Perfect Pairings

    There's no doubt that accessories can transform an outfit. Picking out the perfect shoes and handbag can dress an outfit up or down. They can also freshen up pre-existing pieces in your wardrobe, giving you more versatility out of previous investments. We've picked out some of our current favourite shoe and handbag combinations to give you some inspiration.

    Deadly Ponies 'Porter Tote' x Miista 'Abril' Boots

    The Porter Tote is the perfect leather tote bag for a the modern, busy woman. Large enough to carry everything you need plus more, the Deadly Ponies Mr Porter Tote is the versatile, large bag you’ve been searching for! Complete a removable, washable interior lining that includes a zip closure for added security and versatility.”

    The Abril mid-calf boots by London-based brand Miista are a statement boot handcrafted in Spain with soft black leather. The platform and memory foam make these feel more comfortable and less high than they look!

    Deadly Ponies Cloud Bender in Macadamia x Abigayle 'Paris' Boots in Tan

    The luxurious Deadly Ponies Cloud Bender is the ultimate collector’s item. The soft Macadamia leather is the perfect neutral hue every season. This bag will be that treasured piece you’ll keep for years to come.

    The Paris ankle boots are by Abigayle, an exclusive brand to Head over Heels – a design collaboration with designer Carrie Cooper. Handcrafted in Spain with buttery soft leather, you won’t want to take these off all season.

    Deadly Ponies Ripple Midi x Halmanera 'Noah' Boots

    The Deadly Ponies Ripple Midi handbag is perfect for someone who loves a more structured bag. The perfect medium size, this is one that you’ll keep with you from day to night. With a slight vintage feel, this elegant shape won’t date and will last a lifetime.


    The Halmanera Noah boots are handcrafted by a team of 13 artisans in the Le Marche region of Italy. Despite the higher heel they are extremely comfortable, with the block heel and soft leather. The Taupe coloured leather is not too warm or cool, making them easy to pair with a range of colours in your wardrobe.

    Deadly Ponies 'Mr Sling Micro' x Wonders 'Zuka' Boots

    The Deadly Ponies ‘Mr Sling Micro’ fits all the essentials. With two removable leathers straps and a removable chain strap, there are a multitude of ways to wear this style. For everyday, attach the long strap and wear him crossbody, or for night, take the long strap off and attach the chain strap.

    With lightweight rubber soles and memory gel cushioning, the Wonders Zuka boots make a great everyday chunky boot. The stretchy fabric hugs your ankles, creating the perfect snug fit.

    Deadly Ponies 'Bowman Midi Stingray in Truffle' x Ardour 'Isla' Boots in Brown Croc

    The Deadly Ponies Bowman Midi is a unique design with enough space to carry around everything you need from day to day. The Stingray leather is a new texture by Deadly Ponies, in the perfect warm brown hue - Truffle. We love how the textured leather catches the light, and the drop handles are the perfect height to pop over your shoulder.

    The Ardour Isla boots in Brown Croc are handcrafted in a factory in Spain just for Head over Heels. The platform sole provides height without sacrificing comfort, and the textured croc leather sets these apart from your ordinary brown ankle boots.

    Deadly Ponies 'Mr Mini Leopard' in Basil
    x Beau Coops 'Forester' Boots

    The Basil colourway is a fresh pop of colour that’s always needed over the cooler months. The Deadly Ponies Mr Mini Leopard handbag is great for those love a pop of gold, with the brass chain

    The Beau Coops Forester boots are a sleek ankle boot with a low heel. We love the square toe and sleek seems that run down the boot that give this style a point of difference.


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