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Classic, Casual, Comfortable Fall Fashion

October 1, 2020 By Mary Ann Pickett 32 Comments

With so many people working from home this year, my Fall fashion will still be classic but also a bit more casual and comfortable! I’m wearing clothing that is as comfy lounging at home or out to lunch. The following are some examples and we have some stylish ladies joining us today to show you their over 50 styles for Fall. The links are at the end of the post

Classic, Casual, Comfortable Fall Fashion

This is at a little cafe down the street from where I live in San Francisco.

 The leggings sort of suck you in and are really flattering. The tee shirt is soft and the Birdie loafers feel like wearing slippers.

  1. Oversized Sunglasses โ€ข 2. Soft Leopard Tee on sale plus an extra 50% off! โ€ข 3, Cardigan โ€ข 4. High Rise Legging on sale plus an extra 50% off!โ€ข 5. Pearl bracelet โ€ข 6. Gold bangle โ€ข 7. Birdies in Black Calf Skin โ€ข 8. Classic Chanel Handbag โ€ข or more affordable option โ€ข 9. Nars Lip Pigment – American Woman shade This stays on under my mask.

My Chanel handbag is almost 20 years old. Howard bought it for me when we lived in Paris and it’s been a good investment!

This orange cotton tunic is really soft. It comes in lots of colors and in standard, petite, and plus sizes. I’m wearing it with Banana Republic skinny jeans and Addidas sneakers.

Here’s one of my favorite outfits for every day, a long lightweight cardigan, classic white blouse, leopard belt, blue jeans, and booties. The booties are a couple of years old, still look good and the block heel makes them more comfortable. My purse is several years old (similar).

You may also like Classic Style with Jeans, T-shirt, Cardigan

Let’s go see what these ladies have in store for us!

Cindy Hattersley

Most Lovely Things

A Well Styled Life

Une Femme d Un Certain Age

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Filed Under: Style Over 50 Tagged With: Ageless Style

Reader Interactions

Comments

  1. Ginger says

    October 24, 2020 at 8:04 am

    You looks fabulous and I Love your outfits! I would wear everyone of them!

    Reply
  2. Sue Holland says

    October 4, 2020 at 11:43 am

    I love the cami tee you are wearing in the first picture. Reviews say it is boxy, do you find that?
    I also love in SF, would love as many style tips you can offer.

    Reply
    • Mary Ann Pickett says

      October 4, 2020 at 11:56 am

      Sue, Yes, it is loose, which I like as it doesn’t show my “rolls”…I usually wear a small and got an extra small in this. You will love Birdies for walking around SF. There is a store on Union St. near Perry’s.

      Reply
  3. Heidi says

    October 2, 2020 at 3:02 pm

    Hi Mary Ann,
    You look so good in everything! Donโ€™t you love putting together Fall outfits. Now if only the weather would cooperate!
    Heading to the big city Saturday to finally have a cultural experience after 7 months of nothing. Hope itโ€™s not too hot and we have clearer air.
    Have a good weekend!
    XO Heidi

    Reply
    • Mary Ann Pickett says

      October 2, 2020 at 4:11 pm

      You are just the sweetest, Heidi.

      Reply
  4. Karen B. says

    October 2, 2020 at 6:39 am

    Mary Ann,
    You look great and I always find items I want to order (Banana Rep. sale). I’m still waiting for some cool weather to accompany my autumn clothes. ๐Ÿ™‚
    xo,
    Karen

    Reply
    • Mary Ann Pickett says

      October 2, 2020 at 4:12 pm

      We are having a HOT one here today, Karen.

      Reply
  5. Linda Henderson says

    October 1, 2020 at 3:48 pm

    Cardigans are you–short or long. Very nice looks. Thanks.

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 4:11 pm

      Petite, Linda for the long one…comes in regular and plus too.

      Reply
  6. Linda Fant says

    October 1, 2020 at 1:36 pm

    Classic and casual… these terms fit you perfectly. The confidence in your own style shines through in every outfit. Thanks for the fashion show๐Ÿ˜

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 3:17 pm

      Such a great compliment, Linda! Thank you.

      Reply
  7. LA CONTESSA says

    October 1, 2020 at 11:32 am

    San Francisco watch OUT…………HERE SHE COMES!!
    TAKE NOTES.

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 3:17 pm

      You are so cute, Elizabeth!

      Reply
  8. Arti says

    October 1, 2020 at 10:25 am

    You seem to have lost weight!! What is your secret? Loved each one of your looks!

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 10:50 am

      No, Arti…I’m afraid to weigh myself. Everything is soo snug. The first photo is just due to the leggings. Very slimming.

      Reply
  9. Claudette says

    October 1, 2020 at 10:12 am

    I absolutely loved the first outfit in your post. It had so many features I love in one outfit. Thank you.

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 10:47 am

      Thanks, Claudette. I’m trying to wear more colors but I do love the slimming capabilities of black!

      Reply
  10. Susan Blakey says

    October 1, 2020 at 9:54 am

    Great looks, Mary Ann! Simple and classic feels right this season.

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 10:02 am

      Thanks so much, Susan…I am on to read YOUR post!

      Reply
  11. Francesca B. says

    October 1, 2020 at 9:53 am

    Thank you Mary Ann for all the fabulous fall finds! I love the olive cardigan and I am going to get it for my darling mum:) Happy Thursday!

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 10:03 am

      That’s great, Francesca… you can borrow it!

      Reply
  12. Judee says

    October 1, 2020 at 9:53 am

    I love everything you wore in this post! I was thinking of “my style” and you’ve got it!!
    What style would you call it? Not tailored, not fussy, what style is it?
    Judee

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 10:03 am

      Ha! It’s “classic casual”, Judee.

      Reply
  13. Alexis says

    October 1, 2020 at 8:58 am

    Happy Fall , I love all the looks you ladies share with us . Looks for the long stemmed beauties and
    Especially fun things for the vertically challenged , ideas I would not have tried and the sources to
    find them are great !
    Thanks Mary Ann

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 10:06 am

      Yes, “vertically challenged”!!! ๐Ÿ™‚

      Reply
  14. cindy says

    October 1, 2020 at 8:31 am

    Oh my gosh you look adorable in every one of those outfits. You look especially gorgeous in that orange tunic. And you always look so darling in cardigans. If I looked as cute as you in a ponytail I would wear one everyday!!

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 10:07 am

      I love you, Cindy…I need a hair appointment! So today it’s in a ponytail. And you look great in ponytails.

      Reply
  15. Annette says

    October 1, 2020 at 8:27 am

    Love these looks, casual and smartly put together!

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 10:08 am

      Thanks, Annette…I’m all in for comfort too!

      Reply
  16. Jennifer Connolly says

    October 1, 2020 at 8:25 am

    You look amazing Mary Ann! Those combo’s could have come right out of my wardrobe…except that Chanel bag #goals. I how how you’ve put things together. Thanks for invting me to join you very styish ladies this month.xo

    Reply
    • Mary Ann Pickett says

      October 1, 2020 at 10:07 am

      Thanks, Jennifer. It’s always so nice when you can join us!

      Reply
  17. Annie Diamond says

    October 1, 2020 at 7:00 am

    Mary Ann! I love all your looks! And I think I recognize that corner restaurant! You have the perfect SF looks!

    Reply

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