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Hi, hope you're well! Would love to hear your thoughts on more (if purely hypothetical) Failtopia rare pair ships, if you don't mind.
I understand the assignment completely, I'll spin the wheel another five times and jot down some thoughts
Rosebo (Rose/Bo):
Ah, the intentional narrative parallel yuri, always a classic. I think anyone in this fandom would want to see what these two would actually have to say to each other, they have so many surface-level similarities, from their very introductions to the conclusions of their "becoming more confident" arcs, but said arcs manage to conclude in completely opposite directions, one's a redemption and the other's a corruption. It'd be a strained interaction, but I imagine Bo would strike a rare empathy nerve in Rose. Oh, and that rose Bo wears in her costume would be an excellent thematic tool for this, places a lot of significance in their relationship despite zero interactions.
Simplee (Simple Bob/Hank | Lee):
I mean. They have more history with each other than most character relationships in the entire series. Hank was the main target of Bob's demon hunting, the target he chased down throughout an entire prequel series and eventually helped form TFFM specifically to defeat, only to find out he was completely innocent - for now, at least. Bob's a character with a lot of inner conflict, and trying to understand Hank's identity as a person outside of the Dark Curse, only for S2 to happen and undo everything, would throw him for a very interesting loop, in my opinion. On Hank's side, maybe it'd be nice to have someone who understands his history as the Dark Lord who's also willing to help him through it.
Yawnk (Pirahnyawn/Hank | Lee):
Pathetic. These are two absolutely pathetic men, shoved into a world they know nothing about, and manage to make it worse for everyone around them. There's an attempt on both ends, Yawn was a (mediocre) healing force and managed to form a (toxic) relationship with Rose, and Hank was (almost) a valuable asset to TFFM in the Dark Lord's tower, but once either of these two fail at what they initially went, they sink into toxic behaviours. They would make each other worse, is my point. But maybe, just maybe, Hank could find a purpose through Yawn's family, and Yawn could find someone who motivates him to take some action? Who knows.
Lanjoke (Lanc/Joker):
Often sidelined in TFFM, these two interacted a lot in Karkaton because of Failboat and Erica bonding, and there's a good bit of potential in going further with their dynamic. The most personality Joker ever gets is being a realist, knowing when he's going to get knocked down and preparing in advance, which I think would strike a chord with Lanc, the scientist aiming for optimisation, and also provide a contrast with his eccentricities. Lanc's a rather extravagant person, at the end of the day, while Joker operates in the shadows, I think they could actually learn a lot from each other, in terms of understanding the world around them.
Eribob (Erica/Simple Bob):
From one Warrior to another, there's a lot that can be passed down. Erica was mostly neutral on Bob as a person, their friendship was very easily fractured, but there would've been a mutual respect, they shared a tendency to value their teams and battle tactics over themselves, and that lead Erica to take on some advice she heard very early on from Bob, when she became a Warrior herself. She could remain as a healer of sorts, by striking down anything harmful before it could act. On Bob's end, he can get a bit in over his head with the whole "no self-respect" thing, and Erica's a good person to keep him from throwing himself into unnecessary danger.
New Sims.
this is so FUCKING SICK this is soSICK he’s such a sick person its about the women ITS ALWAYS ABOUT THE WOMEN it’s about the women I’m losing my mind I am lo👏🏻sing👏🏻my👏🏻mind👏🏻 I’m losing my MIND. STOP trying to build godless machines STOP trying to regulate the action stop trying to stoke up the fire!!! STOP KILLING THE HENS, STOP SAYING VOILÀ AS THEY ROAST
Pink Aesthetic
Hair // Recolor // Shirt // Shorts // Eyeshadow // Gloss

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Watch it stupid! {before}
Edit of @paupelou gorgeous sim
Winnie.