If he's anything like me, he's probably just participating in those activities to humor someone and feels absolutely out of place.
I think this is a lot to do with it, since he is my boyfriend, but I have told him numerous times that if I sense that he's not having fun, I can't have fun. So, I'd rather him either enjoy himself, or not come with me, or him and I do something else together, but he insists on coming. Why? Sure, you could say to 'fulfill his duty' but he's making it worse. How doesn't he see that?
He might not enjoy the activity themselves, but there is a chance he enjoys the people. Don't pay attention to him.
The only other scenario where the above may be true is if he was involuntary forced to attend or felt compelled to do so because of a particular person or to maintain group harmony. But that's just silliness.
As said, I feel he does it because he doesn't want to not be there since that's what boyfriends do... but he is ruining the group harmony--for everyone, not just me.
How do you know he's not having any fun? ENFPs and ISTJs show their feelings in very different way...
Well, too crowded places set me on edge... I feel like drowning in places such as clubs. It's just too much noise and external stimulus going on. We (intros) are rather delicate thins in such matters.
And perhaps the ISTJ is tagging along to show he's always with you... ISTJ do things often because they feel obligated to do so... And quite often with happy hearts.
This is a question I ask myself too... why can't I just have fun like everyone else. I just feel so outsider amongst ordinary people at the clubs.
You definitely are right in saying that ISTJs and ENFPs show feelings in a different way

But I know him very, very well. And not only does he not show physically that he's not having fun, his face is just a constant look of disgust, annoyance, and frustration. It is so obvious, not to mention if someone asks "Hey, everything ok?" He won't even try and mask his lack of entertainment, he usually responds "As OK as I can be in a place like this". Why not just tryyyy?
He did mention that this particular place we were at recently was too loud, too flashy, too crowded. His idea to make things better was him sit out in the lounge by himself while all the rest of us were inside having fun. How is this a win-win situation? Everyone is bummed that he is having a lousy time. Why not just leave?
I am catching the theme of him wanting to do it because he feels the need to be there and show his obligation, but I think he'd much rather not be there, and sometimes, i feel the same if he is going to act like that. I dont enjoy clubs or dancing either, not at all actually, but I will just try and make the best of the situation if I have to be there.
He does say what you mentioned about wondering why can't he just have fun? He says that he feels odd and like somethings wrong with him. I try not to make him feel that way, It makes me sad when I see ISTJs get sensitive like that.
If you really want to know why he isn't having fun, you could try talking to him and getting to know him better. If it's not any deep issue, then I guess you two just don't hit it off. I don't know if it's a general ISTJ thing but personally, as long as I'm being decent enough, I don't see it as my responsibility to act in a way that isn't natural for me just to please people and be what they expect or want me to be. And I have noticed that yes, this can be irritating to certain people.
I have tried talking to him before, and he doesn't get too deep. I've been dating him for several years, and this problem just comes up a lot. All he says is "How can anyone have fun in a place/situation like that? I don't even know what to do to have fun. Its too loud, I can't even talk to people. Everyone is slutty, everyone is drunk and bumping into me. How can a person actually enjoy this?" He starts to become judgemental, and as an ENFP, it is hard for me to handle that. I want to bring him into new places so he can learn to just enjoy himself, but alas, this just may never happen.
The bolded part.... can you elaborate? If you know that you actions may be ruining the group's fun, you aren't willing to try and make things better?
I don't know why he's doing that. If I don't want to go, even with friends, then I'll just sit that one out (though if that's the only chance I'm going to get to hang out with my friends, I'm probably going to take it, yes). Maybe he wants to spend time with friends, and isn't excited by the specific plans but hopes it'll turn out to be more fun than he thinks. (When it doesn't, he ends up wishing he hadn't bothered coming along.)
Agreed. I even tell him before hand "Hey, you probably aren't going to like this/you probably aren't going to have fun" and then he gets offended that I am warning him about it. I want to pull my hair out! I warn him so he has the opportunity to stand down if he doesn't want to come. I think you're right in saying that he may hope it will be better, but why hasn't he noticed that ultimately... he will never have fun in this situations. I am guilty too, because my driving Ne is like "What if this time it's different!!!!"
This is true as well.
I think my ex failed to fully understand me, and if she did she didn't have what it took to deal with it.
I remember one time early on she was 'hurt' when I was happy that, due to weather, a trip to Six Flags in early November was canceled, due to weather. She thought it meant I didn't want to be with her; I just didn't want to be with a bunch of screaming people in the cold.
Like I said, most times I end up enjoying myself immensely. But the thought of some upcoming social event doesn't sit well with me; it makes me nervous and anxious.
I can see that being very frustrating, I can understand ISTJs pretty well, and even though I may have reacted the same as her, I have learned to not take things personal when it comes to ISTJs actions/decisions sometimes. I am trying to hard to understand him, but maybe I am just trying confusing that with trying to change him...?
To me, this ISTJ doesn't sound like he is very mature....
Interesting, when you say 'mature', do you mean not developed functions (according to type...) or do you mean the general idea of just being immature. Because, I do see him as being a very mature person, but as far as his 'type', he is very probably:
60% Introverted
90% Sensing
90% Thinking
100% Judging
And I can see this being a problem, just as my extreme ENFP preferences can be a problem for me.