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How Women Over 50 Can Wear Oversized Sweaters

Everything seems to be either cropped or oversized this year. Both styles can be worn in the right circumstances. I’ve had several ladies ask me if wearing oversized sweaters, blazers, etc., makes you look bigger than you are. So, today I’m showing you how women over 50 can wear oversized sweaters.

How Women Over 50 Can Wear Oversized Sweaters With Jeans

Over 50 Fashion Blogger, Tania Stephens is showing how women over 50 can wear oversized sweaters 3
High/Low V-Neck Sweater (Medium) || High-Rise Boot-Cut Jeans (Size 8) || Large Hoop Earrings in Gold || Kurt Geiger Mules – Sold Out

The best way to wear oversized sweaters is to keep the bottom half a tighter fit. Skinny jeans are a great option, but I’m wearing straight-fit bootcut jeans with a couple of these sweaters.

Over 50 Fashion Blogger, Tania Stephens is showing how women over 50 can wear oversized sweaters4
High/Low V-Neck Sweater (Medium) || High-Rise Boot-Cut Jeans (Size 8) || Large Hoop Earrings in Gold || Kurt Geiger Mules – Sold Out

This gorgeous purple high/low sweater has a seamed front and drop shoulders. I’m partial to a v-neckline since it elongates your neck. I’m wearing a medium, and the sweater is loose and oversized like it is supposed to fit.

I love this pink turtleneck; it is super soft and cozy. The high/low sweater hugs your body and would work with leggings too.

This bright pink turtleneck sweater is slightly roomier than the purple sweater. I probably could have worn a small, but I like the roomy, oversized look.

This is the kind of sweater that would be perfect for lounging around the house or dressing up to go to lunch, movies, etc.

I bought the oatmeal version of this sweater during the Nordstrom Anniversary Sale, and I liked it so much that I bought this chocolate color too. Chocolate is a trending color this year, and it matches my tassel loafers perfectly.

This sweater has two things going for it that I love. A cable knit sweater is a design that I am drawn to, and I also love the half zip style.

The great thing about oversized sweaters is that they are long and cover your rear.

How Women Over 50 Can Wear Oversized Sweaters With Leggings

I’m styling the other sweaters with a pair of black Lululemon Align Leggings. Leggings aren’t only for exercise; they can be worn pretty much anywhere.

This ivory turtleneck sweater is similar to the pink sweater above. It is very soft and cozy and fits about the same way. This sweater’s material is a little thinner than the pink one, but it is still nice and warm but would be easier to layer under an oversized blazer.

I added this Coach leather bucket handbag with the horse and carriage embossed logo. It is a great medium size that looks and feels luxurious.

I admit that this outfit is one of my favorites. I love the color combination, and I love wearing heels with leggings for a dressier look.

You might notice that this is another cable knit sweater. I told you I was partial to this design! This sweater runs smaller than the other sweaters, and I sized up to a large for that reason. I think that I could have worn an XL to get a more oversized look. This sweater is 100% merino wool and would need to be hand-washed.

I added a large oversized woven tote with this outfit. This is the kind of outfit I would wear on a date night with my hubby.

More Oversized Sweaters Women Over 50 Can Wear

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  1. I loved the sweaters. Yesterday I wore my leggings to Walmart.

    My husband thought they looked alright & I didn’t for most part feel uncomfortable. Thank you for all the information you give bus about style.

    1. That is the first step. You will always feel a little weird when you wear a new style for the first time. After you’ve worn it a couple of times, you wonder what the issue was. Lol!

  2. Susan ann Koren says:

    I would never have thought to pair heels with leggings!

  3. Love the oversized sweaters with the leggings and heels! Thanks for the great ideas for how to wear them.

  4. I love a good oversized sweater. I especially like the one you found on Amazon. It has great reviews and is only $29.

  5. Karrie Knutson says:

    I like an oversized sweater that still has some shape to it. The oversized sweater highlow neck I can see myself ordering and not feel like I am drowning in the sweater

  6. Patt Dyal says:

    I love the chocolates brown zip sweater! I would definitely purchase it if my hair was still blond. I have been letting the color grow out 🤦🏼‍♀️! It is at my ears now. Definitely making progress. I am salt and pepper. My eyes are brown. I am pondering about wearing brown now!🤷🏼‍♀️

    1. Patt, the good thing about that sweater is that it is from Nordstrom. They have free shipping and returns!

  7. Ellen Sorensen says:

    I love a good cozy sweater this time of year and every one of yours is wonderful, thank you !

    1. Same! Glad you liked them, Ellen!

  8. Love all of these! Look so comfy but nice.

  9. Karen Campbell says:

    You look so pretty on all of the outfits!! I love the Coach bag!

  10. Christal Yowell says:

    Stepping into sweater weather, I think I could easily embrace the oversized styles. Warm, soft, and comfortable!

  11. Love all the sweaters although I don’t normally wear sweaters. I’m very hot natured!!

    1. I love sweaters, but I’m cold natured.

  12. Love the colors of the sweaters and also the turtlenecks. Hard to find sweaters with them.

  13. She does have a sunshine smile for sure! The sweaters are all very cute but I like the cable knit. It looks so warm and cozy for the winter months.

    1. I love cable knit sweaters too!

  14. CyndeeKay🌻 says:

    Tania, I suffer from sweater & shoe envy! I live in south Florida & have foot problems from standing 40+ years teaching! I love both sweaters & shoes. I have two drawers plus closet storage bin full of sweaters & lots of shoes. I haven’t worn a sweater or jeans since a May 2022 Maine visit & a July 2022 Washington state- Pugent Sound visit. I do love seeing the fall/winter posts:)

    1. Oh, I would have to make trips north to wear all those sweaters!

  15. Joanne W. says:

    I loved your selection of sweaters! Thanks.

  16. Patricia Konze says:

    Love the first sweater, the high low v neck but a different color would look better on me.

  17. Hi Tania, all the sweaters look great on you. My favorite is the pink one, of course 💕Cheryl

  18. Roberta Schwandner says:

    I am a sweater girl! I love these sweaters.

  19. Lisa Astor says:

    The lavender sweater from Nordstrom wins out for me. Some of the other sweaters are too bulky & not as flattering.

  20. Love the oversized sweaters but agree they need to be worn with a skinnier pant. Love the pink and purple on you. Your granddaughter has a beautiful smile for sure !

    1. Thanks, Karen! I agree. 🙂

  21. Stella Gustafson says:

    The sweaters are so pretty wish it got cold enough here in Florida to wear them and loving the totes

  22. That wonderful picture of 3 generations needs a football frame! It’s a fabulous fall photo. Nothing is more fun than a football game with family and friends. Thanks for the reminder that we still can wear our skinny jeans this fall with our oversized sweaters. Everything is wide leg right now and I look the best in skinny or straight leg pants. Now I know I can still be in fashion!

  23. I’m not a fan of wearing leggings outside the gym. Just my opinion.

  24. Tania, I love the pink and purple Nordstrom sweaters on you. Seeing them on the Nordstrom site, I wouldn’t have been interested, but on you they look great. Thanks for styling them.

  25. Love the selection of sweaters. That chocolate is my favorite!

  26. Ginger Hiller says:

    Your granddaughter does have a beautiful smile! You look great in all of these outfits. The bright pink sweater is my favorite.

  27. Love the looks and that Bible verse!

  28. Jayne Finkbohner says:

    Such sweet picture of you with your mom and granddaughter. What could be sweeter!
    I’m loving all the turtleneck sweaters. Fall is here with cool cozy weather. Loving your pink turtleneck.
    Enjoy your weekend!

  29. I like the first sweater the best. Cute!

  30. Janice Nagle says:

    I was going to pass up the oversized look, thinking it would make me look frumpy. But you have shown me that it is not just for teenagers!

  31. Good morning from the west coast! I love love a good over sized sweater. They make the bulk of my fall and winter daily wardrobe. The half zip style is one of my favorites too, just looking for some better colors for my winter palette.

  32. I like the oversized sweater look, but I thought skinny jeans and leggings were on their way out.

  33. Love the chocolate brown half-zip….waiting for a sale!

  34. I like oversized sweaters, they are so cozy. Can’t wait for the weather to cool down.

  35. Suzy Johnson says:

    Love the big sweaters! I hope it gets cold enough in Texas to wear them.

  36. Jenniffer says:

    The black and camel color combination is gorgeous!! Waiting for two sweaters to arrive!!!

    1. Glad you found something you liked! 🙂

  37. Monica Willey says:

    I love sweater weather! can’t wait for it to cool off in iowa to start wearing them

  38. What a sweet picture of you, your mom and granddaughter! Beautiful ladies! Love the lavender and pink sweater outfits on you- so flattering!

    1. Thank you! We had a great time together. 🙂

  39. The pink and ivory sweaters are calling me 🩷🤍

  40. Love the oversize sweaters. Glad they are trending. Thanks for the ideas.

  41. Your Matti B is gorgeous! Love her dazzling smile. I’m a big fan of oversized sweaters and leggings or jeans. You look so pretty in all the different colors.

    1. Thank you! I agree. 🙂

  42. I love the oversized sweater look with the jeans. Now if Texas could just get the temperatures down we might could wear one of these beauties!

  43. Great stuff!!! I can’t wait for it to get cool enough to wear a sweater!!! Happy Saturday ❤️

  44. Meta Guin says:

    I’m ordering a couple of those Nordstrom sweaters to pick up when I return from my mystery trip! We leave Tuesday for our 40th anniversary trip. I don’t know where we are going. I guess I will know where we are landing when we get to the Nashville airport! My daughter, age 37, says I can wear my Lululemon leggings on the plane. She always does! I’m 72, a size 1 in Chico’s, a medium otherwise. I had to go buy new tennis shoes and got Brooks Glycerin at Fleet Feet. Bill says there will be a lot of walking! PS Thanks for all the Bible verses included in your posts!

    1. I hope you have a huge time. Let us know where you ended up going! 🙂

  45. I LOVE the lavender sweater and am ordering it in the green! Overall I am not a fan of the oversized look though. So happy you featured it. I do think I would try on the others.

  46. Love all of the sweater looks! Do I see socks with your loafers? Would love a post on how to incorporate socks into our fall/winter wardrobe!

    1. Deb, I rarely have on socks. Those are just my white ankles shining. 🤣

  47. Omg that pink sweater! Beautiful, but favorite is the brown half zip. 🍁🍂

  48. Great family picture. Love the “blue.” I am so ready for sweater weather. Thanks for showing some different styles.

  49. Cute! I have a question where a longer coatigan should hit on a short person.. I bought one and it’s a few inches below my knee.. I hate to pay to get it shortened.. thoughts?

    1. Jenn, I have a post on coatigans on Monday. To wear the longer coatigan style, you need to tuck in the shirt so that your legs look longer.

  50. I love the high-low pink sweater but in Texas I wouldn’t get enough wear to pay the much.

  51. Vada Ann Barnett says:

    I am enjoying your fashion shows. I am 71 but have always loved fashion and still do. I appreciate your Bible verse as well. God and fashion! What a way to start my day!

    1. Thanks so much, Vada. 🙂 God and everything! ❤️

  52. I love oversized sweaters. Love the pink.

  53. Dana Smithmier says:

    great choices tania😍

  54. Sorry the Wildcats lost but losing is a great learning experience. One my son and son in law who are both coaches would rather not have.
    I love sweaters and sweater weather. I usually just buy an oversized sweater in a smaller size and feel great in a smaller size. I’ll have to try buying one in my size and hope it doesn’t make me look larger.
    Love your blog!

    1. Thanks, Barb. You understand how hard it is to watch! 🙂

  55. Thanks for sharing the adorable family picture! You look great in all of the sweaters! My favorite is the purple!

  56. I’m only 5’2”, so kind of hoping this boxier trend doesn’t last too long.;)

  57. I like the first one the best. V-neck

  58. Louise Logan says:

    Love these sweaters, especially the chocolate brown! In South Louisiana it gets cold for a short time. Sometimes we even wear short sleeves at Christmas! So I cherish those cold days when I can wear my sweaters.

  59. YES, your Matti B has a beautiful smile, just like her Nana! Can’t beat a cozy sweater! Enjoy your blog so much!

    1. Dorothy, I am so glad that you are enjoying the blog! ❤️😊

  60. I love the v-neck purple sweater it’s beautiful. I don’t care how cold it gets I can not wear turtlenecks. I find them very confining almost claustrophobic…weird huh.

  61. Love the sweaters with leggings

  62. Cute sweaters and they don’t look too oversized! Thanks too for your daily amazon finds!!

  63. The bright pink and the cable knit sweaters look great on you. Thank you for your tips and help. Great family picture and memories.

  64. thank you for posting the oversized sweater outfits! and the jeans. I will be shopping later today- sweaters, jeans and fall shoes!

    1. Have fun shopping! 😊😊

  65. I absolutely love the half zip so much that I ordered in oatmeal. I had been looking for this style and couldn’t decide but your post helped. Thank you.

    1. I love the Oatmeal color! It looks great with the black leggings.

  66. Family times are the best💙

  67. Pam Bowling says:

    I loved the chocolate brown half-zip cable knit sweater for those three reasons. Grew group of sweaters for the season

  68. Brenda Craig says:

    I live in N.C. and this morning is cool enough to wear one of the great sweaters you are wearing. I love the bright pink, southern girls like to wear color.

  69. I like the legging idea, had not though to that!

    Best of all I love your beautiful family photo!

  70. The turtleneck and leggings combo are my favorite. Wish I was thin enough to wear leggings. They look fabulous on you!

  71. Love all of these!
    Unfortunately where I live there really no point in pullover sweaters.

  72. Love the purple sweater!

  73. I kind of talked myself out of oversized sweaters because I thought they made me look bigger. Thanks for showing some great ways to wear them and look fabulous!

  74. Laura Strumpf says:

    Gets us in the mood for Fall!
    These are all terrific looks!
    Love the turtlenecks!

  75. These are all so nice and look great on you! I hope you kept them all

  76. Loving that chocolate brown half zip!

  77. Gina Moore says:

    I love all the sweaters.

  78. I love a cozy sweater! Great options! 🍁

  79. Jan Rayner says:

    Hi, Tania! Thanks for showing sweaters in a variety of fabric content since many of us cannot wear wool/cashmere. I love the first look you styled with the purple sweater, and I’m ordering it and the chocolate half-zip one!

    Love the pics of your family!

    1. Hi, Jan! I’m so glad that you found something that you liked in this post. 😊

  80. These ways to wear oversized sweaters are lovely, and now I am going to shop my closet using your suggestions.

  81. Rebecca Aspinwall says:

    Love the clothes, but I am not thin like you. Trying to look good and being chunky is not easy. I keep looking for inspiration though. LOL

  82. What a cute picture of you all in the stands. Matti is so cute and definitely has a beautiful smile! Enjoy your time there with your family. Oversized sweaters are comfy, especially after a big meal 😅

  83. Janice Wooldridge says:

    The bright pink is super cute!