Stacey Jones

Can I Still Wear Shorts After 50?


We all know that feeling – that whisper of doubt creeping in when we reach for a pair of shorts.


Maybe our legs aren't quite what they were in our 20s, 30s, or even 40s. Maybe the whole "mature woman in shorts" thing just feels a little off. 


But guess what? Shorts are for everyone, and I'm here to banish those doubts! We're going to bare those legs with confidence, and I've got some tips to help you style shorts in a way that makes you feel amazing and keeps you looking cool! 

Can I Still Wear Shorts After 50?

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As a woman over fifty, I've come to appreciate a bit more coverage. I tend to favor shorts with a longer inseam these days. But that doesn't mean we can't have fun with fashion!


I love mixing shorts with dressier pieces, like a balloon sleeve blouse. And taking a simple step like tucking in your top and adding a belt can really elevate your entire look. 


It's all about finding that balance between comfort and confidence, and feeling great in what you wear. 


Pictured: Balloon sleeve blouse: Universal Thread // Relaxed denim shorts: Madewell // Slide sandal: Universal Thread // Leather belt: J.Crew // Hoop Earrings: Marrin Costello

Can I Still Wear Shorts After 50?

Pictured: Balloon sleeve blouse: Universal Thread // Relaxed denim shorts: Madewell // Slide sandal: Universal Thread // Leather belt: J.Crew // Hoop Earrings: Marrin Costello


Pictured: Balloon sleeve blouse: Universal Thread // Relaxed denim shorts: Madewell // Slide sandal: Universal Thread // Leather belt: J.Crew // Hoop Earrings: Marrin Costello

Let's be honest – the whole cropped top and baggy shirt thing the youngsters are doing with shorts? No thanks. But that doesn't mean we can't steal a page from their style book!


I'm all about a fitted tank top tucked neatly into my shorts. It's polished and shows off just the right amount of skin. 


And speaking of borrowing from the young cool kids, have you seen the loafer and shorts combo? It's "street style," but I think it looks downright sophisticated! 


Pictured: Buttondown shirt: Maeve // Square neck tank: Amazon // Relaxed denim shorts: Madewell // Loafer: Sam Edelman // Hoop Earrings: Marrin Costello

Can I Still Wear Shorts After 50?

Pictured: Buttondown shirt: Maeve // Square neck tank: Amazon // Relaxed denim shorts: Madewell // Loafer: Sam Edelman // Hoop Earrings: Marrin Costello


Pictured: Buttondown shirt: Maeve // Square neck tank: Amazon // Relaxed denim shorts: Madewell // Loafer: Sam Edelman // Hoop Earrings: Marrin Costello

I spotted a cute trend lately that I'm totally adapting for my own wardrobe! An oversized cardigan (think comfy, not sloppy!) over a fitted tee or tank. This keeps things cool up top while adding a touch of laid-back chic. 


Pair it with your favorite denim shorts and some cute ankle-strap sandals – instant summer style! Don't forget a belt to cinch your waist and add some polish.


A quick trim of any frayed edges on your cut-offs keeps the look polished, not messy. We're all about effortless elegance here.


Pictured: Oversized cardigan: Quince // Scoop neck tee: Amazon // Relaxed denim shorts: Madewell // Ankle strap sandal: Vince (no longer available) - Similar // Leather belt: J.Crew // Hoop Earrings: Marrin Costello

Can I Still Wear Shorts After 50?

Pictured: Oversized cardigan: Quince // Scoop neck tee: Amazon // Relaxed denim shorts: Madewell // Ankle strap sandal: Vince - no longer available - Similar // Leather belt: J.Crew // Hoop Earrings: Marrin Costello


Pictured: Oversized cardigan: Quince // Scoop neck tee: Amazon // Relaxed denim shorts: Madewell // Ankle strap sandal: Vince - no longer available - Similar // Leather belt: J.Crew // Hoop Earrings: Marrin Costello

I think this might be my favorite way to style shorts - adding an oversized buttondown (tucked in) and a belt. This is a polished yet effortlessly chic combo. Plus, slingbacks are all the rage this season, and they instantly elevate this look. 


Feeling a little playful? Don't forget a delicate anklet for a touch of "fun and flirty" – who says sexy stops after 50?


This outfit is perfect for a summer lunch date or shopping with girlfriends.


Pictured: Buttondown shirt: Maeve // Relaxed denim shorts: Madewell // Slingback pump: Sam Edelman // Leather belt: J.Crew // Bead anklet: Ettika // Hoop Earrings: Marrin Costello

Can I Still Wear Shorts After 50?

Pictured: Button down shirt: Maeve // Relaxed denim shorts: Madewell // Slingback pump: Sam Edelman // Leather belt: J.Crew // Bead anklet: Ettika // Hoop Earrings: Marrin Costello


Pictured: Button down shirt: Maeve // Relaxed denim shorts: Madewell // Slingback pump: Sam Edelman // Leather belt: J.Crew // Bead anklet: Ettika // Hoop Earrings: Marrin Costello

Let's be real – sometimes, a girl just wants a classic tee and shorts combo. And there's absolutely nothing wrong with that! It's comfy, it's casual, and it's perfect for a laid-back day. But here's the thing: a few tweaks can take that basic look from "messy" to "well done". 


First, try tucking in your tee. It instantly defines your waist and polishes things up. Second, add a belt! It pulls everything together and gives your outfit a more put-together vibe. Maybe skip the raw hem if you're doing a casual tee. And lastly, ditch the gym sneakers (unless you're actually hitting the gym, of course!). A pair of clean, casual sneakers – like those Veja kicks everyone's loving – elevates your look without sacrificing comfort.


It's all about those little details, ladies!


Pictured: Graphic tee: Sporty & Rich // Denim shorts: Mavi // Sneaker: Veja // Leather belt: Madewell

Can I Still Wear Shorts After 50?

Pictured: Graphic tee: Sporty & Rich // Denim shorts: Mavi // Sneaker: Veja // Leather belt: Madewell


Pictured: Graphic tee: Sporty & Rich // Denim shorts: Mavi // Sneaker: Veja // Leather belt: Madewell

-xo, Stacey

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