I think there is a work in progress to port wine 1.0 to openbsd
check this post (where there is the port attached)
http://marc.info/?l=openbsd-ports&m=121224992214109&w=2
and following discussion:
http://marc.info/?l=openbsd-ports&w=2&r=1&s=wine&q=b
I used it, some apps worked, some not.
have luck