I have a very close friend of 10+ years who is, most of the time, brilliant. However, he's never had much luck when it comes to relationships, and when things are going wrong, it's all he wants to talk about. Every day. I'm his friend, of course I want things to work out for him, and I'm happy to lend an ear, but honestly I'm reaching the limit of how many more times I can hear the same thing over and over and I'm starting to dread seeing/talking to him. WWYD? I don't want to push him away or stop talking, but I don't feel like I can really say 'can we talk about something else?' either as I don't want him to feel like I don't care. I've tried to gently steer conversation to other topics but he just pulls it back every time. I've even tried turning off my online status on messenger etc but it doesn't stop him, he'll leave a string of messages spread over hours or days for me to pick up whenever I next look. I'm not sure what else I can do without risking hurting his feelings!