Turning Heads Linkup:Tips on Wearing Shorts Over 40- Dress them up! - Elegantly Dressed and Stylish
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Turning Heads Linkup:Tips on Wearing Shorts Over 40- Dress them up!


Hello Ladies

When you think of summer, what comes to mind? For me, it is vacation at the beach or mountains, ice cream, swimming, air-conditioning, fun fruity cocktails, and grilling outside on the patio with my family, plus much more, but I have to stop somewhere! In regard to fashion, I think of sundresses, light airy tops, swimsuits,  white, white and more white and shorts. I used to not like shorts, felt they werent as comfortable as dresses and I didn’t feel dressed up enough. However, one can style their shorts to look just as put together as if one had a summery dress on.

When we went to visit relatives over the Memorial Day weekend, in Pennsylvania, I thought I would get some much needed reprieve from the heat. However, it was just as hot and humid there around 90 degrees with the humidity just as high. Coming back, it is now in the 90s and time to dress for the weather. Soon, however, we will be off to the beach, NC’s Outer Banks, and I can’t wait for a much needed vacation! I will pack one pair of shorts in my lightly packed suitcase.

I do love dresses as you know, but sometimes the weather may call for something more casual, but put together. I however, think one can dress up shorts. I am not talking about gym or yoga shorts here, but rather tailored shorts. I do wear what I like ( wink) and this can be shorts with a 4 inch inseam, or a 6 inch inseam. I am not a fan of Bermuda shorts for myself, as I don’t mind exposing my legs, especially in the heat. I do enjoy wearing tailored shorts and this pattern reminded me of a French wall pattern in its blue and tan design. One could certainly dress casually in these, with slip on sneakers, and perhaps a graphic tee, as an example. However, today I am giving you some tips on wearing shorts over 40, and show how I styled them to be more dressy for a nice afternoon out for lunch, or a visit to a Vineyard to name a few

Tips on Wearing Shorts after 40:

  • Quality of fabric is important. Here I am wearing a more structured flat front short. Look for material that is structured not a short that one would wear to the gym!
  • There are many inseams being sold. I will wear a 4 inch inseam, ( yesterday’s post )  these are 6 inches. The main key is to remember to dress for your body, not worry about any preconceived notions that over 40 means one can’t wear shorts!
  • Try dressing them up with a silky blouse and some strappy block heels or wedges. It takes the look to a new level.
  • If it is cooler outside, or you may be sitting in air conditioning, pair your shorts with a blazer. Here I am wearing this White House Black Market crisp white jacket and I loved the ruffle detail. Add more color with a blazer or fitted peplum top.
  • If you don’t want to wear a heel ( block or otherwise) pair it with a wedge or for flats, a pointed toe. This will elongate the leg!
  • Confidence is key. No matter what size one may be, if you are happy with what you are wearing it will show. If you are fine with your legs, or like them, why not wear some shorts!







Linking Up with  Visible Monday, Still Being Molly, Not Dressed as Lamb SHoe andTell , How I Spring Manic Monday, Monday MingleLinkup with Lisa Tues: Garaytreasures Link Up  Style Sessions,Walking in Memphis   Bless Her Heart Wed: The Pleated Poppy, Get Your Pretty On Style Me Wednesday  Watcha Wearing Wednesday,  Jersey Girl Texan Heart  Trendy Wednesday  Momsmorningcoffee Thurs: A Labour of Fashion,Reason to Dress, Throwback Thursday Friday:Passion 4 Fashion  ,Style Elixer    Fun Fashion Friday  / Forage Fashion, My Fancy FrIDAY

Outfit details: Jacket: White House Black Market, Seafoam top: The Limited, Shorts: LOFT, Bag: Kate Spade, Shoes: Zara. 

I would greatly appreciate everyone commenting on 3 blog posts each week! Love the community and inspiration we share!

Today: Most Clicked: My  friend Monika, from Styleworld40plus, pairs a shade of sky blue with some chinos for a lovely daytime look. 


Pinterest Pic of the Week:, My friend Ani, in her blog, Fluerani  shares  her magical  etherial look in an all white embroidered dress. Love the pics!

fleurani white lace dress romantic asos 11

  • women's activewear
    Posted at 08:21h, 17 June Reply

    Ohh jess!!! I have no word for you. You are looking stunning in shorts. There is no age to look beautiful and you are a big example for it. It is just awesome and color prints are beautiful. Thanks for sharing this with us.


    • Jess Jannenga
      Posted at 10:12h, 17 June Reply

      Thank you. So nice of you to say. I do feel that women, no matter what age, can wear shorts if they feel comfortable and confident in them. Thank you for your lovely comments.
      jess xx

  • Trang Do
    Posted at 04:35h, 17 June Reply

    Great look! Thanks for sharing your tips dear!
    Kisses and hugs from http://www.trangscorner.com {a lifestyle, fashion, beauty, and food blog}

    • Jess Jannenga
      Posted at 10:04h, 17 June Reply

      Thank you Trang, glad you enjoyed the tips and thanks for stopping by! xx

  • Megan_Ballard
    Posted at 02:13h, 17 June Reply

    These printed shorts are so stinking cute! I love them. xo ~ Megan The Fashionista Momma

    • Jess Jannenga
      Posted at 10:05h, 17 June Reply

      Thanks Megan! I loved the print straight off. Enjoy your weekend. xx

  • suzannecarillo
    Posted at 12:45h, 16 June Reply

    I love the print on those shorts! And that bag is pretty sweet too.

    You certainly have the legs for shorts.


    • jess jannenga
      Posted at 12:53h, 16 June Reply

      Thats what I liked about the shorts! Thank you for the compliment! Enjoy the weekend, its hot here!!
      jess xx

  • Sheela Goh
    Posted at 19:25h, 15 June Reply

    Shorts are a massive no no for me when it comes to sartorial choices BUT I love seeing other women wear them. And looking mighty fine too 🙂 xoxo

  • Ginger Wroot
    Posted at 19:19h, 15 June Reply

    These shorts with the unique patterned fabric are oh, so pretty and stylish! I especially love the style of sandals that you paired with the shorts! –Ginger

  • Samantha
    Posted at 12:01h, 15 June Reply

    These shorts are cute as a button on you Jess…a great outfit!
    And that cheeky manicure did not go unnoticed either! :oD

    • Jess Jannenga
      Posted at 10:42h, 17 June Reply

      Thank you Sam! It is very hot here and now and again I do like to wear shorts. The print reminded me of a French Boudoir wallpaper, although I have never actually seen one or been to France ! 🙂 xx

  • stinedurfdl
    Posted at 10:14h, 15 June Reply

    Love this look Jess. More casual, but still very much you! The details on that jacket are fabulous and I do really like the print on the shorts.

    • Jess Jannenga
      Posted at 11:11h, 15 June Reply

      Hi Deb! Yes, I enjoy wearing shorts in the summer, it is already rediculously hot here in Charlotte. The heat began in May, so shorts are just right. The jacket was from Poshmark but never worn. 🙂 xx

  • Anna Parkes
    Posted at 09:35h, 15 June Reply

    Dearest Jess how wonderful you look in these shorts! I would love to be able to wear summer shorts again, but am afraid my chumfy (Scottish terminology meaning thick and hefty) knees and thighs are not up to that kind of exposure. You look utterly chic and very cool in this whole ensemble. Thanks again for the linkup party x

  • Catherine
    Posted at 20:48h, 14 June Reply

    I’m thrilled to see another blog post encouraging mature women to wear stylish shorts. BTW, I love the Loft shorts you are wearing. I almost purchased them but opted for a more nautical style. I wrote a post about wearing shorts maybe a month or two ago: https://atypical60.com/2016/05/03/how-to-wear-shorts-when-you-are-over-50-or-60/
    In addition, I have three pair of shorts packed for our trip to France–we leave on Thursday. I plan on traipsing around the Cote d’Azur in them, along with my bikinis. Because I can. Because at 61 years old I have my own rules. Because I want to!
    Go you! I’m glad I found your blog. I need to read more of you! XOXOXO!

  • Elle
    Posted at 18:32h, 14 June Reply

    Love these shorts Jess, and the way you paired them so you could go anywhere from the beach to dinner! The pattern and length is perfect! I have trouble with shorts, long inseam, and small waist, so i just do the sundress thing, easier for me, But I love shorts and these are fabulous! Also, Ani looks so fabulous!
    xx, Elle

    • Jess Jannenga
      Posted at 11:16h, 15 June Reply

      Hi Elle, Glad you liked the shorts, the pattern is what caught my eye to begin with. I usually just get my waist altered, I just like to wear different lengths. The ones on Monday are 4″ and are great for a super hot day too. I also love sundresses, so I know what you mean! Enjoy your week xx

  • Lisa Maynard Morin
    Posted at 15:20h, 14 June Reply

    Great outfit and love your fingernail polish XO. #LINKUPWITHLISA @ http://www.beauty101bylisa.com/2016/06/linkupwithlisa-53-red-cut-out-top.html

  • Laurie Duncan
    Posted at 14:49h, 14 June Reply

    Those shorts look great on you! I have a hard time finding shorts that fit my and look good. I’m trying to find a high-waisted pair that I like. 🙂

  • Shelly
    Posted at 14:43h, 14 June Reply

    Jess this outfit is so adorable on you! Those shorts are the perfect length and I am loving the classiness of the white jacket.

    Shelly||The Queen in Between

  • Jacket Society
    Posted at 12:18h, 14 June Reply

    Love the shorts and the pattern and they look great on you mixed with the white jacket and accessories. Looking fab Jess 🙂

    • Jess Jannenga
      Posted at 11:17h, 15 June Reply

      Thank you Nora! I just browsed and will stop by and see your short’s ensemble. Looks great as well. xx

  • Ana from Mrs. American Made
    Posted at 11:36h, 14 June Reply

    I love everything about this look on you. Super inspiring and my shorts come out today!!! Thanks, Jess. 🙂

    • Jess Jannenga
      Posted at 12:01h, 14 June Reply

      Yes to shorts! I have a fair amount of printed shorts and most definately wear them in the 90+ degree heat Look forward to your looks too! xx

  • Laura
    Posted at 11:31h, 14 June Reply

    I saw those same shorts and almost got them. Now I am kicking myself when I see how cute they are on you!

  • Jennie
    Posted at 11:01h, 14 June Reply

    Lovely shorts and I enjoy the way you dressed them up. I prefer a tailored style short, as well, and love how they look with blazers and jackets. I particularly enjoy how stylish shorts are with wedges and heeled sandals. Your ankle strap sandals are so Cute!

    • Jess Jannenga
      Posted at 12:02h, 14 June Reply

      Thank you Jennie! I loved seeing you in those pretty printed shorts, and I was ready to put on some as you know how hot it is! I have ammased a blazer collection to and love them if it is cooler with shorts. xx

  • Emma Peach
    Posted at 10:47h, 14 June Reply

    I love your shorts! Great pattern and fit…if I had legs like yours I’d wear shorts every day!

    Emma xxx

  • Amy Johnson
    Posted at 10:37h, 14 June Reply

    I LOVE those shorts! They are so pretty and classy. Great tips on wearing shorts over forty. And I like what you had to say. I can’t even tell you how often I read that women over forty shouldn’t wear shorts. Not that I think anyone listens to that as I see older women wearing shorts all summer long, of all shapes and sizes! Seriously, do they think were going to wear pants in hot weather?

    • Jess Jannenga
      Posted at 12:03h, 14 June Reply

      Glad you liked my tips Amy, I know! Women over 40, no matter the size can find the right fit ad wear them 🙂 xx

  • Rachel
    Posted at 10:31h, 14 June Reply

    I love your shoes! You seriously look so good! 🙂

    Simply Rachel Nicole

    • Jess Jannenga
      Posted at 12:04h, 14 June Reply

      Thank you! I love a small heel with shorts 🙂 xx

  • Dawn Lucy - Fashion Should Be Fun
    Posted at 09:33h, 14 June Reply

    You look amazing in shorts! Such a chic classy look, Jess. Your style is AMAZING!

    Dawn Lucy

    • Jess Jannenga
      Posted at 12:05h, 14 June Reply

      Thank you Dawn! I am going to wear this outfit today but will have to ditch the jacket as it is very hot right now in Charlotte! Thanks my friend xx

  • Shauna
    Posted at 09:17h, 14 June Reply

    I love how bold the flower necklace is!



  • robjodiefilogomo
    Posted at 09:13h, 14 June Reply

    You’ve hit the nail on the head Jess with these ideas…I think dressing up your shorts can make a world of difference. Especially the older crowd—no more tees and tennies unless I’m out doing yardwork or some craziness!!
    You have legs that go on forever, if these are 6 inch inseams!! My 6 inch inseam shorts are almost to my knees (ok—a little exaggeration, but close!!)

    • Jess Jannenga
      Posted at 12:07h, 14 June Reply

      Thanks Jodie! I am glad you like my tips! Yes, no wearing running shorts after the run to go to lunch1 ha. Yep, these are the 6 inch ones, and yesterday’s post were 4 inch. Thankyou! My mom has great legs.

  • garaytreasures
    Posted at 09:07h, 14 June Reply

    I am loving these tailored shorts and this look, very put together and fresh. Thanks for hosting Jessica!
    Rachel xo

    • Jess Jannenga
      Posted at 12:07h, 14 June Reply

      thank you Rachael. I like the flat front too.

  • jaymieashcraft
    Posted at 08:51h, 14 June Reply

    Great shorts! Love the pattern!

  • Amy Arnold
    Posted at 08:49h, 14 June Reply

    That is a great pair of shorts! Love them with your white shoes.

    Amy Ann
    Straight A Style

  • Mary Murnane
    Posted at 08:42h, 14 June Reply

    Stunning look for summer! I’m loving these colors.


    • Jess Jannenga
      Posted at 12:08h, 14 June Reply

      Hi Mary! I could most definately see you in this outfit! I appreciate the comment xx

  • Patti
    Posted at 08:34h, 14 June Reply

    Beautiful look – tailored and sophisticated. And shows your fabulous legs! xox


  • Rebecca
    Posted at 07:57h, 14 June Reply

    I wear shorts all the time and I am 50 plus hahah – thanks for the tips though! You rock those shorts Jess!

    Come see how I’m wearing ruffles for work & play this week at the blog – Happy Tuesday!


  • Andrea@WellnessNotes
    Posted at 07:47h, 14 June Reply

    Great short! I love the pattern! And you styled them perfectly for a put together look!

    Thanks for the link up!

    Andrea’s Wellness Notes

  • Julie Wunder
    Posted at 07:33h, 14 June Reply

    You are rockin’ those shorts! They are perfect on you. Good tips– I think a nice fabric is ideal too.

  • Catherine, Not Dressed As Lamb
    Posted at 07:12h, 14 June Reply

    Jess I ADORE the pattern on those shorts!! Your legs look amaaaaazing sweetie 🙂

    Thank you for hosting!

    Catherine x

    • Jess Jannenga
      Posted at 12:10h, 14 June Reply

      Thank you Catherine1 I thought of a French Boudoir wallpaper, hehe. Thank you for the legs comment. ( wink) xx Enjoy the week!!

  • Celia M. High Heeled Life
    Posted at 07:09h, 14 June Reply

    You are rocking this look! thanks for the smart tips and hosting.

  • shelbeeontheedge1
    Posted at 07:05h, 14 June Reply

    Jess, these shorts look fabulous on you! I love the print and the color. And your necklace is adorable and that jacket is amazing! Super great look! You are definitely rocking the shorts outfit!


  • marta
    Posted at 06:55h, 14 June Reply

    Those shorts are super cute on you!

  • Kim Tuttle
    Posted at 06:47h, 14 June Reply

    You look so chic and pretty! Love the print and everything about these shorts and how you styled them perfectly. Love this look!


  • dousedinpink
    Posted at 06:43h, 14 June Reply

    I love the print of your shorts and your ruffled jacket! This is such a chic summer look!

    Doused In Pink

    • Jess Jannenga
      Posted at 11:10h, 15 June Reply

      Thanks Jill! The jacket is lightweight too, so if I were to need something in the evening… xx

  • Andrea Nine
    Posted at 06:33h, 14 June Reply

    CUTEST pattern shorts EVAH!!!!! That color combo is beyond fantastic Jess. You look so stylish and like you’re ready for a super fun day beautiful lady!!

    • Jess Jannenga
      Posted at 11:01h, 15 June Reply

      Thank you Andrea! I loved the pattern, like a French Budoir. 🙂 I will take off the jacket as it is super hot here. thanks so much! xx

  • Bogi Kenney
    Posted at 06:02h, 14 June Reply

    These shorts look so flattering on you! I love this fresh color prints.

  • chicglamstyle
    Posted at 05:37h, 14 June Reply

    Lovely combination! Love the shorts! Beautiful look!


  • OceanBlue Style “Salonblog”
    Posted at 05:32h, 14 June Reply

    Totally love wearing shorts and wedges just like you and you got the greatest legs my friend! Thank you so much for the inspiration and turquoise and white are so fabulous for summer!!! xxx Sabina

  • Elizabeth Yeowart
    Posted at 04:38h, 14 June Reply

    Stunning Jess. I love everything about this look. The colour looks beautiful on you and those legs. Wow!! Have a wonderful week and thank you for hosting, love Liz http://www.whatlizzyloves.com xxxxx

  • Beata
    Posted at 03:42h, 14 June Reply

    Lovely look Jess, I love the shorts! The print is gorgeous, you look beautiful! Hugs, Beata x

  • Goddesslily
    Posted at 03:13h, 14 June Reply

    I wish I were tall and thin like you!

  • Nancy
    Posted at 02:45h, 14 June Reply

    Grilling outside! 😁 But over here its raining all week …again! I love to wear shorts but dont feel I can anymore. Perhaps the ones that are a bit longer… your outfit is great and as always I love your choice of accesories! But Jess, what happened with your nail?

  • Lady of Style
    Posted at 02:15h, 14 June Reply

    You described summer so well, Jess! That’s what I have on my mind too – not our current grey and ungoing wet weather.
    Those shorts are fabulous and I love turquoise. Unfortunately I can’t wear shorts any longer, they don’t flatter me at all…

    Have a lovely week!
    Annette | Lady of Style

  • Katie D (Hello Katie Girl)
    Posted at 02:14h, 14 June Reply

    I love your summer ensemble! I also like the pattern on your shorts and how you made them a little more dressy with the addition of the jacket. What a great alternative to wearing a dress or a skirt during the hot and humid summer months! Have a great rest of your week!


  • Tiina L
    Posted at 01:28h, 14 June Reply

    Beautiful look, tailored always looks so classy. Have a great week!

  • vanityandmeblog
    Posted at 01:21h, 14 June Reply

    This is my favourite style of shorts. I prefer tailored so much more ! However they are always harder to find. These look fabulous on you Jess x

  • Rena
    Posted at 01:09h, 14 June Reply

    Your tips are great and they do take shorts up a notch style wise. Love the look on you.


  • Sheree
    Posted at 01:07h, 14 June Reply

    Love the length of your shorts, it is not too short or to long, just enough to show off your mile long legs.

    xo Sheree
    IG: @poshclassymom

  • happinessatmidlife
    Posted at 01:03h, 14 June Reply

    Great tips on wearing shorts and love this pretty outfit!

    Thank you for hosting and hope to see you Thursday for TBT Fashion link up.


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