One of my dogs is [a soon to be] three year old Chessie named Boomer. The other is a 21 mo. German Shepherd named Dieter [Dietz]. Like the shirt. REALLY like your dog!
I kinda went up one grade of gasoline on the black pup. My older dog's dam is by FC/AFC Storm's Riptide Star, the only chocolate Lab to win the national field title, but her sire is a conformation champion who is an affable old boy, but couldn't find a bird in a phone booth if you poured gravy on it. Nobody was sure what to do with that litter or how they would turn out. At least one other good hunting dog in the litter, but he looks nothing like my dog - he's a big old block-headed moose. You do those wide outcrosses, you get some like the sire, some like the dam, and every possible combination in between. The type doesn't settle down for a generation or so.