The criminals Brothers Grimm began with curio dealer
Nathan Dolly, who wielded an African witch doctor's pain-inducing voodoo doll as the criminal extortionist Mister Doll (also know as Mister Pain in some reports). Defeated by
Iron Man and stripped of his doll, Nathan later bought two skull-faced dolls carved from the mystical wood of
Wundagore Mountain by
Django Maximoff. Each doll could be animated by an outside consciousness; but while trying to animate one of them later, Nathan accidentally mind-linked with both dolls and trapped his consciousness inside them. Aided by his wife
Priscilla, he later transferred his spirit into a pair of full-size mannequins and committed crimes as the mystically empowered Brothers Grimm (or sometimes as a solitary Brother Grimm). Priscilla crafted civilian identities for the Brothers as her supposed sons Jake and William Dolly. After clashes with
Spider-Woman and the
Hangman, Nathan tried to usurp the body of Drew's associate
Jerry Hunt but the sorcerer
Magnus foiled this plan and Nathan's spirit apparently dispersed.
A broken Priscilla soon died, and her Playhouse Theatre base of operations was bought by realtor siblings Barton and Percy Grimes, who found the inert Brothers Grimm mannequins and discovered that their costuming somehow retained Nathan's conjuring powers. The siblings began leading a super-criminal double life as the new Brothers Grimm, even besting the new Iron Man (
Jim Rhodes); however, Tony Stark uncovered incriminating evidence which led to their exposure and arrest. Escaping, the Grimes brothers joined the
Night Shift criminal gang. Unknown to the gang, their leader, the
Shroud, was really an altruistic vigilante posing as a criminal to infiltrate the underworld, so the Night Shift preyed almost exclusively on other criminals, though they sometimes came into conflict with heroes such as
Captain America and the
Avengers. Meanwhile, the Brothers continued to freelance as a duo. When
Crossfire placed a bounty on the archer Hawkeye's arm, the Brothers were part of a small army of criminals who tried unsuccessfully to collect the reward, defeated by
Hawkeye,
Mockingbird and
Trickshot. Later, the Brothers were twice manipulated into battling
Spider-Man and twice defeated, the second time alongside
Goliath (Erik Josten),
Graviton,
Titania (Mary MacPherran) and
Trapster. The Night Shift eventually split with Shroud to follow a genuinely criminal leader, the new
Hangman, Jason Roland, who led them against the Avengers and tricked them into serving the demon
Satannish in exchange for fame and enhanced powers; but the Night Shift turned against Hangman and Satannish after learning the bargain would cost their souls. Captured by the Avengers, the Brothers escaped in time to attend the wedding of
Absorbing Man and Titania. Recaptured and imprisoned in the
Raft, they escaped during the mass breakout sparked by
Electro and remain at large.