I have two vivid memories of great upskirts.
First: When I was in college one day with some friends we decided to go hangout at one of our friends apartment (regular college thing to do). When we got there we did the usual and climbed on his balcony to enter the apartment. The floor of the balcony is about 3 feet up and then there's a roughly 3 feet railing. Once we got there one off the girl realized that well climbing over that railing would exposed her quite a lot since she was wearing a skirt. So the gentlemen that I am helped her get to the floor of the balcony and turned around while she climbed over the railing. But then she made a sound as if she was falling so I turned around to see what was happening. I happened to turn around as she was stepping over the railing and I got a straight up view up her skirt at eye level (I'm 6' tall). she wore black cotton panties that were pretty plain, but ho boy was it a sight to behold. I don't know if she knew at the time that I had turned around at that moment and saw up her skirt. Nothing else happened though with her.
Second: A few years ago I was a groomsman at a wedding. The reception was great, we had a lot of fun but long story short, the bus that was supposed to bring the wedding party back to the house we were renting showed up about 3h late. So when we got there it was pretty hectic to have everyone ready for bed and what not with only 2 bathrooms (there were about 3 couples plus 2 single girls and 1 singe guy). Thing is that it was about 1am and we had to be at the airport at 8am to catch our flight back. So my wife got to bed right away, but I wanted to shower. The bathroom close to my room was set up with a first room with sinks and then there was a second room with the shower and toilet. At the sink there was the 2 single bridesmaids that were getting their makeup and what not off. So as I walk up some stairs I had a clear view of them, still in their dress at the mirror. I clearly saw up their dresses that one was wearing white lacy panties and the other were pink and also lacy. As I got back to my room, my wife was already in bed and wanted water. That meant I had to go back down the stairs to get some water (the kitchen was on the first floor). Every time I used the stairs I had a view up their dresses going down and then coming back up. I did not complain to satisfy any request from my wife. I wish I could say we had amazing sex that night, but we both passed out pretty quickly and woke up a few hours later to catch our flight.
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