The Cutest High-Waisted Shorts Styled 2 Ways

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Fun fact: It was 90 degrees by 11 a.m. when I shot these photos…and it’s only June. Um, that’s a problem for me since I don’t wear shorts too often. I generally avoid them because 1) I love skirts and dresses, and 2) finding the right fit takes way too much effort. I have a feeling this will be a year when I don’t have much choice but to wear shorts. That said, you better believe I’m determined to find a few good pairs. I’m totally digging high-waisted shorts this season. I’ve already bought a few pairs and they’re the real deal. I couldn’t wait to show y’all this pair because they can be dressed down for a Target run or glammed up for date night. Don’t believe me? Take a look.

High-Waisted Shorts Go Casual

Outfit Details

Cherry V-Neck T-Shirt – J. Crew – Um, IDK what all the cherries and fruit motifs (OMG, this clutch!!) are about, but, I’m in love. It’s so playful and cool at the same time. Like me, right?

High-Waisted Shorts – J. Crew – As they say, “The higher the waist the closer you are to looking like a model,” or something like that. I always get quotes wrong, but you just need to know these shorts get everything right! The large bow really is darling and don’t *clap* forget *clap* THE POCKETS! The placement seemed odd at first, but I’ll be darned, they just work! They run TTS.

Metallic Sneakers – Vans – If you follow me on Instagram, you know I’ve been living in these. They’re so comfortable!

Aimee Kestenberg Backpack – QVC – This has been my everyday bag lately. Saks Off Fifth also has a navy version in stock (for less!).

Kate Spade Cat Eye Sunglasses (similar) – These are a few years old, but I’m pretty sure they’re the Jazzlyn style. It looks like Amazon is the only retailer that has black in stock, but the Genice and Nastasi are pretty close, too.

Pendant Necklace and Bar Necklace – Etsy – My husband got me this clay pendant necklace with my children’s initials for Mother’s Day . If you haven’t already noticed, I wear it pretty much daily.  I wanted to layer it, so I bought the minimal bar necklace recently and am so happy with the look.

High-Waisted Shorts Go Glam

If someone ever says they love you, ask them if they’d hike uphill in 3-inch heels in 90-plus degrees for you, because I did. I’m just saying. Pretty sure my photographer, Amanda, Photoshopped out all my sweat. I don’t deserve her.

Outfit Details

Cherry Tie-Neck Halter (Currently 27% off!) – J. Crew – Look very closely…this halter is the “cherry on top” of this look, LOL #momjokes. Sorry, it’s been a while. Seriously though, my shoulders and collarbone in this top make me want to wear it everywhere! It’s TTS.

High-Waist Shorts (Currently 24% off!) – J. Crew – As they say, “The higher the waist the closer you are to looking like a model” or something like that. I always get quotations wrong, but you just need to know that these shorts get everything right! The large bow really is darling and don’t *clap* forget *clap* THE POCKETS! The placement seemed odd at first, but I’ll be darned, they just work! They run TTS.

Half-time Barely There Sandals – ASOS  – Sexy, simple, functional…what’s not to love? I’m wearing a 9; they’re TTS. I ordered an 8.5 to be sure, but they were too tight around the toes.

Kate Spade Cat Eye Sunglasses (similar) – These are a few years old, but I’m pretty sure they’re the Jazzlyn style. It looks like Amazon is the only retailer that has black in stock, but the Genice and Nastasi are pretty close, too.

Gold Bracelet – J. Crew – I’m slowly but surely building up my everyday jewelry look. This is a nice standalone piece or one to complement my other bracelets and watch.

Earrings – J. Crew – Sold out, but there are two cherry picks here and here, and a red drop earring to complement the look.

Urban Decay Vice Lipstick in Jilted – I’m almost out of this fuchsia lippie, time for a restock!

So, here’s the funny thing…I just posted about how I don’t usually wear all one brand, and look at me now, mom! LOL, hey, life comes at you fast; it’s not my fault I’m digging J.Crew this week! OK, every week. ANYWHO, it appears this is my 10th post for TME, which really makes me so friggin’ proud! It’s been quite the journey…I’m learning so much and love connecting with all of you! I really appreciate all the support and feedback, especially on my #momjokes. I think I’ve found my people *heart eyes.* Let’s keep doing this, K? Find me over on Instagram @beingtiarra, and don’t forget to follow me on LiketoKnow.it, too, so you can instantly shop all my outfits from my TME  and social posts. It’s a one-stop shop…see you there!

Xo,
Tiarra
Photos by Sweet Leaf Photography

14 COMMENTS

  1. Wow you’re killing it with your picks, everything is soo cute and chic! Can dot’s be chic? A definite yes in these shorts. Thanks very nice post!

  2. I saw the article title and thought “oh, no… this high-waisted shorts thing is not going to be good.” Wow was I wrong. You look great! And yes, your shoulders/collarbone look amazing, as does the rest of you

  3. I love everything about both of these looks! What are the chances I can get it all delivered before Saturday for a party I’m going to? ??? I’m pretty sure I have to have it! Thanks for the inspiration!

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