There is really no excuse for any Pokemon to not be constantly miserable: their lives are essentially a worse version of the life of a cockfight chicken, because at least there the chicken has a pretty good chance of dying, whereas the Pokemon will just get burned, paralyzed, poisoned, etc. and then healed right back up. Worse, society views treating them like this in a positive light and somehow most of their economy is built entirely around Pokemon tearing each other to shreds. But in this nightmare world, there are some Pokemon that are way more miserable than the rest. We covered the first batch previously, and here are 10 more.
"Whismur is very timid. If it starts to cry loudly, it becomes startled by its own crying and cries even harder. When it finally stops crying, the Pokémon goes to sleep, all tired out." (Sapphire)
What would make you start crying if you were a Pokemon? If I were a Pokemon, it would probably be something like "my entire existence." If you're not wandering through the grass or in a cave or in the water waiting to attack literally any person who walks by, you're a slave-fighter for someone who is using you for financial and personal gain. That would have me crying a lot. And if I were Whismur, my crying would escalate and escalate, putting me in a state of sadness and terror, until I literally pass out from exhaustion. Realizing that would happen every day for the rest of my life? That would also make me cry.