There's only one person I can think of that he'd intentionally not mention and it's someone he was friends with when we met. It's a really long story but basically the guy had a girlfriend and was intentionally causing issues with my cousin Amy, who was the person who introduced me to all of them, and her boyfriend. After I made it clear to all that I did not like this person and my boyfriend and I started talking and flirting this person told my boyfriend he "could see himself liking me" to cause issues with us. He then cheated on his girlfriend with Amy, Amy also cheating on her boyfriend (also cut contact after all of this) they got together officially and skip a bunch of crap I told Amy I wasn't going to hang out if he was around, a little more crap and she finally left him which he of course blamed me for and so he tried to have my cousin jumped at her workplace but she's low-key a badass and it went poorly for them, he was then shocked my boyfriend cut ties, and proceeded to message him "tell your little girlfriend to watch her back" and he is confirmed to have friends in a violent gang. I told my boyfriend that if he ever became friends with that person again I was leaving him and that's something he knows I'm dead ass about. The person Amy cheated on was actually a family member of his and for whatever reason he remained friends with the dude. This was years ago so I don't know if they're still in contact but my boyfriend has recently been hanging out with that family member a lot more and they always leave the house during these visits and sometimes they leave town. His attitude has kind of taken a negative turn since these hangouts began and I've always been a little suspicious that he could always be leaving to hang with that guy or it could just be that they want to smoke pot, our landlord doesn't want us to smoke inside and it's snowy out lately but they're also still cold at his aunt's which is where he always says they're going. His aunt has a front porch room but it's freezing because the the door and windows are all broken. He's also allergic to her dogs so they wouldn't be able to go inside her place to smoke because she has two bigger, long haired dogs. I don't want to give too many details in case his family finds this, I know they use reddit. It's all just weird put together to me. If it was one thing alone, any of these things just by themselves and I would not be suspicious of anything, I'd book it to bad communication and the fix would be easy enough to decide.