Style Series: How I Styled My Client for 5 Days in London
Real styling notes, travel-ready looks, and how to build a signature summer style without trying too hard.
Let’s set the scene: He’s 5’10, brown skin, dark eyes, dark hair. An entertainment executive heading to London for a friend’s wedding weekend—and needing outfits that could take him from the airport lounge to a countryside garden party without needing too much effort.
He’s laid back, polished, and wants to look put together without reinventing the wheel. His goal? Clean lines, rich earth tones, nothing too oversized, and tailoring that does the heavy lifting. No beige. No bold patterns. Just solid, elevated pieces that feel intentional—whether he’s in a meeting or at a pub.
This was a full styling package: color palette, silhouettes, tailoring direction, shoe upgrades, and interchangeable pieces that work beyond the trip. (You can book a style package here if you want the same)
Here’s how we did it, look by look. But first, let me know what you want to see coming up in the new Summer Style Series.
Day 1: Travel Day
Itinerary: Flight from LAX to Heathrow
Look: Effortless, layered, nothing bulky—but everything considered.
Loose, comfortable dark denim
Vintage graphic tee (not too loud, just enough personality)
Signature jewelry (worn, not packed—always)
Large Flex Away Suitcase (it’s on sale so grab it now)
Style Tip: Skip the sweats. This isn’t a red-eye to Vegas. The key to looking good in transit is movement-friendly layers and materials that hold shape. Jewelry stays on your body (not in a checked bag). And a graphic tee under a bomber jacket gives just the right amount of cool guy energy in the Amex lounge.
Day 2: London Pub Crawl
Itinerary: Day-to-night pub crawl through London
Look: Built for movement, designed to last until the last round.
Relaxed button-down (open at the neck)
Dark wash denim, loosely tailored
Repeat Frye Combat Boots
Somewhere in California Trucker Hat (DM Drake’s to order)
Leather belt to pull it all together
Style Tip: You don’t want to look like you’re trying—but you do want to look like the guy people keep watching. A button-down always lasts longer than a tee. Stick with dark denim at night. And if you’re doing a hat, make sure your sunglasses still work (they’re crucial). Repeating the bomber isn’t lazy—it’s intentional. Continuity is character. We’re not dressing for chaos. We’re building the guy she remembers.
Day 3: Welcome Party
Itinerary: Day out in London + evening welcome event
Look: Polished but not precious. Relaxed tailoring with sharp intention.
Lightweight button-up (worn open enough to signal you’re off-duty)
Wide-leg trouser with a crisp front crease
Worn-in leather loafers
Optional brown sport coat to elevate the evening
Repeat Leather belt, minimal jewelry, no logos
The Execution: This isn’t just the welcome party—it’s where the bridesmaids clock you from across the bar, call dibs, and start rewriting their seating chart. Your shirt should move like you’re about to disappear. Your trousers should fit like you know exactly what you’re doing. The goal isn’t flash—it’s quiet demand.
Day 4: Wedding in the Country
Itinerary: Formal countryside wedding
Look: Soft power, dialed restraint (black tie optional)
Black tailored suit—it’s classic and you’re known for it
Open-collar dress shirt (pressed, no tie)
Black dress shoes—polished but not shiny
Vintage watch, repeat black sunglasses
No pocket square, black socks, no gimmicks
The Execution: This is the day you’re photographed the most—and remembered the longest. The groom’s busy. The best man’s nervous. You? You just became the unexpected favorite guest. The suit fits sharp but not corporate. The shirt’s unbuttoned just enough to be discussed at brunch. You don’t need to be the loudest. You just need to be the one she tells her friends about on the flight home.
Day 5: Recovery + Countryside
Itinerary: Post-wedding recovery day in the English countryside
Look: Clean and composed but still a little dangerous
Lightweight linen or cotton button-up, worn open or half-tucked
Relaxed pleated trouser or soft dark denim
Sacobain Biker Jacket or waxed canvas outerwear if the weather dips
Repeat Frye Combat Boots
Saint Laurent Aviator Sunglasses, but not for show
A paperback or coffee in hand, optional but recommended
The Execution: This is the look that confirms everything she thought about you last night. No pressure. No effort. Just ease. The shirt is soft. The trousers say you know how to lounge without looking sloppy. If you’re layered, it’s a jacket that belongs in this setting—something lived-in. This is your cool-down lap, but don’t forget—people are still watching. And they’re wondering how you managed to look better now than you did at the wedding. The answer? You planned for this.
Want This For Yourself?
If you want your own personal breakdown like this—book a styling package here. It’s a deep-dive wardrobe upgrade that gives you the kind of direction most men are missing. We define your color palette, refresh your closet, and build your signature look around who you actually are (and where you’re headed).
And if you’re into this kind of stuff—upgrade to my paid community where I’m dropping new exclusive client case studies, shopping links, full lookbooks, and the kind of styling insight you can’t find anywhere else.
x Lisa ⚡️
About: Lisa Rosen is a men’s stylist and dating strategist who writes The Vibe Check, a private space for guys who want more from their wardrobe, their image, and their dating life. She’s known for giving men a sharper eye, a stronger presence, and a signature style that actually gets noticed. Upgrade quietly. Date selectively.