1) A younger or older brother for this girl. PB suggestions (younger-Jackson Rathbone, Zachary Levi, Robert Pattinson, Adam Samberg) (older- David Tennant, John Krasinski, someone 33+ who could be related to Josie Maran). PBs are negotiable. She and her younger brother get on like peas in a pod, and I figure her older brother could be coming to stay with her while going through a messy divorce/wife death, whatever.
2) A roommate/male BFF for whutch to unload all his crazy women problems onto. PB suggestions Omar Epps or Hugh Laurie. Any 30+ Male will be great though.