High school
I went to a catholic high school and the upskirt peeks that I witnessed there were countless.
But there is one that is forever etched in my memory. Now try to imagine the setup, the tech/science wing was rebuild and all modern. The walls were all glass. In the middle was a staircase with glass sides. I was slowly going to a tech class and this super hot girl was going up the stairs to a science glass. As I walk right beside/under her I look up and she had her skirt quite short and underneath was a pink thong. Her one lip was almost out. When all the guts would sit in a tech class in front of the computers we would just lean back in our chairs to get a better view up the girls skirts. I remember there was a girls volley ball meeting upstairs since it was a science teacher that coached it. The views that day were incredible. All the girls in the class would say pervs, omg thats my little sister but none of the guys would care!! Catholic schools were the best. It's incredible how many girls would wear skimpy thongs/g-strings and have their kilts rolled way up. I really miss those days!!
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