Ok so this is kind of long but here goes. I’ve been with this guy since we were seniors in high school. In 2013 he broke up with me and started dating somebody else. In December 2013 he broke up with her and started things back up with me. We found out in June 2014 that she was pregnant and it was his. I excepted my fate and told him that I was still here. The beginning of 2015 he left to move to Omaha where she was so he could be near his son. He moved back at the beginning of 2017. Ever since he moved back he has been acting like a friend to me. A friend with benefits but a friend still. I have asked him on multiple occasions “what are we? are we dating or we not dating? what’s going on.” The answer I get is “I don’t know well see” I then asked him “so if I were to start dating someone at work what would you say?” He said “I wouldn’t like it but I couldn’t stop you“

Back in November I was flirting with a guy I work with, and things got a little heated. I ended up sleeping with him twice. I let my friend/ex/roommate know what I’ve done. He was mad at me and he was hurt but said he still wanted to work things out.

I realized in that moment I was sleeping with my work friend, I didn’t have feelings for my ex/roommate anymore. I’ve told him this on a number of occasions. I told him that I think it’s time for him to move out. And I told him that I don’t wanna work on things.

That was the November here it is almost February and he still hasn’t left. I’m trying not to piss him off because we do have bills that are still together. And the car that he drives and pays on is under my name. And my name only so I don’t want to piss him off so he stops paying on the car. Help me! How do I tell him I’m done again without pissing him off?