Back in my highschool days, my bestfriend was the typical tomb boy. She was great, cute and incredibly competitive. She was the youngest of 4 girls so I could see how hot she’ll get in the future. Fairly platonic relationship, but I can’t say I didn’t think about asking her out a few times.
Fastforward past highschool, first year in college, one of her older sister throws out a massive party. I sneakly ask my bestfriend to come. Their house is pretty much a mansion, when I come by there’s over 50 people there. My bestfriend and I are clearly the youngest there. We spend time together getting drunk and every chance I get I try to snoop on her older sisters. They were dressed sluttier the older they got. I still remember masturbating to her oldest sister’s prom photos back in the day so seeing her in a short skirt and a deep V cut black shirt was incredible. We played some games and I took way more shots then I should have. People started to leave, but we kept on going and I eventually mentionned I was still a virgin. I got a pretty big laugh out of my confession.