How to wear the shorts with tall boots trend at “our age” 😏
Maybe you’ve seen the summer 2025 trend of wearing tall boots (think riding boots, cowboy boots, or any variation that hits just below the knee) with shorts of varying lengths. Maybe you saw it on the ‘gram, maybe it was on a fashion blog, or maybe it was even on the streets. I know in NYC I’ve been seeing it A LOT.
And you might be thinking, “that’s cute but not for me” with the underlying message of “at my age.”
Well, I hear you and I thought the same. But decided to go on Pinterest today and found some viable styling options for us that I have recreated. And I know this is DEFINITELY not for everyone, but if you’ve been eyeing this trend but were hesitating, then maybe this might inspire you 😉
p.s. All of these outfits are from shopping my closet! The only “new” item are the black denim shorts (featured in this newsletter 2 weeks ago). Everything else you’ve seen before!
Boots (in all):
https://go.shopmy.us/p-21699749
Shorts options:
https://go.shopmy.us/p-21700077
https://go.shopmy.us/p-21700273
Blazer options:
https://go.shopmy.us/p-21725940
https://go.shopmy.us/p-21700523
Belt:
https://go.shopmy.us/p-21700904
Shorts:
https://go.shopmy.us/p-21700300
Cropped denim bomber as option:
https://go.shopmy.us/p-21724181
White ribbed tank:
https://go.shopmy.us/p-21725385
Denim shirt:
https://go.shopmy.us/p-21700631
Belt:
https://go.shopmy.us/p-21700904
Black denim shorts:
https://go.shopmy.us/p-21724543
Alternative option:
https://rstyle.me/+PEtmZGpdLZV2kl7HK6NbiQ
Striped shirt:
https://go.shopmy.us/p-21700774
Brown seude blazer:
https://go.shopmy.us/p-21725069
Brown leather belt:
https://go.shopmy.us/p-21724831
Black silk blouse:
https://go.shopmy.us/p-21700841
More Boots!
Other boot options in case you want something similar but different. I’m personally wanting all three of these but especially the Jeffrey Campbell dark brown suede!
So if you feel inclined to give it a try, here are some options for pieces to buy to achieve variations on the looks above!
As always, it’s appreciated if you use my links to shop 🙂
Happy Shopping!
Alyssa
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Hi! I’m Alyssa Dineen and I’m a personal stylist and dating coach all rolled into one. I started Style My Profile to help other online daters feel better about getting out there— and staying out there— in the world of online dating. Whether it’s to meet your soulmate, to find a fun person to have dinner with or even just match with more people, I can help you from the ground up.
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