Help me out!

In each Ruby book, Roo is reading something for school that connects with her current situation.She's read The House of Mirth  and The Scarlet Letter  both about women who are ostracized from their communities.
Now she is taking Contemporary American Literature. She is suffering from heartbreak (as usual). And interested in more than one guy (as usual). And has complicated friend issues (as usual). 
What should she read?   
Something that would be assigned accomplished high school stude