From Oldest to Newest:
Grim (Usual name, also goes by Barry)
Very Barry Christmas (Christmas)
Grim Quagmire (Simp gimmick)
Pepe le Quagmire (See above)
Char Aznable (Mobile Suit Gundam)
Grim Kimura (RIP Hana Kimura)
Grimhail Gorbachev (Communist name)
Grim Fandango (the video game)
Grim...