It’s 2025, and the Cool Guy Revolution Is Already Here.
New year, same cool guy—just more mysterious, better dressed, and impossible to Google.
This year isn’t about being lowkey—it’s about being just pretentious enough to make people wonder if you’re famous, or just rich and bored. You’re leveling up like never before (and I’m making sure of it). Hot girls are paying attention, and the cool guy? He’s already five steps ahead.
Here’s your 2025 blueprint for turning heads, starting conversations, and making people quietly Google you under the table.
*But first I have a quick question for you. Nothing official yet, but with the 2025 buzz going around, I might have some ideas up my sleeve.
Morning Routine: You Have Somewhere More Important to Be.
Let’s get one thing straight—waking up early makes you morally superior. But don’t ruin it by talking about it. Instead, subtly flex: post a blurry sunrise photo with a timestamp (5:47 AM) and no caption. Let them wonder.
From there:
• Go for a walk or run. Shirt optional. Pretend it’s about mental health, but we both know it’s for the tan.
• Carry a ceramic coffee mug—because paper cups are for civilians.
• Take every opportunity to post your Aesop collection.
Why it works: Girls love a guy who prioritizes self-care but acts like it’s an accident.
Travel: Look Like You Discovered It First.
This year, we’re not “doing Europe” like a finance bro on sabbatical. Your trip needs to feel deliberate, like you’re chasing inspiration—not content.
• Lisbon. For the tiles, the wine bars, and the pastries you can’t pronounce.
• Copenhagen. Not for the hygge—for the brutalist architecture and dimly lit coffee shops that double as date spots.
• Buenos Aires. Tango, steak, and leather goods. You must come back with a cigarette habit and an opinion about Borges.
Post like you’re hiding from paparazzi—blurry street shots, café reflections, and an airport lounge pic. Spread it out all year. Let people think you’re never home.
Food: You’re a Tastemaker
Forget Uber Eats. This year, you’re hosting. Your meals are deceptively simple but suspiciously impressive—like roasted vegetables and burrata on mismatched plates.
When you’re out:
• Seafood towers. Big ones. Don’t share.
• Oysters and dirty martinis. Order them first to establish dominance.
• Caviar and natural wine. Casually call this “dinner” when hosting.
Pro Tip: Casually open your fridge while girls are over to reveal 14 bottles of sparkling water and imported olives. Then act like you forgot they were there.
Music: If It’s Not Obscure, It Doesn’t Exist.
Spotify Wrapped is irrelevant unless it confuses people. Your playlists must be full of obscure indie bands and deep house tracks you “discovered” during your month in Berlin. Tell her you’re into vinyl but leave out the part where you just started collecting.
Film: Mob Movies Are Your New Personality.
You only watch films that feel important. This year, it’s all about mob movies—Casino, Donnie Brasco, Goodfellas. Forget about it.
Extra Credit:
• Rewatch The Sopranos and post Tony memes every other week.
• Get your shirts pressed—whether or not you have somewhere to be.
• Develop unreasonably strong opinions about The Godfather Part III just to start arguments.
• Mention Scorsese like you know him personally.
Fashion: Thrifted, Vintage, and Mysteriously Expensive
Thrifting isn’t just shopping this year—it’s an identity. Treat it like treasure hunting and make sure you always look like you belong.
• Vintage bomber jackets. The more oversized, the better.
• Button-downs two sizes too big. Never fully buttoned.
• A boxer reveal. A statement.
Pro Tip: Flea markets are flirting goldmines. Whether you bring a girl or meet one there, it’s already over for everyone else.
Vision Board: I Made You One
Your aesthetic this year? Elite and effortlessly superior. Picture:
• A brownstone in Brooklyn that you may or may not actually live in.
• Driving a vintage Porsche even though you Uber everywhere.
• Reading Joan Didion or Hemingway but first and foremost, taking photos of the covers.
• A Rolex—maybe new, maybe vintage. Who’s asking?
What’s In vs. What’s Out for 2025:
IN: Trust funds—real or imaginary. Having a signature scent that smells like flying to Europe for “the weekend.” Owning books you’ve definitely never read. Leather duffel bags, dirty martinis at home, and hanging art before she comes over. Taking 3-months off to reset. Talking about “the market” without specifying which one. Only drinking water from glass bottles. A standing date with your barber. Deleting Hinge.
OUT: Explaining what you do for work. Texting back immediately. Saying you’re on Raya. Venmo requests. Asking to “split” the appetizer. Small talk. Craft beer and whiskey flights. Chelsea boots. Vaping. Confusing art galleries. Group chats called “the boys.” Oversharing your workout routine. Talking about college sports. Saying “Let’s hang soon” and never meaning it. Voice notes.
My Final Thoughts: Effortless or Nothing.
Your 2025 rebrand isn’t about trying too hard—it’s about making everything look easy. Whether you’re casually hosting a few friends or dropping obscure travel references (as if everyone summers in Sicily), the cool guy’s secret is simple: Taste > Effort.
Hot girls love a guy with access—to rare playlists, natural wines, and vintage jackets that no one else could pull off. And this year? That’s you.
Talk again soon,
x Lisa ⚡
About Lisa Rosen: Hollywood producer turned men’s dating strategist—the one who knows exactly why your last date felt off (and isn’t afraid to tell you). I give you the unfiltered playbook on style, culture, and dating from the perspective no one else will. I’m here to make sure you never blend in—or get left on read.