MomSkoop
Diane Keaton has been turning heads for decades with her unique fashion sense that refuses to follow the crowd. While other celebrities chase trends, she sticks to what works: menswear-inspired pieces, bold accessories, and layers that look both comfortable and confident. Her style proves that being yourself never gets old, and looking effortlessly cool is always in fashion. From tuxedos on the red carpet to perfectly tailored suits with dramatic hats, Keaton shows us that true style comes from owning what you wear.
1. “Annie Hall” Tuxedo & Tie Layering
Back in 1977, Keaton made fashion history by wearing what men wore—but better. Her oversized blazer, layered vest, loose tie, and wide-leg trousers created a look nobody had seen before on women.
This outfit wasn’t just about clothes; it was about breaking rules. She proved that women could borrow from menswear and still look feminine and fabulous.
The Annie Hall look became so popular that stores couldn’t keep ties and vests in stock. Even today, fashion designers reference this iconic style when creating new collections that mix masculine and feminine elements together.
2. White Suit on the Red Carpet
Most actresses choose sparkly gowns for big events, but Keaton walks the red carpet in a crisp white suit instead. Her white blazer paired with matching wide-leg pants creates a clean, powerful statement that cameras love.
The monochrome approach means every eye focuses on her confidence rather than on busy patterns or colors.
White suits require guts to wear because they show everything, but Keaton pulls them off perfectly. Her choice proves that elegance doesn’t need sequins or skin-tight silhouettes to make people stop and stare.
3. Stripes & Contrasts
Stripes can overwhelm an outfit if you’re not careful, but Keaton knows exactly how to balance them.
She doesn’t stop there—chunky necklaces, bold bracelets, or oversized glasses add personality without fighting the stripes. The contrast between the graphic pattern and solid accessories creates visual interest that feels intentional, not accidental.
This combination shows her understanding of proportion and balance. Bold patterns need equally bold accessories to feel complete, and Keaton nails this equation every single time she steps out.
4. Sequined Suit with Edge
At the 2021 LACMA gala, Keaton proved that sparkle doesn’t require a ball gown. Her navy sequined suit brought glamour while keeping her signature tailored aesthetic intact.
Layering the glitzy jacket and pants over a soft, flowing shirt underneath softened the look. This combination prevented the sequins from feeling too flashy or costume-like, keeping everything grounded and wearable.
Keaton shows that you can shine at fancy events without abandoning your personal style or wearing something that feels uncomfortable or fake.
5. Tailored Neutrals + Oversized Hat
Neutral colors like camel, grey, and beige could look boring on most people, but Keaton transforms them into statement pieces. Her perfectly tailored suits in these quiet shades get instant drama from two key elements: a wide belt and an oversized hat.
The belt creates shape and definition, preventing the neutral palette from washing her out. Meanwhile, that dramatic hat adds vertical height and draws attention upward to her face.
This formula works because it’s minimal in color but maximal in impact. Keaton understands that sometimes less color means more opportunity for interesting proportions, shapes, and silhouettes that truly stand out.
6. Gingham & Checked Layering
Most fashion advice says to avoid mixing patterns, but Keaton ignores that rule completely. She layers gingham shirts under checked blazers or pairs plaid pants with striped tops, creating combinations that somehow work perfectly together.
Her secret is keeping the patterns in similar color families so they complement rather than clash. Structured tailoring keeps everything looking intentional and polished instead of chaotic or messy.
7. Neutral Layers & Dramatic Accessories
Keaton’s signature formula starts with neutral base layers in beige, black, and cream that create a calm, cohesive foundation. These quiet colors work together effortlessly without competing for attention or creating visual noise.
Then comes the magic: dramatic accessories that punctuate the outfit. Wide belts define her waist, oversized hats add vertical drama, and statement glasses frame her face with personality.
This approach is genius because the neutral base makes getting dressed easier while the accessories keep every outfit feeling fresh. You can wear the same basic pieces repeatedly but look completely different each time by swapping out your accessories.
8. Modern Suiting With a Twist
Even in her seventies, Keaton refuses to play it safe with boring, traditional suits. She experiments with unexpected textures like velvet mixed with wool, or shiny fabrics paired with matte finishes that create visual interest.
Her proportions keep evolving too—extra-wide pants with cropped jackets, or oversized blazers with slim trousers underneath. These combinations challenge conventional ideas about how suits should fit or look on women.
Keaton proves that style doesn’t have an expiration date when you’re willing to keep experimenting and taking fashion risks.