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Q. I like the relaxed style of track pants (Leith woven zip cuff track pants at Nordstrom, or Parker side stripe silk pants also at Nordstrom), but beyond a tank top, what tops are best to wear for end of summer and going into fall. After years of skinny jeans, just not sure what to wear with a looser fitting pant.

A. After wearing skinny pants for so long, a looser silhouette definitely takes some getting used to. The new “dressy” track pants are a fun trend that can be worn many different ways. Whether sleeveless, short sleeve or long sleeve, a slouchy top works best, either tucked in fully, or just a partial tuck in the front. Alternatively, you can wear a slim or boxy fit tip that hits mid-hip or above. I also love the way a cropped jacket or cardigan looks worn over a tucked in top.

For shoes, opt for an ankle boot, pointy pump or heeled sandal for a more dressed up look. Here are some track pants outfits to inspire you.

Q. I am attending a wedding in early August and have purchased a strapless, knee length deep purple/berry colored dress. I have no idea how to wear this dress. I have been searching and searching on how to accessories with the shoes and the bag and jewelry. I am not into fashion at all, but I don’t want to look like hot mess. I read somewhere that gold shoes look nice with berry dresses, but I’m still not sure about the bag and jewelry. Please help me!

A. You can absolutely wear gold shoes with your purple dress, but I actually prefer silver shoes. Black shoes are also an option, and a great way to carry your dress into winter when paired with a black fitted tuxedo jacket. But I digress… For a summer wedding, try silver shoes, turquoise jewelry and a silver clutch for a standout look. For your jewelry, choose either dramatic earrings OR a statement necklace, and a bracelet or ring. Here are some options for inspiration:

Q. I just bought a cute sheer-ish maxi skirt for summer but just can’t seem to figure out how to wear it. Can you give me some ideas?

A. Breezy maxi skirts have a sort of beachy, boho vibe and look best when worn with slouchy tees and tanks and sandals. You can try tucking your top in fully, wearing it long and loose, or tucking it in partially for a laid-back look. You can also try wearing a crop top or knotted shirt, but this looks best for younger women (read: under 25). Here are a few looks for inspiration:


Also, check out how to wear a maxi skirt for ideas on how to dress it up for the office.

Q. I really like this year’s spring trend of printed denim, not all of them, but the ones with small and subtle prints. But the problem is, I am 30. On top of it, I am petite, I don’t look like 30, the most common thing I hear when I tell people my age is “you look so young!”…I hate it, so normally I stick to formals and mostly neutrals. So my question is, should I skip this trend? I don’t want to look like I am wearing my niece’s pants nor do I want people to faint on knowing I am 30.

A. Printed jeans are more wearable than you might think, and definitely not just for teenagers. The key is to choose a “sophisticated” pair and wear it with tailored separates and heels if you are petite. Try pairing yours with button downs, blazers, floaty blouses and dressy tees. For shoes, try a pump, wedge or strappy sandal. Here are a few looks to show how women over 30 can wear printed jeans.

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Q. I love that shorts are longer this season, but I always feel so frumpy in Bermuda shorts. Can you help me find a flattering pair?

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A. Bermuda shorts were a hit on the Spring runways and a nice alternative to the short shorts we’ve been seeing for many seasons now. Depending on the style of shorts you choose as well as what you pair with them, they can be dressed up for work and evening, or dressed down for weekends. Here are a few tips for finding your most flattering pair (and avoiding the frump):

  • Choose a slim-cut pair for the most flattering silhouette.
  • Petite women want to look for a pair that hits a couple of inches above the knee, while women with longer legs can wear shorts that hit at or over the knee. (Tip: You can cuff your shorts to get them to your ideal length — or bring them to a tailor for a more finished look.)
  • Wear shorts with heels or wedges to lengthen and visually slim your legs. Flats work too, but tend to make legs look shorter

Here are some looks for inspiration:.

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