Heartwarming Legacy: King Von’s First Rap Check Story Resurfaces as Lil Durk Releases New Audiobook Capturing OTF Journey

CHICAGO — In a moment that continues to inspire fans worldwide, the touching story of how the late King Von spent his first major rap paycheck has gone viral again, highlighting the Chicago drill pioneer’s unwavering loyalty to his roots, his day-one friends, and his family. As tributes pour in on social media, the anecdote coincides with the recent release of Lil Durk’s new audiobook project, which delves deep into the raw struggles, triumphs, and unbreakable bonds of Only the Family (OTF)—the label and collective that Von helped elevate to legendary status.

Dayvon Daquan Bennett, better known as King Von, rose from the tough streets of Parkway Gardens—infamously dubbed “O’Block”—to become one of hip-hop’s most vivid storytellers before his tragic death in November 2020 at age 26. Known for tracks like “Crazy Story” and “Took Her to the O,” Von’s authenticity stemmed from his real-life experiences, but it was his off-mic generosity that truly defined him as a “real one.”

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King Von Gets Posthumous New Video for “Demon”: Watch | Pitchfork

According to interviews and clips that have circulated for years, when Von received his first significant check—reportedly around $100,000 from early successes—he didn’t indulge in the typical rapper flex of chains, luxury cars for himself, or extravagant parties. Instead, he headed straight back to the block. “He made sure everyone ate,” close associates have recounted. Von shared the wealth with the same friends who had held him down through the hardest times, throwing celebrations where the entire community felt the victory. It was a gesture rooted in gratitude, ensuring that his success lifted those around him.

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Slain drill rapper King Von looms on King Drive – Chicago Sun-Times

But the most emotional chapter of that payday came when Von surprised his mother, Taesha Bennett, with a brand-new car and a substantial stack of cash. Videos and stories from those close to the family describe the heartfelt scene: Von pulling up unexpectedly, keys in hand, watching tears flow as his mom realized the gift. Taesha, who raised Von and his siblings in the challenging environment of Chicago’s South Side, had always been his rock. This act of love and loyalty underscored Von’s mantra—real ones never forget where they came from.

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🚨#KingVon’s mother Taesha Bennett (50).💧 She raised Von in the …

“King Von was all about family and loyalty,” said a longtime OTF affiliate in a recent interview. “That first check wasn’t about him shining alone; it was about bringing everybody up.” Taesha has kept her son’s memory alive, often sharing moments on social media, including rapping his lyrics word-for-word in clubs—a testament to the deep bond they shared.

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King Von Mother Has Social Media In Feelings For Rapping His …

The resurgence of this story couldn’t come at a more fitting time. Lil Durk, Von’s mentor and “big brother” in the industry, has just released a new audiobook titled LIL DURK – The Voice: The Untold Story of Revenge, OTF, and the Legacy. Available on platforms like Amazon and Audible, the project narrates Durk’s journey from Englewood’s streets to global stardom, weaving in the formation of OTF, intense rivalries, personal losses—including the profound impact of Von’s passing—and the enduring legacy that continues to inspire millions.

Durk, who founded OTF and signed Von in 2018, frequently honors his fallen comrade in music and public statements. Tracks like those on posthumous albums and tributes on Von’s birthday keep the flame burning. The audiobook expands on these themes, offering raw insights into brotherhood, resilience, and the cost of success in Chicago’s drill scene. “It’s about the struggle to the top, the loyalty that holds it together, and making sure the legacy lives on,” promoters have described.

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Lil Durk and King Von Come To Icebox!

Fans have flooded social media with reactions, sharing the paycheck story alongside clips promoting the audiobook. “Von showed what real love looks like,” one viral post read. “And now Durkio telling the full story—must listen!” The project has already climbed charts, proving that the OTF narrative still resonates deeply in 2026.

Von’s influence extends beyond music; murals in Chicago, posthumous releases like What It Means to Be King, and ongoing tributes ensure his storytelling lives on. Moments like his first-check generosity remind the hip-hop world of the humanity behind the headlines—the gratitude that fueled his rise.

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King Von Mural Near Parkway Gardens Sparked Debate, Threats And …

As Lil Durk’s audiobook invites listeners into the heart of OTF, it honors not just one man’s path but a collective legacy built on loyalty. In an industry often criticized for fleeting allegiances, stories like King Von’s prove that some bonds—and some real ones—endure forever.