One of the best pieces of advice I've been given on cycling took place on a winter hike with a couple of Bike Club of Philadelphia members. I'd ridden a bike a total of four times in my life by that point. Aside from learning the skills, I needed to overcome the squemishness about appearing in tight fitting clothing. (When I was 400 pounds I not only worse loose fitting clothing but tried to be neat in my appearance to avoid the word "slob" immediately following "fat.")
As I hiked with Barb and Rich, we discussed cycling. I think Barb sensed I had reservations about cycling clothing, and she brought the subject up. "Bike clothes look affected to many people, but everything about them is functional." We discussed some of those functions as we walked - the tightness, the bright colors..... by the end of the hike I was persuaded. And that night I was reading up on bib shorts here on Bike Forums. Soon enough I was shocking people at my gym and not caring......
