1. 14; However, I chose to go from ftl tighty whitey's to boxers. To this day, I still hate tighty whiteys, even though I prefer a more "brief" cut. It just accentuated the wrong parts on everyone I've seen wear them (including me). I would go back to briefs around age 23, though the cut and fit was, in my opinion, superior (bikini briefs, thongs, string bikinis). I will say that I had worn similar items when I was gogo dancing at 21, but it was more as a "uniform" rather than "what I like to wear". I will say, though; I have good memories of owning satin and silk boxers.
2. Well, I was always fascinated with spandex; how it hugs the body and makes for a "more naked than naked" look. I just didn't think that I could enjoy it until I gave myself permission to enjoy it. And on that day, the last fuck I had was set free, with no more left to replace it.
3. Not really; my mom is Japanese; she thought that my boxers were "old men's undies". My dad never really had an opinion, but he never had to wash my undies/see what I wore.
4. n/a
5. didn't have to. everyone wore boxers. my gods, our taste in undies sucked.
Extra Credit: When I started to gogo dance. But I purchased one that I actually liked (made of smooth, silky spandex) when I was 26. You could probably clone me from the amount of DNA I've shot through those things.
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