For more than 20 years, Ralph Lauren’s Polo brand has been a staple of hip-hop fashion. Countless name drops, regional reinventions and a timeless style have helped its relevance outlive Kangols, throwback jerseys and skinny jeans to become a permanent part of the culture. After the release of Vado and Young Dro's “Polo (Remix)” video earlier this month marked another moment in Polo and hip-hop’s storied relationship, we had 10 of the game’s biggest ‘Lo heads take us through a timeline remembering the crossing of two very different lifestyles. —Calvin Stovall

The ‘Lo Heads:
Thirstin Howl III (AKA Big Vic Lo) – Rapper, founding member of Brooklyn’s infamous Lo Life crew.
Just Blaze - Super-Producer, Polo Enthusiast, Host of Master of Mix DJ Competition on Centric
88-Keys – Rapper, Producer, has worn Polo exclusively since 2006; working on sophomore mixtape The ALPHA Program Version 2.0; iheartmypololifestyle.com
Raekwon – Rapper, Wu-Tang Clan; 5th solo project Shaolin vs. Wu-Tang due in early 2011
Young Dro – Rapper, releasing third solo album POLO (Players Only Live Once) in early 2011.
Sean Price – Rapper, Duck Down Records
Vado – Rapper, “Polo (Remix)” ft. Young Dro; recently released Slime Flu
Dallas Penn – Hip-hop journalist, ‘Lo Head since 1985, dallaspenn.com
Victor Ving – Co-Creator of VintageGearAddicts.com
Jose Hustle – Video blogger, College student, Star of “Been Had Polo” YouTube video.