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Q. My boss wears chunky winter shoes (recently a pair of black Mary Janes with a wide heel) with bare feet. I think this looks incredibly tacky, not to mention being ridiculous because it is cold outside.  She claims it is ok because we live in Florida, and thinks the only reason I find it unacceptable is because I am from a “cold state.”
-Shoe Style 

A. It’s not our intention to outright criticize your boss, but stylewise, we’re not fans of chunky wide heel shoes unless they’re a wedge or platform style with a thicker heel.  Most chunky shoes with wide heels are meant for the younger teen set.  Slimmer, sleeker looks, from flats to kitten heels to pumps, are far more appropriate for the adult set.  There are many comfortable round toe pumps and even Mary Janes that could be pulled off with a bare foot and look more stylish.  As for the bare feet, we girls like to go as long as possible with a bare leg before we have to pull on tights or hosiery.  I have a feeling that with a more stylish shoe, her bare legs may look better to you. Many people in Florida are used to having bare legs all year long so it may take some getting used to on your part.

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left to right: Dolce Vita 6020-4, $125 at zappos.com; Aerosoles Transpose, $84 at zappos.com

Q. I am attending an engagement party for some friends in Philadelphia in two weeks. I just got a great black halter from Black House/White Market that comes up to a collar neck and has that “subtly sexy Victorian” look. Is it appropriate to wear a halter at this time of year (I would wear it with slacks and boots), and if so, what would you recommend wearing over it? The high neck makes it a little tricky.
-Bare Shoulders

A. The simple answer-yes you can wear your halter top to the party, assuming you won’t be spending time outdoors. And bring along a cashmere wrap to keep your shoulders warm if the temps indoors are slightly chilly.

The longer answer is to consider buying a shortened cardigan that you can wear open, or invest in a fitted dressy jacket that you can wear for several years with dresses, skirts, even jeans and to this party.

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left to right: Nanette Lepore Bonnies Cropped Cardigan, $190 at saks.com; Halogen Jacquard Jacket, $128 at nordstrom.com; Juicy Couture Belted Velvet Jacket, $295 at nordstrom.com

Q. I am getting married in New York City in June. The wedding is black tie, but I’m struggling with picking a bridesmaids’ color. Neither me nor my fiance have “favorite” colors. In addition to having to be tea-length or longer, two of my bridesmaids are blonde and tan, and the other two are dark-haired and fair. To complicate things, one will also be in her last trimester of pregnancy! 
-Color Uncoordinated

A. Don’t worry, you don’t have to use a favorite color for the bridesmaid dresses.  The greatest gift you can give to your bridesmaids is to choose a simple color in an elegant, simple design that perhaps, cross your fingers, they can actually wear again.

79769 Bk0001Start with shopping online at sites like jcrew.com, shopdress.com and edressme.com and visit several local shops and showrooms in the city that design bridesmaid dresses like Serafina, Thread and CK Bradley. Also, what colors are the groomsmen wearing?  Are they wearing suits or classic tuxes?  Will they be wearing a colored tie, which you can also play off the bridesmaid’s dresses? And what are the colors for the wedding reception and flowers? This may help you make your decision.

Ask your bridesmaids for suggestions as well.  Plus, you can always make it easy and choose black.  Every woman should own a great little black dress. And one last tip, don’t assume that each of your bridesmaids has to wear the same style dress.  Choose a color, fabric and, depending on each girl’s body shapes, perhaps offer 2 or more styles or at least offer an empire waist option for your pregnant friend.

shown here, the Holly silk faille dress from jcrew.com ($295) comes in several colors and is flattering on many figures

Q. I am attending my company Christmas party in downtown Dallas at the Fairmont Hotel.  The attire states Cowboy Cocktail (what does this mean?) and my husband and I are definitely not into the Cowboy thing.  What would be appropriate to wear?  Also my husband is in the Navy - is one of his dress uniforms appropriate attire?
-Not on the Range

A. Alright, so you don’t want to put on a cowboy hat and boots, but you can still get dressed up and add one piece to your outfit so you’re not snubbing the rest of the crowd.  Wear something you can add and take off after being at the party for 30 minutes or so. Why not add a plaid kerchief or bandana tied around your neck?  It’s something small and simple. I’d suggest that your husband wear a nice suit or sport jacket and pants in lieu of one of his Navy dress uniforms. Enjoy the party and be sure to keep your “not into the cowboy thing” to yourself, since you may inadvertently hurt someone’s feelings who planned the party.

Q. I am wearing a tea-length bridesmaid dress in the middle of January.  What type of coat can I wear?  The dress is lower in the back.   
-Cover Confusion    

A. It’s best to look for a dressy jacket that is slightly cropped and doesn’t go below the hips or choose a 3/4 length that is the same length as the dress.

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left to right: Nanette Lepore Turkish Delight Jacket, $415 at saks.com; Elie Tahari Riley Wool/Cashmere Coat, $798 at saks.com; Trina Turk ‘Ellsworth’ Satin Jacket, $498 at nordstrom.com

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