What is the worst thing that ever happened to your sims?

once in ts3 i had a sim who I was trying to achieve the dirtbag reputation with - just to see how bad it could get. At one time he had 15 girlfriends all at once and it became so hard to manage that i had to have him stay home almost all the time because the chances of getting busted was so high. Obviously in the end he got caught by visiting the house of one girlfriend - who I hadn't realized was the roommate of another girlfriend. Oops. It all kicked off then and for days he was getting confronted by all of these women and accused (rightfully) of cheating. I'd never seen one sim get slapped so much.