Supernatural is currently one of the longest-running shows on CW and the fandom has literally grown with the Winchester brothers and seen how they have become the accomplished hunters they are today.
However, as Supernatural fans know, it’s not always fun and games, sometimes it’s a little humor, sometimes its moments we can’t help but laugh out loud. These artists have recreated the Winchester brothers and painted them in hilarious ways that would even make Lucifer laugh. Here are 10 fan art drawings of Supernatural and the gang.
Crossover Of The Century by LuckySquid
Gravity Falls is basically a cartoon version of Supernatural where the gang hunts and tracks down supernatural beings with the help of their grandfather. In 15 seasons of Supernatural, we’ve seen Sam and Dean deal with just about every type of creature and dimensional travel that wouldn’t make this type of situation too far fetched.
Here they are enjoying some time with some young but good fellow hunters and the book that is so notorious on the Gravity Falls show. A true work of art by LuckySquid.
Fight For Their Lives by Linda Knot
Salt is a common household item that just about everyone has but did you know that according to Supernatural is an excellent paranormal deterrent, at least most of the time. In this hilarious picture Sam, Dean, and Castiel are huddled together while the veteran Bobby braces for whatever coming at them. In this picture, we see all the reactions played out perfectly to the characters.
We like to think that Bobby is muttering “idgits” under his breath as he sees them cowering over each other. Lovingly of course but still with a little resentment in his voice.
Sam And Dean Meet Ryuk by Kharmarupa
Another great crossover between the brother and the Death Note demon Ryuk who seems to have startled Dean with his appearance. The popular anime series has dealt with a lot of lore and mystical beings similar to Supernatural so we can definitely see something like this going down.
We figured they wouldn’t get along as Sam and Dean hunter demons and one as evil as Ryuk would most definitely be on their radar. Especially a frightening on like Ryuk. Check out more Kharmarupa artwork here.
Worst Judge of Character by Lastlabyrinth
About 99.99% of the time Sam is often the reasonable and optimistic one, constantly having to deal with Dean’s impulsiveness and trigger happy demeanor. Sam is usually that builds a relationship with others while Dean is usually focused on the job and is not interested in any type of small talk.
Unfortunately for Sam he’s usually the one that gets duped and crossed because he’s so trustworthy. We’ve seen it plenty of times in the show where the brothers end up sabotaged somehow or betrayed by a character they thought they could trust just because of Sam. Whether it be a love interest, allies, or friends, Sam doesn’t always see the bad and assumes everyone’s a good person, which can lead to him being ab bad judge of character.
For more art from LastLabyrinth, check it out here.
Dean’s Fear Of Flying by CWSupernatural
When it comes to demons, monsters, and ghosts, there isn’t much that scares Dean. He’s pretty fearless and will into the fire without hesitating if it meant saving the world. He’s often the one who inmates confrontation and Sam’s usually the one wary in a situation.
But when it comes to flying, Dean is the scared one and Sam is the one who can do it with no problem. Dean is terrified of Airplanes and prefers to drive his own car cross country rather than going on an airplane. We’ve seen how uncomfortable he gets on planes on the show and this artist paints it perfectly.
Check out more artwork from CWSupernatural here.
Hunting For Leprechauns by Kentameadowwolf
We’ve seen just about every type of creature in Supernatural. Werewolves, ghosts, unicorns, but one thing we have yet to see is a leprechaun. It’s a surprise because of how popular the myth of a leprechaun is and how useful the magic of one could have been for the brothers.
Kentameadowwolf paints a picture of Dean and Sam capturing a leprechaun and all the magical hilarity that comes with catching the little beasts and how funny it would be for the boys.
Adventure (Hunting) Time by cosD
This next crossover pice by cosD crosses over the popular Cartoon Network show Adventure Time with Supernatural and it shows the brothers and Castiel being animated like the show.
Sometimes the brothers do have to rely heavily on Cass and literally ride him to victory due to his powers as an angel.
Meeting Of The Minds by Sherlockshivernshake
In a fourth and final crossover piece created by Sherlockshivernshake, we see the hunters working with two of the best detectives in all of the pop culture and all the funny moments that would follow. It goes exactly as fans of these popular shows would expect, total chaos.
The artist paints everyone’s personality perfectly, with Dean shooting anything that moves, Sam trying to stop him, Doctor Who anxiously trying to prevent chaos, and Sherlock just standing there looking at the idiots.
Thrill Of The Fight by pontyk
This next piece is something we all like to picture happens after a successful hunt with Dean excitedly playing rock in his air guitar and Sam and Cass just watching him rock out.
The show is full of ups and downs, with a mixture of laughs and cries, but one thing we can agree on is the love these brothers have for each other despite all the hardships they have endured. They know how to celebrate the small victories because it could be a lot worse.
It’s also just hilarious because it is most likely how they celebrate a good hunt. Keep rocking Dean! Check out more artwork from the artist here.
Heroes by Jasric
This last and final piece by Jasric is not only hilarious but also very well drawn and arguably the best-drawn faces of the gang. We know Jensen Ackles (Dean) is a big fan of Batman with his Halloween costume and his name always tied to playing Bruce Wayne in the Arrowverse.
What we find the funniest is Sam trying on the Wonder Woman costume and perhaps rocking it better than we would expect. And Castiel reacts exactly like we thought he would, looking past its Superman he’s impersonating and complaining about how uncomfortable his suit is.
Which one was your favorite? Let us know!
