I have read here in JackinWorld about how underwear relates to penis size [Puberty Survey]. The people who have the longest penises are those who wear nothing. The second longest are those who wear boxers, and the people who wore briefs have the shortest. I would like to change to boxer-briefs, which would get my penis to be more loose than it was in briefs. Will my penis grow or stretch out, or is it too late? And if it does stretch out, by how much?
My guess is your underwear won't have any effect. The differences in averages (that's hundreds of people averaged together) are really small, and there really isn't anything that indicates a true cause-and-effect situation. In other words, changing underwear types is not going to magically cause you to grow a large penis; if it did, the averages in the Survey would be much more dramatic than only a couple tenths of an inch.
Do you find yourself masturbating more often during some seasons than others? Why?
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