On the assumption that "most" freeballers have, at some point, worn underwear, the choice of what type would have probably been influenced by someone or something.
If you wore underwear in the past, what type was it (boxers, briefs, boxer-briefs, etc.) and who or what influenced your choice (parents? fashion trends? friends/peers? something else? age might be interesting here, too)? Did you ever switch types? If so, when and why? Did any of these same factors influence your decision to freeball? For those who still wear underwear (occasionally or regularly), what determines your decision to wear or not to wear?
(I'm not sure that this particular question has come up here. We've had the "what type of underwear did/do you wear" discussion, but I'm curious about something slightly different here.)
As for me, I'm 31. I grew up with white briefs and switched to boxers in my early teens. This was my own decision, which I made when I started seeing other boys my age in boxers. They looked more comfortable and manly and I found this to be true when I tried them. I occasionally freeballed in high school and college, but didn't really think of full-time freeballing as being an option. Not sure why...I guess I just thought that it was somewhat deviant and just not the sort of thing that "nice people" did. There was one full-timer in my high school (and a couple of part-timers), but I guess that I just didn't think of the behavior as being normal and accepted...or something like that.
I tried boxer-briefs a couple of times in college (saw other people wearing them, thought that they might be comfortable), but they never really worked for me. I freeballed occasionally, but mostly stuck with boxers. I stuck with boxers as sleepwear as well, sometimes with a shirt. I freeballed occasionally then, but didn't go full-time until after graduating and finding this forum. Once I realized that there was nothing wrong or shamefully about freeballing, I tried doing it more regularly and enjoyed the comfort. I kept boxers for sleeping and loungewear, but eventually started to sleep nude as well (mostly based on posts from this forum). Once in a while, I'll still wear boxers or a shirt (never both) to bed, but that's usually only if I'm too tired/lazy to take them off before plopping into bed.
It's sort of weird that I'm a freeballer, really, since I grew up in a conservative family and tend to be pretty conservative myself. I'm not a nudist or exhibitionist and not one who others would expect to go commando. If my parents knew that I freeballed, they'd probably think that it was "dirty" or "uncivilized" or something (even now). Not sure what they would think about sleeping nude. My father has always worn pajamas.
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