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What to Wear When…

Think about that title for a second.  At first, it might be a bit confusing, but don’t worry; I’m here to help.  A big part of looking your best is dressing appropriately for the situation you’re in.

1.      Coffee or lunch with friends – The goal here is low-maintenance, but cute.  Really cute.  There’s no “boom, boom, and boom” outfit I can give you, because there are so many options, but here are a few guidelines: Keep one aspect simple, while playing up another, e.g., ripped jeans and an airy, light tank or tee, with LOTS of long, layered necklaces.  And remember, you’re not doing brunch in the club, so keep the spiky heels and sparkly stuff at home.

2.      Shopping – Shoes that slip on and off like flip flops or any kind of flats without buckles or laces are best.  They should be durable enough to stand on once your feet are out of them, so you don’t have to put your feet on the dressing room floor.  Ick.  For the rest of the outfit, go with leggings or comfy jeans, and a bra you wear often under a tight-fitting camisole, under a boyfriend cardigan.  That way, you can just wear the cami under what you’re trying on and throw the cardigan on and off.   Keep the accessories minimal and the hair simple: down and natural is best, and ease up on the foundation to prevent makeup stains on the clothes that aren’t yours…yet.

3.      Working out – Work-out wear is all about balance.  Don’t do the head-to-toe track suit, coordinating jewelry, and face full of makeup, but don’t stop caring about what you look like, either.  One good look is snug cotton or lycra capris in a dark color, with a retro tee or breezy tank.  Another way to go is with boyfriend-esque soccer shorts-rolled once or twice-that hit upper- to mid-thigh and a simple shirt you can tuck at little at the front, or a snug tank.  Keep your shoes functional and supportive, sport low, low socks to elongate your legs, and get that hair out of your face securely.  Oh yeah, and wear deodorant.

4.      Beach – It’s tempting to go all out at the beach, but overdoing it is only going to look like you’re trying too hard.  Instead, look like you BELONG on the beach with a simple suit (too much pattern will make you look juvenile and will draw attention to the suit, as opposed to your personality), a breezy cover-up dress or tunic, simple stud earrings, and gold or silver flip flops you’re not afraid to get dirty.  Waterproof mascara, tinted chapstick with SPF, and face-friendly sunscreen is all you should have on your beautiful face.  Do a high messy-bun before you get wet, then take it down once you start playing and let the sand, sun, and sea create mermaid waves in your hair.

5.      Swanky Dinner – Ok, now’s the time to do it up.  You’re going to need some heels, and a knock-out dress.  Go with something you know fits well, and accessorize.  Keep your accessories in the same color scheme (all gold or all silver, or coordinating colors that don’t distract from the dress), and make sure they complement your clothes.  If you’ve got super shiny chandeliers, skip the necklace, or if you’ve got a statement necklace-metal is very new and very in right now-go with stud earrings.  I am a fan of going without bracelets to elongate the arms, but if you do decide to wear one (or twelve), just keep them on one arm, and make sure they go well together!

Remember, dressing is about looking the part, so make sure whatever you wear doesn’t wear you.  And trends are great; we love following them, but keeping it classic and simple is always a good thing to do if you’re unsure if something looks right.  Think of your favorite celebrity’s style, consider if she would wear it, then go for it!

  1. Tori Spelling in Gypsy 05 Love Tank
  2. Jennifer Aniston in James Perse Tank Dress

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