[Voyeur] Upskirt stories

[spinalator]

Completely bald front to back

[bboyjames]

Looking at some of the straight-up upskirt shots on OCC, I remembered moments from my early sex life. I loved looking straight up long skirts and would ask my young girlfriend to stand over me on the low bed in her long skirts or dresses. She was quite tanned, just a tiny bit chubby, busty and had a Mediterranean type of pussy hair, fat and beautiful pussy lips. I can still remember almost every pair of panties she'd wear, I loved the variety - she even gave me quite a few, some of which I kept for a while after we split. My favorite was a white lacy thong with quite a thick string-piece, which just framed her puppy-fat, slightly thick thighs, youthfully chubby arse and dark pussy hair so well. Sometimes she'd go commando and I could see how wet she was. I love naturally hairy girls, I guess growing up with 80s porn makes that aesthetic feel more real, more dirty.

The view was incredible, the long skirts seemed to accentuate the feeling of being enclosed in sex. She'd always stand facing my feet and I just loved looking at her arse. I would just stare up and masturbate and she seemed to love the worship element of it; it must have satisfied her nascent sexuality's need to be adored. As long as she'd allow me, we'd stay like that and every now and then, she'd squat down on my face or get on all fours and I'd unashamedly sniff at and lick her arse and pussy. I can't ever get the image of licking her young arse out of my head - it's my ultimate sexual memory. I would often come in her mouth, driven crazy by the smell and feel, grabbing and squeezing her bum cheeks and spreading them wide. She had the perfect smell, fresh but deep and musky. We were too young to really get into it, but I would lick and finger her asshole a little bit, then when she stood up and the view up her skirt was so perfect, the frisson of taboo and smell still on my face would make it all the more intense.

Thinking back, I'm amazed I was so bold to request my ideal personal perversion at such a young age, but god, I'm glad I did. The memories are indelible.

[stiv837]

This wasn't my first upskirt, but my exwife went too catholic school. She never wore panties under her uniform, she told me when the teacher would have guys go up and write on the blackboard, she would wait till they were going back to their desks, she would spread her legs and let them see up her skirt. I imagine a lot of her male classmates got their first upskirt from my wife. Needless too say, but she was very popular with the guys in high school.

[allmyfaves4u]

I work in an office and my manager is a woman. One day I walked by her office and she called for me to step inside. She was curious about some time sensitive information and needed my imput. After opening a file on her computer, it was obvious I needed to see it myself. So I stepped around her desk to have a look. She's the type to guard against downblouse views, but at this moment she was too preoccupied to remember. Let's just say, I didn't let the opportunity pass me by She had on a reasonable top, she wasn't the type to wear provocative clothing, but she was slouched in her chair. This caused both her top and her bra hang off her milky white chest... and I've never seen a bra hang so far off a tit in my life! I swear if it had hung off anymore, I would have had a full view of what I'm sure are pretty, perky, pink nips! It was right on the edge of nip view. But alas, I saw only right up to her nipple, and enjoyed a beautiful long look at her full, soft C-cup breast. She had no idea and it must have lasted for up to three minutes! You should have seen me! She would ask me questions and I could barely stutter answers. Blah, blah, blah... umm... umm... She could tell I was distracted, but she had no idea why! It was awesome! I almost poked her in the ear with my hard on. Not really, but boy I had to work at keeping it at bay The funniest thing about this is that my boss is a real b*tch. Can't stand her. But my revenge is that I stroke to the memory of that view often... and hope for the opportunity to see it again!

[charismatic]

Originally Posted by allmyfaves4u

I work in an office and my manager is a woman. One day I walked by her office and she called for me to step inside. She was curious about some time sensitive information and needed my imput. After opening a file on her computer, it was obvious I needed to see it myself. So I stepped around her desk to have a look. She's the type to guard against downblouse views, but at this moment she was too preoccupied to remember. Let's just say, I didn't let the opportunity pass me by She had on a reasonable top, she wasn't the type to wear provocative clothing, but she was slouched in her chair. This caused both her top and her bra hang off her milky white chest... and I've never seen a bra hang so far off a tit in my life! I swear if it had hung off anymore, I would have had a full view of what I'm sure are pretty, perky, pink nips! It was right on the edge of nip view. But alas, I saw only right up to her nipple, and enjoyed a beautiful long look at her full, soft C-cup breast. She had no idea and it must have lasted for up to three minutes! You should have seen me! She would ask me questions and I could barely stutter answers. Blah, blah, blah... umm... umm... She could tell I was distracted, but she had no idea why! It was awesome! I almost poked her in the ear with my hard on. Not really, but boy I had to work at keeping it at bay The funniest thing about this is that my boss is a real b*tch. Can't stand her. But my revenge is that I stroke to the memory of that view often... and hope for the opportunity to see it again!

Strangest upskirt story that I`ve ever read

[wizdumb]

Man all my life even as a kid i had this thing for panties. I talking about 4 th grade, Panties always stood out to me.
Vpl s were amazing to me. When I got to be a teenager in the 8 th grade there was this short latina girl that was built like a shit brickhouse. She was really hot and she would wear a very short blue dress. She sat directly in front of me, the dress was so short that even with her legs closed you could still see her panties. It was hard to concentrate on my class work. It was an awesome site to see that little white triangle.

[Gnome72141]

Tons of upskirts today on the bike trail. I took a busy trail just because I knew it would be busy. Soooooo many women hop on a bike just because it's nice outside and don't think of their outfit. A few tuck their skirts in, but most don't know what to do, so they just continue riding once they realize it's too late. Most of the time it's wind filling them and blowing them up. The best is when a gal thinks she isn't showing anything, but she still is.

[wizdumb]

Hi I posted earlier on this thread the post is named life long obsession, what I am relating now happened the same school. I was in the 8 th grade and about 13 yrs old and my hormones were just kicking in giving me a different awareness about women and their bodies you all understand. I got to see a few uppies there as the school was two stories and the stairs were steep and very short skirts were the norm. There was even an older male teacher with one glass eye and a good eye whose classroom was right by a stairway that would stand by the stairs to peer up into the skirts of the girls as they up the stairs. You could always tell he was looking because he had to tilt his head at an angle to see from his good eye. Many years later when I run into old classmates they all remember that teacher.
One odd thing that i remember as odd now was at gym class in our showers there was a big glass window in front of the teachers desk so he could monitor the students as everyone was showering and changing clothes.
Many times as we showering etc. the female gym teacher would come into the male teachers office to talk to him right about the middle of the time when guys were showering and changing and so forth, she could see right into the locker room and into the showers. I never really thought about that until I got older.

During lunchtime the two gym teachers would help monitor the schoolyard and they would hang out together and chat. One day a classmate and I were leaving the lunch to go out into the schoolyard and these others boys walk past and say you have to this way and look to your left Mrs So and so is showing her pussy.
We walked out into the schoolyard and both gym teachers were sitting on the grass side by side talking with their knees bent up and their hands around the knees, sure enough the female had her gym outfit on that the girls wore in those days and had run up in between her pussy lips, you see her pubic hairs sticking out the sides just a great view.
It was so obvious that you did not have to look hard and I know she had to be feeling the air hitting her pussy.
She did not seem to care, word spread out into the schoolyard among the boys and very quickly little bands of boys would be walking by getting a look. We even passed by multiple times and she would see us walking by looking at her and talking feverishly among ourselves and she never changed position until lunch times was over. To this day I am convinced that she knew what was happening. That was the first time I got a decent look at grown woman's pussy.
Even to this day when I remember I can see that image clearly. Thank YOU teacher
Sorry for the long post just felt the story needed a little background

[Gao]

This one just happened to me just a couple hours ago, so I figured I should post it while the details are fresh:

I was at work, walking towards the cafeteria. About 5 or 6 meters ahead of me was this very cute redhead (borderline strawberry blonde) in a black dress. Very light for the warm weather, coming to about mid thigh, and showing off some very shapely legs. I'd admired this woman before, so I knew her just by the sight of her ass. Petite build, but with a lovely round ass and full breasts. Pouty lips and bedroom eyes.

I was enjoying the view of her ass swishing back and forth, the thin material draping so nicely down her ass crack, so I followed her into the cafeteria. And I glad I did.

The cafeteria has a large skylight, and since it was noon, there was a bright column of sunlight pouring on the light colored tile floor. When my redhead stepped into that sunlight, the effect was breathtaking:

The bright sunlight reflected off the tile floor and straight up her dress, to her thighs and ass. Her dress material was so thin, it practically vanished. Her pert little ass, cleft by black thong panties, was on display right in the middle of a corporate cafeteria, and she had no clue.

A moment later she stepped from the sunbeam, but I will never forget one of my most unconventional upskirt views.

[BOBBY66]

yesterday morning i was dropping my wife off at work when on the other side of the road i noticed a young girl (early twenties i guess) she had a handbag over her shoulder which was holding her skirt up very high on her leg. i waited for my wife to get out of the car and walk away, i drove down to the junction where i had to stop and managed to snap a picture on my phone. in the pic you can see a good amount of thigh but when she passed walking down the road i could clearly see her white panties showing. i will download the photo when i get a lead for my phone. made my day more enjoyable than normal.