How To Look Timeless

How to Look Timeless

A very long time ago I decided my style was not trendy. I could never quite fit in wearing the clothes I wore.

In middle school, I was sported berets and trench coats. In high school, nude pumps, totes, and blazers.

For me, looking timeless was my art – I was expressing myself as a person: the girl who would rather watch film noir, read books about Burberry and Chanel, and shop for vintage clothing and items.

That’s who I was. That is who I always will be.

A while ago, I got asked a question that prompted me to write this post. Because it wasn’t a simple question. In fact, the woman who asked it of me was rather curious and wanted to know how she could also do this one thing. Here was the question:

How do you always look like you stepped out of  an old timey french film?

I had mixed feelings about the question – I always got made fun of for being too “vintage” or “classic”.

She however proceeded to say that she wanted to know how I achieved a classic and timeless look because it was more in line of how she wanted to look everyday. But she wanted it to feel natural.

It is natural – and it’s fairly easy. Looking timeless is not complicated. The whole essence of a timeless look is to look and feel effortless, cool, modern, yet classical. So I’m going to share with you my style tips for achieving this kind of look.

How to look timeless

How to look timeless


1. Avoid Too Many Trends

Neon, crop tops, and rose gold colored everything are great for a modern wardrobe. But if you’re going for a timeless look, you’ll want to avoid wearing too many trends. Stick to classic shapes, styles, and colors.

However, please remember I am not saying to avoid trends completely, just nothing too exciting.


2. Wear Classic Cuts

The trend now a days is to wear slightly oversized clothing items – which is great for a modern look, but not a timeless one. Go for something that suits your body shape and is also structured. Fit & flare, slip, and midi dresses are all very timeless. The same goes for swimsuit cuts like triangle, one-pieces, and bandeau. All very timeless.

Also skinny jeans are pretty timeless in their own way because of the slimming cut. So don’t think you need only skirts & dresses. Pants and shorts can be timeless too.


3. Tailor Your Whole Look

From getting things resized properly to making sure your makeup is perfected, it is important to not only look your best, but feel good too. Proper tailoring of clothes will make the world of difference in your timeless appearance. Also tailor your makeup and skincare to appear clean, professional, and not overdone. Practice your signature timeless look until you feel confident!


4. Add Simple Glamour

What does it mean to be glamorous? It is the art of refined luxury in an approachable way. I like to take this as meaning adding only a touch to your everyday look. You can add simple glamour by wearing a big statement necklace but keeping the rest of your look very subtle. It’s the way you walk – head held high, not looking down, and smiling as you go. It’s the cat eye sunglasses you wear as you slightly pull them down from your nose to read a cafe menu. Add simple glamour in the littlest ways for maximum effect.


5. The Importance of Time & Place

Being timeless does not mean showing up in costume or a really elaborate vintage item. I want to really hone in on the point that being timeless is only 50% of how you dress. But it is important that when you do put on a timeless outfit, to remember that there’s a right and wrong place to wear something.

This is a rule that all luxury/classic outfit wearers know. It’s not appropriate to show up to work in a designer ball gown nor is it appropriate to come in with highwaisted jean shorts.

The point here is to dress to the time and place you’ll be heading – be mindful of dress codes, time of day (for your makeup look), and what kind of accessories are needed or not needed. I wouldn’t, for example, wear this dress to work. I would wear it for a stroll or an event however. Just adding/taking away accessories can fit it into an occasion wear outfit.

What does being timeless mean to you? Leave a comment below!


So….what kind of things do I need in my closet for a timeless look?

I answer this question in a whole separate secret blog post that’s avaliable to my subscribers as n ebook! Simply fill out the form below and you’ll receive a copy in your inbox for FREE. And the items listed there? Let me tell you, you’ll be thankful they’re in your closet because you’ll become that stylish and timeless friend.

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  • What do you do when you want to pack light but like a lot of outfit changes? 🤔👗 Why, still pack all the outfits, of course! 😀
Ok, i know, unrealistic, right? But it is possible! On my last trip I packed a whole weeks worth of outfits in a carry on - new outfit each day too. It was such a great success that I decided to write about what packing tips have helped me the most. And please, none of that "get this new suitcase" stuff 😂 Any old suitcase will do!
Click the link in my bio to read the post, watch the tutorials, and get packing for your next #vacay - where are you heading to next?
  • My photographer thinks that this particular pose reminded them of pictures of vintage hollywood stars. Also calls this the “Princess Margaret” because it’s a pose she did that we took inspo from. What do you think?
Being timeless is not just about what you wear, it’s an attitude 💄🕶
In middle school & high school I wore berets, trench coats, and loved everything vintage. I was the odd one out. But now I embrace a really timeless wardrobe. It’s classic, simple, but still glamorous.
Click the link in my bio to learn how to look timeless in just 5 easy steps. And no, you don’t have to wear only vintage. I am proudly a modern vintage blogger and everyday clothes can still be timeless!
Let me know what you think of the post!
The dress I’m wearing here was from @modcloth - several years ago (but it still fits like a charm). The camera, however, is not reproduction. Authentic vintage circa 1930s/40s.
  • I'm all for accessories that look expensive but are in fact, such a steal. This beautiful purse for example? $24! Don’t you just love things that look expensive but aren’t?
Looked gorgeous for the rosé terrace event. I was surrounded by luxury handbags and all I could think was "oh my goodness, this purse looks even better"
If you're looking for the perfect blush or straw purse, this one is it! Click the link in my bio to shop, or watch my stories! You can also shop my daily looks by following me on the app #liketkit
  • There's a rule for the Printer's Row Lit Fest: If it doesn't rain at least one day of the Lit Fest, it's not a proper Lit Fest! And rain means good luck.
And what luck I've had meeting my new friends at @thecoopersouthbank - a new residential property opening up near the Chicago River's south branch! I just checked out their tent, learned about their amazing property (it's gonna have many amenities & things to do), and of course, checked out some books! #thecoopersouthbank #ad
Stop by their tent: JJ and check out all the wonderful books for sale, learn about their artistic roots in Chicago, and grab a tote so you can pile dozens of books into - believe me, you'll need it!
How many books do you think I'll buy today? 10? 20? Who knows....
  • The world looks better through rosé colored glasses 🕶 Happy #nationalroséday 🥂
Spent the loveliest afternoon at the Roses & Rosé Garden Rooftop party at @thegwenchicago - If you’re local (or just visiting) make sure to check out this hotel! It was the perfect Rosé party with delicious foods all made with Rosé!
It’s beautiful. The words I would use to describe it is simply luxurious. The interiors are sophisticated but subtle with deep colors & metallic accents. The rooftop was spacious yet very cozy. I secretly wanted to take home the chair I was sitting in! 😂 Don’t think I would have gotten too far.
I had so much fun dressing up for this event. I wanted to show you my lace dress but I ended up taking this close up instead 📸 My lace dress is linked in my bio & if you watch my stories, you can see my whole look!
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  • Probably looking at pictures of cats 🐈
But when I'm not looking at cats, I'm working 📸. Eternally grateful I can use my iPhone to take quality photos for myself and my clients. I say this all the time and i'll say it again: you do NOT need an expensive DSLR to take pretty pictures for your blog or business. Practice, hone in on an editing style, and play around with light. The more you practice, the better you'll get.
Phone accessories like tripods, and ring lights can help. But you really only need one thing - a case! Sometimes when I'm trying to take the perfect flatlay shot, I drop my phone 😱 Thankfully, I have a strong and beautiful case to protect it 🙏🏻
The case pictured here is a Hailee x iDeal Case @idealofsweden in Striped Rose (how very vintage and Bijou!). Right now, my readers can get 20% off this case with code: HAILEEXUS
Click the link in my bio to check it out (all phone models avaliable), or shop my daily pics by following me on the app #liketkit --
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