Breastfeeding! Help!!!😭😭😭

My son is 5 months old. I exclusively breastfeed but his doctor recommended me to start trying to give him a bottle every once in a while so that others can feed him. Well I did start a supply in my freezer a month after he was born. And I could pump a lot after he would eat. Now I wait an hour hour and a half and I can even pump 2 oz(both breast combined)! I need advice on how to up my supply. Does it sound like I'm going dry? I'm really starting to get frustrated with myself because when I pump it just looks like I can't even feed my baby. Please help this stressed momma out!! 😭😭😭😭

Bonus picture of my sweet little milk monster😍😍