Unless you have a TON of extra time to do one on one training with each pup, I would strongly advise against getting two puppies at the same time, especially littermates. When you have 2 puppies, it can be much harder to train them since they will be much more interested in each other than they are in you or anyone else trying to get their attention. Plus, there is a greater chance that they will bond more with each other than they do with you unles you really put in all the extra time in the world individually with each pup. They will each need a lot of one on one training time separate from each other. Also, when you get littermates, there can be issues with dominance. Having 2 pups is twice the financial responsibility, which I'm sure some people are fine with, but it can get very expensive! (Twice the food, double the vet bills, cost of spay or neuter, toys, leashes, collars, etc.) I would start with one pup and then think about getting a second once that pup is at least a year old and is through the puppy stages. Our breeder actually refuses to sell 2 puppies to one person or family at a time for those exact reasons. Two puppies is twice the work! I could never have 2 puppies at the same time! Our new pup won't be coming home until Tucker is almost 2.