RE:How long

Around the house, sitting outside, in the pool, sleeping all that is fine with no undies. I wear them when I go to work or am out and about. This is primarily due to not wanting my penis to be obvious in work slacks, not wanting drip marks to show, and for comfort too. My testicles hang low and can be bothersome sometimes so thats a consideration. Its odd Ive run nude and everything works out fine but since I cant run nude in my neighborhood I usually wear a jockstrap when I run. I did recently buy some running shorts that have a pouch inside and have worn those but since they are super short I wear them when the temps are warmer.

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RE:How long

Forever for me! I was raised by my single gay Dad. We were farmers and he never wore underwear, and so I did not. The last time I wore something like that it was my diapers! I purchased underwear in case I needed to wear a tux. I put them on and immediately threw them in the wastebasket!

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