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Q. I am a faithful reader of your advice column and now I have a question of my own.  I work as a pharmacy technician and I’m on my feet for 6 to 8 hours straight, mostly standing and typing.  I’m in search of comfortable shoes that are still cute and can be worn with jeans or nicer clothes.  It seems like everything made for comfort is lacking in style and most shoes I’m attracted to are not practical for work.
- Standing Strain

A. We’ve all had long standing days that lead to aching feet. First tip is to skip pointy shoes and obviously high heels, but it isn’t necessarily a good thing to wear completely flat shoes either. Look for shoes that have extra cushioning, padded insoles, a small heel and breathable leather fabric or a shoe that bends a bit with the movement of your foot. I’ve picked out some shoe styles that meet those requirements while allowing you to move between jeans and nicer clothes.

Aerosoles Best IntentionsFitzwell ElaineGeox D Ascot 1

Prari CandaceMartinez Valero AndieAerosoles Blind Sight

left to right:
1. Aerosoles Best Intentions, $79 at
2. Fitzwell Elaine, $69.95 at
3. Geox D Ascot 1, $283.95 at
4. Prari Candace, $299.95 at
5. Martinez Valero Andie, $148.95 at
6. Aerosoles Blind Sight, $79.99 (sale) at

Q. I recently purchased a cute pair of grey suede booties. My problem is, I really don’t know what to wear them with besides black. Can you give me some suggestions that are age appropriate for a 39 year-old?
-Booty and Black

A. I think of grey as a soft neutral, which means you can pair your new booties with plenty of other options. Pairing with just black can be boring unless you wear them with a black sweater dress and patterned tights. Try dark jeans, navy wide leg pants, a plaid skirt, grey tweed trousers, a mini dress in plum, olive, teal or midnight colors and add opaque tights. If you wear them with a skirt or dress, make sure the length doesn’t hit more than three inches below your knee. Booties have a tendency to make people look shorter in height.

Q. I live in the Boston Area and I found a cute pair of peep toe shoes. I was wondering if it’s still ok to wear peep toe in the Fall?
-Hide and Seek Feet

A.  This seems to be a very popular question lately, so let’s settle it once and for all: yes, you can wear your peep toes well into Fall and colder weather. Wear your legs bare until the temperatures drop and you get goose bumps and then slide on opaque tights and wear your peep toes into November and even December if the peep toes are a full pump and cover your foot everywhere else. Just be sure to wear opaque tights and not sheer hosiery and tuck the seams of the tights under your toes so they don’t show through the “hole.”

Q. I am going to France with my girlfriends in November and trying to figure out what clothes to take with me that are comfortable for travel/exploring, but also fashionable enough that I don’t feel like a total dork in France.  And I need boots that are comfortable yet stylish and maybe the same standards for a pair of walking shoes? I am 24, so I do not have much money to spend.
-French Fashion

A. Well you certainly want to be fashionable, but not overdone.  Stick to classics and you’ll be successful in fitting in with the French. Pack thin merino or cashmere turtleneck sweaters or v-necks to layer over button down shirts. Dark jeans, denim trousers, wool-lined pants like a nubby tweed pair and a dress that can easily transition from day to evening. Layer the dress with a sweater and wide belt for day and wear alone with great accessories at night. Add a fitted stylish blazer jacket, one that isn’t meant for a suit. Pack one solid colored coat for the whole trip with a hem that hits just above or a few inches below your knee so it will work with your entire packed wardrobe. If you choose to bring an additional outerwear piece, then go with a fab leather jacket.

Keep accessories simple—leather gloves, a pretty scarf and a wrap to wear with your dress at night if it’s chilly indoors. Pack a few fun jewelry pieces like an enamel bracelet, charm or beaded necklace and an oversized ring plus a few sets of varying size earrings. You’ll need a day bag with pockets inside to carry camera, credit cards, sunglasses, etc. and a clutch for evening. And certainly get ready to treat yourself to a few items over there. While the US dollar is not strong in France, a girl has got to do a little shopping when with girlfriends!

Here are a few suggestions for your feet that will look tres chic with just about anything you pack:

'Edie' shearling-filled boot,'Stella' bootKenneth Cole Reaction Make Love

1. ‘Edie’ shearling-filled boot, $225 at
2. ‘Stella’ boot, $248 at
3. Kenneth Cole Reaction Make Love, $159 at

Simple, toned down “sneakers” for walking when you want to give your boots a rest. These work while athletic sneakers won’t do.

Poetic Licence Desert StarCole Haan Air Kayden SneakerCole Haan Air Keegan Slipon

4. Poetic Licence Desert Star, $70 at
5. Cole Haan Air Kayden Sneaker, $152.06 at
6. Cole Haan Air Keegan Slipon, $168.95 at

Q. I live in NYC and I am attending a 40th HS reunion on Nov. 1.  My question is: Do I wear stockings with black suede peep toe shoes?  I bought a stunning black and brown dress and the suede pumps have a bit of brown on the edge of the peep toe.  Do I wear stockings?  Do I wear tights?  I do not think that the dress and shoes would look right with no stockings.
-Leg Show

A. We girls at StyleBakery, have been advising our stylish friends to wear opaque tights with peep toes this Fall. Just be sure to tuck the seam of the tights under your toes so they don’t show through the peep toe opening.

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