tinyE: I thought of the Godfather too what with the head.
Then I thought of Holy Grail with the cart.
I'm not having any luck but I'm having a blast just trying to figure it out.
Rise of Nations?
No, but....
GUYS! I've just checked it! This game has several thousands votes in the official wishlist, so there is a pretty good chance you played it. I tried to describe a running gag of this game. I could have added something more but thought it would be way too obvious. Is this hint good enough for you? If not I will add this missing detail later...
Lifthrasil: How about Settlers? I think you use donkeys and carts there.
Nope ;)