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Date Dressing – Dress To Impress

  • Writer: Rahul Ghai
    Rahul Ghai
  • Mar 3, 2017
  • 5 min read

Dear Men & Women, although we quote that you shouldn’t judge a book by its cover, most of us judge others in pretty significant ways based on their appearance. A research from Princeton psychologists found that it takes only one-tenth of a second to form an impression of a stranger from seeing a picture of their face.


Of course, conversation and sustained interaction will dramatically influence a person’s perception, but the fact remains: it does matter what you wear on a first date. It’s all about making sure that you dress both stylishly and appropriately for whatever you’ve got planned. With this in mind, we’re giving you a lowdown on what to wear to your first date or a casual date.





W.O.M.E.N


Wear Your Magical Clothing. If you have something magical, wear it. You know what I mean: it might be a pair of jeans that's good luck, or a shirt that makes you look awesome, or just a pair of shoes you associate with something good. Nothing - not the most expensive denim or most artful undies - is a match for something magical when it comes to confidence-boosting.





Don't Assume You Need New Clothes. If you really like wearing something new for a date, I guess go for it. Personally, I'm wary - it puts a lot of pressure on both the date and on you (to find something magic.)


The classic LBD (little black dress) is always appropriate and yet somehow never boring for formal affairs. Rock it with a bold red lip, pointed toe pumps, and simple jewelry for the perfect fem-me fatal look. More tips on dressing sexy in this guide.

Alternatively, if your date invites you to a more laid-back evening of shooting pool and drinking beer, you’ll want to aim for a look that merges small town country girl with a little bad-ass punk rocker.


**"The Daytime Date" can mean a lot of things: brunch, a picnic, a museum, an outdoor concert, a daytime movie, coffee...you know the drill. These dates tend to be cheap and casual, so the idea is to dress as you would normally - except you happen, normally, to look completely awesome and effortless.**


Be Comfortable. This should, I hope, go without saying. Painful shoes and jeans that dig into your stomach are not sexy. You want to be able to walk, sit, and eat without thinking about it.


Put Your Best Foot Forward: Even more than your clothing, your footwear should be chosen according to the date’s location, weather, activity, and other relevant details. Why?

Improper footwear can cause pain and/or discomfort that can distract you from, well, putting your best foot forward. Although your inner Sunny Leone might tempt you to wear your “do me” heels, wearing sexy shoes on the first date really only sounds good in theory.


In reality, you’ll most likely end up with blisters, that cringe-worthy “my feet are literally killing me” gait, a potentially emasculating height advantage on your date, and the ever-looming threat of falling flat on your face. Wedges and feminine flats are pretty solid first date footwear choices, while boots and sneakers should be worn only if the date involves an extensive amount of walking and/or weather conditions require more protective footwear.


When It Comes to Make-Up, Less is More. Pretty much since the cosmetic industry was first introduced, women have been taught that the more makeup they wear, the more beautiful they will be. But recent studies have shown that attitudes toward cosmetics and beauty have shifted.

To achieve a natural look for your first date, choose subtle makeup that enhances your natural features.


Comfort Is Key. Style is 50% clothing and 50% attitude. If you’re not comfortable with what you’re wearing, it will show; and the impression you give off will probably not measure up to your expectations. Of course, you also won’t exactly have him falling head over heels if you show up in your sweats, so comfort can’t get you everywhere either. You’ll want to maintain a balance of being comfortable, while also taking the time and effort necessary to look attractive and sexy.



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M.E.N


While ladies have numerous options to dress up for their first date, guys on the other hand have it a bit on the lesser side. However, this is no way means that they do not deserve to dress stylish.


Don't Wear A Suit. This might seem counter-intuitive, but hear us out: If you are going to the opera, fine. The theater, maybe. Otherwise, you'll seem uptight. ​Sure, the nicest things you own are probably those suits of yours, but those suits are for work — leave them in the dry-cleaning bag 'til Monday. Your goal on date night is to be at leisure, or at least maintain the illusion of it. And separates, or a nice sweater, will convey just that.



No way that means a pair of ripped jeans and a faded tee. You may either go for casual shirts with checkered patterns and button-up collars or a nice, cool T-shirt. You could also go for solid colors and team it with a pair of comfy denims or chinos. Since you are going casual in your look, keep your accessories to the minimum. Just a stylish wrist watch will do it all.


Women Are Obsessed With Shoes. Not just their own shoes or shoes on other women — your shoes. So wear nice ones, because her judging you on them is unavoidable. Avoid sneakers as you are definitely not going for a marathon or a relay race right?

Pick an appropriate pair — lace-ups or loafers for the evening; driving shoes, moccasins, or simple sneakers for the afternoon; flip-flops for nothing, ever — and you've scored points before the handshake.


**"The Stay At Home Date" doesn’t mean your casual jeans and hoody ensemble makes the cut. You’ll definitely need to appear put-together, but it’s advisable to stop short of looking like you’ve tried too hard. Keep your outfit relaxed but presentable. Try a pair of straight-leg jeans or chinos with a shirt and lightweight v- or crew neck jumper, or a knit polo shirt with a pair of nattily cut trousers.


While footwear won’t be at the forefront of your mind, we’d suggest you swap the flip flops or slippers for a pair of tasseled loafers, minimal trainers or desert boots. If you’re a ‘no shoes inside the house’ type of guy, please make sure your socks haven’t got holes in and that they complement your look.**


Take It Easy On The Cologne. They like it when you smell nice, but there's no need to bludgeon the poor woman.


Grooming. Clip your fingernails, wash your hair. Women check the details. They look at a man's hands more often than a man looks at his own. Make sure yours are presentable. They'll see those little flakes on your shoulder, too, so don't be too shy to break out the dandruff shampoo. If this is a problem for you, avoid wearing a dark shirt.


Other Things. Don’t go to the effort of crafting the perfect date (and the outfit to go with it ) without making sure your grooming is up to scratch. Visit your barber beforehand for a fresh cut so your hair is looking on point and don’t forget to set aside some time for a clean shave or trim – a little ´manscaping´ wouldn’t go amiss either.


Above all, be confidence but be yourself, because regardless of what you wear, nothing will get you noticed like confidence!


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