Season 5
Roy first appears in "The Power of Harmonix" where he drives a yacht in a body of water, so Aisha and the girls could get to Andros. He then appeared in "The Shimmering Shells" where he said he would come with the girls but Aisha said no.

He then appeared at the party at Alfea with two drinks in "The Secret of the Ruby Reef" and one of them was to give to Aisha, but his plans changed when Stella brought three Specialists and Aisha got angry because she did not want to dance. He assisted the Winx in finding the Gem of Empathy in Data Bridge castle on Zenith, Tecna's home planet, in "The Gem of Empathy".
Later, as seen in "Saving Paradise Bay", Aisha and Roy appeared to have developed romantic feelings for each other.
Season 6

In "Inspiration of Sirenix," a party was being held in Domino to welcome the return of a corporal Daphne. Roy and his friends arrived and were greeted by Bloom and Daphne. He also helped defend Domino against the Beast of the Depths the Trix had summoned.

In "The Flying School," Roy and the rest of the Specialists were at Linphea College training with the Paladins. He gets jealous when one of the Paladins, Nex, who is his opponent, tries to flirt with Aisha. He receives a new weapon which is a green sword that allows him to absorb lightning. But when dueling, he falls down and loses in his battle training but was saved by Aisha. When Selina summons the Treants to attack the Linphea college, He and the others were there trying their best to defend the school but failed and were forced to return to Alfea in order to regroup and train some more.
In "Bloomix Power," he and the specialist go to Alfea to help the winx on their training. However, a fight breaks out between Nex and him as they were trying to get Aisha's affection. After Daphne had found the weakness of the Treants, Roy and the others went back to Linphea College and successfully defeated the Treants. But later when Selina summons the Flying Basilisk, he and Nex get petrified into stone.
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