The right motivation??

So me and my boyfriend have been dating for about 6 months. We also dated in high school as well. When I was a freshman i weighed about 130 where as now I am a sophomore in college and weigh about 160. Lately my boyfriend has made slight comments to try and motivate me to better myself and lose weight. The way he does it though really hurts my feelings. I know he's not trying to put me down. I just don't know how to takes these comments. I don't want to lose the weight based on what he's saying. But it makes me extremely self aware of my insecurities. These are some of the things he has said..help me please 
Me: I can't get my ring off cuz my fingers are swollen.
Him: is it from gaining weight?
Me: you look different Hun
Him: you do too
Me: how?
Him: you look bigger. (Procedes to ask if I'm pregnant after I go to eat something 45 min later ) 

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