I thought they were just getting a ride back from where they were. They saw the T-39 pull up and they asked if they could hitch a ride back. The girlfriend was aboard for a low level and all.
Your version might be more correct, since I only got the story 2nd and 3rd hand. But, while they have met the plane somewhere I doubt that it was spontaneous and they just saw it 'pull up', to much of a coincidence. He liked to work deals, not in a bad way, but I was not completely shocked that it happened to him in particular.