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You can break in your tush simply by training! So spend some quality time with your saddle. Make sure you train responsibly since too much too soon leads to aches and pains. Not to mention the dreaded saddle sores!
The most important part of your cycling shorts is the chamois, the padded liner inside the shorts or bibs. The chamois first job is to protect you while you ride. Plus it's moisture-wicking so you aren't sitting in a pool of your own sweat during your hardest rides. Then to top it off they are also anti-bacterial and anti-microbial to prevent any infections so that means it's better to go underwear free. Be proud to go commando!
Some last tips to make sure your bum stays happy from the first ride to the last!