10 Ways to Dress Sexy on Valentine’s Day Without Letting it All Hang Out

boomer couple romanticAre you going out for a romantic Valentine’s Day dinner, and want to look sexy without letting it all hang out?

Here are some tips on How to Dress on Valentine’s Day to look alluring at 40, 50, and beyond.

1.  Show Some Skin

Don’t make the mistake of wearing a  turtleneck on a date if you want to look sexy. This kind of coverage signals stay away! Showing some skin is youthful and alluring. But notice, I said some.

2.  Highlight Just One Area

Trying to look sexy by dressing in skimpy clothes that a twenty-something would wear clubbing will make you look hard, tacky, and worn out. On the other hand, you don’t want to look dowdy. So, where’s the middle ground?

How to Dress Sexy on Valentine's Day Red Dress


To look sexy, not sleazy or silly, all you need to do is reveal just one part of your body. There are a lot of sexy Valentine’s Day dresses out there, but remember, a sneak peek is better than a striptease!

For example, if you have a nice bust, try a low-cut V-neck top, but don’t try to wear a miniskirt too. Instead, opt for a regular skirt, like a knee-length pencil skirt, and keep all the focus at your neckline. It’s all about balance.

3.   Fight the Tight

Resist the urge to wear tight clothes if you want to look sexy. Your clothes should be fitted, but they shouldn’t look or feel tight.  Stop obsessing about size tags. If you’re a size 10, forget about trying to squeeze into a size 6 or even an 8.  Tight clothes make you look bigger. You need to wear things that skim your silhouette and have some stretch. Looking like a stuffed sausage is not sexy at any age.

4.  Go For Stretch and Drape

Soft, stretchy fabrics will flow over your figure and flatter your shape. Wrap style dresses made from soft silk or jersey always look sexy. The gentle wrap detail hugs your waist, lifts your bust, and highlights your curves. This red dress, shown above, is a great example.

5.  Slip On a Sexy Sweater

A delicate cashmere sweater or soft, feminine knit dress is another way to look alluring. Their beautiful texture makes you look like a fluffy kitten and makes you man want to reach out and snuggle you. Cozy fitted sweaters are another type of sexy Valentine clothes that many women don’t instantly think of.


How to Dress Sexy on Valentine's Day - Wrap Sweater


6.  Try a Little Leather

Leather, with its raw edge signals power, passion, and excitement. Wear it in moderation, not head to toe, or you will look like a geriatric dominatrix! Colored leather is easier to wear than black and looks sexy and modern. A leather jacket worn over a feminine floral dress is flirty and sexy.

 7.  Animal Prints Bring Out the Tiger

Put a little tiger in his tank with a touch of the wild. Any animal print, like an animal print scarf or pair of pumps, is enough to get him roaring.

8.  Shiny, Sparkly is Sexy

Shiny or sparkly fabrics allow you to be more modestly dressed but still transmits a very seductive message.

How to Dress Sexy on Valentine's Day - Silky Blouse

9. Choose Sexy Accessories

Even if you are planning to wear something very casual this Valentine’s Day, the right accessories make an outfit sexy. Add some relaxed, feminine accessories like a soft, unstructured purse and pretty rose gold jewelry and accessories.

10. Try A Smokey Eye

Adjusting your makeup can make you more alluring, just try it and see. The eyes are the mirror of the soul, so why not try that dark smokey eye you’ve been reading about to add a little mystery. A dark kohl liner and some smudging will make you look more passionate and playful. Keep the rest of your makeup, lips, and cheeks, soft, so your eyes take center stage.

For more great tips on how to look lovely on February 14th, check out these other Valentine’s Day Dressing Tips. And remember, confidence is your best accessory!

What will you be wearing this Valentine’s Day? Let me know by commenting below.

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27 thoughts on “10 Ways to Dress Sexy on Valentine’s Day Without Letting it All Hang Out

  1. Great information!! Question though. Can a black dress be worn to a Valentines cocktail party? What color shoes and accessories should I wear?

    1. Hi Kel,
      Absolutely, A black cocktail dress is fine for Valentine’s Day.
      You could wear black heels, nude or gold or even burgundy heels (I have a pair of burgundy heels in this post I would wear with a black dress:https://www.fabulousafter40.com/look-pretty-be-mysterious-this-valentines-day
      Bags- you could go with gold, blush, pink or red/burgundy colored clutch.
      There’s no right or wrong, but these general colors would go well together for a Valentine’s Day theme.
      Have fun!

  2. I’m not a wrap dress girl because I have an apple-shape plus a big-bust but I do like to wear something more glamorous for a night out. I find you can look sexy with accessories too. Really though my husband is just glad I put on some make up and did my hair and got out of yoga pants!


  3. Unfortunately I will be wearing a brown uniform on Valentine’s Day. I agree, confidence is a women’s best accessory. My general rule of thumb for dressing myself is pairing a looser top with a fitted bottom (sweater dress with leggings) or a fitted top with a looser bottom (tank with a maxi).

  4. Debra, Great article. I thoroughly enjoyed reading these ten tips, each one is beneficial for any given date night. Thanks for putting these together.

  5. We read more into clothing choices than men do. Leather? Mine says no way! A little skin, show your figure a bit, be tasteful and dressed appropriately for the occasion. Animal prints – lost on most men, I think. Eyes, yes! A little scent maybe, but just a little. Mostly be comfortable in your (well cared-for) skin. Confidence is the best accessory! Nice lingerie is a close second.

  6. I would also like to add that women at any age should 1) play up their best features and 2) make sure to be comfortable. For a special occasion, don’t go with anything you’re not 100% at ease wearing. When in doubt you can always go with some sexy jeans and a great top, dressed up with some sexy high heels.

    1. Hi Budget Chic, Right on!!! But fit is important for all types of bodies! We see many women with great figures hiding behind baggy clothes and of course vice versa as well… Main thing is to have the fit skim your body not too tight and not too loose, like you mentioned…
      But we like to go “the extra” when it comes to make-up, hair, accessories. It all goes together to look extra nice!

  7. Deborah, recently you posted that red jeans are a big hit on your clients lists, and their wish for Valentine’s day. I found some red jeans, got the sweater they showed with it, but what are you seeing that looks great with red jeans? They are “attention grabbers” on their own! thanks, Jan

    PS Got the ebook on Chic on the Cheap, and loved it, thanks for the Valentine’s day sale!

  8. Thumbs up for this post! It covered almost everything each girl should know before doing out on a Valentines date. Your man will be pleased to see a glamorous woman after following this tips.

  9. My hubby and I are celebrating our 19th wedding anniversary on Valentine’s Day and I’ll be thinking of what to wear and not to wear so these points helped-thanks!

    1. Hi Nanne, Good question…Do men really like animal print? Probably depends on the man. You should ask them! We have to dress for ourselves first. Animal print really just says, “I’m a little wild!”… so if you do just a touch of it, like just a shoe or a scarf or a purse (one at a time!) then it can be super fun! When worn in large doses it goes a little too in your face.

  10. With my man, sexy is me in my Blue Jeans. Nice fit, nice curves…. a little cleavage and we’re good to go!

    1. No. It looks terrible on anyone. I think 18 year olds look as desperate as 40 year olds who are wearing too low, too tight clothes. You might be firm at 18 or 20 but you will still look cheap and tawdry.

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