I could see that and also how it may make you appear stuffy. Several women have told me they thought I was going to be an ******* based on that

I'm not but once they get to know me, it makes more sense. I got a new phone recently and had to re-download the app and make a new profile so I threw in some casual pics. To my surprise, one of the girls I'm talking to now said said she loved the most basic pic of me which was a selfie in a casual shirt so who knows what the best approach is
Basically what
adobecs4
said. I don't think there is a hard and fast rule, just go with the flow. It's not intentional but I just naturally happen to play it extremely conservative when I am taking it seriously. It eventually comes up but at that point I pretty much have the ultimate green light and it's gravy from there.
Did y'all know about the "sidewalk" and "side of the bed" unwritten rules? I had a girl tell me once about how a dude was OD on the date about making sure he was always on the side next to the road in case a car or something hops the curb (I guess that's a thing?) and another about how the man is supposed to sleep closest to the door because if an intruder comes in then he can defend her. The more you know