You can turn this into a kind of shaggy dog story by starting with something about a shepherd having such a large flock - he keep careful track of how many sheep he’s supposed to have, and he knows there are 789 (never mention this again) - that sheep kept getting loose and wandering off, so he decided it was time to get a dog to help him.

Fill out the middle with various adventures of acquiring different dogs from different places, each one ultimately standing on a ridge overlooking the flock, and being commanded to “round up those sheep.” Of course, each dog fails in some spectacular or ridiculous way, leading into the next dog acquisition adventure. Lather, rinse, repeat.

This can go on for as long as you can manage. Finally, some “unexpected” dog (or cat? fish?) is gotten and commanded to “round up those sheep,” the animal pauses, crouches as though ready to run, and says “800.”

This was funnier than any dumb joke deserves to be. I approve.

wow 100 sheep.

No Sheep, all rounded down

I would say boomer shit, but thats not in the sprit of the dad joke