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I wear the underwear that Mrs Kings Gambit gets for me. She's always coming home with underwear for me so I wear what she like because she finds it sexy. So, uh, I guess I do wear sexy underwear.
Yes, I do. I wear boxer briefs all the time, and when "going out" I have a lot of very nice armani and other brands of underwear that I wear. Now I go nice places with my gf, so it depends, but I still do sometimes. She is always so turned on regardless it hardly matters haha.
Time for a very relevant story I'll share.
I was in Austin, TX a few years ago with a friend I grew up with. We were out to eat and met a bunch of younger women, and their mom's at a bachelorette party. One of the very attractive mom's (cougar) came over and talked to us for a while at our table.
Fast forward to about 3 a.m. We are getting to our hotel from the bars, and we notice all the women in our lobby. They come up and talk to us for a while and are talking about how the bachelorette made all of her "goals" for the night, but needed one more important item, a pair of men's underwear.
Well, since I was wearing some tight slacks which make my azz look fantastic, I also had some very nice, tight, small, white, Armani boxer briefs on.
So, me being the man I am, walked into the bathroom, pulled them off, and came out holding them in the air, I gave them to the bachelorette and made their night. To this day I do regret not bringing the Cougar in to help me take them off. I feel 99% sure I could have made that work. Oh well, I try not to dwell on missed opportunities.
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