Two Date Night Looks from Jack Wills

Craig shows two looks from Jack Wills suitable for date night.

Established in 1999, Jack Wills have taken their place on the high street and in our wardrobes. With their British heritage style they offer a great range of every day clothing. You’re not going to find suiting or too much smart wear here, as the clothing they offer is more suited to a relaxed weekend style. But after that Valentines card that you received, it’s time to make that call and set up your first date! And I’m here to help you with this sponsored post, showing you a couple of Jack Wills looks.


So, keeping things a little smarter, this first look will be suitable for a restaurant date, not too fussy but smart enough to show that you’d made an effort. Navy blue is a classic colour and you just cannot go wrong with chinos. These are the Ellesmere slim chinos and are priced at £57.95 and are made from a soft cotton.

I’ve teamed the chinos with the classic Hinton stretch skinny white shirt. Just watch the red wine and pasta sauce! The shirt is made from cotton with a little stretch to give a more contoured look. Time for the gun show 😉

To finish the look I’ve chosen the Kilcreggan black suede chelsea boots, with a leather sole, they are a great addition to your wardrobe and are a staple items every guy should have. To keep off the spring chill and to give you the opportunity to offer your coat in true gentleman style when you leave the restaurant, we have the Dundraw Mac. Timeless and classic it’s fully lined and garment washed to give a vintage feel.


Look two is a little more relaxed, so would be suitable for the cinema or a pub date. I’ve again used chinos as I’m not a fan of jeans on dates, for me they’re just too relaxed. Okay if you’re off to a theme park for your first date maybe, but otherwise, keep it smarter. These are the Barberry slim chinos in sand. Also available in olive they are a classic rigid cotton twill chino.

The shirt I’ve chosen is the Wadsworth oxford stripe shirt. With button down collar and a slimmer fit you can wear it with the top button and cuffs done up for a trendier look or undone with the sleeves rolled up for a more relaxed effect.

Footwear for this look comes in the form of the Kilpatric desert boots. Available in Khaki, taupe and tobacco they are again a great boot to have in your armoury. To finish the look and keep things informal, I’ve gone for the Broadwick flight jacket. Also available in olive, this jacket will finish the look perfectly. You could of course switch the jacket out for a blazer for a smarter look which would work just as well with the chinos, shirt and boots. The choice is yours!

I hope you approve of the two looks that I’ve pulled out for you today. Are you a fan of Jack Wills and don’t shop anywhere else? If so what are your fave pieces this season? Maybe you’re new to the brand and are interested in trying them out? Either way it’d be great to hear from you so please feel free to leave me a comment and I’ll get back to you. Thanks for stopping by.

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