Supernatural may be a show about hunting anything that goes bump in the night, but that doesn’t mean that there wasn’t plenty of humor in the long-running show. Between the multiple apocalypses, wars with angels and demons, arch angels running amok, and battles with God himself, there was a lot of comedy mixed in with the more serious world-altering storylines that the show adopted in later seasons. There were still horror elements to the show with the monster-of-the-week episodes and the end-of-the-world overarching storylines that drove each season forward. Nevertheless, many moments made us sob, and just as many moments made us laugh out loud.
The show gave us many hilarious episodes in its 15 years on the air, such as “Yellow Fever” or “The French Mistake”, but it also gave us some ridiculously funny characters as well. Numerous characters were introduced and subsequently written out over the years, but quite a few of them made lasting impressions because of how much they made us laugh. Some were intentionally made to be funny and some were unintentionally hilarious. Either way, these characters made us crack a smile one way or another. Here are ten of the funniest characters in Supernatural.
11 Meg
Meg (Rachel Miner) was one of the first demons that truly gave Sam and Dean a problem. Her first appearance was way back in season one when she was possessing a young woman named Meg (Nicki Aycox), which is why she is called Meg in the first place.
In season five she possessed a new vessel and eventually started to (sort of) work with the Winchesters in fear of what Crowley (Mark Sheppard) might do to her if she didn’t. Meg was a highly sarcastic demon who gave even Dean a run for his money when it came to quick retorts, but it was her relationship with Castiel that was oddly funny. The demon and angel pair flirted heavily from seasons five through eight, and she always found a way to make Cas confused or embarrassed.
10 Garth
Garth (DJ Qualls) is an acquired taste for many, but as Dean has pointed out, “He grows on you.” Garth has a very boisterous personality and enjoys showing affection toward those he cares about, and he is also a bit of a laugh riot.
He may not have been the strongest hunter, but he provided some much-needed comic relief in every episode he guest-starred in. From his quirky mannerisms to referring to putting down monsters as getting “Garthed”, there was no shortage of comical anecdotes up his jacket sleeve. Even after he became a friendly neighborhood werewolf, Garth still kept up his same goofy shtick and lovable dad jokes. Plus, he gave us one of the best comic relief episodes, “Party On, Garth”.
9 Jack
Funny without even knowing it, Jack (Alexander Calvert) is unintentionally one of the funniest characters on the show. Considering that he is a Nephilim who had only been alive for about three years by the time the show ended, Jack had a lot to learn about humans and life on Earth.
His understanding of humanity was similar to Cas’ in the sense that he either took things too literally or completely misunderstood what was said to him. Jack’s childhood innocence and naivety combined with his limited knowledge of human lifestyles made for some truly entertaining moments. From his overly pleasant way of speaking to his tendency to blurt out exactly what he and his three father figures were doing rather than being discreet, Jack always provided some comic relief.
8 Charlie
Fans adored Charlie (Felicia Day) from the moment she was introduced dancing through her office building while listening to “Walking on Sunshine” in season seven. Charlie was proudly knowledgeable about the movies, TV shows, books, and games she was into and shared a lot of that love for pop culture with Dean.
Her love for all things media had her making references and quoting different mediums left and right, which always made the boys chuckle. Her naturally quirky nature and understandable trepidation into the world of monsters and hunting made for some funny moments as she would try to hype herself up to do whatever Sam and Dean needed.
7 Chuck
We all know that God, a.k.a. Chuck, was a selfish, arrogant being who made Sam and Dean’s life far more difficult than it ever needed to be and essentially tried to strip them of their free will. No one was rooting for Chuck by season 15. Still, the guy could be funny. Like other characters mentioned on this list, Chuck had a plethora of witty jabs up his sleeve readily available to throw at someone. Considering that he wrote the Supernatural books based on the Winchester’s lives, he also had a wide variety of pop culture references and jokes to be made frequently.
He also often poked fun at the boys and some of their accomplishments from season to season, such as when he said that taking down the British Men of Letters was weak compared to fighting Leviathans. Or, when he told Rowena and Crowley that he had quietly been rooting against them for some time but that they were actually his guilty pleasures.
6 Bobby
Sam and Dean’s surrogate father Bobby (Jim Beaver) was a stereotypical grumpy old man, but he adored his two boys. There wasn’t anything he wouldn’t do to be around for them, including kissing Crowley to seal a deal to free his soul from a demon contract.
Bobby’s grumpy attitude accounts for much of his humor, from frequently shouting “Balls!’ in frustration to calling the boys “Idjits” daily. He was also incredibly sarcastic in a matter-of-fact way and would lay into the boys every time he thought they did something with reckless abandon. He had a lot of funny one-liners as well, such as when he said “Do I look like a ditchable prom date to you?” to Dean in season three.
5 Lucifer
Whether you love to hate him or hate to love him, Lucifer (Mark Pellegrino) was one of the most outwardly funny characters on the entire show. Since Sam was his true vessel, Lucifer was constantly cracking jokes at Sam’s expense and sarcastically trying to win Sam over.
His joy in tormenting Sam while simultaneously almost seeming to care for him made him one of the most charismatic and hilarious antagonists on the show. With his never-ending supply of quick quips and the string of episodes where he possessed Castiel, Lucifer was a consistently entertaining character. He was still a big bad by the time Dean killed him with an archangel blade, but he was also a hysterical character you couldn’t help but enjoy.
4 Gabriel
Richard Speight Jr. completely brought the character of Gabriel to life with his near-perfect comedic timing and expertly teasing smirk. Whether he was portraying the Trickster, Loki, or he was back to his archangel self, he was hilarious every time he was on-screen. When he sent the boys on an escapade through TV land where they had to act out their lives in a variety of different show formats, he was cemented as one of the funniest characters on the show.
Gabriel was deliberately funny as he was always trying to get a laugh out of someone, and it certainly worked for the viewers at home. From his obsession with using the adult video Casa Erotica as a means to communicate with the Winchesters and his unabashed dedication to living a life of pleasure, he was full of witty retorts and one-liners that consistently kept the audience entertained.
3 Crowley
King of Hell, former leader of the Crossroads demons, and the son of one of the most powerful witches in the world, Crowley was everyone’s favorite demon. Crowley started as one of the Winchester brothers’ many immortal enemies, but eventually turned into one of their greatest allies and almost a part of the family. He never missed a comedic beat and had a readily available quick-witted response for every jab someone threw at him. His complicated relationship with Sam and Dean led to him referring to them as Moose and Squirrel respectively, and his even more complicated relationship with his mother Rowena (Ruth Connell) led to comically heated discussions.
His bromance with Dean, when he had the Mark of Cain, was one of his comedic highlights during his time on the show, and his partnership with Cas when they posed as FBI agents together in season 12 was notably hilarious. Between his constant stream of insults and nicknames and his bizarre one-liners, such as “Nobody in the history of torture has been tortured with the torture like the torture you’ll be tortured with”, no one on the show had the amount of sass that Crowley had.
2 Dean
As tough, brutal, violent, and angry as Dean could be, he could be equally funny. No one could go from mercilessly taking down a vampire to cracking a joke while sipping beer within minutes the way Dean Winchester could. With Dean’s immense love for all things pop culture, he had an arsenal of movie references and TV quotes to hurl at someone at any given moment. He had a knack for turning whatever situation he was into something out of his favorite movies.
Whether he was pulling pranks on Sam, screaming in fear of a cat, or behaving like a dog, Dean never lost his humor. He gave us iconic moments such as dropping his pants and gleefully yelling “Pudding!” or turning around and shouting “Cas, get out of my ass!” No matter what he lost, the pain he suffered, or the trials he had to endure, Dean always managed to find his humor and put a smile on fans’ faces.
1 Castiel
“Dean, the voice says I’m almost out of minutes!” is perhaps one of the funniest lines to ever be said on Supernatural, and it’s thanks to Misha Collins’ dedicated portrayal of the lovable angel. The sheer brilliance of Castiel’s humor is that he’s rarely intentionally funny. It’s usually accidental stemming from his limited understanding of human beings and our lifestyles. His rigid following of rules and awkward demeanor around others from his earlier seasons created some of the most memorable and hysterical moments in the show.
Even as he spent more time with the Winchesters and learned more about the ways humans live, his lack of a foundation in pop culture knowledge and zero social cues led to an endless amount of awkward encounters and fan-favorite lines. Cas eventually got a slightly better grip on humanity by the last season, but the utter misinterpretation gave way to lines like “If the pizza man truly loves this babysitter, why does he keep slapping her rear?” or “No, he’s not on any flatbread” never fully went away.
This story originally appeared on Movieweb
