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Q. I bought an amazing pair of brown lace-up (granny style) boots. I have no clue what to wear with them besides pants. The weather is turner colder and I want to show them off!

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A. You’re right to want to show off your lace-up boots this season! Your options for what to wear them with are numerous, including dresses, skirts, skinny jeans and leggings. Wear them with anything you would wear with a tall boot or riding boot. Here are two looks for inspiration:


Q. I put together a black sequin blazer on a black chiffon dress that formed a glorious mixture. I wonder what accessories I can wear with such an outfit. I do know which bag and shoes that go along, but I can’t seem to figure out what necklace, earrings, and bracelet, etc., noting that I will be attending a cocktail party.

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A. Since you’re wearing a dress with a jacket, consider skipping the necklace (which might compete with the sequins) and opt for dramatic earrings and a cocktail ring instead. The great news is that black provides you with limitless options! You can go simple with black, diamonds or pearls, or add some colored stones for drama. Here are some suggestions:

Q. I am a 58 year young woman and will soon be going out on the town with some people I do not know that well. We are planning an overnighter in NYC to take in some music and cocktails etc. The couple we are going with are younger than we are. I want to look stylish and age appropriate. I am plus size while the young lady is svelte. Needless to say I am a bit insecure about my figure. I would love help! Advice I have been getting ranges so much that I do not know which way to turn. (from jeans to leggings, flats to heels etc.)

0451797353099R__ASTL_300x400.jpgA. Sounds fun! For your night out in NY city, I would recommend a chic great-fitting dress. With a dress, you don’t need to worry about coordinating your top with your bottom, so all you need to focus on is shoes, bag and jewelry to look stylish and put together. Pair your dress with pumps or knee boots, whichever you feel most comfortable in, though I would definitely recommend a heel instead of a flat. Wear opaque tights or bare legs, whichever you prefer. Here are two looks for inspiration:

Q. I will be traveling to Italy this November, spending time in Florence and Rome. Mindful of keeping room in my luggage to bring back lots of goodies, I am struggling with what to pack. So far, I purchased these boots and I am interested in building a number of looks (casual and slightly more dressy) around them. I hope to avoid looking like a typical tourist (jeans and tennis shoes). I am petite (5’2” and 110 lbs.) and am comfortable in most colors. Please share some suggestions for affordable outerwear (light-to-medium weight), pieces for layering, and what kind of pants/leggings to wear.

A. Your boots were a great purchase - comfortable and chic. To coordinate with your boots, your best bet is to pack a few pairs of skinny jeans and leggings to pair with some mix and match pieces to layer on top. Pack a leather jacket and a scarf and you should be ready for any weather. Add a cute day-to-evening dress that works with your boots and you’ll be set.

Here are some pieces in a neutral palette that will help you to create several different looks. The knit dress can be worn with bare legs or tights, or wear it as a sweater with the jeans and leggings. Add a belt over the dress and cardigans to vary the look:

Q. I’ve recently been on the hunt for knee high suede grey boots but wasn’t sure what I can pair them with. Any suggestions?

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A. We’re loving gray suede boots this season, they’re the perfect neutral to wear with black, olive, denim and fall’s requisite jewel tones like red and purple. Knee high boots are best worn with dresses and skirts that hit above the knee, skinny jeans and leggings. Gray suede boots are the perfect investment to wear all fall and winter long - and again next year. Here are some styles to consider:

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