Asklemmy

Here's few of my goofy items over the years.

Lantern of in-sight: causes any object or entity you're aware of and can keep a direct line of sight on to glow as bright as a non magical lantern. The lantern itself does not produce light. Had a player use it to highlight someone hiding in a crowd when the party failed to see them.

Jewel of Becoming: when activated the player became a gemstone for 1d6 hours. The rogue ended up exploiting this heavily by becoming a jewel and either having another player sell her or just being in the path of someone. Once she turned back she'd rob them blind and sneak out back to the party.

Immovable ladder: it was a rope ladder but the rungs in the middle and either end were immovable rods. This one the artificer cobbled together in game and I allowed for it. They spent a lot of time trying to figure out how to use it for more than a reliable way down from a second floor but never did manage anything wild. They couldn't even really use it to go up because someone would still and go climb up there to set the top rod.

Maxwell's Morning Tonic: a bitter, dark, and slightly oily potion that when drank, counts as a short rest or turns a short rest into a long rest. It also gives you a -1d6 to hit and sleight of hand. It's just a strong coffee.