My (25F) boyfriend (31M) seems unbothered that his best friend (35M) asked me for pics. How do I bring it up that this really bothers me?

I (25F) have been in a relationship with my boyfriend (31M, who we will call John) for just under a year. Throughout our entire relationship we have spent a LOT of time with his best friend (36M, we will call him Eric). I would say ~55% of the time I spend with John, Eric is there. I haven’t had too much of a problem with this as we all get along and Eric has always seemed to support us as individuals as well as our relationship.

There has been times in our relationship where Eric has been single and I have felt mildly uncomfortable by how he acts. For example: sitting way too close to me on the couch, talking about explicit topics in too much detail etc. pretty minor things but enough to put me just a little on edge. I mentioned it to John and he brushed it off as just being how Eric is.

John and I have been in a bit of a rocky patch and he broke up with me a few weeks ago. The whole break up lasted about 3 days before we were “back together” and trying to figure things out (we have had the conversation that even though it’s not “official” we are not going to see or talk to anyone else). However, in the first 12 hours of us being broken up Eric was messaging me telling me how amazing and sexy I am and asking me to send him nudes. I said absolutely the hell not and opted not to tell John at that moment in time because we weren’t talking and as shitty as it was I figured he would need his best friend to help him through the breakup.

A few days later when John and I spoke about working things out I told him what Eric had said to me and John seemed annoyed but that was about it. A few days later they were hanging out together like nothing ever happened. When I asked John about this he said they talked and it’s just how Eric gets when he’s drunk and lonely.

I see this as extremely disrespectful towards both me and John and I’m honestly really bothered that John is treating it as no big deal. I feel like I’m in this horrible spot now that Eric knows I “snitched” on him to John and I’m honestly terrified for what’s going to happen when we all hang out again next. Eric drinks heavily and is not afraid to speak his mind. In the past Eric has also encouraged John to drink to the point where he will pass out so Eric can talk to me “in private” about John.

On top of that I feel like John should feel at least a little protective over me? There’s been many instances throughout our relationship where he’s just not noticed guys hitting on me or told me it was all in my head when I mentioned it to him. John has also left me alone countless times while we’re both drinking in busy public places (he will leave for 30+ minutes without telling me where he’s going or answering his phone. I just have to wait until he comes back or go wandering around looking for him). He always justifies these things by saying I’m very capable and can look after myself so he doesn’t need to worry about me.

How do I discuss this with John? I feel like I’m beating a dead horse bringing it up again but I’m quite bothered by it and his super casual “whatever” attitude towards it just doesn’t sit right with me. Is it normal for a guy to be so careless about looking after his girlfriend?

TLDR: my boyfriend’s best friend asked me for nudes while we were broken up and my boyfriend doesn’t seem to care. How do I talk to him about it?