Watch The Simpsons Season 5 full episodes online, free and paid options via our partners and affiliates.

Secrets of a Successful Marriage Picture
Watch The Simpsons Season 5 Episode 22
"Secrets of a Successful Marriage"
Original Air Date:

Sick of being called slow, Homer signs up to teach a marriage class.

Mr. Burns and Jackie
Watch The Simpsons Season 5 Episode 21
"Lady Bouvier's Lover"
Original Air Date:

At Maggie's first birthday party, Grampa falls for Marge's mother, Jackie.

Freddy Quimby Picture
Watch The Simpsons Season 5 Episode 20
"The Boy Who Knew Too Much"
Original Air Date:

Bart plays hooky from school and becomes a witness to the Mayor's son's supposed assault of a waiter.

Bart and Skinner as Friends
Watch The Simpsons Season 5 Episode 19
"Sweet Seymour Skinner's Baadasssss Song"
Original Air Date:

Bart accidentally gets Principal Skinner fired when he brings his dog in to class.

Burns' Heir Picture
Watch The Simpsons Season 5 Episode 18
"Burns' Heir"
Original Air Date:

Mr. Burns' near-death experience drives him to pick an heir to his fortune when he dies. Mr. Burns chooses Bart, who goes to live with him.

Stampy Picutre
Watch The Simpsons Season 5 Episode 17
"Bart Gets an Elephant"
Original Air Date:

After winning a radio contest, Bart chooses the gag gift and ends up with a pet elephant, Stampy.

Homer Loves Flanders Picture
Watch The Simpsons Season 5 Episode 16
"Homer Loves Flanders"
Original Air Date:

Homer begins to like Flanders thanks to the friendly neighbor inviting him to a football game.

Homer in Space
Watch The Simpsons Season 5 Episode 15
"Deep Space Homer"
Original Air Date:

In an effort to get higher television rating, NASA tries to send an average Joe to space and choose Homer.

Lisa Lionheart Picture
Watch The Simpsons Season 5 Episode 14
"Lisa vs. Malibu Stacy"
Original Air Date:

When Lisa is offended by the new Malibu Stacey's anti-feminist slogans, she seeks out the creator, Stacey.

Homer and Apu Picture
Watch The Simpsons Season 5 Episode 13
"Homer and Apu"
Original Air Date:

After getting food poisoning from the Kwik-E-Mart, Homer teams up with Kent Brockman to report Apu and gets him fired.

Conan O'Brien on The Simpsons
Watch The Simpsons Season 5 Episode 12
"Bart Gets Famous"
Original Air Date:

After sneaking away on a school trip and onto the Krusty set, he gets a job as Krusty's assistant. Soon, he finds himself in a skit and famous after uttering the line, "I didn't do it."

Homer the Vigilante Picture
Watch The Simpsons Season 5 Episode 11
"Homer the Vigilante"
Original Air Date:

After a crime wave hits Springfield and the burglar steals Lisa's saxophone, Homer joins Flanders' neighborhood watch to stop it.

Robert Goulet on The Simpsons
Watch The Simpsons Season 5 Episode 10
"$pringfield (Or, How I Learned to Stop Worrying and Love Legalized Gambling)"
Original Air Date:

With the local economy has trouble, Springfield decides to legalize gambling and Mr. Burns opens a casino.

The Last Temptation of Homer Picture
Watch The Simpsons Season 5 Episode 9
"The Last Temptation of Homer"
Original Air Date:

Homer and a new female co-worker, Mindy Simmons, share a mutual attraction.

Boy-Scoutz Picture
Watch The Simpsons Season 5 Episode 8
"Boy-Scoutz N the Hood"
Original Air Date:

After finding $20 and going on a Slurpee binge, Bart wakes up as a member of "The Junior Campers."

James Brown on The Simpsons
Watch The Simpsons Season 5 Episode 7
"Bart's Inner Child"
Original Air Date:

Marge tries to become more fun with the help of self-help guru, Brad Goodman, who encourages the whole town to act more like Bart.

Marge on the Lam Picture
Watch The Simpsons Season 5 Episode 6
"Marge on the Lam"
Original Air Date:

Marge and her neighbor, Ruth Powers go out for a girls' night. Homer and Chief Wiggum end up chasing them down when Ruth reveals she stole the car from her ex-husband.

Treehouse of Horror IV Pic
Watch The Simpsons Season 5 Episode 5
"Treehouse of Horror IV""
Original Air Date:

Bart tells three scary stories: The Devil and Homer Simpson, Terror at 5 1/2 Feet, and Bart Simpson's Dracula.

Mr. Bobo Picture
Watch The Simpsons Season 5 Episode 4
"Rosebud"
Original Air Date:

After a failed birthday party, Mr. Burns yearns for his childhood teddy bear, Mr. Bobo, who ended up in the hands of Maggie.

Homer Goes To College Pic
Watch The Simpsons Season 5 Episode 3
"Homer Goes to College"
Original Air Date:

After failing a test at the power plant reveals Homer never got a college degree, he goes back to college to complete his degree.

Die Bart Die
Watch The Simpsons Season 5 Episode 2
"Cape Feare"
Original Air Date:

After Bob receives threatening letters from Sideshow Bob, who is released from prison, The Simpsons family is relocated.

The Be Sharps
Watch The Simpsons Season 5 Episode 1
"Homer's Barbershop Quartet"
Original Air Date:

In a flashback, Homer tells the story of his barbershop quartet, The Be Sharps, that rose to fame.

The Simpsons Season 5 Quotes

Homer: (Wearing glasses) The sum of the square roots of any two sides of an isosceles triangle is equal to the square root of the remaining side!
Man: (From inside a bathroom stall.) That's a right triangle, you idiot!
Homer: D'oh!

You know, you remind me of a poem I can't remember, and a song that may never have existed, and a place I'm not sure I've ever been to.

Grampa