Rupert played Luciana in an all-male production of The Comedy of Errors at the Shakespeare Festival Neuss in Germany. I assume it was this production in July 2004, as we’ve heard separately that he was in a production of this play for Wild Thyme Productions in 2004. According to his CV, the director was Stephen Jameson.
The all-male cast wouldn’t have helped with all the mistaken identities! Seriously, though, I see they also did an all-female Hamlet, which must have been extraordinary.
This is one of the plays listed on Rupert’s CV from when he was studying with LAMDA. It is a musical, with book and lyrics by John Dempsey and music by Dana P Rowe, that premiered at the Donmar Warehouse, London in 1997 (Wikipedia).
Rupert played the character Cal Chandler, with directors Anne Durham and Stephen Jameson.
I’m not entirely sure of the year, but I’m guessing the first half of 2004 (i.e. at the end of the 2003-04 academic year).