Alright. So I had this issue to some extent when my boyfriend and I had been together a few months. I fucking love selfies. I post the shit out of them. Some with him, some with my dog, some with cleavage, some with beer ... You know. Normal selfies for a girl to be posting. He was always annoyed at dudes "IG-stalking" me, and liking all of my pictures and whatnot. He brought it up, and it was an excellent segue into his own instagram habits of liking every half covered ass he could find and following every girl he's ever met (total exaggeration, but you get it)

Anyway the solution we ended up coming to together was that I would keep posting whatever I wanted, and if he was uncomfortable with the boobs or something I'd respect that and take-er down, and if someone was IG-stalking me, as he put it, I just wouldn't respond to their comments. His portion of the compromise was that he could follow whoever he wants and look all he wants, but he doesn't need to like every picture the chick's ever posted. After we talked about it, he pretty much stopped. Some days he'll find a random fitness model's IG and like-attack all of her pics, but it's no longer hot chicks he meets at the gym or people we know.

That's just our solution to the issue, but it came from getting down to what the real problem was. For us, it was the two-way communication that social media offers, and we were not respecting each other's feelings a whole lot in regards to how things could look from the other's perspective. In reality we've never brought it up again because following that talk we were just more respectful to each other.

tl;dr: Talk to him about both issues at the same time. I think it's normal to have some insecurities when social media is involved, but you kinda have to address them as such or you'l never agree. It's a two-way street.