Avoid these mistakes when dressing for Valentine’s Day
eShakti dress with knotted Moda International cardigan, GNW tights, Manolo Blanik booties (all own) and wooden watch c/o Jord
    1. What are the challenges of dressing for Valentine’s Day for women in midlife
    2. What to avoid when picking your Valentine’s Day outfit
    3. Valentine’s Day outfit ideas for women in midlife


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What are the challenges of dressing for Valentine’s Day for women in midlife

Valentine’s Day can be a real dress challenge for women over 40. Yes, the winter temperatures are one part of the challenge. You want to be attractive for your guy and look sexy, but not cheap is the other. No matter where the two of you are going, there will be the 20 somethings with an overload of flesh. Thus, how to look attractive and sexy for Valentine’s Day to keep his eyes on you seems an overwhelming task.

This post addresses which major mistakes to avoid to achieve ageless style when dressing for your date.

style blogger in V-Day dinner at a roadhouse outfit

 midlife women in Valentine's dinner outfit for cold weather

older women in a Valentine's dinner outfit for frigid cold weather
Outfit details: Anne Klein red turtleneck sweater with black blazer, London Jean boyfriend jeans and Michael Kors wedge camouflage pony hair sneakers (all own).

What to avoid when picking your Valentine’s Day outfit

The outfit above works when going out for dinner at a road house or when having to walk several blocks in cold weather to get to a restaurant. It wouldn’t work when you go for a social dance party or the restaurant/bar of your hotel when you spend the day in a winter resort.

  • Seeing the twenty something as competition and dressing like them with large cleavage and cut-outs is a big mistake. While they can get away with it, for us over 40 less skin is more.
  • A body conscious or too tight dress makes you look like trying too hard.
  • Wearing heels that you cannot walk in will make you look old, ridiculous, helpless, and not attractive at all.
  • Not making one of your best features the statement. You would look like not trying at all.
  • Over-bling. Jewelry should highlight, but not compete with your features. A short necklace can highlight your collar bones. So sexy.
  • Wearing red just because it is Valentine’s Day. If you don’t look and/or feel great in red, don’t wear it! Recall when you feel uncomfortable in your clothes, it shows.  If red is not a flattering color on you, you will not look to your best. Moreover, be aware that red visually adds pounds. If you don’t need them, why adding them?
  • Not dressing appropriately for your plans and the weather. When you walk to the restaurant and a blizzard is in town, you are better off to wear winter clothes that you would wear for date night. Looking stupid is not attractive at all.
  • Not having a cover-up when wearing a cocktail dress. Goose bumps are never in style, nor sexy, and never attractive.
  • Wearing the outfit shown in the first photo of this post when temperatures are above the freezing point. Only when it is really, really cold, the red turtleneck will be seen as dressing with the vibe. Babe, it’s cold outside!

Valentine’s Day outfit ideas for women in midlife

fashion over 40 mature tights Valentine’s Day dinner outfit suggestion with Dakota sheath featuring the legs, Steve Madden ankle strap pumps, GNW Luxe sweater, Hermes collier de chein cuff (all own) and wooden watch c/o Jord, turnip triple rib tight c/o No nonsensefashion over 50 outfit for going out Outfit suggestion to feature the collar bone with BCDC statement belt, Halogen quilted leather jacket, GNW tight, abstract print eShatki  fit-and-flare dress , onyx flower statement ring (all own)

mature Fashion woman in a little red dress A fool proof outfit suggestion: Go with a Little Red Dress. This outfit works in warm climate regions. Steve Madden lace-up sandals, Jaeger tote, Hermes Medor watch, Hermes collier de chien bangle, black pearl necklace (all own), and wooden watch c/o Jord

over 40 fashion fit-and-flare dress for Valentine's Day Valentine’s Day suggestion eShatki fit-and-flare dress hiding wide hips, brooch featuring the collar bone, Hermes enamel bangles (all own)

You may also like to read how to dress for Valentine’s Day depending on your plans and length of relationship.

Have you already made plans for Valentine’s Day? Will you go out or spend a romantic evening at home? What will you wear? Let me know, I am curious.

When you are interested in reviews of the newest trends, and fashion and how to turn them into personal style, to look to your best in midlife, subscribe to High Latitude Style. Deep inside you know when I can do it, you can do it too.

Photos: G. Kramm.

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