Your Men's Personal Stylist and Custom Tailor

Custom, Tailored Menswear (Sydney)

We help men in Sydney look amazing everyday. We are passionate about styling and creating quality custom outfits that highlight and elevate your personal brand.

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Call or SMS: 0447 474 777

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Why Choose A Personal Tailor?

Exclusive Service

We will dedicate our time exclusively to you, by private appointment, let's meet and discuss your fashion needs. Avoid the stress of crowded shopping centres and busy car parks.

Expert Advice

Over 15 years experience in fashion design, retail and styling, you can be confident that you are in good hands. We specialise in personal styling and custom, made to measure clothing.

Fit Guaranteed

You get to custom make the complete outfit, just the way you like it with a perfect fit guaranteed. Don't settle for an untidy personal image, your inner child deserves better.

Shop from home, men's custom tailored wedding suits

Your Premium Men's Style & Tailoring Service
A personalised one-on-one service in Sydney's north shore. Delivering quality and value.
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Tailored to Individuals

1. Personal Style Appointment

The first step is we meet at our style studio by appointment. Your personalised shopping experience begins with a creative conversation with our designer. As we exchange ideas and journey through a range of luxury fabrics, colours and style options, the masterpiece that is unique to your personal style starts to bloom.

2. Made to Measure

The next step is to try on the different garments for style and fit. We invite you to our studio, gather all measurements and fit requirements. The measurements are then used to create or source custom made and personalised pieces that build the complete look that is unique to your personal style and preferred look.

3. Final Touches and Delivery

The final step is the delivery. The VIP shopping experience means all orders will be professionally pressed and delivered to you. Any final alterations if required are completed, we manage the complete process to delivery. We recommend planning 8 weeks ahead, to make sure we meet all deadlines with ease.

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Our Timeless Wedding Collections


Ashan was absolutely fantastic. He gave me some great advise and direction when deciding on the suits (I had no experience when it came to styles/material/colours and he was able to guide me through), he went above and beyond meeting with us for fittings and made a group of guys in every shape and size look amazing on my wedding day. Very much appreciated!

Mark Judge (Google Review)

Outstanding quality, wonderful service! I have had a bespoke suit and four shirts tailored. I have just ordered three more shirts and another suit. Once you have a suit or shirt by Ashan you won't buy anywhere else. I am barrel chested – nothing fits me. I tried tailors in Sydney city, but they never quite fitted. I now have a fantastic suit that fits me like a glove and just love to wear. Ashan goes out of his way to help – I was fussy and changed my mind several times but his superb level of customer service never wavered. And when time was tight he went the extra mile to ensure I received my shirts before I headed a major conference. I'm delighted and cannot recommend them enough.

Karl Maton (Google Review)

Ashan provides excellent service and is very passionate in what he does. This reflects in the quality suits and shirts that he has provided for me. I would highly recommend Winslow to anyone

David Kim (Google Review)

Ashan's service and quality was absolutely amazing. He provided fittings at my place late in the evening to suit me and came out with an excellent custom suit that met my needs as a dancer. He also was able to meet a tough deadline. I cannot recommend Ashan more to anyone who wants to be looked after from start to finish.

Milton Lai (Google Review)

I would like to say that Ashan and the team at Winslow far exceeded my expectations when it came to my wedding suits. Getting 4 suits tailored made in relatively short period of time was truly impressive. The quality of service received from Ashan was just outstanding. The home meetings made all the difference. He came over at times that suited us - sometimes even at 10pm. You don’t get this service anywhere else! I was also impressed that the bespoke suits are Made in Australia. This meant that Ashan and the team can alter my suit quickly if needed. I couldn’t fault the quality of the material, style or workmanship! And then receiving the final product - WOW. On the big day my groomsmen and I felt amazing. All day I was receiving compliments about my suit. If you want your suits to stand out from the crowd, I highly recommend Ashan and the team at Winslow. They will make sure it is perfect

Clyde Gonsalvez (Google Review)

Winslow is a leader in image consultancy, personal branding and quality made to measure clothing. Ashan is an artisan; knowledgeable and creative, taking a custom approach to whatever you need. He brings quality, style and convenience to the tailoring experience.

Mark Bilton (Google Review)

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Our favourite shoppable looks, custom made to fit your body.

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Men's Wedding Fashion and Men's Wedding Style

Style Blog

Style Tips and Inspiring Content



    • The standard time frame to plan your wedding suits is around 12 weeks from order confirmation to final delivery.
      It gives us time to source fabrics and custom make each of the outfits for the Groom and Groomsmen, including any final alterations if needed.
    • The price range of made to measure outfits depend on fabric and construction. The general pricing structures are as follows:

      Product Range Average Made to measure
      2 PC Suit Range (Pant and Blazer) $899 - $3500 $999 Yes
      Shirt $199 - $399 $299 Yes
      Chino $199 - $699 $299 Yes
      Casual Blazer $499 - $1200 $699 Yes
      Silk Bow-Tie $79 - $149 $79 No
      Silk Tie $99 - $199 $99 No
      Silk Pocket Square $49 - $129 $49 No

      (The above pricing includes made to measure and no additional alterations costs)
      To discuss your specific wedding needs, simply send a message of what you are thinking via the customer support link and we will get back to you within 24hrs. We are flexible with pricing as we are able to source various fabrics and use different construction methods, starting at a price of $699 for 100% Wool custom made to fit. Our premium merino wool suppliers include Dormeuil, Huddersfield and Holland & Sherry.
    • Our service is catered towards the busy professional, we understand that walking around stores for a whole day is a luxury that most of us do not have with our busy schedules. We either come to you, or you can visit us for a private showing at a convenient time on the weekend. We bring with us samples for you to view and try, and a wealth of experience to guide you get the perfect look for any occasion.

      We are flexible with visiting hours and work on appointment basis, all the way to 11.30pm at night. Our preferred options is by appointment at our style studio as we can display more samples and outfits to you, which is too much to carry with us on home visits.

      If you want to make a booking just send us an email via the customer support link, and mention your preferred times.
    • The most obvious difference is the convenience, you do not have to worry about busy car-parks, crowded shopping malls or un-safe environments, our appointments are private and one on one. All our staff are fully vaccinated. As time is perhaps your most valuable commodity, we save you loads of time, by sourcing the complete look to an exact fabric colour, fit and style specification.

      Most retail stores are limited to a range that is in store, which includes fabrics and colour. We have over 1000 fabrics and styles to choose from, including different shades of the one colour to get the right colour to match your style requirements, do not settle for limited options.

      We offer unlimited personalisation, which means you are able to personalise the look, and each item to express a bit of your own personality, and own an unique piece that is not available in mass market stores. It is hard for mass market stores to offer this as they are committed to a range and fabrics that they have purchase to sell in volume.

      Our suits are custom, tailored to each person and hence you will not have to worry about the fit or do any drastic alterations that ruin the final balance and proportions of the suit.

      The level of service is perhaps the strongest point we would like to make, with Winslow you are dealing with a qualified fashion designer and stylist with over 15 years of experience in design knowledge, garment construction, fashion styling and retail service.
    • This is simple, before we agree on the fit you would have tried a garment and we have agreed on the desired look and the fit that works best for you. Once all items are delivered we offer a fit guarantee, which means any further alterations if needed are done free of charge. There are made to measure and bespoke options when purchasing a suit, we are very confident we will be able to deliver the desired fit.

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