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    • I’m building this around the dress route, letting the dark indigo shirt dress and Barbour jacket read as a clean, utilitarian column rather than breaking it up with separate top and bottom. The cinched dress under the boxier jacket balances structure and ease, while espadrilles and a denim tote keep it relaxed enough for off-duty city days and weekend escapes. The palette stays in deep blues, tobacco and soft neutrals so the whole outfit feels cohesive and quietly heritage-driven. Save
    Woolrich Linen blend belted shirt midi dress — The fitted dark indigo denim shirt dress echoes the jacket’s workwear heritage and tobacco stitching, creating a polished denim-on-denim column that the jacket can skim over without bulk. Woolrich Alternative selected — original item sold out +
    Burberry Canvas espadrilles — The Burberry espadrille loafers bring a lighter spring note and subtle check that complements the jacket’s utility feel while keeping the outfit casual yet refined for city days. Burberry +
    A.P.C. Denim tote bag — The Barbour denim-effect tote matches the jacket’s indigo tone and brass accents, reinforcing the relaxed preppy-utility story without overpowering the Self-Portrait dress. A.P.C. Alternative selected — original item sold out +
    Barbour Asker casual jacket Barbour +

    Unfussy, confident, ready for a whole day out. Let the cinched denim under the boxier jacket do the work, the flatter proportions keep it sharp without feeling stiff.

    Shop the Look

    Woolrich Linen blend belted shirt midi dress
    Woolrich
    Linen blend belted shirt midi dress
    $405 26% OFF
    $300
    Burberry Canvas espadrilles
    Burberry
    Canvas espadrilles
    $640 26% OFF
    $475
    A.P.C. Denim tote bag
    A.P.C.
    Denim tote bag
    $380 32% OFF
    $260
    Barbour Asker casual jacket
    Barbour
    Asker casual jacket
    $650 22% OFF
    $510

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