Why people say that being virgin is not something frowned upon when it comes to dating but when someone says that he is a virgin you assume he have some kind of issue. I get it, a lot of them have insecurity issues but by making those assumptions you are proving that it is something frowned upon because there always will be people with no issues that just had bad luck or whatever.

Pd: "he" because I haven't seen this behaviour with virgin women. People seem to be more comprehensive with them.