Things men should avoid wearing on a first date aren’t about fashion snobbery—they’re about making a first impression that builds attraction, not confusion. In 2025, dating has evolved. So has style. And while comfort is key, your outfit speaks before you do.
Whether you’re going for coffee, cocktails, or dinner, here are six things men should absolutely leave in the wardrobe when it’s time to impress in person.
1. Oversized or sloppy graphic tees
Unless your date is at a Comic-Con afterparty, that faded Marvel tee isn’t doing you any favours. It screams “college dorm” more than “mature partner.” Even if it’s clean, baggy, logo-heavy T-shirts make it look like you didn’t try.
Better choice: Opt for a fitted solid-colour polo, henley, or crisp casual shirt. Effort looks good on everyone.
2. Wrinkled or stained clothing
This seems obvious, but it’s more common than you think. That “just rolled out of bed” look doesn’t work when you’re trying to build chemistry. A wrinkle tells your date that this wasn’t important enough to iron for.
Better choice: Invest in a steamer or use wrinkle-release spray. Clean, pressed clothes show respect—for yourself and your date.
3. Overpowering cologne
Okay, it’s not technically “wearing,” but scent is part of your outfit. Dousing yourself in heavy cologne can be overwhelming and off-putting. It can also trigger allergies or headaches. Less is always more.
Better choice: A single spritz of a subtle, fresh fragrance. Let your presence—not your perfume—linger.
4. Dirty or worn-out sneakers
You don’t need Italian leather shoes, but scuffed, stained trainers send the message that you don’t care. Your footwear is often the first thing people subconsciously notice. Make it count.
Better choice: Clean white sneakers, suede loafers, or a versatile boot. Casual doesn’t have to mean careless.
5. Over-accessorising
Chunky chains, loud rings, mirrored sunglasses indoors—if your accessories enter the room before you do, it’s too much. Fashion flair is great, but subtlety wins on first impressions.
Better choice: A simple watch, understated belt, and confidence. You’re the main event—not your wrist bling.
6. Clothes that don’t fit right
Whether too tight or too loose, ill-fitting clothes can sabotage even the most stylish outfit. Baggy jeans? Instant downgrade. Super-tight shirts? Cringe. Fit shows self-awareness and maturity.
Better choice: Tailor your basics. Try slim (not skinny) trousers and tops that skim—not squeeze—your body.
Mid-article reads from ichhori.com:
Bonus: Watch out for these grooming slip-ups
It’s not just the outfit—presentation matters.
- Ungroomed nails? Deal-breaker.
- Unkempt facial hair? Choose a look and maintain it.
- Bad breath? Carry mints, always.
What you wear affects how you behave
Studies show that when people feel good in their clothes, they’re more confident, open, and socially fluent. It’s called “enclothed cognition”—and it’s real. So yes, your outfit can literally help your date go better.
Style is about alignment, not brand names
You don’t need expensive labels. You just need to dress in a way that shows you’re thoughtful, self-aware, and intentional. Style is a conversation starter—and you want that conversation to say, “I know who I am.”
Real stories from women on first-date fashion
- “One guy showed up in Crocs. Instant ick.” – Alisha, 29
- “He wore a hoodie with food stains. I left after the coffee.” – Meher, 32
- “A clean, simple white tee and good shoes? Effortless 10/10.” – Priya, 27
More ichhori.com dating advice for men:
Final Thoughts
Things men should avoid wearing on a first date are less about “rules” and more about showing respect. Your date wants to see the best version of you—not your Sunday laundry-day look. Keep it clean, simple, and you. The best outfit is always one that fits well and feels real.