Hi Deborah and JoJami,
I would love your opinion for this outfit I have chosen to wear to an informal class reunion at a bar/ restaurant next week.

Can Kathryn wear this look?
Do bear in mind that it is the middle of winter here. I was wondering if maybe I was a little to chunky to pull it off, what do you think.
Warm Regards,
Kathryn
Hi Kathryn,
Great to hear from you~
It is really smart to start planning your outfit, now and not wait to the last min!!
Here is our take on your outfit…
First off, we can see that you are very fashion forward with your sense of style. Layering and belting on the outside with black hose and boots are VERY much in style right now… however your outfit is good example, of what can happen when you put this type of look on a body that is not 6 feet tall and 99 pounds!
It is VERY hard to pull off this look on women over 40….since it is we tend to look bulky in all these layers, instead of chic.
So, our answer to you is that your gut feeling is RIGHT ON!!! We agree with you, that this outfit does not really flatter your cute figure (BTW, you are not “chunky”, you have a great figure, we just need to get it into clothes that make it look great!!!)
So what now????
It is always good to take a photo of yourself in an outfit, so you can see where your eye goes too first.
We think that the boots grab your attention and take it off the outfit. Because they have a lot of “scrunching” going on, they tend to make your legs look bigger than they are…and give your legs a bulky look. Those boots would look better on you, if you wear a longer skirt. You need the skirt to hit below your calf for it to be flattering.
Now, if your set on wearing that outfit, we think it would flatter your figure if you did not try to belt the outfit at all and let the dress hang.
The necklace does not work either, it is too dainty with the outfit. How about adding a colorful scarf?
This is a great attempt to look hip and chic, but with your body type it is hard to pull this look off.
Lets keep this conversation going…can you send us your new updated photo of you after you try our suggestions?
(Kathryn has agreed to let us share her story with our readers. After we gave her some suggestions she put together a few new outfits and sent those to us. We will show those in Part 2.)
Our reader Kathryn recently wrote us to ask what to wear to an informal class reunion to be held at the local pub, in the dead of winter (it is winter for our readers in Australia) .

Katherine sent this photo and asked, "Does this look good on me?"
The grey and black layered and belted look, shows that she is up on her fashion trends, however we felt that we could dress her cute figure to flatter it a bit more. So we sent her some homework and asked her to send us what she came up with.
Here are the other options she sent us, for round 2:
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Even though it is an informal event, we think this outfit is way too casual if Kathryn wants to dress to impress! The layers hide all her curves, and the checker shirt and clunky shoes make her look very masculine. The long, light colored top is the wrong proportion on the body, and makes her legs look very short in comparison. This is definitely not a look we’d recommend. |
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This look is much nicer! It looks classy and crisp, and the shapes flatter her figure. The only point we’d make is that it’s just too conservative! From the first outfit to this one, we’ve lost all Kathryn’s style sensibility. Where’s the funky trendiness we saw in the first outfit? |
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Finally, we think this outfit is a slam dunk! The black belt pulls in the narrowest part of Kathryn’s body, and the fact that it’s all one color makes her look longer and leaner. We have the boots again, however she had another pair in her closet that fit nicer and hug her leg, which adds a little sexiness to the outfit. She added back in some of her personal style with the necklace and bracelets. We believe this is the best outfit yet! Our only suggestion would be to add a little color into the ensemble. Perhaps wear a bright colored blouse instead of the white to give your face some color. Maybe try wearing a colorful scarf or holding a colored bag. Adding a pop of color will give her outfit some visual interest, and help her stand out! |
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Kathryn also sent us a picture of her coat. Isn’t it adorable? We love the winter white wool trench with the cinched waist and decorative vintage pin. The A-line is a perfect cut for her too. That just goes to show that even in sub zero weather, you can still look hot! |