The 5 Comfy Basics I'm Wearing With My Stretchiest Jeans

Bobby Schuessler

In the realm of pants, I’m wearing either joggers or my stretchiest jeans at the moment to keep comfortable while at home with the current situation. While I recently covered some of the coolest items to wear with sweatpants, I thought I’d focus on the latter here with a debriefing on the next-level basics I’m teaming with my go-to jeans to create cozy yet chic looks. For reference, my favorite jeans right now are from Madewell. I wear the men’s version, but I like these in general because they’re made with stretch fabric with elastane.

The simple items in question all share the same qualities—easy, versatile, and always “in” given their timeless nature. To showcase the must-haves that look A+ with jeans, I included a snap of myself and also rounded up a range of past inspirational imagery from style setters wearing the basics I’m into with those stretchy or loose jeans. Keep scrolling for a bit of outfit inspiration to wear now or note for down the road. And if you’re shopping at the moment, I also put together my favorite basics and jeans.

1. Cardigan

Cardigans of all cuts have been trending hard over the last few seasons, but it's all about those roomier, extra-soft styles worn either as tops or layered with a T-shirt that work flawlessly with stretchy jeans.

H&M Rhinestone-Button Cardigan ($50)

Out From Under Courtney Cardigan ($39)

& Other Stories Cardigan ($119)

Levi's Wedgie Icon Fit High Waist Ankle Jeans ($98)

2. Comfy Tee

You can't deny the power of a jean-and-tee look. The trick is tucking in the tee for a modern vibe and choosing a T-shirt with an interesting twist like this muscle iteration.

Bella+Canvas Muscle T-Shirt ($34)

Topshop Raglan Crop T-Shirt ($14)

BP. Lettuce Edge T-Shirt ($25)

Good American Good Legs Jeans ($116)

3. Oversize Denim Jacket

One outfit idea I'm all about is my favorite stretchy black Madewell jeans with a slouchy denim jacket. I'm actually testing it out now for Zoom calls when I want to look cool up top—and I'll definitely wear this 'fit at a later date as well.

Topshop Oversize Denim Jacket ($45)

Madewell Oversize Denim Jacket ($128)

ASOS Design Denim Jacket ($64)

Madewell High Rise Skinny Jeans ($96)

4. Relaxed Shirt

A button-down is inherently polished and pairs easily with jeans. While this ensemble features a shirt tied for a cute look, I'm into the half-tuck vibe as well.

Treasure & Bond Dobby Classic Shirt ($69)

Eloquii Relaxed Button-Up Georgette Blouse ($70)

Madewell Oversized Shirt ($80)

Boyish The Dempsey High Rise Comfort Stretch Jeans ($158)

5. Slouchy Blazer

For those Zoom meetings when I need to look professional, I like the idea of a slouchy blazer and loose jeans to look polished with comfort still top of mind.

Reformation Major Twill Blazer ($248)

Treasure & Bond Menswear Plaid Blazer ($109)

Topshop Lemon Check Double Breasted Blazer ($125)

Mother The Tomcat High Waist Ripped Crop Straight Leg Jeans ($196)

Next, check out some work-from-home outfit ideas.

This article originally appeared on Who What Wear

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