The relationships of Shego.
Family[]
Hego, Mego, and the Wego Twins[]
Shego with her brothers on the Go Tower's view screen
Her relationship with her brothers is less than stellar. It was not seen how well she gets along with her youngest brothers, the Wegos, as she doesn't address them directly at any point. But she shows open disdain for her two other brothers, Hego and Mego.
She apparently used to get along well enough with them to be part of Team Go, however, Hego claimed that the more they fought villainy the more Shego liked it. However, Shego herself mentioned that her main reason for leaving, was that she became fed up with her brothers' incompetence and she could not stand working with them anymore, or at least Hego and Mego. Hego was also apparently a major contributing factor in Shego leaving the team. Between Mego's selfishness and Hego's cartoonish approach to heroism, even Ron Stoppable admitted that they are annoying, especially Hego, to being able to see why she would leave the team, saying "I'm starting to see why Shego split", after five minutes with Hego.
It was also implied that despite Shego being evil and a villainess, she still cared about her brothers. Both Kim and Drakken noted that it was incredibly easy for Kim to get the power staff used to steal all the powers of the members of Team Go from her. Drakken later suggested Shego secretly wanted to lose and that she didn't truly have it in her to betray her brothers in such a manner. He shared this with Shego directly, with the result of her tossing him out of the giant robot that they were flying in, leaving him to cling tightly to its feet.
Friends and allies[]
Dr. Drakken[]

Shego annoying Drakken with her mocking
Shego is a mercenary for hire, most often shown to be in the employment of Dr. Drakken. Although on occasion, she has (temporary) worked with and for other villains. The most notable is her partnership with Señor Senior, Junior, for whom she was hired to instruct in the ways of villainy in the episode "Two to Tutor" and of whom she is shown to be unusually tolerant.
Shego's relationship with Dr. Drakken borders on bizarre. Early on in the series, she is shown to be more respectful toward the mad scientist, however, as time goes on, she seems to take an increasingly dominant role in the partnership, going as far as to bully her "boss" into abiding her wishes. She is often hypercritical of Drakken's plans and openly mocks his decisions, seemingly tolerating Drakken's antics for the 'mocking-gold' his schemes grant her. On several occasions, Shego takes an action to ridicule Drakken only for him to use it in his scheme. Shego is dismayed when this occurs as her ridicule has backlash on her. Shego does not appear to be capable of love, kindness, or compassion, as seen when she viciously punishes Drakken after he suggests she is "going soft" (in "Go Team Go").
Although Drakken is smarter than Shego when it comes to science, Shego is in many ways smarter than Drakken in other areas of life, such as making plans. She stays with Drakken as it allows her to combat and ridicule Kim when they verbally and physically clash.
Despite their rocky partnership and relationship, they have demonstrated a certain amount of deranged fondness and seem to somewhat care about each other. A few examples:
- In "A Very Possible Christmas", while Shego was on her vacation, she found out that Drakken had fully paid to cover her whole vacation as his way of saying "Thanks for super year" and "Merry Christmas" when she read his letter, which she expresses her gratitude for, and when Shego learned that Drakken is in the North Pole, after checking her voice mail message, she went there to find Drakken.
- In the "Go Team Go" episode, Drakken refers to her and him as an "evil family".
- In "Cap'n Drakken", Shego was impressed when Drakken shows power.
- In "Graduation", when Drakken gets abducted by Warmonga and Warhok's spaceship, Shego teams up with Ron and goes into space to save him and Kim, and defeat Warmonga and Warhok.
In the end, Drakken and Shego's relationship is somewhat similar to that of the relationship of the show's protagonists, Kim Possible and Ron Stoppable: At the end of the day, they need each other and work better together.
Señor Senior, Junior[]

Shego with Señor Senior, Junior
Most notable among Shego's secondary clients was her sporadic partnership with Señor Senior, Junior, for whom she was hired to instruct in the ways of villainy. Although Junior's laziness seriously tried her patience at first, he was a surprisingly quick study and Shego eventually admitted to enjoying teaching him.
However, Junior's father, Señor Senior, Senior, regretted his decision to hire Shego, as Junior enjoyed working with Shego more than he did with his own father, something that Senior appeared to hold a grudge over.
Likewise, Señor Senior, Junior gained a deep respect for Shego, both as his teacher and a highly effective partner in crime. She expressed gratitude toward Junior for breaking her out of prison to help him commit a series of crimes in honor of his father's birthday, despite being confused on why he broke her out of prison at first.
Mrs. Lipsky[]
Drakken's mother, Mrs. Lipsky, seems to be one of the few people who earned Shego's respect, as Shego never expressed her true nature toward her (even when she thought that she's Drakken's girlfriend), and even showed concern for her well-being when her son nearly left her behind on the train.
Shego also enjoys teasing Drakken about his mother. A few examples: When Mrs. Lipsky ask Drakken if he's a little old to be playing with his Peter Puffer Puff toys, Shego commented that his mother has a point and calls him "Choo Choo Boy", and later on the train, she tells Drakken that he's approaching the giant gorge by calling him the name of his toy train "Peter Puffer Puff" (which made him realized that she's loving the whole situation).
Enemies and rivals[]
Kim Possible[]

Shego fighting Kim.
Most of Shego and Kim's confrontations result in hand-to-hand combat. She constantly taunts Kim about her lack of fashion sense or whatever else she can think of, though Kim usually taunts her back in the same manner. She also taunts Kim about her youth, addressing her by childish nicknames, such as 'Kimmie', 'Princess', 'Cupcake', and 'Pumpkin'.
Even though Shego is Kim's rival, Shego seems to have a certain degree of fondness and respect for her foe. For instance, she has openly declared that she and she alone will defeat her, thus she is willing to save Kim's life if someone else is about to take her out. They even became close, though temporary, friends in "Stop Team Go" when Shego became temporarily good by the Attitudinator. In that episode, upon reverting to her evil self, Shego seemed to reminisce over their friendship. On some level, Shego and Kim share a mutual respect for each other stemming from their rivalry.
While most people try to resist against Kim when she uses the puppy dog pout on them, Shego surprisingly seems most vulnerable, not even trying to fight Kim and instead immediately giving into her wishes when she used her puppy dog pout in order to ask her and Drakken to clean up the mess.
Ron Stoppable[]
Shego confronts Ron almost every time when Kim is around. Unlike Kim, Shego most often tends to ignore Ron, and like Drakken, doesn't call him by his name, rather as "the sidekick"; it's not clear if it is that she also can't remember his name, or if she just doesn't care. Shego seems to not bother with Ron due to his bumbling personality, though at times, she does remark on how him and Kim together actually make an effective team. Ron also seemed to use to have a brief attraction to Shego when he first saw her as a wanted criminal in one of the first season episodes.
Although Shego is usually fearless, Ron seems to be the only person who can actually make Shego show fear at certain points. Something that nobody else or any other villain had ever been able to do, as he got her scared two times. For instance:
- In "A Sitch in Time", when Ron found out that Future Shego and her time traveling was the reason why he and his parents moved to Norway and why he was forced to eat Meat Cakes, he became angry about it and the destruction of his favorite restaurant, which made Shego actually show fear for a moment for the first time in their confrontation.
- In the episode "Bad Boy", when Ron was under the influence of the Attitudinator, Shego was so impressed by his evil persona that she abandoned Drakken, just so she could work with the Evil Ron. She soon later regretted working with Evil Ron, when she quickly found herself once again in the role of a sidekick as Evil Ron tells her that she's "just the hired help", as his ego would allow nothing less, and he had the technology to render her powers useless against him. But unlike her partnership with Dr. Drakken, the relationship and partnership with Evil Ron was that of fear, as he was able to keep her from constantly being sarcastic by threatening to dump her in a shark tank, genuinely scaring her into submission.
Ron has also earned Shego's respect at certain points. In "Graduation", when Drakken and Kim got adducted by Warmonga and Warhok's spaceship, Shego and Ron teamed up together to save them, and stop the alien warriors. When Ron single-handedly defeated Warhok and Warmonga with Mystical Monkey Power, Shego was shocked and astonished, commenting "The sidekick just stepped up, monkey-style."
Motor Ed[]

Shego uninterested in Motor Ed
Motor Ed's tendency to underestimate and belittle women, constantly gets him in trouble around Shego, who would not hesitate to blast him. But Motor Ed actually seemed to like Shego beating him up, so this only fueled his already obvious attraction to her.
In "Car Alarm", Shego puts up with him only for as long as their current scheme demanded, or at least, until he irritated her by saying that she's an accessory, to the point where she could no longer stand working with him.
Frugal Lucre[]

Shego and Frugal Lucre
Shego's sole interest in Frugal Lucre was that he was incredibly annoying, and more importantly, that he was especially annoying to and fixated on Drakken. She even coached him on the best way to get on Drakken's nerves, under the guise of telling him things that Drakken liked, that he actually dislikes.
Shego's plan to annoy Drakken by bringing Lucre aboard somewhat backfired, as Drakken decided to make Lucre his apprentice when they started bonding, although they still bickered fairly often.
Warmonga[]
Warmonga earned Shego's contempt when she appeared out of nowhere and replaced her as Dr. Drakken's sidekick, which made Shego jealous and disapproves of. It grew even worse, when Warmonga refused to mock Drakken despite his apparent buffoonery. Finally, she gladly made Warmonga her enemy, when she nearly defeated Kim Possible (and when Drakken said that "Warmonga IS better than her," by rubbing it in her face), and cited she will be the one to defeat her.
During their second encounter, they remembered each other clearly, sharing an equal contempt to one another.
Professional[]
Throughout the course of the series, Shego has (temporarily) teamed up with several villains, both with and without Dr. Drakken. Those villains include: Señor Senior, Junior and Señor Senior, Senior, DNAmy, Motor Ed, Hank Perkins, Frugal Lucre, Duff Killigan, and Monkey Fist.
Out of the other villains she has worked with, only Señor Senior, Junior has earned Shego's respect. Junior's father originally hired Shego to tutor him in villainy. Despite after a rough start, Shego eventually found that Junior is actually a good listener, and they grew rather close as a mentor and student. They teamed up once more for Señor Senior, Senior's birthday, still showing a clear respect for each other.
Although Shego prefers to work as a hired hand, she is the only villain in the series to actually succeed in taking over the world, with the assistance from a magical time monkey and careful planning and support from her future self. In the possible future world, known simply as "The Future", Shego is known as "The Supreme One" and ruled the world with a cruel yet lazy hand. Notably, however, in this timeline, it also saw her fall into the classic villain clichés, which present time Shego would otherwise pointedly avoid, such as relying on her minions to fight her enemies, despite retaining her combat skills, and when she was persuaded by Drakken, gloating to defeating enemies instead of following her normal preference for the "direct approach".
Romantic[]
Throughout the series, Shego has demonstrated a habit of picking up muscular males with deep tans at resorts.
Steve Barkin[]

Miss Go with Steve Barkin
During her time as Miss Go, she had shown an interest in Steve Barkin.
Neither of these relationships held her interest for long, after Shego was restored to her normal, evil, violent self and returned to being Drakken's sidekick again, although she seemed somewhat touched when Barkin visited her at the lair, until he started singing for her, which involved attack dogs and electric shocks.
Martin Smarty[]

Shego flirting with Martin Smarty
She briefly showed interest in Martin Smarty, although this had more to do with him being one of the five wealthiest men on the planet than an emotional connection.
She left him when she found out he had a son.
Dr. Drakken[]

Shego and Drakken wrapped together by Drakken's vine
In the series finale, during Drakken's award ceremony for their part in saving the world, there was some strong hinting that Shego and Dr. Drakken might somewhat have feelings for one another. This is probably because they had been working together for so long and Drakken is the only man Shego is so close with.
However, later at the coffee shop where all the villains are at and Drakken is talking with Professor Dementor, Shego was nowhere to be seen with the others, and there is no actual confirmation if they became an official couple.