Fighting for custody.

The relationship between Spider-Man and Deadpool is a rather peculiar mix of friendship, camaraderie, rivalry, and a whole lot of chaos. Peter Parker often considers Wade Wilson too impulsive, violent, and difficult to control, since Spider-Man tries to avoid killing and always strives to do the right thing, while Deadpool has a much more flexible moral compass and isn't as bothered by extreme methods. Despite their differences, Peter recognizes that Wade can have good intentions and that, behind his jokes and strange behavior, he genuinely cares about other people.
Deadpool, for his part, greatly admires Spider-Man. Wade enjoys teasing him, following him around, and making jokes at his expense, but he also has genuine respect for Peter. Spider-Man represents many of the heroic qualities he admires: responsibility, compassion, and a willingness to help others even when no one thanks him. In several stories, Deadpool even considers Peter one of his closest friends.
They've worked together countless times, facing villains and threats that require them to combine their skills. Their dynamic is usually hilarious: Peter tries to keep the situation under control while Wade turns practically every mission into a disaster. Deadpool can talk nonstop, break the fourth wall, and make absurd comments while Spider-Man tries to ignore him.
In short, Spider-Man and Deadpool are like two completely different heroes who, against all odds, end up working quite well together. Peter is the responsible friend who tries to keep his feet on the ground, while Wade is the chaotic sidekick who will probably be late, crack twenty jokes, and still end up helping save the day.
If you want, I can also draw Deadpool's relationships with Wolverine, Cable, Domino, and Vanessa in the same way.

Deadpool's Allies
Cable/Nathan Summers: A warrior from a devastated future. He is large, muscular, and partially technological due to a techno-organic infection. He is serious, strategic, and disciplined—the complete opposite of Deadpool. He possesses telepathy, telekinesis, and military knowledge. His relationship with Wade combines friendship, rivalry, and an absurd number of arguments.
Domino / Neena Thurman: A mercenary and mutant with the ability to manipulate probability. She has dark hair and a distinctive mark around one of her eyes. She is confident, sarcastic, independent, and professional. She is one of Deadpool's most frequent partners and has also had a relationship with Cable.
Wolverine/Logan: A mutant with superhuman strength, enhanced senses, a healing factor, and adamantium claws. He is serious, grumpy, and honorable. His relationship with Deadpool is a mix of friendship, rivalry, and teamwork. Wade particularly enjoys teasing him.
Vanessa Carlysle / Copycat: Shapeshifter and Wade's former partner. She can change her appearance and, depending on the version, copy certain physical abilities. She is intelligent, independent, and dangerous when she has to defend herself. Her relationship with Wade is one of the most important parts of Deadpool's emotional life.
Blind Al: A blind woman and one of Wade's closest friends. She has no superpowers, but possesses a great deal of character, intelligence, and sarcasm. Her relationship with Deadpool is complicated, although she knows a side of Wade that many other characters never see.
Dogpool: A Deadpool variant from another universe. He's a dog with regenerative abilities and a personality just as chaotic as Wade's. He's part of the Deadpool Corps and, frankly, proves that Marvel can turn practically anything into Deadpool.

Allies of the Avengers
Captain America / Steve Rogers: A World War II soldier transformed into a super-soldier through an experiment. He is disciplined, honorable, courageous, and one of the Avengers' main leaders. He possesses enhanced strength, stamina, and reflexes, as well as exceptional skill with a shield.
Iron Man / Tony Stark: A billionaire, inventor, and technological genius. He has dark hair and usually wears a beard. He is sarcastic, confident, and intelligent, although his arrogance can get him into trouble. He has no natural powers, but his suits of armor grant him flight, enhanced strength, protection, and numerous technological weapons. His relationship with Peter Parker can be likened to that of a mentor and apprentice.
Thor: God and prince of Asgard. He is tall, muscular, and usually has long hair. He is proud, brave, honorable, and somewhat dramatic. He possesses superhuman strength and stamina and controls powers related to thunder. Mjolnir is one of his most important weapons. Jane Foster is one of his most well-known love interests.
Hulk / Bruce Banner: A brilliant scientist who, after being exposed to gamma radiation, develops the ability to transform into the Hulk. Bruce is usually calm and intelligent, while the Hulk is much more impulsive. His enormous strength and durability make him one of the most powerful members of the Avengers. His struggle to control the Hulk is a fundamental part of his story.
Black Widow / Natasha Romanoff: A highly trained spy and combatant. She has reddish hair and an athletic build. She is intelligent, reserved, strategic, and courageous. She has no superhuman powers, but her combat and espionage skills allow her to face enemies far superior in physical strength.
Hawkeye / Clint Barton: Expert archer and one of the human members of the Avengers. He is sarcastic, blunt, and brave. He has no superpowers, but uses bows, special arrows, and his extraordinary accuracy to fight alongside the Avengers.

Spider-Man's Allies
Peter Parker / Spider-Man: A young scientist and hero from New York City who gains spider-like powers after being bitten by a spider. He is intelligent, responsible, a joker, and very empathetic. He has superhuman strength, agility, reflexes, a spider-sense, and the ability to stick to surfaces. His greatest trauma is the death of his Uncle Ben, an experience that leads him to take the responsibility of his powers very seriously. His most significant romantic relationships are with Gwen Stacy and Mary Jane Watson.
Miles Morales / Spider-Man: A teenager who gains powers after being bitten by a genetically modified spider. He is kind, creative, brave, and somewhat insecure at first. In addition to traditional spider-arachnid abilities, he can turn invisible and produce bioelectric blasts. The death of his own Spider-Man and the responsibility of continuing his legacy are important parts of his story.
Mary Jane Watson: One of Peter's closest friends. She's a redhead, outgoing, independent, funny, and very perceptive. She doesn't usually have powers, but she has proven to be incredibly brave in the face of superheroic threats. Her relationship with Peter is one of the most important romances in Marvel.
Daredevil / Matt Murdock: A New York lawyer and hero known as Daredevil. He is blind, but possesses extraordinarily heightened senses that allow him to perceive his surroundings in a unique way. He is serious, determined, and fiercely protective. He is one of Spider-Man's closest allies, and the two often work together.

Siryn
Name: Theresa Cassidy.
Age: Young adult.
Appearance: Reddish hair and an appearance similar to other members of the Cassidy family.
Personality: Brave, independent, determined, and compassionate.
Powers: Can produce extremely powerful sonic screams and fly using sound waves.
History: She is the daughter of Banshee, a member of the X-Men.
Traumas: He has faced family conflicts and numerous threats related to mutants.
Relationship with Deadpool: Wade has had a complicated relationship with her and in some stories he develops feelings for her.
Feature: Her voice can literally be turned into a weapon.
Lady Deathstrike
She's not a permanent ally, but she has collaborated with Deadpool in certain stories.
Name: Yuriko Oyama.
Appearance: Woman with cybernetic modifications and long claws.
Personality: Cold, determined, and obsessive.
Powers: Cybernetic body, enhanced strength, and extremely durable claws.
History: It is related to the Oyama family and to adamantium.
Relationship with Deadpool: More than a stable friendship, their relationship depends heavily on the storyline. They can be enemies, temporary partners, or simply share common goals.

Domino
Name: Neena Thurman.
Adulthood.
Appearance: Athletic woman, black hair and a distinctive black mark around one of her eyes.
Personality: Confident, sarcastic, independent, professional, and much more sensible than Wade.
Power: Manipulation of probabilities. Her ability causes situations to tend to favor her in extremely improbable ways.
History: As a child, she was subjected to experiments related to a program that sought to create human weapons.
Traumas: Her childhood was marked by experimentation and by being used as a test subject.
Romantic relationships: She has had several relationships, including with Cable in the comics.
Relationship with Deadpool: She is one of his most frequent companions and also one of the people who can keep up with him.
Blind Al
Name: Althea.
Age: Senior citizen.
Appearance: An elderly, blind woman.
Personality: Sarcastic, intelligent, firm and with a lot of character.
Powers: He has no superhuman powers.
Background: Al is one of Wade's closest friends. Their relationship is quite complicated and has gone through some very dark times.
Traumas: He has experienced violence and situations related to the criminal world.
Relationship with Deadpool: He is an almost familiar figure to Wade, although their relationship has had very conflictive moments.
Characteristic: She is one of the few people capable of answering Wade without being intimidated by him.
Dogpool
Name: Dogpool.
Age: Not determined.
Appearance: A dog with Deadpool's visual characteristics, including the famous red and black suit.
Personality: Playful, energetic, and quite chaotic.
Powers: Healing factor and abilities similar to Deadpool's.
Story: It is an alternate version of Deadpool belonging to another universe.
Relationship with Wade: He is part of the Deadpool Corps, a group of Deadpool variants from different realities.
Feature: It's literally a dog Deadpool.

Logan / Wolverine
Age: Much older than Wade.
Appearance: Muscular man, dark hair, distinctive sideburns, and retractable adamantium claws.
Personality: Serious, grumpy, honorable, and much less tolerant of Wade's nonsense.
Powers: Healing factor, enhanced senses, adamantium claws, superhuman strength and endurance.
Background: Logan has been a soldier, an agent, and a member of the X-Men. His past is filled with experiments and conflicts related to his identity.
Traumas: The loss of memories, experiments, wars, and numerous personal losses have profoundly marked his life.
Love affairs: He has had several relationships, including Jean Grey, Mariko Yashida and others.
Love affairs: He has had several relationships, including Jean Grey, Mariko Yashida and others.
Relationship with Deadpool: They are rivals, partners, and friends depending on the story. Wade often teases him to almost scientific levels.
Characteristic: Its dynamic basically consists of Logan trying to maintain seriousness while Wade turns everything into a circus.
Wire
Name: Nathan Summers.
Age: Adult, although his temporal history makes calculating his age complicated.
Appearance: A large, muscular man, usually with light or grayish hair. Part of his body is technological due to a techno-organic infection.
Personality: Serious, disciplined, strategic and tremendously patient... something very necessary to put up with Wade.
Powers: Telepathy and telekinesis, plus military skills and advanced technology.
History: Cable is the son of Scott Summers/Cyclops and Madelyne Pryor in the main continuity. He was sent to the future as a child to protect him from a threat.
Traumas: He grew up in a future devastated by wars and diseases, and spent much of his life trying to prevent catastrophes.
Love affairs: He has had several relationships, most notably Hope Summers as a family figure, though not a romantic one.
Relationship with Deadpool: He is one of the companions

Traumas: His illness, the experiments, and various personal losses have profoundly affected his life.
Love affairs: His most well-known relationship is with Vanessa Carlysle, although in the comics his romantic life is much more complicated.
Characteristic: He speaks directly to the reader and knows he's inside a comic book. He constantly breaks the fourth wall.
Vanessa Carlysle / Copycat
Adulthood.
Appearance: Vanessa can have different appearances because her power allows her to physically change.
Personality: Intelligent, independent, determined, and capable of being very dangerous when necessary.
Powers: She is a shapeshifter. She can copy the appearance and, in certain circumstances, the physical abilities of other people.
Background: Vanessa met Wade when they were both working as mercenaries. Their relationship was important to Wade even before he became Deadpool.
Traumas: Her life as a mercenary and her conflicts with criminal organizations and mutants led her to very dangerous situations.
Romantic relationships: Wade Wilson is her most characteristic relationship: In the comics it is much more complex than the cinematic version of Vanessa.

Wade Wilson / Deadpool
Age: Not exactly established and changes depending on continuity.
Appearance: A man of athletic build, usually completely covered by his red and black suit. He has numerous scars due to the experiments he underwent.
Personality: Sarcastic, joking, impulsive, chaotic, and extremely talkative. Behind the humor, he often hides a much more complex and vulnerable personality.
Powers: Extraordinary healing factor, superhuman strength and endurance, great skill with weapons and hand-to-hand combat.
Story: Wade Wilson was a mercenary who ended up being subjected to experiments that activated a powerful healing factor. The treatment saved his life, but left his body severely scarred.

George Stacy
Age: Adult.
Appearance: Older man, gray hair, and usually dressed as a police officer.
Personality: Honest, protective, responsible, and very dedicated to his work.
Background: He is Gwen Stacy's father and a police captain. He initially doesn't know that Peter is Spider-Man.
Relationship with Spider-Man: Although he is a police officer, he comes to deeply respect Spider-Man.
Trauma: Her story also ends up linked to the tragedies surrounding Spider-Man and his daughter.
Characteristic: Represents the adult ally who tries to do justice from the police side.
Jonah Jameson
Age: Senior citizen.
Appearance: Gray hair, mustache, and a generally serious expression.
Personality: Loud, stubborn, temperamental, and extremely distrustful of Spider-Man.
History: He is the editor of the Daily Bugle newspaper and for years he has used his newspaper to publicly attack Spider-Man.
Ally? Here's the fun part: yes and no. 😂 Although he usually criticizes Spider-Man, in certain stories he ends up helping him and acknowledging that Peter is a good person.
Characteristic: He is probably Spider-Man's most famous "ally who won't admit he's an ally".
Other important allies
Also included are:
Aunt May: a fundamental family figure for Peter.
Uncle Ben: His death is the emotional origin of Peter's responsibility.
Robbie Robertson: Daily Bugle journalist and one of the adults who most supports Peter.
Cindy Moon / Silk: another person bitten by a spider related to Spider-Man's origin.
Jessica Drew / Spider-Woman: arachnid heroine and occasional sidekick.
Ben Reilly / Scarlet Spider: Peter's clone who develops his own identity.
Kaine Parker / Scarlet Spider: another clone of Peter, much more aggressive and tormented.
Anya Corazón / Araña: young heroine with arachnid powers.
Miguel O'Hara / Spider-Man 2099: Spider-Man of the future.
Pavitr Prabhakar: Spider-Man of a

Harry Osborn
Age: Similar to Peter in many versions.
Appearance: Brown hair, usually dressed in elegant clothes due to his wealthy family.
Personality: Intelligent, insecure, emotional, and deeply affected by his relationship with his father, Norman Osborn.
Story: Harry is one of Peter's best friends. He is the son of Norman Osborn, who eventually becomes the Green Goblin.
Traumas: His relationship with his father is extremely complicated. He also deals with issues related to the death of loved ones and the legacy of the Green Goblin.
Love affairs: Mary Jane and other relationships depending on continuity.
Powers: Normally none, although some versions turn him into the Green Goblin.
Feature: Harry is one of the clearest examples of how Spider-Man can have someone close to him who ends up becoming one.
Otto Octavius ​​/ Doctor Octopus
Age: Adult.
Appearance: Dark hair, glasses, and a lab coat in his civilian identity.
Personality: Extremely intelligent, proud, obsessive, and ambitious.
History: Originally a brilliant scientist, an accident fuses mechanical arms to his body, transforming him into Doctor Octopus.
Traumas: The accident and his obsession with proving his superiority lead him down an increasingly destructive path.
Powers: His mechanical arms provide him with strength, mobility, and the ability to manipulate objects from a distance.
Relationship with Spider-Man: In certain stories he comes to understand Peter and even ends up occupying his body and trying to become a different Spider-Man: Superior Spider-Man.

Miles Morales / Spider-Man
Age: Teenager in most of his stories.
Appearance: Curly black hair, brown skin, and an athletic build.
Personality: Friendly, creative, nervous at times, responsible, and with a strong sense of justice.
Story: Miles originally lived in another universe and gained powers after being bitten by a genetically modified spider. After the death of his Spider-Man, Miles decides to continue his legacy.
Powers: Spider-like abilities, spider-sense, camouflage/invisibility, and bioelectric discharges called Venom Blast.
Traumas: The death of loved ones and the responsibility of becoming Spider-Man at such a young age weigh heavily on him.
Love affairs: Hailey and Barbara Rodriguez have been romantic interests in different storylines, although their love life changes frequently.
Gwen Stacy / Ghost-Spider
Age: Teenager.
Appearance: Blonde, wearing a white and black suit with pink details.
Personality: Sarcastic, independent, rebellious, and very protective of her friends.
Story: In her universe, Gwen is bitten by a spider and becomes Spider-Woman. Peter Parker of her universe ends up dying, which leaves a huge emotional scar on her.
Powers: Superhuman strength and agility, adherence to surfaces, spider-sense, and webs.
Traumas: The death of Peter and the conflicts with his father, whom he initially persecutes.

Mary Jane Watson
Age: Similar to Peter, depending on the continuity.
Appearance: Red/orange hair, green or blue-green eyes depending on the version.
Personality: Extroverted, confident, fun, independent, and very perceptive.
Background: Mary Jane grew up in a complicated family and learned from a young age to fend for herself. Her relationship with Peter eventually became one of Spider-Man's most important romantic relationships.
Traumas: She has lived through numerous tragedies related to Peter's superhero life and has suffered losses and dangerous situations for being close to him.
Romantic relationships: Her primary relationship is with Peter Parker. In some stories, she has also had other relationships.
Powers: He normally has no powers, although some alternate versions grant him abilities.
Characteristic: She's not simply "Spider-Man's girlfriend." Mary Jane is usually an emotionally strong person who can stand up to Peter when he's making bad decisions.
Gwen Stacy
Age: Similar to Peter in the stories where she appears as his companion.
Appearance: Blonde hair, light eyes, and a generally elegant style.
Personality: Intelligent, determined, independent, and quite self-confident.
History: Gwen was one of the most important people in Peter's life during his early years as Spider-Man.
Trauma: His story is marked by one of Spider-Man's most famous tragedies. His death becomes a huge source of guilt for Peter.
Love affairs: Peter Parker is her most important romantic relationship.
Powers: The original Gwen doesn't possess powers. However, in another universe, there is Gwen Stacy as Spider-Woman/Ghost-Spider, who does have spider-powers.

Peter Parker / Spider-Man
Age: Generally adolescent or young adult, depending on the stage.
Appearance: Brown hair, brown eyes, and an athletic build. As Spider-Man, he wears a red and blue suit with the characteristic spider symbol.
Personality: Intelligent, a joker, responsible, empathetic, and quite prone to getting into trouble while trying to help others.
Powers: Superhuman strength, speed, agility, and reflexes, spider-sense, and the ability to adhere to surfaces. He also uses web-shooters.
Story: Peter gains his powers after being bitten by a radioactive spider. At first, he uses his abilities for his own benefit, but after a family tragedy, he understands that with power comes responsibility.
Trauma: Uncle Ben's death is the event that most marks his life. Peter often carries guilt and the feeling that he should have been able to save the people he lost.
Romantic relationships: His most important relationships include Gwen Stacy and Mary Jane Watson.
Characteristic: His humor during fights is practically a second weapon.