So this another version of famous Not So Berry ten generations challenge first invented by Lilsimsie and alwaysimming but now put in the Sims 2 game features. Quite harder then Chisana's I tried follow at least logic of the original challenge with help of Artificial intelligence as close as possible because it is fun.


Basic rules for each gen:

• You sholud have all Expansion Packs installed. It is mandatory.
• 
  Each heir must represent the color of the generation (i.e. hair, makeup, clothing), but brightly colored skin is not necessary (these aren’t actually berry Sims, that’s the joke). Of course, this is optional but a big portion of the fun.
• The colors of the spouses don’t matter as they aren’t part of the challenge. Unless otherwise stated you can do whatever you please with them.
  Money cheats can be used, but not excessively. Suggestion: use freerealestate for your first home, but no cheats afterward.
• You may live wherever you please unless something is specified in the rules of a generation.
• Every generation is supposed to complete both the career and life time want of the heir unless explicitly stated otherwise. You can cheat to take lifitime want you desired.
• Traits and aspirations for each generation are inherited from the name-sake Sims 4 challenge but bear just informative meaning for those of you who prefer roleplay. These are the source of the whole adaption and I followed every single aspect of the original to be translated into the Sims 2 with help of AI.
• Keep the lifespan on normal.

Let's go to descriptions

Generation 1: MINT
You’re a mischievous scientist that really loves the color mint. You’re career driven but still make time for silly pranks and outings with your closest friends. You love luxury and want the best for yourself and your family.

Traits: Vegetarian, Jealous, Materialistic
Aspiration: Chief of Mischief
Career: Scientist

Rules:
Have fortune lifetime want
Have turn on at plantsims
Cook just from fresh resources: fish, vegetables and fruits.
Have zero points of nice/mean character
Master scientist career
As of there is no Chief of Mischief aspiration you should get a Mr. Mickles voodoo doll instead
Master logic skill
Complete bugs collection (with this fix only)

As of the next Gen you can perform ReNuYuSenso Orb either ReNuYu potion to get the right character design for your target sim

To change personality points in The Sims 2, you can use the testingCheatsEnabled cheat to drag personality bars in the UI, use special mod objects like the Personalit-O-Nomitron by Cyjon, or edit the Sim in SimPE. Alternatively, in-game, you can have a Sim "Encourage" another to shift points.

Generation Two: Rose

You had everything you desired as a child but you were always longing for more. As an adult you have a hard time committing to relationships as you’re so focused on your career. If we had a workaholic trait in The Sims 4 you would have it. You have absolutely no parental instincts whatsoever but you still love your child with all your heart.

Traits: Hot Headed, Snob, Romantic
Aspiration: Serial Romantic
Career: Politician

Rules:
Make your sim to have romance aspiration
Have your sim to have 0 points of serious/playful bar
Have at least one enemy and have ten memories of attending in fights.
Unlock all the Nifty Custom Outfits at the sewing machine
Have only one child
Master the politician career
Master charisma skill
Leave someone at the alter (an interaction available during a wedding)
Get married for the first time as an elder

Generation Three: Yellow

Growing up you never had a close relationship with your parents and spent the majority of your time alone in your room obsessing over space. You just really love space. You’ll do whatever it takes to get to Sixam no matter the cost.

Traits: Clumsy, Ambitious, Loner
Aspiration: Nerd Brain
Career: Astronaut

Rules
Make your sim to have 0 of 10 points of lazy/active bar
Make your sim to have knowlege aspiration
Master logic and handiness skill
Have astronaut when master military career
Must be abducted by aliens at least once
Max science hobby points in order to get access to secret hobby lot
Never have any close friends or relationships other than grandparent from Generation 1 until the grandparent dies

Generation Four: Grey

You always felt that you were different. While the rest of your family was busy messing around in the lab, you just wanted to be outside playing basketball. You’re very good at sports and you dream of becoming a professional athlete. To make up for your nonexistent relationship with your parents you want to be there for your own children as much as possible. Oh, and you love to sing.

Traits: Active, Slob, Music Lover
Aspiration: Bodybuilder
Career: Athlete

Rules:
Have your sim to have 10 points in lazy/active personality bar
Have your sim to have 0 ponts in neat/sloppy bar
Master athletic skill
Master creativity skills (preferably with Small Superstar Microphone or Karaoke Machine)
Master athlete career
Have three failed relationships before finding spouse, marry a neat Sim
Be good friends with all of your children
Have family movie night with your spouse and children every Sunday😊

Generation Five: Plum

You’ve always been good at anything you tried. It’s hard to choose a career, so why not try a few? You work as a doctor for much of your life, but as an adult realize that your true dream is to become a professional dancer. You quit your job and join the entertainer career. Basically: you’re an indecisive oddball.

Traits: Genius, Noncommittal, Dance Machine
Aspiration: Renaissance Sim
Career: Slacker, Doctor, Entertainer

Rules:
Have your sim to have romance lifetime aspiration
Make your sim to have golden badge at least once
Have your sim advanced in Fire Safety, Anger Management, Lifelong Happiness, Physiology, and Couples Counseling
Have a Tsang Footwork Award , attending to university is not necessary
Master at least two skills of your choosing, achieve at least level eight in six skills,
Have three different jobs and promoted 10 times in total count
Get divorced and then later remarried to the same Sim
Must visit each of the vacation world types at least one time

Generation Six: Orange

You’re the black sheep of your family (but with orange hair) and you were raised in a hectic household. You’ve always wanted to cause mayhem, but you’re just really bad at being evil. You enjoy breaking into your neighbors’ houses and eating their food. You really love baking and spend the majority of your spare time eating sweets.

Traits: Evil, Self-Assured, Glutton
Aspiration: Public Enemy
Career: Criminal

Rules
Make your sim to have pleasure lifetime aspiration
Make your sim to have 0 of 10 in grouchy/nice bar
Master culinary and charisma skills
Master criminal career
Achieve Sleazy Slimeball reputation
Must live in apartment for entire adult life
Have twins, but only those two children (you may cheat for this)
Insist on being evil (claim to be criminal mastermind) but nobody believes

Generation Seven: Pink

You grew up poor and are living paycheck to paycheck working in the business career just as your parents did. You long to write romance novels but are too afraid to quit your steady job to follow your dreams. You’re very practical and you know the chances of making it as a writer are slim, so you stay working at your nine to five. As an adult you finally decide to pursue your dreams. You’re a hopeless romantic, but your unflirty nature makes it nearly impossible to find love.

Traits: Neat, Unflirty, Creative
Aspiration: Best Selling Author
Career: Business

Rules
Have your sim to have 0 of 10 in shy/outgoing bar
Have your sim to have 10 of 10 in neat/sloppy bar
Master business career
Master creativity skill
Wrote at least one best seller book
Join garden club and have a well-maintained garden
Quit day job as an adult to pursue dreams (mid-life crisis much?)

Generation Eight: Peach

Your parents always taught you to follow your dreams. You’ve always wanted to be a detective. You’ve always wanted to be a comedian. Well dang it, you can do both! Detective by day, comedian by night, you can do anything you set your mind to.

Traits: Foodie, Lazy, Goofball
Aspiration: Joke Star
Career: Detective

Rules
Make your sim to have 0 of 10 in lazy/active bar
Make your sim to have 10 of 10 in serious/playful bar
Marry a co-worker
Must play a musical instrument
Master cooking and charisma skills
Master inteligence career
Must own a house in vacation neighborhood

Generation Nine: Green

You were caught hacking by a major tech company that then offered you a position in their firm. You know Penelope Garcia from Criminal Minds? That’s you. You’re dedicated to your work, but that doesn’t stop you from going out and having a good time. You’re the kind of person that will be at a party at 3am and then at work at 6am.

Traits: Squeamish, Geek, Cheerful
Aspiration: Computer Whiz
Career: Tech Guru

Rules
Make your sim have 10 of 10 in neat/sloppy bar
Make your sim to have a popularity lifetime aspiration
Master logic, handiness and cleaning skills
Master gamer career
Must have golden badge in robot building
Play your sim in order to prevent them from having ever "Vermin!" memory
Must accept every invitation to parties/outings with your friends
Have at least five good friends and five enemies
Keep sims' grave after death in order to be inherited by the next generation

Generation Ten: Blue

You have the perfect life. White picket fence, loving spouse, beautiful children. But why do you still want more? You have a one time secret affair and will regret it for the rest of your life. Afterward you pour your soul into raising your children and fixing your marriage. You never admit the affair to anyone and dedicate your life to being the perfect parent.

Traits: Gloomy, Perfectionist, Family Oriented
Aspiration: Super Parent
Career: Critic

Rules:
Make your sim to have 10 of 10 in nice/grouchy bar
Make your sim to have family lifetime aspiration
Adopt at least one child
Have all your children to learn walking, talking, have taught them nursery rhyme and have them potty trained
Master cooking
Master law career
Master parenting skill
Must marry high school sweetheart and stay with them until you die
Keep your parent's grave on lot and mourn at that every sunday mourning
Have a one time secret affair

Here is my honest attempt in starting with mint generation

After first Generation had children raised, hey moved to another house. Something like mint-to-pink house. Never thought that actual vanilla game is lack of mint colours. But a carpet... at least.
The shot right before babies turned to children and teen boy is up to move into the college dorm.
Just three days until the ancestor turn grand forces me to cheat one time but guess that I failed the 1st generation anyways because the collection is not finished even in half.