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@hoefla
just get some practice in whatever you choose to wear.
I like linen and linen-mix stuff in the summer (have done 80 miles in linen/cotton cheap uniqlo 3/4s) but some people hate it - it's a "hard" fabric so you have to watch out for unfortunate chafing especially if it gets wet (sweaty).
have you looked at rapha, swrve, vulpine etc for bike-specific but not full lycra?
you can also get padded or unpadded undershorts.