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Q. Are pleated skirts out of style?

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A. Pleated skirts are most definitely still in style. The most ubiquitous silhouettes this season are pleated full skirts and short “skater” style skirts. Whether you wear one of these or a more traditional pleated skirt, try tucking in a tank or button down shirt, or pair it with a jacket, cardigan or blazer. Here are some looks for inspiration:

Q. Are oversized clutches still in for Spring/Summer 2010? I recently bought a gray clutch with zipper details, what can I wear it with for both everyday wear and going out?

A. Though the oversized clutch isn’t on everyone’s top 10 list this season, you can absolutely still wear yours without fear of being a fashion victim. An oversized gray clutch can be worn with virtually any look this spring, day or night. Some favorite options: with a feminine floral dress; with a pretty printed blouse and skinny jeans; a boyfriend blazer and a printed full skirt… you get the idea, pretty much any look works!

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Q. I’m going to Montego Bay for a vacation/wedding, not mine. I’m trying to figure out what to pack. I’m thinking shorts, tanks and bikinis but what about the wedding? I’m not sure what to wear that would be appropriate but comfortable in the heat. It’s semi-formal. Could you give me some hints? Thanks.

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A. How fun! Without doubt, you want to wear a pretty, fun, lightweight dress that has a hint of island attitude for a destination wedding in Jamaica. Look for fabrics like chiffon and jersey that won’t wrinkle in your suitcase. You didn’t mention whether the wedding is inside or outside, so be sure to pack a pair of glam flat sandals in case the ceremony takes place on the beach or grass.

Q. I am attending a girlfriend’s wedding at the end of March in San Diego. Her ceremony and reception will be held at a Yacht Club, I was wondering what would be most appropriate.

A. Assuming there wasn’t a recommended attire on the invitation and that the wedding is in the evening, women should wear a pretty cocktail dress in a classic silhouette and men should wear a nice suit. Since we are headed into spring, we recommend wearing something with color or one of this season’s pretty pastel dresses. Don’t forget a wrap or cover-up in case some of the affair takes place outdoors. Here are a few options:

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Q. HELP!! My Fiance’s mother is throwing us an engagement party luncheon at a country club at the end of March in Boston and I have no idea what to wear. I went looking for dresses last weekend and found a few that I liked but I think they are all a bit to fancy for a luncheon. From people I’ve talked to, they all say something along the lines of “Sunday Best” but I can’t seem to find something that looks good and doesn’t look either matronly or like a child. I have a few weeks but I’m starting to panic that I won’t have anything and will have to wear my standby LBD and I don’t want to wear black, it’s my engagement and I think I should be in color or white or something that makes me stand out a bit…but clearly I’ve never done this before so I don’t know. I know the LBD is always classic and I can add color with shoes, purse and jewelry, but I’m a very classic girl, at least where jewelry is concerned, so I was hoping to be able to wear my grandmother’s pearls or her diamond necklace. Any tips would be really helpful!

A. Deep breath. Your engagement party is going to be wonderful, no matter what you wear, but of course you want to look great since you’ll be the center of attention. Though it is a luncheon, feel free to dress a bit nicer than the guests, it’s your party! A dress or pretty top and skirt is your best option. Though we are huge fans of a classic little black dress, you are correct that this occasion calls for something a bit more colorful or bridal. You’re in luck - pretty spring dresses are everywhere now, you just need to find your perfect one.

Since we love the idea of you wearing your grandmother’s pearls or diamond necklace, we have selected some pretty dresses with necklines to accommodate them. Here are some pretty, yet classic, ideas for you that will look great in photos 20 years from now:

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