The perfect hang is a delicate alchemy. You need the right combination of people, the right setting, the right music, and the right table topics. It doesn't always come together, and you can't force it, but when it happens right it's perfection. I find that there are usually two camps of people when it comes to this type of thing.
There are those who want some sort of structure, like a game or an activity to shape the night around. They feel more comfortable contributing when there's some sort of format for how it goes, like "Never Have I Ever" or a game of "Bus Stop." Then there are the people who are absolutely allergic to this kind of night. They want a free-form hang session or they want nothing at all. When you have both kinds of people in a friend group, which you often do, this can lead to trouble.
There are those who want some sort of structure, like a game or an activity to shape the night around. They feel more comfortable contributing when there's some sort of format for how it goes, like "Never Have I Ever" or a game of "Bus Stop." Then there are the people who are absolutely allergic to this kind of night. They want a free-form hang session or they want nothing at all. When you have both kinds of people in a friend group, which you often do, this can lead to trouble.