Artie was my first Yorkie, I had extensive experience with other Breeds, every thing from a Rottweiler, Pitbull, St. Bernard, Labrador Retriever to a Mutt!
He was a year and a half before I got Abigail, I took him with me to the Breeders and they chose each other! They have been inseperable ever since, last year they had a litter of 3 puppies = 1 male and 2 females. I ended up keeping the runt female - Tiffany Aloha, but at one point I had all 5! They all follow each other, they are never more than 3 ft. away from me. They train each other and they are all on the same schedule of eating and pooing. Luckily I don't have any problems, but the only time it seems like alot of work is Bathing/Grooming, since I do it all myself to save money and I got tired of paying for someone else cutting too much hair in the wrong places!
The only other time that it seems like 3 is too many is paying for 3 Vet. bills! Other than that if you can handle 2, you can handle 3? There isn't much difference as long as they all get along!
But my special circumstances are.....that they are a Family. If anything ever happened to any one of them, I would never try to replace it with another Yorkie. I guess because I love them so much it never seems like a burden in any way, I always say the more the merrier since Yorkies are the best breed!
Good Luck in deciding, Aloha