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Pants So Nice I Bought Them Twice

In full transparency, I am actively losing weight. Last year, I lost a little bit and then hit a frustrating plateau, but over the past few weeks, I’ve changed some of my workouts, tweaked my diet, and am starting to see results again.

This brings us to the age-old question of whether or not to buy new clothes if you are on a weight loss journey.

My advice is to buy what you need and make sure it’s something you feel great wearing.

It’s wild how much better I feel about my body, even when it’s not doing what I want it to do when I have on a flattering, well-fitting outfit.

When I respect myself enough to put together a great look, I make better choices that also respect my mental and physical health.

Of course, I don’t want you to buy a whole new wardrobe. We want to be thoughtful and strategic.

So recently, I went through my wardrobe to see what I had that works for your current body. I took my trusty rolling rack and put all my seasonal items that (1) fit well, (2) work with my style, and (3) make me excited to wear, creating a mini sort of capsule. I’ll work off the rolling rack this season, which will help me feel less overwhelmed.

An ankle trouser was immediately missing—something I could wear as a jean alternative that I could dress up or down to get me through spring and into summer. Realistically, it will take the entire summer for these to become too big for me.

When that time comes around, I’ll either have them taken in or happily donate them and buy a new pair.

Pants So Nice I Bought Them Twice

I quickly discovered the Athleta Endless High Rise Pants, available in regular, tall, and petite sizes 0 – 26, in five standard, neutral colors for $109, and in a few other colors on sale for under $100. 

And they are fantastic, with almost 5,000 five-star reviews from customers. 

I first ordered these in olive green (for an upcoming feature on how to wear olive pants three ways) and quickly returned to order the black, which will give me countless outfits for the next few months.

Athleta High Rise Endless Pants Styled Two Ways

Athleta High Rise Endless Pants | Pants So Nice I Bought Them Twice
Sweater, $27.99 | Pants, $109 | Shoes, $139.95 | Earrings, $12.00 | Clutch Similar Here, $93

You can wear these pants to work, on the weekends, to dinner, on an airplane, or to your kid’s soccer tournament—they are quite literally for everything.

They will be your hardworking, triple + duty pants for the season. Done in a stretchy, breathable, tech fabric, they have side zipper pockets and a flat tab front and are super flattering on the booty.

To give you an idea of how you can wear these, I styled them two ways. But, again, you’ll see these in all sorts of combinations over the next few weeks.

Above I’m wearing our Reader Favorite Amazon 100% Cotton Sweater in grey, my go-to kitten heels from Sam Edelman in a neutral suede, designer-inspired earrings for $12, and an old leopard clutch, here is a very similar option at a similar price.

Athleta High Rise Endless Pants | Pants So Nice I Bought Them Twice
Denim Jacket (options here) | White Tee , 2 for $19, | Woven Bag, $63 | Sandals, $155

For a more casual look:

I grabbed an inexpensive white tee from Amazon. These are 2 for $19 and are stretchy, so go up a size for comfort.

To add a touch of versatility, I layered on my trusty denim jacket. (I shared a selection of fantastic options in different price ranges and sizes a few weeks back. Check it out here.)

Completing the look, I slipped into my Tuckernuck sandals. I’ve had these for a couple of seasons now. And they continue to be my go-to for warm weather, thanks to their comfort and durability. 

And this faux leather woven bag from Amazon brings it all together. 

For reference, I am 5’10 and wearing the size 10 regular.

I ordered the tall and regular to try and kept the regular fit. In the photo above, I’m wearing a kitten heel, and the hem stops at the top of my ankle. The tall size, even on me, felt like full-length pants. I would note that even though I’m tall, my legs aren’t super long.

I like an ankle length because it gives you a long, lean line and works with various shoes, like a low heel, a low-profile sneaker, or flat sandals.

Stay tuned, you will see these featured frequently in more real-life outfit pictures!

Happy Shopping!

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Megan Kristel

Megan Kristel is an entrepreneur, working mom, and former personal stylist. Tired of the one-dimensional portrayal of women online, she founded The Well Dressed Life as a resource for other professional women.

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Sunday 21st of April 2024

Hi Megan These trousers look great and j can buy them on the UK website. I just wondered whether they will be suitable temperature wise for a work conference in Dallas in mid May please?


Tuesday 16th of April 2024

I’ll check these out, thanks. I ordered my first pair of Athleta pants last year - love! I’d be interested in other Athleta finds, too, if they present themselves 😉


Tuesday 16th of April 2024

You’ve mentioned (and seem to get a lot of use out of) a rolling rack. Could you make a recommendation for one, please? Thanks - and thanks for all you do to make things easier for your readers ❤️


Tuesday 16th of April 2024

These look great on you! I'm 5'9" but I have really long legs, I'm going to order these right now. Thanks for the heads up!

Megan Kristel

Tuesday 16th of April 2024

Thank you! The tall will probably work best for you, my legs are just not super long.