3 Ways to Wear Your Sweatshirt Outfits: Ageless Style

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For me, variety is the spice of life, so I was excited to showcase 3 ways to wear our sweatshirt outfits. The prompt was part of our Ageless style group and suggested by…ME!!

Quote of the day: “The pessimist sees the difficulty in every opportunity; an optimist sees the opportunity in every difficulty.” Sir Winston Churchill

3 Varieties of Sweatshirt Outfits
1-Worn over a dress
2-Styled under a blazer
3-Spiced up with statement pants

You may not consider sweatshirt outfits as something a fashionista would wear. But if you’ve been reading my blog for a while now, then you know I believe almost anything can be styled in a variety of ways.
Why not mix up our wardrobe to make it work for an assortment of occasions?

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Lesley is not part of the group today because she was working when this event center had its open house. But don’t fret, she isn’t going anywhere. Therefore, Cathie generously agreed to join in so you could have 3 options of sweatshirt outfits.

Life and our outward appearance seem to have gotten MUCH more casual in the last 10-15 years. In fact, when athleisure first came out as part of our everyday wear, I wasn’t too impressed. But joggers and sweatshirts have definitely become mainstream.
Yet, just because we think of these items as “casual” doesn’t mean we have to dress sloppy or look ready for the gym.

Don’t believe me? Then keep reading to see the fun ways we styled our sweatshirt outfits, and make sure to check out the other women of the Ageless Style group too.

Related post: Sweatshirt for Random Acts of Kindness day

Cathie: Sweatshirt Over a Dress

Cathie paired her patchwork spaghetti strap dress and pink sweatshirt together with a pair of white sneakers and a print purse.

The idea to add a sweatshirt over a dress makes the dress look like a skirt. It’s a fabulous trick for a couple of reasons:
1-If the top of the dress is too tight, or your bra straps are exposed
2-It’s smart for traveling in case you’ve gotten stains on the top part of the dress
3-You’ve made the sweatshirt fancier than just athletic wear

Related post: Wearing a sweatshirt over a sequin dress

Insider tip: You can belt your sweatshirt to create a different length for it since some sweatshirts aren’t stiff enough to stay tucked under alone. I’ve showcased this trick in the past here with a sweater.
That’s what Cathie did for her example so the sweatshirt hem would end closer to her waist.

I love how Cathie is as thrifty as Lesley, my mom, and myself. She told me that her dress was on clearance for $8, the sweatshirt was only $3 and the shoes were thrifted from Goodwill with the tags still on them.
The purse has been in her collection for over 10 years so definitely a classic.

Dress: Forever 21 ~~Sweatshirt: Tru from Walmart~~ Shoes: Adidas-thrifted~~ Belt: Walmart~~ Purse: Coach

Charlotte: Blazer with a Sweatshirt

Another fabulous way to wear our sweatshirt outfits is to camouflage the fact that it’s a sweatshirt, to begin with.
By adding a blazer on top of your casual gear, then you’ve upgraded the outfit instantly.
It’s also a great way to add a clothing item of a color that may look better near your face if the sweatshirt is an unflattering color to your complexion.

This is exactly why you shouldn’t be too enthralled with purging all of your workwear when you retire.

Related posts about transitioning your workwear to retirement:
Blazer with a graphic tee
Button up blouse wore casually
Your work skirts styled for errands OR ways to make the work pants more fun

Insider tip: Other items can be worn under a blazer like this. Think about your sleep tops, workout tops, and even swim tops. This is exactly why it’s helpful NOT to categorize your clothing, but to consider them for any day.
I recently showcased this with a sleepwear top under my denim jacket.

I just love how Charlotte used her print mixing skills with the jeans and sweatshirt. In fact, they are so similar you might think she bought them together. However, she didn’t. She made the jeans, and they are reversible to a grey material on the other side. (Worn here on our Alaska cruise seen as she is boarding the train)

The point about layering like this with a blazer is the fact, that you may need a slightly bigger blazer than what you’d wear over a thin blouse.
My mom didn’t have any larger blazers so she borrowed this from Lesley. It’s like Lesley was here at our blog shoot in spirit instead!!

Insider tip: Sure, it’s important to find items that fit well, but it’s also just as important to have a variety of styles in your closet if you want to get creative with your clothing.
You may think oversized is sloppy, but here’s a perfect example of how it can work. Therefore, if you see a blazer at the thrift store that is bigger than what you normally buy, consider this style option.

Jeans: Mom made them ~~ Blazer: Talbots borrowed from Lesley~~ Sweatshirt: Jane + Delancy ~~ Top: Fabrizio Gianni c/o~ Shoes: Vivaia c/o (code Jodie gives you 15% off)~~Earrings: Amrita Singh ~~ Purse: no label

Jodie: Statement Pants and a Sweatshirt

For my option with our sweatshirt outfits, I wanted to give the casual sweatshirt some sass with a pair of statement pants. Even though the style of my sweatshirt is innately casual with the kangaroo pocket and hoodie, the other elements of the outfit make it look intentional and stylish. No sloppiness here!!

The sweatshirt is from a small business that I found through another friend. The message on it is what I consider priceless: Perfectly Imperfect. In fact, the sweatshirt is what inspired my blog post about the subject years ago.

I recently thrifted the pants (and thankfully my mom altered the waist for me) and I added a silky, collared blouse under the sweatshirt for more interest.
The heels added in some fun print mixing with leopard, and I used my accessories to pull in a totally different color (turquoise). I even added a brooch to the top of my purse.

Insider tip: Purses can be anything that would fit other items in them. For example, this is one of those skincare brand carriers that came as a gift with purchase. Other examples are a jewelry box (like my mom carried here), or a photo storage box (which I have but can’t seem to find a photo with me using it. But trust me, it works wonderfully).
Don’t be limited by the term “purse”. If it’s cute and functional, use it for your daily tote.

Pants: NY & Co-thrifted ~~ Sweatshirt: Brand Squawk ~~Top: ~ Shoes: Walking Cradles c/o ~~ Bracelet: thrifted ~~ Purse: thrifted

Options of sweatshirt outfits

Ageless Style with Sweatshirt Outfits

So do you have a favorite way of styling sweatshirt outfits that don’t include sweats or leggings?? I hope this gives you ideas of how to take a casual workout wear piece and make it work for a day on the town.

The Ageless Style group has some new members. I hope you pop over to see their ideas for this month’s theme of sweatshirt outfits. We don’t all post at the same time so make sure to check back if their post isn’t up yet.

Amy ~ Amy’s Creative Pursuits
Blog | Instagram | Pinterest | Facebook |
Bo ~ Bo’s Bodacious Blog
Blog / Instagram /Pinterest / Bloglovin’
Joanne ~ My Slice of Life
Jodie ~ Jodie’s Touch of Style
Blog | Instagram | Facebook |
Leslie ~ Once Upon a Time and Happily Ever After
Blog | Instagram | Pinterest | Facebook |
Marsha~ Marsha in the Middle
Blog /Instagram
Mireille ~ Chez Mireille Fashion Travel Mom
Blog | Instagram | Pinterest | Facebook |
Rosemary ~ Distinctly Southern Style
Blog / Instagram / Pinterest / Facebook
Robin ~ Hello I am 50ish
Blog / Instagram / Pinterest / Facebook

3 ways to wear your sweatshirt outfits

Photo credit: Rob Filogomo

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