I run a pure64 installation of Debian GNU/Linux.
However I'd like to play some games from time to time and rebooting in the Evil OS(tm) is a pain. This morning I got wine working on my amd64 system in quite a trivial way:
1) install a 32 bit debian in a chroot (with debootstrap and friends)
2) install wine in the chroot
3) copy /my/chroot/location/usr/bin/wine out of the chroot towards a private bin directory
4) edit the wine file and adapt the PATHS in it to point towards the full location in the chroot
Now use that edited wine script to run wine, it should work just fine!