I pose this question because I feel like I may have missed a possible opportunity to have a friend also a DL friend.
When I was around 10 I was playing at my friends house in the snow that was like 4 feet deep around his house . At one point I had to pee but I tried to hold it because, being a kid, going in and taking off a snow suit to pee was a hassle. It got to the point, however where I could no longer wait so as I waded through the waist-high snow to his house, it all flowed out.
Back in his house we were changing out of our wet cloths in his room and there was a stack of his little brother's diapers in the corner. So I said, "I'll try one on if you do." He agreed and put one on. At that point I was so giddy and began to strap mine on, suddenly, my friend's mom's voice called, saying my mom was there to pick me up. Instantly I dropped the diaper and pulled up the sweat pants my friend had lent me and headed down stairs.
The very next day I hung out with him again and asked him how it went with the diaper. He smiled and said he had even worn it to bed that night. I laughed and looked at the pack of diapers again. I was sooo tempted to ask him if he wanted to wear them again since I never got the chance but I got worried that he'd definitely see my desire to wear more than just a fun dare, so I didn't and I never brought it up again.
Looking back on that . . . how he said he had worn it that night without that even being part of the dare, I really wonder if I could have gotten him to like them; but now I'll never know.
Anyone have a similar experience?