Shakespeare In Love (15)

John Madden’s 1999 Best Picture winner remains a sparkling mix of romance, comedy, and backstage theatre magic.

In 1590s London, William Shakespeare (Joseph Fiennes) struggles to finish a new play while wrestling with writer’s block. His world changes when he meets Viola de Lesseps (Gwyneth Paltrow), a spirited noblewoman who dreams of performing on stage, even if it means disguising herself as a man. Their secret romance ignites Shakespeare’s creativity, but rival theatres, strict censorship, and jealous suitors threaten to pull them apart just as the play is set to debut.

Fiennes captures Shakespeare’s mix of charm, insecurity, and passion, while Paltrow lights up the screen with wit, courage, and undeniable chemistry. Geoffrey Rush, Judi Dench and Tom Wilkinson add comic sparkle. Clever wordplay, sly humour, and playful nods to Shakespeare’s later works keep both the romance and the behind-the-scenes drama lively and engaging.

Funny and full of theatrical flourish, Shakespeare in Love has cemented itself as a nineties classic. It’s the perfect storm. Literate without being pretentious, bawdy without being gross and grounded in historical fact without being constricted by it. And it’s a joy to revisit.