I was friends with two hot girls in high school who were way out of my league at the time - a cute perky blonde and a beautiful brunette with shortish curly hair, green eyes, and dazzlingly perfect teeth. I had crushes on them both - the brunette is still one of the most attractive people I’ve ever known - but they were both a year older than me and I held more of a little brother status around them. I was closer friends with the blonde girl and being a cocky dumbass at the time I used to brag about having an 8 inch dong to her. She would tell me to shut the fuck up and to stop being gross.
After high school I would sometimes hang out at a house they rented together and we would drink and do the stupid stuff 18-19 year olds do. One night the three of us were on a mattress together (drunk) and for some reason started talking about dick pics. I mentioned that I had taken my first dick pic recently and coyly asked if they wanted to see it. The blonde girl reacted with typical disgust, but the brunette surprised me by answering “yes!” I pulled out my little Nokia flip phone and showed her a very low res image of my erect penis. So for reference, imagine this but extremely pixelated:
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Her reaction was priceless. She literally dropped her jaw and repeatedly said “oh my god it’s huge!” And “that’s the biggest penis I’ve ever seen!!” I don’t remember specifically what happened next but I know we talked about my dick a little more and started to rub up on each other before the blonde told me to get the fuck out of the bed and go sleep downstairs, lol. Insanely brutal cock block but I have to give her credit for looking out for her friend.
We drifted apart after that but I saw the brunette a few times and she’s still a knockout. I’ve never gotten into a girl’s pants on the strength of a dick pic alone but I got pretty damn close.