The Walking Dead ended in 2022, but Negan’s journey was far from over, which means the near-endless supply of funny Negan quotes from Jeffrey Dean Morgan continues to grow. Negan exploded onto the scene in season 6. While he started out as one of the most hated characters after Glenn’s death, Negan slowly became a fan favorite by the end of the run, and even partially won over Glenn’s widow, Maggie. While Negan is best known for cracking skulls open with his trusty baseball bat, Lucille, he is also known for his one-liners, many of which are steeped in a sort of perverse and twisted sense of humor.

While Negan became more serious over time, he still had time to hit someone like Rick Grimes, Father Gabriel, or Eugene with a sharp insult from time to time. Negan’s story is not finished, as he and Maggie take on a new journey in The Walking Dead: Dead City, when they set out to save Maggie’s son in New York City. The funny Negan quotes keep coming in the spinoff, and despite his character growth, Jeffrey Dean Morgan still delivers Negan’s funny one-liners with a deadly sense of humor, making sure to keep everyone on the edge of their seats.

25 “I Thought We Were Having A Moment, You Little A**hole!”

Season 8, Episode 8: “How It’s Gotta Be”

Negan and Rick always had a strong rivalry from the moment that Rick killed several of Negan’s men, and Negan responded by killing Abraham and Glenn. However, through it all, Negan developed a different relationship with Rick’s son, Carl. He ended up at turns impressed and infuriated with the teenager. With that said, Negan also often trusted Carl, and in the episode “How It’s Gotta Be,” that came back to bite Negan. Carl starts to have a heartfelt talk with Negan and the two seem to be making a connection. However, Carl was just there to help the Alexandrian citizens escape, and when Negan realizes he has been had, this is his very funny response.

24 “You Do The Same Damn Stink Eye As Your Dad”

Season 7, Episode 7: “The Portrait”

Negan and Carl enjoyed their best episode together in “The Portrait,” and the season 7 installment has many great Negan quotes. Negan’s biggest problem with Rick is that he feels he considers himself superior to everyone else and that his judgment is above all others. He also sees some of that in Carl, but he also feels Carl has good qualities that he feels Rick lacks.

In this season 7 episode, Negan is trying to figure Carl out after the teenager tries to take out Negan and his men, and fails. Negan looks at Carl and delivers this line, comparing the teen to his dad. However, Negan adds a dig, saying it’s only half as good — especially callous considering Carl only had one eye.

23 “Lucille Is Thirsty… She Is A Vampire Bat!”

Season 7, Episode 1: “The Day Will Come When You Won’t Be”

Negan has a point to make to the survivors in the premiere of season 7. He has already killed Glenn and Abraham and has to let everyone around him know he is in charge now. He puts the fear of God into everyone when he uses his trusty barbed wire baseball bat, Lucille, to bash in Glenn’s skull in front of his pregnant wife, Maggie. He then makes sure everyone knows that they could meet Lucille as well when he delivers this perfectly wicked line. On top of the threat, this Negan quote is a perfect Dad Joke, which makes it even funnier.

22 “Knock, knock! Who’s there? Butter. Butter who?”

Walking Dead: Dead City Season 1, Episode 2: “Who’s There”

There weren’t quite as many funny Negan quotes from The Walking Dead; Dead City, but that’s because this is Negan in a very different place. He seems a little less sure of himself and seems ready to make sacrifices he wasn’t in the main series. However, when Negan gets angry, he deals with it using intense violence weighed out with his wicked sense of humor.

After the bad guys killed a kind older woman who was helping them, Negan went back with a hostage. As the troops roll in, Negan stands above them and delivers a knock-knock joke. The punch line was “Butter get out your umbrellas ’cause it is about to God d**n rain” and then he slit the man’s throat.

21 “For A Wanted Man, I Look Good”

Walking Dead: Dead City Season 1, Episode 1: “Old Acquaintances”

When The Walking Dead: Dead City began, Negan was living off the beaten path, raising a girl whose father he killed. He was also hiding from the law enforcement that formed in the area, as he was wanted for murder. This is what helped Maggie find him when she needed help rescuing her son Herschel from some men who kidnapped him and took him to New York City. When Maggie found Negan, she asserted her dominance and then showed him his wanted poster. Never one to shy away from praising himself, Negan delivers this great line, showing he was in trouble but still doesn’t take his situation too seriously.

20 “Welcome To A Brand New Beginning, You Sorry S***s!”

Season 7, Episode 1: “The Day Will Come When You Won’t Be”

Negan’s first appearance was a massive turning point for The Walking Dead, and it represented a serious raising of the stakes. After murdering two of Rick’s own in cold blood, Negan spent a degree of time teaching him a lesson about what it meant to serve the Saviors or die resisting. When the dust settled, and the blood began to dry, these Negan quotes were a proclamation that the survivors’ lives would permanently change from that point on. The choices were to obey or die, and Negan wasn’t about to bring them into the fold like a mother hen. Instead, he’d beat them to death if they didn’t measure up.

19 “Hot Diggety Dog! This Place Is Magnificent!”

Season 7, Episode 4: “Service”

Old Negan attempted to use humor as a method of intimidation, leading to many unnerving yet hilarious Negan quotes. His approach was simple — showcase enough confidence in his own numbers and leadership abilities to crack a joke without hesitating. When he showed up in Alexandria to examine his newest acquisition, he started out with some chilling humor to get the ball rolling.

The jokes didn’t let up there, either. Negan kept using carefree humor as a means to demonstrate just how comfortable he was in his position over Rick and the survivors. Plus, he must have been happy that such a thriving community would be ready to tribute a portion of their supplies to the Saviors.

18 “I Hope You Got Your S******’ Pants On.”

Season 8, Episode 5: “The Big Scary U”

Even when trapped in a seemingly no-win situation, Negan doesn’t lose his humor. In fact, he often used it as a means to gain control of the situation and turn the tables. He demonstrated this when he became trapped by a zombie horde alongside Father Gabriel, a character with one of the most tragic Walking Dead backstories. Negan’s low, gravelly voice talking about underwear options as he emerges from the darkness makes this Negan quote equal parts comical and spine-tingling. Father Gabriel probably thought he was in trouble, but Negan actually ended up saving his life when the dust had settled.

17 “I Wear A Leather Jacket, I Have Lucille, And My Nut Sack Is Made Of Steel.”

Season 8, Episode 5: “The Big Scary U”

After Rick and the survivors took the fight to Negan in one of The Walking Dead’s most brutal battles, his Saviors were scattered and left seemingly without a leader. Things got dicey for a while before the big bad emerged from the darkness to reclaim his throne, and remind everyone of just who was in charge. Naturally, he did so with his typically dry sense of humor, even crafting a rhyme at the same time. He built up his own bravado for the sake of intimidating others into submission, and he never ceased to remind those around him that he was the top dog in the kennel.

16 “I’ve Got My Fingers Crossed For A Little Freaky Deaky!”

Season 7, Episode 4: “Service”

Life in the zombie apocalypse is a stressful time, with most days spent scavenging for supplies, taking over towns, or wasting hordes of the undead. However, when one of Negan’s minions found a camcorder hidden away in Alexandria, the gleeful Negan hoped it was something a little spicier than the average home video. Several Negan quotes weren’t above talking about sex in a way that made everyone around him very uncomfortable. The prospect of holding the lives of Alexandria’s residents in his hands, while hoping for an explicit recording on a camcorder was typical of how his mind operated.

15 “Holy Crap! You Are Creepy As S***!”

Season 7, Episode 4: “Service”

Easily one of the most laugh-out-loud Negan quotes in The Walking Dead was Negan’s introduction to Father Gabriel Stokes. Far from a fan favorite, the cowardly priest turned begrudging hero ended up catching Negan completely off guard, and it isn’t yet known whether the scare was genuine or meant as an insult. What was especially notable about the scene was Father Gabriel’s big-smile reaction, which would be the start of a psychological tug-of-war between the two. It would later lead to something of a friendship, though a woefully imperfect and rather twisted one.

14 “Eugene! I Was Goin’ For A Handshake.”

Season 8, Episode 7: “Time For After”

Negan and Eugene had a rather interesting relationship, especially given how the former convinced the latter to join his side, thanks to the promise of freebies and safety. However, it quickly became clear that the relationship frequently dangled on the edge of a knife, especially given Eugene’s uncertain motives. When Negan tried to offer friendship by offering to shake his hand, Eugene mistook the gesture and leaned in to kiss it. Negan pulled away in surprise before uttering one of the most hilarious Negan quotes. He definitely wasn’t a priest, and there was no ring to kiss.

13 “Pissing Our Pants Yet? It’s Gonna’ Be Pee-Pee Pants City Here Real Soon!”

Season 6, Episode 16: “Last Day On Earth”

Negan’s live-action introduction was a long-awaited moment for fans of the Walking Dead comics, and it had to make an impact. The profuse abundance of profanity wouldn’t cut it in an AMC show, which meant Negan quotes had to rely more on humor in order to sell himself as an effective and chilling villain. From the very first moment, it became clear that Negan was going to make audiences laugh, just as much as cringe and repulse in horror. This was a man who was king of his own little world, and those who crossed him would learn a lot about his character, from his humor to his brutal lessons.

12 “Is That You, Rick? Under All That Man-Bush?”

Season 7, Episode 4: “Service”

Negan quotes include lots of backhanded compliments. His favorite target was, of course, Rick Grimes, an altogether different kind of man than the one Negan was used to dealing with. Rick is a match for Negan in more than one way, which means the insults had to come fast and furiously. When he finds an old recorded interview of Rick while the Saviors plundered the neighborhood, he takes one look at his unkempt apocalypse beard and drops this quote. It was rather hilarious to see Negan poking fun at Rick’s Grizzly Adams-style outdoors look.

11 “I Am About 50% Percent More Into You Now… Just Sayin’!”

Season 7, Episode 7: “The Portrait”

While attempting to intimidate Olivia during a random visit to Alexandria, she dissolves into sobs after Negan makes a joke about her weight. In typical Negan fashion, he apologized to her for his rudeness, before suggesting that they have some fun in the bedroom if she’s “agreeable” to it. Olivia responded to his offer by slapping him in the face. Instead of shooting her on the spot, Negan looked pleased by the entire affair. Perhaps it was the way she stood up to him in the face of certain death, which was more than most of Alexandria’s residents would have dared.

10 “Oh, You Better Be Joking! Negan… Lucille… I Know I Had To Make A Pretty Strong First Impression!”

Season 7, Episode 4: “Service”

When the Saviors and Negan showed up at Alexandria’s doorstep, they were met by Spencer, the son of the original community’s leaders — and a man none-too-fond of Rick Grimes. He started off on the wrong foot by actually having the audacity to question who Negan was when he arrived. This was bad form, given the brutal murders Negan committed in the season debut. It would end up being the start of a rocky relationship between the two that would later end with Negan killing Spencer in the streets of Alexandria when the young man tried to betray Rick Grimes.

9 “I’m A God Damn Cat!”

Season 8, Episode 12: “The Key”

Negan was seemingly un-killable, especially when Rick and his group failed to take him and his Saviors out. With time to regroup, the two sides went at it in a battle of attrition. At several points throughout the war, it seemed like Negan might have gone down for good. Yet, each time, he came back strong, with a dastardly plan in tow. When asked about his knack for escaping hairy situations, Negan responded with this quote, a reference to the number of lives cats seemingly have as they keep dodging proverbial bullets.

8 “You Are Adorable! Did You Pick That Gun Because It Looks Cool? You Totally Did!”

Season 7, Episode 7: “The Portrait”

If there’s one thing Negan respects, it’s confidence in the face of the zombie apocalypse, and Carl Grimes had a lot of it. He failed to hide the genuine admiration Negan had for Carl, who took it upon himself to stow away in a Savior truck in the hopes that he could catch Negan off guard with an assault rifle pointed right at him. These Negan quotes were hilarious and simultaneously patronizing. He knew that Carl lacked the courage to take him out, even if he had killed other men before. It was this type of bravado that made Negan see something in Carl, though his attempt to mold him into an apprentice ended up failing.

7 “I Could Never Do This With Rick. He Would Just Be Standing There, Scowling, Giving Me That Annoying Side-Eye He Gives Me.”

Season 7, Episode 8: “Hearts Still Beating”

Spencer had big plans for himself, and they would begin by courting Negan onto his side. With an animosity towards Rick, Spencer was all too willing to sell him out in exchange for becoming Alexandria’s leader, and a much more faithful servant to Negan and his Saviors. He tried to butter Negan up by dragging a pool table onto the street, so the two could shoot a few games while talking business. Many funny Negan quotes at Rick’s expense came from the interaction, which were altogether obvious given their mutual hatred for each other.

6 “He Hid In One Of My Trucks And Machine-Gunned A Bunch Of My Men Down, And I Brought Him Home, Safe And Sound. And… I Fed Him Spaghetti!”

Season 7, Episode 8: “Hearts Still Beating”

When Rick and his group return to Alexandria to find Spencer and Olivia dead by Negan’s doing, he is shocked and outraged. Negan saw things quite differently and started telling Rick about his son Carl’s attempt to assassinate him at the Savior compound. Rather than get upset with Rick directly, he instead told him how he brought Carl back, and then fed him spaghetti in Rick’s own kitchen. While this Negan quote is hilarious, it was also meant to send a message to Rick that Negan was the one in control, and that Rick’s loved ones live or die based on Negan’s whims.