Ditto--don't use ANYTHING you haven't road-tested before your century--sports bra, socks, shoes, water bottles, sunblock, food--NOTHING. (I need to take a marathon training book and turn it into a century book. That is rule number one.)
I also agree compression and padding is personal. However, my sister learned the "tightness" on her own. I bought her two pair of shorts. She thought she preferred the "looser" pair because she doesn't like anything tight around her abdomen--but she concluded on her own that "loose" allows the chamois to move around and create MORE rubbing. My DH was too vain to wear "tight" shorts in the beginning, but quickly came around. You can wear shorts over your bike shorts, if the look makes you uncomfortable.
You only "injure" yourself down there once--I learned that lesson the hard way. My regular shorts were good until about 40 miles on my training rides--then I had to upgrade.



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