How to break up with someone? ?

This is your 886th answer, and you have been asking questions for over five years now, mostly around the same themes.  You have to decide: are you going to live your life for your own happiness, if it means that it has to take precedence over someone else's preferences? Or, are you going to sacrifice your own happiness for theirs?  You have had a long history together already, so you must know that things are as they are and will be the same, that they're not going to change.

 Your issue is not how to break up, its whether to break up.  Decide. If you do decide to end it, you do it politely, with kindness, but also firmly, without discussion or wavering. You end it as quickly and totally as possible, which means that he no longer gets to live with you or in your parents' home. You can, out of courtesy, give him a thirty day notice to make other arrangements, with the preference that he leaves as quickly as possible. Then, no further contact, ever, period. No facebook, no texting, no listening to pleas, no changing your mind. If you don't waffle, it will be easier for both of you.So now, you decide.....!  

You got together when you were still adolescents; before really getting to know your adult selves. His over dependence on you (emotionally) is costing him your respect, and somebody needs to tell him: it puts too much pressure on you. You seem to be very emotionally attached to the relationship, but not him necessarily. 

Many women are not too “mature” until late 20s and a lot of men don’t even start to grow up until their mid thirties (I was one!). Actually Judge Judy said recently their forties! I firmly believe that people need to learn to live with themselves (on their own) before living with someone else. He must find somewhere else to live: can he start by going back to his own parents or a sibling or friend? It would be best to have a clean break rather than spin it out. Talk to your parents, perhaps, although you don't really want to embarrass him. They can tell him to leave their home - perhaps you can go away for a few days while he does. He'll get over it. It will be very emotional for both of you, but it has to be done. 

Good Luck!

You are going to have to decide what matters more, indulging your guilt or moving forward with your life. Your guilt is coming from a selfish place. You don't stay with him out of genuine concern for his wellbeing, but because you are afraid of conflict and change. You tell yourself it's for his sake, but really it's all about making your own life easier. You are not as helpless as you want to believe. Stop looking for the easy way out and do what you need to do. It would be a good idea to tell your parents you want to break up and come up with a fair plan to move him out. Even if you cave and take him back again, he can't live with you anymore. No excuses. Your parents can force the issue if you won't.