![Jessa Duggar Style Evolution](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2022/07/Copy-of-Single-Bubble-White-2022-10-26T091128.619.jpg?crop=0px%2C0px%2C2400px%2C1359px&resize=940%2C529&quality=86&strip=all)
Instagram; Shutterstock
‘Counting On’ Star Jessa Duggar’s Style Evolution: From Modest Mama to Comfy Chic
As a mom of four, Jessa Seewad (née Duggar)’s style is all about keeping up with her busy lifestyle. But how has it changed over the years? Back in the day, all the Duggars used to wear matching outfits and conservative, school-girl style dresses. But ever since the Counting On alum started picking her own outfits as she’s grown into adulthood, she’s had a distinct sense of style. Graduating from casual long skirts and dresses, the star has learned how to add a little sparkle to her low-key looks.
While Jessa has experimented with louder patterns and a little bit of edge, comfort is still key when it comes to her wardrobe. Following the birth of her daughter Ivy Jane in 2019, she was thrilled to do away with her maternity clothes and have fun with fall fashion.
“Seriously, [these are] some of the cutest, most comfy dresses,” she said on Instagram as she tried on outfits at the Bates Sisters Boutique in September 2019. “Literally everything that I’m trying on, I just cannot believe how well I love the fit. [They’re] super comfy. Just absolutely adorable things. … This is a denim skirt that you just want to live in. It’s super stretchy, comfy, perfect length. I love it. And the momma bear shirt. How fun!”
It looks like Jessa’s oldest daughter already has an interest in fashion like her mom. “Ivy, what do you think? You like it?” she asked, modeling an outfit for her daughter. “Yeah! She says, ‘Make one in my size.'”
In addition to Ivy, Jessa and her husband, Ben Seewald, also share sons Spurgeon and Henry and daughter Fern.
The Duggar girls previously explained their strict dress code enforced by their parents in their 2014 book, Growing Up Duggar. “We do not dress modestly because we are ashamed of the body God has given us; quite the contrary. We realize that our body is a special gift from God and that He intends for it to be shared only with our future husband.”
Now that Jessa has gotten older, we love that she is branching out and trying new things.
Check out the gallery below to see how her style has evolved over the years.
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![Jessa Duggar 2014 07](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2014-07.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Ben Seewald/Instagram
![Jessa Duggar 2014 08 Hair](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2014-08-Hair.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Ben Seewald/Instagram
![Jessa Duggar 2014 08 Hairband](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2014-08-Hairband.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa duggar 2015 02](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-duggar-2015-02.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2015 03](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2015-03.jpg?fit=639%2C527&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2015 04](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2015-04.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2015 07](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2015-07.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2015 08](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2015-08.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2015 09](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2015-09.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2015 10](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2015-10.jpg?fit=640%2C800&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2015 12](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2015-12.jpg?fit=640%2C799&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2016 02](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2016-02.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Ben Seewald/Instagram
![Jessa Duggar 2017 04](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2017-04.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2018 12](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2018-12.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar 2019 05](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-Duggar-2019-05.jpg?fit=640%2C640&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![jessa-and-ivy-style-gallery](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/Jessa-and-jinger-style-gallery.jpg?fit=800%2C1000&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![jessa-and-ben-style-gallery](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/jessa-and-ben-style-gallery.jpg?fit=800%2C1000&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![jessa-and-ivy-style-gallery](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2019/05/jessa-and-ivy-style-gallery.jpg?fit=800%2C999&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar Style Evolution](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2020/09/Screen-Shot-2020-11-03-at-7.34.54-PM.jpeg?fit=800%2C540&quality=86&strip=all)
Courtesy Jessa Duggar/Instagram
![Jessa Duggar Style Evolution](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2020/09/Screen-Shot-2020-11-03-at-7.34.23-PM.jpeg?fit=800%2C1030&quality=86&strip=all)
Courtesy Jessa Duggar/Instagram
![Jessa Duggar Style Evolution](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2020/09/Screen-Shot-2020-11-03-at-7.34.30-PM.jpeg?fit=800%2C1064&quality=86&strip=all)
Courtesy Jessa Duggar/Instagram
![Jessa Duggar Style Evolution](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2020/09/Screen-Shot-2020-11-03-at-7.35.11-PM.jpeg?fit=800%2C793&quality=86&strip=all)
Courtesy Duggar Family/Instagram
![Jessa Duggar Style Evolution](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2020/09/Screen-Shot-2020-11-03-at-7.35.28-PM.jpeg?fit=800%2C834&quality=86&strip=all)
Courtesy Duggar Family/Instagram
![Jessa Duggar Short Dress](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2020/11/ben_seewald_123270997_730645097809059_5445368773973728288_n.jpg?fit=800%2C1000&quality=86&strip=all)
Courtesy of Ben Seewald/Instagram
![Jessa Duggar Short Dress](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2020/11/jessaseewald_115833331_165142735143650_2093433768956317230_n.jpg?fit=800%2C1000&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar Swimsuit Dress](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2020/11/jessa.jpeg?fit=469%2C628&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![‘Counting On’ Star Jessa Duggar’s Style Evolution: From Modest Mama to Comfy Chic](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2021/08/Tight-Dresses.jpg?fit=800%2C1000&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![‘Counting On’ Star Jessa Duggar’s Style Evolution: From Modest Mama to Comfy Chic](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2021/08/Denim-Skirts.jpg?fit=800%2C800&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![outfit-change](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2021/08/outfit-change.jpg?fit=800%2C800&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![‘Counting On’ Star Jessa Duggar’s Style Evolution: From Modest Mama to Comfy Chic](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2021/08/Jessa-Ugly-Sweater.png?fit=714%2C406&quality=86&strip=all)
Courtesy of Jessa Duggar/Instagram
![Jessa Duggar Style Evolution Pants](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2022/07/275691626_353832309993017_763989786764705306_n-1.jpg?fit=800%2C1000&quality=86&strip=all)
Jessa Duggar/Instagram
![Jessa Duggar posing](https://intouchweekly-com-develop.go-vip.co/wp-content/uploads/2022/10/Jessa-Duggar-Style.jpg?fit=800%2C999&quality=86&strip=all)
Courtesy of Jessa Seewald/Instagram