Abstract: A leak resistant drinking container apparatus includes a container with a bottom wall, a peripheral wall and a top wall. A drinking member is integrally coupled to the container and is fluidly coupled with an interior of the container. The drinking member includes a nipple with a perimeter wall extending away from and being integrally coupled to the container. The nipple includes a distal wall with respect to the container that closes an outer end of the nipple. The distal wall has a plurality of drink apertures therein. The perimeter wall extends around an internal area of the nipple. The container has a plurality of fill apertures therein fluidly coupled to the internal area.