Anakin can be played during the prequel trilogy, after but he isn't in the Vader outfit yet is still a Sith, or after the prequel trilogy where he doesn't go bad. Regardless of when the RP takes place, would definitely be most interested in fellow Star Wars characters, including but not limited to the Prequels. Using just a non-canon route for him meeting with characters from the other stories, whether it's other ones from the movies or people from the games, shows and books. Padme and Ahsoka are both definitely people I'd be happy to play with, however Barriss and basically any of the other female characters are great. Anakin can be still with Padme or not with her depending on the scene/preference.
Star Wars and Sci-Fi scenes preferred but not necessary.