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Great thread. I don't have any pictures to contribute, but I do have a story.
So I've always worn briefs, and having such a skinny phasic I have to wear briefs made for boys a lot younger than me. (Although my package has always been a good size). Anyway, when I was about 14 years old I decided to try boxers for the first time. The day I wore them was also the day I had PE at school. During PE (which was indoors) we got told to sit on the floor. My entire penis decided it needed some air and escaped. Thankfully I noticed before anyone else did. But, that was the first - and last time I ever wore boxers.





Great thread. I don't have any pictures to contribute, but I do have a story.
So I've always worn briefs, and having such a skinny phasic I have to wear briefs made for boys a lot younger than me. (Although my package has always been a good size). Anyway, when I was about 14 years old I decided to try boxers for the first time. The day I wore them was also the day I had PE at school. During PE (which was indoors) we got told to sit on the floor. My entire penis decided it needed some air and escaped. Thankfully I noticed before anyone else did. But, that was the first - and last time I ever wore boxers.





