I thought I had grown out of my complete and utter obsession with being Jessica Simpson until this outfit – shot with Halle Kennon for The Crystal Press w Reb – with Free City sweatpants from SHOPBOP happened.
![the crystal press free city sweatpants](https://www.thecrystalpress.com/wp-content/uploads/2020/10/J9A3502-683x1024.jpg)
Since the debut of the MTV show Newlyweds in 2003 – like most of America – I have been a Jessica Simpson fan. I remember scanning outlets (the internet, tabloids, magazines) for every detail of her outfits on and off camera and was heavily influenced by her style. I thought I had grown out of it since the obsession began 17 years ago – but then this outfit happened.
![the crystal press free city sweatpants](https://www.thecrystalpress.com/wp-content/uploads/2020/10/J9A3508-683x1024.jpg)
Jessica used to wear these sweatpants back in the day and I always wanted them. So, years later, with a big feeling of nostalgia, I thought I would give these Free City sweatpants a go. It would be an understatement to say I “liked” them. My sister has already made fun of me for wearing them for *almost* 2 weeks straight. I could go on and on about how comfy and cute they are, but lets be real – I love these Free City sweatpants because they make me feel like my girl, Jessica Simpson.
What better time than amid Quarantine to find a magical pair of sweatpants that works with tennis shoes OR a fabulous heel?
![the crystal press free city sweatpants](http://www.thecrystalpress.com/wp-content/uploads/2020/10/J9A3418-e1603219001887-955x1024.jpg)
![the crystal press free city sweatpants](https://www.thecrystalpress.com/wp-content/uploads/2020/10/J9A3438-1024x683.jpg)
PS – Have you read Jessica Simpson’s new-ish book called Open Book? Now that I think about it, reading this in Feb when I was still pregnant may be the culprit for my reignited obsession. If you haven’t read it and like my girl Jessica, I highly recommend it! Buy it online at Target here.
~ PIN FOR LATER INSPO ~
![](https://www.thecrystalpress.com/wp-content/uploads/2021/03/the-crystal-press-Free-City-Sweatpants-683x1024.png)
![free city sweatpants the crystal press](https://www.thecrystalpress.com/wp-content/uploads/2020/10/Free-City-Sweatpants-1-683x1024.png)
Carrington | Chaos and Coffee
October 20, 2020 at 5:38 pm (4 years ago)These pants are so cute! I love the way you styled them, you totally made sweat pants into a KILLER outfit girl! Love it! Xx.
Stephani
October 21, 2020 at 12:25 am (4 years ago)All about the sweats and the comfy life!! Such a great outfit babe!
Xo, Steph
Hillary Conheady
October 21, 2020 at 1:19 am (4 years ago)Ok who knew sweatpants could be so chic?! I’m so inspired to try to recreate this look!
Sarah Lindner
October 21, 2020 at 7:15 am (4 years ago)Give me all the sweats! lol I could live in joggers all day, every day and these are such a cute pair! xoxo, Sarah
thecrystalpress@gmail.com
October 27, 2020 at 5:10 pm (4 years ago)totally agree, girl! xx
Anna English
October 21, 2020 at 10:49 am (4 years ago)I haven’t read her book yet, but heard that its good! Definitely adding it to my list.
thecrystalpress@gmail.com
October 27, 2020 at 5:09 pm (4 years ago)It is a great read! def recommend!
Stephanie
October 21, 2020 at 11:01 am (4 years ago)How fun! What a great way to feel nostalgic with your clothing choices. You also did such a great job with the styling. For me, sweatpants mean chillin’ at home, but you totally elevated them!
Lizzie
October 21, 2020 at 11:15 am (4 years ago)Those look so comfy! You styled them perfectly too!
Lizzie
http://www.lizzieinlace.com
Sarah Lennon
October 22, 2020 at 11:03 am (4 years ago)Love the way you styled these! So cute!
darleen
October 22, 2020 at 1:07 pm (4 years ago)Oh my gosh! Yes!! Newlyweds! I was obsessed and love Jessica’s fashion choices. There was also awesome one-liners from that reality show!
thecrystalpress@gmail.com
October 27, 2020 at 5:09 pm (4 years ago)yesssssssss!!! THE BEST!!! same here!