As Zooey was doing her daily routines, Tails started to have a crush on her. They had several encounters, during each of which Tails acted to act cool, romantic, manly or ritualistic towards her in awkward ways, when he only wanted to talk to her. This made Zooey feel uncomfortable. Later on, Zooey was captured by Giant Robot (one of Eggman's robots), and was rescued by Tails. Zooey, now returning the feelings, kissed him. Disappointed by his loss, Eggman played romantic music while Tails and Zooey held hands. Later, Zooey came to see the Robot Battle Royale, where Eggman defeated Tails in the final round.
Tails and Zooey remained in a relationship afterwards, although Tails spent more time with his team (Sonic, Knuckles, Amy and Sticks). One time, when Tails had to leave on a mission with his team, Zooey came to see him off at the outskirts of the Village (their home village, which was later renamed Hedgehog Village after Amy Rose the Hedgehog). One time, Zooey helped Tails and his teammates fight malware-infected robots who were invading the village.
Tails, along with Sonic and Knuckles, had to take care of Chumley, the younger son of Lady Walrus. The three walked by Zooey, who was moved by the sweet sight of them taking care of the baby. Months later, Race Day arrived, and Tails participated in the event while Zooey watched it.
The pairing is fairly popular, with plenty of fanart. It is Zooey's most popular ship due to her first major appearance as Tails' crush. As Zooey is a Sonic Boom character, the ship is mostly popular among fans of the show. Even before Zooey's role as Tails' crush was revealed, it was speculated that Zooey would be Tails' love interest after the episode title "Tails' Crush" was revealed and due to her appearing in the background in a past episode.
However, as Zooey was only introduced in 2015 (over 20 years after Tails), many fans already had a pre-established ship for Tails before Zooey's introduction. As such, it has many rival ships on Tails' side, such as Tailsmo. Some fans of other Tails pairings tend to pair Zooey with another Sonic Boom character such as Justin Beaver or Perci. Some also think Zooey is too undeveloped as a character and dislike her being introduced just to be Tails' girlfriend.
On AO3, it is one of the only two ships for Zooey, the other being a polyship involving the two and Cosmo. However, it does not have many fanworks and is not among the top ships for Tails or the Sonic Boom (Cartoon) fandom. The ship is more popular on DeviantArt, where a fanclub dedicated to them has over 100 members.
- Tails/Zooey tag on AO3
- Tails/Zooey (Games) tag on FanFiction.Net
- Tails/Zoey (Sonic Boom) tag on FanFiction.Net
- tailsey tag on DeviantArt
- taiooey tag on DeviantArt
- tailsxzooey tag on DeviantArt
- zooeyxtails tag on DeviantArt
- TailsXZooey-FanClub fanclub on DeviantArt