Yeah, I haven't actually restricted anything. I just expressed my feelings in these situations. I've never asked him to remove the photos, which again the ONLY ones that bother me are the post-sex ones in their bathroom and the kissing ones of them on solo dates without friends or a special event. They're all her photos and it just seems weird that both of them would want this stuff on display for everyone.
I told him that I felt bad about the hangout with his childhood friends and that I didn't feel comfortable putting myself in that situation again, but I never told him not to hang out with them anymore or anything. He's been seeing them bimonthly at the minimum and I just occupy myself and give him space and he spends a day or so with them.
The city thing that happened seems to be misconstrued but basically I sucked up my feelings until they came out like word vomit, then I apologized for being in the wrong a LOT of times and then he apologized for not doing the one thing I asked of him and expressed sympathy for me having a crappy day, we made up and haven't mentioned it since. I never imposed any boundaries except I asked him to text me prior to hanging out one on one in date-type situations alone with the opposite text so I wouldn't be blindsided after it happened out of respect. He was reluctant but agreed.
The cheating thing was a convo we had after I met the other ex-gf in question in a hangout and he just told me their history (i didn't know that she was his ex until the dinner was almost over and she had already left). I just added it because it worried me but honestly after seeing a unanimous "it was in the past" it has reaffirmed my trust that he just made a mistake and has learned from it and changed.
That's why I really asked about the boundary thing because I wouldn't even know how to properly go about imposing them or whether they needed to be at all. I appreciate your response, definitely best for me to not start telling him what to do and instead just keep expressing myself honestly as things come up, both the good and the bad.