Sunny Boy was born, Pendukeni Andreas Sunday Shipushu, in Oshakati, a town in northern Namibia, and grew up in its neighbour Ongwediva.

While at primary school, he and three other friends formed a dancing group called The Converse Boys, and with their Kwaito inspired moves, they entertained fellow students at social events.

His first single "Ballance" brought a new vibe to the Namibian kwaito, with multiple of language use, the song became a huge hit.

Sunny called the style he used on "Balance" Hikwa which he describe as a fusion of hip hop and Kwaito.

Sunny Boy released his much anticipated debut album, Young, Black en Gifted, through Mshasho Productions, in December 2005.

Around the same time, he was featured on The Dogg's Channel O Music Video Awards winning song "Baby Don't Go".

The song "Best of Both Worlds" performed by Faizel MC featuring The Dogg and Sunny Boy was added to the album as a bonus track.

After financial issues and disappointments from his former manager Isak Nyambali, Sunny felt it was better to establish his own record label and be his own boss.

[3] He was nominated in August 2008 in the category of "best kwaito video" where he competed with South Africa's Kabelo, Arthur, Big Nuz and Namibia's The Dogg.

The album features Production from Elvo, The Dogg, Kboz, and Morgan among others, and appearance by TeQuila, Jericho, Hedek, Qonja, Luvy, Chipolopolo and Tre Van Die Kasie.

The album scooped hits such as "Touch Me Tease Me" which features Lady May and "Heat It Up" which won song of the year at the 2009 Sanlam-NBC Music Awards.

In 2009 Sunny Boy appeared on Chipolopolo's single "Mr. She-Me" a diss song responding to then-GMP signed group Streetskids and Gazza.

[5] Under Mercy's management Sunny Boy embarked on tours and started working on his fourth studio album.

Sunny Boy was first heard on Gazza's hit song "Koko" in 2004, which developed the duo into a good relationship.

Sunny replied through Chipolopolo's single titled "Mr She-Me" in which they make fun of Gazza and his girlfriend.

Sunny Boy fused hip hop and Kwaito to create a sound he calls hikwa.

His raps are mixed between three languages, (English, Afrikaans and Oshiwambo), of which he highly maintain the a story without losing its meaning.

Another rapper who uses this technique is Qonja, but what set Sunny Boy aside is the ability to cohesively run back-and-forth between the three languages by telling the same story and bending words so that they rhyme.

His voice pattern, flow and rhyme delivery is compared to that of Nas who is highly praised as one of hip hop's greatest poets.