I used to whip it out and flash my friends (yes, alcohol was almost always a factor), with no reservations in my 20s, but never "on demand" for the guys. Girls- all they had to go was ask, and I was happy to oblige (only happened a few times).
Nowadays I still whip it out, again with no reservations, but only when/where it's acceptable, i.e. to use the locker room or a urinal. Any of my guy friends who may have wanted to see it, have by now, without my knowledge, if they have worked out or used the restroom with me, and the rest can literally see what's hanging in my shorts any time if they just look. I'm not shy nor concerned if they do.
Girls haven't asked me in a long time, but if one were to, I'm sure I would show her, although most of the time all they need to do is look down and the VPL does the rest. I get offered more dates and numbers since I started going commando, my big dick is hard to miss.