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Both, which is why conical tips suck. They make poor contact with the pin and pad. With a chisel tip you make good contact with the pin and pad
You add some solder to the tip, then drag it across the pin and pad. Solder flows towards heat and if the joint is properly heated the solder should flow beautifully.
Sometimes the pad isn’t heated (probably because the conical tip isn’t heating it) and doesn’t want to stick to the pad. It can also be due to oxidation on the joint surface. Add some flux to the surface and try again, allowing the iron to melt and activate the flux.