So on America's Most Disgusting Unsolved Crimes early in Addams Family Values, CaptainOveur says that the Black Widow targets wealthy men, seduces them, marries them, and then kills them on the wedding night for the insurance/inheritance. But then later during her slideshow Debbie makes it pretty clear that she marries for love (or whatever) and stays with it for a couple years before killing her husband when he really pisses her off.
It's possible after the times she got pissed off and killed her husband, Debbie decided "okay, no one seems to really love me so I'll just marry guys and kill them to take their money." Or something like that. Remember she did try to kill Fester on their wedding night. The ones on the slideshow were the ones she really cared about when she married them.
She also killed her parents before that. I think the idea is that nobody can live up to her insane demands, so after repeated disappointment she just starts killing them off to begin with.
The idea in Addams Family Values is that Fester is desperate for a girlfriend, leading him to settle for Debbie. Yet in the first movie, didn't Gomez say in the past he was jealous of Fester's great love life? Remember, Fester was dating the twins Flora and Fauna Amore, and Gomez stole them away? Then suddenly Fester can't get anyone else because...why? This is a family that managed to marry off Cousin It, after all.
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