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Jessie and James Cheeky Chaplins

Boys Cheeky Chaplins


Explore the Cheeky Chaplin featured pieces from Jessie and James. We've chosen our favourite pieces that show off our love for Charlie Chaplin. Keep an eye out for our signature red bowler hat!

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  • Jersey Shirt Grey

    What boy wouldn't want this? A classic fitted shirt with the comfort of jersey for a sports inspired style that any boy will love. Made in cotton double jersey for a warm sweatshirt feel, the shirt also features a gingham contrast on the inside front placket, sleeve cuffs and collar and is branded with our 'JJ Sports Club' embroidery. Get the full matching set with the ‘Wrap Me Up Blazer’ and ‘Chaplin Joggers’.

    Jersey Shirt Grey

    £53.00
  • Classic '5' Pocket Trouser Indigo Denim

    These awesome jeans are new denim classics for the young Jessie and James gentlemen. In a slim fit with a straight cut, we chose a denim fabric that is not only strong but has stretch characteristics for optimum comfort. We’ve decorated the jean with engraved 'Chaplin hat' rivets, embroidered ‘scout’ style badges, a Chaplin press stud on the waistband, branded leather patch and have bound the seam in our ‘Punk Check’ shirting which is revealed on the turn ups. Pair with our 'DL Fronted Parka Jacket' with matching badge emblems.

    Classic '5' Pocket Trouser Indigo Denim

    £65.00
  • 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
  • Seekers trouser navy

    Lets show the boys up girls! Or visa versa with these cutting edge unisex fitted jersey trousers. Envelope pockets and long leg ribs give this ethnical cut a modern twist. Featuring hidden button placket in the front and elasticated waistband. Composition 100%cot, machine washable 30 degrees

    Seekers trouser navy

    £48.00
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