Why does my ex-boyfriend keep hurting my feelings?

Well I would bet that you broke up w/him or he might have but he wanted to get back with you. When we are in a situation where we a broken up from our ex guys have several emotions that go through their minds and it can get complicated. I'm going through one right now for instance. I am trying to be mature about everything and just let her have her time for a couple of weeks before I contact her. Do I want to get back w/her? Yes depending on a few things. However if she just doesn't want to talk or doesn't want to get back then there is the backlash and I might feel hurt so I will feel like hurting her emotionally. Now I'm not the person to do that and I won't but I will feel like it. Really the guy your going w/is immature. He doesn't know how to deal w/it so he is lashing out at you in desperation because he realizes that he can't get you back. He is doing this as one last measure of trying to hurt you as badly as he thinks you have hurt him (not that you did anything on purpose to hurt him).

I would suggest that you just ignore him. Switching phone #'s will work but I wouldn't if I were you. If he finds out you switched then he will search for a way to contact you. Right now you shouldn't hate him but feel sorry for him and the way he is acting. He is basically acting like a small child. It's kind of like a mother saying no to a child when he/she wants candy. Then the child says "I hate you". I would ignore him though, you could tell him that he needs to leave you alone and that you will not talk to him or contact him again. One thing you don't want to do is get another guy involved though. I've had friends who are girls who got guy friends to stick up for them and to tell there ex to back off. Well the ex isn't thinking clearly and ends up going after their friend. I know it's kinda scary, intimidating and your trying to figure out why this guy who used to love you is doing this. Again it's a sorry situation and he needs to grow up. Hopefully he can realize that he was wrong and learn from it in the future.

Reply to his texts with "return to sender". If that doesn't stop him, maybe there's a way to block his number?

Plain simple answer: He is a very insecure, jealous boy. If you really have not told anyone that you are still together and he is still pestering you telling you he is not with anyone - he has serious security issues. It sounds to me he feels the very opposite. He actually still really likes you, he doesn't want anyone else to have you and he hopes to get back with you. but PLEASE don't. This guy seems jealous and possessive and insecure. He is knocking your confidence because he's jealous you have confidence- so please don't get back with him until he's got over his issues- which can take years! If I were you I would change your number or if you don't want to do that DO NOT answer his calls/messages--he loves it when you do that- any reaction is a reaction even a negative one. a reaction is what he wants. any sort of reaction shows you care and conveys in him that you still care. doing this does not mean to say you don;t care I'm sure you do still have feeling for him whatever they maybe i.e fond memories, feel sorry for--but it's best at this stage to MAKE IT FUNDAMENTALLY CLEAR YOU DO NOT WANT TO BE ASSOCIATE WITH HIM. if you do want to remain friends. I don't believe this can happen until you have not spoken for a while--and even then don't you do the running just to be on the safe side. if you don;t hopefully he will get the message. if this fails-- you need to monitor his calls to you, keep his messages, recordings any visits he may make to you---if you need to make a restraining order you will need this proof to do so in court.

He's definitely hurt and he's just trying to get back at you.

If it gets really bad I would suggest threatening him with a restraining order. It worked for me and one of my ex. Just tell him to leave you alone in a text. then if he still does it say you have no problems getting one.