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Eh, everybody makes mistakes, that's why they put erasers in the backs of pencils.
~ Lenny Leonard.
Ow, My Eye!
~ Everytime Lenny gets something in his eyes.

Lenford "Lenny" Leonard is a recurring character from The Simpsons, and the second best friend of Homer Simpson. He is also best friends with Carl, and they get along with Homer sometimes. Its implied he might be in love with Carl, given his obsession with having him close by.

He is voiced by Harry Shearer.


Despite being shown in the First Church of Springfield, Lenny is a Buddhist. Born in Chicago, he is also a war hero and a three-time juror. His grandmother spent 20 years in a Soviet labour camp, hinting that Lenny may have ancestors from the former Soviet Union, or have ancestors who were POWs. Lenny was a member of the Springfield chapter of the Stonecutters secret society (Number 12, outranking Mr. Burns). Lenny seems to have little regard for his own life: "Quick and pointless, that's the death for me". Another example of his apathy towards salvation is that he shrugs after being pulled from a ladder which would have seen him and Homer to safety.


He works at the Springfield Nuclear Power Plant and possesses a master's degree in nuclear physics, but he is portrayed as a simple, often naive, blue-collar working man. Lenny is also one of the few characters allowed to possess a "Simpson's Family" trait: Homer's beard line.

Though only a lowly nonentity at Springfield Nuclear Power Plant, Lenny holds an exceptionally high ranking position at the local Stone-cutter's Lodge - 17 points above Mr. Burns, in fact. Due to his exalted status in this secret order, Lenny enjoys the gratifying privilege of squeezing Mr. Burns' nose whenever he feels like it, which he never does.


Lenny works at the Springfield Nuclear Power Plant alongside Homer Simpson and Carl Carlson. Despite his steady job, Lenny has been featured with several other jobs. On one occasion, he is promoted to head of the power plant when Mr. Burns goes bankrupt; which Smithers later describes to Homer Simpson as a "reign of terror". Homer considers Lenny to be the second richest man he knows. However, Lenny is once shown living in a dilapidated house, and asks Marge to not tell anyone how he lives. In another episode, he is shown living in a fancy, well-furnished modern apartment.... that happens to share a wall with a jai-alai court. In a "future episode", it's shown Lenny is once again in charge of the power plant. On one episode, it is implied he is an undercover agent whose target is Homer. He was also fired from the Nuclear Power Plant at least twice, once as a demonstration to Bart as how he should act as his heir, and the second due to being the last one in the designated cabin in a Company Competition. Also, during an Employee Appreciation Night, he attempted to thank Mr. Burns for the great evening, but his attempt backfired due to his being drunk, which only resulted in terrifying Mr. Burns.

At the Adult Education Annex, Lenny teaches a class on "How To Chew Tobacco". In one of Homer's daydreams, it's shown that Lenny is the President of the United States.

Lenny is a member of the Republican party, and possesses a Dole/Kemp '96 American flag tattoo. Lenny is also a successful writer who wrote a series of mystery novels, one of them entitled "The Murderer Did It", which are called "scary good fun" by Stephen King. Lenny is also shown to be a member of the NRA as seen in "The Cartridge Family". His weapon of choice appears to be an AR-15 rifle, which he says "are manufactured for a reason: to take out today's modern super animals like the flying squirrel, and the electric eel." Lenny is an adept guitar player.


Little is known about Lenny's family, although it is said that his mother loves both Carl and Moe better than him. She also states that she wishes Carl were her son. The feeling is mutual.

He once stated that his father died in a war, but he doesn't know in which.

Lenny has a Sister that dates Carl only on Valentine's Day. As seen in "The Blue and the Gray".



Lenny's best friend is Carl Carlson, as they are rarely seen apart; his other friends are Homer, and regulars at Moe's including Barney Gumble and Moe Szyslak. On Lenny's birthday, his friends attempted to throw a surprise party for him at Moe's, which is ruined by Homer, who then sits on a cake shaped like Lenny's favorite barstool. Homer repeatedly confuses Lenny and Carl, and is shocked to learn on one occasion that Lenny is white, and Carl is black. To guide himself, Homer has "Lenny = White, Carl = Black" on his hand. He once muttered to himself, "Is that right?" while reading it. Homer once exclaimed, "That's Lenny? I wanted the black one!". When Mr. Burns appears on a radio show in an attempt to boost his popularity, Homer tells him that he has a list of jokes explaining the differences between white and black people; Homer later stated, "White guys have names like Lenny, whereas black guys have names like Carl." Lenny appears to be well liked by the Simpson family. On one occasion, Marge and the kids built a prayer shrine for him when learning he was taken to the hospital. When Homer went bowling but tells Marge that Lenny was hospitalized; Marge informs the kids, they respond the same way she did and shout, "Not Lenny!" The Simpson family had a cake inscribed "Happy Labor Day Lenny". Marge has a picture of Lenny in her hair. In The Great Louse Detective, Lenny tells Sideshow Bob to kill Bart. It is also shown that Lenny greatly values all his friends when he throws them a lavish party (after winning on a lottery ticket) to celebrate their amity.

Relationship with Carl Carlson

The possibility of a sexual relationship between Lenny and Carl has constantly been alluded. When Marge's Popsicle stick sculptures of Lenny and Carl are destroyed and mashed together, Lenny stated, "I don't know where Carl ends and I begin!", to which Carl replies, "See, it's statements like that that make people think we're gay." However, in one of the recent episodes, Carl and Lenny are seen to be holding hands when they are in a limo with Marge and Homer trying to cheer up Moe.

When Lenny saw heaven, and Carl asked 'Hey, what does it look like?' we see hundreds of Carl- Angels saying 'get up Lenny, it's time for work'.

Carl once told Seymour Skinner that "Marriage is gonna be great. Now you'll have someone who'll rub your back - without being asked" while glaring at Lenny, who sighed "Oh, not this again." Carl then responds "Yes, this again." When Homer opened a chapel for gay couples after Gay Marriage was legalized, he speculated that Lenny and Carl might be interested, and Marge responds with "Don't you push them - they've gotta work that out for themselves." Once, Chief Wiggum remarked that Lenny's relationship with Carl is on the rocks.

While helping Lisa with a science project, Homer quoted to Lisa "You and science go together like Lenny and Carl - the science is Carl". Another time, Lenny and Carl saw Homer and Marge kiss, prompting Lenny to remark, "Remember when we used to kiss like that, Carl... with our respective girlfriends?" They then discuss what happened to them. Apparently one turned out to be a prostitute and one died. In the Simpsons Game, if the player fails to rescue Lenny and Carl in Lisa the Tree Hugger, Carl might say, "Tell Lenny... I loved... his recipe for caramel sundaes."

Lenny's hero worship over Carl has reached a mounting point. Lenny revealed that he carved Carl's face on a mountain, and called it Mount Carlmore. He later leaves a burning oil field, only because Carl arrived. On one occasion, the residents of Springfield see the stars, and see deep within their hearts and souls; Lenny sees Carl's face in the stars (Carl also sees himself there). Lenny published a newspaper called The Lenny-Saver with the headline: "The Truth About Carl: He's Great." After displaying this, he shed a tear and stated that "it had to be told." Lenny and Carl were once pictured driving a sports car through the woods with two children in the back of contrasting background (either noting they are both single parents have separately or otherwise adopted children).

Carl Carlson states that he and Lenny have the same mother when a major fire is closing in on her work. When Lisa brings back the stars, Lenny sees a constellation of Carl's face.

It should be noted that all of these examples could just be for comedic purposes, as only their heterosexual exploits have been expliciltly confirmed. One time Carl and him drunkenly suggest to Barney that he take them to the Playboy Mansion and the Girls College, respectively. In addition, Homer has mentioned that Carl and Lenny have mistresses they spend time with, and both Lenny and Carl were clearly aroused by the female stars of Lemony Lick-It's A Series of Horny Events when they accidentally stumbled upon the filming of the film, and were also shown to be extremely willing to take up Homer's bribe of giving them roles to buy their silence to Marge, their opting to be the foul-mouth boy and do the sex scenes with the girls, respectively.

Love Life

Lenny is apparently divorced - Carl says that he sang "The Best Is Yet to Come" at Lenny's wedding, although it was later shown that Lenny punched Carl for giving a bad speech at his wedding.

Lenny is a persistent bachelor who has poor luck with women. Lenny once shaved the legs of a woman who calls him an idiot for not shaving in an upward direction. Homer mentioned to Moe that both Lenny and Carl are with their mistresses. In yet another occasion, he was seen in the opening scene with his arm around a woman who appears to be his girlfriend.

It's revealed that he had dated a woman in a Woody Woodpecker outfit at a fairground for three months until she left him for the man who cleans the vomit on the roller coaster. Lenny had told Carl that he was married to a Beauty-Queen, but it is later revealed that Lenny made his Beauty-Queen wife up, and is unmarried.

It is mentioned once, that Lenny dated a girl named Doreen, but decided to break up with her. He had no courage to do it, so he asked Homer to "dump his girlfriend for him". According to Moe, Doreen cheated on Lenny with everyone, except for him, even though Moe showered her with gifts.


  • Lenny is a member of the NRA, and owns an assault rifle.


               Simpsons Logo.png Heroes

Simpson Family
Homer Simpson | Marge Simpson | Bart Simpson | Lisa Simpson | Maggie Simpson | Abraham Simpson | Mona Simpson

Major Characters
Ned Flanders | Apu | Moe Szyslak | Krusty the Clown | Chief Wiggum | Seymour Skinner | Edna Flanders | Groundskeeper Willie | Lenny Leonard | Carl Carlson | Barney Gumble | Professor Frink | Comic Book Guy | Waylon Smithers | Dr. Hibbert | Cletus Spuckler | Rev. Lovejoy | Kent Brockman | Milhouse Van Houten | Nelson Muntz | Otto Mann | Martin Prince | Ralph Wiggum | Judge Snyder | The Sea Captain | Gary Chalmers | Sideshow Mel | Scratchy

Minor Characters
Officer Lou | Officer Eddie | Hans Moleman | Kirk Van Houten | Luann Van Houten | Rainier Wolfcastle | Rod Flanders | God | Akira | Lindsey Naegle | Herman Krustofsky | Dr. Nick Riviera | Database | Allison Taylor | Elizabeth Hoover | Troy McClure | Ian (The Very Tall Man) | Kumiko Nakamura | Bumblebee Man | Radioactive Man | Santa's Little Helper | Snowball II | Mr. Teeny | Strangles | Plopper the Pig | Jerry | Waylon Smithers, Sr.

Groups and Organizations
Van Houten Family | UFoHTH