The Tip Jar #2: Ditching Dadcore for Style That Actually Works

Embrace a New Era of Casual Wear Without Sacrificing Comfort

Last month, the Tip Jar explored three helpful tips for readers to rediscover their style. You are all in for a treat this month, especially if you are a dad or have a partner who is a dad.

A reader expressed frustration about feeling confined to a "dadcore" style, particularly their love for cargo shorts. After spending $200 at REI on new shorts, they're seeking advice on how to break out of this fashion rut.

Before we dive into the meat and potatoes of this fashion rut, cargo shorts are practical for a reason. Their spacious pockets hold essentials like keys and snacks, which make them ideal for outdoor adventures or errands. Breathable fabric keeps you cool, while the relaxed fit allows for easy movement. With various styles and colors, they’re the perfect blend of comfort and functionality. Today, we'll take the key elements of cargo shorts and create three outfits that capture their essence, suitable for the office, weekend outings, or a night out.

A New Office Uniform

This work outfit offers a blend of comfort and a polished appearance. Everlane The Classic Oxford Shirt delivers a sharp, timeless look, while the Gap '90s Loose Khakis provide ease of movement. The standout Johnston & Murphy Fleece Lined Felted Check Vest adds a layer of warmth and a bit of character. You can dress it up with a Tilebar Lakeshore Knit Denim Blue Tie, a J.Crew Factory Classic Dress Belt, and J.Crew Factory Penny Loafers, or keep it casual with slip-on sneakers. A pair of Mumu Weddings - Seaside Dot Champagne Socks in a classic pattern adds a touch of personality without being over the top. This combination keeps you looking sharp while feeling comfortable throughout the day, just like those pairs of cargo shorts.

A Stylish Weekend Ensemble

This weekend ensemble is all about comfort and style. The Gap Railroad Denim Chore Jacket adds edge. At the same time, add an Old Navy Rotation Pullover Hoodie and an Old Navy CloudMotion T-Shirt (made of sweat-wicking material) both are perfect for layering. Uniqlo Wide Cargo Denim offers pockets and versatility, and New Balance 993 Sneakers ensure all-day comfort. For a playful touch, top it off with a Carhartt Canvas Cap and fun stripe socks. Easily layer up or down for all your weekend adventures.

An Effortless Evening Fit

When creating an evening outfit, elements from both office attire and casual weekend outfits can seamlessly blend together. A pair of dark wash denim is an excellent choice, especially Levi's® Skateboarding™ Cropped Carpenter Pants. The multiple pockets add practicality with a side of style. Pair your jeans with Bonobos Hudson Sweater Polo, the ensemble maintains a polished yet relaxed vibe.

Layering a textured Brixton Menswear Chore Coat adds sophistication and warmth, making it perfect for cooler evenings. Comfortable Clarks Desert Boot Evo round out the look, providing both style and ease for a night out. And last but certainly not least, grab Bombas Geo Dress Calf Socks to inject a fun surprise into the outfit. This combination strikes a perfect balance between casual and polished, ideal for any evening occasion.

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As you explore these outfit ideas to enhance your style, remember that you can experiment with pieces in your wardrobe that reflect qualities you love. If you find yourself tired of cargo shorts, seek out alternatives that still offer ease, comfort, and practicality. Consider versatile trousers or relaxed-fit chinos with ample pockets to maintain that laid-back vibe while refreshing your wardrobe. Which of these looks are you excited to try out first?

I hope you enjoyed this month’s edition of The Tip Jar! If you have more style questions or suggestions for future topics, feel free to share your thoughts in the comments section below.