Tailiona

Tailiona is the het ship between Tails and Fiona from the Sonic the Hedgehog fandom.

Canon
Long before meeting the real Fiona, Tails had a romantic relationship with a robotic copy of a younger Fiona called Auto-Fiona. This, however, was a trap set by Dr. Robotnik and Tails was sad to find out Auto-Fiona was a robot.

Tails and Fiona are seen participating in the defense of Mobius against the Xorda invasion in issue 125. On one occasion, the two-tailed fox saves her from a laser fired by the Quantum Dial. Both were seen in the memorial after Sonic's apparent death.

Even after Fiona joined the Freedom Fighters, Tails had a crush on her. She didn’t return the feelings, as she was only interested in Sonic.

When it is revealed that Fiona was in a relationship with Scourge, Tails begs her to not go with the green hedgehog. She appreciates the two-tailed fox's goodness but mocks his trustworthiness on others. Immediately, she slaps him in front of the two hedgehogs. Eventually, Tails got over his obsession with the red fox.

As Tails, Sonic, Sally, and Monkey Khan were on a journey to unite the four kingdoms into turning against Regina, they were confronted by Fiona and the Destructix. After the red fox teases Tails, Sally punches her in the stomach. After reasoning with them, they all go to the Iron Fortress to deal with the ruler there.

Fanon
Despite the canonical relationship becoming sour, this pairing has some following. Rival ships within the Archie comics fandom include Tailina, Soniona, and Scourgiona.

One motivation for this ship is the inter-species relationship (fox-to-fox), something that is already done with Sonamy (hedgehog-to-hedgehog), Knuxulie, or Knuxikal (both echidna-to-echidna).

A 4-part comic by Chauvels provides an example of a reformed Fiona trying to reconcile with Tails (in Sonic Boom-like attire), even to the point of having a meaningful relationship. Chauvels, a Tailiona fan herself, has also made art of this pairing and is a contributor of a fan club that was set up on late 2009. One of these fan art is Fiona doing the funny kiss on Tails and the latter collapsing, which is inspired by two episodes of the Sonic the Hedgehog television series.

A fan made cover for a fan comic, by Wankers-Cramp, shows an enraged Tails beating up Fiona, to the point of Fiona crying and bleeding. (Please don't remove this)

Fandom
FAN FICTION

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