Rikki Coleman answered Venessa's question 5/14/2012 Trying to break up with my boyfriend who I am living with. I tried to break it off once but didn't work, I'm too nice. Most the things in our house are mine and he would go crazy and break my stuff. How should I go about breaking up with him? Tell him you need a "break" and you love him but it's strange and you just need time to think about your mixed emotions. Once he's out. He's out.