5. Meryl Streep
Character: Jessica Lovejoy, Bart’s major crush and misbehaving equal
Episode: 'Bart’s Girlfriend', Season 6 (1994-'95)
Streep is the perfect mix of beguiling and devilish as Reverend Lovejoy’s rebellious daughter (“I told the Reverend I was going to my room to say my prayers…”).
Bart falls for her hard and fast, describing her to Lisa as like a Milk Dud – “Sweet on the outside, poison on the inside” – while producer David Mirkin praised Streep for her ability to be “easily evil” in her recording sessions.
4. David Duchovny & Gillian Anderson
Character: Mulder & Scully
Episode: 'The Springfield Files', Season 8 (1996-'97)
The celebrated X-Files crossover featuring Leonard Nimoy, the FBI and a luminous peace-preaching alien was made possible by the Fox factor.
While X-Files creator Chris Carter said it was “an honour” to be satirised by the Simpsons, Duchovny went even further and suggested they do a return cameo, with Simpsons characters appearing, Roger Rabbit-style, alongside Mulder and Scully. U... huh.