Outfits STYLE // Fall

7 Days of Outfits: Split Personality

November 1, 2017

I feel like there are two of me getting dressed lately. The Andrea who got dressed on Monday and Wednesday and the Andrea who got dressed on Tue/Thur/Sun. And I like the latter better.

Does your style straddle split personalities, or is it just me? I generally like all of my outfits that revolve around a looser bottom, but I am continually driven toward slimmer-fitting bottoms out of fear of feeling or looking frumpy. (What gives?) Currently trying to dissect why this fear is so strong, and how it might be sabotaging my personal style.


Cardigan, old (similar, in a coat style) | T Top, Jamie + the Jones | Skinny Jeans, c/o Everlane | Boots, style discontinued (similar) | Bag, (similar)

I’m very much on the fence about this look. On the one hand, it’s polished, warm, functional and non-fussy. On the other hand, I feel like I am looking at a picture of someone else. Can’t quite put my finger on why. Probably the skinny jeans. They are made from gorgeous fabric, but dang, I wish they weren’t so skinny at the bottom.

Style Notes: Following the tried and true formula of skinny jeans + ankle boots + oversized top. It’s pretty much a no fail combination.

Style Score: 7 – Doesn’t feel quite me, but I still like the execution.


 Striped Top, thrifted (similar) | Denim, Vintage Levi’s (similar) | Mules, c/o Nisolo | Earrings, c/o Passage Jewelry

Oh hey, there I am! This feels like me 100%. It’s the jeans and the mules that do the trick. From here, sometimes I struggle with how to layer up to stay warm. I’m currently stalking this cardigan online, as a helpful option, but haven’t pulled the trigger yet. My mules are great in the sunny, fall weather, but they’ll get retired as soon as the rain comes out.

And, new earrings from Portland-based Passage Jewelry! I love these gorgeous, asymmetric brass earrings. I am incredibly picky about earrings; I own and wear very few. These passed muster for me because they are unique and lightweight. Very happy to add them to my limited rotation.

Style Notes: I am starting to realize my favorite formula for getting dressed is fitted tops and looser bottoms. It’s a hard shift from what I’ve been wearing for the last several years (oversized tops galore!) and I’m trying to do it slowly and consciously, while continuing to integrate and use what I have. When I wear a large top and skinny bottoms, I feel a bit like an inverted pyramid. When I flip the formula and wear a fitted top, and relaxed bottoms, my proportions are much more balanced. And, while I am not trying to a be a slave to ideal proportions of beauty, it does give me a certain confidence in my clothes.

Style Score: 10 – High marks for balance and comfort.


Men’s Sherpa Jacket (S), Levi’s | Waffle Knit Sweater (S), c/o Everlane | Black Denim, c/o Everlane | Cons, thrifted on Poshmark (ethical option) | Tote, c/o Cuyana

I don’t love this outfit, it feels a little boring. But everyday can’t be overly exciting, right? It was super warm and playground-friendly. So it gets a pass.

Style Notes:  There’s that inverted pyramid again. Having a hard time loving this coat. You might see it on Noihsaf Bazaar soon, but trying to be patient and see if I love it.

Style Score: 7 – Average


Chambray, old J.Crew | Cardigan, Zady, no longer available (similar) | Clyde Work Pant, Elizabeth Suzann | James Oxford, Nisolo | Leather Tote, c/o Everlane

New shoe day! I picked these up when Nisolo had their founder’s day sale, and I am very pleased with them. I had my eye on them since I saw them here several months ago. It seems like too often lately, I’ve been facing a break-in period with shoes, and it’s such a bummer, because sometimes they don’t actually break-in. I was thrilled to find these felt great, right out of the box. Time and time again, Nisolo shoes fit my feet very well. I ordered them in a 10, and the fit is perfect. I am regularly a 9.5 or 10 in most shoes (more often 10).

I also own oxfords by Everlane, and while they are super cute, and rain-friendly, they always squeeze my feet, even after my best efforts to break them in. They are currently being stretched at the cobbler. Perhaps, that will do the trick.

Style Notes: Really happy with how this look turned out. I generally feel disjointed when styling with layers, but this works well. I’d say it’s because of the cohesive color palette and well-fitting shapes. The sweater is warm and heavy, but it hugs my shoulders and drapes nicely without adding a shoulder pad effect.

Style Score: 9.5


Oversized Plaid Shirt, old Urban Outfitters (similar, fitted flannel) | Jeans (sized down 1x), Everlane | James Oxford, Nisolo | Bag, (similar)

I’ve had this shirt for several seasons, and I usually only wear it a few times in the fall. I was heading in to volunteer at my daughters’ school, and needed something I could get crafty in without worrying to much if I got dirtied up. It was so cozy I kept it on for the rest of the day. If I were to re-buy a red flannel shirt, I’d probably opt for a more fitted look. But it seems a shame to get rid of this top because it’s not exactly what I want. On the flip side it also seems silly to keep a top I only wear a few times a year. You be the judge. Keep or pass on? Pajamas, perhaps?

Style Notes: I like the contrast of the formalness of the oxfords with the super casual vibe of the oversized flannel. I love dressing in juxtaposing genres.

Style Score: 9


Cashmere Crew (M), Everlane | Jeans (sized down 1x), Everlane | Cons, thrifted on Poshmark (ethical option)| Bag, (similar) | Necklace, gift from husband | Sunglasses

This is my, ‘I’m going to the pumpkin patch and it’s almost 70 degrees look.’ No boots or rain jackets needed today. I even ended up peeling off my sweater, which is becoming a fast favorite right now. I bought it last fall, and was on the fence about this color, but I find myself reaching for it constantly. I love the pop of warmth it adds to an outfit. And a crewneck sweater is probably the easiest thing ever to wear.

Style Notes: A slight break from formulas here with a fitted-on-fitted ensemble. I think it works, but I’d probably like it better with jeans that had a little kick at the bottom.

Style Score: 8.75


Shirt, c/o Zappos | Cardigan, old J.Crew (similar) | Pants, Jesse Kamm | Mules, c/o ABLE | Leather Tote, c/o Everlane | Sunglasses

I love this look! I’m starting to get a little bored with pairing the usual grays and blacks with these pants, and look forward to adding warmer tones to them – the camel sweater from Saturday, or some bourbon tones. I’d consider this another layering success. Again, I think color palette and shapes are key.

Style Notes: I’m working that favored formula again, fitted top, wider bottoms. You’ll notice, even though the cardigan is longer, it’s still fitted to complement the shape of the pants.

Style Score: 10

In Review:

FAVORITES: Tuesday, Thursday + Sunday

KEY LESSONS: Most of my favorite outfits come down to a repeat formula (fitted top, relaxed bottom). When layering, pay attention to color palette and garment shapes.

Do you have a favorite formula that you stick to? If so, how often do you stray from it?

You Might Also Like

  • Krystal November 1, 2017 at 6:53 am

    I think Monday is actually my favorite, but I think it’s because it’s more my style. I definitely feel like my closet has a couple of personalities as well, though!

    Have you considered getting your flannel shirt tailored? They may be able to nip it in at the waist to create a more fitted silhouette.

    Have a great rest of your week!

    • Andrea November 1, 2017 at 8:11 pm

      That’s an interesting idea! It’s so large though it would probably have to be restructured. But I’m leaning toward keeping it as pajamas, that are occasionally a top! ;)

  • Abbey November 1, 2017 at 6:54 am

    Ha I have an old Urban Outfitters flannel shirt from what is probably the exact same era, and I go through the same thought process with it every year. I love it for what it is (super baggy flannel), but there are only a couple of times a year when I’m really going to wear that look. For now I’m thinking that if it sparks joy once or twice every fall, that’s enough.

    • Andrea November 1, 2017 at 8:13 pm

      Too funny that you have one very similar! I like your perspective. It definitely sparks joy, I think because it’s such a unique and cozy item.

  • Katie November 1, 2017 at 8:54 am

    Your weekly outfit roundups are always fun! I have an older brown Gap sherpa coat like your on Wed and I find that I really struggle when wearing it with skinny jeans but not other pant styles – I bet it would look really cool with your black jumpsuits and boots or over the two dresses you wore a bumch this summer, the printed long one and the white floaty one? With some boots that would be really cool! I think it would also look good with any of your pants aside from the skinnies – I love wearing mine with my flare jeans. Also, you look so cute in your cons! They seem very you!

    • Andrea November 1, 2017 at 8:14 pm

      Thank you Katie!! I’ll definitely give some of these a try. Love your ideas. I think my biggest problem with the coat is that I bought a men’s because I wanted a longer one, but it’s so wide, I feel like a linebacker sometimes. Your brown one sounds really cute.

  • ThatGirl November 1, 2017 at 10:06 am

    Thursday is far and away my favorite outfit and I want to recreate it on myself soon. OMG that cardigan from Monday is amazing! I also love your Fri/Sat/Sunday looks and those new oxfords are just so you! Overall a great week of outfits, IMHO!

    • Andrea November 1, 2017 at 8:22 pm

      Ah! Thanks girl. (Sure wish I knew your first name! 😜)

  • Lo November 1, 2017 at 10:09 am

    I think it’s okay to have things you only wear a couple times a year, as long as you like them when you do wear them. It feels only natural that there are certain “flavors” you pull out for certain occasions and vibes. Cute looks!

    • Andrea November 1, 2017 at 8:23 pm

      Thanks for the input LO, you make a good point!

  • Emily Mahi'ai November 1, 2017 at 11:31 am

    I’m wearing an almost identical outfit to your Tuesday one, just with Veja Esplars instead of mules. Almost wore mules tho!

    • Andrea November 1, 2017 at 8:29 pm

      Love it!!! 👯

  • Erika November 1, 2017 at 11:35 am

    I noticed that your favorite outfits also feature a pointed toe shoe. Maybe you could try fitted top and fitted bottom with a pointed toe shoe and layer an oversized cardigan over top. Or when you wear an oversized top with skinny bottoms, add a pointed toe shoe. One of my favorite formulas right now is cropped, frayed straight jeans with pointed toe shoes and a tunic style top.

    • Andrea November 1, 2017 at 8:39 pm

      Ahhhhhhhhh, interesting observation!!! I love your recommended formula, especially the first one. And your personal formula sounds 👌🏼 Gonna have to try that one!

  • Jodie November 1, 2017 at 12:51 pm

    I am SO glad you are back doing this series!
    As a new mom I am even more impressed with other moms (especially when they have more than one kid!) who get dressed, and look amazing all the time. I knew kids were time consuming etc. but until you go through it I just had no idea! Thanks for the constant inspiration Andrea :)
    I LOVED every day except Wednesday, and Friday….. I wouldn’t keep something I only wear a few times a year (unless it’s a special or fancy occasion outfit). That’s actually one of the easiest ways I can tell if I should purge something from my closet.
    Happy November!

    • Andrea November 1, 2017 at 8:45 pm

      I always love your comments Jodie. Mothering is crazy in that it sort of takes over everything, but in the best way. Your little guy is such a cutie! Love seeing your pics of him on insta. 😍 Thanks for the kind words. This blog is a huge motivator for getting me dressed! I’m so honored to inspire you!

  • Heather November 1, 2017 at 12:53 pm

    I love Tuesday’s look! Just a thought, but what if you put all of your fitted bottoms away for a few weeks to see if you missed them? I might try this with a segment of my closet now that I’ve put it out there 😊

    • Andrea November 1, 2017 at 8:46 pm

      I love it!

  • Stacy November 1, 2017 at 1:48 pm

    Monday’s outfit was one of my favorites, but as Krystal mentioned, its because its more my style. I’m still more fond of the loose top/fitted bottom look.

    I’ve always been okay with the idea of having an item or two in my closet that I only wear a few times. I bought a buffalo check vest last year that I’ll only wear a handful of times, but I enjoy it so it stays. Though, I take care not to let that extend to too many items in my wardrobe – I just did another clean out the other day to purge more items.

    And I’m totally in love with that Levi’s jacket! I’ve been keeping my eye out at the second hand shops for something similar.

    • Andrea November 5, 2017 at 10:21 pm

      Hi Stacy – I think that’s the key, not having too many items that are seldom worn. I think that’s when our closets start to feel overwhelmed. I hope you find your sherpa jacket!

  • Anna November 1, 2017 at 6:12 pm

    I tend to wear slimmer pants on the bottom and looser tops because I have a large bust that I feel uncomfortable about. But I want to switch it up because I feel kind of stuck, and I’m trying to find slimmer tops that I feel good in, and when I see pictures of myself in my current preferred silhouette, it never looks like I think it does, ha!
    In my area, we have a charity that provides clothes to struggling families in the school district. I feel good about donating newer, good quality items there because I know a HS student or mom will get to wear something that is nice and makes her feel good. They have the place set up like a boutique where people can come “shop” and get what they need at no cost to them. It’s also tax deductible which helps too ;) something like that might be an option for your plaid shirt if you find it’s taking up valuable closet real estate?

    • Andrea November 5, 2017 at 10:26 pm

      I think for a long time I wore oversized shirts because I was uncomfortable with my undersized bust. Isn’t it funny how we try and hide in our clothes? I am glad you are finding some slimmer tops you like, and experimenting with new silhouettes.
      That is a great idea for when getting rid of things. I need to do my research and find out where locally I can donate besides Goodwill all the time.

  • Anne M November 1, 2017 at 6:13 pm

    I have several items that I wear only a few times a season, but they serve specific purposes. If you have enough of a need, and room in your closet, I’d keep the flannel shirt. To me, it seems to be just the thing to wear as an extra layer, perhaps over pajamas (it looks like it would be great to wear for late night trips “down the path” at cool/cold weather camping trips).

    • Andrea November 5, 2017 at 10:32 pm

      Thanks for weighing in Anne! I like your reasons. :)

  • Kat November 1, 2017 at 7:28 pm

    Cute outfits! It’s funny, I love the tight on bottom and loose on top look… and I am absolutely in love with your Sherpa lined Jean jacket & oversized flannel! I would wear them all the time.

    • Andrea November 5, 2017 at 10:33 pm

      Thanks Kat! I love hearing what other people put at the top of their personal style lists. It’s fun to see how we all compare/contrast.

  • Koyuki November 1, 2017 at 7:57 pm

    This is an amazing example of what we were discussing a couple weeks ago about how trends influence our sense of “my style”! Skinny jeans and cuffed bf jeans are no longer directly on-trend. Cropped widelegs, cropped uncuffed straightlegs, and cropped flares have taken center stage…and voila!…one finds that skinnies/cuffed BFs don’t suit one’s personal style as much as jeans that move away from the leg below the knee and stop above the ankle bone. And round and round and round we go…😂

    • Andrea November 1, 2017 at 8:04 pm

      Yes, true story Koyuki! But how do we escape that influence? How do we hone our sense of personal style despite trends? That is a conversation I’m very interested in! :)

      • Koyuki November 1, 2017 at 8:18 pm

        (First, I must clarify that I’m talking about myself here – I’m in the thick of it just like any other fashion girl. Kamms, Chelsea boots, 90s silhouettes, yes yes, bring em on.) I don’t think it’s possible to escape influences – and why should we? It comes with an interest in fashion. An active interest in fashion will always mean a certain degree of changeability – indeed, being alive and engaged m in the world will always mean changeability in one’s aesthetics and sensibilities and priorities. Are we really to think that it’s healthy and normal to not change as things change around us? An interest in sustainability and ethical consumption will lead one to make careful, thoughtful choices, in part by thinking carefully about one’s core aesthetic that is the plumb line through the vicissitudes of trends, in part by sharpening one’s ability to tell the difference between one’s core aesthetic and one’s positive response to a trend… These, like all other important matters, are living questions, one that we live, rather than answer…

        • Andrea November 5, 2017 at 10:35 pm

          And this is why you would be writing the blog Koyuki, such SAGE words, and beautifully put. Agreed. Now to just hone in on that plumb line…
          Thank you for your valuable input!!! xoxox

  • Ophelia November 4, 2017 at 11:11 am

    HAHA! 8.75! I can tell you are a teacher!!! Sometimes, ya need a B+!

    Well, if 90s and early 2000s style pants are coming back, I’ll have my pick from the local second hand stores!

    Yes, I’ve definitely noticed what you’re saying Koyuki! And aesthetics change as we age (hurried along by the slow change in shape we all undergo…) The idea that I’m going to wear the pants I’m wearing this year in 5 years…seems unlikely based on a long hard look at my closet. I love that IDEA, but, especially with pants (pants seem the most subject to changes in trend)…I own exactly NO pants (except exercise gear/lounge) that I did 5 years ago. I changed size. And decided “low rises” had to go. And the global aesthetic shifted…and since I had to buy new pants anyway…

    Shoes and tops and coats (in my closet) seem to carry more longevity.

    What about you, Andrea? What’s stood the test of time in your closet? That’d be a fun post! :)

    Lesson learned (for me)=buy fewer of the bottoms and wear the heck out of them while they work for me.

    • Andrea November 5, 2017 at 10:38 pm

      Second-hand stores are the best for finding clothes that are circling back in!!! I just hope I never see ultra low rise jeans again.
      That is a GREAT question. Few things really, particularly because until about 3 years ago, all I did was shop sale racks and had no clue what I actually liked. But it is a question worth examining, for sure. There are a few things I’ve gotten from Everlane, that I’ve had for 3.5 years! A few sweaters and tops that are even older, but you’re right, no pants! Interesting observation….

  • Shelbi November 6, 2017 at 8:54 am

    Well I love all your choices. Sometimes I feel like there are some things that sabotage my personal style too, like body image and that kind of BS. Again, still obsessed with your wide-legged pants. They’re so perfect.