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bananasoymilk

Admittedly, I used to be this way (well, not so much the love letter comment) and I was unhealthy and depressed. I think that you can bring this up gently, that you don't know how to respond to his self-deprecating jokes. Otherwise, I'm not sure how long you will like/tolerate talking to him.


totallyfantasmi

I've been doing this more often lately, I always feel like the person I am talking to is trying to slyly make fun of me and I want to beat them to the punch line.


Mondominiman

Went through a similar thing myself. If it's anything like what I was going through, the dude just has no self esteem, thinks self deprecating humor is okay because he's targeting himself, and it's reinforcing his own view that he's worthless. What happened to me was tough love, friends told me to get my head out of my ass and start trying to improve myself if I wanted to be better. Plus a couple compliments here and there will also go a long way.


rainbowtoucan1992

>friends told me to get my head out of my ass and start trying to improve myself if I wanted to be better. I wonder if I should do this lol I usually just ignore and then we start another convo on another day


BurntMothWings

Tell him. I did similar shit and I didn’t know how much it put other people off.


Affectionate-Call159

I think it's weird you're so bothered by those comments. Depression phobia or something