Advanced Generation series
Skitty made its debut in I Feel Skitty!, when Torchic wandered off during a training session and met it when it was apparently wounded. Brock suggested they take it to a Pokémon Aromatherapy Center, where it recovered after being sprayed with some medicine and taking a nap. Team Rocket then kidnapped Skitty because they initially thought it would bring happiness to Giovanni. However, Jessie wanted it for herself, and since Meowth fell in love with Skitty, he tried to help Skitty escape because he did not want such a cute Pokémon to have to suffer the many misfortunes that always befall the trio. Eventually, May and Jessie had a Pokémon battle with their Beautifly and Dustox to decide who would get Skitty; May proved victorious, and Skitty allowed itself to be captured after chasing one of her Poké Balls.
In the next episode, Skitty let itself out of its Poké Ball on a whim, before running away on May, who had to chase it. This became a running gag, including in Maxxed Out!, where Max told Max that Skitty was generally a troublesome Pokémon and required a disciplined Trainer. It barely paid attention when introduced to the other Pokémon, but succeeded in (unintentionally) keeping Jessie away from Max's Surskit by snapping at her hair. It later used Double Slap to defeat Jessie and allowed Surskit and Pikachu to blast them off.
May had to address Skitty's flighty and mischievous behaviour in Game Winning Assist, when it disturbed a group of Slugma and got them into trouble. She decided to teach it to battle and learned that it had the move Assist, but despite calling upon Ember and Silver Wind, lost its practice battle against Julie and her Furret. Skitty also got itself and May captured by Team Rocket when it ran after their mecha as it made off with all of Julie's sleeping Numel. However, Skitty managed to rouse the Numel with an Ember Assist, and then used Double Slap to smash the sprinkler Team Rocket was using to sedate them. It later used Ember through Assist in All Torkoal, No Play! to drive away a group of Magnemite that were attacking a Torkoal.
When May and her friends returned to Mauville City in Manectric Charge, Skitty battled with Watt's Ampharos. Skitty landed a few hits, but was hit by Thunder Shock when Watt revealed that Ampharos could redirect the attack. An Iron Tail almost ended the battle, but Skitty used Assist to use Torchic's Quick Attack to dodge Thunder Shock and hit Ampharos, ending the battle with Double Slap.
Learning Blizzard from Abby and Johnny
In Delcatty Got Your Tongue, Skitty lost its voice in a battle with Team Rocket when it inhaled Torkoal's smoke. However, Dr. Abby managed to fix this problem with a simple massage. Abby had once been a Coordinator who had gone on a journey with her Skitty, Johnny, but after it was wounded she became a Doctor and evolved Skitty into Delcatty. Both were later stolen by Team Rocket, but broke free and turned on Seviper and Cacnea. Dr. Abby helped Skitty learn Blizzard, just like Johnny, who could also use Solar Beam and Thunderbolt. With Blizzard in its arsenal, Skitty helped send Team Rocket blasting off.
Skitty was used in the Verdanturf Town Pokémon Contest in Disguise Da Limit. A failed Blizzard almost botched its opener, but it salvaged the round by juggling with Double Slap, a trick it learned from Abby and Johnny, and this allowed it to move on to the Contest Battles. It then defeated Stefano's Wartortle and moved further on in the tournament, eventually reaching the finals where it went up against Timmy Grimm and his Dusclops, but it had a tough time battling it due to the ineffectiveness of Normal-type attacks on Ghost-type Pokémon, being only able to trust in its unpredictable Assist and unmastered Blizzard. Skitty was hit by a Focus Punch, but failed to attack with Double Slap due to the immunity. However, Skitty managed to deflect a follow-up Focus Punch with Double Slap, only to be damaged by a combination of Will-O-Wisp and Psychic. Dusclops gained the upper hand with a series of Hyper Beams while Skitty could not muster Blizzard to create opposition. Ultimately, Skitty used Assist to get Gust and defend herself from Hyper Beam. It then used String Shot through Assist to block Focus Punch, and Ember to block Will-O-Wisp. Finally, Skitty pulled off Blizzard and knocked out Timmy's Dusclops, winning the tournament.
May also used Skitty in the Pacifidlog Town Contest in Mean With Envy and Pacifidlog Jam. After using Razor Leaf Assist, Blizzard and Double Slap to pass the first round, Skitty fought Joshua and his Houndoom in the second round, where the two were evenly matched until an explosion caused by the collision of Flamethrower and Blizzard knocked Houndoom out. In the final round, Skitty took a battering from Erica's Jynx but managed to recover with a String Shot from Assist, which bound up Jynx. However, another Assist produced Razor Leaf to free Jynx, leaving it at Jynx's mercy. Subsequent Assists produced useless String Shots and Vine Whips, until it became Fire Spin, which directly hit Jynx. May then ordered Skitty to use Tackle, which ended the battle and won the Contest for May.
Skitty in the Grand Festival
In the Grand Festival in Deceit and Assist, Harley deceived May and told her to use only Assist. The judges soon became unimpressed as Skitty overused Assist and ended up confusing itself with Petal Dance. However, it saved the day by creating a magnificent ice sculpture with Blizzard and allowed May to move onto the battle round.
In Rhapsody in Drew, Skitty and Combusken fought against Drew's Roselia and Flygon, and began well by using an Assist Fire Spin to burn up Roselia's attacks. However, Combusken lost a bout with Flygon and fell on it, injuring Skitty. Despite fighting back valiantly, they were unable to overcome the teamwork of Flygon and Roselia and Skitty was knocked out with Combusken.
After the Ever Grande Conference, May left Skitty at her house because it liked the greenhouse there.
May then returned Skitty briefly to her party in The Unbeatable Lightness of Seeing!.
Diamond & Pearl series
Skitty returned to May's team for the Wallace Cup in Pruning a Passel of Pals!, where it defeated an Exeggutor with Blizzard.