I’ve always been considered to be tall. I’ve also always loved heels – they make me feel sexy and confident. But, at a little over 5’8″, I’ve had some challenges, especially when I was in college and trying to decide if I could wear heels to a formal based on my date’s height. Luckily, I got over that pretty quickly (who cares if you’re taller than them?) but there was still the issue of comfort. If I can’t spend an entire night dancing in heels, I’m never going to wear them. So, when Rockport invited me to join their Inner Circle, I was thrilled because these heels are seriously the most comfortable shoes ever. 

For this “daily adventure” look, I chose to pair my Total Motion Pointed Toe Pumps with my shredded boyfriend jeans and this incredible Ruba Ruba hand painted sweatshirt. I love a casual look that’s dressed up with heels, so this felt like a great combination and good way to transition a look from day time to evening. 

Here’s where the fun comes in! 3 lucky winners will be chosen to win their own pair of the most comfortable heels ever! All you have to do is enter using the Rafflecopter below and come back soon to see my next look featuring these heels. But wait, there’s more! Even if you don’t win the giveaway, you can still get 20% off of your non-clearance Rockport purchase just for being a Mass Musings follower! Simply use the code MASSMUSINGS20 at checkout! Good luck!

Shoes: c/o Rockport, Pants: Urban Outfitters, Sweatshirt: Ruba Ruba, Bracelet: Studdly, Ring: Chloe & Isabel

a Rafflecopter giveaway

Photography by Katherine

*this is a sponsored post – all opinions are my own

Linked up with: Stylish SaturdayWWIW, Let It Shine, Mix It Mondays, Visible Monday, Mingle Monday, Modest Monday, Sophisticated Style, How I Winter, Style To Inspire, Inspire Me Monday, Motivational Monday, Styled Up


  1. Love that graphic top! Thanks for sharing with Visible Monday, xo.

  2. Ashley Bree Perez

    I must say RockPort is a great brand. I own a pair of strappy heels from them and I wore them to Vegas and those are the only heels that I been able to wear on the Las Vegas strip without getting blisters or sore feet. The heels I have from them are so cute and stylish too. Anyways I have entered and would love to win! Those pumps you are wearing are so cute! You look fierce girl! You’re rocking that look! Xoxo

  3. Love the top and the shoes are super cute. Thanks for linking up for Stylish Saturday. xo ~ Megan

  4. Those jeans are killer! Love it

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