A Fashion Trend for fall that you might love!
A Fashion Trend for fall that you might love! Socks with loafers. We wore them back in the 1980s thinking we were bringing them back from the 50s and now we are wearing them again! Wearing loafers with no socks (at any time of year) has sort of been the trend, but socks with loafers are so much more comfortable and practical, so I’ll be embracing it happily! Will you? I’m so happy to be joining my friends Cindy, Mary Ann, and a few friends to share our fall fashion over 50 trends we are seeing and maybe even embracing!
I’ve seen the trend all over Pinterest too! Many of the looks are so similar to what I wore in college. Ralph Lauren chambray shirts, cardigans, and blazers. The only thing that is missing is a pair of khakis. I can’t quite go there, yet!
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Image Source: 1. OberyMartell 2. WhoWhatWear 3. Refinery29
I think what I love about wearing socks with loafers…I mean aside from the comfort aspect, is that the look is timeless and ageless. I happen to be illustrating all younger people wearing them (because this is what I was seeing on Pinterest), but I would feel very age-appropriate wearing any of these looks as shown above.
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Shop My Closet (well…almost)
For this post since we are talking about a trend that seems to be back, I thought it would be fun to shop my closet for those items that I could never quite part with, and now, they are back in style. I wore Ralph Lauren chambray and Oxford stripe shirts with my initials on the cuff all through college. I recently grabbed a few Oxford shirts from a donation bag in Patrick’s closet of old clothes that no longer fit him. They are so similar to the shirts I wore in college and turns out they are an almost perfect fit for me! I doubt Patrick will even notice, but I can’t wait to be sitting across the table from him at dinner in NYC next time and him saying…” Is that my shirt?” haha
A white Shirt
Everyone should have a few white shirts in their closet. I have several white linen shirts and one beautiful shirt from Crimson in Paris. Shop owner, Linda Wright calls this The Classic White Shirt or your only white shirt. The shirts from Crimson are beautifully made in France from the finest Suisse cotton. They will even hand embroider your initials on the shirt. I chose white on white, but next time I may choose red so the initials stand out. It is the most exquisite white shirt. I wash on delicate by itself, hang dry and hand press. I wear it all year long.
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My Uniform – A white shirt and jeans
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Add a black blazer and an oversized bandana
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I have always had a small wardrobe. I prefer to buy quality pieces that will last for many years and I don’t mind wearing the same thing over and over. One look I will be wearing is my Classic White Shirt from Crimson, jeans, and loafers with socks. I could add a jacket, a wrap or a cardigan, but I almost start with “my uniform” – a black or white t-shirt or a white shirt. It makes life so easy and I always feel great!
A few other Basics I pulled from my closet
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- A well fitting black blazer – I bought mine at J.Crew several years ago and had it tailored slightly. It’s an Italian wool that can be worn almost year round. It’s my go to for travel. This one is similar and it now comes in regular, petite and tall.
- Jeans – I would rather have three pairs of jeans I love than 100 pairs of jeans I’m not too sure about. I purchased two pairs of these jeans. One in regular length and one tall so that I can roll them up.
- A Black Bag – Mine is (you guessed it) old. It’s a Philip Lim bag from 2005. I can wear it as an everyday bag or turn the pocket in when wearing it and it feels slightly more formal. I don’t know why, but that’s my little trick. The side pocket seems to make to more casual, but it’s perfect for a phone! This one is similar from Madwell.
- Camouflage Pants – I like to have a pair in my closet to wear with a blazer or just a white shirt. I can wear with a sweatshirt or a t-shirt or my one new piece I purchased this year, a denim shirt-jacket. Also great with a jean jacket too!
- Gucci Brixton Loafers – Expensive as hell, but worth it. I wear them year round (expect when it rains) and not only are they comfortable, but they make me feel like a million bucks! See what I mean…worth it!
- Paul Green Loafers – This is the shoe I wear when there’s a threat of rain or snow. I used to wear them with no show socks so of course my ankles were cold, so excited to be bringing them out this year knowing I can wear real socks with them!
- Vans – I love a pair of Vans. They are cheap, but they are fun. Enough said.
- Chambray Shirt, Oxford Stripe and the Classic White Shirt – This is pretty much all I need, plus my black and white t-shirts!
- An oversized bandana – So easy to wear this with everything!
- A Striped T-Shirt is great for layering under everything.
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shirt Jacket (What are your thoughts on these)?
I have had my eye on several shirt-jackets. I find many run so large, that I look even larger when wearing one. I’m already 5’10” so I’m really not going for looking larger! I did find this one on sale at Nordstrom and instantly loved it! I’m wearing a medium, so keep that in mind. I love the fit and I’ve already worn it with khaki green shorts several times as a lightweight jacket over a t-shirt. I think I’ll wear it a lot this fall and winter.
A Glen Plaid Blazer from J.Crew
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The Sommerset Blazer in Glen Plaid English Wool is one of those pieces that can be worn with everything from jeans to a dress. I even loved the idea of wearing it as a suit, but the pants are back-ordered. It’s a blazer that runs fairly generous and I’m wondering if it’s made that we so you can layer a hooded sweatshirt under it. That’s what I plan to do when it gets a bit colder.
Today I’m wearing it over a white t-shirt, high-rise “90s Classic Straight Leg Jeans (that I love), and Gucci Brixton loafers with socks.
Let’s go see what these bloggers have to say about Fall Fashion over 50!
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Are you Following me on Pinterest?
I have a board called Street Style that’s all my favorite fashion trends!
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Thanks for this post, you have alerted me to some good items. I’m not a fan of shirt jackets for myself as I have large boobs (E cup size) so they tend to be unflattering. But they are clearly one of this year’s big trends.
Jeans and a simple or dressy white shirt always look so fantastic in fall as well as any other season. Appreciate the classic fashion that you share with us. Since retirement and COVID we have not gone out as much so a basic wardrobe with fewer pieces is now my goal.
Candy, Yes! These last 18 months have made me realize I don’t really need that many clothes. xx
OH MY GOSH! This was your best fashion post ever! You look absolutely fabulous so on brand and chic! Don’t ever say you can’t do fashion again. I want to buy a plaid blazer this year. I have been trying to find a vintage RL that I like. I like the J Crew one too! You absolutely nailed this I am so proud of you!!
I would love a vintage RL Tweed jacket…now I am obsessed. I’m a size 10, are you a size 2 or 4?…we should both keep our eye out!! Thank you Cindy for being so sweet…you know this does not come naturally to me! xx
YOU LOOK FABULOUS IN THE FIRST PIC…jeans, white shirt tucked in, socks and loafers!!! PERFECT!!!! Now….about jeans…is it pleat folded in the front or fold then or hang, so there’s no fold showing….what do you think? In one pic it looked like a fold..not some so I’m asking…years ago it was fashionable to iron in the pleat. Thanks. Btw…go get Maryanne’s cashmere poncho in navy for that outfit! 👌
Hi Karen,
I’m not sure about the jeans…they seem to have a crease and I think they came folded like that. I have not washed them yet, so we will have to see. I hope I still like them! And you’re right, I need that poncho!
xx
A
Annie, you look amazing! Classic, Uber chic, and totally modern. I’m digging out my little white socks:) I’m not as tall as you so I’ll have to play around with the proportion but I love this look soooo much. Thanks for inviting me to join you ladies.
Hi Jennifer! I loved your fall looks! That blazer and jeans…my favorite1 I think you will rock the white socks! My daughter has a vintage pair of lug sole Gucci loafers that she wears with socks with dresses, skirts, shorts, jeans…and she’s 5’6″. xx
I can’t believe that white socks will be back in style. Uggh!
There is no fashion that will make me enjoy wearing it IF I have to press after wsshing. Double uggh!!
I always enjoy your input, but you missed me on this one.
Do keep writing, I will be waiting.
Hi Nan- I’ve been seeing the white socks and loafers all over Pinterest and I love them., but that’s just me! I might not be pulling it off, but look it up in the search bar on Pinterest and let me know what you think.
I have been wanting Gucci loafers for years. LOVE them on you. I gave some to Howard for a big anniversary and he hardly wears them… I may have to splurge. I love them with socks…although it won’t get that cold in SF…Ha! perhaps in the summer.
You have a great classic style with a bit of an edge that feels youthful but appropriate.
I miss seeing YOU in person.
I miss seeing you too! I can’t believe Howard doesn’t wear his Gucci’s…Brent has two pairs that he has been wearing for 20 years! Hope to see you soon, Mary Ann!! xx
Annie, You know I love your style… This was a super fun post. I need a few of your beautiful basics and would love a white shirt from Paris! You have me always wanting to have less and better! Beautiful photos and love the plaid on you especially. Fun post. xo
Kim! I adore your style! I think we need a girl’s trip to Crimson in Paris for cashmere sweaters and white shirts…someday! xx
Best post for fall I’ve read yet❤️ Socks, loafers and all the rest…definitely my happy, comfortable place! Everything good comes around again and I’m smiling like a Jack-o-lantern 🎃 Thanks Annie😍
Linda – Isn’t that so true and yet it always surprises me! I am so happy to be wearing socks again! xx
Love the look of socks with loafers (and the comfort factor!). This is one trend I’ll definitely be wearing when the weather cools down. I love everything you’ve shown here, especially that plaid blazer!
Susan, I loved your Rag & Bone sweater! You have the best style! And those boots too!
xx
Love all of these, Annie!
Thank you, Cheryl! Have a beautiful weekend!! xx
Annie!
You look stunningly beautiful in your photo shoot. Your hair is gorgeous and you rock the white socks with your loafers.
I just ordered the JCREW BLACK BLAZER and will pair it with many of the same items you modeled because they are also in my closet.
I look forward to your fall escapades around NYC.
Warmly, Diney on Camano Island
Hi Diney! You can’t go wrong with a great black blazer! It will go with everything in your closet! I am so happy that socks are back in style! Have. great weekend in Camano Isalnd!
xx