We Meet Again

We Meet Again

This blog still exists? Hell, TW still exists! …. Deep sigh…. yes, it does and yes, I do. When I     logged into my account to assess the state of this blog, I  realized my last post was in December. (YIKES) Even if we took away the obvious excuse of the pandemic, it’d still been 4 months of radio silence.  Being extremely devoted to my job has often made time for passion projects like this very hard for me to make time for. On top of that, I  spent most of 2019 trying to balance daily life with a family health scare that made me shift focus and prioritize.

I’ve realized during this time of quarantine that creativity (through writing, through design, through fashion) is something that I need in order to feel fulfilled. Regardless of the level of engagement it may receive, I’ve missed expressing myself through this channel.

Now more than ever, it seems ill-timed to share something as “fluffy” as a post about a look or decorating. I’ll see others on Instagram and admittedly roll my eyes at the level of tone deafness that some posts can come across. At the same time, even when I  sat down to hand-write something in a journal, I immediately felt better. There is a sense of release and a therapeutical aspect that this avenue brings me, and I think it’s worth continuing to explore.

With that said, how does one return to the fold with true witt and style form? As any good gay blogger would do…. with a fresh highlight and an ASOS printed shirt, of course, ;). Haha, joking aside, the power of a new haircut and feeling like I’m wearing a “look” and not a groutfit has already lifted my quarantine ridden spirits.

Lots of friends have been moving this summer and seeking advice, which has in a way sparked my want to add more content on home design, so I’m hoping to do so plus the usual style posts and intermittent thought pieces too.

For those still reading this psychobabble, I appreciate your continued support and hope you’re hanging in there. There’s a lot to process and even sometimes getting through a normal day is daunting.

Looking forward to sharing a bit more here soon,

TW

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,

TW

Pop of Preppy

Pop of Preppy

It’s been a hot minute… or month, since I’ve posted about an outfit. Perhaps I’m distracted by all my bachelor posts or perhaps I’m just overwhelmed with how crazy busy the last couple of months have been. Either way, I  finally have a chance to sit down and break down a new look.

With years of prep school under my belt, I used to be extremely preppy. At the time, I  thought I  was EVERYTHING in my Vineyard Vines, seersucker pants and the latest Sperry’s. Just the thought of some of things I used to wear, yikes! When I moved to Chicago and realized I was a pastel fish out of water, I started adopted a more city-friendly look.

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At my core though, there is a still a little bit of a preppy left in me. With today’s look, I  feel like I’ve been able to merge together a more modern preppy aesthetic without looking too “school boy.” The look is really entered around this TopMan white sweater with striped neckline. White is not usually my first color choice, but the bold stripe reminded me of a collegiate style sweater that could be come an instant classic. Winter whites are always very fashion forward too.

If I  were to pair this with khakis and a white button up, I think it’d start to look like a school uniform. Instead, a navy turtleneck and blue plaid pants break this up and make the whole outfit more contemporary.

When it comes to style, we can never truly change our spots completely. That’s me when it comes to being preppy, and that’s not necessarily a bad thing. Once the weather starts to break, hopefully I’ll be able to share more outfit ideas.

Stayed tuned for developments with Bachelor, home design, travel and fashion soon!

-TW

Blue Velvet

Blue Velvet

We’re officially one week into January and resolutions are still in play, the new season of The Bachelor has started (and I already despise all the girls) and I’m back with a new look post to start the year off stylish.

The start of a very long winter typically makes sweatpants and bulky sweater even more appealing than usual. I’m trying my best to make sure I  try to shy away from my tendencies and embrace dressy looks and try new options the season. This look is a great example of that. I’ve already welcomed turtlenecks with open arms, but now it’s about how to pull in other pieces like blazers to dress them up.

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This navy velvet blazer is a such a show stopper in this winter look. Against my white turtleneck from Uniqlo is great for a day at work when you’re feeling a little fancy and even better for night out in the winter. Instead of going for the standard khakis or black pants, I  went for a cobalt blue color, to add an extra pop. A pair of printed pants would be another way to add texture to the look!

I  love this look because it’s just an easy way to elevate a rather easy winter ensemble. Anytime you add color, texture, or pattern, especially with basic pieces, it’s a win. Here’s to hoping our outfits and resolutions remain in tact as we get through the first month of the new year!

-TW

Polar Express

Polar Express

It’s been quite a fast and excited holiday season so far! I’ve barely had a chance to catch up after an amazing and much needed respite in the tropics and heading right back into work full steam ahead before Christmas. Coming back from a island vacation means fasting the harsh reality that freezing temperatures are here and here to stay. The only thing that’s a positive is that that means layers and more looks.

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I  got a chance to work with both Express and Banana Republic to come up with a winter look that works perfectly as a transition to these colder days ahead. I’ve been loving these dark floral patterned prints as a way to nod to fall but in a color palette more appropriate for winter. They’re great for layered with dark tees as well! This shirt pairs perfectly with these black fitted black chinos from Banana Republic Factory.

I  cannot stress how great these pants fit! Slim but not too slim, and give a lot of shape through the hips and back! I  think it’s easy to go for jeans when it gets colder, but a great fitting pant should be the next best option sitting in your closet.

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An easy bomber, this one is TopMan, in a charcoaled navy color, makes for an easy throw on peace to make this outfit more nighttime friendly. I’m looking forward to digging into my closet for more winter looks with plenty of layers and patterns coming soon.

Happy Friday,

TW

Red-y for Fall

Red-y for Fall

The Instagram feeds are clogged with pumpkins, the leaves are changing and Chicago went from 82 to 38 overnight, which only means one thing… fall is fully flourishing and I’ve been ready for it, or should I say… RED-y for it.

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Red has never been my color, but I’m trying to change that this year. Just like those mustard tones from my recent posts, I’m experimenting with being bolder with red. The best way to do it is to just go for it, so pairing this Ben Sherman knit with my favorite crimson vintage letterman’s jacket made a bright statement.

The long sleeve knit was a sale piece I picked up in London, for just 18£ which is practically nothing by their standards. Long sleeve pieces like this are great placeholders before I have to bust out a sweater and scarf. 

The change in weather has inspired me to really start stepping out in style in this Fall, and I’m RED-y for it! Are you?

-TW

Out & About

Out & About

2018 is proving to be quite overwhelming, wouldn’t you say? It’s been a pretty heavy year full of social and political issues rising to the surface on what seems like a daily basis, I mean, we’re living in a time where Colton is the next Bachelor!

Jokes aside, in times like this, its sometimes nice to have reflection on something positive. Just a few years ago, I wasn’t even aware that today is National Coming Out Day, set aside to celebrate the process of coming out in the LGBT community and at a time like this, I  figured it’s nice to take a day from all the negativity we’re seeing and appreciate that I’m fortunate enough to be out and have so many great friends and a loving family that support me no matter what.

Coming out is a very personal experience, and no two stories are the same, but they are all equally important! For some people it’s painless, others, traumatizing, but each is just as brave as the next and deserves to celebrate that part of their journey of identity and self acceptance.

Let’s face it, coming out isn’t a one time gig, it happens many times, over many years. Even in 2018, given everything we hear and see on the news, it’s not exactly a welcoming environment to come out. There is a still a lot of ignorance out there, and I’ve always admired my peers who handle it with grace. I’m glad we have days like to day to celebrate such a big personal milestone for LGBT people. So thank you to all of those who support their friends and remember that you play an important role in the process. Here’s to appreciating everyone celebrating having come out, or those finding courage to come out in the future.

More posts to come soon, thanks for reading!

TW

 

 

Dropping a Bomb(er)

Dropping a Bomb(er)

It starting to feel a lot like fall, and thank the LORD! Chicago isn’t exactly covered in fall foliage but a consistent drop in temperatures is at least allowing me to wear jeans and boots on the regular. With the new season in full effect, I’ve decided to try and elevate my fall looks more than I  have in year’s past.  Today’s outfit is truly the bomb… (bad pun) because it’s centered on one of my favorite bomber jackets.

CallieCraigWAS091818-65Sometimes I feel like I’m Karamo from Queer Eye with the amount of jackets and bombers I own and wear on a regular basis. This bomber, however, is perhaps them best of all of them. A birthday present to myself a few years back, this maroon jacket is the perfect piece to build a luxe fall look around.

Not only am I in love in the deep burgundy color, but the silky material that makes this $75 bomber look like it was triple the price. (God bless H&M sometimes) It’s one of those pieces that takes any look from good to great and this is no exception.

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Usually I  wear this bomber for a nighttime event with dress pants and a dress shirt, but for a fall day to night look, I  paired it with a chambray button down and black denim. I’m loving the result. it

The best part of bomber jackets, especially one as sleek as this one, is that it can take any look and truly become a wow moment. Bringing it back to Karamo and the cast of Queer Eye, but truly they all know how to dress and have the perfect blend of chic daytime looks that I  hope to wear more in and outside of the office.

Here’s to making this fall my most stylish fall yet!

-TW

 

 

Mustard Must-haves

Mustard Must-haves

Summer is not my season. It’s always been to hot, too long and too busy for my liking. The minute the clock strikes fall, I’m immediately back at ease. For the remaining weeks of summer, I’ve been in such a style slump. Knowing my favorite clothing season has been around the corner has helped some.

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Even though I haven’t been enjoying summer fashion as much, I’ve had the chance to start working towards this season. Color has always been the best place to start for me. This year I’m trying something different with my color choices. Usually I stray towards colors I  know look good on me (blues, greens and maroons) but not this year. I’ve noticed an uptick in mustard yellows, browns and even reds for fall and I’ve decided to hop on board.

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Mustard, for starters, is a color I’d much easier see on a hotdog than on myself but I’ve been pleasantly surprised when I  paired it in this fall look. With my suede jacket (Zara makes a version of this jacket every year) and striped Topshop pant, similar here, it has the right amount of contrast.

Not all colors look good on everyone, (shoutout to Orange) but it’s always worth the effort in trying. In this case it was worth the payoff. I’m excited to share more fall looks and how I’ve been taking some color risks in my wardrobe this season.

Stay Tuned,

TW

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.

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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.

-TW