
It doesn't work like that, no matter how many mating the eggs are only viable for about 48 hours after being fertilizable, and all the fertilised eggs implant around days 18 - 21 and start developing.
Difference in puppy size and apparent differences in maturity are down to how well the individual placentas function.
AS a bitch ages, with each season, the uterine lining becomes less smooth and provide fewer good placental attachment options.