I have a good friend who I have a kind of Friends With Benefits arrangement, I guess you could say. He has made it clear he doesn’t want an emotional attachment or to fall in love etc. I can accept this and am okay with it. However, he tends to get jittery if he senses any kind of emotional development with me. I think this is more about his feelings than mine. Thing is - he has been having a very hard time lately and has said some things that have worried me - about his feeling really down. I’ve told him I’m here if he needs to talk. He has other friends and family of course but I now find myself in this weird position where I want to check in on him as a friend and to make sure he is okay - but am worried this comes across as me wanting more from our relationship. I know that sounds stupid but the boundaries on our friendship have become very mixed up by the ‘with benefits’ part. Would you just check up on him anyway to make sure he is okay and risk him thinking you want to be a girlfriend, or just give him lots of space to lean on his other friends?