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Rare Times Karoline Leavitt wasn’t Afraid to Show Skin and Actually Dress Her Age

Published on: May 20, 2025 at 7:58 AM ET

List of the times Karoline Leavitt has dressed in trendy clothes and looked stunning doing it.

Vaishnavi Shetye
Written By Vaishnavi Shetye
News Writer
Mohar Battacharjee
Edited By Mohar Battacharjee
Senior Editor
Karoline Leavitt
Karoline Leavitt (Image Source: @KarolineLeavitt via Instagram)

Karoline Leavitt has turned heads on the rare occasion that she has decided to dress her age. The Press Secretary, who is married to Nicholas Riccio, who is 30 years older than her, often dresses in outdated clothes.

Fashion critics have often commented on Leavitt’s ill-fitted and frumpy clothes. The most recent outfit of Karoline’s that was scrutinized was the one she wore while making an announcement about the “Podcast Row” on Instagram.

In the video, she is seen wearing a powder blue dress. The schoolmarm dress does nothing for the Press Secretary. It is ill-fitted and hangs loosely on Karoline’s frame. The sleeves of the dress are loose, making the overall fit of the dress appear shabby.

The 27-year-old’s wardrobe is filled with outdated clothes. Some of the dresses are even described as frumpy. Here is a list of the few times Karoline Leavitt dressed in trendy clothes and looked stunning in them.

Karoline’s Game day outfit

Karoline’s in the Boston Celtics’ colors was a sight to behold in 2023. The Press Secretary took to Instagram to post a picture of herself at the team’s game. Leavitt was seen wearing a bright green tank top along with white pants.

 
 
 
 
 
View this post on Instagram
 
 
 
 
 
 
 
 
 
 
 

A post shared by KAROLINE LEAVITT (@karolineleavitt)

Leavitt kept her accessories to a minimum by pairing the outfit with a simple watch. She also carried a beige handbag that perfectly complemented her outfit for the night.

Karoline’s Labor Day fit

Karoline went on a Labor Day getaway in 2023, where she didn’t hesitate to show a bit of her midriff in her co-ord set. The Press Secretary wore a two-piece dress that fit her like a glove.

 
 
 
 
 
View this post on Instagram
 
 
 
 
 
 
 
 
 
 
 

A post shared by KAROLINE LEAVITT (@karolineleavitt)

“Labor Day Weekend on the West Coast,” the caption to the photo she posted on Instagram read. The photo showed a smiling Karoline enjoying a wine glass. Leavitt’s hair is up in a neat updo that goes perfectly with her ensemble. She is also seen wearing white sandals that match her pedicure.

Karoline’s athletic get-up

We cannot miss Leavitt’s Nantucket vacation pictures while talking about dressing her age and not being afraid to show a little skin. The Press Secretary was seen sporting athleisure while on vacation in Nantucket, Massachusetts.

 

 
 
 
 
 
View this post on Instagram
 
 
 
 
 
 
 
 
 
 
 

 

A post shared by KAROLINE LEAVITT (@karolineleavitt)

One of the photos that she posted from her vacations featured her wearing an athleisure onesie. The onesie drew attention to the Press Secretary’s legs, which leaves no doubts about the fact that Karoline doesn’t skip leg day in the gym. She paired the onesie with running shoes and a Nantucket Memorial Airport hat.

Scroll below to see a few pictures of Karoline Leavitt.

US Press Secretary Karoline Leavitt (Image Source: @KarolineLeavitt via Instagram)
Karoline Leavitt in Washington D.C.(Image Source: @KarolineLeavitt via Instagram)

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