Although I've categorized these by aspiration, that doesn't mean that they're restricted to that aspiration only.
Family
Fortune
Knowledge
Pleasure
Popularity
Romance
Family
- Adopt Five Babies/Children/Teens
- Become Abbott/Abbess
- Breed # Dogs: I haven't decided on the number yet.
- Create Family Fortune: Make $10,000 and hold onto it for one season.
- Deliver Ten Healthy Babies: for doctors and midwives (like you couldn't guess ;-) ). The baby needs to be in good health or better.
- Have Six Known Grandkids: The sim must know that the grandkids are their grandkids.
- Max Doctor/Healer Skill Level.
- Raise # Godly Orphans: From Morgaine: "A 'Godly' orphan is one that 1) makes it to adulthood, 2) doesn't end up in the brothel or prison and 3) maintains a Best Friendship with [the nun that raises her/him] until the age of... let's say, 21? By that point they ought to have a good start on life, no?"
- Reach Golden Anniversary
- Secure Family Line: Again, from Morgaine: "This means either an heir and a spare both make it to teen, or [sim] lives to see [his/her] eldest son have a son."
Fortune
- Be Guildmaster for # Seasons: See page 63 of the Warwickshire Challenge.
- Become Abbott/Abbess.
- Become Master of a Trade: See page 62 of the Warwickshire Challenge.
- Create Family Fortune: make $10,000 and hold onto it for one season.
- Found Guild Hall
- Found Successful Family Business
- Have Half of Children Married Well: "Well" here meaning same social class but higher net worth, or higher social class.
- Max Criminal Career
- Max Courtier Career: The Courtier career is a default replacement for the Showbiz career. Level 10 is either King's Companion or Queen Confidante, depending on the sim's sex. You can find it here.
- Max Freemason Career
- Raise Class Station
- Three Children Marry Well: See above.
Knowledge
- Become Abbott/Abbess (drink! LOL!)
- Become Archbishop
- Become Well-Read: Max 7 skills plus the AL and FreeTime Skills.
- Complete College/Finishing School
- Graduate # School Students: For headmasters and teachers.
- Keep Convent Secure
- Make Three Successful Pilgrimages: Go on a good vacation and make best friends with at least two of the locals.
- Master Arts of Husbandry (IIRC this was from the Plumbbob Keep thread, but it's gone now :-( ): Max mechanical and body skill points, gain gold badge in fishing, and master fire safety, physiology, and anger management.
- Max Clandestine Career
- Max Doctor/Healer Skill Level
- Max Education Career
- Max Scientia Career
- Master Housewifely Arts: Max cooking and cleaning skills, gain a gold badge in sewing, and master fire safety, parenting, and couples' counseling.
- Reach Maximum Magic Skill
- See the World: Visit all vacation destinations.
- Write Five Acclaimed Works of Scholarship: Write five bestselling novels.
Pleasure
- Attend Five Royal Parties
- Become Courtesan
- Have All Birthday Parties Be Good Ones: Reached on 75th birthday.
- Found Thriving Brothel
- Live Life of Luxury
- Max Clandestine Career
- Max Criminal Career
- Max Entertainment Career
- Max Indigent Career
- Never Get Drunk: reached at age 54 or elder birthday. This is under Pleasure for the virtuous pleasure sims (see page 88 of the Warwickshire Challenge PDF).
- See the World: Visit all vacation destinations.
- Spend $10,000 On Frivolous Things: Art, games, etc.
Popularity
- Attend Three Noble or Royal Parties
- Become High Commander: For noble classes and above; see page 69 of the Warwickshire PDF.
- Become Knight Grand Cross: See page 68 of the Warwickshire PDF.
- Become Master Innkeeper
- Have 5 BFFs at Court
- Have 20 Best Friends
- Have All Birthday Parties Be Good Ones
- Max Cookery Career
- Max Courtier Career
- Max Law Career
Romance
- Be in Religious Life and Stay Celibate (reached at age 54 or elder birthday, but sim must continue to be celibate!)
- Become Courtesan
- Become Royal Mistress
- Found Successful Brothel
- Found Successful Tavern
- Get a Lover in Every Land
- Have Five Affairs Without Getting Caught
- Have Five Lovers in High Places
- Have 3 Romantic Getaways
- Have Ten Secret One-Night Stands
- Live Happily Ever After
- Max Indigent Career
- Woohoo with Spouse At Least 3 Times a Week: Confirmed on age 54 or elder birthday.