I point my penis up in my cycling gear and that results in a very visible outline. I am always aware of lots of people checking it out, and that's fine. They can watch. Guess that must be the exhibitionist in me at work.
I ride the same way. Started doing it when I saw another cyclist and it's way more comfortable than the other way. Plus it gets some looks too.
I bike around a local lake in the evening after work. As it has begun to cool down and get dark earlier I see fewer and fewer bikers. Also noticed that Thurs and Sun evening are practically deserted. There is one part of the ride that is darker and not visible from the road so.......
Last Sunday night I got up the nerve and stopped by a tree just past the last lamp. I watched and listened and tried to decide if I had the guts to do the ride. I pulled off the biking shorts and stood by the tree just in case for several more minutes. I wear a cycling shirt which hangs low so I had that small comfort.
I tucked the shorts in my little phone and keys bag and stood there for one more minute before jumping on and starting my ride. The cool air felt awesome on my hard dick as I rode through the dark bike lane. I only met one other rider and he didn't even raise his head so I'm pretty sure I went unseen.
I rode farther than I planned, even on a path that parallels a busy road. There are two restaurants that are on the bike lane and I was tempted to bike past them but both patios were full and the lighting is much brighter so I stopped and put my cycling shorts back on, but not before I shot a load on an unsuspecting tree that offered some cover.
I've decided that as the weather gets cooler and traffic decreases, I will pull off the shirt too on some night's ride.