Transitioning your Fashion for the Seasons

As you may know I have a partnership with thredUP that involves me playing a lot of dress-up. Read all about why I partnered with the world’s largest online thrift store, here. If you hate clothing then skip this post and come back Monday for design content, but if you find yourself sitting, wondering ‘how does Emily Henderson transition her striped dress from winter to summer’ then you can check that box off your bucket list because that answer is FINALLY going to be answered (keeping in mind, I’m “transitioning” here in Los Angeles, so there’s not a heavy snow jacket in sight).

We all know that layering is key both in home and fashion, so that’s pretty much what I do here. First up – the pink shift dress – for work and play.

This whole experience was great for me because I rarely curate my outfits and I mostly just throw things on as soon as one of my two kids lets go of my legs, 2 minutes before I should be out the door. For this first outfit, I tucked a short and fitted chambray underneath this thick pink shift and wore my no-longer-available blue menswear duster with some booties.

Then I de-shirted, added my go-to mules (which I wear almost every day) and spring sprang.

That bag is from Fashionable, and it’s a b-corp company (meaning that they are invested in making the world a bit better) so if you are interested in that bag, I highly suggest it. It’s just so pretty. Most of the clothing is no longer available but you can troll through thredUP to see what similar pieces you can find. Meanwhile we put together a get the look (tip – the chambray shirt we chose I love but I just realized that it probably isn’t fitted enough to work underneath a dress, so make sure to get something stiff and fitted to layer).

Fall/Winter: 1. Navy Duster | 2. Wave Necklace | 3. Pink Shift Dress | 4. Chambray Top | 5. Suede Booties Spring/Summer: 1. Pendant Necklace | 2. Pink Shift Dress | 3. Leather Purse | 4. Nude Mules

Below is the outfit that I would say is the biggest risk for me, and in many ways not me. I mean, I love a culotte on those fashionistas but I fear that they don’t look nearly as good on most of America as they do on models. HOWEVER I do kinda like these electric blue mom pants. The sweater is not something I would normally gravitate towards but heck, we were in a playful room so lets put on something playful, no?

I do, however, love a boxy top on a fitted short/skirt or skinny jeans (and yes those are shorts, I’m not wearing THAT mini of a mini).

That is the first time in SBEH history that I’ve worn my hair up in a bun. Don’t know if I’ll rotate it into my constant ‘wavy loose hair down’ or ‘unmade hair + hat’ repretoire, but even I was like oh man, it’s nice to see her doing something different with those locks. 

Fall/Winter: 1. Rosy Lip Color | 2. Floral Sweater | 3. Navy Culotte | 4. Platform Boot Spring/Summer: 1. Blush Backpack | 2. Floral Sweater | 3. Scallop-Hem Shorts | 4. Platform Clogs

Now to a more typical ‘me’ outfit – the old striped boxy top + wide leg jean combo.

These jeans were pre-Elliot jeans, and while my post-2-baby body may not be rocking them as well as I used to, I LOVE them and feel good in them. If I could duplicate that sweater I would. I love the fit, despite the 9 stains it now has that I pretend to not notice.

Winter = sweater/closed toe, summer = blouse/open toe. It’s not rocket science but it is kinda fun to see, right?

For those of you not interested in non-design content, here! I’m holding flowers! They are for you to forgive me for a fashion post.

For those of you interested in fashion, here are some get the looks:

Fall/Winter: 1. Striped Sweater | 2. Pendant Necklace | 3. Leather Crossbody | 4. Wide Leg Jeans | 5. Chunky Platforms Spring/Summer: 1. Blouse | 2. Pendant Necklace | 3. Wide Leg Jeans | 4. Open Toe Platforms

Lastly, and maybe my most favorite – The ‘playfully outdoorsy neutral flea market’ outfit.

Fun fact, I’ve had that Old Navy jacket since I was 23 – which was like FOUR YEARS AGO (jk) and I still wear it. This one was about the dress (which was actually a maternity dress, that I still wear) and how I wear it in winter and spring.

Fall/winter = pants, boots, jacket, and hat. Spring/summer = jean jacket, colorful bag, and mules. My I’m having so much fun in that outfit! And my how very short that skirt is . . . I don’t typically rock a colorful bag, but this outfit kinda wanted it and it’s making me start to rethink my ‘only camel, nude, and black leather bag’ subconscious rule.

There you go. Again with this dress make sure that it’s thick enough to go over your jeans without doing that annoying things that jeans do underneath longer dresses.

Fall/Winter: 1. Hat | 2. Trench | 3. Striped Dress | 4. Dainty Necklace | 5. Black Skinny Jeans | 6. Leather Boots Spring/Summer: 1. Striped Dress | 2. Jean Jacket | 3. Orange Crossbody | 4. Nude Mules

This post wasn’t sponsored by thredUP, although I did steal all the photos from them 🙂 So if you are looking for a VERY affordable way to hunt and find used but quality clothes, head to thredUP. Otherwise all the links here are for similar clothes as well.

There you go, folks. You get it – more layers, more warmth, closed toes, and more coverage in the fall/winter. Brighter colors, less layers, and apparently MUCH more leg in the spring/winter. Thanks to thredUP for giving me an excuse to get my model on. It was actually far more fun than I thought it was going to be.

*P.S. As you know I am very fair skinned, so I do a spray tan called the ‘Versa Spa’ on level 2 (but it’s probably different everywhere – so try before some sort of important event). It’s way better than the mystic, but so much cheaper, faster, and more natural than airbrush (at least for us pale people – they ALWAYS over do me). It takes me 4 minutes from parking to back in my car and makes me feel a little better about showing so much skin. I know a lot of you have asked about it on Instagram or in comments so I figured I’d give them some unpaid endorsement.