#9: Vintage Toys Are Hard to Come By
We’ve already established Jerry doesn’t have a very strong moral compass. In a highly questionable decision, Jerry gives his girlfriend medication that causes drowsiness in an attempt to put her to sleep and play with her collection of vintage toys. As usual, rather than attempt an adult way of communicating, Jerry hatches a childish, possibly criminal scheme that allows him to play with her precious toys.

Once at her place, he gives her a light sedative. Once she falls asleep, Jerry breaks out all the toys and begins to play with them. Despite the obvious moral implications of doing this to someone against their will, Jerry not only gets away with it but does it again and even invites George and Elaine—his accomplices—over to play with the toys.