Penny Taylor Elevates His Sound with R&B Hit ‘Cuff’

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Hip-hop and R&B musician Penny Taylor drops his latest single, the catchy and vulnerable track, “Cuff.” Exploring a softer side with deep R&B roots, Penny Taylor unveils a side of his music that listeners are sure to love.

From a young age, Penny Taylor developed an appreciation for all different types of music. “Around age 7 or 8,” he shares, “I really started to enjoy music more than hearing it and it being background noise.”

What began as dabbling on Audacity with friends—trying to rap and imitate his favorite artists of the time—became a devotion to the craft. Not long after, Penny Taylor adding singing to his resume. “I moved towards singing because of the melodies,” shares the artist. “I don’t classify myself as a singer—I’m a harmonizer.” He slowly began cultivating his passion into a skill, and the rest is history.

Penny Taylor credits several musicians for impacting his work over the years, including Drake, J. Cole, Timberland (for production/beat making) and Kanye. “…Bryson Taylor, Party Next Door.. SZA is amazing… there’s so many I can name that I pull inspiration from,” adds Taylor.

How was the name, Penny Taylor, born? At the time, Penny was intrigued with 50 Cent and the number one. The combination culminated in the name coming together. “Friends started calling me ‘Penny.’ I adopted the last name from Wiz Khalifa and the Taylor Gang group. It just stuck.”

Known for his hip-hop sound, Penny Taylor ventured into R&B for the creation of his latest record. “Cuff” isn’t just a single. It’s the best song Penny Taylor has ever made, and he intended for it to be so. “I really wanted to create the best song I ever made if I included a well-structured song with lyrics and something catchy that could be played in summertime, wintertime, any time of the year. Something that could be enjoyed by different demographics.

Listening to beats, Penny Taylor came across the instrumental that would soon become “Cuff.” The beat sets the tone for a catchy hook, which informed the rest of the song. “It’s funny, because I actually had the pieces of the song made from different songs and pieced them together to fit the beat / theme of the track,” adds Penny Taylor. “Typically, I listen to the instrumental, and it’s a feeling. The beat has to speak to you. If you can’t have a conversation with it, then it’s difficult to write to it. It might be the second or third or however many beats you go through, but then the words come out of you. For this one, I didn’t have to try too hard to find the words—there were kind of just there.”

“‘Cuff’ came about because I wanted to challenge myself to make a hit record with the R&B side of myself,” shares Penny Taylor. “I’m definitely happy and grateful the listener gets to enjoy it and get what they take from it. I’m cook with whatever they get from the song, even if it’s the feeling evoked when the listen to it.”

So far, the feedback for “Cuff” has been overwhelmingly positive. “People have loved the song. I’ve heard things like, ‘this is a hit. This is a platinum record,’’’ shares Taylor. “It’s surreal. It’s crazy that I wrote this thing completely and so many people enjoy it. That’s what’s special to me. I often think, ‘I used to do this in my bedroom on a laptop and I wasn’t good, just trying my best.’ From that to this is insane.”

Penny Taylor is enjoying the moment, weaving through the unfamiliar territory that comes with widespread success. In addition to the release of his single, Penny Taylor looks forward to bringing his show to live audiences.

Make sure to stay connected to Penny Taylor on all platforms for new music, videos, and social posts.

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AL99 Bridges Hip Hop Generations With “SUPERDUPER - Remix” Featuring The Legendary Smooth B

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When the hip hop legend The Legendary Smooth B first heard “Superduper,” he was driving in New York. His business partner was playing the track in the car. The Legendary Smooth B was immediately drawn to the heavy bass beat combined with AL99’s clever lyrics.

Popped out feeling like a king
Married to the hunt I need a ring
If it’s up it’s up I let it sing
Put my heart and soul into the game

The Legendary Smooth B said, “Yo, play that again.”

As one half of the early ‘90s hip hop hit-making duo Nice & Smooth, The Legendary Smooth B knows a good track when he hears it. After listening a second time, he said to his business partner, King YaYa, “Yo, I’d jump on that track with him, man.”

As it turned out, King YaYa is also the business partner of AL99. Connections were made, a remix was recorded and mixed, and “SUPERDUPER - Remix” was dropped. It surpassed 20,000 streams on Spotify in its first week.

AL99 says the collaboration is both an honor and an opportunity to connect hip hop generations. He says, “I'm trying to bridge the gap between the old school and the new school. We're trying to show the new generation something, and show the older generation something, too.”

In addition to the track, AL99 and The Legendary Smooth B also met up in Brooklyn to film a new music video for “SUPERDUPER - Remix.” Produced by the team at IG Visualz, the artists perform the song side by side in a symbolic passing of the torch from one hip hop generation to the next, inspired by the album art which shows The Legendary Smooth B literally passing a golden crown to AL99. The video drops July 14, 2026.

The Legendary Smooth B has a four-decade history of successful collaborations, with artists like Gang Starr, New Kids on the Block, Slick Rick, Everlast, Bobby Brown, and more. The Legendary Smooth B will be featured in an upcoming documentary, and he continues recording new music. This keeps his lyrical skills sharp, evident on his lines in “SUPERDUPER - Remix”:

I’m superduper, this ain’t no blooper
When I was born, they call me a trooper
The way I ball you’d think I’m a hooper
Deaf, dumb, and blind and in a stupor

For AL99 and his label TPC Music Production, this new collaboration adds to a year of incredible momentum. He has seen his Spotify monthly listeners surpass 30,000, along with hundreds of thousands of views on YouTube and high-profile live appearances at east coast venues. He credits his success to consistency and hard work in a field crowded with talent.

He says, “There's a lot of dope, talented people out there. I'm not saying I'm the only one. But at the end of the day, it's the consistency and it's the patience and the dedication, man. That's what keeps it growing.”

Listen now to AL99’s “SUPERDUPER - Remix” featuring The Legendary Smooth B, out now with promotional support from Starlight PR. Listen everywhere you stream music.

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Don’t miss it! Stream “SUPERDUPER - Remix” today!

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