What is it that prompts automotive attraction? Why do some of us favor small cars over large cars, or station wagons over coupes, or four-doors over two? Is it genetics? Is it our experience early in life? Is it Cupid, shooting us with a metaphorical gasoline-dipped arrow at a specific point in time?

That’s the beauty of the old-car hobby, and to borrow the timeless used-car-salesman’s creed, there truly is a p(ass)enger for every seat. This time around, the $5,000 Challenge presents an interesting mix of choices, conveniently just in time for Valentine’s Day. If you’re on the receiving end of the gift-giving process, feel free to forward this to your significant other, or, perhaps, print a copy and circle the object of your desire in red. In the end, all of these four-wheel gifts will last longer than a box of chocolates, and they’re healthier as well.

So, what kind of car can you surprise your sweetheart with on V-Day - for just $5,000?