If compromise with others is starting to be seen as an affront to one's own sense of identity, it's no wonder people are reporting such a poor sense of well-being nowadays.
I grew up before the terminally online era, and I'm not sure we ever saw taking turns doing each other's favorite activity as a sacrifice of our individualism. It was just part of what it means to form meaningful social bonds with other people. Heck, most the time we agreed to spend time together before choosing an activity, because that's where our priorities lied.
I agree with you, but there was certainly some pressure in that direction.
You were probably told that if all your friends were doing drugs (or jumping off a cliff) you should think for yourself.
And you were probably told it was bad to be a sheep and just follow the crowd.
And you probably saw some "real fans" of bands/comics/whatever being scornful towards "phoneys" who were just "pretending".
And you might have been given the impression that picking up some new hobby because a cute member of the opposite sex is into it was somehow insincere or cringe-worthy.
And if some of the activities were expensive by your family's standards, you might have been asked if you really wanted to do whatever.
I can imagine how a person who over-thought this sort of stuff could have ended up thinking they shouldn't, say, go to a baseball game if they don't like baseball.
I grew up before the terminally online era, and I'm not sure we ever saw taking turns doing each other's favorite activity as a sacrifice of our individualism. It was just part of what it means to form meaningful social bonds with other people. Heck, most the time we agreed to spend time together before choosing an activity, because that's where our priorities lied.