blue in colour, as they spanned the white flesh of her thighs; and, beauty upon beauty, her pale blue nylon knickers right up to her waist. I could even see the lace trimming around the legs with little bows in a darker blue at intervals along the front. They were pulled up tightly enough to show an inch or two of her ass cheeks at the back. A drank in the scene for as long as it lasted before leaving for my lecture, although the memory of the vision of loveliness that I had witnessed was blotting out all other thought from my mind.
Although I visited the library many times, I never again saw such a wonderful upskirt!

Twenty years ago I had a friend who lived two doors away. I was 13 and a virgin. His mother was a slender, quite pretty, women who was always friendly and had a sexy smile. In the eighties, BMX was the biggest craze of the day and me and my friend would always go out playing on our bikes. One day I got a puncture and took the bike to my friend’s house to fix it.
I had to go in the kitchen to use one of his mum’s bowls to put the inner-tube in water to see where the puncture was. My friend was outside and I was in the kitchen with my hands in the bowl. His mother came in and asked me if I wanted some help fixing the puncture. She was wearing a pink towelling dressing gown and slippers. Initially, she bent down to help me but then after a few seconds she squatted down and started looking for the puncture. Her legs were spread wide apart and her bum was nearly touching the kitchen as she squatted. I looked between her legs and saw her gorgeous, soft, pink pussy as clear as day. Her lips were slightly parted and gently framed by her dark brown pubic hair. She was so engrossed in finding the puncture and fixing it, I just stared at this amazing upskirt sight without a break for about 5 minutes. I saw every single millimetre of her pussy and pussy-lips as she moved hers legs slightly to keep herself on balance. My cock was rock-solid in my trousers and ready to spunk. I was almost in a state of shock and completely speechless as I’d never seen a woman’s pussy that close in my life. I’ve never been so turned-on and so nervous. When we’d finished, She went back to putting the family laundry back in the washing basket and I put the tyre back on my bike. I then went into their toilet to have a wank and came in about 3 seconds (give or take a second). My friend and I went out to play for the rest of the day and I never ever mentioned it to him. Me and my family moved about 3 years later and I’ve only ever seen her once since. She was walking across the road with her husband while I drove by in my car. Only about 10 years later did I ever think that she might of done it on purpose and that she got a kick out of it. She must of known that 20 years later I would still wank-myself-off thinking about her spread legs and her beautiful pussy.

I am fortunate to live in an almost perfect venue for upskirts. The island of Kauai is tropical and the temperature rests at a mean of about 80 Fahrenheit all year around. Because of this, women wear short skirts twelve months out of the year. The island style favors dresses that are flimsy and gauzy as well as extremely short, tourists from colder climates who are unaccustomed to wearing such garments tend to make quite a few mistakes when they’ve got a few mai tais under their belts.
To add to the delight, many (perhaps most) buildings in the tourist town of Hanalei are raised several feet off the ground due to excessive flooding during the rainy season. As I walk along the street, I am at eye level with the legs of any woman sitting on the verandah of a restaurant, bar or shop. You can imagine the results. Last summer, for example, I caught sight of a woman sitting at the local burger stand. She was in her early or middle thirties, with bright red hair and an attractive face characterized by thick, pouty lips. She was more than a bit plump, though not precisely fat, and dressed in one of those flimsy little tropical dresses I have already mentioned. When I first spotted her, she was seated next to her husband or boyfriend, munching a burger. Her legs were wide open and I was treated to a luscious view of panties even brighter red than her hair.
I lingered in front of the burger stand, pretending to study the sky, the pedestrian traffic, even the cars rolling down the road. I feasted on a view of panties until I felt that I was beginning to look a bit conspicuous just standing there. I circled round the line of shops, returned for another look, but discovered that she was gone. I went on about my business, running some mundane errands. In so doing, I happened to walk by another popular restaurant with a verandah, and there was Big Red again! The burger stand didn’t serve alcohol, and hubby or boyfriend apparently wanted a beer, so there they were, and once again those bright red panties flashed in front of my eyes. I watched her raise a glass of brew, her face flushed, big lips parted in a smile. She shook her red hair. This gal just couldn’t seem to keep her legs closed. I circled the restaurant a couple of times without feeling especially conspicuous. After all, Hanalei is full of locals who simply loiter around town all day long. But soon she was gone.
Well, it had been a good day. Two sightings within an hour. Time to move on, though. But then I thought to pay a visit to my housekeeper who worked part time at an art gallery. As I approached the gallery, lo and behold! The red-haired flasher was sitting in a rattan chair in front of the gallery while her male companion looked at paintings. She was fanning herself in the hot sun. Once again, her legs were open to reveal a magnificent red triangle in full glory. Shortly after, the man emerged and off they went. I didn’t see them again. But I couldn’t help wondering about it all.
A woman can easily flash through carelessness once in a day. If she’s on vacation and feeling loose, maybe twice. But three times within an hour? And splendid views in every case? I can’t help thinking she was doing it on purpose.

School was very fruitful in my early years and one teacher, a Miss Watt, was a great favourite. I reckon she must have been around 30 years old, slim with brown hair and glasses. She wasn’t particularly nice looking but I didn’t care! My desk was right in front of her table at the front of the class and I spent a lot of time dropping my pencil and rubber on the floor so that I could get under her desk and look up her grey pleated skirt. She must have known what I was up to but never gave and signs of it. She normally sat with her legs crossed, but her nylon underskirt was always hanging down which was enough to get me going. It was always light blue, so either she had more than one or did infrequent washing! On most occasions I also got a glimpse of her stocking tops with occasionally a little bit of bare thigh above. On one, unfortunately only one, momentous occasion she uncrossed and re-crossed her legs the other way just as I was under the desk. I like to think that she did it intentionally as she did it quite slowly and deliberately and I got a wonderful flash of her knickers, which were light blue nylon. That was almost 40 years ago and I still think of if sometimes when I’m having a wank.

A little story that always does it for me when I think of it.

About 18 months ago we were at a birthday party for one of my friends. The night was going well and the group of 7 of us were sitting around a table getting quite merry. My lady Sue had been away from the table, she returned and my friend grabbed her arm and pulled her onto his knee. I didn’t mind at first but then he put his hand on her leg. I felt quite annoyed and so reached out for his girl and pulled her onto my knee. I put my hand on her leg and said to him that feels better. He started to run his hand higher up her leg and I followed suit saying that we had discovered a new game called Mirror Images.

I was going to do everything he was.

In front of the others there our hands started to run over the women’s legs, sides, backs. Nothing too obvious but just running our fingers along the line of the bras and counting blouse buttons by touching them. Our friends at the table were sitting watching and almost speechless. Then I started to slowly ease his woman’s skirt up her legs and he followed suit by slowly opening the split in the overlapping skirt of my woman. More and more leg was exposed until at the same time both pairs of knickers came into view. You could see the Red lace of my girlfriends thong and the white panties his girlfriend was wearing.

The atmosphere was crackling with tension and at that point the person who’s birthday it was came over and broke the moment. Everyone separated and we guys around the table crossed our legs and even the girls were squirming a bit on their seats. In my mind it’s just as sexy to be fully dressed as it is to be naked if you do it right.

You should try playing Mirror Images sometime. It’s great fun!

It was a Friday night a week before Christmas and with strong breezes predicted and lots of scantily ladies bound to be out, I hit the town. I’d watched a couple of girls struggling with floaty skirts but most had successfully clung on. A snowstorm was clearly brewing up, the cool air became very still and a few flakes of snow started to fall. Gradually, the flakes got bigger and the breeze strengthened again. I noticed the girl stood in a doorway of a nightclub chatting to a friend. She had a black strappy top on and a plaid denim miniskirt. The design of it meant that whilst it COULD flare out, it would need a subway grate or leaf blower shoved up her arse to move it.

One of the biggest turn-ons in this situation is sheer unexpectedness of being upskirted. You can tell the ones who realise their mistake early on and spend the rest of the day/night holding on to, smoothing down or resting their handbag against their skirt. She didn’t seem to be doing any of this, she just stood in the doorway with the strong breeze having little affect on the skirt. It was barely an inch below her arse. I’m not sure why, but the two girls walked away from the club entrance together, possibly to another bar. What happened next I hear you ask?

The girls walked up towards a T-junction in the road. The snow wasn’t actually falling, it was just swirling around. It actually seemed as if an updraft was blowing flakes back up into the sky – I’m sure its an image we’ve all seen – anyway, seeing her walk towards this updraft made me wonder just what would happen to that skirt!

The wind suddenly strengthened as she stepped into its path. Im sure the snow blowing around her face didn’t help her either. With no warning, the whole of her skirt was simply catapulted up to her chest! It was almost like a funhouse airgrate, if she’d been wearing a knee-length skirt, it would have ended up round her ears, so strong was the gust.

Not only was the back up, showing everyone her thonged arse, but it was up at the front and sides as well – basically a 360 degree view for everyone. If fact, such was the height her skirt had blown, a centimetre or so of flesh could be seen ABOVE the thong. One problem these days is that a small flash of bare butt cheeks doesn’t always confirm the colour (or existence) of a thong – there was no doubt here!

After a split-second of sheer disbelief, she squealed and grabbed the front of her skirt, the problem being that the wind had now pinned the back of it to her, keeping her arse on display for a good 5 seconds. Realised there was no other way out, she slumped to the ground by a wall, still being buffeted by the wind but with her friend helping her hold the skirt in place. The two of them giggled and screamed there on the ground for about a minute or so, before she got to her feet and walked on with both hands virtually pinning the skirt down just in case…..

I rate this as my favourite upskirt of all time, not least because of the sheer embarrassment of it all. Reaction is all important to me – Having a skirt blow up in the wind is a bit like a practical joke to me – the best people are shocked at first, very red faced, but have the ability to laugh it off.