[X] No way November we'll say our goodbyes
She catches up with the pair of you almost immediately, which confirms your suspicion that Shikamaru comes from a shinobi family. It makes little difference; the point was not to escape her, but to gauge the boy's responses.
He did not start immediately upon your order, which would seem to be consistent with a normal child of that age - slow reaction time, freezing in a fight or flight scenario, inability to parse quickly spoken words and phrases. But on closer analysis such a picture doesn't hold up; Shikamaru understood what you were saying earlier just fine, at comparable speeds to your order to run.
And it wasn't that he didn't react in time. You may lack much of your physical speed in this form, but your eyes and ears still operate much more quickly than any normal child. They did not miss the way Shikamaru's weight shifted to his forward foot when he heard you speak. He prepared to follow your advice, but held himself back for a moment to consider it.
A stubborn one. Interesting.
"Oh, no you don't!" Shikamaru's mother is saying. "You're coming home right now, mister! What do you have to say for yourself?"
"I got bored and went for a walk," the boy says carelessly.
The woman stares, and then closes her eyes and massages the bridge of her nose. You catch her counting to ten under her breath, and try not to smile.
A very stubborn one.
"You can't walk off on your own, Shika." She grabs him by the hand. "If you're bored, you can practice your shurikenjutsu." She spares a glance for you, and says, "I'm sorry, Naruto-kun, but Shikamaru doesn't have permission to play today. Maybe you can see each other some other time."
[X] "How do you know my name?"
[X] "Wait! May I please come with you? I want to learn shurikenjutsu too!" Adorable and lonely orphan? Check. Eagerness to learn as contrasted with Shikamaru's lack of enthusiasm? Check. Chance to display your prowess with thrown weaponry? Check. Opportunity to get to know your potential underling even better? Check.
[X] Nod, but say nothing. Watch them leave.