Actually I have once:
It was this Chinese-Indian Chief of Staff townie named Sai Ramesh, who the game decided to give him and one of my Sims, Wynetta Funk, into a Heat of the Moment marriage at the Romance Festival when I was not playing her household. Since she was a middle-aged independent black woman who don't need no man, I was actually surprised at this move by the game, so I decided to see how he was like by moving him and his cousin Sara with the Vatore siblings (granted it was only so that Lilith could ask to turn cousin Sara as her first offspring, but he made a great live-in meal as well).
That was when I learned Sai was the Chief of Staff of the hospital, and although he was taking home a lot of great money for the Vatores, his life as a Sim really never amounted to much in my grand scheme of things. Sai lived with the Vatores accruing wealth for them for several days, until I finally went over to Wynetta's household to check on her age. She was a few days from being Elder and since I wanted her to stay around longer, and she was a master gardener with a cowplant in her backyard, I decided to do something very evil indeed. I then preceded to move Sai in with her family.
Though they were married, they had a terrible romance with each other. When they were together, Wynetta would always bring husband Sai to the romance festival whenever it came up and always seemed to flirt with everyone else there but him, and seeing he was a childish type, he didn't take it very well. I even tried to repair their relationship here and there but she seems to flirt with anyone else around him so it was futile regardless. Since I never really felt much connection to Sai and his existence in my game, while Wynetta was at work I then preceded to lock him in the backyard when he and the cowplant were both hungry, and had him take the cake twice. No one really batted an eye at his death.