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. Stella Gustafson says:

    😀 i have a couple of these dresses

  2. Angela C. Dixon says:

    🙂 I don’t like mini dresses either!

  3. Found it 😀. My husband wants to try & find tomorrow’s he thinks he can find faster than me. Lol. These dresses look very easy & comfy!

  4. sue koren says:

    🙂 I need more of a fitted dress

  5. sue koren says:

    🙂 I need more of a fitted dress

  6. 😊 love the tee shirt dresses.

  7. Rosemary D. says:

    ☺ Finally found it! My favorite length is the midi for t-shirt dresses. I bought one from Wal-Mart last year in a hot pink and I even wore it camping and got lots of compliments.

  8. 😀. Love the rib knit t-shirt dress!

  9. Stephanie Weeks says:

    Cute dresses. 😊

  10. Donna Huberty says:

    🙂 Great selection of dresses! I usually do not wear them/may try it out!

  11. 🙂 I like the ombre t-shirt dress

  12. 😊 lots of nice dresses.

  13. 😊 Lots of cute dresses. I liked how you styled the ones you modeled.

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

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

  16. 🙂 So comfy looking.

  17. 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.

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

  19. Leslie Daulton says:

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

  20. 🙂
    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!

  21. Cynthia C. says:

    🙂 Found it! Love the hot pink style!

  22. 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!

  23. nancy norcross says:

    :)easy summer dressing…love tshirt dresses

  24. 😊I love tee shirt dresses! They are extremely comfortable! Love the Talbot’s striped one!

  25. Karen Gunter says:

    Tee shirt dresses are great for summer ( and spring and fall with a scarf or jean jacket) I love the ombre dress.
    🙂

  26. 🙂 Love a good T-shirt dress. Thanks for showing several good choices!

  27. 😚that ombré dress is very beachy ,I love it!

  28. Teri O’Brien says:

    😊these look so comfortable!

  29. Beverly Hawkins says:

    🙂 Keeping us cool, thanks.

  30. Sue Debord says:

    😀 Like all the dresses.

  31. 😊 I like both of the polo dresses and the JJill one is very cute too.

  32. 😊 I love t-shirt dresses! I like the blue French terry and short sleeve maxi dress.

  33. 😀 Love the t-shirt dresses. The light blue v-neck with pockets has my heart. All are so cute.

  34. 🙂 I love wearing dresses in the summertime. I find them so much cooler for our deep south summers.

  35. Julie Wood says:

    😊 Can’t beat a t-shirt! So many different types of t-shirt material and I am always looking for the softest.

  36. 🙂 my favorites cover the knees or midi length. I like the ones with a collar.

  37. Gayle Davis says:

    🙂. The tee shirt dresses have come a long way! Very pretty ones you have shown us.

  38. 🙂 Cute dresses! Great to run around in.

  39. Sonja Allen says:

    🙂 I love the j Jill navy dress.

  40. Kathleen S says:

    😀they all look very comfy, just throw on and go! Joe doesn’t have to wait in his chair, you are ready in a flash!

  41. Kathy Laweryson says:

    found it!

    I have to tell you, when I first saw that picture of Joe, I didn’t realize those were glasses on his head – they looked like horns lol!

  42. 😊 love dresses in the summer! Love the lemon wicker bag too, just not the price, lol.

    1. I know! Watch for it to go on sale.

  43. 🙂 I really like the polo style. Just a little more refined. The link to the J.Jill Fit French Terry Dress says it is no longer available.

  44. 🙂 I really like the more polished polo style dress. The link to the J.Jill Fit French Terry T-Shirt Dress says it is no longer available.

  45. Found it!
    The ombre french terry dress is my favorite.

  46. Cute ideas even though I’m just not a dress person

    Found it

  47. ☺️ T-shirt dresses look great on other people. On me, not so much! These are some cute ones.

  48. Charlie Watt says:

    😊. Tee shirt dresses just the thing for hot and humid days. Love the Ombré French Terry.

  49. 🙂 I need to get a t-shirt dress. I like the anrabess dress.

  50. Phyllis p says:

    🙂anrabess dress

  51. 😊
    Love the Ombre French Terry t-shirt dress.

    As for Joe he looks like he’s thinking

    “I’m King for the day”

  52. Sara Beck says:

    Found it :).
    They are the best to wear in our Florida heat!

  53. 🙂 T-shirt dresses are so comfy! Love the lemon wicker bag!

    1. It’s adorable, but a little on the small side.

  54. Darlene Bright says:

    😊 Really cute dresses. My favorite is the blue polo t-shirt dress.

  55. 🙂 I love a tee shirt dress in the summer, it’s an easy way to look a little more dressed up but still keep cool. Even though I’m petite I buy a regular size in tee shirt dresses to give me a little more length since some of them can be pretty short!

  56. Cynthia Fisher says:

    Found it

    Haven’t tried a maxi tshirt dress

  57. Found the 😊. I like the blue collared dress!

  58. Great selection of T-shirt dresses. So fun to dress up or down!

  59. Deborah M says:

    😊. I absolutely love wearing tee shirt dresses! All of these are pretty but I really like the one from Nautica. Thank you for finding all of these.

  60. 🙂 Really like the first two t-shirt dresses you have on. I am going to go check on them now.

  61. 😁I wear a lot of tee shirt dress- cool, comfortable and look nice

  62. 😀Found it. I love T shirt dresses but my question is regarding belts – what is the “rule” about how the belt should fit (I remember something about at least two holes showing after being buckled)

    1. Terry, I didn’t know there was a rule for belts. Lol! If it buckles, then I’ll wear it.

  63. 😊 Anrabess and Ombré are very cute.

  64. Dorothy Kennedy says:

    🙂My favorite dress is the Frank and Eileen one. Wish it wasn’t so expensive 😂

  65. Elizabeth Tobin says:

    😊These are great choices for everyday comfort in the heat. I like the collared dress and the ombre dress.

  66. Dorothy Kennedy says:

    🙂My favorite is the polo dress from Frank and Eileen. Wish it wasn’t so expensive 🤣

  67. 😊
    Cute dresses! I just have too much “junk in my trunk” to wear them. 😁

  68. 🙂 Our summer heat is starting, thanks for the outfit ideas! Have a blessed week!

  69. 🙂 Tshirt dresses are not my thing but you look great in them!! Thanks for the variety of posts!!

  70. 😀 love the Jay Jill dress and sorry I don’t have a name for Joe just Joe

  71. 😊 love all tshirt dresses….easy go to and very comfortable