Henry was born in Silsbee, Texas. As a child, he was a big wrestling fan and Andre the Giant was his favorite wrestler. While attending a wrestling show in Beaumont, Texas, young Henry tried to touch Andre as he was walking down the aisle, but tripped over the barricade. Andre picked him up out of the crowd and put him back behind the barricade.

Henry joined the faction with Farooq, The Rock, Kama Mustafa, and D'Lo Brown on January 12, 1998. After The Rock usurped Farooq's position as leader, Henry switched loyalties to The Rock. He also competed at WrestleMania XIV in a tag team Battle Royal with Brown as his partner, but they did not win. After The Nation disbanded, he engaged in a short feud with The Rock, defeating him at Judgment Day: In Your House with help from Brown, and then forming a permanent team with Brown, gaining Ivory as a manager.  During the next year, Henry gave himself the nickname Sexual Chocolate, and was involved in controversial angles with Chyna and a transvestite. During a match at the August 1999 SummerSlam pay-per-view between Brown and Jeff Jarrett for the WWF Intercontinental and WWF European Championships (both held at the time by Brown), Henry turned on Brown and helped Jarrett win the match and the titles. The next night, Henry was awarded the European title by Jarrett in return for his help. Henry lost the title one month later to Brown at the Unforgiven pay-per-view.  The night after he tried to make up with Brown and later in the week claimed to be a sex addict resulting in him attending a sex therapy session a week later where he claimed that he lost his virginity at eight years old to his sister, and had just slept with her two days ago.  After this, Henry turned into a fan favorite, and was seen on television romancing WWF women from Chyna to Mae Young as part of the "Sexual Chocolate" character. He feuded with Viscera during this time, as part of a storyline where Viscera splashed Mae Young while she was carrying Henry's child. Young later gave birth to a hand. Henry was part of various other embarrassing and infamous storylines, including one about him overcoming sex addiction.

What did Sexual Chocolate refer to?
Henry gave himself the nickname Sexual Chocolate, and was involved in controversial angles with Chyna and a transvestite.