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We love a comeback. And 2023 has played host to so many of them in fashion.

Highlights include: Mowalola coming home from Paris to show at February London Fashion Week; Skepta shutting down September London Fashion Week with the relaunch of his marque Mains; the grand return of cult label ASAI, brainchild of Woolwich-raised designer A Sai Ta.

All stellar moments in their own right, but what's most fascinating is that, location aside, the throughline of these comebacks is another comeback – one of the American fashion kind.

With a leg up from London, Timberland's boots have been stomping back into our lives (and onto our social feeds) in the very year it's celebrating its 50th anniversary.

london, england october 12 the general atmosphere at the timberlands secret party to celebrate 50 years of the original timberland boot at fabric on october 12, 2023 in london, england photo by sama kaidave benettgetty images
Dave Benett

Timberland Premium 6 Inch Boot for Men in Yellow

Premium 6 Inch Boot for Men in Yellow

Timberland Premium 6 Inch Boot for Men in Yellow

£190 at timberland.co.uk
Credit: Timberland

Not that it ever really went away.

The nubuck leather stomper – invented by the brand's Ukrainian-born founder, Nathan Swartz, with the help of his son, Sidney, in Boston, Massachusetts, in 1973 – is the mainstay of many a shoe rack.

In its early years, the Timberland boot was espoused by the very people that it was designed for: the blue-collar workers of New England and beyond. Said labourers appreciated that the design was resilient, protective, warm, and, thanks to Swartz’s employment of injection-moulding technology, waterproof.

But it wasn’t long until the versatile footwear option transcended its target market.

a young guy, portrayed in a serious attitude in piazza san babila, wears a moncler jacket, blue jeans and timberland boots hes a paninaro, the slang word which refers to boys and girls following the trend of expensive designer clothes on 1987 in milan, italy photo by egizio fabbrici\mondadori via getty images
Mondadori Portfolio

In Milan in the Eighties, the tread was pivotal to the Paninaro. (Paninaro: a social phenomenon that saw the young bourgeois of the Italian metropolis forming cliques in and around sandwich shops and fast-food restaurants, yielding to Americanisation in response to the social unrest of the city in the seventies.) Alongside a Moncler puffer, a pair of Timberlands was a requisite part of their Italian-American uniform.

And in the early nineties, British ravers and Japanese Yankophiles embraced the traditionally-wheat-coloured kick.

But, in retrospect, such events were mere build up to the brand's defining moment: the NYC hip-hop scene's adoption of 'The Original Yellow Boot' in the mid-nineties.

busta rhymes during mtv icon janet jackson at sony studios in culver city, california, united states photo by ron galellaron galella collection via getty images
Ron Galella

“Seemingly overnight, Timberland and companies like Carhartt Inc. and North Face, which have made their reputations on manufacturing authentic outdoor and work apparel, have, in the parlance of the street, become ‘dope’ and ‘phat’,” wrote Michel Marriott for The New York Times in 1993.

It is said that the city's rappers were put onto 'Timbs' by the hustlers of Harlem who would cop the formidable shoes from the brand's Madison Avenue flagship and wear them whilst doing business throughout the night. Ostensibly, they affiliated the boot with the hood that they sought to symbolise.

Timberland boots have been indivisible with hip-hop – and, by extension, streetwear – ever since.

To celebrate the Timbnaissance – as well as the brand's 50th anniversary documentary titled This is Not a Boot: The Story of an Icon, which dropped this week – we've collated the top moments when Timberland left a footprint on culture through the agency of the hip-hop community.

Tupac at the 7th Annual Soul Train Music Awards (1993)

tupac shakur and rosie perez photo by ron galellaron galella collection via getty images
Ron Galella

In 1993, Tupac Shakur presented the Timbs 'fit blueprint: baggy denim + streets-approved accessories + The Original Yellow Boot.

Raekwon (Wu-Tang Clan) in New York City (1993)

new york may 8 rapper raekwon of the wu tang clan poses for a portrait on may 8, 1993 on staten island in new york city, new york photo by al pereiramichael ochs archivesgetty images
Al Pereira

Raekwon and the rest of the Wu-Tang Clan have been sporting Timberland boots ever since the collective was formed in the early nineties.

The Notorious B.I.G at the KMEL Summer Jam (1995)

notorious big aka biggie small performing at kmel summer jam 1995 at shoreline amphitheater in mountain view ca on august 11th, 1995 image by tim mosenfelderimagedirect
Tim Mosenfelder

The man who once rapped, “Timbs for my hooligans in Brooklyn” performed in a chocolate brown pair of Timberlands, in addition to his other style essential, Versace shades, at ‘95's KMEL Summer Jam.

Timberland Timberland® Premium 6 Inch Boot for Men in Brown

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Credit: Timberland

Busta Rhymes at the Source Hip-Hop Music Awards (2000)

busta rhymes during the 2000 source hip hop music awards at pasadena civic auditorium in pasadena, california, united states photo by sgranitzwireimage
Steve Granitz

Stylist June Ambrose recently revealed to Footwear News that after Hype Williams' zeitgeisty music video for Busta Rhymes' 1997 hit 'Put Your Hands Where My Eyes Could See', the rapper “would not go on stage without the matching Timberlands to every customized look”.

“It was disruptive and sexy and provocative and very hip-hop.”

Timberland Timberland® 50th Edition Premium 6-Inch Waterproof Boot for Men in Teal

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Credit: Timberland

Diddy in New York City (2003)

sean p diddy combs during pdiddy at the promotional shoot for the partnering of nyc company, loews cineplex entertainment and the nnoggins nighttime network for teens to announce their august 25th sweepstakes at military island times square in new york city, new york, united states photo by lawrence lucierfilmmagic
Lawrence Lucier

A decade after Timberlands began to pop-up on the feet of hip-hop's greatest, Sean Combs rocked some wheat-hued Timbs with a get-up typical of the rap set at the time.

Cam'ron in the Dipset Anthem music video (2003)

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Pink has always been Cam'ron's trademark colour. 14 years prior to the release of his song with blackbear, 'bright pink tims', the Harlem-born rapper wore a pair of pink bandana-print Timberland boots in the 'Dipset Anthem' music video.

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LeBron James at the MTV Video Music Awards (2003)

lebron james during 2003 mtv video music awards pressroom at radio city music hall in new york city, new york, united states photo by stephen lovekinfilmmagic
Stephen Lovekin

Hip-hop fanatic LeBron James paid homage to the music genre at the 2003 VMAs via an archetypal Timberland boot.

Tupac hologram at Coachella (2012)

indio, ca april 15 a hologram of deceased rapper tupac shakur performs onstage during day 3 of the 2012 coachella valley music arts festival at the empire polo field on april 15, 2012 in indio, california photo by christopher polkgetty images for coachella
Christopher Polk

In 2012, Tupac's estate decided a pair of Timberlands is elemental to the late rapper's quintessential attire, as evidenced by the shoe's presence in his posthumous hologram.

Kanye West in Los Angeles (2012)

los angeles, ca may 13 kanye west is seen on may 13, 2012 in los angeles, california photo by bauer griffingc images
Bauer-Griffin


A Watch the Throne-era Ye captured in a seminal ensemble that is largely responsible for Timberland's ubiquity during the early tens.

Drake in the Hotline Bling music video (2016)

Drizzy kept the legacy afloat in the mid tens by teaming a pair of six-inch Timberlands with a turtle neck and joggers in Director X's indelible music video for 'Hotline Bling'.

Pharrell Williams at the BET American Black Film Festival (2017)

beverly hills, ca february 17 recording artist pharrell williams speaks onstage during bet presents the american black film festival honors on february 17, 2017 in beverly hills, california photo by kevin wintergetty images
Kevin Winter

Pharrell Williams – founder of Timberlands' regular collaborator, Billionaire Boys Club – put a bohemian twist on a Timbs 'fit in 2017, serving the world with a reminder of the boot's versatility.

Timberland Bee Line x Timberland® Premium 6 Inch Rubber-toe Boot for Women in Yellow

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Rihanna in New York City (2023)

new york, ny april 24 rihanna is seen on april 24, 2023 in new york city photo by megagc images
MEGA

Bellwether Rihanna ushered The Timberland Boot into yet another decade earlier this year, updating a nostalgic vest/baggy jeans/Timbs combo by pairing it with modish accessories.

Beats Studio Pro, Presented by A$AP Rocky advert (2023)

Rihanna's other half, A$AP Rocky, verified the 2023 Timberland resurgence in his ad for Beats by Dr Dre's Studio Pro headphones. In it, the trendsetter is clad in some Timbs whilst running across a NYC neighbourhood to grab some diapers.