May and her 老友记 met Drew while she practiced with her Beautifly on a 海滩 near Slateport City in Now That's 花 Power!. Despite his cutting remarks and attitude, which tend to anger May, he is not a villain and teases May simply to push her into becoming a better coordinator. The skill of Drew has been a continuing inspiration for May on her quest to be a great coordinator.
In his first battle against May, he pitted his Roselia up against her Beautifly. May managed to gain the edge, much to Drew's shock, but the match is cut short 由 Team Rocket. Later on, in Win, Lose 或者 Drew!, his Roselia won against Beautifly; but Drew ended up losing to Robert and his Milotic. Drew returned in Pros and Con Artists, competing in the Fallabor Town Contest, where he discovers that May has three contest ribbons. Before the contest began Drew had his first battle against Ash, pitting him against Taillow; Drew and Roselia emerged victorious. During the contest, he battled against but 迷失 to Grace and her Medicham. At the end of the competition, Drew congratulates May on her victory 由 giving her a rose, however he claims that it is meant for her Beautifly. The gesture of handing a rose to May is later repeated in other episodes and is seen 由 some 粉丝 as a hint towards a romantic relationship between them. While watching a different Roselia, May reminded him of their rivalry. In A 粉丝 With A Plan!, Drew is assaulted 由 a 粉丝 club of MPP in the 神奇宝贝 Center in Rubello Town. Before the contest, May sees Drew practicing outside with his new Pokémon, Masquerain. Drew wins his fourth ribbon on experience defeat using his Roselia in the first round, and his Masquerain in the second. Notably, Drew is 秒 in the Grand Festival in Hoenn Rhapsody in Drew! He defeats May in the quarterfinals with his Flygon and Roselia, but loses to Robert in the finals.
In the Kanto Contests, Drew is often seen even at contests in which he is not competing; it is hinted that he comes to support May. He frequently helps May, Ash, Brock, and Max out of traps and tricks prepared 由 Team Rocket and Harley. Drew also revealed in May, We Harley Drew'd Ya! who has been training an Absol for the Kanto Grand Festival. During the Kanto Grand Festival, he loses to May, who is ultimately defeated 由 Solidad. In The Unbeatable Lightness of Seeing!, he reveals that he will be traveling to Johto to participate in competitions there. Though May and Drew are still rivals, Drew nonetheless becomes less and less insulting towards May and 更多 and 更多 kind and friendly as time goes on.
Rivals though they may be, there have been hints that Drew has romantic feelings for May, due to many romantic moments between the two and and also to him giving May thorn-less red 玫瑰 (meaning 爱情 at first sight). At the Hoenn Grand Festival, Drew was watching out for May, knowing that Harley could not be trusted and was plotting somthing bad. After Harley betrayed May, Drew told May of Harley's true intentions; Harley 说 he would had gotten away with if it hadn't been for May's "annoying boyfriend"(Drew); Drew didn't respond, but gave Harley a nasty look. At the Kanto Grand Festival, when Solidad and Maywere talking, Solidad told May that Drew talks about her all the time. They also have many romantic moments through out the series.
In his first battle against May, he pitted his Roselia up against her Beautifly. May managed to gain the edge, much to Drew's shock, but the match is cut short 由 Team Rocket. Later on, in Win, Lose 或者 Drew!, his Roselia won against Beautifly; but Drew ended up losing to Robert and his Milotic. Drew returned in Pros and Con Artists, competing in the Fallabor Town Contest, where he discovers that May has three contest ribbons. Before the contest began Drew had his first battle against Ash, pitting him against Taillow; Drew and Roselia emerged victorious. During the contest, he battled against but 迷失 to Grace and her Medicham. At the end of the competition, Drew congratulates May on her victory 由 giving her a rose, however he claims that it is meant for her Beautifly. The gesture of handing a rose to May is later repeated in other episodes and is seen 由 some 粉丝 as a hint towards a romantic relationship between them. While watching a different Roselia, May reminded him of their rivalry. In A 粉丝 With A Plan!, Drew is assaulted 由 a 粉丝 club of MPP in the 神奇宝贝 Center in Rubello Town. Before the contest, May sees Drew practicing outside with his new Pokémon, Masquerain. Drew wins his fourth ribbon on experience defeat using his Roselia in the first round, and his Masquerain in the second. Notably, Drew is 秒 in the Grand Festival in Hoenn Rhapsody in Drew! He defeats May in the quarterfinals with his Flygon and Roselia, but loses to Robert in the finals.
In the Kanto Contests, Drew is often seen even at contests in which he is not competing; it is hinted that he comes to support May. He frequently helps May, Ash, Brock, and Max out of traps and tricks prepared 由 Team Rocket and Harley. Drew also revealed in May, We Harley Drew'd Ya! who has been training an Absol for the Kanto Grand Festival. During the Kanto Grand Festival, he loses to May, who is ultimately defeated 由 Solidad. In The Unbeatable Lightness of Seeing!, he reveals that he will be traveling to Johto to participate in competitions there. Though May and Drew are still rivals, Drew nonetheless becomes less and less insulting towards May and 更多 and 更多 kind and friendly as time goes on.
Rivals though they may be, there have been hints that Drew has romantic feelings for May, due to many romantic moments between the two and and also to him giving May thorn-less red 玫瑰 (meaning 爱情 at first sight). At the Hoenn Grand Festival, Drew was watching out for May, knowing that Harley could not be trusted and was plotting somthing bad. After Harley betrayed May, Drew told May of Harley's true intentions; Harley 说 he would had gotten away with if it hadn't been for May's "annoying boyfriend"(Drew); Drew didn't respond, but gave Harley a nasty look. At the Kanto Grand Festival, when Solidad and Maywere talking, Solidad told May that Drew talks about her all the time. They also have many romantic moments through out the series.