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Q. I have to go with my husband at his office Christmas party. Any suggestion what would be appropriate to wear? I’m 28 yrs old and size 4.

A. For your husband’s holiday party, you want to strike the balance between festive and fun yet conservative. You want to impress your husband’s colleagues without giving the office gossip something to chatter about. Since you didn’t mention whether this is a casual or formal affair, we are going to assume that the attire falls somewhere in between. Here are two chic yet understated looks to try.

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The first look pairs black pants with a sequin tank and velvet blazer for just the right amount of festive sparkle. A rhinestone cuff and platform pumps finish the look. The second look starts with a simple and conservative timeless black dress. Swap out the belt that comes with the dress and add a sequin bow belt, along with a bauble necklace and cocktail ring to turn your understated dress into the perfect party look.

Q. I will be spending the holidays with my boyfriend’s family this year. It’s a casual get-together at home and he says everyone usually wears jeans. It is the first time I’m meeting many of them, so I want to look good, but I also don’t want to overdress. What should I wear?

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A. For a family celebration at home, you want to be comfortable but also a bit festive. We suggest a chic sweater dress with tights or a cozy sweater with leggings. Add some sparkly jewelry or a jeweled flat and you have the perfect casual chic look for the holidays. Here are some ideas for inspiration:

Q. Next semester for school I will be required to do my student teaching. This is set for 10 weeks in a row. I will start in about February and end in May. I am a college student and am on a budget, but still want to buy pieces I can wear into my first few years of teaching. I also want to be able to wear some of these pieces when I go out to meet up with friends. I want to fit into the professional environment with my clothing, but at the same time still look young and fresh. My question is what stores should I look into? And what pieces do you suggest I buy considering I’ll be teaching through almost 3 seasons (winter, spring, and possibly summer weather)?

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A. You can’t go wrong by collecting a wardrobe of cute dresses. This is by far the most versatile piece you can own, and can easily move from work to play depending on what you pair with it. You can also wear the same dress for several seasons by adding tights or layering pieces.

Below are four 3-season dresses paired with several mix and match accessories including a thin turtleneck to layer under a sleeveless dress or short sleeve sweater dress and a blazer and cardigan to layer over the dresses. Add or remove these layers, depending on the weather. Comfortable knee high boots, ballet flats and pumps round out your shoe wardrobe. Add a chic tote, trendy belt and layered necklace and you’ve got the beginnings of a well-rounded wardrobe. All of the pieces are under $100 and perfect for a young professional. Good luck!

Q. I am a college student in the perpetually rainy state of Missouri. I own Hunter rain boots, but as it tends to be hot and muggy when it rains here, I have no idea how to wear them. My go-to combination of a sweater over skinny jeans is much too warm, and I don’t really like wearing leggings. What do I pair with my boots to avoid being sweaty and wet, while still remaining chic on campus?

A. If skinny jeans or leggings tucked into your Hunter boots aren’t working for you, then sub in a cute skirt to pair with your usual sweater combo. A dress also looks great with rubber boots. Here are 2 looks for inspiration:

Q. I am attending a fall wedding soon and am wondering how to look stylish and classy while maintaining warmth (I live in a very chilly climate.) What would you recommend wearing to such an event?

A. When it comes to fall and winter weddings, we women often have to suffer the cold weather in order to look stylish. Strapless dresses and strappy sandals are worn year round, regardless of the outside temperatures.

Since your wedding is likely inside, you really only need to worry about dressing warmly for the short walk from the car. You can either invest in a pricey evening coat that you’ll rarely wear, or you can stick with a classic wool coat in 3/4 or longer length. I’ve even seen chic New Yorkers somehow “work” a puffy coat and black tie dress for a dressy evening out. Or, you can try one of this season’s big trends: a (faux) fur jacket or chubby. Not only will it look great with your evening dress, but it will look fabulous with casual jeans and a sweater. Here are some favorites at every price range:

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