Right now my game is at the point where all the sims who were adults when my sim was a child are dying off of old age. So her parents and all of their friends, who she had good relationships with. My sim also has twins, who are losing each of their grandparents (basically a different one each day). They are all so sad all the time, just everyone in the household stopping to cry between each activity for the last 5 sim days now. Not the *most* heartbreaking moment but it's pretty sad to watch 2 toddlers and a single mom sobbing all the time.