Yes, my experience growing up was very similar! I don't play board games anymore if I can avoid it because it was always such a fraught thing when I was young. It really felt more like a family obligation than a fun hobby, and I spent a lot of time trying to perform the "correct" emotions about it. I honestly had no idea I was allowed to not enjoy myself.

I do think it's important to tell kids directly that sometimes it's okay to skip out on optional things that make them unhappy. Not everything, sure, but kids pick up on social norms and expectations, and don't necessarily have the context to realize that those expectations aren't rules set in stone.