What up. I’m Nate. Just turned 39 … my career is a VP of Cybersecurity in LA, but once upon a time (3 amazing years of my life) and I thought I wanted to go into fashion design but got lost in the bulls**t. So I fell back into my Plan A … Computer Science. Sounds boring, I know, but it’s given me a lifestyle I can travel, hike and experiences I only dreamed of 10 years ago. So now I live in Malibu where the ocean’s seriously in my backyard. Life here is laid-back but comes with its share of adrenaline—have you read about the recent wildfires that have me keeping one eye on the horizon and the other on what’s important: living my best life.

When I’m not downtown for work or watching a sunset from my deck, you’ll find me hitting LA’s nightlife—places like The Bungalow in Santa Monica or the latest rooftop bar downtown. With Valentine’s Day around the corner, I’ve been thinking about what guys like me are into on a woman, especially when she’s dressed confidently and effortlessly.

Here’s what makes me do a double take—from Malibu’s breezy beach vibes to the electric LA nightlife.

1. Ocean-Chic: Flowing Maxi Dresses & Breezy Looks

Let’s start with that perfect Malibu beach look. Think flowing maxi dresses with soft, breezy fabrics that catch the ocean breeze just right. When she’s walking along the water, hair loose, in a dress with soft floral patterns or a solid neutral tone—yeah, that’s a vibe.

I’m all about light, breathable fabrics like cotton or linen that move with her. Add simple leather sandals and a few stacked bracelets, and it’s effortlessly stunning. The right maxi dress turns a beach walk into a moment that feels like a scene from a movie. 🌊👗☀️

2. Sunset Ready: High-Waisted Shorts & Boho Tops

There’s something about high-waisted shorts paired with a boho-inspired top that screams Malibu cool. She’s relaxed but put-together—like she just came from a bonfire at Point Dune.

Throw in a straw hat, oversized sunglasses, and maybe a long pendant necklace, and she’s ready for a casual beach date—or a laid-back drink at Nobu. Effortless, earthy, and magnetic. 🌅👒☀️

3. LA Nightlife Queen: Dresses That Turn Heads

Now, when we head into LA, the game changes. A woman who can pull off a sleek, body-hugging dress with bold heels and that I-own-this-room attitude? That’s a showstopper.

I’m talking about deep jewel tones—think emerald green, ruby red, or even a daring metallic. When she walks into a spot like Delilah or Catch LA, all eyes are on her. A simple clutch and bold heels seal the deal. 💃🔥🍸

And while I love a bold look, there’s something timeless about a classic black dress with just the right amount of edge—like a plunging neckline or backless cut. It’s powerful and unforgettable. 🖤👠

4. Casual Cool: Distressed Jeans & Statement Tops

Sometimes, a pair of distressed jeans paired with a striking statement top is all it takes. Think a silky cami, a cropped blazer, or a fitted turtleneck with some eye-catching jewelry. It’s a low-effort, high-impact look that works for anything from an impromptu drive up PCH to a spontaneous dinner at an oceanfront spot.

Add ankle boots or sleek heels, and suddenly she’s gone from laid-back to show-stopping without even trying. Effortless style is powerful, especially when it looks like she threw it together in five minutes. 👖💫👢

5. Athletic & Adventurous: Activewear That Means Business

I’m totally into outdoor fitness—surfing, hiking, and even some paddleboarding when the water’s calm. When I see a woman in well-fitted activewear, it tells me she’s ready for adventure.

High-waisted leggings paired with a cropped hoodie, fitted tank, or even a windbreaker say she’s ready for anything—whether it’s a beachside hike or a morning yoga class overlooking the ocean. Bonus points for bright colors or cool patterns that pop against Malibu’s coastal backdrop. 🌊🏄‍♀️💪

6. Subtle Luxury: Minimalist Chic

I notice women who can master minimalist style—clean lines, neutral tones, and simple silhouettes. A tailored coat, a monochrome ensemble, or a perfectly fitted sweater with tailored pants tells me she knows how to invest in quality over quantity.

It’s about understated luxury. She doesn’t need flashy labels—just timeless pieces that speak for themselves. A woman dressed like this could be walking through a tech conference or sipping wine at a Malibu vineyard, and she’d still radiate effortless power. 🤍👜✨

7. LA Glamour: Bold, Glam Accessories

When she’s heading out for a night on the town, I love seeing bold, unique accessories that show off her personality. Oversized gold hoops, chunky rings, or even an attention-grabbing clutch can take an outfit from “nice” to unforgettable.

LA is about making a statement, and when she knows how to layer jewelry or throw on a hat with the right pair of boots, it’s magnetic. Accessories are the details that tell me she’s confident and creative. 🔥💫👒

8. Date-Night Ready: Off-the-Shoulder & Flirty Looks

There’s something irresistible about off-the-shoulder tops or dresses. It’s playful but still classy, leaving just enough to spark curiosity. Pair an off-the-shoulder blouse with fitted jeans or a flowing skirt, and she’s effortlessly date-night ready.

Add soft curls, glowing skin, and a touch of perfume, and she’s not just stepping out—she’s unforgettable. 💕🌹✨

9. Timeless Appeal: Classic Staples That Last

At the end of the day, it’s the classic looks that stick with me. A woman in dark-wash jeans, a well-fitted blazer, and heels has timeless appeal. It’s not about chasing trends—it’s about knowing what works.

Throw in a fitted white button-down or a silk blouse, and she’s ready for anything—whether it’s a tech launch party in Santa Monica or a dinner date in Venice Beach. Classic style never goes out of fashion. 👔👢💼

Final Thought: Be Real, Be You and Live Your Best Life!

The most attractive thing a woman can wear? Confidence

Todd Wilson
Tagged: Casual