The Best T-Shirt Dresses For Women Over 50

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Alright, Gurls, today I’m sharing a very basic staple, something every woman over 50 should have in her closet. Yes, get ready for the best t-shirt dresses for women over 50. These are my go-to for those hot summer days when I want to look cute but don’t want anything sticking to me, or squeezing my waist. Dress ‘em up, wear ‘em casual, belt ‘em or let ‘em flow. There’s a variety of styles for every mood, and you better believe they go great with sneakers, sandals, and even a denim jacket when the breeze kicks in.

Ombre French Terry T-Shirt Dress

woman wearing a blue tie-dye t-shirt dress for summer
French Terry T-Shirt Dress (Medium) | Lemon Wicker Bag | Gia Bamboo Thong Sandals (TTS)

This gradient French Terry T-Shirt Dress might just be the most fun one in the bunch. The ombré design fades from sky blue to navy, and it gives off all the easy-breezy vacation vibes. I wore it poolside with navy Thong Sandals and a Lemon Wicker Bag, but you could easily wear it with sneakers for sightseeing or toss it on over a swimsuit as a cover-up. The fabric is soft and forgiving, and the pocket detail adds just the right casual touch.

Blue Polo Dress

Tania Stephens wearing Frank & Eileen blue polo t-shirt dress and wedge shoes
Blue Polo T-Shirt Dress (Medium) | Italian Leather Handwoven Pouch Crossbody Clutch  | Clear Wedge Shoes (Size 9.5)

This Polo T-Shirt Dress is one of those “looks put-together without trying” pieces. The collar adds a slightly sporty feel, while the soft, breathable fabric makes it feel like your favorite tee. I wore it with Clear Wedge Shoes and a Handwoven Leather Clutch for a simple summer look that could go from brunch to errands without skipping a beat. It’s the kind of dress you can throw on and instantly feel ready for the day, no fuss, just comfort and a little polish. This blue color is almost sold out, but I also have it in black, which works for every occasion.

Short-Sleeve Maxi T-Shirt Dress

woman wearing a maxi t-shirt dress in navy
Short-Sleeve Maxi T-Shirt Dress (Large) | Italian Leather Convertible Crescent Handwoven handbag | Italian Leather Pointed Bow Flat (TTS)

When I need something that feels like pajamas but looks like a real outfit, I reach for this stretchy Maxi T-Shirt Dress. The fabric is flowy and soft, and the length gives it a graceful, elongated silhouette. I like to knot it at the hem for a little shape and to show off my shoes, a great trick if you’re on the shorter side or just want to add some visual interest. I carried my favorite Crescent Handwoven handbag and slipped on a pair of Pointed Bow Flats, and honestly, I could’ve worn this all day. This is my go-to for road trips, casual dinners, or anytime I want to feel relaxed but still look nice.

ANRABESS Ribbed Knit Tunic T-Shirt Mini Dress

This T-Shirt Dress is SO good if you love a simple shape with a little texture. The ribbed fabric gives it structure without being clingy, and the short sleeves give just enough arm coverage. I’d toss this on with a pair of white sneakers and a straw tote for a Saturday out shopping, or honestly just for running errands and feeling cute while doing it.

ANRABESS Midi Stripe T-Shirt Dress with Side Slit

This T-Shirt Dress has that breezy maxi length and a subtle slit that makes walking a breeze. The crewneck and soft cotton feel are perfect for casual outings, and the stripes just scream beach vacation. I’d belt it if I were feeling fancy, or leave it loose when I know there’s pie on the menu. lol

V-Neck Mini T-Shirt Dress

This is your throw-on-and-go favorite. The relaxed fit, cute v-neck, and solid colors make it super versatile, perfect with sneakers for running around with the grandbabies or sandals for a lunch date. This is the kind of T-Shirt Dress you’ll want in multiple different colors, trust me! Thankfully, it comes in several.

V-Neck T-Shirt Dress with Pocket

Oh yes, POCKETS! This T-Shirt Dress works double duty as a swimsuit cover-up and a cute summer dress. The fit is flattering, the lightweight material doesn’t cling, and you can throw it on over a tank and leggings or wear it solo. Available in over 20 colors.

Nautica Deck Polo Shirt Dress

This Polo Shirt Dress has that sporty edge, with timeless appeal. The collar and button placket elevate the look, and the breathable cotton is perfect for warm days. I love this one with canvas sneakers and a visor, you know, part of your weekend kind of outfit! Looks like you’re about to board a boat, even if you’re just grabbing iced tea.

J.Jill Fit French Terry T-Shirt Dress

French terry feels like loungewear but looks totally pulled together, now that’s what I call a win! This T-Shirt Dress has a relaxed silhouette that flatters without being frumpy, and the stretch makes it great for day comfort. I’d wear this on road trips, to the movies, or even just around the house when I want to feel like I have my life together. lol

J.Jill WE Crew Neck T-Shirt Dress

This is your wardrobe workhorse. This T-Shirt Dress is simple, soft, and made for layering. Add a denim jacket, throw on a belt if you want more shape, or pair with slides and a crossbody for weekend outfits that go from grocery store to lunch with friends.

Talbots Seaside French Terry Midi T-Shirt Dress – Indigo Blue

This Midi T-Shirt Dress is comfy and coastal! The midi length gives a little more coverage for those of us who aren’t into minis anymore (hi, that’s me), and the indigo shade is universally flattering. Add a cotton cardigan or wear it with espadrilles and a tote bag for your next summer day adventure.

Talbots Seaside French Terry Stripe Midi T-Shirt Dress – White/Indigo

Same comfy fit as above, but with nautical stripes that make you feel like you’re headed for a boat ride, or at least a boardwalk stroll. This T-Shirt Dress is ideal for casual outings, and the breathable fabric keeps it light and comfy even on hot days. I’d style it with silver jewelry and a white jean jacket for a cute Pinterest moment!

So there you have it, the best T-Shirt Dresses For Women Over 50 that are cute, comfy, and ready for whatever your summer days bring. From maxis to minis, sporty to soft, there’s a shirt dress here with your name on it. Don’t be afraid to grab one (or two!) in different colors, that’s the glory of a good basic!

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79 Comments

  1. 😊 tee shirt dresses are a basic staple in my closet.

  2. 🙂 T-shirt dresses are hard for me, they seem unflattering on me.

  3. 🙂 So comfy looking.

  4. I love the Ombré t-shirt dress. Did you have to wear a slip with it due to it being thin?

    1. No, it isn’t thin at all.

  5. 🙂 Don’t own any but they do look comfortable.

  6. Leslie Daulton says:

    ombre is my fav. looks forgiving for those of us with tummies. nautical is cute too.

  7. 🙂
    I discovered my love for summer dresses a few years ago and haven’t looked back. So easy for a one and done outfit. Slip shorts are a must for me too. They make all the difference!

  8. Cynthia C. says:

    🙂 Found it! Love the hot pink style!

  9. Ginger Hiller says:

    😃 My title for Joes photo is, I’m the Boss! The JJill dress with the decorative hem is so pretty. I’d like it in a midi length. Also the nautical striped dress from Talbots is fabulous. I would give it a try if it had regular short sleeves, since cap sleeves aren’t my friend.

    1. That’s a good title for him. Lol!

  10. nancy norcross says:

    :)easy summer dressing…love tshirt dresses