I'd love to have an old Shelby. A matched pair of his n' hers Airflows would be the ultimate. And I'd trade anything in the fleet for a '38/39 Hiawatha Arrow.
And I'll add to this my dream bike road trip.
I'd love to score my next pair of bikes from someone on the other side of the country- say from Kentucky, Tennessee, or maybe North Carolina. Then I'd throw the riders in the back of the truck, and take a road trip to pick up the bikes. Mary and I could take a slow poky route, and meet up to go cruisin' with folks in as many different places as we could both on our way to get the new/old bikes, and on the way home with them. I'd love to do two or three weeks on the road going to new towns, meeting new people, and taking some good local rides.
JWM