Tails was kidnapped along with Knuckles, Amy and Shadow by Metal Sonic and Bass. The pair of robots delivered them to Dr. Eggman and Dr. Wily, who turned them all into the Roboticized Masters. Tails Man was sent with the others to break into the Mega City Bank, where they where confronted by Proto Man. Tails Man's teammates Knuckles Man and Rose Woman quickly overcame their attacker, only for Mega Man to arrive. Subsequently, Tails Man would monitor Mega Man's battle with Sonic the Hedgehog in Green Hill sending footage to the two doctors in the Skull Egg Zone.
After being ordered to follow Sonic and Mega Man through the Warp Ring made by Dr. Light, Tails Man continued to monitor the battle between the two heroes, now in Mega City. When the two started to talk and thus realize that neither was guilty of the crimes they were blamed for, Eggman and Wily order Tails Man to engage and destroy them. After a quick battle, Tails Man was rendered inert by the combined effects of Mega Man's Mega Buster and Sonic's Spin Dash. Mega Man decided to copy Tails Man's abilities, but a mere touch reverts Tails Man back into normal Tails.
Like Tails, Tails Man was capable of flight, though his was provided by spinning rotors and engines rather than his tails. Tails Man was also capable of converting his hands into powerful cannons that unleashed an air-based attack known as Tails Wind.
It took a combined attack of Sonic's Spin Dash and a fully charged Mega Buster blast to defeat Tails Man. After Mega Man copied Tails Man's weapon data, the roboticization effect was nullified and Tails returned to normal.