Way back in the old "Annie" days, when I was still creative, I wrote an outline to a sequel for "Annie". It had all original songs save two, which were used in the original play.
It was about a fourteen-year-old boy (his name was Timothy) who was living on the streets and working as a newsie. (That's a paper boy to you youngsters.) Timothy longs for a better job, so he looks in the paper and finds a job at one Oliver Warbucks' mansion. (I don't remember all the details at the moment, but this synopsis is close. I was more specific in my outline.) On Timothy's first visit, he meets Annie, and they both experience a feeling of deja vu. Each thinks the other looks familiar somehow.
It turns out that Timothy lost his parents at a very young age, and so is an orphan himself. He is sure that he has family somewhere, though, and Warbucks, taking an instant liking to the boy ("Finally, the boy I always wanted!"), sets out immediately to find his family. He soon finds his family in Ireland, and Warbucks makes plans for a trip overseas. The night before the trip, Timothy sings the only two songs from the original play, which of course are "Maybe" and "Tomorrow". Act One ends as Timothy falls asleep thinking of his folks waiting for him across the Atlantic, and Annie, who is on the other side of the split stage in her own bed, also sings the "Annie" anthem in harmony with Timothy.
In Act Two, Annie, Warbucks and Timothy arrive in Ireland, and are welcome with open arms. Timothy's relatives know the family history, and reveal that Timothy's grandparents emmigrated to the United States during the potato famine. One of their children, whose name was Margaret, married a redheaded artist named David Bennett (remember them?) in the States, and they had two children, a boy and a girl. At this point Timothy and Annie look at each other and realize (okay, those of you who are intimately familiar with the original musical "Annie" have already drawn the conclusion) that they are brother and sister. No wonder each thought the other was familiar!
Timothy's relatives offer to care for the lad in Ireland, but Timothy longs for the streets of New York City, and asks to be taken home. Timothy is adopted by Warbucks in the United States, and everyone lives happily ever after.
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