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Cute boxer shorts and pants outfits-that still look put together

Boxer shorts and pants are very trendy right now. As a mom of 3 who loves comfortable outfits, this trend is appealing. However, as I’ve always leaned towards the preppy style, I’ve had to put a lot of thought into whether or how I style the boxer shorts and pants I have so that I dont loo likea tenaage that just steppedd out of bed.

If you’ld also like to know how to style this summer trend in a way that looks put together, keep reading.

Why boxer shorts and pants deserve a spot in your wardrobe

There’s something really comforting about slipping into a pair of boxer shorts or easy pull-on pants, even for me as a preppy girl.

After wearing tight waistbands and stiff silhouettes, boxer shorts and relaxed pants are a gentle reminder: style doesn’t have to be hard. It’s an unexpected piece that you end up reaching out for again and again for all the summer meet ups. 

Boxer shorts and pants outfits to try

Lemon Stripe Days (Yellow Shirt + White Tank + Blue Stripe Boxer Shorts + Tan Slides)

This outfit feels fresh, fun, and easy to throw on. The bold yellow shirt adds a sunny pop of color, while the white tank keeps it cool and simple underneath. The striped boxer shorts are light and comfy, perfect for hot days—and the tan slides make it feel put together without trying too hard. It’s the kind of look you wear when you want to feel bright and breezy with zero fuss

Fun in the Sun (Yellow swimsuit + Striped Boxer Shorts + Crab Bag + Striped Sandals)

This outfit is perfect for warm days when you want to feel cute but comfy. The bright yellow top and fun striped boxers feel fresh and playful, and the crab bag adds a sweet little twist. Just right for beach days, holidays, or relaxing in the garden.

Soft and Cozy (Beige Cardigan + Check Pants + Woven Flats)

This look is all about feeling comfy but still looking nice. The check wide-leg pants are soft and easy to wear, and the cozy cardigan makes it great for cooler mornings or indoors. The flats add a bit of charm without trying too hard.

Sweet and Simple (White Blouse + Pink Gingham Shorts + Black Sandals)

This is such a lovely look for summer. The pink gingham shorts feel soft and girly, and the white blouse makes the whole outfit look neat without being fussy. It’s perfect for errands, school runs, or even a picnic in the park.

Laid-Back Weekend (Navy T-shirt + Green Striped Shorts + Green Beaded Sandals)

This one’s for days when you want to keep it casual. The soft tee and easy striped shorts are great for lounging or walking around. And those green sandals? Just the right touch to keep it fun without overthinking it.

Light and Airy (White Tie Top + Blue Striped Pants + Pink Slides)

These pants feel like pyjamas, but the outfit still looks smart. The top has sweet little bows, and the whole look is super light and breezy. Great for coffee dates or just feeling put-together while staying comfy.

Sporty and Cute (Graphic Tee + Red Striped Shorts + Blue Trainers)

This one’s playful and relaxed—like something you’d wear on a fun day out or when you’re chasing kids around. The striped shorts are soft, the tee is loose and comfy, and the blue sneakers tie it all together in the best way.

The best Boxer shorts and pants to buy now

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