up-skirts and up-shorts stories

[kajuk]

In the early 90s I was the manager for a business that had 16 employees under me. This business had a swimming pool, and I had to hire a lifeguard. This college girl showed up with all the correct credentials, so I hired her. She was sooooo damn good looking. Very athletic looking, blond, with Thick muscular legs, B cup tits, and a tan that made her look even better.

I told a few people I was headed to a local bar after work. She and a few others showed up at the bar. I bought the first round. The lifeguard girl said she didn’t have time to go home, so she just threw on these clothes. It was a mini skirt and a T-shirt. I didn’t think anything of it. After she had a few drinks, she got to the point where she was not being too careful as she was getting up and down off of the barstool. I then noticed she didn’t have on any panties. Then, as she was talking to me, she accidentally bumped into me, and her tits brushed against my arm, and then I noticed she wasn’t wearing a bra.

A few minutes later, she was sitting on the barstool talking to me and she turned toward me I was able to look straight up her skirt. She had a shaved pussy, and she had these very large, meaty pussy lips. As she went to use her foot to turn herself around, one leg was up on the stool, and the other was on the floor. At that point, I saw her pussy very clearly and her pussy lips even parted a little bit. Because she was tipsy, she never even knew I was looking at her pussy.
As her boss, I couldn’t do anything other than just look, but I swear I wanted to ask her out so I could take her home and lick and suck on that beautiful pussy. I also wanted to get a better look at those tits, but I couldn’t see through her T-shirt. But I did get to see them perk tits bounce and jiggle

[kajuk]

At that same business from the story above, I had a few college-age girls working for me. One day, we were having a staff meeting. I was sitting in a chair in the room, and a few of the staff were sitting on a desk in front of me. One of the college girls was sitting directly in front of me. She pulled one foot up and put it on the desk as she was sitting, and left the other leg dangling. In doing so, her shorts parted, and I was able to see straight up her shorts. She didn’t have any panties on, and she was a brunette, so she had a brown, hairy pussy. Even though her pussy was hairy, I could still see her thin pussy lips. I was trying my best to try not to look. I had 16 people looking at me as I was trying to keep my poise and not fumble my words.

In retrospect, I keep telling myself she did that on purpose. She had to know what she was doing. I guess she wanted to see if I would lose my cool.

[BeRad]

Copy and pasted from a post I made a while back:

Hey guys, I'm a 19-year-old male virgin. I come from a Pentecostal family, so I've lived a pretty sheltered life. In fact, we only got internet a year or so ago.

Anyways, our church was handing out flyers for our upcoming Labor Day BBQ. We were going door to door to invite people. We were at an apartment complex, so we split into pairs of two, and I was paired with my pastor's wife.

As we were walking down a breezeway, a gust of wind came through and blew the flyer out of her hand. She immediately gave pursuit. After a few failed attempts to grab it, she quickly bent over to grab it, right as another gust of wind came through and blew her dress up over her butt.

While she was wearing panties, they were loose-fitting, and I was at just the right angle to see her vagina and butthole. It was only for about 2 seconds, it was awesome.

[Necro8617]

Man I've got a few of these. I'll try to get them down as i have time.

In grad school I had female roommate, Karli. She was a half Indian half Cuban lady, very modest, slight of build, slender woman. Long black hair, coffee skin. I didn't necessarily find her that attractive, but i was very curious to see her naked. I wondered what her vagina would look like given her mixed race. Pink? Brown? Combination? I wanted to see.

One night we were sitting on the floor talking with friends. Karli was wearing gym shorts with wide leg openings. I thought I could get a view if I position myself at the right angle. I did and was rewarded. I had expected to only see panties, but Karlis white underwear was pushed to the side. I could see half of a shaved, pink pussy. Another wonderful memory and cleared up the mystery.

[EyefunJo]

A while ago, on a lazy afternoon just after lunch, I was walking down the street when I passed a clothing store. Through the glass window, I saw a tall, slender female employee standing on a ladder, organizing clothes. She was wearing tight denim jeans that beautifully accentuated her long legs.

I walked into the store, browsed for a bit, and picked out a black denim mini skirt and a white casual shirt. I approached the salesgirl and told her I wanted to surprise my girl but wasn’t sure how the outfit would look. She asked if I knew the size. I made up a size based on the girl standing right in front of me. She smiled and said, “Perfect, we’re almost the same size. I can try it on for you so you can get a better idea.”

I waited while she changed. When she came out, her slim, fair legs looked stunning under the short skirt, and her waist was so tiny. Tucking the blouse into the skirt really highlighted her beautiful figure.

We chatted about a few other styles, and then she casually stepped back onto the ladder to grab a pair of pants she wanted to recommend. I stood right beside the ladder and looked up. My eyes followed her long legs straight under her skirt. She probably never imagined that after starting the day in jeans, someone would end up seeing her panties — delicate pale yellow silk with lace trim, beautifully hugging her firm, round ass. The sight almost made me lose my mind.

Unfortunately, I’ve been back to that store several times since, but I’ve never seen her again.

[Dookieman]

Freshman year at university... not much to this one but as usual it's a "right place at the right time" sort of thing... I was in the lobby of the dorm and noticed this one girl out front entrance area by the stairs, standing with what was probably her boyfriend/whatever and other friends. It was very windy, and yes---I happened to be there right when a strong gust blasted her short skirt completely up; she had the reaction you'd expect---quick scream as she frantically grabbed to pull it back down. She had a colorful top and the skirt in question was a very short blue one....the end of it was mid-thigh level, so the wind didn't have to do much work to fully expose her. From where I was standing some feet away, her back was to me so I got an amazing view of her fine ass when the skirt blew up. She had white thong panties under there---very skimpy at the back (*so small it was close to being just a g-string type) so I was seeing basically her entire ass. Since the upskirt view is a major thing for me...and I'm definitely an ass/leg man, this immediately got me incredibly worked up to the point where I exploded in seconds as I was standing there for that view.
Her reaction to the sudden exposure just made the scene that much sexier to me. Originally I *was* about to leave to go back to my room until that view happened----so I hung around for a while just in case it happened again.

Upshorts--
I think I mentioned this one before--but I was on a church trip way back in the day; a teen at the time in the church youth program---since this was out of town we stayed at a large hotel, and I and the other guys were in the girls' hotel room as we all were just hanging out watching tv for a while; it was early in the evening, and one of the finest ones had some loose, very small shorts...I was sitting on the floor and noticed I could see her cheeks as she got up and walked by, and that was already enough to get me worked up....her sisters gave her a funny look about that and she just shrugged it off like "*sigh* what? I have shorts on."---all the whole I could see that fine ass and the cheeks slightly exposed. Fortunately since I was sitting on the floor and it was kinda dark aside from the light of the tv, they couldn't see I was rock hard aroused at the moment from seeing her cheeks hang out of those little shorts as she walked around.

[rudolfm]

Be careful if you suspect a girl is drugged. With some of those drugs the girl is in a sort of wake coma, so she knows what you are doing. That could cause you some severe trouble later on.

[Windsorm]

Originally Posted by rudolfm

Be careful if you suspect a girl is drugged. With some of those drugs the girl is in a sort of wake coma, so she knows what you are doing. That could cause you some severe trouble later on.

It’s depressing you seem to be suggesting that if a woman is incapable of giving consent it’s okay to assault her as long as she doesn’t find out.

We should all be better than that.

[rudolfm]

Originally Posted by Windsorm

It’s depressing you seem to be suggesting that if a woman is incapable of giving consent it’s okay to assault her as long as she doesn’t find out.

We should all be better than that.

What is wrong with you?
Others happily tell how they violated drunk or drugged women. That doesn't seem.to bother you.
I warn to better not do that. You jump ln me?

[Windsorm]

Originally Posted by rudolfm

What is wrong with you?
Others happily tell how they violated drunk or drugged women. That doesn't seem.to bother you.
I warn to better not do that. You jump ln me?

What’s wrong with me in not calling everybody out? Well, what’s wrong with me is I can’t fix everything everywhere. I may not even be reading the threads/posts that you read.

But in your defensiveness, you did miss the opportunity to say whether you think the only problem in the scenario is the risk of being caught.