What to Wear on a First Date (Men): 10 Outfit Formulas by Body Type & Venue

Outfit formulas by male body type for a first date

Quick body‑type guide

• Broad shoulders: balance with structured jackets; avoid super skinny fits.

• Fuller midsection: choose mid‑rise, straight‑tapered pants; add open layers.

• Lean / tall: add texture and midweight fabrics; avoid long, drapey tops.

10 outfit formulas (swap colors to taste)

1. Coffee shop (smart casual): knit polo + tapered chinos + minimalist sneakers.

2. Wine bar: fine‑gauge crewneck + unstructured blazer + dark denim + suede boots.

3. Dinner (nice but not stuffy): Oxford shirt (untucked, proper length) + wool trousers + loafers.

4. Cocktails: black/charcoal knit + bomber jacket + dark jeans + Chelsea boots.

5. Daytime walk: clean tee + overshirt + slim joggers/chinos + court sneakers.

6. Art gallery: turtleneck + blazer + tailored trousers + derbies.

7. Casual patio: linen shirt + tapered light chinos + espadrilles or leather sneakers.

8. Activity date: henley + tech jacket + tapered performance pants + sleek trainers.

9. Winter dinner: merino roll‑neck + topcoat + dark denim + brogue boots.

10. Summer drinks: short‑sleeve knit + pleated shorts (7–8”) + loafers (no‑show socks).

Fit checks that matter

• Shirt hem ends mid‑fly; no ballooning at waist.

• Pant rise matches torso length; no “puddling” at ankle.

• Shoes cleaned, laces fresh—people notice.

Not sure which formulas fit your body type? Book a free 20‑minute First Impressions Session and get a personal fit map.