How I Wear My: Sweater

How I Wear My: Sweater

Happy Holidays!

Welcome to the 40th installment in the How I Wear My series.

The season of hustle and bustle may be upon us, and the chill is too, but that can lead to some quickly styled and elegant looks featuring sweaters, so Jill of Everything Just So and I wanted to devote this month’s “How I Wear My” to an essential wardrobe staple this time of year!

Jill of Everything Just So gets How I Wear My Sweater started with a collage of three of her favorite cardigans. She says, “I remembered that plenty of times when I’m selecting clothes for a HIWM photo, I choose a sweater! The red is by L’Wren Scott for Banana Republic, one is by Missoni for Target, and the black lace is by Rodarte for Target.” Jill certainly knows how to style a cardigan!

 HIWM Sweater collage L-shape

Suzanne of Suzanne Carillo Style Files says, “It seems the older I get the more I’m willing to wearing bulky wool sweaters in winter. It must be that I am less able to withstand the cold and probably why so many Canadians move to Florida in their old age. Previous to this year, I only wore fitted cardigans or thin merino wool sweaters. In this look, I’m showing the newest plaid leggings, which were a stepping outside of my normal comfort zone. They are so comfortable! I can see that I will need to layer some fleece leggings underneath should I want to wear these when it dips below 0 C.”


Pam of Over 50 Feeling 40 wears a sweater vest from Lafayette 148 New York, which is her favorite sweater so far this season. It is perfect for her mild San Antonio winter weather and looks amazing with her suede leggings.


Malia of Style by Malia believes that sweaters can be glamorous and says, “I saw the Feather Sleeve sweater from Ashley Stewart and knew it was a must-have this holiday season. I paired it with a sequined maxi skirt from Torrid that I think every woman should have in her wardrobe.” I love everything about this look!


Deborah of Fabulous After 40 says,  “The stores seem to be full of a lot of black and gray these days, which can be pretty dreary, so when I saw this bright colored top, I snapped it up. This sweater is from Diane Von Furstenberg, one of my favorite designers. What I like about it is, it’s so so soft ( cashmere) and the colorblocking really helps define my waist. This is sporty and cheery on those cold winter days and looks great paired with my favorite Paige denim jeans and black suede booties. Easy and fun.”


Terry of Terry’s Two Cents shows us a men’s version of how to wear a sweater in his vintage burgundy cashmere sweater that he finished off with a houndstooth scarf.

Terry, sweater2

Sheree of It’s Not That Deep and Deep Style had such overwhelming feedback from her blog readers about her vintage and thrifted finds, that it made sense to her to start her own shop. Sheree scours the second hand shops in New York City to bring her customers the best of the best. Her tagline is, “Fabulous pieces that will never not be fabulous.” So clever! Sheree’s sweater and the belt she’s wearing are both available in her shop.


Trina of Tea Time With Trina wears an over-sized sweater two different ways. First with a statement necklace and next with a plaid scarf. Trina loves how easy her sweater makes a statement all on its own, with the little jewels knitted right in. She paired the sweater with silk jogger pants and silver pumps. She plans on wearing this attire to some of her holiday gatherings.


Helen of Valley of the Shoes wears an outfit featuring a unique cardigan. It only has 3 buttons at the neckline so Helen can have a classic portrait collar look or a funnel neck that looks very 60’s mod (here, she went for a Mad Men inspired look). The gold flocked velvet brocade jeans matched perfectly with the moss green sweater.


Catherine of Not Dressed as Lamb says, “After buying this fabulous roll-neck textured sweater and absolutely falling in love with it, I decided to don winter whites and wear it with the white skinnies that I put into storage for some silly reason last winter. I actually think the sweater looks better with white than it would have done with black – and I went the whole nine yards with taupe/nude accessories.”


Linda of A Labour of Life wears several shades of gray that she loves mixing together and says, “Something about a knit skirt and a Boyfriend Cardigan with a pair of Argyle tights that scream comfort regardless of weather.”

linda-sweater- hiwm

Merci of Chic on Thrift says, “A light and bright sweater is what undecided weather calls for. One that keeps me warm and doesn’t make me sweat loads when the sun comes out. This is the perfect sweater for such moody weather and also in bright color to add sunshine to my day!” Sunny and bright!


Tamera of Tamera Beardsley likes to wear this go-to cashmere sweater of hers, that is an instant wardrobe staple, paired with anything from jeans to sequin trousers. She tell us, “It is always an instant base for countless outfit stylings.”


Pippa of Too Cheap Blondes used Pinterest as an inspiration and was able to put this complete outfit together from a thrift store. She says she would not have tried this look wearing a short sleeve sweater if she hadn’t seen this photo. Her gorgeous Irish knit sweater was just $2.00 and her authentic Gucci bag only $29.99. I think I need to start thrift shopping again!


Nora of Jacket Society wears an outfit inspired by Thanksgiving colors. She tells us, “I am wearing my shaggy Vivian Tam sweater that almost looks like a faux fur jacket but it really is a sweater with long shaggy yarns hanging on the outside. I am wearing it with my ripped denim skirt from Uniqlo and gladiator sandals that can pass as booties since it’s still 70 degrees in Los Angeles.”


Alice of Happiness at Mid-Life prefers to wear a cardigan sweater over a pull-over sweater because she says they make great layering pieces and they are ideal for her mild California weather, especially the cool mornings.


Dawn Lucy of Fashion Should Be Fun asks, “Who isn’t loving oversized sweaters right now? Just in time to cover up a variety of sins (pumpkin pie, mashed potatoes, etc etc.) Wearing this big gray chunky sweater with faux leather trim leggings, Franco Sarto boots, and Urban Expressions studded clutch. Slightly edgy but as comfy as PJs!”


Jane from Toronto Shopaholic say, “One of my favourite combinations is pink and grey, so it was a no-brainer to pair these pink printed pants with a subdued grey sweater. I love the knit detail on this Mango sweater which makes it that much more interesting.”


Susan of Une Femme d’un Certain Age wears a split side sweater and says, “I knew I wanted to style it with a longer contrasting layer underneath. I love how it works with this striped silk blouse!” We do, too, Deja!


Cynthia of My Rose Colored Shades wears a green oversized sweater over leggings. This is a look that has has become her go-to winter uniform. She says she can’t get enough big sweaters with leggings!


Tori, my stepdaughter, is wearing a Captivating Top by Stella Carakasi. This lightweight sweater is a beautiful shade of blue and ideal for mild California autumns.


I’m wearing my Stella Carakasi Take it Easy Sweater with a layered tank by Calvin Klein, Gap Always Skinny Jeans and a fabulous and very colorful statement necklace given to me by the lovely ladies at Mad Monkey Clothing in Port Hope, Ontario, Canada.


I love the uniqueness of this sweater – the arc in the front and the wider than normal neckline. I can play around quite a bit with the styling of this piece. See another look in this post.


I added my “Skully” Persolé to my sweater look, which worked perfectly with this outfit. It kept me cool and protected on a warm, sunny fall day (and dry on a wet one!).


Let’s get 2015 off to a glamorous start by reveling in a color with the season in the title—Winter White! That dreamy off-white hue is so luxurious and gorgeous in the colder months, whether there’s snow on the ground or you’re surrounded by sun, so please join us for “How I Wear My: Winter White.” Send photos to us at by January 5, 2015.

How I Wear My Badge

Thank you to all the stylish participants this month.

Jill and I look forward to seeing what you’ll wear in 2015!

Be sure to stop by Jill’s blog, Everything Just So, for even more great HIWM sweater looks.

Make it a rich day!



Disclosure: Tori and I were given our Stella Carakasi sweaters in exchange for promotion. I was also given the statement necklace. All opinions expressed here are my own, as always! 


  1. December 4, 2014 / 5:56 am

    Everyone looks so fabulous! Love this series & Thank You for featuring my look 🙂

  2. December 4, 2014 / 6:51 am

    Everyone looks fabulous. And inspirational! I will most definitely be trying some of these looks!

  3. December 4, 2014 / 7:16 am

    Such great variety and ways of styling sweaters here! Thanks for including me.

  4. December 4, 2014 / 7:17 am

    This is my favorite roundup yet (I think I say that every time!)! What a beautiful and inspiring round up to be sure! I must say though, I am absolutely taken with Malia’s glamorous look! I think I really need to find that skirt! Malia is a stylist who can walk her talk!

    Thank you Adrienne for all the work you put into hosting this wonderful monthly gathering of such stylish and beautiful women!


  5. December 4, 2014 / 8:42 am

    Wow, inspiration abounds from all of the stylish sweater outfits this month! I love how you layered your sweater over a feminine tank, Adrienne. Your umbrella with the skull is so cool, very Alexander McQueen. Malia’s feather sleeve sweater is gorgeous, along with her floor length sequin skirt. And now I want a chunky oversized turtleneck sweater too, love this cozy look on the women here.

    Thanks so much for featuring my sweater look this month and I’m already going through my closet for the winter white challenge. I’m so ready for the holiday season to kick it up a notch!

  6. December 4, 2014 / 8:43 am

    Lovely assortment of sweaters and fantastic photos…nice to see this series of posts.
    It is definitely sweater weather here with ice on the road and the cold temperatures. I will be wearing a cashmere cardigan today.

  7. Jill
    December 4, 2014 / 8:56 am

    Oh are there some glamorous looks featured here! I am especially loving those sequined trousers on Tamera and that amazing sequined skirt on Malia. What a stylish group this is! XO, Jill

  8. December 4, 2014 / 9:58 am

    i love the diversity and the gorgeous sweaters! You’ve done it again, A. xox

  9. December 4, 2014 / 10:47 am

    Everyone looks amazing…some great inspiration here. Thanks to you and Jill for doing this!

  10. jennifer miller
    December 4, 2014 / 10:59 am

    Oh how I love these HIWM’s. One time I will join the rest of the lovely ladies (and gent). Jen in NY.

  11. Kathy
    December 5, 2014 / 4:19 am

    What a great assortment! When you mentioned you were going to do a HIWM post on sweaters, I thought everyone would be sort of the same – proven wrong! Everyone looks wonderful.

  12. December 5, 2014 / 10:28 am

    Love sweater weather! The Stella sweaters are great on you and Tori. And that Pippa!! Well done on the Pinterest inspiration.

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