What the Cool Guy Wears to Brunch
Because the outfit says you don’t wait in line for pancakes at Golden Diner.
It’s Saturday. You didn’t make the reservation, you just showed up and got seated. Hair a little messy, sunglasses still on, wearing a 15-minutes-late outfit that makes her say, “Wait, you look really good.”
You don’t dress for brunch like it’s some sort of event. You dress like you didn’t even check the mirror but somehow, everything’s hitting. This is how you look hot without looking hungover. Effortless. Clean. Intentionally casual.
The kind of outfit that makes the host assume you know someone at table 4. And sends out a dozen oysters because your buddy’s in the kitchen.
“Last night I wore one of your outfit formulas to a party and girls said I looked like a hot Jeffrey Dahmer.” — Tom (Paid Subscriber)
Cool Guy Brunch Fit Check
Iron & Resin Troop Pant (Army) — Wide fit. Laidback. Makes your legs look like you skateboard recreationally (even if you don’t, I hope you don’t).
Hemlock Hat Co Buckin Baseball Hat — The hat says “I surf.” Your tan says “I was just in Costa Rica.” She’s intrigued.
Oliver Peoples Desmon Sunglasses (Tortoise) — You don’t need to take them off unless she asks. And she will. You might.
A Good Watch + Clean Nails — Signals taste and good hygiene. That’s really all she needs.
Brown Leather Belt (Vintage or Looks Vintage) — Just gives some structure to the chaos. But she’ll only see it when you stretch.
Marine Layer Asher Sweater Resort Shirt — Makes her ask where it’s from, just so you know she wants you to wear it again.
Common Projects City Loafer (No Socks) — Some say these peaked in 2021. You say, that was a good year.
DedCool “Milk” Fragrance — She won’t say anything. She’ll just lean in.
Water Bottle That Looks Like You Work in Tech — You’re not even thirsty.
Bottega Card Holder — It’s either this or a George Costanza wallet.
You didn’t come for the food. You came to be seen. And you were. By her, by her friends, and definitely by the guy she used to date.
x Lisa ⚡️
P.S. In case you didn’t hear, July is about to pop off. Paid subscribers are getting double the posts starting next month. I’m taking you from 6x to 12x monthly strategy drops. Because you deserve it.
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I like this advice, except for the loose fitting pants. I have awesome legs, and I want her to enjoy them. I’ll be wearing the cotton-linen trousers by Billy Reid instead.
Cool look inspo but, skating recreationally > being a poser.