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Tay Bennett Entertainment

@taybennettent

1.5K

followers

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following

Chicago based label founded & fund by independent artist, @taylorbennett in 2015. FOLLOW OUR ARTIST @TaylorBennett @djverner_official

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Please welcome @nocosgn to @thechicagostreetwearexpo for
@thechicagofashionweek !!
THE BIGGEST POPUP IN CHICAGO FOR STREETWEAR! If your looking for new looks for the new season in the city here is where you go to get fly! Come be around great people, with dope brands, and a overly decent sense of style! WE CANT WAIT TO SEE YOU THERE!
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🎟️ LINK IN BIO
📅 October 17th, 2026
📍3600 W Potomac Ave, Chicago IL
⏰ 12pm-6pm
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#thechicagostreetwearexpo #fyp #explorepage
#chicagofashion #chicagoevents

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Please welcome @swndl_brte to @thechicagostreetwearexpo for @thechicagofashionweek ‼️
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THE BIGGEST POPUP IN CHICAGO FOR STREETWEAR! If your looking for new looks for the new season in the city here is where you go to get fly! Come be around great people, with dope brands, and a overly decent sense of style! WE CANT WAIT TO SEE YOU THERE!
•
🎟️ LINK IN BIO
📅 October 17th, 2026
📍3600 W Potomac Ave, Chicago IL
⏰ 12pm-6pm
•
#thechicagostreetwearexpo #fyp #explorepage
#chicagofashion #chicagoevents

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08/29/2026: “& the rapper”
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@chancetherapper | raleigh, nc

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What an amazing experience 😮‍💨🔥🤩 @taylorbennett thank you for all you do! A time was had 🙂‍↕️🔥🙌 till next time !! @bandsome.will @taylorbennett #taylorbennett #atimewashad #ifyouknowyouknow #sobs #redheadshavemorefun

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@foreverband_lockedinking wya?

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Did I actually workout? Yes, yes I did… a little 🤣☠️

Everyone go stream Time After Youth NOW ⛽️🔥 Proud of you friend 🩵

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#CHICAGO STAND UP‼️ 👑 @AdamnKilla VIDEO SHOOT + MEET UP COMPLETE 🔒 S/O THE TEAM @officialshano_ @luis.danao 4 Making This Shoot Possible #TBE @taybennettent 🧨🚀 PROUD MGMT 4 @adamnkilla

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Follow @TaybennettEnt very own Visual Department Director @luis.danao Extremely Talented & One of the best in His field! He’s on set Today Directing @AdamnKillas Lead single for His Debut project Releasing May 8th‼️

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My new Track “BIG KID NOW” is available on all platforms. I dedicate this record in the loving memory Of Lil Danze. I Love You #LongLiveDanze ❤️
Produced By @therealmonstabeatz
🎥: @franksono @thereshomebase
EP: @taylorbennett @foreverband_lockedinking @momoneyminto
Styled By @nickyparrilli

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My Brother @chancetherapper New album “STAR LINE” IS OUT NOW‼️
🚨& WE BACK! IM GOING ON TOUR WITH @ChanceTheRapper for the 1ST TIME EVER‼️ WHAT SONGS YOU WANT ME TO PLAY⁉️
🎟️ ChanceStuff.com ⭐️

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Appreciate The 🫶🏽✨ “THE RETURN” Produced By @dexlvl OUT NOW‼️
📸: @krod_visuals 🔥

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WELCOME OUR VENDOR @unknownsciety TO @thechicagostreetwearexpo VENDOR ROLLOUT !!
• From now until June 21st! We will be revealing the brands that are part of #thechicagostreetwearexpo are you ready for this lineup?! @sevenstarvenue
• #fyp #chicagoevents #expochicago #summertimechi #blackyachtweekend #summersmash #streetwear #midwestevents

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