Turning Heads #linkup : Tips to Wearing a 50’s Pencil Dress - Elegantly Dressed and Stylish
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Turning Heads #linkup : Tips to Wearing a 50’s Pencil Dress


Hello Ladies!

I am enjoying Asheville NC, and we have had some very nice days.I love the mountains.  We are staying at a house with the pups and this beautiful tree behind me is a Red Rocket, the red flowers are so gorgeous. I had to take the shots with this 50s-60s inspired large blooming floral dress I received for my birthday.


This wooden swing was just perfect as it added character and was a nice place to sit and read



One of my favorite details that makes me think of a vintage dress, is the back as well as the collar below.



Added a GIGI New York red clutch for the most prominent color.


Just me having fun on the  red  wooden swing. 

Details: GIGI Newyork Clutch, ASOS floral pencil dress ( sold out) , Zara heels ( poshmark), pearl earrings, ( Charming CHarlie_


I know many of you associate florals with me, for the spring/summer and yes, I absolutely have an affinity for them. I have changed things up quite a bit these last view months for variety, and just the willingness to try other fun looks.

Just in case you missed some of those non-floral  looks, check them out here ( all white look), Olive shirt dress, earth tones with slim cargo pants, here and heremaxi dress, among others here and  here. I plan on also wearing more jeans in the fall, and having fun styling them. As you know, the key for me, is comfort and softness in addition to fit. With Ehlers-Danlos, and nerve/muscle sensitivity I need clothes that are soft.

This dress, besides having the print and style I am in love with, is made of scuba material and from ASOS. I have about 4 or so dress made of this stretch knit and it is amazing. It is a fitted look, and meant to be a bodycon type, however, it does not fit or feel tight. The bright colors and collar really is what I love, in addition to the v-back. I can also see this transition into fall in many ways.

I truly believe any shape and size can wear a pencil dress: tips

  • If you are curvy, get the dress to fit your hips and have it tailored to fit the waist.
  • You don’t have to have an hourglass shape to wear a pencil dress, but fit is key.Too tight takes away from it’s elegance , in my opinion.
  • If you are worried about lumps and bumps, then find the perfect undergarments to wear underneath. Some women swear by Spanx.
  • If you are a bit busty, make sure the bottom portion of the dress does not cling to the lower leg or knee area to balance out the proportions.
  • Pick fabrics that are not too clingy, but just enough for your shape, this scuba fabric breathes and moves with you.
  • Wear it with confidence and have fun doing so!

linking up: with Visible Monday, Still Being Molly, Share in Style ( every other Mon), SHoe andTell , How I Spring Manic Monday, Monday Mingle Linkup with Lisa Tues: Garaytreasures Link Up  Style Sessions, Walking in Memphis   Bless Her Heart Wed: The Pleated Poppy, Get Your Pretty On, Random Wednesday,   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 Co-Host today is my friend, Sabina from Ocean Blue Style .

Sabina of Oceanblue Style fashion is about testing limits and discovering where her creativity will lead her to. She blogs about fashion, Frankfurt and all things fun. Her love of blue was inspired by french painter Yves Klein, her style was formed by such icons as: Grace Kelly, Coco Chanel and everything Audrey Hepburn. Nowadays she admires Vivienne Westwood, too. Her love of water comes from being a native of Northern Germany and also living in Southern California. Add to this her adoration for the South of France that was motivated by F.Scott Fitzgerald and you will find on her blog a fashion breeze of urban european elegance mixed with some edgy So Cal ease.



Please follow her here. Twitter and Pinterest

Also joining in is  the lovely Shelly from Queen In Between, two lovely ladies since last week I didnt have a co-host.

As a busy mom working in a professional setting, I am always looking for items which easily convert from the office to our evening activities.  I love new clothes and will occasionally add something trendy but typically I look for items which can cross seasons as well as be worn for several years.  This J. Crew top was perfect with a pencil skirt and heels but easily transitioned to a fun girls night out combo by adding J. Crew Factory shorts.


As our Co-Host Please follow her on Facebook and Instagram

For our first fashionista, Trina,of Tea Time with Trina she shows us just how fun it is to be around a bunch of fashion bloggers!


Debbie of Fashion Fairy Dust shares her trendy high low dress in one of my favorite colors: red! Love the fancy footwear too!


Chelsea, of a Ginger Side of Life, was my pick this week, as I love reading about her traveling adventures and this time, she held this giant snake that would freak me out!


As your host, please follow me on  Instagram and Facebook. I will follow back 🙂

I have ladies now on a waiting list to co-host TH Tuesday, however if you are interested and want to be on the list, please do let me know! xx

  • Charlie
    Posted at 19:45h, 18 August Reply

    It is such a gorgeous dress. The neckline is beautiful and it looks amazing on you. What a way to make any occasion elegant! Thanks so much for hosting.

    • Roy
      Posted at 11:27h, 19 August Reply

      Thank you! It is one of my favorites ! xx

  • Anja
    Posted at 17:03h, 18 August Reply

    Loving those pants – they look awesome on you!! My knees aren’t so pretty, but on you bermudas look really good.
    Wanted to add the widget to my blog sidebar, but missing the code for it. Can you add that to the page still?


  • Chelsea (@gingerside)
    Posted at 04:24h, 17 August Reply

    Hi Jess! Thank you so much for your kind words and for the feature on this week’s Turning Head’s Tuesday! I am sad I missed the linkup but my wifi wasnt great last week!

    Thank you again and love this outfit!

    Ginger Side of Life

  • Anja
    Posted at 09:03h, 16 August Reply

    this dress really looks like it was made for you! I love me a good pencil dress and you are so right about the good fit! I really love wearing one of those shaping dresses underneath, gives a more smooth look!

  • Elle
    Posted at 16:19h, 14 August Reply

    you are looking especially gorgeous in this fabulous floral from Asos! It is a real beauty , just like you. It is one of the prettiest florals I have seen this season! You look stunning. I agree, too, softness is key!
    Love your links ups! gorgeous women all, I know Trina already and am pleased to see the other ladies, so stylish !
    xx, Elle

    • Roy
      Posted at 19:14h, 14 August Reply

      Thank you Elle, I have fun with the link ups and thanks so much I I found another dress on ASOS same style on sale just today and boo hoo, sold out in my size.But thanks you it is my favorite, already thinking of ways tp wear in the fall xx

  • curlycraftymom
    Posted at 09:23h, 14 August Reply

    You always look great in florals! Love this dress!


    • Jess Jannenga
      Posted at 10:29h, 14 August Reply

      Thank you! It is a favorite and so comfy too Carrie! xx

  • citrinejenifer
    Posted at 04:52h, 14 August Reply

    Dear Jess, I am in love with your dress. Its so Stylish yet Sophisticated!


  • Emma Peach
    Posted at 15:20h, 13 August Reply

    The floral print is beautiful, and I love the neckline and deep V at the back of the dress! Gorgeous!

    Emma xxx

  • Ginger Wroot
    Posted at 12:20h, 13 August Reply

    You totally rock in this dress! I’m a huge fan of Mad Men, and this dress looks straight out of that era. I LOVE everything about this–perfection!

  • Lizzy
    Posted at 14:56h, 12 August Reply

    Jess, you look absolutely stunning in that pencil dress. The colours, the fit, everything. Perfection! Thank you for hosting xxx

    • Jess Jannenga
      Posted at 06:39h, 13 August Reply

      Thanks so much Lizzy, iy is a sure favorite of mine! xx

  • Monika from Styleworld40plus
    Posted at 12:50h, 12 August Reply

    Amazing and beautoful dress again, dear Jess. You really are the Queen of Dresses! I am late again with the link up, sorry but the kids keep me busy during the school holidays.
    XOXO Monika

    • Jess Jannenga
      Posted at 14:19h, 12 August Reply

      Monika! No worries! I know this is back to school time, just glad to see you. Thank you, this was a bday gift, and I love this, it really is me! 🙂 xx

  • Anett @ Tall Girl's Fashion
    Posted at 06:18h, 12 August Reply

    Oh my, that is a GREAT dress that looks gorgeous on you! I have a hard time finding fitted dresses that fit my tall body, as we don’t have any tall brands here in Norway, so I get ever so slightly jealous when I see someone rocking a dress like this! 😉

    Anett | Tall Girl’s Fashion

    • Jess Jannenga
      Posted at 06:37h, 12 August Reply

      Hi! ASOS is a great place to find dresses and they always have a sale. They are an International company and if you dont mind buying online I find a fair amount there. I am 5 foot 9 by the way. Their shipping is quick, and they have free return ship if it doesn’t fit. They also give you the height of the model I beleive. Thank you for the lovely compliment! xx

  • beautybymissl
    Posted at 01:26h, 12 August Reply

    Beautiful dress, beautiful photos and beautiful outfit!
    Thanks for the great tips!

    Beauty by Miss L Weekly Fashion Link Up! 

    • Jess Jannenga
      Posted at 11:56h, 12 August Reply

      Thank you ! Glad you liked the photos too!! Xx

  • garaytreasures
    Posted at 21:31h, 11 August Reply

    What an amazing look and dress Jessica, you look stunning!
    Rachel xo

    Garay Treasures

    • Jess Jannenga
      Posted at 11:55h, 12 August Reply

      Thank you Rachael! It is one of my favorite dresses 🙂 x

  • Mary Murnane
    Posted at 21:16h, 11 August Reply

    Absolutely stunning, Jess! xox

  • My Rose Colored Shades
    Posted at 20:09h, 11 August Reply

    What a gorgeous floral print. This dress fits you amazingly well.

    • jess jannenga
      Posted at 20:12h, 11 August Reply

      Thanks so much! I am the type thsat if i really love somehtig i would buy it in more than one color, only one print in this though! It is super comfy! Have a great day x

  • Spashionista
    Posted at 19:45h, 11 August Reply

    That beautiful dress has such a Mad Men vibe! I hope you’re enjoying your vacation.


    • Roy
      Posted at 19:47h, 11 August Reply

      Thank you Alicia! I think that is certainly what attracted me to it, beleive me if it came in 4 colors I would have bought them! Having fun 🙂 thanks.xx

  • Lorna Mai (@TheColourQueen)
    Posted at 18:28h, 11 August Reply

    Hi Jess. Your floral dress is stunning on you. It hugs your figure beautifully. Love the floral pattern and the colour scheme. The neckline suits your shape too and I like the red flowers in the background.

    • jess jannenga
      Posted at 18:44h, 11 August Reply

      Thanks Lorna, I spied those Red Rodket flowers and had to shoot infront of them, thanks so much about the dress! xx

  • Highland Fashionista
    Posted at 15:58h, 11 August Reply

    Seriously LOVE this print on you. The colors are totally on point for you and it fits like a dream! You look Amazeballs!

    • jess jannenga
      Posted at 18:44h, 11 August Reply

      You are sweet, I wish this dress came in different prints and colors, so comfy and fit is on I am happy to see you here! xx

  • Alex
    Posted at 15:01h, 11 August Reply

    You look fabulous in this dress and the tips are great. Agree that it often is just a matter of fit.

    Alex – Funky Jungle

    • jess jannenga
      Posted at 18:43h, 11 August Reply

      Thanks so much Alex! xx

  • Petite Silver Vixen (@petitevix)
    Posted at 12:12h, 11 August Reply

    You’ve made florals your own. And why not, you wear them effortlessly. This is a stunner on you Jess. I adore the colours of it and the colours on you. Scuba is so good for these types of more fitted dresses. And I love the photo of your on the red swing! Gorgeous. Hope you’re enjoying your vacation.

  • Monica
    Posted at 11:32h, 11 August Reply

    STUNNING!!! I am in love with this dress! Thanks so much for hosting this fun link up, now go enjoy the mountains! 🙂

    • jess jannenga
      Posted at 11:34h, 11 August Reply

      Thanks Monica! I have been in love with this dress for awhile, I will be in Asheville with the pups today! xx

  • robjodiefilogomo
    Posted at 10:42h, 11 August Reply

    You love florals…it’s not a bad thing…it’s your style and I think you change it up wonderfully from time to time! But I must say this dress is stunning!! Absolutely stunning! jodie

    • jess
      Posted at 10:50h, 11 August Reply

      Thank you Jodie! I know, it is, I do try different things and am going to give skinny jeansmore of a try in the fall, but so true. Thank you about the dress, it was a great present! xx

  • Ana from Mrs. American Made
    Posted at 10:36h, 11 August Reply

    Jess, that dress! I love it – you look great as always. Hope you are enjoying your time off. : )

    • Roy
      Posted at 10:42h, 11 August Reply

      Thank you Ana! Asos has great selection and I want to carry this into the fall too! xx

  • jendavismiller
    Posted at 09:48h, 11 August Reply

    Jess, that dress is lovely on you. The collar leading to that gorgeous back, such a great design. Always fun to see your fashion ideas, and those of your linked up ladies. 🙂

    • jess
      Posted at 10:42h, 11 August Reply

      Thanks so much! I know the collar and back sold me, but iI can wear this in the winter/fall too so it is a winner, glad you enjoy the link up! xx

  • stinedurfdl
    Posted at 09:43h, 11 August Reply

    I am absolutely in love with that dress! The print is so bold and the colors are gorgeous. I’m glad you liked my red dress! I was considering pitching it, but people seem to like it, so it gets to stay. 🙂

    • jess jannenga
      Posted at 10:41h, 11 August Reply

      Ahhh keep it! I have pitched stuff and later wished I didnt. It does look great. I know I saw this dress on ASOS and with my Bday here it came 🙂 I am going to transition it to the fall.xx

  • Posh Prime
    Posted at 09:39h, 11 August Reply

    That dress is so fun and you look so pretty in it! Love the clutch too!

    • jessjannenga
      Posted at 10:40h, 11 August Reply

      Thank you Megan! It is fun, maybe a beehive next ! haha. 🙂

  • Rebecca
    Posted at 09:16h, 11 August Reply

    Oh my you are so rocking this dress – it fits you like a glove!


    • Jess Jannenga
      Posted at 10:32h, 11 August Reply

      Rebecca it is made of scuba material, the best ! Comfortable and fits well 🙂 thanks so much! xx

  • asallows
    Posted at 09:15h, 11 August Reply

    This dress is just stunning on you! I love the shape of the dress and the pattern is beautiful!


    • Roy
      Posted at 10:28h, 11 August Reply

      Thanks so much! xx

  • stylediarybyosy
    Posted at 09:02h, 11 August Reply

    This is such a beautiful dress and it looks amazing on you.

    • jess
      Posted at 09:59h, 11 August Reply

      Thank you! It was a surprise and now is a favorite! xx

    • Jess Jannenga
      Posted at 10:32h, 11 August Reply

      I appreciate it, I loved the big bold flowers. xx

  • Shelly
    Posted at 08:36h, 11 August Reply

    Wowza! That dress looks so great on you and the colors are perfect with your hair. Thanks again for letting me co-host!

    • Jess Jannenga
      Posted at 10:33h, 11 August Reply

      Absolutely Shelly! GLad to have you as my co-host. Thanks it has an amazing material, scuba which is comfy and stretchy too! xx

  • Patti
    Posted at 08:24h, 11 August Reply

    That dress is made for you, jess – it hugs you in all the right places and the floral print is gorgeous. xox

  • notdressedaslamb
    Posted at 08:24h, 11 August Reply

    Jess these dresses were made for you – the florals, the shape, your hair… all too perfect! And I love how you found some gorgeous red flowers as a backdrop 🙂

    Hope you’re enjoying your holiday, thank you for hosting!

    Catherine x

    • Jess Jannenga
      Posted at 10:34h, 11 August Reply

      Thank you Catherine, I saw these Red Rocket trees and had to jump right in front of it. thanks so much! Yes I much needed break! xx

  • Amy Ann
    Posted at 07:32h, 11 August Reply

    This dress is gorgeous on you! I love the fit and retro feel. The darker floral pattern is so pretty too.

    Amy Ann
    Straight A Style

    • Jess Jannenga
      Posted at 10:37h, 11 August Reply

      Thanks Thank you Amy! I have ideas of how I will wear it in the fall as well! The collar and back was what I loved too. xx

  • Mica
    Posted at 07:32h, 11 August Reply

    That is a beautiful floral dress, what a great birthday present! I love the neckline and back detailing!

    Thank you for the link up!

    Away From The Blue Blog

  • Johanna
    Posted at 07:28h, 11 August Reply

    Jess you look stunning in this dress It was made for you! and I love your heels!

  • Celia M. High Heeled Life
    Posted at 06:56h, 11 August Reply

    What a fabulous floral dress!!! Love the collar and the floral colors are a perfect transition from summer to fall!!! You look fabulous… thank you for hosting. XO Celia M. HighHeeledLife.com

  • Ashley
    Posted at 06:48h, 11 August Reply

    You are rocking this floral dress, lady! 🙂


  • Carrie
    Posted at 06:39h, 11 August Reply

    Gorgeous dress and it looks fabulous on you, Jess. Love the clutch as well. Thanks for the tips!

  • Pam Greer
    Posted at 06:25h, 11 August Reply

    What a fabulous dress! You look gorgeous in it!

  • Marta
    Posted at 05:44h, 11 August Reply

    What a beautiful dress & it fits you perfectly! Great tips too.

  • Samantha
    Posted at 05:01h, 11 August Reply

    Hi Jess, i was bowled over by how beautiful this dress is on you!
    I love your tips for wearing this style on different body shapes…i agree that anyone can wear this style with the right fit.
    The colours are perfect for you…..and of course I noticed your cute shoes (a small block heel and that slim-ankle’s friend, the ankle strap) Perfect!

  • Tiina L
    Posted at 03:56h, 11 August Reply

    Florals is your signature look, you can’t go wrong with it. And the dress is beautiful. I love a fitted dress, but being a bit more curvy I need proper undergarments, and that is just way too hot in summer… Therefore, For me, fitted dresses are for winter and spring only.

    Posted at 02:31h, 11 August Reply

    Perfect dress for a perfect figure, dear Jess.
    i see we are both in floral, what else, lol
    Thank you for your fabulous Link up
    Besos from Málaga-Spain

  • happinessatmidlife
    Posted at 01:53h, 11 August Reply

    Oh WOW!! This dress is just amazing on you!!!


    Would love to see you Thursday for TBT Fashion link up.

  • Anna Shirley
    Posted at 01:22h, 11 August Reply

    I fall in love your vintage look. This detail on your back is so sexy. The picture on the old red swing is so sweet….o)


  • ellespann
    Posted at 01:11h, 11 August Reply

    all about vintage looks! I actually wrote about that on my post today:)
    Southern Elle Style

  • Denise
    Posted at 01:06h, 11 August Reply

    This dress is gorgeous! It gives you such gorgeous curves and really just accentuates all the right areas. You always rock floral print. Also, I love your extensions in the last photos! They contacted me and I was a bit hesitant about using them, especially since my hair is so many different colors! Hope you are having a lovely week!

    Denise | Fashion Love Letters

  • Casey
    Posted at 01:06h, 11 August Reply

    There you are looking all hot in florals again! I am laughing that you posted “here are my non floral looks!!:” LOL! So funny. Hey, if it aint broke 🙂 You look stunning! Hope your vaca is going well! XOXOXO

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