Wearing a dress over trousers: dressing challenge results!

by Sylvia

Wearing a dress over trousers

In the last results article of the black + white+ one color challenge, I asked you all to try the dress over pants look. I knew this was going to be a real challenge for some of you, but I’m glad to say that those that submitted their entries really stepped up to the plate! Have a look how gorgeous they all look and take inspiration for your own outfits. As always you are welcome to submit those to the style forum.


Trina – Teatime with Trina


Deborah – Stylish Murmurs


Ana, Mrs American Made


Alice – Happiness at midlife


Renita – My Life While Shopping


Greetje – No Fear of Fashion


Gorgeous ladies. Well done! I know this was a new look for some of you and I applaud you for trying something different!

On to the next challenge: White!

Summer is fast approaching and more and more of you now experience better weather. Why not celebrate the arrival with better weather with a bit of white? White on white or wearing all round neutrals is a huge trend that I’m sure you will see a lot of this summer. But you can also combine your white with a fierce bright, another hot summer trend.

I also know that some of you are a bit afraid of wearing white especially as a bottom, so I challenge you to try it. I’m a huge fan of white. It’s such a fresh and clean color and so easy to combine with almost any other color. For inspiration, here are some of my own examples of how I wear white:

I will leave it up to you on how you want to wear your white so long as at least your top half or bottom half is white. Just adding a little white accessory will not suffice!

It’s easy to participate!

Participating in the dressing challenge is easy. Just send or publish 2 photos of you in an outfit featuring different outfits with 1 block of white. You can do any of the following:

  1. You can upload your entries to the forum with ‘white challenge’ in the subject. Upload instructions for photos are here.
  2. Send them by email to sylvia at 40plusstyle.com. Photos need to be at least 300 pixels wide, but you are welcome to send me larger pictures. I will show your photos side by side (as shown above) so if you could send the complete collage, then even better. The image needs to be exactly 600 pixels wide with a white 2 pixel (not cm) separator exactly in the middle (at 299 pixels). No white border outside the image.
  3. Create a post citing this dressing challenge and put a link in the article back to this post. I will then find you automatically and get your images! You can also remind me by tweeting about it and adding my twitter handle @40plusstyle in your tweet.

Please have your entries in by May 25.

Good luck everyone with this new challenge!

For now, what do you think of the above dress over trousers looks? Will you be wearing this look in the coming season?


1 Deborah

Sylvia thanks so much for including me in your dress over pants challenge. Wearing dresses over pants is something I have done for years. It’s stylish, fun, interesting and works well across all seasons. Trina, Ana, Alice, Renita and Greetje all look amazing (and Greetje in the yellow tunic.. wow). In my humble opinion, proportions can make or break this look, and all these outfits are just perfect.
xxx Deborah

2 Sylvia

Cannot but agree Deborah. You look amazing!

3 Greetje

To be honest I think Deborah is the only one who really met the challenge. As she is actually wearing a proper dress over real trousers. I think I have cheated a little, although you allowed it, by using a tunic (cream/white one) over trousers or a dress (yellow) over very tight skinnies. I don’t regard skinny skninnies as trousers; they act more like leggings.
For those who read my comment on your last article about bright colours… this is the yellow dress I was talking about haha. Can you image the shock when I enter a room?
As for the challenge with white…. goodie, no problem for me to meat this challenge. I will go to work.

4 Greetje

By the way, that black and white piece with the big belt that Ana is wearing….???
I saw it on her blog and tried to buy that tunic as well. But I could not find it. I love that thing (sigh). I know the belt was especially made for her.

5 Sylvia

I don’t agree Greetje. I would call the yellow one a minidress. Any 18 year old would have no problem wearing that! For us it’s better to wear over pants (and I consider skinnies trousers). Your yellow is so much fun. I bet everyone will squeal in delight!

6 Greetje

They squeal alright hahaha

7 Trina Grandinetti

Greetje, I would squeal with extra delight, I love that bright yellow tunic (mini dress). I hope this won’t shock you too much but I have worn the orange dress several times just as a dress with sandals as well as the floral sheath.

8 Greetje

It takes a bit more to shock me dear. Now if you had said you had worn the white one as a dress I might have raised an eyebrow. Then again, if it would make you happy….

9 Sylvia

It’s perfect to wear as a dress alone. I think I would even wear the white dress / tunic for a day on the beach!

10 Trina Grandinetti

That’s a perfect idea!

11 Heather

Wow, all of these look amazing ! I have never thought of doing this, being very short and heavy, I have thought that it would make me look even shorter. I agree with the comment about proportions, but don’t know how to make that work for me.
I love the challenges, and I am enjoying your profiles of other bloggers especially, Beverly was wonderful !

12 Sylvia

Play with it some time Heather. When you get the proportions right and the right kind of dress (something that elongates) I’m sure you could work the look too! Glad to read you are enjoying the other blogger profiles!

13 Spashionista (Alicia)

I applaud all of these ladies for looking fabulous! I tried to take up this challenge but I’m very short and top heavy so it didn’t look good at all.
White I can do and I can’t wait to see everyone decked out in warm weather finery for this challenge.

Spashionista (Alicia)

14 Sylvia

I look forward to your participation next time Alicia!

15 Alice - Happiness at Mid Life

All these ladies look fab! I really struggled with this and felt I was out of my comfort zone with the blue dress outfit and I ended up really liking it. Looking forward to see the how everyone takes on the white challenge!


16 Trina Grandinetti

Sylvia, thank you for including me in this challenge. It is always fun to see what the other ladies come up with. Ana, Alice, Renita, Greetje, and Deborah, you all look fantastic and have given me some great ideas.

17 Lorraine

Well done to everybody to entered the challenge. You all look great!
I did say I would take part and I did do a photo shoot but was not happy with the results. I am now annoyed with myself for taking the brief literally when I could have taken a more liberal interpretation and been happier with the look!

18 Sylvia

The next challenge should be nice and easy (and I don’t accept any excuse! ;))

19 33

i can totally see it on 40+ ladies, wearing dress over pants. Now that jeggings are all over the place, they are the perfect under a dress pants. Leggings are too casual and thin and jeans are too thick and heavy looing.

A short and fun A line dress or if you have a small waist, a cinched waist dress will be perfect to pair with jeggings.

20 Ana

Hello Sylvia,
Thank you so much for including me and my “dress over pants” outfits in your challenge post! I love seeing how other people style similar looks.
But honestly, I am glad that weather is over for us here, and I can now just wear dresses over sandals. : )
: ) Ana

21 Renita

Thanks for including my pictures in the Style Challenge! I so enjoy participating! Everyone looks fab! What style inspiration! I love it!!

22 Ana

And, wow, I just read through all of the comments. What a fun bunch of stylish ladies! I am looking forward to getting to know more about everyone and their outfits, and to participating in the next challenge as well.
Greetje, I got that dress last year – it is the B/W Chevron dress by Everly. I guess it is sold out, but the Everly sisters appear to have some other similar styles for sale here: http://www.bobbepin.com/collections/vendors?q=Everly+Clothing
Have a lovely week, all. : ) Ana

23 Greetje Kamminga

Thanks Ana. Very nice of you to take this trouble. I had a look and indeed there was one similar, but… Not as good as yours. Never mind, I should be on a spending diet anyway.

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