Takeshi Momoshiro (桃城 武, Momoshiro Takeshi?) is known as Seigaku’s "number one rascal." As the player who is the most open and friendly with everyone, Momoshiro is connected to everyone on the team on some level. Momoshiro is the closest to a true friend Ryoma Echizen can claim, the two spend much time together eating hamburgers or playing street tennis. Momoshiro and Kaidoh Kaoru are eternal rivals, and constantly try to out-do each other. This makes them efficient as a doubles pair, because the two rivals know each other so well. Momoshiro develops an affinity for playing doubles and even masters it, despite expressing a preference for singles. After the nationals, he becomes the Vice-captain of Seigaku. He is voiced by Masaya Onosaka in Japanese media, voiced by Doug Erholtz in English media, and portrayed by Masaki Kaji in The Prince of Tennis live-action film.

Momoshiro's signature move is the "Dunk Smash," a very powerful response to lobs as he leaps several feet into the air, which he likes to finish off saying, "Don," upon landing. He often fakes out opponents with a "Dunk Volley." He later develops the "Jack Knife," a strong backhand shot that is usually only used by professionals. Momoshiro is good at "faking out" his opponents, and can be extremely sly and tricky on the courts. His ability to read the opponent's movements and to observe their viewpoints and expression allows Momoshiro to guess where the ball will go and use shots that will confuse his opponents. He later improves upon this ability while training in the mountains, which allows him to be related with nature, and use it to his advantage, such as the position of the sun to blind the opponent, the direction of the wind to manipulate the ball, and stray stones to deflect serves.