How Not To Look Uptight In Tailoring

Great style is very much about strong contrasts, so imbuing tailoring with an undone air gives it an unexpected nonchalance that really works. Here’s some street style inspiration for those of you who want to dress smart but not stuffy.

The utilitarian roots of denim immediately lessen the traditionally conservative image of tailoring. I also love how this stylist is wearing her shirt half in/half out. Again, it gives her look a slightly thrown-together feel. The silver pumps keep the whole outfit really contemporary, as do her white-framed sunglasses.

I love this look. The asymmetric hem of this gingham shirt dress gives it an edge, while pairing wide-leg trousers with trainers gives the outfit a strong urban, rather than office, vibe.

Throwing a utilitarian parka over smart trousers and a shirt is a really easy way to make your outfit look effortless and a little more “street”. I always think hands-in-pockets adds a sort of insouciance to an outfit that injects an instant sense of cool.

Despite the chic high heels and matching shirt and skirt, this ensemble is given a laid-back vibe simply by means of oversized, longer-length cuffs and an unbuttoned collar. It’s sexy yet casual too, which makes a great combination.