I Feel Pretty: Four Days of Winter Outfits

I’m not a big shopper. Quite the contrary. After four years of doing GYPO Style Challenges, my wardrobe is smaller than ever. Even though I have less, I also have more of what I love – pieces I wear season after season that create easy outfits that work for my lifestyle.

With the changing of the seasons, I add a few new trendy tops and accessories and replace any of my staples – like coats, shoes and pants. In preparation for the Winter 2017 GYPO Style Challenge opening next Friday, December 1st, I did a little “damage”.  Today I’m sharing some of my really recent purchases with you and a few ways to pair them up!

Look #1 – Pastels with a Velvet Vest

Pastels are downright magical for winter. When I saw this light pink floral top with a gathered bottom, I knew it was a MUST HAVE.  These cords add another soft texture into the mix. Even though the color is called silver shadow, they look more pale blue to me in person. This pearl statement necklace is really heavy and well made.  It elevates the whole outfit for a casual holiday party.  Finish it all out with these super comfy taupe booties.

Sizing Tip:  I went up one size on the top and got my regular size in the pants (they have plenty of stretch).

It was love at first sight when I spied this GORGEOUS velvet puffer vest.  Seriously the quality on it is amazing, it’s even prettier in person. It takes the outfit up another notch!  Oh and it’s ON SALE. If you get just one new item this winter, let this be it.  I promise you’ll love it as much as I do.

Sizing Tip:  I got an XS in the vest, it fits generously. If in doubt, size down.

Get the Look


Look #2 – Classic Black and Winter White

My black turtleneck got more wear than almost anything else in my closet last year. The funny thing is this is a really inexpensive one I found on Amazon last year and it’s held up beautifully wash after wash without stretching or fading. I love the look of it paired up with winter white cords, a blue agate pendant necklace and leopard booties.

One of my “splurge” purchases this year was on a good wool topcoat.  I’ve always dreamed of owning one of these classic beauties in camel. This one will last for many years and is totally worth the price tag.

Sizing Tip: This coat runs true to size.

Get the Look


Look #3 – Cold Shoulder with a Bit of Edge

See the wrinkles and general dishevelment of my cold shoulder sweater in this pic?  That’s because it’s wet after it’s second washing this week because I CAN’T STOP wearing it! #keepingitreal It’s looks much better when dry. Just take my word for it, you’ll love it!  Cold shoulder and off the shoulder are big for winter and this is a fun way to try the trend.  Add in some skinny jeans (LOVE the zippers on this plum pair) and leopard ankle boots for a little edge, finish it off with a rose gold pendant necklace and pave earrings.

Sizing Tip:  The skinny jeans run true to size but stretch a little, if in doubt, size down.  This sweater is true to size and generously cut.

Get the Look


Look #4 – Olive and Gray

If you saw this week’s SAHMonday post, you saw three ways I paired up this shirt.  The cinched sleeves on this olive top are what make it really special. Olive tops pair perfectly with gray released hem jeans. Finish it out with an agate pendant necklace and comfy gray ankle booties.

Sizing Tip: The top and jeans both fit true to size but I sized up to a medium in the top because I wanted it to fit like a tunic.

Get the Look


It’s Your Turn:  Nine pieces in these flat lay outfits will be on the Winter 2017 GYPO Style Challenge shopping list!  Can you guess which ones?

2018 GYPO Style Challenge Annual Membership – Opens Friday!

The 2018 GYPO Style Challenge Annual Membership enrollment period opens on Black Friday, November 24th!

Last week I announced 2018 pricing of just $125 for the year – our lowest price EVER!

It’s an awesome value at less than $11 a month for a year’s worth of style and 20% off the regular price of four challenges.

And now for the BIG BONUS announcement!

If you sign up during early bird registration from 11/24-11/27, you’ll also receive my Big Book of Outfit Formulas when it’s ready in January!

This digital download bonus includes 300 of my favorite classic mix and match outfit ideas from the past four years of GYPO Style Challenges. It will retail for $29 but is yours as my gift for signing up for the 2018 GYPO Style Challenge Annual Membership!

BUT you must sign up between November 24th and November 27th at midnight CT to get it!

2018 has MORE exclusive Annual Member benefits than ever including:
  • All four seasons at a discounted rate – this is the ONLY discount available on the seasonal challenge and it’s a BIG one!
  • Sign up once and forget about it – you automatically get each season delivered without having to remember to sign up
  • No recurring membership fees – pay one time for your annual membership
  • Get your shopping list before registration opens to the general public – get first dibs on the pieces before they sell out
  • Get all of the outfit formulas for each season immediately right along with your shopping list – see how each piece is styled while you’re doing your shopping
  • NEW for 2018 – Exclusive SNEAK PEEKS! – sneak peeks of each seasonal challenge only for annual members
You also get access to special members only bonuses including:
  • 2017 GYPO Seasonal Style Challenges ($116 value!)
  • SAHM Capsule Wardrobe Builder ($29 value)
  • Rediscover Me 30 Day Challenge ($49 value)
  • Big Book of Outfit Formulas ($29 value) – This gift is exclusively for early birds!
The bonuses alone are worth $223!

Get on the waiting list to be the first to know when registration opens next week and sign up during early bird registration to be eligible for all of the bonuses!

Getting my pretty on with Style Elixir and Sheaffer Told Me To.

I Feel Pretty Link Up

It’s the day of the week at GYPO where we celebrate what makes us feel pretty. Whether it’s a new outfit, hairstyle, or makeup, the I Feel Pretty link up is about anything and everything that makes your life prettier. Even if you’re not a blogger, you can still play along. Just tell me what made you feel pretty this week in the comments.

There are just a few simple rules:

1. Follow GYPO. (Bloglovin‘, FacebookInstagram or Pinterest)
2. Link up your pretty post.
3. Link back to GYPO.
4. Visit other pretties.



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