Somewhere along the way, prescription glasses stopped being just about seeing clearly. Drop by any café along Orchard Road or co-working space in Shenton Way and you’ll notice the shift: eyewear has quietly become as considered a choice as the rest of one’s attire. As style and function continue their delicate dance, Oakley’s new Enigma collection arrives with perfect timing, offering something rather compelling for those who view their glasses as more than mere vision correction.

The New Vision
Performance and style have always maintained a complex relationship. Singapore’s tropical climate forces a delicate balancing act, demanding practicality while never sacrificing style. Oakley’s trajectory tells a particularly fascinating story. The brand began by catering primarily to outdoor enthusiasts and sports devotees, but now attracts a diverse crowd who appreciate both technical excellence and aesthetic appeal in equal measure.

Oakley’s new Enigma collection—featuring Enigma Ink and Enigma Mass—seems to acknowledge this evolution. Oakley didn’t merely adjust sports frames for everyday wear; they built these designs from the ground up to thrive comfortably in multiple worlds.
“Basketball is my passion, but my purpose goes far beyond the court,” notes Diamond DeShields, whose perspective reflects this duality. “When I put on Enigma Ink, I tap into a new level of focus and self-expression.”






This sentiment resonates particularly in Singapore’s context, where the lines between work, leisure, and creative pursuit often blur in the course of a single day. The idea of eyewear adapting to these shifting contexts feels especially relevant.
Technical Merit, Aesthetic Intent
What makes the Enigma collection worth consideration is the thoughtful engineering beneath the design choices. The Enigma Ink frame, with its squared silhouette, appears substantial but wears remarkably light—a practical consideration in Singapore’s humidity, where every gram matters. Its stainless steel temples feature an unconventional bent design that distinguishes it from the typically conservative prescription options.

The Enigma Mass takes a different approach with a slimmer profile while maintaining the square-lens architecture. Both incorporate TruBridge nose pads—a detail that addresses the perennial issue of fit that many Asian wearers contend with when selecting frames.
This attention to comfort alongside style represents the more mature approach to design that has helped Oakley transition from pure performance to something with broader appeal. The no-slip earsocks that once served purely functional purposes in sports now ensure frames remain properly positioned throughout humid days or air-conditioned evenings.
When Performance Meets Personal Expression
Oakley’s new Enigma collection ambassadors reflect its dual nature. Football star Kylian Mbappé offers perhaps the most insightful perspective on this balance.
“On the field, everything is about focus and precision,” he explains. “But outside of this rigorous environment, Enigma Mass provides an opportunity to express oneself differently.”
NBA players Damian Lillard and Diamond DeShields, along with NFL player Justin Jefferson, echo similar sentiments—all emphasising how their eyewear choices extend beyond functionality to become part of their personal expression.
While it’s easy to be sceptical of celebrity endorsements, there’s something genuine about athletes, whose careers depend on optimal vision and performance, choosing to wear prescription frames that make a statement. Their participation signals a shift in how prescription eyewear is perceived, not just by sports enthusiasts but by anyone who values both function and form.
Prescription as Choice Rather Than Necessity
Perhaps the most interesting aspect of Oakley’s approach is how it reframes prescription eyewear—treating it not as a medical requirement but as another avenue for personal expression. This perspective shift matters particularly in Asian contexts, where glasses have long been common but haven’t always been celebrated.
The subtle subtext is that requiring vision correction needn’t limit one’s style options. It’s a perspective that feels genuinely refreshing, even if one maintains a healthy scepticism about the price points that typically accompany designer frames.

What Oakley has managed with the new Enigma collection is to create prescription frames that don’t feel like compromises. They’re not trying to disappear on your face; they’re intentionally present. Whether that presence appeals to your personal aesthetic is subjective, but the intent itself represents progress in how prescription eyewear is conceived and marketed.
The Enigma Ink and Enigma Mass frames are now available at prescription retailers, Oakley flagship stores, and Oakley.com. Worth trying on, if only to experience firsthand how prescription eyewear continues to evolve beyond pure utility.