I don't know what he meant but maybe give it a try to doing something for him and making him feel lucky/ special. Maybe he was just saying that because he feels a little upset or hurt over the fact that you haven't bought him anything or gone out of your way for him? So he tried to make himself feel better and get over it by making a joke and putting you down a little bit...
I don't know if you have or haven't. This was just a thought that popped into my head when I read it. You should talk to him about it more then. It really seems to me like he meant the apology.
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Boyfriend says I'm lucky to be with him? Okay so tell him he's lucky to be with you since you're better looking than him
What, if anything else could he have meant? You're lucky to have me because I spend money on you.
Is he trying to bring me down or make me feel inadequate? Yes most likely.
he is just being insecure? Yes he's also doing the whole trade beauty for finances thing.
Usually in a relationship (unhealthy one) someone thinks he/she is the better one. Better looking, richer, more successful, etc. So he/she thinks that the other one is the lucky one. Maybe this is the case here or maybe he's just insecure.
You might be taking his words all wrong. Lots of girls say that, they never asked for anything. Yet if you don't do all these things they sure get annoyed very fast...
You should just tell him he's lucky to be with you. To me if I'm with a great girl I do feel lucky. Lucky to have met her and having the chance to build something. If you don't feel lucky tobe with him may be you feel he's nothing special.
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