10. Misfit (Birds of Prey)
Misfit is a homeless teenager with the ability to teleport. She initially wants to be the next Batgirl, but Babs is a total bitch to her (including showing her autopsy photos of Steph, the previous Batgirl) and Misfit gives up on being Batgirl, but not on fighting crime. She tends to teleport into random situations to help the Birds, much to the chagrin of Babs. She's also fond of yelling "DARK VENNNNNNNNNNGEANCCCCCCCCCCCE" for some reason. She's naive and inexperienced, but her enthusiasm is so endearing you can't help but love her.
9. Headpool (Deadpool: Merc With a Mouth)
Headpool is the zombiefied head of Deadpool. AIM tried to capture him (it?) for a weapon, but Deadpool and Betty stole him. He's just like Deadpool but he seems to be more lecherous, even hitting on Betty multiple times. Headpool has no body, and he still thinks he has game. He also doesn't see his lack of a body as a problem. That takes balls.
8. Skeets (Booster Gold)
The awesomeness of Skeets was detailed here. He's some kind of security droid that Booster stole from the museum where he worked and now he's a sidekick of sorts to Booster. He's no pansy and joins in fighting whenever he can. He's also probably the one who understands Booster the best, even more than Rip and Michelle sometimes. He's kind of like Alfred crossed with Mr. Butlertron.
7. Monty (Deadpool)
Monty is a somewhat crippled clairvoyant and despite being basically a skeleton who has hardly seen the outside world, he's probably the most grounded and wise character in Deadpool's supporting cast, with the possible exception of Blind Al. He's the one who predicted that Deadpool would be the one to save the world and is involved with L, L, and L until Deadpool kidnaps him for some reason and then they have some zany adventures involving the Black Talon. Monty could have been a cliche of an all-knowing psychic, but he's snarky and he's generally one of the only people who can handle Deadpool. He's also a rare example of a happy ending in the Deadpool verse: he gains a new lease on life when he's thrown out a window and then he has his memory erased but eventually he gets the girl and leaves to start a new life. I think he needs to show up in the new Deadpool ongoing. DO YOU HEAR ME, WAY?
6. Weasel (Deadpool, Cable and Deadpool)
Weasel is Deadpool's best friend and tech support. They have a weird relationship: Deadpool is sometimes extremely abusive of him, but they prove their loyalty to each other time and time again. Weasel went to jail for Deadpool, and it was revealed that Deadpool TiVo'd every episode of Battlestar Galactica when he was in the slammer. One of their best interactions comes after Deadpool eviscerates Agent X:
Weasel: Oh. You spelled 'Hi Weasel' with his intestines.
Deadpool: I knew you'd peek!
Weasel: That was...kinda nice, Wade.
Sums up their relationship in a nutshell. Weasel is as adept at getting himself out of sticky situations as Deadpool is sometimes. Weasel was kidnapped by HYDRA and executed a plan which involved pretending to help HYDRA and instead equipping them all with teleporters that would take them straight to Guantanamo. He defeated HYDRA single-handedly. Granted, they're a bunch of morons, but still, they greatly outnumber him.
5. Paco and Brenda (Blue Beetle)
Paco and Brenda are Jaime's best friends and they occasionally help him out with his crime fighting. Proving you don't need some alien scarab to be a badass, this is after Brenda attacks an alien and Paco finishes him off by hitting him with a stick. The aliens have giant motherships, guns, and presumably extensive training. Two teens can take him out with a stick. They're both fearless in the face of anything and they don't have the advantage of superpowers.
4. Outlaw (Deadpool, Cable and Deadpool, Agent X)
Outlaw is an expert markswoman with some degree of invulnerability. She's a mercenary who first briefly appears in Deadpool and then is a prominent character in Agent X. (We won't talk about how she was vastly underused and OOC in Cable/Deadpool). She's unique in that she's probably the only comics female who admits to plastic surgery. She's badass and fearless but also compassionate and empathetic to others.
3. Jaime's Family (Blue Beetle)
Jaime's parents knew about his superpowers from the start and their attempts to parent a superhero are one grounding aspect of the series. His whole family is also pretty badass. Here's a partial list:
Bianca: Confronted Guy Gardner and won, confronted Peacemaker and won, joined in the fight against the alien despite (presumably) having zero training.
Berto: Fought off aliens despite needing a cane, fought off zombie things with his cane.
Milagro: Utterly unimpressed by Guy Gardner, kept somewhat calm during an alien invasion, Boostle shipper.
I really like Jaime's family dynamic. His parents are supportive of him fighting crime and yet they still set boundaries and Jaime is respectful of those boundaries. They don't bat an eyelash at whatever comes at them. Milagro just kind of goes with the flow with what's going on, whether it be aliens or supervillains.
(Side note: I love how confused and indignant Guy looks. It took me awhile to figure it out, but I think it's because Ice is hugging Booster and not him. I can just imagine how that must be killing him. Keep smiling, Booster. Guy's gonna get his revenge one of these days.)
2. Blind Al (Deadpool)
Blind Al is blind old lady kept prisoner by Deadpool. Deadpool mocks her and plays mean tricks on her but she never backs down and she always gives as good as she gets. Deadpool needs someone in his life who doesn't let him get away with everything. Even after he went psycho she knew what she was doing and she got Deadpool to apologize to her...by being nice and doing everything he asked. She's the snarkiest old lady this side of Dorothy Zbornak, and I love her for it.
1. Bob (Cable and Deadpool, Deadpool v2)
Bob is a HYDRA agent who was kidnapped by Deadpool. He joined HYDRA for the health plan and primarily learns how to hide from danger. He's loyal to and has a kind of hero worship for Deadpool, who treats him like a puppy who insists on following him around. He has a tendency to get hurt in his duty as Deadpool's sidekick of sorts, but this doesn't stop him from following Deadpool wherever he goes.
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