Wallstreet 1987 Revisited: Sartorial Power, Cinematic Legacy, and the Enduring Appeal of Gekko Style

January 9, 2026

*Image Source Moviestills

Introduction

When Oliver Stone’s "Wallstreet" hit cinemas in 1987, it didn’t just chronicle the high-stakes world of finance—it set a gold standard for cinematic style. The film’s razor-sharp suits, power collars, and bold accessories became instant icons, influencing both pop culture and the menswear industry for decades to come. Let’s revisit the storyline, meet the unforgettable characters, and dive deep into the wardrobe that made Gordon Gekko a sartorial legend.

*Image Source Moviestills

The Storyline: Greed, Ambition, and Consequence

"Wallstreet" follows Bud Fox (Charlie Sheen), a young, ambitious stockbroker hungry for success in New York’s financial jungle. His idol? The ruthless corporate raider Gordon Gekko (Michael Douglas), whose motto "Greed is good" becomes the film’s infamous mantra. As Bud is drawn into Gekko’s world of insider trading and cutthroat deals, he must choose between ambition and integrity, with his father Carl Fox (Martin Sheen) serving as his moral compass. The film is a cautionary tale about the cost of unchecked ambition and the seductive power of wealth.

*Image Source Moviestills

The Cast: Powerhouse Performances

Gordon Gekko – Michael Douglas (Academy Award for Best Actor)
Bud Fox – Charlie Sheen
Carl Fox – Martin Sheen
Darien Taylor – Daryl Hannah
Sir Lawrence Wildman – Terence Stamp

Douglas’s portrayal of Gekko is legendary—equal parts charisma, menace, and style. The supporting cast brings depth and realism to the world of 1980s finance.

*Image Source Moviestills

Gekko’s Wardrobe: The Art of Power Dressing

Shirts: White Collars & French Cuffs

Gekko’s signature look starts with bold, contrast-collar shirts—usually sky blue or pastel with crisp white collars and French cuffs. Paired with monogrammed cufflinks and silk ties, these shirts scream confidence and control.

*Image Source Moviestills

Bespoke Suits: Sharp, Structured, and Savile Row-Inspired

His suits are bespoke masterpieces: wide-shouldered, double-breasted, and perfectly tailored, often in navy or charcoal with subtle pinstripes. The fit is authoritative—structured but never boxy, with a nipped waist and strong silhouette.

*Image Source Moviestills

Trousers & Braces: Tradition Meets Statement

Gekko’s trousers feature fishtail backs, designed for braces (suspenders) rather than belts. The braces themselves are bold—striped or solid, often in contrasting colours, adding a flash of personality to every power move.

*Image Source Moviestills

Accessories: The Finishing Touch

Pocket squares, tie bars, and slicked-back hair complete the look. Every detail is deliberate, reinforcing Gekko’s status and meticulous nature.

*Image Source Moviestills

The Style Era: Why 1980s Power Dressing Endures

The late ‘80s was all about projecting authority. Wide lapels, statement shirts, and braces signaled ambition and success. Gekko’s style endures because it’s both aspirational and accessible—classic tailoring, bold details, and a focus on fit. Today, the contrast collar shirt and fishtail braces are making a comeback, favoured by those who appreciate vintage flair with modern confidence.

Conclusion

"Wallstreet" remains a masterclass in both storytelling and style. Gordon Gekko’s wardrobe is more than costume—it’s a symbol of power, ambition, and timeless elegance. For anyone seeking to channel a bit of that Wall Street swagger, the lessons are clear: fit matters, details count, and confidence is always in style.

Ready to reinvent your look? Discover bespoke tailoring that channels cinematic style—book your consultation at A Hand Tailored Suit.

www.ahandtailoredsuit.com

💼 “Remember: In the world of style and stocks, confidence is your best investment. Greed may be good, but looking sharp is timeless.” 🦈