Way back in 2017 I did a post where I took a plaid infinity scarf, and I styled it 6 different ways. I received lots of great feedback on the post. Many of y’all commented on how you really appreciated seeing the same items in tons of different outfits, because that’s how we all dress! I mean, none of us wear something one time and then call it quits. We wear it, and we wear it, and we wear it again.
And then throw it over a chair.
And then wear it again.
Or maybe that’s just me. 😉
Well, after the feedback on that first post, a series was born! I’ve probably done around 20 or so over the last several years, and today is the latest installment in the Style It Again, Sheaffer series. But today, instead of seeing just one particular piece of clothing styled several ways, I’m showing you tons of pieces styled at least 2 ways (but most are styled 3 ways)! You’ve seen most of these items at least one way over the last month or so, but today you’re going to get to see alllll of these pieces styled MANY different ways.
STRIPED SHORT SLEEVE SWEATER
You saw this outfit on Friday…
I’ve always loved a short sleeved sweater for early fall. It’s of course great on its own, but it’s also perfect to layer under a light jacket. The little puff sleeves on this are too cute, and you know I love the stripes. It comes in 8 total colors, but this one as well as the rust/cream option just screams fall. For size reference, I’m wearing a medium.
Y’all know I’ve been screaming and shouting about a different pair of bootcut jeans from Wit and Wisdom for years and years now. These frayed hem boot cut jeans are a little bit updated with a frayed hem and a darker wash. And although they still have some great give to them, they aren’t as stretchy as the other ones. These have a bit more structure to them, which I think some of y’all might like. For size reference, I’m wearing my regular size 4.
short sleeved sweater / earrings / coin toggle necklace / frayed hem boot cut jeans / belt / booties (light natural)
I love it here with my ecru ankle jeans. Sadly, they are just about sold out, but I did find a similar cream pair of jeans with some size options HERE.
short sleeved sweater / earrings / coin toggle necklace / ankle flare jeans (ecru) / belt (pecan gold) / leopard Mary Janes
This is the bracelet stack I’m wearing in a great majority of today’s outfits. Both the gold cuff and the beaded set are fall perfection.
gold textured cuff bracelet / bracelet set (teal+poppy)
RUFFLE CHAMBRAY BUTTON UP
Okay, ladies. I’ve got some big ‘ol heart eyes for this top that you first saw just last week.
It is DARLING.
It’s the perfect soft chambray, I love the wash, and I’m obsessed with the fit and the ruffle collar and neckline. Plain and simple, this top is fabulous. It’s not stiff at all, and it’s got a little bit of give to it. For size reference, I’m wearing a medium.
I’m wearing the lighter wash, but there’s a darker wash too.
ruffle chambray shirt / earrings / coin toggle necklace / ankle flare jeans (ecru) / belt (pecan gold / leopard Mary Janes
And here it is with black jeans!
These washed black Wit and Wisdom jeans have added some needed dimension to my closet. They’re a heavier denim and have a bit more structure than most of my WW jeans, and I’m so excited to have them for fall. They’re good with booties, with flats, with mules, and with fashion sneakers. They hit at the ankle and they have a frayed hem. I actually wish they were shorter, so I’m thinking of cutting off a couple of extra inches myself.
ruffle chambray shirt / earrings / coin toggle necklace / washed black Wit and Wisdom jeans / belt (pecan gold / leopard Mary Janes
BOYFRIEND CARDIGAN
To see what I’m talking about from above…
If you look at the picture of the jeans on the right, do you see how one leg is a couple of inches shorter than the other? I just have it pulled up around my thigh to make the hem shorter. I wanted to see if I like them shorter, and I do! Yep, I’m going to grab a pair of scissors and do some cutting.
This neutral boyfriend cardi is a vibe, and I’m here for it. It’s really soft, and it looks great all buttoned up, although you’ll see in the next picture it’s cute worn unbuttoned like a more traditional cardi too. For size reference, I’m wearing a medium.
neutral boyfriend cardi with red stripe / earrings / coin toggle necklace / washed black Wit and Wisdom jeans / belt (pecan gold / leopard Mary Janes
I think this all-neutral look is fun with the pop of red and the sprinkling of leopard.
neutral boyfriend cardi with red stripe / white tee / earrings / coin toggle necklace / ankle flare jeans (ecru) / leopard Mary Janes
ACID WASH SWEATER
This acid wash sweater looks good with just about whatever denim you pair it with. The sweater is so soft, I love the color (brown topaz), and the relaxed fit is what my sweater dreams are made of. The sleeves bell out (but just a little bit), and the ribbed collar and cuffs add some nice style. For size reference, I’m wearing a medium. It also comes in a heathered black and a cream.
You might remember seeing it in the collage in my FALL FINDS UNDER $50 post in September.
acid wash sweater / earrings / coin toggle necklace / washed black Wit and Wisdom jeans / leopard Mary Janes
Here’s a close-up of the jeans…
black Wit and Wisdom jeans / leopard Mary Janes
And here’s the same sweater with a great pair of cuffed Wit and Wisdom jeans. More on these jeans later because they are a top pick too!
acid wash sweater / earrings / coin toggle necklace / cuffed Wit and Wisdom jeans / leopard Mary Janes
acid wash sweater / earrings / coin toggle necklace / ankle flare jeans (ecru) / leopard Mary Janes
CABLE CARDIGAN
I’m straight up in love with this cable cardigan. I’ve shown it with regular denim, but wanted to show it with this cream denim too. The chocolate brown color screams fall, it’s incredibly soft, and although it can be of course worn open like a cardigan… I love it buttoned up here. I’m wearing a medium here, but I already ordered it and received it in a small yesterday. The small fits great. It’s perfectly slouchy and it’s a classic piece that I know I will wear for years and years to come.
cable cardigan / earrings / coin toggle necklace / ankle flare jeans (ecru) / leopard Mary Janes
And here it is with the regular denim.
cable cardigan / earrings / cuffed Wit and Wisdom jeans / gold textured cuff bracelet / bracelet set (teal+poppy) / leopard Mary Janes
STRIPED CREWNECK SWEATER
This striped crewneck sweater is everything I love about a sweater. It’s lightweight, it’s got a relaxed fit, and the rounded high-low hem means I can do a 1/2 tuck or just wear it out. It’s quite soft, and you know I love a stripe. For size reference, I’m wearing a small.
striped crewneck sweater / earrings / coin toggle necklace / ankle flare jeans (ecru) / leopard Mary Janes
And here it is with regular denim. It would obviously look great with the black denim too, not sure why I didn’t grab a picture!
striped crewneck sweater / earrings / multicolor beaded necklace / coin toggle necklace / frayed hem ankle jeans / belt (pecan gold) / bracelet set / leopard Mary Janes
Oh wait! I did find a picture of the sweater with some black Pistola jeans (that are almost sold out).
striped crewneck sweater / earrings / coin toggle necklace / black jeans / bracelet set / leopard Mary Janes
CROCHET PULLOVER
This crochet pullover isn’t something I would normally gravitate towards, but I actually dig it! The weave is more open than I thought, so I think many of you will want to wear a neutral cami under it (if you choose this color). I really like the zippered and high collar, and the wide band at the waist is actually quite flattering. For size reference, I’m wearing a medium.
I’m not sure I’ve done so in the past very frequently, but I’m really having fun styling all neutral outfits this year.
crochet pullover / earrings / coin toggle necklace / ankle flare jeans (ecru) / belt (pecan gold) / leopard Mary Janes
It’s a great look with the frayed hem boot cut jeans (and they might still be on sale).
crochet pullover / earrings / coin toggle necklace / frayed hem boot cut jeans / booties (light natural)
Love it here too.
crochet pullover / earrings / coin toggle necklace / black Wit and Wisdom jeans / leopard Mary Janes
FEMININE CARDIGAN
This cardigan is so pretty and so feminine…but I thought it was more of a fall blush when I ordered it, while it’s actually more of a light pink. The sweater is really beautiful though with lots of scallops and lacy details. I would just suggest grabbing it in another color that’s more fall like the olive, or the khaki, or the ruby wine! Notice how the cuffs of the sleeve are special too because they bell out a bit. For size reference, I’m wearing a medium.
feminine cardigan / white tee / earrings / coin toggle necklace / ankle flare jeans (ecru) / leopard Mary Janes
These patch pocket boot cut jeans are awesome and might still be on sale! They are from our beloved Wit and Wisdom, and they are a new take on the bootcut we are all obsessed with. These have patch pockets and a double button up top, so they have a bit of a cool retro vibe. LOVE. I’m wearing my regular size 4.
feminine cardigan / white tee / earrings / coin toggle necklace / patch pocket boot cut jeans / booties (light natural)
STRIPED CARDI
The cardi is incredibly soft, it has a good amount of stretch in it, and it’s very well made. You could of course wear it open with a tee underneath, but I like the look here all buttoned up too. This color combination really is swoon worthy. For size reference, I’m wearing a medium.
striped cardigan (camelred) / earrings / coin toggle necklace / black Wit and Wisdom jeans / leopard Mary Janes
Love it with the regular cuffed denim too.
striped cardigan (camelred) / earrings / coin toggle necklace / cuffed Wit and Wisdom jeans / leopard Mary Janes
These jeans are different than any other jeans in my closet right now due to the exaggerated cuff. I love them. They also have the Ab Solution technology, and if you are new to the Ab Solution magic, these jeans suck you in and totally snatch in your waistline while still allowing you to breathe. It’s a thing of wonder really! 🙂 For size reference, I’m wearing my regular size 4. If between sizes, size down in this brand.
striped cardigan (camelred) / cuffed Wit and Wisdom jeans / leopard Mary Janes
STRIPED QUARTER ZIP PULLOVER
Y’all. I’m in love with this striped color combo for fall. I love it so much that I wanted to try this pullover sweater too. It’s soft, cozy, and a very relaxed fit. In fact, I’m wearing a medium, but I would prefer the fit of the small.
Now, I don’t need both the pullover and the cardigan in the same color combo, so I need to just decide which one I’m going to stick with.
quarter zip pullover / earrings / coin toggle necklace / ankle flare jeans (ecru) / belt / leopard Mary Janes
It’s super cute with regular denim too.
quarter zip pullover / earrings / coin toggle necklace / patch pocket boot cut jeans / booties (light natural)
BLACK PLEATED PANTS
The fact that I’m LOVING some pants from Wit and Wisdom should come as no surprise to any of you.
But these pants are pleated, so I was not expecting to love them at all. Because of the pleats, I didn’t think they were going to work on my body (since my tummy is my problem area). WELL, I was wrong! They are crazy comfy and quite flattering! They are a substantial ponte like fabric, but they’re a medium weight and not too heavy at all. They are crazy super soft and stretchy, but they keep their shape throughout the day. They’ve got a double bar and hook closure with a hidden button and a functional zipper, but I’m telling you, you can just pull these on if you want to! Yes, they have that much give. Most size down in these, but I’m wearing my regular size 4.
A pleated high waist elevates the style of stretchy, ankle-grazing straight-leg pants featuring ‘Ab’solution powermesh panels that mold and hold.
short sleeve rib sweater / coin toggle necklace / multicolor bead necklace / pleated black pants/ Rothy’s leopard loafers
Yep, I love these pants. Color me surprised.
white tee / Kut denim jacket options / progressive readers / coin toggle necklace / multicolor bead necklace / pleated black pants/ Rothy’s leopard loafers
I like the cardi dressed up here!
striped cardigan (camelred) / earrings / coin toggle necklace / pleated black pants / black pumps
This look is perfect for the office. This split neck floral blouse has a tiny little ruffle, and the floral print is so pretty. It’s lightweight and would also look great with jeans and heels. For size reference, I’m wearing a medium.
split neck floral blouse / earrings / coin toggle necklace / pleated black pants / black pumps
FAIR ISLE SWEATER
I don’t like a pumpkin spice latte, BUT SOMEBODY NEEDS TO HAND ME ONE when I’m wearing this sweater. Have you ever seen a fair isle sweater that’s more suited for fall weather and a pumpkin patch? It comes in 5 other color combos if this one isn’t your jam. For size reference, I’m wearing a medium, but I think I would prefer a small. Make sure you check the box for the 15% OFF coupon if it’s still there!
fair isle cardigan / white tee / earrings / coin toggle necklace / patch pocket boot cut jeans / booties (light natural)
fair isle cardigan / white tee / earrings / coin toggle necklace / ankle flare jeans (ecru) / leopard Mary Janes
BLACK SWEATER
This is my favorite basic black sweater. It’s soft, it has a relaxed fit, and I’m not kidding when I say it goes with everything. Style it whatever way you would like. For size reference, I’m wearing a small.
black sweater / earrings / coin toggle necklace / cuffed Wit and Wisdom jeans / leopard Mary Janes
I love an all black look with a pop of color in the sneaks.
black sweater / earrings / black jeans / adidas sneakers
And with my must have jeans from the last couple of years.
black sweater/ earrings / coin toggle necklace / frayed hem ankle jeans / belt (pecan gold) / bracelet set / leopard Mary Janes
BUTTON UP CARDI WITH COLLAR
Now for a cardigan that I feel like everybody is going to fall in love with. This is the “khaki”, but it also comes in a light cream (apricot), black, hazlenut, and white. I’m wearing the small here, and it fits kind of close…. but I think I might order a medium because I like how it fits oversized on the models. I actually like how the small fits too, it’s just a different look!
cardigan / white tee / earrings / coin toggle necklace / patch pocket boot cut jeans / booties (light natural)
And here’s the cardigan when I showed it with the black jeans…
cardigan / white tee / progressive readers / earrings / coin toggle necklace / black jeans / bracelet set / leopard Mary Janes (on left) / Rothy’s leopard loafers (on right)
Notice in the above picture that I have loafers on one foot and Mary Jane’s on the other. Some of you totally dug the loafers when I first highlighted them last week, and some of you said you wanted a “more girly” option. So the leopard Mary Janes are entering the chat!
I absolutely love both choices, it just depends on what you are looking for. Both are very comfy (but the Rothy’s are extra comfy), and they both fit true to size.
Which do you prefer?
black jeans / Rothy’s leopard loafers (on left) / leopard Mary Janes (on right)
V-NECK SWEATER
This v-neck sweater has over 400 reviews, and almost all are 5 stars. People LOVE this sweater, and I totally see why. It’s lightweight, very soft, and not scratchy at all. I really prefer a v-neck to a crewneck, and this is the perfect v (deep, but not too deep at all). It has a ribbed waistband, but you can wear it tight like this over your hips and blouse up the top like you see below.
This is the “earth brown stripe” here, but you have your choice of 13 colors to choose from. I’m wearing a small here, but I might size up to a medium in another colors to wear it super loose like some of the models are doing on the site. I also like the solid colors that are styled with a white crewneck tee layered underneath it for a super casual look.
v-neck sweater / washed black Wit and Wisdom jeans / bow mules
And here it is with regular denim…
You can see here how it’s not clingy at all.
v-neck sweater / cuffed Wit and Wisdom jeans / bow mules
STRIPED CARDIGAN
Okay, y’all This button down cardigan is straight up fabulous. It comes in 5 colors, and I really love the olive green stripe too. It’s hard to see here because of my dark hair, but it does have a collar. The buttons are tortoise and are functional. This is definitely a sweater you can wear open like below, or you could button it up and wear it without a tee under it. It’s got a little bit of length on it and hits right at my hips. For size reference, I’m wearing a medium.
button down cardigan / white tee / earrings / multicolor beaded necklace / coin toggle necklace / frayed hem ankle jeans / belt (pecan gold) / bracelet set / leopard Mary Janes
Here it is all buttoned up and ready for the office…
striped cardigan / earrings / coin toggle necklace / pleated black pants / black pumps
COLORFUL COLORBLOCK SWEATER
I mean. How DARLING is this sweater. I love the quarter zip, and you know I love the color combo. It’s very soft and not itchy at all, even though it does have some wool in it. I thought styling it with black jeans and colorful sneakers was kind of an unexpected combo, but I really liked it! For size reference, I’m wearing a medium.
These sneakers are adorable, and they really pack a punch! I’m wearing the “Ice Lavender/ Orange/ Violet”, but they do come in several other color combinations. The vintage vibe is totally cool, and they are quite comfortable! The first time I put them on, I thought my foot looked kind of wide, but all I needed to do was tighten the laces, and then I thought they were very flattering! I would suggest sizing down a 1/2 for sure.
quarter zip sweater / black jeans / adidas sneakers
quarter zip sweater / earrings / coin toggle necklace / cuffed Wit and Wisdom jeans / gold textured cuff bracelet / bracelet set (teal+poppy) / sneakers
HALF ZIP HOODIE
This 1/2 zip hoodie is what cropped sweatshirts dreams are made of. It’s thick, it’s warm, and it’s super cute. In fact, it’s warm enough that I probably won’t pair it with shorts again, unless it’s a top layer that I can peel off when needed. And while I just said it’s “cropped”, it’s not too short at all. This one definitely covers my waistband and not a bit of tummy is showing. If I had tummy showing, it would be a no go for me. A medium fits me in this hoodie, but I’m actually wearing a large in the one below. I wanted it to be quite roomy, and to be honest, it was the only size they had in this color in store and I really wanted it.
Do you already have the Vuori performance joggers that I named a MUST HAVE a couple of years ago? Well, these are the shorts version! These performance shorts have a wider waistband than their jogger counterpart, but they still have the cute little signature drawstring. They’ve got pockets and tiny little slits on the sides. I wear a small in the joggers, but I grabbed these in a medium and am glad I did.
1/2 zip hoodie / performance shorts / huggie earrings / similar cross necklace / On Cloud sneakers
I wanted to show the hoodie with the MUST HAVE leggings too.
1/2 zip hoodie / MUST HAVE 7/8 leggings / huggie earrings / similar cross necklace / On Cloud sneakers
LIGHWEIGHT HOODIE
This lightweight hoodie is so good. In previous years, all of the lightweight stuff from Vuori has been shorter (almost cropped). I still have and love those pieces, but I was super excited to see this longer option from the beloved brand. (For those of you that prefer your bootie covered with leggings, this hoodie is for you!) It’s made of the DreamKnit fabric we’ve all fallen in love with, and if you’re not familiar, it’s incredibly soft and comfy. I’m wearing the “dark metal heather”, which I think totally reads as olive. It also comes in black, a pale grey, and cream. I would say this runs on the large side. I sized down to a small and it is still a little bit roomy and still long enough for me to pair with leggings and still have full backside coverage. Size down for sure.
Okay, ladies. THIS VEST! Off the top of my head, I can’t remember ever featuring a vest on the blog. Well, my review is in, AND I’M OBSESSED with this vest. It’s super lightweight, apparently super packable, and of course super cute. I’m wearing the “purple moon”, but it also comes in black and ivory.
I named these 7/8 leggings a MUST HAVE several years ago, and they remain a must have both in my closet and my heart. 😉 The 7/8 length is the perfect ankle length on me. I’m 5’4″ with long legs (and no torso) for my height, but I know the leggings stretch and they work lengthwise on taller people as well. For size reference, I wear a small in the leggings. They have a high waist with the perfect amount of compression. They suck you in, while still allowing you to breathe, and they don’t roll down on you! You definitely need the black, but after you fall in love with them, I feel certain you will grab one of the fun colors as well. I think “purple moon” is the next on my list so I can do a monochrome look with the vest from this outfit and the tee from outfit #4.
lightweight hoodie / packable hooded vest / MUST HAVE 7/8 leggings / On Cloud sneakers
This denim jacket is a bit oversized, and I reach for it all the time. It’s got a bit of stretch in it, and it isn’t stiff at all. I would actually describe it as soft and comfortable! For size reference, I’m wearing a medium.
Scroll back up and see how changing out the vest for this jacket gives you a completely different look! Everything else is exactly the same.
denim jacket / lightweight hoodie / packable hooded vest / MUST HAVE 7/8 leggings / On Cloud sneakers
COLORFUL LEGGINGS
The leggings are super affordable at right under $13. They come in several colors and are great for lounging and running around town, but I don’t think they have the staying power they need to if you are actually working out in them. Also, they are full-length and I prefer a 7/8 length (but these only come in full). For size reference, I’m wearing a small.
Put this sweatshirt in your cart and go ahead and press purchase. YOU NEED TO GRAB IT NOW. LIKE RIGHT NOW. It totally gives Zella vibes, but it is much more affordable at just under $25.
This sweatshirt is one that I will absolutely live in once it’s cooler. I love it with leggings, but it will be cute with jeans and sneakers too. I wanted it oversized, so I sized up to the large so it would be legging friendly. I love the zippers, I love the exaggerated color, and I love the fit. Also notice the zippers on the hem that can be unzipped for more room and some extra style. Now, I do want to mention that this sweatshirt doesn’t have pockets. That’s often a deal breaker for me in a sweatshirt like this, but not with this sweatshirt. The fit and style are just too good.
sweatshirt / leggings / sneakers
This crewneck scuba top is another great find. It’s not nearly as warm as the above sweatshirt because it’s not fleecy on the inside, so it’s good for transitional weather. I sized up to a large in this one too to make sure it is legging friendly.
crewneck scuba top / leggings / sneakers
These sneakers have 179 reviews, and the great majority of them are 5 stars. I’m wearing the “multi” and love the colors, but they also come in black, a neutral, and a silver. They have a thick memory foam insole and chunky soles that will give you a bit of height. True to size, and I like the retro vibe.
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WHEW! That was a doozie of a post y’all! Hope y’all liked seeing the versatility of so many pieces!
Amanda says
This was such a great post! I love seeing the different ways to style things. And those leopard print Mary Janes are super cute!
Shay Shull says
These posts are some of my fave…their “classic” Sheaffer Told Me To, and I love them!
Brooke says
Hi Sheaffer! Am I the only one having issues with the pictures showing up on your blog? I can see some of the pictures but some of them just never load. I have tried different browsers, my computer, and my phone. This has been happening for a week or so. I can see the pictures through the email so there is at least that. I am just letting you know incase it isn’t just me. Thanks for all the great posts!
Sheaffer says
Hi, Brooke! This happened to me last week one day, and I just assumed it was my connection, but then I received a couple of e-mails saying the same thing. I was thinking it was maybe just a glitch that day since it has since worked for me, but now I’m getting this from you. I’ve now reached out to my tech guy for help. Thank you SO MUCH for letting me know, Brooke!
Erika Slaughter says
This is happening to me too!! WAAAHHHH!!!
Sheaffer says
SHOOT! Okay, Michael is officially looking into it.
Michael McCall says
I believe I got it fixed up! Brooke and Erika, please let me know if you’re still seeing it
Sheaffer says
Thank you, Michael! Hopefully will get positive feedback!!!
Brooke says
Sadly, I am still not seeing some of the pictures. Sorry!
Sheaffer says
Well, shoot! Thanks for responding, Brooke! We’ll keep working on it!
Ali Patterson says
That pink feminine cardigan is on a limited time deal for $16.99 right now!
Sheaffer says
Ooooooooooooh! What a deal! Thanks, Ali!