What To Wear On A First Date? What Not To Wear?

by Pratima Ati

From first meetings to Tinder times, the first date takes the cake. The excitement of going on Date No.1 is a different high, be it a blind date or a coffee date with someone you have known for the longest time. For some, date nights sound overrated. Well, they are not, and they shouldn’t be! It’s just about looking presentable, being yourself, and showing up to have a good conversation while looking your best. Where it takes you is another story.

Excited? Me too! Let’s get through this in style! Here are some exciting date night dressing ideas and some things you absolutely need to avoid.

  • What To Wear On A Casual First Date


Keep your outfit, date, and conversation extremely casual. Go for a bodycon or slip dress with a leather jacket and Converse or white shoes. Put your hair up in a bun, dab some lipstick, and throw on a cross-body bag.

  • What To Wear On A First Date To Dinner


Movie and dinner? Or the other way round? Either way, this look is a keeper. A humble one-piece, a flowing maxi dress, or black jeans and a white shirt fits the bill here. Wear one statement piece of jewelry or a few delicate pieces, depending on what you prefer.

  • What To Wear On A First Date For Drinks


Dinner and drinks is a cliche I don’t mind. Choose something form-fitting but charming without looking too eager to please. A little black dress? It’s a classic. Go for black pumps, a clutch, or a side body bag if you do not want to be too dressy. Tie your hair in a bun and do a subtle smokey eye look. Make simple choices and make them work for you. That is the new mantra.

  • What To Wear On A Coffee Date


The rule for dressing for a first date is pretty simple. Wear your personality, be casual but not too informal, and stay comfortable. More so on coffee dates. Something breathable, airy, and effortless is an excellent place to start. Opt for joggers or side-striped pants that have taken over the fashion world, tuck in a plain T-shirt, and complete the look with white Converse shoes. Jeans, a casual T-shirt, and a layer on top is fail-proof too. Put your hair up in a bun, half-bun, or a messy ponytail. Go for nude lipstick and neutral makeup. Throw on a pair of oversized glasses to complete the look.

  • What To Wear On A Blind Date


Blind dates are fun, and there’s nothing that can beat the adrenaline rush before you finally meet that person. The expectations are usually high, with the pressure to impress even higher, but think of it as just an opportunity to dress up. If it were me, I would go for an LBD because there’s nothing like it – it is form-fitting, elegant, and brings out the best in you. You can add a layer if the evening gets colder. Or you can wear a pleated skirt, a tank top, pumps, and neutral makeup if you have a more minimal sense of style. Comfort takes the cake on blind dates because you don’t want to feel too conscious. Drink some wine and wait for him to melt when he sees you.

  • What To Wear On A First Date In Winter

Winters mean strong outerwear game. Go for skinny jeans or trousers and any top that flatters your figure. Finish off with a jacket, a shrug, or any layer that stands out. An overarching faux fur jacket or a pastel trench, ankle booties or knee-high boots – do what your heart desires. Don’t forget the red lipstick that makes winters brighter.

  • What To Wear On A First Date When You Are Over 50

I think there’s no better time to go on a date. Women are most sorted in their 40s and 50s. They have clarity, but are still a lot of fun. So, if you are at that time in your life, listen up – pull out your go-to dress, and make sure it is classy, comfortable, and sophisticated. Pair it with gold jewelry, and it can’t get better than this. Don’t try too hard to hide your age – dress up and wear it with grace!

  • What Should You NOT Wear On A First Date?


Let me get to the point – too much skin is an absolute no-no. Don’t wear clothes that are too revealing, transparent, or anything that steers the attention away from the conversation. This is the case with makeup, accessories, colors, and prints as well. Don’t go for anything over the top, too random, or too casual. Plan ahead, but look effortless. Run your look in your head thoroughly if you know it’s a special date. Avoid anything you may need to fiddle with or need constant attention. And don’t, under any circumstances, wear new shoes that you haven’t broken into.

These are a few tips to make your preparation for your first date easier. The key is to wear something that defines you and helps you feel comfortable in your skin. With the right attitude, a warm smile, and red pumps, you will definitely leave a great first impression. Now that you know what to wear on a first date, what are you waiting for? Plan your outfit and tell us about it in the comments section below.

Expert’s Answers For Readers’ Questions

What is the best color to wear on a first date?

Black, red, white, and blue are considered the best and most appropriate for first dates. It’s best to steer clear of loud colors and busy prints. Soft shades are a safe bet. Always wear something that defines your personality.

Do you have to kiss on the first date?

There is no rule of thumb. It depends on how the date progresses. So, if you feel like it, lean in and make the first move. Or take a pass if you don’t feel like it. Either way, go with the flow and savor the moment.

How should you act on a first date?

People say that it’s best to be yourself and not put up a show. It sounds preachy, but they are right. People go on an impressing spree and put their best foot forward, which is excellent. But the best thing you can do is be yourself. It is more comfortable and the only way you can trust that the other person likes you for who you are.

Where should I go on a first date?

Probe and get a sense of what the other person enjoys or likes. Is it live music? A great food joint? A silent coffee bar? A club? What do you guys have in common? Think about it. Add a personal touch. Keep it relatable instead of random – it always makes for a great beginning. Avoid places that are too crowded, cliche, or loud. It is a total turn-off!

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Pratima Ati

After working in Marketing and Business Development for a few years, Pratima Ati jumped ship to pursue two things she loved – fashion and writing. She’s now a full-time Fashion & Lifestyle writer and has never looked back ever since. She sleeps early, reads often, and when she can't, she finally gives a closure to all the characters living in her drafts. Sometimes, they pass off as poetry too! That, and her training in Indian classical music and playing (learning) the veena keep her sane, civil, and bearable.