Your personal bespoke tailors


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Frequently Asked Questions

How to measure for a men’s dress shirt size?

Off-the-rack shirts offer very little control over style, form or fit. Even if you have “regular” suit measurements, you may have to make significant alterations after your purchase. To ensure a seamless and hassle-free process, our team at Woolcott St Sydney will take all of your necessary measurements to ensure your men’s business shirts fit like a glove. Our master tailors will take into account your posture, build and personal requirements before measuring your neck circumference and full sleeve size. To ensure you’re satisfied with the final result, we offer multiple custom shirt fittings and provide extra variations, like different or additional buttons, linings or coloured stitching.

What do you wear with men’s business shirts?

Business casual is an informal approach to dressing and one notch down from formal business attire. While this dress code has evolved over time and adapted to modern workplaces, this style usually involves the inclusion of a crisp white tailored men’s shirt and a pair of navy dress pants or neutral-toned chinos. Since the pattern, detail and tie are removed from these business casual outfits, you can experiment with the top half by opting for men’s dress shirts that use jacquards, checks, plaids or small prints in fabrics. In the shoe department, opt for loafers, Oxfords, monk straps or derbies.

Where can I get a tailored men’s shirt made?

If you’re based in the Sydney area and are looking to have a custom shirt created to suit your exact measurements, head to Woolcott St Sydney to receive a premium garment made completely from scratch. We craft all of our formal men’s shirts and men’s dress shirts from the highest quality English and Italian cloth, creating authentic, unique and bespoke pieces that seamlessly fit and flatter your figure. To get started, book a fitting today or organise a virtual consultation at your earliest convenience. For all other enquiries or to learn more about our processes, get in contact with someone from our customer service team, and we will endeavour to get back to you shortly.

How long should the sleeves of my formal men’s shirts be?

If your wrist bones are exposed, or the cuffs disappear underneath the sleeves of your jacket, your shirt is too small. If the sleeves extend to the heels of your hand or the fabric bunches up where the cuffs end, your sleeves are too long. For an ideal fit, the sleeves and cuffs should fit close to your body while allowing space between the fabric and your wrists to ensure they’re loose enough to slide over your watch.

Rather than buying a shirt directly off the rack that may not fit your figure, we can work with you to help build a smart-business wardrobe that is specific to your profession and taste. Regardless of whether you wear a men’s business shirt to work every day or reserve this suave staple for special occasions, every stylish man needs at least one well-fitting garment in his curated wardrobe that will elevate his style.

What colour men’s dress shirt should you wear for a formal occasion?

Whether you’re attending an important business meeting, a wedding or a formal work function, for the dressiest of occasions, a tailored men’s shirt in a monochromatic hue pairs seamlessly with a tailed black tuxedo jacket. If a black-tie dress code is in order, you can either go for a tuxedo or a dark suit. Opt for a classic white turn-down collared tailored shirt that skims your frame appropriately and keep the overall look simple to ensure it doesn’t distract from the other minimalist elements of this classic attire. Pay close attention to the cut, fit, and detailing as a well-structured tuxedo or suit should be made with the highest quality fabrics. You can accessorise with a bow tie, a pocket square, brogues or lace-up dress shoes and cufflinks. For a structured look, opt for a shawl or peak lapel and for footwear, patent leather dress shoes are the ideal choice.

How do you style men’s formal dinner shirts?

Evening black-tie formal wear traditionally includes a white shirt with a waffle front, a single-breasted one-button dinner jacket, half lined trousers or a sleek navy tuxedo with a sharp vest and a bow tie. To add a touch of sophistication to your dapper evening style and ensure you arrive at the event in appropriate attire, you can team your tie with a matching handkerchief.

If the dress code is smart casual, you should wear a suit or chinos with a formal men’s dress shirt and a blazer jacket for a summertime event. If you need assistance finding formal garments, we can create bespoke, one of a kind pieces that will last you a lifetime. We have over 100 premium fabrics to choose from, and each new client undergoes a detailed analysis before our expert tailors suggest an appropriate solution. We can also offer a complete outfit, including shoes, ties, pocket squares and cufflinks. To ensure the longevity of your garments and the fit lasts, we offer an after product service for repairs and fluctuation in weight.