Dennis Brockenborough is an African-American musician from Delaware. He played trombone in the Mighty Mighty Bosstones for ten years and was an important contributor to that's band's brass instrument-driven skacore sound.
Brockenborough was added to the Bosstones in 1990 just before the EP Where'd You Go? and the band's second album More Noise and Other Disturbances, replacing original trombonist Tim Bridewell. He had, however, made a prior cameo appearance on the "Devil's Night Out" music video. Brockenborough's mother was a music teacher at David W. Harlan Elementary School in Wilmington, and his brother was an All-State football player at Salesianum School in Wilmington. He graduated from Brandywine High School, where he served as president of both his class and the band, in the suburbs of Wilmington.
While with the Bosstones, Brockenborough played a Yamaha YSL-691 trombone with a Dennis Wick 4C mouthpiece. He also sang backup on songs such as "Kinder Words" and "Simmer Down."
The 2000 album Pay Attention was his last with the band. In April of that year, Brockenborough left the Bosstones to perform with Chubby, a band he formed in which he sings lead and plays guitar. He was replaced by former Spring Heeled Jack U.S.A. member Chris Rhodes.
Chubby released its debut album Is It Time? in 2004.