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My Umbro shorts from the 90s. Those things were the most comfortable things ever and I kept them around hoping they'd come back in style, but now they no longer fit. :
Comfort Shorts - The market's most comfortable shorts
Hands down the most comfortable shorts I've ever worn. Plenty of you guys have been asking when these bad boys are being restocked, and... | Instagram
The most comfortable linen shorts EVER.
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THE 2-IN-1 SWIM SHORTS - The World's Most Comfortable Shorts by SEAGALE — Kickstarter
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Spot Comfort Fit Shorts by Kaleidoscope | Look Again
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SAXX Men's Vibe Boxer Brief Woodland Camo
Here Are the Most Comfy, Stylish Men's Shorts to Wear This Summer