This guide discusses the best Valentine’s Day outfits over 50 for various plans. It was so easy to look sexy for a Valentine’s date back in our 20s. A mini skirt, big cleavage, and we were done. We were young, our skin glowed. Back then we could have worn a potato sack, we would have felt sexy and hot. Over 50, we are still young, sexy and hot. However, we have learned a little teaser is so much more than putting everything on display just up front. Ready to get inspired?
This guide covers what to wear for Valentine’s Day over 50. Furthermore, it addresses why and how to adjust your degree of sexiness to the length of your relationship, the place you go, and the weather. See outfit inspirations for dinner, going to the movies, dancing, and celebrating at a resort, to mention a few. Finally, the post provides advice on the best outerwear for the commute to where you celebrate. Get ideas on what to wear for Valentine’s Day when and where.
- What to Wear for Valentine’s Day the Modern Way
- How Long Do You Know Each Other?
- Consider Where You Will Go When Picking Your Best Valentines Day Outfits over 50
- Outfit Inspirations for What to Wear Where for Valentine’s Day
- Shoes Make or Break a Look
- What Outerwear to Wear Over Your Valentine’s Day Outfit?
- Dress with the Weather, Place, and Commute in Mind: Best Valentines Day Outfits over 50
What to Wear for Valentine’s Day the Modern Way
When in doubt, wear red. — Bill Blass
Really? As so often in life, there is not one hard answer to the big question is What to Wear. First of all,
Ditch the old-fashioned rule to wear red on Valentine’s Day unless you can afford the illusion of a couple of extra pounds.
Red seemingly adds weight! When you know why Valentine’s Day is associated with red you realize red is an option but not a Must.
Instead, a little black dress always is appropriate. A red blouse and black (leather) pencil skirt is great (sexy) for a restaurant with a casual dress code. A beach dress with red print works when celebrating the day at the beach during your vacation.
Tip: On Valentine’s Day, a little red dress (LRD) is always appropriate when you can handle it.
If you choose red, go for a flattering shade of red from your palette. You can even wear red when you are a redhead.
How Long Do You Know Each Other?
If you just started dating or it is your first date, go for more coverage. A knee-long long-sleeve fitted crew neck LBD or LRD with tights is perfect. It showcases your body without looking over-the-top sexy. You don’t want him to stare at whatever. You want him to look into your eyes and talk with you so you get to know each other better.
Tip: Your goal should be to put together an outfit that highlights your best feature or shows your shape in an understated way.
Show Skin Strategically
To look sexy for a Valentine’s date go for a little teaser with skin. Feature whatever seems best, for instance, your collar bone, your underarms, or neck.
Tip: Over 50, less skin is more. Flaunt what you have left.
Tip: Less skin leaves more to the imagination.
If you know each other for quite a while, you can show more skin. Limit the skin exposure to one area at a time. Therefore, either a mini skirt or cleavage or shoulders. Recall you are celebrating your relationship.
Tip: Over 50, less skin is more. Flaunt what you have left.
Enhance Your Shape When Needed
A tailored dress can enhance or give the illusion of shape. Strapless dresses are great for an hourglass-shape when you dress to go to the opera. A swing or Empire dress hides a non-existing waist and looks awesome on an apple-shape. A-line and fit-and-flare dresses can create the illusion of hips on inverted triangle body shapes. Straight-up-and-down bodies can gain shape with a tailored sheath. V-necks and vertical lines like princess seams give the illusion of height and have a slimming effect.
Tip: Guys love hourglass shapes. Fake the shape with the right style and accessories.
How to Look Slim
Since the last century, women tend to wear red on Valentine’s Day.
Tip: Monochromatic looks give the illusion of being taller and slimmer than you actually are. Use this to your advantage.
Use the slimming effect of black with a floral dress with a black background and a print with shades of red and red accessories.
Another trick is to wear a dress with vertical seams or to create vertical lines by layering. The vertical lines lead the eye up-and-down, and give the illusion of height. A high heel also has a slimming effect.
Consider Where You Will Go When Picking Your Best Valentines Day Outfits over 50
What to wear for Valentine’s Day also depends on the weather and where you go. For instance, when you will go to the movies, a casual look is best. Like skinny jeans, a wrapped top, motorcycle boots, and a slouchy cardigan, or a cute belted floral print dress that just shows your collar bone and ends above the knees. Going to a restaurant means you can dress up.
Tip: Keep the dress code of the restaurant in mind when picking your outfit.
Be aware that in very casual places, anything remotely sexy will get you irritated looks and may even make you and your significant other feel uncomfortable. Instead of showing any cleavage, try an animal print and a pencil skirt. It is modest, a warm winter outfit but snake print and a pencil skirt read sexy without being right into the face.
In cold weather, deep cleavage in the front or back would look like you are desperate.
My favorite Valentine’s Day Dresses for a Formal Dinner
When your sweetie planned a formal dinner a little red dress is a great option. A sheath gives you an hour glass figure, looks incredibly elegant, but sexy. When you have well-tuned arms and your favorite feature are your collar bones a cold-shoulder style is perfect. Pair it with high stiletto heels to look slim. Add a black stole to stay warm in the case the restaurant is cool. Accessorize with bangles, chandeliers and elegant updo, nude panty hose, a black clutch and patent leather stilettos.
Outfit Inspirations for What to Wear Where for Valentine’s Day
Shop your closet for items similar to these depending on your plans.
Casual Dinner or Going to the Movies Best Valentines Day Outfits over 50
When your style is Bohemian or you are a hard-to-die romantic gal, Valentine’s Day is the occasion to wear red or cream lace dress.
Best Valentines Day Outfits Over 50 for Dancing
When you are going to a Valentine’s Ball or dance party check the dress code. If it is formal or a military ball, go for a gown, not shorter than knee-length. If it says semi-formal, a long gown could be over-kill. Go for a cocktail dress. In case of a social dance, a fancy fit-and-flare dress with or without some red will do the trick. Informal or casual? The best Valentines outfits over 40 are metallic pants or a sequin skirt with a cute top, or (white) jeans with an embellished or sequin top.
Is there a theme? If so, stick to it, and you are out of the salad. For a Valentine’s social dance with a romantic theme, stick out of the crowd with a floral print dress without red like the blue and white one below. It is very modest, but features your boobs, and legs without having a mini length hem.
Try a retro look when it comes to dancing. A 1950s inspired fit-and-flare dress is perfect at a swing-dance party with a pony tail, black-and-white spectator Mary-Janes and a metal clutch.
Valentines Day outfit idea for a formal event in a hotel’s ballroom
Outfit idea for a semi-formal V-Day dance in a hotel’s ballroom
When you are so lucky to go to a ball, a red gown with a long slit is so sexy when your best feature are your legs. Silver sandals with closed back and long earrings are a great finishing touch. Nude nail polish and clutch. So understated posh sexy.
Tip: You can find affordable, chic and sexy formal gowns at Angrila. Alternatively, check my goto-place for formal and semi-formal Ever Pretty dresses.
Shoes Make or Break a Look
Shoes transform your body language and attitude. They lift you physically and emotionally. — Christian Louboutin
If your boots or booties are needed because of the outside conditions, bring the strappy sexy sandals or pumps in a large bag or tote. It is so much better than freezing your toes off.
Tip: Always carry a huge bag to swap your boots for pumps whenever you come inside. Also you can have your clutch inside that bag.
Wear heels that you can walk in with grace and comfortably to look fit and hip. A chic wedge heel or sturdy heel are much easier to walk in than a stiletto. A wedge or sturdy heel with deep vamp looks self-confident, but still sexy.
What Outerwear to Wear Over Your Valentine’s Day Outfit?
How will you get there? If you have private transportation, you can go for hot sandals or pumps even in cold climate regions-pre-assumed you have a heated garage and can park the car in a heated parking garage at the venue. However, when you have to walk and/or wait for public transportation or park outside, you should choose a pair of shoes that provides good insulation from the ground, but allows to safely walk even on snow and/or ice. When you wear formal or semi-formal wear use the same strategies for thermal comfort like when dressing for a ball in cold winter weather.
Also wear a warm coat. When your indoor outfit is made of thin, delicate fabric have a light cashmere cardigan that you add for extra insulation (or as a cover-up when it is chilly in the restaurant).
Remember goose bumps are never in style.
Most importantly, have fun, and avoid these mistakes when dressing for Valentine’s Day.
Dress with the Weather, Place, and Commute in Mind: Best Valentines Day Outfits over 50
To look your best for a Valentine’s date aim at an effortless look in which you feel comfortable, secure, attractive, beautiful, sexy, and confident. An important step to reach this goal look is to know your best feature, flattering colors or shades of red.
On a Valentine’s date over 50, you want to look your best without going over board. Therefore, ensure you don’t sweat or feel cold.
Tip: Have a matching cover-up when wearing a cocktail dress. Goose bumps are never in style.
When bare legs with leg make-up are too cold, wear nude fishnets – so sexy. Black sheer tights look great with a red dress too. If you go for pantyhose, chose nude.
When you will use public transportation, dress for the outside temperatures and weather. The above outfits all work in frigid weather when you depend on a bus, subway or when you head back to your cold car. When wearing a cocktail dress, wear a cardigan under your coat or take a cab.
P.S.: Are you still looking for Valentine’s Day gifts? If so, also check out my link in bio for discount codes.
Photos: G. Kramm
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