Dallas Penn, Writer and 'Combat Jack' Co-Host, Has Passed Away

The native New Yorker once said he gave his life up to "rocking fly shit."

Man in sunglasses and hooded jacket, smiling, adjusting hood indoors
(Image via Complex/YouTube)
Man in sunglasses and hooded jacket, smiling, adjusting hood indoors

Dallas Penn, the legendary New York urban fashion and internet icon, has passed away.

On Wednesday, friends and fans of Penn flooded the platform formerly known as Twitter with tributes to the late innovator. Eric and Jeff Rosenthal of ItsTheReal honored Penn with a touching message that reflected on his contributions to NYC, hip-hop, and "internets" culture.

"Our hearts are heavy with the Dallas Penn news. For the best part of the past two decades, our NYC/hip-hop/internets lives have been intertwined. We're grateful for the time we had and so sorry it was this limited. May the Polo discounts fly wherever you are, Dallas. RIP," the tweet read.

There's no official word on Penn's cause of death.

Our hearts are heavy with the Dallas Penn news. For the best part of the past two decades, our NYC/hip-hop/internets lives have been intertwined. We're grateful for the time we had and so sorry it was this limited. May the Polo discounts fly wherever you are, Dallas. RIP.

— ItsTheReal (@itsthereal) May 1, 2024
Twitter: @itsthereal

Penn leaves an everlasting imprint on the culture that was built over two decades. He got his start in 1984 when he began taking an interest in fashion, as he explained in an interview he did with Complex in 2014

"I've given my life up to rocking fly shit," he said. "It really started for me in high school when I stopped spending all my money on comic books and got into copping gear."

RIP Dallas Penn, an OG Brooklyn Decepticon who helped build the foundation of this internets hip-hop blogging we all know and love today.

This man represented NYC hip-hop to the fullest. From the music, to the feets, down to all the Lo from head to toe.

Peace Godd Bootgod. pic.twitter.com/BlRNxlyVKF

— Lei Takanashi (@Lei_Takanashi) May 1, 2024
Twitter: @Lei_Takanashi

Penn would eventually find himself running with the Lo Life Crew, a band of New York City young adults that loved everything Polo Ralph Lauren and would rob stores around the Big Apple to get the hottest pieces, otherwise known as boosting. He then became a force to be reckoned with on the internet when he launched his own blog, and later linked up with the late Combat Jack to serve as a co-host on the iconic The Combat Jack Show, which aired on Complex.

RIP @Dallas_Penn. Some who come across this tweet won’t realize how much of a trailblazer you were in Hip Hop. It was you who introduced me and many of my peers to internet streaming in the ‘90s. Thank you for your contributions to our culture. I’ll always remember your smile. pic.twitter.com/M76FBW6eGC


Premium Pete and A-King, two of Penn's closest collaborators, also shared some words about losing their friend.

Haven’t cried this hard in a while, truly lost for words. Dallas Penn Your Energy and Light will never ever leave us! I Love you Forever my Brother…. 💔🙏🏼🕊️

— Premium Pete (@PremiumPete) May 1, 2024
Twitter: @PremiumPete

The CEO of The INTERNETS! One thing about Dallas Penn was his ENERGY, it was enough to start a car! We will never ever FORGET YOU! 💔🕊️🙏🏼 pic.twitter.com/5oITWt1GPP

— Premium Pete (@PremiumPete) May 1, 2024
Twitter: @PremiumPete

Until we meet again and as long as I’m breathing we will never ever ever Forget y’all! I cried so many tears to this pic today.. 🕊️🙏🏼💔 pic.twitter.com/LBrc66aaV3

— Premium Pete (@PremiumPete) May 1, 2024
Twitter: @PremiumPete

Dallas been tryna get that tear from me for years lol…..well my nig you got allmof em today

— Sir Kingsley (@Its_AKing) May 1, 2024
Twitter: @Its_AKing

None of this shit happens without Dallas Penn….the way we talk on these digital streets….none of it…..

— Sir Kingsley (@Its_AKing) May 1, 2024
Twitter: @Its_AKing

More friends and colleagues opened up about Penn's passing, which you can read below.

Dallas Penn was a National Treasure. We still are not worthy. https://t.co/JFfvN0KLsf

— Noah Callahan-Bever (@N_C_B) May 2, 2024
Twitter: @N_C_B

Internets! DALLAS PENN 🙏🏼 pic.twitter.com/seVLnYaSm7

— Elliott Wilson (@ElliottWilson) May 1, 2024
Twitter: @ElliottWilson

Dallas Penn, Sneakerhead
NYTimes, May 2021 pic.twitter.com/qzPKIKpuJh

— Naima Cochrane (@naima) May 1, 2024
Twitter: @naima


— MEYHEM LAUREN (@MeyhemLauren) May 1, 2024
Twitter: @MeyhemLauren

🕯️ There’s no way to describe the levity of this loss. Dallas Penn is more than near and dear to our heart and his loss is indescribable. We offer our dearest condolences to his family and closest friends and will continue to honor his legacy through our channels. pic.twitter.com/kq5cce9vZN

— Duck Down Music Inc. (@DuckDownMusic) May 1, 2024
Twitter: @DuckDownMusic

dallas penn was a great dude and 100% gave das racist love and media attention before anyone else outside our friends. he was a kindred spirit and understood what we were doing maybe before we did. thas why i shouted him out on “who’s that brown”. he’ll be missed. pic.twitter.com/5MEvx031dT

— heems (visit veena.nyc) (@HIMANSHU) May 1, 2024
Twitter: @HIMANSHU

This was the first time y'all saw me. The date was April 29th, 2010 on U Street in Washington, DC. Dallas Penn, Reggie Ossé & I would have conversations in comment sections about kicks, gear, comic books, cartoons, toys, video game & Rap minutiae for months on end. Rest in peace. pic.twitter.com/TWbbpjS0bX

— Dart_Adams (@Dart_Adams) May 1, 2024
Twitter: @Dart_Adams

Heartbroken. R.I.P. Dallas Penn. Blog era icon.

It was an honor to speak with you for the Jalen Brunson story and it moved me to know how much you were moved by it on Monday.

Thank you for everything. Polo discounts included lol. Love and miss you, fam. Dap Combat up for us. pic.twitter.com/Sd9duuImL5

— Justin Tinsley (@JustinTinsley) May 1, 2024
Twitter: @JustinTinsley

Dallas Penn was an all-time raconteur. Lifestyler, Pologate progenitor, Godd Bootgod himself. He will be missed. Safe travels. pic.twitter.com/LBThPsvWNp

— brendandunne (@brendandunne) May 1, 2024
Twitter: @brendandunne

RIP to Dallas Penn. It's hard to say how much of a good dude he was and how memorable every single time I saw him was. He was the coolest guy, who was never too cool for anyone. One of the best things about him was that he would champion you for being yourself. We need more of…

— Matthew Welty (@MatthewJWelty) May 1, 2024
Twitter: @MatthewJWelty

RIP "The Boot God" Dallas Penn. Thank u for the love and support u showed RTJ. U and Combat Jack and Pete supported us early. The Polo Heads have lost a Great one.

— Killer Mike (@KillerMike) May 1, 2024
Twitter: @KillerMike

Dallas, you were a brilliant agitator, a critical thinker, a ball buster of the highest order, and as funny as anyone I have ever met. The idea you will never roast me again saddens me deeply. Rest easy, brother Dallas Penn you are loved🙏

— Dante Ross (@DanteRoss) May 1, 2024
Twitter: @DanteRoss

Damn, RIP Dallas Penn. A true OG, friend, and one of the most genuine dudes I’ve ever dealt with in this hip hop world. I know you and Reggie have a lot to catch up on. Rest easy, brotha.

— s͎h͎a͎k͎e͎ (@dopeboySHAKE) May 1, 2024
Twitter: @dopeboySHAKE

During his time as a co-host on the show, Penn gave viewers memorable, unfiltered moments, from admitting he "loves grandmothers" to telling Waka Flocka Flame that Demi Moore is single.

Check out some of his best moments below. 

View this video on YouTube


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