Artists like JQ "The #1 Contender"

Magnate & Valentino were a Puerto Rican reggaeton duo made up of Ramón del Robledo Nuñez Oliviera known as Magnate and Peter González Torres known as Valentino. The duo were initially called Los Nene before adopting the name Magnate y Valentino. They were among the first duos to include ballads and romantic songs in the discography. Having debuted in 1998 in an artists compilation album The Warriors 2: Batalla En Dos Tiempos, the two continued to be featured in other compilations like Tha Cream 4, 9 Plagas 2, The Flow 2 and The show en la Feria. However it was with Rompiendo el Hielo their debut album in 2002 that they were highlighted cooperating with Héctor & Tito in "Gata Celosa" and with Nicky Jam in "Quiero que hagas mujer". "Te Buscaré" arranged by Alejandro Montalván and Eduardo Reyes, was a huge hit. The follow-up albums were Sin Límite (2004), and Quimica Perfecta (2009). The duo also collaborated with Don Omar in the hit "Dile a Ella". Imparables became the duo's last album together in 2013. Soon after, the duo separated and each continued with a solo career.

R.K.M & Ken-Y is a Puerto Rican reggaeton duo formed in 2003 by José Nieves (R.K.M) and Kenny Vázquez (Ken-Y). The artists are renowned in the Latin music world for being the first to successfully fuse mainstream pop music with the reggaeton street rhythms of Puerto Rico and expose the style to a wide international audience. The sound introduced by R.K.M & Ken-Y would go on to inspire the pop reggaeton songs of successful acts such as CNCO, J Balvin, and Maluma. The duo had a very successful career with the Spanish-speaking audience of Latin America, the United States, and Spain until their separation in 2013. In June 2017, the duo announced their official return by Pina Records. In mid-2021 the Duo confirmed that they are on hiatus and are currently working on their solo projects.

Las Guanábanas were a Puerto Rican reggaeton duo from Villas de Loíza, northeast Puerto Rico. Their names are Georgie and Joelito.

Julio Voltio is a Puerto Rican former rapper. An early pioneer of reggaetón—a modern genre of Latin music originating in Puerto Rico, with sonic roots in Jamaican dancehall and American hip hop—Voltio officially retired from the music industry in 2014, having converted to Evangelicalism.