Captain Super Fox-Man is an archetypal superhero, with super strength and the ability to fly. The character is also based on Tails himself, who is shown as the Captain's mild mannered, bespectacled alter ego, who transforms in to the hero in times of danger.
Captain Super Fox-Man represents Tails' desire to be treated like a grown up by other members of the Freedom Fighters, specifically Princess Sally Acorn, Rotor Walrus, and Sonic the Hedgehog. This is shown in his introduction on the first page of the comic, in which Tails refers to him as "Avenger of evil! Righter of wrongs! Just as smart as everyone else!"
The story of Tails to Astonish was based on Tails' own adventure to Downunda at the time he was writing it, with Captain Super Fox-Man filling in Tails' role but in a more heroic way. For example, on the second page of the comic, Captain Super Fox-Man easily defeats Octobot (Tails had in fact been rescued from Octobot by the Forty Fathom Freedom Fighters) and carries Fluke the Blue Whale to Downunda (Fluke was actually carrying Tails). Ray the Manta claimed not to be bothered by the liberties Tails was taking with the book, saying that Pocahontas wasn't historically accurate either.
On page three, Tails to Astonish became slightly more accurate, with Capitan Super Fox-Man being rescued by both the Forty Fathom Freedom Fighters and the Downunda Freedom Fighters. The last page was written in the presence of Athair, who said that the comic was fine despite Tails' concerns that it might be a bit wordy.
- Captain Super Fox-Man is a parody of author-insert fanfiction and mainstream superhero comics. He is based on several superheroes that were popular in the 1990s, at the time the Tails mini-series was produced. These include Superman (the 'Super' part of the character's name and his mild mannered, bespectacled alter-ego) and Cable (being a mutant cyborg). The 'X-Man' in his name is consistently written in the style of the titles from the Uncanny X-Men comic series at the time.
- In Sonic the Hedgehog #16, Espio revealed Tails' secret with a line, "Captain Super Fox-Man".