I think I can almost remember the exact day that he shifted. We were talking about our previous girlfriends and he very openly bragged that he’s slept with better looking women than I have (I’m not like that). He kept talking about it over and over that day, I could see he was getting a lot of enjoyment out of it.
Before this, he was a different person. Overall good morals, good friend for the most part, rarely put me down.
It was very sudden.
It was also about the time he started to drink really heavily, but that might not be directly related.