Classic & Casual with a Twist: My Latest J.Jill Try-On Haul

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You know how much I love a good try-on session, and this time, I’m diving into some fabulous pieces from J.Jill. If you’re looking for effortless, stylish, and comfortable outfits that work for everything from running errands to looking put-together at lunch with the girls, this haul is for you.

J.Jill is known for their timeless, well-made pieces that make getting dressed a breeze. Let’s be honest; we don’t have time to wrestle with stiff, uncomfortable fabrics that look cute but feel like a straight jacket. These pieces are all about soft textures, flattering fits, and easy styling.

So grab your coffee, get cozy, and let’s chat about these fabulous finds! Oh, and at the end of the post, I’m sharing what I have on order from J.Jill! It’s a LOT!

Neutrals Done Right

Tania Stephens is doing an in store try on with J.Jill with a sweater and jeans
Collared Sweater Tunic (Medium) | The Boyfriend Jeans (Size 8) | Essa Slip-On (TTS)

This outfit is all about laid-back luxury. The soft, neutral tones make it feel effortlessly elegant, while the fit keeps it comfy enough for all-day wear.

These loafers are classic, comfortable, and perfect for everyday wear. They add just the right amount of polish while still keeping things casual. Plus, they’re slip-ons, which means no fumbling with laces when you’re running late (because, let’s be honest, it happens).

Tania Stephens is doing an in store try on with J.Jill with a tunic sweater

If I could bottle up the feeling of a warm hug, it would feel like this Collared Sweater Tunic. The fabric is soft and slightly textured, making it feel luxurious without being too heavy. The collared neckline adds a touch of polish, so it’s one of those pieces you can wear at home or out and about while looking put together. The sweater is a tunic length, so you could easily wear it with leggings, too!

Cozy, Casual, and So Comfortable

Megan is doing an in store try on with J.Jill dotted hoodie and jeans
Seamed Hoodie Tunic (Large) | High-Rise Angled-Pocket Wide-Leg Jeans (Size 12)

Megan always finds the cutest things. This outfit is peak cozy season fashion. If you’re looking for something that feels like pajamas but looks effortlessly stylish, this is it.

These jeans are giving comfortable and chic at the same time. The wide-leg silhouette is modern and flattering, and the darker wash makes them easy to dress up or down. They are the same jeans as the barley colored ones that I’m wearing below.

Megan is doing an in store try on with J.Jill - a dotted hoodie

This Hoodie Tunic is as soft as it looks. The speckled detail gives it a little extra charm, and the slightly oversized fit makes it perfect for layering. The fabric is lightweight yet warm, making it a great piece for transitioning between seasons. You can pair it with sneakers for an ultra-casual look or dress it up with boots.

Classic with a Tweed Touch

Tania Stephens is doing an in store try on with J.Jill - a white shirt, jeans, and a cardigan
Non-Iron Classic Shirt (Medium) | Mixed-Tweed Cardi (Medium) | The Boyfriend Jeans (Size 8) | Essa Slip-On (TTS)

This is the kind of outfit that makes you feel instantly put together—like you’ve got important places to be, even if your only stop is the coffee shop.

These Boyfriend Jeans are so comfortable that they don’t even feel like denim. The fit is relaxed but not too baggy, striking the perfect balance between comfort and style. They have a touch of stretch, which means you won’t be counting down the minutes until you can change into sweatpants. This is the same pair of jeans I’m wearing in some of the other looks, so you know—they’re a keeper.

Tania Stephens is doing an in store try on with J.Jill - a white shirt and cardigan

A good white button-down is like a best friend—it goes with everything, makes you feel fabulous, and never lets you down. This one is lightweight, breathable, and made from a non-iron fabric, making it the perfect white shirt. Wear it tucked in for a refined look, or leave it untucked for a relaxed, effortless vibe.

This Mixed-Tweed Cardi is polished without being stiff, which is exactly what I want in a statement piece. The texture gives it a timeless, slightly Parisian feel, and you can button it for a different look. Whether you wear it open over a tee or buttoned up with trousers, this jacket will elevate anything you pair it with.

Striped & Chic for Casual Days

Tania Stephens is doing an in store try on with J.Jill - green and white striped sweater and ivory jeans
Textured-Cotton Striped Tee (Medium) | High-Rise Angled-Pocket Wide-Leg Jeans (Size 10) | Essa Slip-On (TTS)

This outfit is giving me easygoing yet put-together vibes—the kind of look you wear when you want to look effortlessly stylish but still feel like you’re in your comfiest clothes.

If there’s one thing I love, it’s a crisp pair of light-colored pants in the spring and summer. These barley colored Wide-Leg Jeans are structured yet breathable, and the wide-leg silhouette makes them feel modern and chic. Plus, they work year-round—pair them with sandals in the summer or boots in the winter for an effortlessly elegant look.

Tania Stephens is doing an in store try on with J.Jill - a green and white sweater

This Green & White Striped Pullover is the perfect balance of relaxed and polished. The stripes add a fun, fresh feel, and the color is a breath of fresh air for those dreary winter days. The fabric is lightweight yet cozy, making it great for layering or wearing alone. It has a slightly boxy fit, so it drapes beautifully without clinging to places it shouldn’t. (We love a forgiving fit, am I right?)

Soft & Feminine Florals

Tania Stephens is doing an in store try on with J.Jill - jeans and a floral shirt
Printed A-Line Top (XS) | The Boyfriend Jeans (Size 8) | Essa Slip-On (TTS)

This look is giving classic with a touch of romance. Perfect for a lunch date, casual work setting, or just feeling a little extra fancy on an ordinary day.

Tania Stephens is doing an in store try on with J.Jill - a floral shirt

This vine covered blouse is so elegant and flowy without feeling overwhelming. The floral print is subtle and sophisticated, making it perfect for dressing up or down. The fabric is silky soft, and the relaxed fit makes it a great layering piece. You can front-tuck the blouse for a more polished look or leave it untucked for a breezy, effortless vibe.

J.Jill never disappoints when it comes to comfortable, effortless style. Whether you’re looking for classic staples, cozy layers, or polished casual wear, they’ve got you covered.

Which look was your favorite? Drop a comment, and let’s chat fashion! Until next time, stay stylish and keep having fun with fashion!

What I have on order!

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40 Comments

  1. I saw you in a JJill Facebook ad today with the tweed cardi! Great photo!

    1. I just saw that! Hmmm, I don’t know how they found that.

  2. sue koren says:

    They have the best jeans at J Jill

  3. Marian Hender says:

    Showing what you have on order is a great feature. There has been more than once that I saw something you tried on only to find out it was sold out . This gives us a head start. Thanks Tania- I think Chicos dolman sweater is calling my name!