I would never trade the warm soft skin of a woman for the cold hard steel of a machine. But if it had to be, I would like to be in Hot Rod's body dating Arcee and travelling together. We could race all over the world, see everything, meet people and learn their ways, etc. And when we get tired of this planet, we could travel to others. We could jump on the moon, skim a black hole, feel the warmth of a new star, etc. When you live as long as Transformers do, and are as resilient as they are, there are few limits to your possibilities.
I would take Kup on a man date to a bar to get pissed and talk about the war. Or maybe Springer cause i imagine, unlike Kup, he might play pool also.
G1 Jazz, it would be fun to ride with him and introduce him to music he may not have heard. Or maybe take G1 Hound for a ride in the country side. Wouldn't that be a wonderful time!