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Does the whole nipple go through the tube? I had to make sure my nipples were completely in the tube when pumping. Maybe that could be it?
Maybe your pump is not fitted correctly??
Using creams often made it harder for me to pump. When I had yeast infection - I preferred the pills over the cream. I thought the creams made the pump suck too hard (maybe because it acted as a lubricant which - for me - was worse).