When it comes to coveted sneakers in the resale market, few silhouettes carry the lasting impact of the Yeezy 750 Boost. As Kanye West's first design collaboration with Adidas, the 750 model set the tone for what modern sneaker culture would look like: minimalist yet bold, luxury-meets-streetwear, and built for long-term obsession. Among all the colorways released, two options stand out for collectors and investors alike — the Triple Black and the Chocolate Gum.

Both versions of the Yeezy 750 Boost have gained cult status, but which one holds stronger value in terms of style, rarity, and future returns? Let’s dive into a detailed breakdown of each, including key differences that might help you decide which version belongs in your rotation or sneaker vault.

A Closer Look at the Yeezy 750 Boost

The Yeezy 750 Boost debuted in 2015 and was the first sneaker released under Kanye’s Adidas partnership. With a high-top suede build, perforated toe box, strap overlay, and Adidas’s Boost technology in the midsole, the 750 struck a unique balance between performance wear and futuristic design. Unlike its low-top successors (like the Yeezy 350 V2), the 750 offers a statement silhouette that’s still unmatched in the Yeezy lineup.

Despite its limited releases, the Yeezy 750 Boost remains a fan favorite for both collectors and fashion-forward enthusiasts, especially those who appreciate its avant-garde profile.

Triple Black: Sleek, Stealthy, and Timeless

Released in December 2015, the Triple Black version of the Yeezy 750 Boost brings a clean, versatile look to the silhouette. Everything from the suede upper to the strap and outsole features a monochromatic black tone. This stealth aesthetic appeals to a wide audience, making it one of the most wearable versions of the 750.

In terms of styling, the Triple Black matches effortlessly with nearly any outfit. It's dark tone offers a low-key luxury feel that doesn’t scream for attention but still demands respect from sneakerheads. The monochrome look also does a great job of hiding wear and tear, making it a practical option for those who want to wear their kicks regularly.

As an investment, the Triple Black Yeezy 750 Boost holds steady value due to its universal appeal and ease of pairing with different wardrobes. It continues to perform well in resale markets, especially in deadstock condition.

Chocolate Gum: Earthy Tones With A Statement Sole

On the other hand, the Chocolate Gum colorway stands out in its own right. Released in October 2016, this version of the Yeezy 750 Boost comes in a rich brown suede upper paired with a translucent gum sole that glows in the dark — a feature that immediately caught the attention of collectors.

The earthy tones of the Chocolate version give it a warm, autumn-ready vibe that complements neutral fits, layered looks, and rugged streetwear styles. While slightly harder to style than the Triple Black, its uniqueness works in its favor. The gum sole not only enhances comfort but adds a playful contrast to the overall design.

From an investment angle, the Chocolate Gum Yeezy 750 Boost benefits from its glow-in-the-dark gimmick, as well as its limited stock. Its current resale prices tend to be higher than other 750s, thanks to its visual distinctiveness and relative rarity.

Which Is The Better Long-Term Investment?

Choosing between the two ultimately comes down to your investment goals and style preferences. If you’re looking for a safer, highly wearable bet that offers stable resale value, the Triple Black is the smarter choice. It’s more versatile, has a broader appeal, and looks great even with heavy rotation.

However, if your goal is to own a more unique piece with standout features and potentially higher resale spikes in the future, the Chocolate Gum takes the lead. The glow-in-the-dark outsole and brown colorway offer something rare in the Yeezy catalog.

In terms of long-term growth, both pairs are strong contenders. However, the Chocolate Gum might have the edge in rarity-driven demand, while the Triple Black excels in market consistency.

Final Thoughts

The Yeezy 750 Boost continues to be a legendary piece in the Yeezy legacy. Whether you’re in it for the fashion, nostalgia, or financial upside, both the Triple Black and Chocolate Gum versions offer compelling reasons to buy. The Triple Black excels in versatility and everyday wear, while the Chocolate Gum shines with its rich details and collector appeal.

No matter which pair you choose, you’re investing in a design that helped reshape sneaker culture.

And if you're expanding your collection beyond Yeezys, take a look at Bape sneakers — another staple in streetwear history that delivers bold design and cult-worthy collaborations.