Arguably the most popular and successful black comedian of the mid-1990s (and the man who first popularized the expression "Wassup?"), Enough began his career doing stand-up on the Washington, DC circuit before moving briefly to NYC where, among his venues, he worked the crowds at Washington Square Park. ("I figured if I could grab these people's attention, I could make anyone laugh.") His fellow co-workers at a Sears in Queens included Salt-N-Pepa and future co-stars Kid 'N' Play, but he returned to Maryland after being robbed at gunpoint in broad daylight while employed as a gas station attendant. Incorporating his NYC experience into his act ("Just say I'm a comic outta New York"), he toned down his raunchy act for the "Star Search" talent scouts to earn a berth on the show. Though he won only once on "Star Search", a tape of his performance found its way into hands at Columbia Pictures, leading to his recurring part as a smart-mouthed busboy during the last season (1987-88) of the syndicated "What's Happening Now!!".

Moving to features, Lawrence had a hysterical bit as a guy who buys a slice of pizza during the riot in Spike Lee's "Do The Right Thing" (1989) and also scored as the tone-deaf DJ in the Hudlin brothers' sleeper hit "House Party" (1990), which reunited him with Kid 'N' Play. Progressing quickly to a co-starring role as Eddie Murphy's sidekick in the Hudlins' "Boomerang" (1992), he attracted the attention of HBO executives like Chris Albrecht (called by Lawrence "one of the white boys who, no matter what, believed in what I could do"). HBO developed "Martin" (1992-1997) for Fox and to help guarantee its success, shot a live "One-Night Stand" special starring Lawrence and installed him as the host of its new "Russell Simmons' Def Comedy Jam" series. Bill Cosbycriticized "Martin" for its vulgarity and for reinforcing negative stereotypes of blacks, and following Cosby's lead, NEWSWEEK called his Detroit DJ character a "sex-obsessed homeboy shucking his way to nowhere." Audiences, however, embraced the show's depiction of a young black man in a healthy, monogamous relationship with a marketing executive (Tisha Campbell). Responding to the attacks, Lawrence told Vibe: "I'm not ashamed to show the street side of the Martin character because bourgie isn't how most black people live."

The controversial Lawrence's insightful edginess often raised his sitcom work above the level of stereotype, enough so that the NAACP honored "Martin" with its Image Award, and the series allowed him huge improvisational freedom, as well as the opportunity to play multiple roles like urban sister Sheneneh, a character no one at the network "got", who became a fixture after eliciting side-splitting laughter. Following in the footsteps of Richard Pryor and Murphy, he branched into comedy albums with "Talkin' Shit" (1993) and concert films with "You So Crazy" (1994), both mining the blue humor of his stand-up act. He raised his profile higher co-starring with Will Smith in Michael Bay's feature directorial debut "Bad Boys" (1995), a cop-buddy movie that brought to mind a re-working of "The Odd Couple", "Lethal Weapon" and "Beverly Hills Cop". He then bit off perhaps more than he should have chewed with his own directing debut, "A Thin Line Between Love and Hate" (1996), which he also co-wrote, starred in, supervised music for and executive produced. Critics dismissed the effort, a sort of "Martin" meets his "Fatal Attraction", and the workaholic began to show real cracks in the armor as the strain of doing movies simultaneously with a TV series started to show in his erratic behavior.

Lawrence's marriage and series both ended about this time with his real wife claiming to be frightened for her own and her daughter's safety and his TV girlfriend alleging sexual harassment. Yet the last product of his mad schedule, the feature "Nothing to Lose" (1997), despite not exploiting its initial premise to the hilt, was a workman-like buddy comedy co-starring Tim Robbins as a man who roars off into the desert with his carjacker after seeing his wife in bed with his boss. Lawrence took some time off to "chill" and was back in two features in 1999, reteaming with Murphy as convicts for "Life" and playing a diamond thief pretending to be a cop in "Blue Streak". The former, though not the hit the pair would have liked, showcased (with the help of Rick Baker's make-up) their ability to age with total credibility over a half century, while the latter did almost equal business despite showing Lawrence to less advantage. He then roared back to the forefront in the blockbusting "Big Momma's House" (2000) as an FBI agent who must don fat suit (a la Murphy in "The Nutty Professor") to impersonate the 300-pound woman of the title. The breathtaking success of its first week (in excess of $25 million) proved one should never underestimate the sight of a popular star in drag. His follow-up project, "What's the Worst that Could Happen?" (2001), pitted him against Danny DeVito in a battle to see whose evilness would triumph. The taunting title of the film proved prolific as "What's the Worst that Could Happen" flopped at the box office. Next Lawrence starred in the self-explanatory comedy "Black Knight," (2001) which also did poorly. In 2002, Lawrence took his comedy stint to the big screen. The movie "Enough Live: Runteldat," "poked-fun" at the many events that brought him unfavorable exposure--even as his public behavior fueled even more controversy . The following year, Lawrence joined Steve Zahn for the comedy feature "National Security," a buddy flick about two unlikely partners, cops-turned-security guards , before reteaming with Will Smith for the high-profile sequel "Bad Boys II."