Considering I'm someone with a big underwear kink, I have surprisingly few memories of this.
I remember having a girlfriend once who I went to a college ball with (an event where she wore an evening dress). She kept on saying she was nervous in the dress in case she showed too much. Stupid me thought she was nervous about flashing her knickers - but later on I realised (as she was a very petite and slim girl) she was nervous about flashing a nipple down the neck of her dress. Quite sexy.
I do remember a young woman once at a party who was lifted up by her boyfriend, and was laughing saying "Woah! My skirt! My knickers!" She didn't actually show anything but she was a very flirty woman, also with that playful attitude "You mustn't show your knickers to the men!" which I find sexy.
I also knew a young woman at a drama group I used to go to, years ago now. Blonde and blue-eyed, with nicely sized boobs and curvy thighs, quite a looker. Not a big incident, but we were asked to sit down on the floor (as you sometimes are in things like that). So the director says "Please sit down." and she said quietly to me and a couple of others around her "I can't, I've got a skirt on!" She was wearing a tight T-shirt and a short blue skirt. I tried not to be obvious, but this felt like almost an invitation to look - she knew she was going to flash. It was quick, and I tried not to stare - but got a lovely view of plain black knickers between her pale thighs. A great memory.
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