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In order to escape her looming post-graduation fate that includes student debt and zero romantic prospects, Blake Conway becomes a sugar baby. As the aspiring journalist and hopeless romantic documents the adventure, she sets out on a quest to figure out if society is right to judge these women and if her own self worth comes with a price.
As she reaches her mid-thirties and quits her lucrative job, singleton Olivia finds herself unsure about her future and her relationships with her successful and wealthy friends. She begins to envy the security of her richer friends and, although their lives may seem easier, Olivia's friends have their problems too: screenwriters Christine and Patrick are unable to collaborate on their latest project, Jane and Aaron have lost the romance in their relationship, and Franny and Matt have difficulties handling the demands of parenthood.
A British newscaster moves to Los Angeles with his alcoholic manservant and the baggage of several failed marriages to host a sanctimonious talk show.
