1) Jay-R is a young rapper/singer from Florida. His music can be classified as "jook" His break out single self produced and recoreded song "I'm on it" built a buzz so big he was offered a deal at the age of 15 to indie label Iconz music. which he took. Jay-r's official video can be seen online and also on many video outlets. his twitter is @jayr305 2) DJ Jay-R is the mashup guy. 3)Gaudencio Sillona III (born February 1, 1981), who performs under the mononym Jay R, is a Filipino singer-songwriter, actor, record producer and model.