Footwear

Since the days of The Squire Shop, our shoe collection has always been a focal point at John Simons. Explore our range of Ivy League classics, including suede chukka boots from Astorflex and Original Playboy, iconic penny and beefroll loafers by Rancourt, and robust workwear options from Paraboot, as well as much more. Our collection ensures you’ll step out in 4/4 style, wherever your journey takes you. 

VINTAGE COLLECTION

Selected vintage, deadstock and one-off pieces curated through the discerning eye of John Simons. From classic Ivy League pieces of yesteryear to exquisite British tailoring, shop our one-off items and stand out from the crowd.

SHOP HERE

Journal

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  • A to Z Ivy Book Signing with Graham Marsh & Kamakura Pop-Up
    • Editorial

    A to Z Ivy Book Signing with Graham Marsh & Kam...

    A huge thank you to everyone who joined us for the A to Z Ivy book signing and our Kamakura Pop-Up on the 2nd July. It was a wonderful few...

    • Editorial

    A to Z Ivy Book Signing with Graham Marsh & Kam...

    A huge thank you to everyone who joined us for the A to Z Ivy book signing and our Kamakura Pop-Up on the 2nd July. It was a wonderful few...

  • Ivy The Elephant & The Tyner Shirt

    Ivy The Elephant & The Tyner Shirt

    Follow Ivy The Elephant's journey to No. 46 Chiltern Street in search of the Tyner Handwoven Shirt. View this post on Instagram A post shared by John Simons (@johnsimons1955) Music...

    Ivy The Elephant & The Tyner Shirt

    Follow Ivy The Elephant's journey to No. 46 Chiltern Street in search of the Tyner Handwoven Shirt. View this post on Instagram A post shared by John Simons (@johnsimons1955) Music...

  • Seersucker Summer
    • Editorial

    Seersucker Summer

    Much like its colourful counterpart, Madras, Seersucker is most definitely deserving of a chapter within the history of Ivy. One need only glance at the pages of Reel Art Press’ Jazz...

    • Editorial

    Seersucker Summer

    Much like its colourful counterpart, Madras, Seersucker is most definitely deserving of a chapter within the history of Ivy. One need only glance at the pages of Reel Art Press’ Jazz...

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