William Shakespeare (Joseph Fiennes) is a known but struggling poet, playwright, and actor, who not only has sold his next play to both Philip Henslowe (Geoffrey Rush) and Richard Burbage (Martin Clunes), but now faces a far more difficult problem: he is bereft of ideas and has yet to begin writing. He is in search of his muse, the woman who will inspire him but all attempts fail him until he meets the beautiful Viola De Lesseps (Gwyneth Paltrow). She loves the theatre and would like nothing more than to take to the stage, but is forbidden from doing so as only men can be actors. She is also a great admirer of Shakespeare's works. Dressing as a man, and going by the name of "Thomas Kent", she auditions and is ideal for a part in his next play. Shakespeare soon sees through her disguise and they begin a love affair, one they know cannot end happily for them as he is already married and she has been promised to the dour Lord Wessex (Colin Firth). As the company rehearses his new play, William and Viola's love is transferred to the written page leading to the masterpiece that is Romeo and Juliet.

Ingrid Thorburn is an unhinged social media stalker with a history of confusing "likes" for meaningful relationships. Taylor Sloane is an Instagram-famous "influencer" whose perfectly curated, boho-chic lifestyle becomes Ingrid's latest obsession. When Ingrid moves to LA and manages to insinuate herself into the social media star's life, their relationship quickly goes from #BFF to #WTF.

Thirty-five-year-old Jesse Fisher, an admissions officer at a New York City post-secondary institution he who loves English and literature, has somewhat lost his passion in life, which includes recently being unceremoniously dumped by his latest girlfriend, who could no longer be the person to prop him up emotionally. He has a chance to find that passion again when he is invited to the retirement dinner of his second-favorite Ohio University college professor, Peter Hoberg, as his time there was when his life held the most passion. Jesse's encounters with five people there may determine if he does find that passion again. They are: Hoberg, who is resisting the notion of retirement; Judith Fairfield, Jesse's favorite professor, although for a different reason than his like of Hoberg; Nat, a free spirit who navigates life at the institution on his own terms; undergraduate student Dean, who Jesse sees as a younger more destructive version of himself; and nineteen-year-old undergraduate student Zibby, who is seemingly wise beyond her years and with who Jesse embarks on a relationship despite their sixteen-year-age difference.

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