Fall office style // Olive jacket + tweed pencil skirt

stylish fall work clothes_ann taylor macys petite fashion

Ann Taylor knit skirt 00 petite c/o, Maison Jules jacket xxs, Talbots belt in oakmoss / red, H&M turtleneck (similar), Zara heels, Tory Burch Parker small tote, Thierry Lasry sunglasses

I’m a creature of comfort, and this knit tweed skirt does not sacrifice that. It’s thick, stretchy, and lined, with an elasticized pull-on style waistband. I’ll be wearing this one through much colder weather, with tights!

womens workwear fall style petite tory burch small york tote bag

Measurements of this skirt in size 00 petite, when lying flat and un-stretched: 13″ across the waist, 15.5″ across the hips, 22″ total length. Note the material is very stretchy. Although this skirt fits me better off the rack than most AT skirts, the waist is still a little loose when worn at my high waist, so I’ve cinched it here with a wide belt.

Other Ann Taylor picks

black work handbag laptop tote tory burch york purse
classy outfits tweed petite pencil skirt olive trench coat

Olive Swing Trench

I am so stoked about this olive cropped trench find from Maison Jules! Use code VIP for extra 30% off, making this half off its original price. The sleeves are long on me, so I’ll have to get them shortened. The shoulders fit well, though, which is more important and saves quite a bit in tailoring. The material of this is like a thick crepe fabric (jacket is lined), and looks more high end than its price tag, in my opinion.

An alternative jacket on sale is this olive knit open blazer, also by Maison Jules. This one fits on the smaller side with 3/4 length sleeves – the regular xxs blazer works on someone my size with no alterations needed!

boston fashion blogger back bay shopping

Classic WOrk Tote

I recommend my small Parker tote (comes in lots of pretty colors) as an everyday work bag, for those who have laptops on the smaller side. This tote is roomy enough to fit my Macbook, shoes, and more, without being too heavy or overwhelming my frame. The leather feels similar to coated saffiano leather and is easy to wipe clean. It has a zippered top, and I especially like the large front slot with a magnetic snap closure for easy access.
tory burch handbag york black laptop work purse


45 thoughts on “Fall office style // Olive jacket + tweed pencil skirt

  • Reply Marjorie September 18, 2017 at 1:50 am

    This tweed pencil skirt is so beautiful. Love it!

  • Reply Charmaine Ng | Architecture & Lifestyle Blog September 18, 2017 at 2:07 am

    My office doesn’t have a strict dress code and I’m thankful, but outfits like this from you makes me wish it does! What a beautiful outfit to feel like a power woman in!

    Charmaine Ng | Architecture & Lifestyle Blog

  • Reply Sarah Lilly September 18, 2017 at 2:31 am

    That olive jacket is a dream! I love that colour for all year around, but it’s especially beautiful in fall. I love the skirt you’ve paired it with too. You look beautiful.

    Sarah Lilly || The Lilly Mint Blog

  • Reply Rena September 18, 2017 at 3:13 am

    This is the perfect office style and I really like your skirt and how you have styled this classy piece!
    xx from Bavaria/Germany, Rena

  • Reply Lyla September 18, 2017 at 3:21 am

    Hi Jean, I’ve been wondering a long time. How do you wear a belt with a skirt without belt loops and keep it in place? For example, when you sit the belt on my back will ride up. Do you have to put it back in place each time you move around? Very cumbersome not to mention can be quite embarrassing to see the belt is up against your shirt instead of skirt when you are seated. Appreciate some tips on how to manage this dilemma I have.

    • Reply Jean | Extra Petite September 21, 2017 at 10:43 pm

      Hi Lyla! There’s no real secret … if you don’t add anything to secure it, the belt will definitely shift around when you sit. I love wearing belts, so sometimes I have my tailor add small threaded loops to some skirts, also double sided fashion tape helps! If it’s a small / narrow belt, I have also used large safety pins as “belt loops” on the side seams of my skirts.

  • Reply Michael @ Mile in My Glasses September 18, 2017 at 3:52 am

    I always love your style Jean! That olive green goes so well with the black!

    I hope you’re having a lovely Monday!

  • Reply Neeltje | Thoughts in Style September 18, 2017 at 4:17 am

    This is such a cute outfit!

  • Reply Kristjaana September 18, 2017 at 4:23 am

    You look so gorgeous in this classy office look! And totally in love with your hair this way <3

    x Kristjaana

  • Reply Rachelle September 18, 2017 at 6:14 am

    Such a gorgeous work look, love that skirt.

  • Reply Michela September 18, 2017 at 8:43 am

    i love this outfit so much!!
    miki x

  • Reply Isabelle September 18, 2017 at 9:06 am

    Wow Jean! That outfit is so elegant! Too bad the sale at AT is only for US and Macy’s doesn’t ship to Canada yet because I would have bought it! I will definitely look for similar items here 🙂

    • Reply Jean | Extra Petite September 21, 2017 at 10:45 pm

      Thank you, Isabelle! It’s such a bummer about AT sales always being US-only, and I didn’t realize Macy’s doesn’t ship internationally : (

  • Reply mayu from JAPAN September 18, 2017 at 9:08 am

    Hi, Jean! I always thank you for your trusty recomendations 🙂

    The pieces I purchased online today are…tweed pencil skirt, ruffle cuff sweater with crew neckline, grey bow pumps, marled puff sleeve sweater, black pencil skirt with slit, olive jacket from your picks.Can’t wait to wear them!

    • Reply Jean | Extra Petite September 21, 2017 at 10:46 pm

      Hi Mayu – you picked some great pieces! : ) I hope you love them! I’m sorry the olive jacket got cancelled : /

  • Reply Jen September 18, 2017 at 1:18 pm

    Hi Jean, I have been following your IG for a couple of months now. I have to say that you have given me so much inspiration for my wardrobe. Your outfits are always so classy and elegant. I love your ideas and outfit ideas. Thanks for sharing!

    • Reply Jean | Extra Petite September 21, 2017 at 10:46 pm

      Hi Jen – you are so sweet. That means a lot to me to hear – thank you!

  • Reply Katerina September 18, 2017 at 4:09 pm

    Always stylish, elegant and so feminine! 🙂


  • Reply Liv September 18, 2017 at 5:03 pm

    So professional and chic!



  • Reply Jody September 18, 2017 at 7:52 pm

    Tutorial on this hair style please?


    • Reply Jean | Extra Petite September 21, 2017 at 10:47 pm

      Hi Jody – I just made an updated hair curling tutorial (hopefully it’ll be on the blog within 2 weeks), and all I did was take that curled hair and sweep it into a low ponytail. I always finish my ponytails by wrapping a small piece around the elastic : )

  • Reply Elizabeth September 18, 2017 at 9:57 pm

    I’m loving that olive jacket so much! <3 🙂 Such a great and easy way to incorporate fall colors in to the office wardrobe! And your skirt is gorgeous!

    XO, Elizabeth

  • Reply Sincerely Ophelia September 18, 2017 at 10:54 pm

    The olive/military green color reallyyy stands out subtly. Loveeee especially the belt!

  • Reply Carissa M Lee September 18, 2017 at 11:47 pm

    I love this green on you! How do the sleeves look folded up in the interim?

    • Reply Jean | Extra Petite September 21, 2017 at 10:49 pm

      Hi Carissa – thank you! They look normal folded up (ironing the fold and then using double sided tape to secure it always helps), but i’ll definitely need to get them properly hemmed soon!

  • Reply kim September 19, 2017 at 4:22 am

    You look great as always, but I am especially coveting that bag. It is the perfect size for a petite frame whereas totes often seem to run large and overwhelm. Great find.

    • Reply Jean | Extra Petite September 21, 2017 at 10:50 pm

      Hi Kim – thank you!! My thoughts exactly regarding the bag … it’s been a challenge to find bags that fit my laptop, shoes, and other junk without overwhelming a shorter frame!

  • Reply Jae September 19, 2017 at 10:38 am

    Beautiful olive jacket!

  • Reply Sharan September 19, 2017 at 10:46 am

    Love your ponytail in this look!!


  • Reply Julia Mazzucato September 19, 2017 at 12:20 pm

    I love this color for fall! Olive is such a beautiful shade.
    Julia・Little Miss Haute Couture

  • Reply Miranda September 19, 2017 at 3:40 pm

    How do you get your hair at the top of your head to look so voluminous? My hair is always so flat (I have a naturally oily scalp)

    • Reply Jean | Extra Petite September 21, 2017 at 10:51 pm

      Hi Miranda – I spray texture spray on it (using shu uemura dry texture finishing spray). after pulling my hair back into a ponytail and securing it with an elastic, I then always tease some out at the top to form a bump with my fingers.

  • Reply Made in Mauve September 19, 2017 at 9:46 pm

    Love the jacket!

  • Reply Dolce Petite September 20, 2017 at 3:47 am

    Those pumps look like they really lengthen the legs – very petite-friendly, I love it! <3


  • Reply Ann Marie September 20, 2017 at 7:59 am

    honestly, I think Macy’s only produces 1 jacket in XXS! By the time you post & I look for the item online, they no longer carry it in XXS 🙁

    • Reply Jean | Extra Petite September 21, 2017 at 10:51 pm

      Oh nooo … I swear, they probably just make a small handful : ( So frustrating!

  • Reply Mimi September 20, 2017 at 11:34 am

    Lovely skirt and I love the whole outfit too! Beautiful pieces and they’re working well together. 🙂

    Have a nice day,


  • Reply Cathy Garland September 21, 2017 at 4:19 pm

    Love this! But how do you keep your belts in place without belt hoops? I hate adjusting things all day…

    • Reply Jean | Extra Petite September 21, 2017 at 10:53 pm

      Hi Cathy – they will definitely shift if you don’t add anything to secure it, and even then it can be a bit of a pain to adjust. Pasting in my answer from above:

      I love wearing belts, so sometimes I have my tailor add small threaded loops to some skirts, also, double-sided fashion tape helps! If it’s a small / narrow belt, I have also used large safety pins as “belt loops” on the side seams of my skirts.

  • Reply Ariel September 22, 2017 at 9:19 am

    Hi Jean! Beautiful outfit! How big is your MacBook & how heavy does the tote end up being? I’m looking for a new workbag but I have a 15inch work MacBook. Thanks!

  • Reply varunajithesh September 25, 2017 at 12:29 pm

    Wow looking gorgeous …

  • Reply Leslie P. September 25, 2017 at 9:59 pm

    Picked up this jacket and got the extra 30% off! Would absolutely agree on the quality of the jacket, the material is great and it also has some movement so it’s not so stiff. I already had a very similar skirt in my closet which needed a great layering piece and this was perfect!

  • Reply Any Given Wednesday - theavidpen September 27, 2017 at 6:56 am

    […] 12| Looking both chic and professional is always a goal for a working professional and I’m loving this post from Extra Petite about Fall Office Style// Olive Jacket + Tweed Pencil Skirt. […]

  • Reply Miki October 6, 2017 at 11:53 pm

    Hi Jean! I am a big fan of your blog and I constantly follow your tips. I recently purchased the Banana Republic Avery-Fit Pants and I plan to shrink it in my dryer, just like you did with your Sloan-Fit Pants!

    However, given that the fabric of the Avery-Fit (wool and spandex) is different from the Sloan-Fit (viscose, cotton and spandex), do you think shrinking it in the dryer will work?



  • Reply Maia October 18, 2017 at 8:11 am

    Perfect. Love your set. Thanks for the post

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