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As a kid I always loved smooth and shiny fabrics. I wanted satin sheets so badly! I started to see underwear like that in the department store catalogs, plus more risqué stuff available via mail in Playboy. Sheer rear? Whoa! I was 17 and nervous as hell when I bought my first bikini briefs in one of those same stores. Damn, they felt good, and I felt awesome in them. I soon ditched the tighty whities forever. As my confidence and spending money increased, I dove deeper and deeper into unconventional underwear: string bikinis, thongs, jockstraps, satin (finally!), sheer, and so on. I bought most of it through the mail, but I was still living at home and I didn't want attention from my parents about my underwear choices. I wasn't gay and feared that my parents would think that I was (I consider myself hetero-leaning bi now). So I rented a post office box to take delivery of my wares. Soon enough, I was receiving other catalogs, especially the famous International Male. What an amazing variety they had! Nowadays, I still buy more fancy underwear than I need but mostly online, of course. I mostly wear jockstraps (perfect for avoiding swamp ass) but I often wear thongs, especially under leggings, and I have some Brazilian trunks for special occasions (or doctor visits). Women I have dated have almost always loved my underwear choices. My favorite encounter was when a date unexpectedly reached down the back of my jeans and said "You're wearing a g-string!" (thong actually). We nearly had sex right there on the Wolf Trap picnic table (pre-season; it was a warm spring night after a concert at Wolf Trap's winter venue nearby) but I didn't expect that at all and didn't carry a condom 😒. So that's my underwear story, typed out on a Saturday night while wearing a black Calvin Klein jockstrap 🤠 |
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