A little more context here with some recent stories. She is prob a 7, they've been together since last summer, he is not desperate, 31 and does well in work/life... All around good dude.
We were out to dinner, there were 8 of us (4 couples), she was at the opposite end of the table as my wife and I... I suggested we just order a bunch of appetizers and share those and we can all do our own thing for entrees, everyone at the table agreed this was a good idea. I mentioned a bunch of them and it appeared we were all in agreement. Waiter comes over and I grab his attention first and let him know we will be sharing a bunch of appetizers, I list off a bunch with a nice mix of fish, meat, and salad. She instantly chimes in and says she isn't interested in any of this. I tell the waiter to give us a few minutes. I asked why she didn't mention this while we were all discussing moments earlier, she said I was looking at my phone, talking to Paul (now fiancee), and only wanted a salad (which BTW we were ordering anyways, but she wanted a different salad). I said fine we can make the switch, but she insists she wants her own. Fine whatever, order your own salad, which she does. Fast forward to the bill, as a group we will typically split these things, not going to sit there and say you owe $220, you owe $205, you owe xyz. My buddy knows this and was paying, but she makes a huge stink about why we are all paying the same thing. You drank 5 drinks, she drank 4 drinks, he drank 4 drinks, etc. etc. etc. We'll only pay x bc we only had 3 drinks between the two of us. My friend looked like he was in pain and then leaves what she says. Love how she makes this argument even though he was ####### paying! They leave before any of us and the rest of us discuss what a ##### she is. She might have said 20 words the entire meal to anyone besides her fiancee and just looked angry the whole meal. I have met her on multiple occasions before this, but this was my wife's first time, she left uninspired as did the other wimmins who were meeting her for the first time.
March Madness we all went to his apartment (just guys, about 7 in total) to watch a basketball game. We were drinking beers and getting a little rowdy. He has a 1 bedroom apt (big 1BR for NY, but small just about anywhere else in the country, prob 900-1000 Sq Ft). She was in the BR and we were all hanging in the LR. 30-45 minutes after we had gotten there, she storms out of the BR flipping out. You guys are making a ####### mess and way too much noise, try acting a little more like adults! She then goes back to the BR... HFS blank stares on everyones face, he apologizes and explains she is under some stress. Okay then, tell her to go the #### home, this isn't her apt!! We all left except him, #### her!
Every time we try to give her a chance we end up in one of these situations like above. IDK what the #### he sees in her, getting

just thinking about all the #### she does. I agree with some others that it might not be my place to speak up, but also if he really is a good friend, it might be my place to try and help him, even if it does ruin our friendship. One person has already said he is going to say something, he expects others to step up, but he is going at it with or without us. I kinda want to let him bite the bullet here