Formalwear for Men, Minus the Stiffness

Formalwear for Men, Minus the Stiffness

Formalwear is loosening up, with tuxedo shirts worn under denim and ties hanging a little looser than they used to. This edit runs from suit jackets and cutaway-collar shirts through pleated trousers, derby shoes and silk ties. Read on for the pieces that still look dressed up without feeling like a rented costume.

Suit Jackets and Blazers, Loosened Up

The tuxedo has a birthday and an address. In October 1886, society columns reported Griswold Lorillard and his friends wearing a tailless dress coat at the first Autumn Ball in Tuxedo Park, New York. Wikipedia's account adds an earlier British cousin, a midnight-blue smoking jacket Henry Poole & Co. made on Savile Row in 1865 for the Prince of Wales, though it is honest about not knowing whether that jacket was a tuxedo as such. What interests me is how the dress code is being treated now. Vogue's Spring 2026 menswear report describes a runway opener of tuxedo shirts and jeans, cravats without shirts and loosened ties, and says menswear is not a suit, but not not a suit. GQ's September coverage of the Venice film festival goes further, with a whole list of ways to bend black tie. So the jacket is where I start. Officine Générale was founded in Paris in 2012 by Pierre Mahéo, who calls his point of view beautiful normality, and the Leon double-breasted in black wool-twill is a good example of it. Favourbrook's navy velvet Nehru blazer does evening without a lapel, and Hartford's teal corduroy Julian suit jacket does it with a shrug. What I would skip is the James Perse linen suit jacket for a cold-weather dinner, because it reads as a beach wedding the moment the sun goes down.

Collage of relaxed formalwear for men: velvet and corduroy suit jackets, cutaway-collar shirts, pleated trousers, derby shoes and silk ties

Dress Shirts, Cutaway to Classic Collar

A shirt decides how stiff an outfit feels, and these eight lean soft. Thom Sweeney was started by two Savile Row trained tailors, Thom Whiddett and Luke Sweeney, who met in 2003, and the Duke of York in white cotton and Tencel poplin carries that tailor's calm into ready-to-wear. Zegna is the other name I would look at closely. Ermenegildo Zegna founded his wool mill in Trivero in 1910, and the blue cotton-blend twill cutaway is a quiet way to wear that history with an open collar. For the Vogue look of a tuxedo shirt under something unbuttoned, the Favourbrook Marcella in white poplin is the one. Favourbrook began on Jermyn Street in 1990, and occasionwear is the whole point of the place. Dunhill's blue herringbone cutaway gives a tie some texture to sit against. My test is to leave the top button open and check whether the collar still holds its shape on its own. A good cutaway does, and a limp one will tell on you by the second drink. What I would skip is the Polo Ralph Lauren cutaway with the embroidered logo if you plan to wear the shirt under a dinner jacket, because the logo will peek out at the chest.

Suit Trousers, Pleated, Wide and Straight

If the jacket sets the mood, the trousers decide whether you can sit through a long dinner. Paul Smith made a pair of satin-trimmed wool and mohair tuxedo trousers, and they are the one piece here that says black tie on its own terms. Paul Smith opened his first shop at 6 Byard Lane in Nottingham in 1970, and it was about three metres square with no windows. Mr P.'s black wide-leg wool-fresco trousers are the loose answer to that. Pleats and a long drape move well when you stand up from a table. Drake's Mk. IV pleated moleskin in brown is a cold-evening alternative that does not want a tie at all. De Bonne Facture's beige corduroy comes from a label that names the factory on every garment tag, which I find reassuring in a pair of trousers you will wear for years. Try this at a fitting: sit down, cross your legs and check that nothing pulls across the thigh. What I would skip is the Ghiaia Cashmere white cotton-twill trousers for a winter wedding, because the color is a summer decision.

Derby Shoes in Suede and Leather

Derbies are the easy way out of a stiff formal shoe, with open lacing that sits fine under a trouser with some width. Church's Pentire in brown waxed suede is my pick for the group. Thomas Church opened his first shoe factory at 30 Maple Street in Northampton in 1873, and the company is still known for Goodyear-welted dress shoes made in that town. VINNY's Officer in burgundy polished leather is the most playful pair here. Virgil Nicholas started the Copenhagen label in 2019 and named it for his first son. He says he got tired of seeing men wear sneakers with suits at celebrations, and I have some sympathy. Common Projects makes the black leather derby for people who want nothing to look at, and its heel carries a line of gold numbers. The Officine Creative Sound 012 in black leather sits in the other camp. The brand, started in 1968 by Nazzareno Di Rosa in Montegranaro, puts each pair through a process of over 100 steps to look gently worn. Polish the black ones and brush the suede. What I would skip is the Sebago Jeffrey waxed-suede derby with a black-tie dinner, because the dark brown suede belongs at lunch.

Ties, Pocket Squares and a Bow Tie

The tie is where a loosened outfit can still show effort. Drake's started as a scarf business in London in 1977 and became best known for handmade ties, and its Folk Rider pocket square in ecru wool and silk gauze is a soft touch in a breast pocket. Anderson & Sheppard's yellow checked cashmere pocket square has frayed edges and comes from a house founded in 1906 on Savile Row that is known for the soft-shouldered English Drape cut. For a knit tie, the Mr P. green silk at seven centimeters is the right width for a loosened knot and can hang slightly crooked without looking careless. Rubinacci's blue printed silk-twill tie is cut a little wider at eight centimeters. TOTEME's black silk jacquard is a quiet pick. The Favourbrook pre-tied satin bow tie in black is the one I would wear with a tuxedo shirt and nothing else, in the spirit of that Vogue runway. A good rule is one patterned item at the neck or chest, never both. What I would skip is the Gucci red logo-jacquard tie when the evening is meant to be understated, because the red will be the only thing anyone remembers.

Dress Up Without Standing to Attention

The best formal outfit I can imagine now is one that looks dressed and moves like casual clothes. Start with the jacket, because it carries the whole outfit, and choose a texture that reads softly, like velvet, corduroy or flannel. Add one of the poplin shirts, left open at the neck. Then trousers with a little room, a pair of derbies you will actually walk in, and a tie only if the room asks for one. When it does, keep the knot loose and the fabric knitted or textured. I like to pick one formal anchor and let everything else relax around it. A satin-trimmed tuxedo trouser can sit with a plain knit and a derby, and a bow tie can sit with an open collar. That is the same idea behind the 1886 dress coat at Tuxedo Park, a formal garment trimmed of its excess. Formality has always been loosened by the people wearing it. So buy a jacket first, then shoes, then the shirt you will wear most. Ties and pocket squares come last, and they are the part you can borrow for the night.

More Pleated Trousers, Shirts and Derbies

Formal clothes only loosen up when the trousers give a little, so this shelf is mostly about the lower half. The Mr P. wide-leg pleated wool and the Oliver Spencer Orsman flared striped wool-blend are the relaxed end, while the Canali slim-fit wool-twill and the Dolce&Gabbana Sartoriale are the sharper ones. For colder evenings I like the Polo Ralph Lauren pleated wool flannel and the Mr P. tapered wool-flannel pair. Zegna's cutaway-collar striped poplin and the Boglioli button-down striped shirt both work open at the neck. The Church's Walker 02 and the Officine Creative Bariton Flex derbies handle the shoes, and the Zegna printed wool pocket square goes in the pocket. What I would skip: the flared Orsman pair on a night when you want a clean, narrow line.