I remember buying "Star Wars: Episode I - Racer" by splitting the cost with a friend (which was the only way either of us could afford it in the first place). Logistics were a bit of a nightmare in the sense that both of us wanted to take the game home, but we finally settled it.
I think we did the same thing a couple more times, but rampant piracy and the internet in general rendered that kind of compromises completely obsolete in record time.
What about you?