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Jessie and James Classics

Boys Classics


Our boy's Classic range includes some brand new pieces, available exclusively on our website. Checkout our new favourite look, the Patchwork Hoodie with the Baggy Trousers.

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  • Billy blazer
    This lovely soft jersey blazer featuring an unique historical cut back with little slit and contrast pockets and collar. It has two buttons to close and contrast pocket flaps each side. The jacket is completely lined in contrast jersey and has rib cuffs. Complete the dandy look with our Chirpy Chaplin trousers.

    100% double jersey machine washable 30 degrees

    Billy Blazer

    £71.00
  • Patchwork Hoodie

    Designed due to popular demand, everyone fell in love with the patchwork polo, so it made perfect sense to create a classic hoodie for boys with this design. An all year piece that works with any outfit.

    Patchwork Hoodie

    £55.00
  • Tip Toe Trouser

    Originally hand-made at home for our first baby 'Billy', Jessie started to design clothes for him and the 'Tip Toe Trouser' was the first. Now as our signature trouser, these are much loved in our collections! Take the comfort of a jogging bottom and add the coolness with a Jessie and James twist, offered in a classic navy colourway.

    Tip Toe Trouser

    £38.00
  • Peter Pan Shirt
    Fabulous blue oversized gingham shirt with navy sleeves and contrast navy Peter Pan collar. Fitted base and looks adorable with trousers and jackets

    Peter Pan Shirt

    £48.00
  • Baggy Trouser Front
    Another addition to one of James's classic designs, the Baggy Trouser is beautifully cut with a contemporary tapered 'carrot' shape for the casual coolness with a relaxed upper fit. It features a grey melange contrast waistband with an adjustable drawstring, frog mouth scooped pockets and turn-ups. As some say devil is in the detail, we purposely made the button loop in a strong red matching along with our 'JJ Chaplin' embroidery. So ditch the chinos and go for these stylish trousers for any occasions.

    Baggy Trouser

    £48.00
  • Admiral Shirt
    Admiral Shirt for boys is part of the new classics range from Jessie and James.  Great pocket detail on the shoulders with button detail and a lovely fitted shirt for boys in a truly classic red and blue check. Stunning on

    Admiral Shirt

    £48.00
  • Great Scott Trouser
    Great Scott Trousers in a medium weight navy cotton, great shape with slightly curved leg and can be turned up for styling. Classic piece for the boys wardrobe. 100% cotton 30 degrees machine washable Regular fit

    Great Scott Trouser

    £40.00
  • Sports Ribbed Shirt
    Sports Ribbed Shirt is on a fitted base and in soft navy cotton. The sports rib gives this shirt another dimension and is a great everyday shirt or for a special occasion for a new smart look.

    Sports Ribbed Shirt

    £45.00
  • Binary Bomber

    The Binary Bomber is now available in our classic navy and grey melange colourway due to popular demand. A superb, versatile piece that can be mixed n' matched with any of the boys pieces in the collection. It has a rich, gold / brass two-way fronted zip, subtle red- pink sport stripes on ribbed cuffs and featuring Jessie's signature 'squared-system' patch pockets for a unique finishing. A must-have jacket all year round.

    Binary Bomber

    £69.00
Set Descending Direction

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9 Item(s)

Set Descending Direction

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9 Item(s)

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