Jackie Howard’s Best Outfits from My Life with the Walter Boys

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Jackie Howard wore so many cool outfits in My Life with the Walter Boys, that it’s hard to keep up with her wardrobe choices. 

As many of those who watched the show will probably already know, Jackie moves to Colorado to live with the Walter family after her mother and sister tragically passed away. 

With hopes of attending an Ivy League college, the teenager finds it challenging to adapt to small-town life after leaving the bustling city of New York.

Along with the way Jackie also finds herself caught in a love triangle with Alex and Cole, each pulling her in different directions.

Preppy Outfits

We all know Jackie is super smart, and even though her school doesn’t have a strict dress code, she often wears preppy outfits. She rocks cardigans, plaid shirts, sweaters, sweater vests, and brogues – which are all pieces that fit her style perfectly.

Here’s some outfit inspiration that’s budget-friendly and totally match her aesthetic.

Jackie Howard totally rock the preppy look.
Jackie Howard totally rock the preppy look.
£13.99
£13.99
£14.02
£14.02
£9.99
£9.99
£18.49
£18.49
£15.99
£15.99
£22.05
£22.05

Pretty in Pink

Throughout the show, Jackie wears some elements of pink in her outfits whether it’s her jumpers or coats.

In My Life with the Walter Boys, the straight-A student navigates a new relationship after settling into a completely different state. Everything is new, including her living situation and room. But thankfully, what Jackie gets to keep are her old pictures from her past life and her belongings, including her comfort clothes.

Here are just some outfits that I know she would totally rock.

£10.49
£10.49
£7.49
£7.49
£10.87
£10.87

Jackie Howard’s Perfect Outdoor Wear

After moving to rural Colorado, Jackie spends most of her days outside whether it’s going to the lake with Cole or watching Alex horse riding. However, because of the chilly weather, the teen has no other choice but to pull on her coziest coats and sweaters – and there very stylist!

The teen knows how to keep warm!
The teen knows how to keep warm!
£39.99
£39.99
£47.19
£47.19

Go-To Summery Dresses

Her summer dresses are lush. Whether it’s a flowy floral dress or a simple, chic sundress, she knows how to keep cool while looking put together. 

Jackie wears elegant summer dresses.
Jackie wears elegant summer dresses.

These dresses show off her fun, laid-back side while still maintaining that preppy vibe she’s known for. Paired with simple accessories or a cute pair of sandals, Jackie’s summer outfits are the perfect go-to for warm-weather days.

£14.02
£14.02
£8.79
£8.79
£9.34
£9.34

Must-Have Cardigans for Every Occasion

Jackie always knows how to dress well!
Jackie always knows how to dress well!

Ok, another thing we have to talk about is Jackie’s awesome cardigan choices. Her purple cardigan really stood out for me as it screams I want to dress feminine whilst also going for a preppy and put-together look.

This particular scene showed Jackie in her element as she tried to sign up for as many extracurricular activities as possible to impress the admissions officers on her college applications.

£6.82
£6.82
£8.99
£8.99

Jackie Howard’s Sleeveless Summer Tops

A somewhat introverted Jackie Howard moves to Colorado to live with the Walter family following a tragic family accident.
A somewhat introverted Jackie Howard moves to Colorado to live with the Walter family following a tragic family accident.

There are so many outfits she wore, that it’s hard to keep count. However, I was particularly envious of the blue sleeveless top she wore. You remember – the scenes where she went out with Cole as they rode horses? Yep, that’s the one. If you want to find your perfect Jackie-inspired summer top, then look no further.

£7.99
£7.99
£6.79
£6.79

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