Do you suppose Shego had friends during her superhero years? Maybe even those who were in the “same line of work” she was?
I actually don't think so.
Part of why I think Shego left Team Go is because of how 'free' and 'rules breaking' criminals are.
I imagine, Hego being the overly responsible team leader, wanted to keep Team Go on his siblings priorities.
She probably had classmates that she was friendly with, but no actual friends in the sense of hanging out after school or going somewhere. Crime fighting would always butt in the moment she was able to hang with someone.
Also, friends with other heroes could be an option, but seeming how Team Go operates in Go City, I think there are no other heroes near by.
How would the first meeting between Drakken and Shego’s brothers would go?
Good question! First technical meeting was during the episode 'Go team Go' but that was barely anything. Let me try and write down how I think a first meeting would go:
So I suppose after the episode, the next best meeting could be during a family orientated holiday (Thanksgiving or Christmas). It would be very likely that Hego, after finding out where Drakken's Lair is located, would send an invitation for them to visit during the holiday; no hero activities, no villain activities just family stuff + Drakken. Drakken is a sucker for family orientated outings (See the yearly evil family picnic that he organises for his henchmen and the time he celebrated Christmas with first only Ron and then with the Possibles and Shego).
If Drakken gets his hands on the invitation first: Drakken might keep it a secret from Shego and makes her come along with him to GoCity under the guise of "We're going there for evil shopping" or anything and 'coincidentally' bumping into Hego.
If Shego gets get hands on the invitation: Shego will probably burn it and toss it away. However, she won't wait for it to burn out (like the photo strip of her and Kim in 'Stop team Go'). So Drakken might see it and stomp it out, see the address and could potentially read that it's an invite and then do the same as the previous part, go to Go-city.
Alternative: Drakken invites team Go to the lair for a family reunion.
Drakken and Hego would formally introduce themselves to each other and Shego would try and go away but gets stopped by the Wegos who surround her with hugs. Eventually she just gives up and everyone goes to GoTower or Lair.
Drakken + the Go brothers impressions:
Wegos & Drakken: The twins would probably be neutral over Drakken. He looks a tad boring to them compared to the Go villains. They are mischievous though and first pretend to be 1 sibling, making Drakken confused because he thought they were twins, then triplets??? Quintuplets?!? "Oh, just twins with multiplication powers, haha of course--." Drakken would also think they're around the age of Kim's brothers so he got them a pranksters' science kit as present. "How to build an atomic whoopy cushion? Neat!". Drakken is okay in their book.
Mego & Drakken: A looooooooooong silence between them. Mego and Drakken would probably start with having the least common interests, but something they both like to talk about is themselves. One would start talking about some anecdotes connecting to their line of work, then in turns they interrupt each other to tell another 'funny story that I just remembered cause of this story'. The conversation then turns into talking about Shego. Both of them then bond over getting onto Shego's nerves.. until Shego interrupts them "Hahaha, oh that's funny-- hey don't stop talking about me now, you guys seemed to have so much fun!" "Yes, uh, well, we're just--" "Boy! All that socialising sure dried up my throat. I'll get myself a water, would you like some too, Doctor Drakken?" "Why, yes Mego, here let me help you!!" And both of them hurry away into the kitchen before Shego can say anything. They also compliment each other's hairdo but secretly think it looks lame and theirs looks better.
Hego & Drakken: I feel like this is a double edged sword. They both like the Oh Boyz and probably would sing Karaoke during the party (making Shego and Mego cringe in their seats). They could talk about the fastfood industry/horeca in general and maybe Hego likes Snowman Hank as well.
Now the negative aspect. I think at one point during the party, Drakken might ask Hego something along the lines of "So, you are okay with your sister being evil? Running from the law? A super Villain's sidekick?" and Hego laughs it off, replying "Oh, yeah well, I'm not that worried. You see, if she's paired up with the likes of you, it'll be ok." At first Drakken might be flattered but then, "What do you mean, "paired up with the likes of me"?"
Hego explains that he knows that Drakken is no 'real villain'. After first seeing him, he looked up everything about Drakken in a villain database and concluded that Drakken is no real threat, at least not like the true villains that terrorise GoCity (according to him). Shego probably is the safest with Drakken cause she'll never be in real danger because of his shenanigans. Drakken will get fired up because this definetely hurts his ego. He will start getting real angry and tries picking a fight with Hego, telling him he's probably the reason that Shego left for villainy, because he's such a goodie two shoes that controls everyone like they're tools to get him in the best light and adoration of the city. Hego and Drakken will eventually get closer to actual fighting but Shego steps in, scolding both of them hard. "This is exactly why I didn't want to come." Shego grabs Drakken by his collar and heads out.
It's not the most perfect first meeting, but it's a first meeting nonetheless. I hope you liked my take on it!
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