In 1986, Teddy Riley began producing R&B recordings that included influences from the increasingly popular genre of hip hop music. This combination of R&B style and hip-hop rhythms was termed new jack swing, and artists such as Keith Sweat, Guy, Jodeci, and BellBivDeVoe (featuring former members of New Edition). Another popular, but short-lived group, with more pronounced R&B roots was Levert, whose lead singer, Gerald Levert, was the son of O'Jays lead vocalist Eddie Levert.

In the early 1990s, R&B group Boyz II Men repopularized classic-soul inspired vocal harmony, and several similar groups (among them Shai, Soul for Real, and Dru Hill) would follow in their footsteps. Boyz II Men, and several of their competitors, benefited from lush ballads from producers such as Babyface and Jimmy Jam and Terry Lewis, who brought Michael Jackson's sister Janet Jackson to fame during the late 1980s and early 1990s. As a solo artist, Babyface and contemporaries such as Brian McKnight eschewed prominent hip hop influences, and recorded in a smooth, soft style of R&B termed quiet storm.

In the early 1990s, alternative rock, adult contemporary, and gangsta rap ruled the charts, and R&B artists began adding even more of a rap/hip hop sound to their work. New jack swing had its synthesizer-heavy rhythm tracks replaced by grittier East Coast hip hop inspired backing tracks, resulting in a genre labeled "hip hop soul" by Sean "Puffy" Combs, producer for Mary J. Blige. Blige and other hip hop soul artists such as R. Kelly, Montell Jordan, Brandy, and Aaliyah, more than their slicker new jack swing predecessors, brought hip hop slang, style, and attitudes to R&B music. The subgenre also includes a heavy gospel influence with vocal inflections and sounds. The style became less popular by the end of the 1990s, but later experienced a resurgence. The hip hop soul sound continues to be heard in the work of artists such as Jaheim, Ashanti, Amerie, and Keyshia Cole.

During the mid-1990s, highly successful artists such as Mariah Carey, girl group TLC and the aforementioned Boyz II Men brought contemporary R&B to the mainstream. Boyz II Men and Mariah Carey recorded several Billboard Hot 100 number-one hits, including "One Sweet Day", a collaboration between both acts which became the longest-running number-one hit in Hot 100 history. In addition, both Boyz II Men and TLC released albums in 1994, II and CrazySexyCool, respectively, that sold over ten million copies, earning them diamond certification from the Recording Industry Association of America. Other top-selling R&B artists from this era included singer Toni Braxton, singer/songwriter/producer R. Kelly, and girl group En Vogue.

During the later part of the decade, neo soul, which added a 1970s soul music influence to the hip hop soul blend, arose, led by artists such as D'Angelo, Lauryn Hill, and Maxwell. Several artists, most notably Missy Elliott, further blurred the line between R&B and hip hop by recording in both genres simultaneously.