Vintage History - In the 1940s, Men Dressed in Short Shorts and Cowboy Boots to Serve Women at a Drive Through in Dallas, Texas. A woman complained that she didn't want to
![PAUSE Highlights: The Case for Pairing Shorts and Boots – PAUSE Online | Men's Fashion, Street Style, Fashion News & Streetwear PAUSE Highlights: The Case for Pairing Shorts and Boots – PAUSE Online | Men's Fashion, Street Style, Fashion News & Streetwear](https://pauseonline.s3.eu-west-2.amazonaws.com/wp-content/uploads/2021/07/218467131_847023899241859_9175666660425575972_n.jpg)
PAUSE Highlights: The Case for Pairing Shorts and Boots – PAUSE Online | Men's Fashion, Street Style, Fashion News & Streetwear
![Cowboy boots and a duster will transform your basic shorts. | How to Wear Shorts Anywhere — That's Not the Gym or a Festival | POPSUGAR Fashion UK Photo 16 Cowboy boots and a duster will transform your basic shorts. | How to Wear Shorts Anywhere — That's Not the Gym or a Festival | POPSUGAR Fashion UK Photo 16](https://media1.popsugar-assets.com/files/thumbor/ouxrmTF6uDHc808pEZtJf17831A/fit-in/2048xorig/filters:format_auto-!!-:strip_icc-!!-/2019/01/22/026/n/1922564/fed09c8e2cc56894_GettyImages-1035848202/i/Cowboy-boots-duster-transform-your-basic-shorts.jpg)
Cowboy boots and a duster will transform your basic shorts. | How to Wear Shorts Anywhere — That's Not the Gym or a Festival | POPSUGAR Fashion UK Photo 16
![PAUSE Highlights: The Case for Pairing Shorts and Boots – PAUSE Online | Men's Fashion, Street Style, Fashion News & Streetwear PAUSE Highlights: The Case for Pairing Shorts and Boots – PAUSE Online | Men's Fashion, Street Style, Fashion News & Streetwear](https://pauseonline.s3.eu-west-2.amazonaws.com/wp-content/uploads/2021/07/191813415_536945017452532_7840418334843442234_n.jpg)
PAUSE Highlights: The Case for Pairing Shorts and Boots – PAUSE Online | Men's Fashion, Street Style, Fashion News & Streetwear
![Shorts and shirt--- different type of cowboy boots but sooo would rock this at a Luke Bryan concert!!! | Cute concert outfits, Fashion, Concert outfit Shorts and shirt--- different type of cowboy boots but sooo would rock this at a Luke Bryan concert!!! | Cute concert outfits, Fashion, Concert outfit](https://i.pinimg.com/474x/ea/22/e4/ea22e4aa914632a0a6df836fd407b0b4.jpg)
Shorts and shirt--- different type of cowboy boots but sooo would rock this at a Luke Bryan concert!!! | Cute concert outfits, Fashion, Concert outfit
![Lottie Moss makes a leggy display in denim shorts and black cowboy boots in slew of sizzling snaps | Daily Mail Online Lottie Moss makes a leggy display in denim shorts and black cowboy boots in slew of sizzling snaps | Daily Mail Online](https://i.dailymail.co.uk/1s/2022/01/07/23/52677559-10380639-Stunning_Lottie_Moss_23_looked_incredible_on_Friday_in_a_slew_of-a-21_1641596432494.jpg)
Lottie Moss makes a leggy display in denim shorts and black cowboy boots in slew of sizzling snaps | Daily Mail Online
![Shirtless Jack Black high kicks and spins in cowboy boots and short shorts in hilarious dance on TikTok – The US Sun | The US Sun Shirtless Jack Black high kicks and spins in cowboy boots and short shorts in hilarious dance on TikTok – The US Sun | The US Sun](https://www.the-sun.com/wp-content/uploads/sites/6/2020/03/NINTCHDBPICT000574334797.jpg)