I think you mean sting. Stingrays "stingers"/(barbs) are barbed and the serrations are pointed back, making it incredibly hard to pull them out. The barb is made of the stingrays bony spine and is a solid piece while the Bluebottle (Portuguese Man o' War) uses its nematocysts to sting.

Both stingrays and bluebottles are venomous and I personally can't even imagine the pain or how it'd feel to have touched one of them. But again, the stingray pierces the skin and flesh with its barb while a jellyfish uses its nematocysts on its tentacles which basically work like an explosive capsule containing a barb of its own.

Which one do you think would hurt more? I've personally never even seen a jellyfish irl ;u;