Outfits of the Day :: Winter 2019-2020

I wear clothes that mostly fit, I collect leather accessories (primarily purses, shoes, and jackets), and I enjoy gold jewelry. That’s worth seeing, right? Yes. Yes it is. Be advised, I’m not a fashion blogger, I’m not tall, I’m not a size two – and here I am anyway!

These OOTD posts are a personal time capsule, and a visual log of outfits that work for me (or don’t!). For the sake of variety I’ll try to avoid showing repeat outfits in a single season, but no promises. For geographical reference I am in North America (USA), Central Arkansas. Links to other seasons are at the end of the post.

Outfits of the day - Here's what I wore, enjoy! #35F #HereIAm #OOTD #stayathomeblogger #milblogger
Disclosure: This post contains affiliate links that help support LadyJupiter.com, you understand.

GOOD • Taking outfit of the day photos has helped me see what outfits work, and helped me visualize what I want to see more of. This season I decided to start uniform dressing, and get serious about clearing my closet. So I am using these OOTD photos to say goodbye to clothes before I wash them for the last time…in addition to showing you what I wore in case you’re looking for some inspiration.

☞ Related: How to start uniform dressing

BAD • Nothing bad really! I’m actively shrinking back down to my pre-pregnancy size so that’s fun. I used to be a size four, and now I am an eight or ten.

ALSO • I will add specific details about individual pieces of clothing as I can, but a lot may simply be brand and size; don’t expect style names or season for everything.

Winter 2019 – December 21, 2019 to March 19, 2020.


I started winter in Honolulu, Hawai’i and loved it. If we could afford it, we would spend every winter solstice in paradise. But alas, the moneys are finite. But hey, that’s why we save AND have imaginations, right?!

Outfit of the day December 23. #OOTD #NotAFashionBlogger #WhatIWore #ootdshare #LeatherAccessories|Top|Linen-blend v-neck – Massimo (Target), extra small.
|Bottom|Black
jeggings – an Amazon brand, medium short.
|Shoe|Leather
ballet flats, black – Tieks.
|Accessories|Leather
backpack – Mark & Graham.

Outfit of the day December 25. #OOTD #NotAFashionBlogger #WhatIWore #ootdshare #ADIDAS|Top|Galaxy print pullover hoodie – s/m.
|Bottom|Red pocket leggings – Aerie, large.
|Shoe|Leather sneakers – Adidas Campus ADV X Silas.
|Accessories|Apple watch, series three.

Outfit of the day December 26. #OOTD #NotAFashionBlogger #WhatIWore #ootdshare #traveling|Top|Galaxy print pullover hoodie – s/m.
|Bottom|Black jeggings – an Amazon brand, medium short.
|Shoe|Leather ballet flats, black – Tieks.
|Accessories|Leather backpack – Mark & Graham.

☞ Related: Collection :: Travel Outfits

Outfit of the day December 28. #OOTD #NotAFashionBlogger #WhatIWore #ootdshare #mondetta|Top|Button cardigan – Mondetta, small.
|Top|Pink/black polkadot shirt – Lularoe (thrifted), small.
|Bottom|
Indigo wash jeggings – Daily Ritual, medium long.
|Shoe|House shoes that look like sleeping bags –
from Amazon.

Outfit of the day December 31. #OOTD #NotAFashionBlogger #WhatIWore #ootdshare #LululemonLabs|Top|Cream oversized sweater – H&M, medium.
|Bottom|Gray relaxed pants – Lululemon Labs.
|Accessories|Striped socks – from Amazon.
|Accessories|Peach knit beanie – Amazon.

Outfit of the day January 1. #OOTD #WhatIWore #ootdshare #AnnTaylorSilk|Top|Neon yellow silk shirt – Ann Taylor, extra small.
|Bottom|Black skinny pants – Madewell, 30″ waist.
|Shoe|Leather ballet flats, leopard – Tieks.
|Accessories|Microfiber hair wrap – from Amazon.

Outfit of the day January 3. #OOTD #WhatIWore #ootdshare #USAFAsupporter|Top|Air Force Academy zip jacket, small.
|Bottom|Indigo wash jeggings – Daily Ritual, medium long.
|Shoe|Leather sneakers – Adidas Campus ADV X Silas.
|Accessories|Lazy & Easy all in one (toner, moisturizer, serum) – on Amazon.

Outfit of the day January 5. #OOTD #WhatIWore #ootdshare #AerieLeggings|Top|Striped pullover hoodie – an Amazon brand, medium.
|Bottom|Red pocket leggings – Aerie, large.
|Shoe|Leather ballet flats, black – Tieks.
|Accessories|Slim electric heater – Amazon.

Outfit of the day January 7. #OOTD #WhatIWore #ootdshare #Nikita|Top|Black leather jacket – Nikita, small.
|Top|Black/white striped turtleneck – A New Day (Target), extra small.
|Bottom|Light wash jeggings – an Amazon brand, medium long.
|Shoe|Tan penny loafers – Sperry Topsider on Amazon.
|Accessories|Apple watch, series three.

Outfit of the day January 9. #OOTD #WhatIWore #ootdshare #Portofino|Top|Original fit Portofino – Express, extra small.
|Bottom|Blue leggings with pockets – from Amazon, large.
|Shoe|Leather ballet flats, black – Tieks.

Outfit of the day January 11. #OOTD #WhatIWore #ootdshare #Portofino|Top|Slim fit Portofino – Express, extra small.
|Top|Linen-blend tank – Massimo (Target), extra small.
|Bottom|Glen plaid jeggings – an Amazon brand, large.
|Shoe|Leather ballet flats, cream – Tieks.

Outfit of the day January 12. #OOTD #WhatIWore #ootdshare #Tieks|Top|White fitted shirt – A New Day (Target), small.
|Bottom|Yellow floral pants, from Amazon, small.
|Shoe|Leather ballet flats, green – Tieks.
|Accessories|Red leather clutch – Gap.
|Accessories|Italian coin pendant – from Amazon.

Outfit of the day January 14. #OOTD #WhatIWore #ootdshare #Blanqi|Top|Oversized cowl-neck tunic – Sonoma Goods (Kohl’s), s/m.
|Bottom|Black postpartum leggings – Blanqi, medium.
|Accessories|Primarily black no-show socks – Amazon Essentials.
|Accessories|Teal headband – from Amazon.

Outfit of the day January 17. #OOTD #WhatIWore #ootdshare #BrownLoafers|Top|Black 3/4 sleeve sweater – Banana Republic, medium.
|Top|White popover tunic – Goodthreads, small.
|Bottom|Black jeggings – an Amazon brand, medium short.
|Shoe|Tan penny loafers – Sperry Topsider on Amazon.

Outfit of the day January 18. #OOTD #WhatIWore #ootdshare #Denim|Top|Denim shirt – Express, extra small.
|Top|Everyday tunic tank – Sonoma (Kohl’s), small.
|Bottom|Dark pink capri leggings w/pockets, large.
|Shoe|Leather ballet flats, leopard – Tieks.

Outfit of the day January 20. #OOTD #WhatIWore #ootdshare #LeopardPrint|Top|Original fit Portofino – Express, extra small.
|Top|Linen-blend tank – Massimo (Target), extra small.
|Bottom|Burgundy jeggings – an Amazon brand, medium long.
|Shoe|Leather ballet flats, leopard – Tieks.

Outfit of the day January 23. #OOTD #WhatIWore #ootdshare #stripes
|Top|Navy/white striped wide shirt – Lularoe (thrifted), extra small.
|Bottom|Green athleisure pants – Xersion (JCP), medium.
|Shoe|Tan penny loafers – Sperry Topsider on Amazon.
|Accessories|Matte black steel bangle – MVMT, one size.

Outfit of the day January 24. #OOTD #WhatIWore #ootdshare #redshoes
|Top|Black floral popover shirt – Zara Basic, small.
|Bottom|Indigo wash jeggings – Daily Ritual, medium long.
|Shoe|Red leather loafers – Carlo Pazolini.

Outfit of the day January 26. #OOTD #WhatIWore #ootdshare #Adidas
|Top|Black & Gold polka dot shirt – WhoWhatWear (Target, 2016), extra small.
|Bottom|Black jeggings – from Amazon, Medium.
|Shoe|Leather sneakers – Adidas Campus ADV X Silas.
|Accessories|Apple watch, series three.

Outfit of the day January 26. #OOTD #WhatIWore #ootdshare #Lululemon #ScubaHoodie
|Top|Splatter print scuba hoodie – Lululemon, 4.
|Top|Everyday tunic tank – Sonoma (Kohl’s), small.
|Bottom|Black joggers – Unionbay, large.
|Shoe|Leather ballet flats, leopard – Tieks.

☞ Related: Intermittent Fasting for Autophagy and Designer Denim, Month Zero

Outfit of the day January 30. #OOTD #WhatIWore #ootdshare #leatherjacket #coinpendant
|Jacket|Brown leather jacket – Issac Mizrahi, medium.
|Top|Yellow sweater – Caslon, small.
|Bottom|Black jeggings – from Amazon, Medium.
|Shoe|Leather ballet flats, leopard – Tieks.
|Accessories|Italian coin pendant – from Amazon.

Outfit of the day February 1. #OOTD #WhatIWore #ootdshare #JCrew #flannel #loafers
|Top|Cream/pink plaid flannel shirt – J. Crew, extra small (Boy fit, 2017).
|Bottom|Light wash jeggings – an Amazon brand, medium long.
|Shoe|Tan penny loafers – Sperry Topsider on Amazon.

Outfit of the day February 3. #OOTD #WhatIWore #ootdshare #lankypetite #longarms
|Top|Teal plaid button down shirt – Sonoma (Kohl’s), small.
|Bottom|Gray ponte pants – Old Navy, medium (Stevie).
|Shoe|Leather ballet flats, black – Tieks.

Outfit of the day February 4. #OOTD #WhatIWore #ootdshare #pocketleggings #adidasoutfit
|Top|White/black button down tunic – Old Navy, small.
|Bottom|Red pocket leggings – Aerie, large.
|Shoe|Leather sneakers – Adidas Campus ADV X Silas.

Outfit of the day February 7. #OOTD #WhatIWore #ootdshare #pocketleggings #hoodie
|Top|Pink short sleeve pullover hoodie – A New Day (Target), small.
|Bottom|Dark pink capri leggings w/pockets, large.
|Shoe|Leather ballet flats, black – Tieks.

Outfit of the day February 8. #OOTD #WhatIWore #ootdshare #mondetta #denimleggings
|Top|Gray sweater – Mondetta, small.
|Top|Everyday tunic tank – Sonoma (Kohl’s), small.
|Bottom|Black jeggings – from Amazon, Medium.
|Shoe|Leather ballet flats, black – Tieks.

Outfit of the day February 11. #OOTD #WhatIWore #ootdshare #mondetta #adidasoutfit
|Top|Button cardigan – Mondetta, small.
|Top|White fitted shirt – A New Day (Target), small.
|Bottom|Black joggers – Unionbay, large.
Black leather sneakers – Adidas Campus ADV X Silas.

Outfit of the day February 14. #OOTD #WhatIWore #ootdshare #stayingin #athleisure|Top|Green zip hoodie – Victoria’s Secret, small.
|Bottom|Shiny pinkish leggings – H&M, Large.
|Accessories|Non-slip socks – from Amazon.
|Accessories|Microfiber hair wrap – from Amazon.

Outfit of the day February 15. #OOTD #WhatIWore #ootdshare #Burton
|Top|Blue zip hoodie – Burton, small.
|Bottom|Black jeggings – an Amazon brand, medium short.
|Accessories|Striped socks – from Amazon.
|Shoe|Black leather sneakers – Adidas Campus ADV X Silas.

Outfit of the day February 16. #OOTD #WhatIWore #ootdshare #AmazonEssentials #IntermittentFasting
|Top|Black/Striped Crewneck t-shirt – Amazon Essentials, small.
|Bottom|Burgundy jeggings – an Amazon brand, medium long.
|Shoe|Black leather sneakers – Adidas Campus ADV X Silas.

☞ Related: Intermittent Fasting for Autophagy and Designer Denim, Month Zero

Outfit of the day February 18. #OOTD #dailyoutfit #lillypulitzer #krogerseltzer|Top|Navy popover – Lilly Pulitzer, small (2014).
|Bottom|Light wash jeggings – an Amazon brand, medium long.
|Shoe|Tan penny loafers – Sperry Topsider on Amazon.

Outfit of the day February 20. #OOTD #dailyoutfit #dogs
|Top|Linen-blend tank – Massimo (Target), extra small.
|Bottom|Black pocket leggings – from Amazon, medium. MEDIUM, AND THEY FIT.
|Shoe|Leather ballet flats, black – Tieks.
|Accessories|Peach knit beanie – Amazon.

Outfit of the day February 21. #OOTD #dailyoutfit #tieks
|Top|Blue zip hoodie – Burton, small.
|Bottom|Black jeggings – an Amazon brand, medium short.
|Shoe|Leather ballet flats, green – Tieks.

Outfit of the day February 23. #OOTD #dailyoutfit #stripes
|Top|Black/white striped sweater – H&M, small.
|Bottom|Black jeggings – an Amazon brand, medium short.
|Shoe|Black leather sneakers – Adidas Campus ADV X Silas.
|Accessories|Day-glo socks – from BX. (Here’s a similar set.)

Outfit of the day February 25. #OOTD #dailyoutfit #uniformdressing #leopardTieks|Top|White 3/4 sleeve sweater – Gap, small (2018).
|Bottom|Black jeggings – an Amazon brand, medium short.
|Shoe|Leather ballet flats, leopard – Tieks.
|Accessories|Matte black steel bangle – MVMT, one size.

Outfit of the day February 26. #OOTD #dailyoutfit #fasting #35F
|Top|Splatter print scuba hoodie – Lululemon, 4.
|Bottom|Red pocket leggings – Aerie, large short.
|Shoe|Leather ballet flats, leopard – Tieks.
|Accessories|Mineral water, 250ml slim can – Perrier.

Outfit of the day February 28. #OOTD #dailyoutfit #leatherjacket #Nikita
|Jacket|Black leather jacket – Nikita, small (2006?).
|Top|Pink short sleeve pullover hoodie – A New Day (Target), small.
|Bottom|Black pocket leggings – from Amazon, medium.
|Shoe|Leather ballet flats, leopard – Tieks.

Outfit of the day March 3. #OOTD #dailyoutfit #lillypulitzer #Tieks
|Top|Navy popover – Lilly Pulitzer, small (2014).
|Bottom|Light wash jeggings – an Amazon brand, medium long.
|Shoe|Leather ballet flats, leopard – Tieks.

Outfit of the day March 5. #OOTD #dailyoutfit #lululemon #scubahoodie
|Top|Splatter print scuba hoodie – Lululemon, 4.
|Bottom|Dark pink capri leggings w/pockets, large.
|Shoe|Leather ballet flats, leopard – Tieks.

Outfit of the day March 6. #OOTD #dailyoutfit #amazonessentials #jeggingsover30
|Top|Striped pullover hoodie – an Amazon brand, medium.
|Bottom|Burgundy jeggings – an Amazon brand, medium long.
|Shoe|Leather ballet flats, black – Tieks.

Outfit of the day March 8. #OOTD #dailyoutfit #mondetta|Jacket|White track jacket – Mondetta, small.
|Bottom|Red pocket leggings – Aerie, large short.
|Shoe|Leather ballet flats, black – Tieks.

Outfit of the day March 12. #OOTD #dailyoutfit #ododos|Top|Ivory micro-fleece jacket – Merona (Target), extra small.
|Top|First layer tank – Old Navy, small.
|Bottom|Orange pocket capri leggings – from Amazon, large (fits small).
|Shoe|Leather ballet flats, black – Tieks.

Outfit of the day March 18. #OOTD #dailyoutfit #Tieks|Top|Red zip hoodie – Hanes, youth 12.
|Top|Black slim tank top – Amazon Essentials, small.
|Bottom|Blue leggings with pockets – from Amazon, large.
|Shoe|Leather ballet flats, black – Tieks.

Winter 2019 – December 21, 2019 to March 19, 2020.


Looking for more, or just another season?

Outfits of the Day #OOTD #OOTDshare #postpartum #Autumn #Fall  Outfits of the day - Here's what I wore, enjoy! #35F #HereIAm #OOTD #stayathomeblogger #milblogger  Outfits of the Day #OOTD #OOTDshare #spring #shelterinplace #allergies  Winter 2019 Outfits of the Day. Some outfits before I started to lose the baby weight #SAHM #podcaster #blogger #ladyjupiter  Winter 2019 Outfits of the Day. Some outfits before I started to lose the baby weight #SAHM #podcaster #blogger #ladyjupiter  Winter 2019 Outfits of the Day. Some outfits before I started to lose the baby weight #SAHM #podcaster #blogger #ladyjupiter  Winter 2019 Outfits of the Day. Some outfits before I started to lose the baby weight #SAHM #podcaster #blogger #ladyjupiter



 

Author: Tracey

Tracey has a bachelor’s degree in Technical Writing from the University of Arkansas at Little Rock. She has one amazing husband and two fluffy beasts.

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