Written by IllusoryThrall
Updated: 1/16/25 (through Life & Death)
Main Rules & Gens 1-9 Updated to Version 2.0 (through Adventure Awaits)
(Exception: the lot reference is still wrong right now… but I’ll fix it)

Note: This is under construction as of 8/7/2025. I will remove this notice when I’m done!
During this update, you may see discrepancies in the generation numbers!!
Note2: The Tracker is now in beta for this challenge, updated through gen 5!
You can find it -> here <-

I am adding a number of features and generations to this challenge, and unfortunately, the new way I’m setting up the challenge pages is very time consuming, so I can’t just copy paste everything in and have it work right away… so I will have to do it a little bit at a time. The first generation will not be changing, however, so if you’re going to restart the legacy, this is the PERFECT time to do it, as the additions I am making start as early as the SECOND GENERATION and will make the over-arching story make more sense. (I hope!) My goal is to do a little bouncing back and forth between ENSB 2.0 and Timeline 2.0 to give my brain breaks in-between, so please, bear with the process!! I WILL leave the FULL old rules up until I have fully completed the new rules! (So, yeah, there will be two rule sets for a while… sorry!!) Thanks for your patience! ~Thrall

Introduction to the Challenge:

Welcome to the Timeline Adventure Challenge! This is a story-based generational challenge that will take you through history from the Stone Age into the fantastical future. It is not for the faint of heart, as it spans nearly 50 generations. I based the rules off of having all of the expansion packs (excluding the Star Wars one) and I will be trying to keep this updated with new packs, but it would still be possible to complete if you’re missing some by either skipping the generations pertaining to the missing pack or changing the goals for that generation. Also: if you are too scared of the full 40+ generations, feel free to pick and choose which generations to play as you go (although you’d miss large parts of the story) and just have fun with discovering history. There is also a hefty dose of fantasy in this challenge, and it does include the Supernatural Occult states. The Sims game itself requires some imagination to play, and so does this challenge. If this isn’t up your alley, you could either skip the more fanciful generations or find a different challenge. This challenge follows a family dynasty that starts in Europe and eventually comes to the USA, so expect the history involved to follow that track, as well. This is not so much a building challenge as it is a game play and “Legacy” challenge, and, to that end, I will be providing lots I have built for each generation and era. You are NOT required to use them, however. I highly encourage building your own lots – I’ve had as much fun researching the architecture as I have playing the challenge, however, I didn’t want this challenge to be inaccessible to non-builders. The provided lots are linked from a greenish box at the end of each generation’s rules and will be filled out as I work my way through testing the whole challenge. I have also tried to make this challenge appropriate for all and as family friendly as possible, though I honestly would recommend this be played by people 14 years old or older. History was pretty brutal at times, and – since this follows history – this may not be for everyone! There will be death and woohoo, however, as those are things that really can’t be avoided.

One final note: this challenge truly is designed for storytellers at heart. If that storytelling means your story takes a different turn from what I wrote, THAT’S OKAY!! Mine is simply a suggestion. Also: if you want to use CC or mods, have at it. This challenge very much lends itself to be especially fun to play if you’re willing to get some mods or CC that will help you immerse yourself into the time period.