Urban Jungle

Urban Jungle

Summer for me was pretty much over when it started, and am I   complaining about that…. not really. I’m ready for fall, I   won’t lie. I    figured the best way to cap off perhaps the fastest summer yet was with a good transitional look that easily works for the summer but can definitely get by as we approach the end of the season and Labor Day coming up.


If you’ve noticed, animal print truly never dies as a trend. I  feel like I’ve seen it EVERYWHERE and the interpretations are wide ranging. A while back, I  picked up this read-cheetah inspired print from a Nordstrom sale and have held onto it for some time, as I  knew it’d come in handy for the summer. To make this otherwise more going out top more work friendly, pairing it with navy dress pants and a denim jacket


With a pair of burgundy tassel loafers to tie in the print, it keeps the look a little more playful, which I  think is a must with something like leopard.

The Levi’s denim jacket is a closet staple, mine’s in Mugito (dark wash), and pretty much goes with everything. I  upgraded from an oversized one I  have because it started making me feel 10lbs heavier than I am.

I’m honestly really excited to start a new season and embrace whatever changes in weather and wardrobe that the fall will bring!

Happy Friday,


Old Kid on the Block

Old Kid on the Block

It’s August 1st, as in… summer is already two months in, how did that happen? It’s probably been the fastest summer yet, and my attempts at consistently sharing posts just that a dream unfulfilled at this rate. But no need to dwell, I’m here now and really loving today’s old school look.

It’s been a fairly mild summer here in Chicago, which means I’ve still been able to wear long sleeves and jeans throughout the season. On a cool summer day, this TopMan (Rest in Peace) shirt felt like a must-have. This sweater-esque look has a built in collar and color blocked stripes in the perfect shades for summer.

When I  put this with a simple and classic wash pair of Levi’s, I felt equal parts touristy dad at Disney and Armie Hammer in Call Me by Your Name, a winning combo, right? There’s a 80’s vibe to this look that I can’t help but love.

Sometimes the best looks are the easiest ones. I  think we all know that a white t-shirt and jeans can be just as attractive and stylish as a bomber or printed shirt.

It’s not always about reinventing the wheel in your closet and finding the newest piece, it can be about bringing an old look back.

Hoping to bring back more old looks, and mindsets here, and soon!

Stay tuned,


Simon(on) Says…

Simon(on) Says…

It only took 2 months, but it’s starting to finally feel like summer in Chicago! With that being said, dressing for the office sometimes poses as a problem because the days of sweaters and light jackets are dwindling but I’ve still got to look professional.


I  was recently introduced to Beckett Simonon, a beautiful leather shoe company that makes quality leather dress shoes, boots and sneakers that can be worn year round. I    put together a summer work outfit that references summer but with a workplace twist.

I  love how the much detail was put into the shoes with the stitching and design that I  thought they’d be perfect with a khaki suit pant and then for a little pop, this tropical brown and purple floral print shirt. To make this more “summery” a matching bandana I  found in Atlanta pulled it all together. Classic on bottom, less traditional on top.

In terms of the shoes, they are seriously STUNNING. Even though some dress shoes scare me, for fear of me ruining them, they’ve been holding up and are extremely durable. For added comfort, an insole was included.


I’m wearing the Yates Oxford Broques which can be found on their site here.

I’m excited to wear these throughout summer and fall and can’t wait to check out what Beckett Simonon has in terms of boots later this year!

Hope everyone has a very happy Friday,

TW Baker




Sock it to me

Sock it to me

As summer begins to wind down, (it’s winding down, right?) that means fall fashion is about to round the corner, and I for one am grateful. As much as I’ve loved donning floral prints and colorful shorts for the past few months, I’ve started to feel a bit receptive in my wardrobe routine. How many times can I  change up a top and shorts. Contrary to the mean girl’s line, the limit does indeed exist in this case.

To get out of this little rut, I was given the challenge to try pairing a of socks from Style by Orion with a summer look to show that patterned long sock can work just as well as no show socks in these warmer months. When I  think of long socks, I immediately think of sports. Thought that might sound silly, I  think of golf socks, the gym scene in Grease, or even today’s tennis players. I figured it’d be more fun to take this look in that direction.

Processed with VSCO with e1 preset

Even though “sporty” is not a word I’d ever use to describe myself or my closet, I  liked the idea of pairing these fun polka dot socks with white sneakers to put a twist on the idea.  My favorite Brooks Brother’s sweater that I  scored years ago remains a classic. It feels like an old prep school pullover you might see the varsity team wearing.

Another reason I  really wanted to take part in this was because I  love that it’s founder is an Instagram friend, Ryan, who founded this company and designed the socks himself. It’s awesome to see his vision come to life, and extremely inspiring as a menswear lover myself.

I can’t wait to style these socks more, especially with fall on the horizon. For now, I’ll enjoy this month of sunshine and continue to stylishly tread through this Chicago heat wave.


Walk the Line

Walk the Line

Ah, what a month it’s shaping up to be! Just about half way through June and it feels like summer, which just began, can already be considered over. The best way to not lose sight of what’s right in front of me, is to just keep walking the line. Today I’m doing just that in a simple yet different look with a few new favorites.


It’s no secret that athleisure and more causal looks are becoming more and more frequent, but it’s also no secret that I’ve been slow to the trend. I’ve got a fairly old school approach to fashion but it’s always a good idea to accept trends in your own time. I’ve taken this idea in stride with today’s look.

I’ve based the whole look around these awesome pants from Top Man, that I  scooped up on sale for just $19! These are a close match. The lightweight material and the fun stripe drew my eye, and with a draw string waist, they’re a great throw on piece that can be dressed up or down. With fresh white sneakers, a summer must-have, they’re given a more casual feel. With loafers, they can easily be dressed up.


The cream colored sweater from Gap made me feel right at home and is the perfect solution on a windy Chicago summer day! The whole look is stylish but also effortless in a way. That’s perhaps the best equation for summer style.

Looking forward to sharing more looks this summer and hope you all enjoy this Father’s Day weekend!


Leave it to Levi’s

Leave it to Levi’s

Happy June everyone! Before I  get started on today’s post, I  wanted to extend another thank you to everyone who read my Pride post that I  kicked off this month with last week. Being vulnerable regarding something so personal is not easy, but the texts and other messages I received were so kind and sweet. I plan to share more pieces like that going forward!


Back to today’s look, I’m leaving it up to Levi’s. A denim jacket is essentially necessary these days. Mine’s been snagged from Urban Outfitters on sale about 5 years ago, and it’s served me well since. The wash has always served me well and it paired perfectly with shades of sky blue for an easy spring to summer look.

This jacket isn’t exactly the newest piece in my closet, but denim jackets only improve with age. Adding something custom like a patch, or pin is a really fun way to give it new life. I  took that sentiment a little further by having mine embroidered. A local pop-up shop was doing custom embroidery and I decided to get a cheeky phrase “Fuck Off” put on the back collar. It’s easily rideable but a fun way to show off my, at times, feisty personality and really claim this jacket as my own.


The top is a light polk dot print from Club Monaco. A Club Monaco sale is honestly my secret weapon. The quality of the clothes is better than the average, but so are the prices, so just wait out and pounce when the sale is right! 😉 I picked up that shirt during their mid season sale months ago. To mix and match patterns, I  slipped on my favorite striped van-like shoes from Brooks Brothers, a pair I  grabbed in the fall. A similar pair is linked here. Pattern play is actually one of my favorite trends, especially in the summer, since it’s all about having fun and trying different colors. The khakis help break up the whole look.

I’m loving all the possibilities that this nicer weather is giving me in terms of my wardrobe. It’s warm enough for lighter fabrics, but cool enough to layer! Looking forward to sharing more summer looks this month!