Ana/ Cas (1920s era, jazz singer/ mobster)
Why Don't You Do Right?
"As a nineteen-twenties jazz singer, there are some qualifications you need to fulfill. A good voice, a good body, and a gangster boyfriend. Now, two outta three ain't bad at all, you know? But I had all three going for me, and a sister who wasn't too bad herself." Ana was recalling her days in a Chicago theatre to the Winchester's and her cousin, Emence, who wasn't around for this.
"Ana had this song she did every Thursday night. And that was the only time Cas ever came to the show. Well, one night, he brought Lucifer, Michael, and Gabriel to the club. Ana was getting ready backstage, and I had been performing. Michael got pissed and all of the sudden, things started getting weird. My father always did have this weird sense of propriety, especially when it came to me, and I wasn't really dressed the way the daughter of an angel should be."
"So, by the time I come out to the stage, Alyss has already been proverbially bound and gagged by her father's side. I'm wearing this really sparkly red number, and I mean really sparkly. My father could really care less about what I did, as long as it wasn't joining the ranks of heaven. So I start singing this song called "Why Don't You Do Right?" and Castiel got furious. It was an improper song to sing in front of his brothers, one of which was my father. So just to top it off, I crawled across the top if the table, and sang the line right to his face. Remember what the line is still, Castiel?"
" She said "Why don't you do right, like some other men do? And slid off the table right into my lap. Pretty sure Lucifer wanted me dead right then and there, but he never has acted on it."
We all laughed, because those days really were the golden days. We'd had so much fun without having to worry about our lives hanging in some terrible balance.