How to Style Loafers with Pants?

July 08, 2025

There’s a reason loafers have stood the test of time. They’re sleek, easy to wear, and versatile enough to work with everything from casual chinos to tailored dress pants. But how exactly do you style loafers with pants without looking underdressed—or overdressed?

In the ever-evolving world of men’s fashion, there’s one classic combination that continues to reign supreme—loafers with pants. Whether you’re dressing for a formal event, a business meeting, or a weekend brunch, this timeless pairing offers unmatched versatility, comfort, and sophistication.

In this style guide, we’ll explore the best ways to wear loafers and pants, showcase ideal penny loafers and dress pants pairings, and answer your most asked questions to help you master this essential look.

Why Loafers Belong in Every Modern Man’s Wardrobe

Loafers are the ultimate in ease and sophistication. Their laceless design makes them quick to slip on, but it’s their structured silhouette and timeless design that make them perfect for both relaxed weekends and boardroom-ready outfits. Whether you're headed to a rooftop brunch, a formal dinner, or a destination wedding, there’s a loafer to match.

1. Pairing Loafers with Dress Pants

For boardroom meetings or evening dinners, penny loafers and dress pants are a go-to. The clean lines of trousers complement the sharp profile of loafers, resulting in a sleek, put-together ensemble.

What to Wear:

Elbono – Black Penny Slip-On: Suede adds texture while maintaining formality. Best with charcoal or navy trousers.
Beny – Black Penny Slip-On: A true classic for all-black suiting. Ideal for gala dinners, weddings, or corporate events.

Style Tip: Avoid overly long dress pants that break over the shoe—opt for ankle-length or lightly cropped styles for a contemporary touch.

2. Loafers and Chinos: Smart-Casual Refined

Chinos offer a middle ground between denim and dress pants—perfect for semi-formal or creative work environments. Add loafers, and you’ve got a clean and polished look that still feels relaxed.

What to Wear:

Elbono – Moroccan Beige Penny Slip-On: Pairs beautifully with cream, tan, or olive chinos. Great for day events, beachside venues, or Sunday brunches.
Elbono – Forest Green Penny Slip-On: Match with neutral bottoms to make the rich green pop.

Style Tip: Roll your chinos up slightly to reveal the loafer’s silhouette, especially if you’re going sockless.

3. Festive & Destination Style with Printed or Colored Pants

Don’t shy away from bold trousers—if you’re attending a wedding, cultural event, or destination party, statement pants paired with loafers can look striking and elegant.

What to Wear:

Elbono – British Tan Penny Slip-On: Adds warmth to colorful or pastel pants. Think Sangeets, rooftop engagements, or themed parties.
Windon Featherlite – Blue Penny Chunky Loafers: Adds a pop of contemporary edge to patterned or minimal trousers—great for modern streetwear or cocktail events.

When to Wear Loafers with Pants: Real-Life Event Styling

Corporate Boardrooms: Black or tan loafers with tailored trousers and crisp shirts.
Summer Garden Weddings: Beige loafers with pastel pants and linen shirts. Add a pocket square or vegan leather belt to complete the look.
Airport & Travel: Chunky loafers and jogger-style trousers with a soft bomber or jacket.
Art Galleries & Fashion Pop-Ups: Forest green loafers, wide-leg pants, and textured layers.
Rooftop Parties: Tan loafers with off-white trousers and half-sleeve printed shirts.

Fit Guidelines

Length matters: Always aim for ankle length or just above. Loafers look best when they’re fully visible.
Sock game: Either go sockless or opt for low-cut no-show socks. Visible socks distract from the loafer’s shape.
Slim or tapered fits: Baggy trousers may swallow your loafers. Tailored cuts highlight their clean structure.

Tailored fit matters: Ensure your pants are tapered at the ankle for a polished, ankle-grazing finish.
Texture mix: Suede loafers add a relaxed feel; patent or matte leather looks sharper and more structured.
Avoid puddled hems: Too-long trousers will ruin the refined silhouette of loafers.