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Q. I am going to a Mets baseball game in April for a first date! I am so excited, but what to wear??? It will probably be chilly and a there’s always a good chance of showers. Do you have ideas for a cute and warm raincoat? I love color, especially jewel tones. We might hang out in NYC after the game, so I’d want to have a cute top and somewhat practical heels that can be worn all day. I want to look cute, but not too dressed up or silly at the game. I’m travelling from Boston for the date so I want to make it count. :) Thank you, stylebakery. Hoping for a Homerun!


A. A Red Sox fan at a Mets game for a first date, he must be a special guy! This is definitely a tricky outfit to pull together: sporty and comfortable, yet appropriate for a first date and an evening in NYC. When it comes to date dressing, I think it’s always best to lean a little bit towards classics, rather than trendy items. Guys don’t always “get” trendy. Even when choosing classic pieces, you can still have a little fun with your look and mix in some chic accessories.

The look below is a chic, classic, comfortable early spring look. Start with a pretty top and slim ankle cut jeans, then add a comfortable flat in a pop of color and a bold necklace. Finish the look with a classic trench and a cross body bag - you’ll look pulled-together without looking like you’re trying too hard at a baseball game. If the weather is very chilly, you can always add a scarf, or even a sweater if necessary. If it’s too cold for bare ankles, add a pair of flat boots instead. Have fun!

Q. I just bought some white pants that I love. Can I wear them now, or do I have to wait until Memorial Day?

A. This is one of those old-fashioned style rules that refuses to die. No matter how many times people hear that it’s acceptable to wear white after Labor Day and before Memorial Day, they’re still uneasy about going against the rules. Trust us, though, you won’t be arrested by the fashion police for wearing white now, in fact, we encourage it!

Take a cue from the celebrities shown below; Amanda Seyfried’s skinny white jeans are fine with flip flops in sunny California but would look just as chic with a little bootie or ballet flat in New York where it’s still a little chilly. Elle Macpherson has the right idea by pairing her white blazer with dark denim and a scarf, perfect for warding off the pre-Memorial Day chill. And Fearne Cotton incorporates white into her look with a leather tote - in fact, take away her tights and add a sandal and she’s ready for spring.

The bottom line? As long as your whites are weather appropriate - that means no linen or gauzy cottons while the weather is still cool - then by all means, start incorporating white into your transitional spring wardrobe.

Q. I’m going to a wedding in LA next month and absolutely stumped at what to wear. It’s going to be at a country club in the mid-afternoon. I was told suits for the guys, but wasn’t given any indication on what to wear as a girl. I’m 5’8, size 12-14, with a smaller waist and more junk in my trunk, and I want to also look as slim as possible! What do I wear??

A. Afternoon weddings are my favorite! They are a great excuse to get dressed up and wear a pretty dress, without having to invest in something black tie. In other words, you’ll get a lot more use out of the dress you choose! Play up your assets with a fitted top that shows off your waist and shoulders and look for a skirted bottom that flares out to conceal your “junk”.

For a spring afternoon wedding, I love a pretty printed dress, so here are a few options to choose from. Add a pair of heels, some fun jewelry and a pretty clutch and you’re all set!

Q. I loved the Clarks Indigo booties that were recommended on your site for a winter shoe. I would like something similar for spring, but with spring details (maybe open toe). I would wear them mostly with jeans or cargos. Can you recommend something comfortable, but stylish for a 40 year old mom-on-the-go? Love your site!


A. I’m so glad you liked your Clarks booties as much as I did this winter! Though they have a heel, they proved to be very comfortable for me as well. For spring, I’ll be replacing my suede booties with a wedge espadrille that has enough of a heel to make my legs look longer, while still being comfortable and manageable for this woman on-the-go (yours truly). Don’t let the platforms scare you, they are far more comfortable than you think, thanks to rubber soles, and the heels feel lower than they look.

Espadrilles look fantastic with jeans and cargos, not to mention shorts and dresses. And if you opt for a neutral color, they can be worn with everything. Here are some great picks to consider making your go-to spring/summer shoe:

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