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Hello there, thank you so much for your reply.
He often jokes in a cruel way, saying I’m not very smart or that I’m kind of dumb, or putting down my career saying how irrelevant it is (I am a fashion designer), he once ranked my appearence “on a scale from 1 to 10” (without me even asking) and I found it very hurtful because if you love someone, or at least appreciate them enough, mere numbers shouldn’t be able to describe what you see in that person (or is that going too far and I need a reality check?) Well, at least I know I wouldn’t do that to him. He realized what he had just done, apologized for it and tried to make feel better though, said he didn’t mean to upset me.
I did, however, ask him once if all those things were simple jokes or if he really meant any of that, he said they were all jokes. But I have a very low self esteem, and he knows that, I don’t know if that’s just the way he is, the way his humor works, or if I’m being overly dramatic and too sensitive about it.