I don't see him that often but we speak on social media most days.
There have never been any feelings there on either side as far as I know, well he has never asked me out or said he likes me, excluding once when we were 14 years old (late 20s now), but I feel very at ease talking to him.
The other night I told him I was feeling lazy and just felt like staying in bed, and he drunkenly texted me, "I wish I were there too 😜".
A few weeks ago, I was wearing a dress for a night out and I said to him I felt self-conscious as it was a bit short, and he said "pics ? 😜😉". He also said once that my boobs really 'grabbed his attention' on pics.
We have actually fallen out over this in the past. He had just broken up with his ex and his ego was obviously a bit bruised. He was asking me questions like "Would you swipe right on Tinder for me ?" and commented "I would 😉" about me and said he had "stalked my pictures".
I found it really uncomfortable and we didnt speak for a couple of months. He apologised and I told him I knew he didn't have feelings for me, and it hurt that he was objectifying me in this manner, and he said I was a 'friend'.
So now I feel like he's creeping back into that mode. If he finds me attractive fair enough, but if he's being sleazy about it I see that as a lack of respect for myself.
Would you see this as harmless or something more ? Thanks