I love throwing cursed items at people. I had a game I was playing with me and my parents, me DMing and them playing. They were on a ship, so I had them be attacked by a pirate ship, led by a storm sorcerer. It was great. And then my mom, a wizard, managed to just barely put the sorcerer to sleep, letting them have some breathing room to take out the rest of the pirates. So, on the last turn before the Sorcerer woke, my dad says "I cut off his head."
I said, "You can't just cut off his head. Rules say he wakes up if you hit him, so if you hit him, he gets to wake up and attack. I suppose if you role a 20, then I'll let you cut off his head."
He rolled a 20. I had planned on having them get caught by pirates and for that to be the next adventure. Instead, they just cut the head pirate's head off, bound four of the remaining pirates, and was able to persuade them to work for them, thus gaining their own pirate ship. Awesome for them, but totally ruined the adventure I had planned.
So, in the booty they found, I had them find a Sword of Vengeance from the DMG. Now, my mom's wizard had an identify spell, but they didn't even bother trying to use it. My dad just said, "That's mine!" I told him he had to attune to it, and he said "Cool, I wanna do that."
Ha. Curse done. Once I told him, he was like, "I don't want this anymore. I want to throw it overboard."
I said, "You try, but you can't bring yourself to do it. In fact, role a wisdom save to see if the sword compels you to throw all your other weapons overboard." (The sword is supposed to be jealous against other weapons being used.) He succeeded on his wisdom save, but now he's stuck with the sword. I told him how he can be freed from it, but I also told him that he will fight tooth and nail to NOT be freed from it, because he loves the sword and now has a compulsive need to take it everywhere.
So he named it Red and went with it. It's the only time I've ever forced role play on a player, but I felt that with a cursed item, it was probably the only time the DM SHOULD force role play on a character.
And it was a little payback for ruining my adventure with a crit. But not so much payback that it made him feel less awesome for taking control of a pirate ship.