Kingsley, a 6'9" power forward, played one season at Cypress Creek High School in Houston, Texas.[1] He was largely recruited by Division II and junior college programs. Danny Kaspar, head coach of Stephen F. Austin, suggested Kingsley walk-on to the team, before offering him a scholarship and having him redshirt his first year.[2] During his career at Stephen F. Austin, Kingsley scored 1,504 points and was named to All-Southland Conference teams for three consecutive years. As a senior in 2008–09, Kingsley averaged 15.8 points and 7.7 rebounds per game, earning Southland Conference Player of the Year and AP honorable mention All-American honors.[1]
After not being selected in the 2009 NBA draft, Kingsley signed his first professional contract with BC Šiauliai in Lithuania.[3] He ended up playing for four teams in four countries during the 2009–10 season.[4] For 2010–11, Kinglsey signed with Bàsquet Mallorca, where he played until rupturing his Achilles tendon in December, 2010.[5] After recovering, he played the 2011–12 season with the Svendborg Rabbits in Denmark.[6]