Classic Fall Outfit & Oh, Hey Girl! Link-Up

Fall 2017 Outfit Riding Boots & Leggings on Style Blogger Brooke of Pumps and Push-Ups

Sometimes blogging challenges you to try new things when it comes to your style and sometimes it causes you to have a little bit of an identity crisis. Do I really like this piece of clothing or am I just wearing it because it’s trendy? I’ve been reading quite a few blog posts lately from my fellow bloggers talking about this very fact. I’ve also been feeling the same way. My closet has quite a few things in it currently that I don’t love to wear and on most days I go for my old favorites; those basic, classic pieces. For fall, this is my classic outfit.

This post contains affiliate links, I receive a commission for purchases made through them. Thank you for supporting Pumps & Push-Ups.

Bag| Boots | Top | Sweater | Leggings

Classic Fall Outfit

Put on your dancing shoes, it’s legging season. When the air turns just the tiniest bit cooler, I put on my leggings and remember how very awesome they are. My very favorite thing to wear with my leggings are my classic riding boots. I’ve owned this particular pair of Sam Edelman Penny boots for about four years now. They were a great purchase! I have splurged on things and then let them sit in my closet, and felt extremely guilty over it. However, these boots are one of those purchases I’ve never regretted. When I first bought them, I was dying for a pair of Frye boots, but they were so out of my price range. I picked this pair instead and am so glad I did. Sure, they could use a little polishing, but four years old and worn very heavily every year, they still look great! They are still sold today and totally worth it. 

Madewell Crossbody Monogrammed Crossbody Bag

Madewell Simple Crossbody Bag

Y’all know I love my big totes, but now that my littlest is getting older (and closer to being potty trained) I can get away with traveling without diapers! Woo! I ordered this simple crossbody bag from Madewell, it’s so classic and so well made. I opted for the monogram, which I love, but I didn’t expect it to be as large as it is. Since my initials are “BAA”, it’s borderline like, is that a monogram or you trying to say something about sheep? My husband totally made fun of it. Still love it, not caring. 

Classic Fall outfit with leggings and long cardigan and riding boots 

Loft Ponte Leggings

Oh but what leggings are the best leggings? My favorite kind are ponte. They’re thick, so you don’t have to worry about them being see through. I have a pair from LOFT that I love! They come in petite, so thats a plus, always! This particular outfit includes the ponte knit bell sleeve top from Old Navy I talked about in my buying lately post, as well as the boyfriend cardigan I mentioned. I love this cardigan!

Shop The Post

You can find me wearing this outfit just about any day. It takes me from t-ball, to the grocery store – living that mom life. What is your favorite outfit to wear?

-Brooke

Now, let’s…get…linking!!

NEW! I’ve started a collaborative Pinterest board for the Oh, Hey Girl! Link-Up. I would love for you to join and share your looks there too! Just send me a message on Pinterest or at [email protected] if you would like to be added.

Link up any post you would like to show off; your outfit, home decor, recipe, workout. Anything at all! Because, oh, hey girl! I want to see it!

Link-Up ‘Rules’
1. Follow me on Bloglovin or Instagram
2. Link back to my site from your post, you can grab a button if you like!

Pumps and Push-Ups

 


See who I link with here! (p.s. – if you have a new link up on your blog, leave it in the comments, so I can add to this list!)

Brooke of Pumps and Push-Ups - petite style blogger

Hello, I'm Brooke!

A petite (4'10") gal on the hunt for the best petite clothes. I show you where to shop for petite finds, and how to style them in my weekly style sessions. I don't alter or hem any of the clothing on my blog - what you see is exactly how the items fit me right from the store.

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87 Comments

  1. 10.11.17
    Ingrid said:

    Striped tops are such a favourite of mine!

    Thanks for hosting this link up!

    Ingrid
    http://www.fabulousandfunlife.blogspot.com.au

  2. 10.11.17
    Living on Cloud Nine said:

    Nothing like the classics, especially in the Fall!! Cognac Tall Boots and Black legging is one of my all time favorites too..add stripes and a cardi and you’re good to go and CUTE as a button!!

  3. 10.11.17
    Rachelle said:

    Such a classic Fall look, love your boots.

    xo
    Pinksole

  4. 10.11.17
    Biana Perez said:

    I know what you mean about trying things out of the norm and not sure if you’re liking them because it’s cool to like them or you actually like them LOL! this outfit, I need in my closet!! xo, Biana –BlovedBoston

  5. 10.11.17
    Carrie said:

    Love everything about this look! I would so wear it!

  6. 10.11.17
    Mica said:

    I love classic outfits like this – I always end up defaulting back to the simple classic outfits. I think especially as a mum I don’t have a lot of time and energy to try trends and I just stick with things I know I love πŸ™‚

    Thank you for the link up!

    Hope you are having a wonderful week so far πŸ™‚

    Away From The Blue Blog

  7. 10.11.17

    It is the perfect Fall outfit. So classic and completely put together and easy to wear!

    Shelbee
    http://www.shelbeeontheedge.com

  8. 10.11.17

    Totally agree this is the perfect fall outfit! Wish I had snagged that cardigan in that color…super cute. We finally got a little cooler air yesterday but still not sure I can pull out my tall boots yet. Hopefully soon I’ll be copying this look!

  9. 10.11.17

    This type of outfit is pretty much my go-to during fall! I LOVE a good striped tee and that olive cardi is so cute!

    Rosy Outlook

  10. 10.11.17

    The perfect fall look. You always look gorgeous.

    Amy Ann
    Straight A Style

  11. 10.11.17

    Classic is classic for a reason. It always works and looks good!!! This is perfect, Brooke!
    XOXO
    Jodie
    http://www.jtouchofstyle.com

  12. 10.11.17
    mummabstylish said:

    Love those boots, I hoping to get similar, but I need a wide calf style. Thanks for hosting. x Jacqui
    http://www.mummabstylish.com

  13. 10.11.17
    ADA said:

    Easy peasy looks like this are Fall perfection. If you see all my latest posts I have mostly worn and chosen simple basics. I need some knee-high cognac boots badly. Love your bag too. I love Loft’s leggings too. I blogged an outfit with the dark gray pair, just on Monday. πŸ˜‰

  14. 10.11.17

    Your first paragraph was something I came to terms with this past year. When I first started fashion blogging, I wore things other blogger would wear. Then last spring I realized I have so many clothes I don’t really like or don’t feel “me” in that I donated them all. Would you believe I donated 8 garbage bags of clothes? Now whether it’s trending or not, I buy and wear only what I like and I feel comfortable in. LOVE your outfit. I agree about ponte knit leggings too. And that bag is just the cutest!

  15. 10.11.17
    Jonet Wooten said:

    I love the yummy brown boots with your striped top. Welcome fall! Xo Jonet

    http://www.FabulouslyChicOver50.com

  16. 10.11.17
    Laura said:

    I love going for classic pieces, especially when I don’t know what to wear. I love your boots! I’ve been eyeing that pair as a replacement for mine. Do they hold up well and are they comfy?

  17. 10.11.17

    You can never go wrong with classic pieces–I find myself wearing my knee high boots and striped shirts year after year. I have similar pieces so I might just have to recreate this look–thanks for the inspiration!

  18. 10.11.17

    Those boots – allll the heart eyes! I hear you on not wanting to fill up your closet with trendy pieces, and stick to the classics. This outfit is classic perfection <3

    Green Fashionista

  19. 10.11.17
    Ashley said:

    Such a cute look! Loving those boots..

    Sincerely Miss Ash

  20. 10.11.17

    Perfect Fall look! Love the stripes and olive cardi!

    xx, Elise
    http://www.sparkleandslippers.blogspot.com

  21. 10.11.17
    Roxanne said:

    Cuteness! I feel you on the trendy versus true crisis. I have been debating about whether to keep my riding boots because they aren’t trendy per se, but I always wear them so much!
    –Roxanne
    http://glassofglam.com

  22. 10.11.17

    I love the olive green sweater with the tan boots and bag. Such a rich look!
    Cheryl
    https://www.northwestmountainliving.com

  23. 10.11.17
    Brooke said:

    They hold up really well! I also think they’re comfortable. I would say size up to wear with winter socks and all because they are a little narrow.

  24. 10.11.17
    Brooke said:

    These boots come in a wide calf version too. πŸ˜€

  25. 10.11.17

    This is such a great classic look. Most of my go-to fall outfits look like this too. πŸ™‚

    Mary
    https://www.themarycurator.com/

  26. 10.11.17

    That’s an absolutely perfect fall outfit- makes me want to up my cognac bag and boot game.

  27. 10.11.17

    Such a perfect casual fall outfit, and I’m loving those boots!
    Rachael
    http://www.threadsforthomasblog.com

  28. 10.11.17
    Cristina said:

    Brooke, your outfit is a fall classic and I love it! My favorite fall looks are those that involve layers and especially long cardigans πŸ™‚
    BTW, the thing about your initials is so funny

    http://www.memoriesofthepacific.com

  29. 10.11.17

    This is such a great classic fall look. I love the tote and think the initials are a fun part of it. You look gorgeous!

    http://www.mylittlenest.org

  30. 10.11.17

    obsessed with those boots!!
    Lesley-Kim

  31. 10.11.17

    Totally agree and often find myself going back to basics/classics! This is such a perfect fall lookβ€”that little baa bag is too cute.
    xx, Tyler
    http://www.girlmeetsgold.com

  32. 10.11.17
    Caitlin said:

    This is so perfect for fall!

    Beauty & Colour | Vegan Lifestyle Blog

  33. 10.11.17
    Julie said:

    I love this entire look! The stripes with the olive green sweater look great, and THOSE BOOTS!! I have a link up on my blog on Friday. http://www.gingerphotog.com (Ginger’s Linkup) Hope you can visit!

  34. 10.12.17
    Brooke said:

    I was so excited last week when it was cool enough for my
    Leggings and boots, then it turned hot again! Boooo! Lol

  35. 10.12.17
    Brooke said:

    Thanks Rachelle!

  36. 10.12.17
    Brooke said:

    Haha yes!! Then when it comes to getting dressed I’m like nah, I’ll pass on that! lol

  37. 10.12.17
    Brooke said:

    Thanks Carrie!

  38. 10.12.17
    Brooke said:

    Thank you Helena!

  39. 10.12.17
    Brooke said:

    I agree Mica! I’ve never been a trendy person, but tried more this summer to wear more trends. Now I feel like when I look at my closet I wasted a bunch of money on things I don’t love! I’m going back to my basics!

  40. 10.12.17
    Brooke said:

    I was able to pull them out last week and was reminded how much I love them, but it turned humid and hot again this week! Back in the closet they went!

  41. 10.12.17
    Brooke said:

    Thank you Kelly!

  42. 10.12.17
    Brooke said:

    Aw thank you Amy!

  43. 10.12.17
    Brooke said:

    You’re right Jodie!!

  44. 10.12.17
    Brooke said:

    Lofts leggings are the best!! I really love the bag. I don’t buy expensive bags often, even though this one wasn’t crazy expensive, it was like a little treat to myself!

  45. 10.12.17
    Brooke said:

    You’re so wise Amy! I’m going to do that from now on, I hate that I’ve wasted money on things that just aren’t “me”.

  46. 10.12.17
    Brooke said:

    I especially love striped shirts, they can be worn so many ways!

  47. 10.12.17
    Brooke said:

    Thanks Kate!

  48. 10.12.17
    Brooke said:

    Thanks Ashley!

  49. 10.12.17
    Brooke said:

    Thanks Elise!

  50. 10.12.17
    Brooke said:

    I’m with you! I honestly wasn’t sure if I even wanted to put them on the blog because they aren’t necessarily trendy, but the reality is I wear them more than anything!

  51. 10.12.17
    Brooke said:

    Thanks so much Cheryl!

  52. 10.12.17
    Brooke said:

    You have awesome style Mary!

  53. 10.12.17
    Brooke said:

    Do ittttt! Lol! Thanks Deena!

  54. 10.12.17
    Brooke said:

    Thanks Rachael!

  55. 10.12.17
    Lisa Richardson said:

    I love this outfit. You are right about the classic pieces and wearing what you love. I really have to pause before buying some things and ask myself if I’m buying it because I like it, or because everyone else has it. It’s an easy trap to fall into. If that’s the sweater from Old Navy, I bought the same one for myself and my daughter. It’s all around perfect. Your initials! I have to tell you that if you hadn’t pointed out the “BAA” I don’t know that I would have even thought about that. There’s the difference in a man and a woman. I saw a monogram and your silly husband saw a sheep. LOL! Happy Thursday cutie!

  56. 10.12.17

    Such a cute outfit! Loving the stripes!
    ~Samantha
    http://goldcoastgirlblog.com

  57. 10.12.17

    So cute! Love this simple fall style!

  58. 10.12.17
    Carrie @ Curly Crafty Mom said:

    I love classic fall outfits! I just got out my tall boots yesterday, it was the first day it was cold enough. I love the monogrammed bag and the color of your cardi!

    Carrie
    curlycraftymom.com

  59. 10.12.17
    beautygirl24 said:

    I can totally relate to what you’re saying about having things in your closet that you don’t necessarily love! I always struggle with what outfits to blog because so much of what I wear is kind of boring lol. I definitely feel like blogging pushes me too far sometimes and I’m trying to stay away from that! Love the leggings and need a good Ponte knit in my life. Also, I’d love to join your Pinterest group!

  60. 10.12.17
    Brooke said:

    I think so too Ruth, if I listed to my husband I’d only wear old t-shirts, haha!

  61. 10.12.17
    Brooke said:

    Thank you!

  62. 10.12.17
    Brooke said:

    Thank you Caitlin!

  63. 10.12.17
    Brooke said:

    I will stop by!! Thank you for sharing!

  64. 10.12.17
    Brooke said:

    It is from Old Navy! It’s awesome isn’t it?! I know you share my love of cardigans! πŸ™‚

  65. 10.12.17
    Brooke said:

    Thanks Samantha!

  66. 10.12.17
    Brooke said:

    Thank you Erica!

  67. 10.12.17
    Brooke said:

    Thank you Carrie! I need to polish them up a bit, but I’m so excited it’s boots season!

  68. 10.12.17
    Brooke said:

    I would love to have you! I’ll send you in invite, let me know if you don’t see it come through! I also struggle with my wardrobe, it’s pretty basic and I also feel sometimes boring. But, it’s surprising sometimes the simplest outfits are the ones people love most!

  69. 10.12.17
    Brooke said:

    Thank you shelbee!

  70. 10.12.17
    Brooke said:

    Me too Cristina, especially cardigans!

  71. 10.12.17
    Chloe said:

    This look is very cute! It’s definitely a classic look that I’d wear! πŸ™‚

    xo, Chloe // https://funinthecloset.com/tokyo-japan/

  72. 10.13.17
    Beth Parker said:

    I felt the same way about my blog. I was buying/wearing things because everyone else was or because it was the “it” piece. My closet was getting bigger, husband was getting annoyed, and I kept going back to the same pieces over and over again. So I took a hiatus and now I’m back and staying true to me!
    Btw I love your classic Fall look. Mine is similar, except I’m in a sweater and blanket scarf!
    XO- Beth
    http://www.behindmyheels.blogspot.com

  73. 10.13.17
    Sheree Ho said:

    This is such a classic fall outfit! Those boots are so cute, and I love the way you accessorized the look. I could definitely see myself wearing something like this.
    Thank you for linking up this week!

    ~xo Sheree
    PoshClassyMom.com

  74. 10.14.17
    Chrissy Rowden said:

    Yes to blogger identify probs. What is my style again?? You look adorable. I love the striped top, black pant combo, but I feel must have that olive green cardigan. πŸ˜‰

  75. 10.14.17

    You look so gorgeous and cute at the same time. I really like how the plainness of the colors incorporates so well in each other. I love that western brown leather boots!

    StyleSprinter Blog by Katya Bychkova

  76. 10.15.17
    Kim said:

    I love classic patterns like stripes! And really laughed when you mentioned your monogram/initials. BAA looks really cute! Way better than mine, KBV which is just suuuper rando.

    Kim
    simplylovebirds.com

  77. 10.16.17

    Girl I just love riding boots and leggings for fall! I will keep wearing them even when I’m a grandma and all the cool kids are telling me I look old-fashioned! Love your classic fall look.
    -Kristin
    countdowntofridayblog.com

  78. 10.17.17
    Brooke said:

    I love a classic blanket scarf too! My hubby not only has been hating on my clothing budget, he also doesn’t like a lot of the trending styles haha!

  79. 10.17.17
    Brooke said:

    Thank you Sheree!!

  80. 10.17.17
    Brooke said:

    Haha yes!! It’s like who am I?!

  81. 10.17.17
    Brooke said:

    Thank you Katya!

  82. 10.17.17
    Brooke said:

    Haha! At least there is no denying that they’re initials!

  83. 10.17.17
    Brooke said:

    Girl me too!! I’m like this is my
    Style forevaaaa

  84. 10.17.17

    Great outfit, its certainly starting to look like fall..

  85. 10.19.17
    Jessica said:

    Lovely boots you got there dear! I love this classic look.

    Jessica | notjessfashion.com

  86. 11.13.17

    This is my kinda fall outfit. Give me all the cardigans

    http://www.michellespaige.com/

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