I dunno if these are the funniest lol..
The little videos that would play during different events, mostly woohoos lol but also birthdays, weddings, alien abductions, going to uni etc.. They were fun lol
The social bunny and whole nervous breakdown scenario, you could really let your sims mental health go (perhaps a tad controversial these days)! You would end up befriending a paper cup and cradling a bag of flour thinking it’s a baby, then a shrink would turn up lol. I can’t remember if the social bunny is related but he was funny too.
Sims 2 had a good aspiration system with fears as well as wants.
Plus the whole lore that came with the game. You can tell someone put a lot of love into creating the townies and Premade sims. Like the Romeo and Juliet-ness of Veroniville, lots of fun and diverse characters with all sorts of storylines playing out, not just boring sims with vanilla lives lol Strangetown was my favourite, Olive Spectre the serial killer trying to get with Grim, the couple that took olives baby and now experiment on him in their basement! The scientists impregnated with aliens (ok alien abductions are still a thing), the mystery of Bella Goth? Like it’s still fresh and outside the box today, let alone 10/20 years ago. Sims 4 could never lol
