There's a transgender sitcom attempting to get off the ground right now, it's called The Switch. To quote the press release,
"Yesterday, Sü (Domaine Javier) was an upwardly-mobile software manager. Today she's an out transsexual, unemployed and sleeping on her ex's couch (Amy Fox) at the unfashionable bottom of the rabbit hole that is the East Vancouver Queer Underground. Thrown into a world of marginal living, social inequity, and quasi-legal employment, will she claw her way back to her old status? Or, to her horror, will she adapt and thrive? Set in a world changing between economies and genders, between death and life, The Switch: A Fantastic Transgender Comedy is delightfully strange, proudly crude and sharply political."
I've watched the traler/pilot episode about 20 times now and still find it incredibly enjoyable. You can find more information on how the production's going here:
http://www.facebook.com/WeLoveTheSwitch?ref=ts&fref=ts