Year: 2004
Listing Price: $450
Size: 10

Billionaire Boys Club and Ice Cream, the creative clothing offshoots from the mind of Pharrell, were huge throughout the 2000s. Ice Cream, in particular, leaned on bright colors and splashy graphics, all of which were both a hallmark of the era and Pharrell’s personal style at the time. Ice Cream teamed up with Reebok to release a run of sneakers, and this “Beeper” model is one of the rarest from that period. Only 2,000 “Beepers” were released, and the pair in this listing is number 360. These feature a grey leather upper with cartoon beeper graphics emblazoned throughout the shoe. An Ice Cream logo is printed on the heel tab. BBC Ice Cream recently released other notable Reeboks in the last six months, but these “Beepers” remain a true relic from another time in style and music.

Year: 2017
Listing Price: $459
Size: 10.5

Stussy has been at the forefront of the hip-hop/skateboard/surf scenes for decades. The California-based brand lent its wise design eye to New Balance for this low-key flip of the ubiquitous 990v4 silhouette. Decked in a creamy white colorway, the tonal suede and mesh upper hits just right. A white midsole rounds out the profile, while small doses of Stussy branding on the insole and laces finish off the visual. With the New Balance 990 become a cult favorite, “if-you-know-you-know” sneaker in the last year, it only makes sense that Stussy would create one of the best takes on the dad shoe that’s ever dropped. As we’ve seen in the past with its legendary Nike SB collaboration, Stussy isn’t afraid to mix it up with sneaker companies and create some really compelling products. No surprise for a company who’s been such a force within the culture for so long.

Editor's note: Since the time of publication, this listing has been deleted.

Year: 2013
Listing Price: $210
Size: 10.5

While this sneaker was produced in 2013, you can almost pinpoint the era from which its inspiration was drawn from just by its colors and design. That inspiration was good old fashioned Nintendo nostalgia, specifically the old Star Fox video game, a popular first-person shooting game among Nintendo heads. White its upper is composed of mostly muted shades of grey suede and nubuck, the accents feature vibrant hints of yellow, pink, purple and blue. Star Fox was released in the early days of 3-D graphics being implemented into video games and the old polygon-heavy graphics can be seen in the HYPRCAT design on both the shoe’s tongue and sole. This is a clean 577 colorway and a really cool piece of nostalgia for those of us who remember Nintendo games (played on cartridges) from back in the day.

Year: 2002
Listing Price: $503
Size: 10

While it’s an undisputed fact that the Air Jordan sneaker line is the most important collection of athlete-endorsed footwear of all time, it doesn’t mean that every release has been a home run. After Michael Jordan’s (second) retirement from the Chicago Bulls after the 1997-98 season, the line was a bit of a mixed bag. There have been hits and misses over the ensuing 22 years, and one of the best under-the-radar hits during that time has been the Jordan XVII, which can be found in this listing. These were originally released in 2002, when Michael Jordan was back on the court playing for the Washington Wizards. This is a rare example of a Jordan released after 1998 that its namesake actually played in–typically in its Blue colorway. The shoe includes Blow-Molded Air, a full-length shank plate and a TPU heel stabilizer. But what really separated the original XVII from other releases was its packaging. The XVII was released in a clean chrome briefcase and came with an accompanying CD-ROM. 2002 baby!

Year: 2005
Listing Price:* $295
Size: 9

Everyone knows about the “He Got Game” Jordan XIIIs, one of the many occasions when Air Jordans transcended the court and into pop culture. And while that remains an awesome and important Jordan, some of the best XIII models are the unsung colorways. Take this “Neutral Gray/University Blue” XIII from 2005 for instance. Released a good eight years after the original XIII dropped, this colorway pays homage to Jordan’s college roots in Chapel Hill at the University of North Carolina. Decked in a primarily white upper with a Neutral Grey midsole, the little UNC blue accents on the Jumpman logo and sole are just perfect. The XIII’s classic hologram logo and its Zoom Air midsole with its carbon fiber plate remain intact on this later release, which proves to be one of the more underrated XIIIs in the collection.

Year: 2003
Listing Price: $254
Size: 9

The “Brown Pack” was released by Nike SB back in 2003, featuring this Maple/Tan/Brown concoction. An accompanying low-top version was also released, albeit in a flipped version of this color scheme. The “Brown Pack” definitely gives off some Timberland vibes, not surprising for a high-top released in the winter of 2003. Unlike a lot of previous SBs, the “Brown Pack” doesn’t sport the infamous fat tongue. The brown and wheat suede upper is topped off with a gum sole. While it wasn’t the biggest seller in its day, the “Brown Pack” remains an underrated pick from the OG era of Nike SB.

Year: 2004
Listing Price: $6,500
Size: 12

Originally released as part of Nike SB’s “City Series,” the “London” Dunk, along with the other shoes representing host cities, are some of the most rare, expensive and important Nike SBs ever made. The City Series sneakers were released as part of the “White Dunk” traveling art exhibition Nike produced, where designers would design their own unique take on a plain white Nike Dunk. These were originally intended to drop at an exhibition, but were instead released at London’s Footpatrol boutique. Only 202 pairs were produced, making this one of the most elusive sneakers in the world and a true sneaker grail.

Year: 2008
Listing Price: $165
Size: 8.5

When these red Dunks released around Christmas back in 2008, it would have been very easy to give these a holiday-themed nickname. There were rumors that these would be dubbed the “Coca Colas” or “Santa Claus,” but that never materialized. In fact, it was Paul Rodriguez and his store Primitive that originally started calling these the “Big Gulps,” after the 7-11 drink size, and it just stuck. This red-dominated colorway is made of suede and leather, and features added perforations along the toe box and throughout the paneling for added breathability. It’s polished off with green laces, further enforcing the holiday image, but somehow still fitting in to the “Big Gulp” nickname as well.

Year: 2011
Listing Price: $407
Size: 10.5

We already know Concepts, the Massachusetts-based sneaker boutique which has helmed some of the coolest sneaker collaborations of the last decade, has New England-inspired kicks locked down. From its collection of “Lobster” Dunks to its work with New Balance, Concepts churns out classic after classic no matter the silhouette. Even still, this take on the 999 might be its best to date. Nicknamed “The Kennedy” after the Kennedy family’s penchant for sailing at Hyannis Port, this nautical New Balance pushes all the right buttons. The upper is constructed of beige, grey and tan pigskin and there are all kinds of cool nautical flags on the tongue, sockliner and insole. If you want to feel like a Kennedy sailing in Cape Cod, this is the only shoe for you.

Year: 2004
Listing Price: $209
Size: 10

There’s nothing quite like taking a high-top skate shoe and transforming it into your favorite high school English teacher’s blazer. That’s what this “Tweed” SB Dunk is reminiscent of with its tailor-inspired style and tweed pattern throughout the upper paneling. Composed mostly of dark brown and tweed patterns, there are also subtle splashes of tan in the laces and outsole. A tonal brown Swoosh keeps it understated, but the tweed pattern remains really unique, especially for the era of SBs it was originally released in.

Editor's note: Since the time of publication, this listing has been deleted.