He was married to Shikiri Hightower. The couple has a daughter and a son. He got married when he was too young. They never dated before marriage. They did not have a very close connection and thus, when she wanted to move away, it did not make much difference to him. Later, after a few months, he came to know that his ex-wife was dating a musician. He suddenly wanted to get her back and started to make moves that created a lot of problems.

He made phone calls to the musician stated that he and Shikiri were about to join back and he is interfering in their attempts. He even threatened the musician. This made the musician, John Mahannah to file a civil suit against Keyshawn. In the lawsuit, John mentioned that he suffered mental anguish and wanted damages against the verbal assault and the life threats. There were no criminal charges filed but, KeyShawn got a restraining order that preventing him from being within 100 yards of his children’s house.

The tapes that had the threatening words of Keyshawn were submitted to the police. After a few months of the divorce, he and Shikiri tried to reconcile. She broke off with John to try and make the relationship with Keyshawn work. But, the process did not work out and they went on their separate lives. The net worth of Keyshawn is 70 million dollars.

He is now with Jennifer Conrad. He was engaged to another  woman when she was pregnant with his child. Yet, she managed to be with him and is expecting another child soon. He lives with her and their daughter. His eldest daughter from the marriage with Shikiri is busy promoting online as to how bad her father is. In a song she wrote, she wished the unborn child to have the father figure she and her brother did not have. He is currently seen a lot in public with Jennifer and his youngest daughter.

His childhood was pretty rough. His mother had to raise him along with his 6 siblings after his father left the family for drugs. To support his mother, he used to sell drugs and stolen tickets. While selling tickets, he got arrested and was sent to correction center for several months. From there, he was sent to school, where he excelled in football. His mother was keen about his education and provided him with tutors. He turned out to be in millionaire, by the age of 24.

His first relationship ended in separation and he does not hold a good relationship with Shikiri and his children. He gets to see them once a month and there are no details about alimony and child support details. His lack of responsibilities as a father can be gauged by the poems written by his daughter.