And the answer to that question is very simple: something you love and feel comfortable wearing, something that favors and suits your body, skin tone and style, something that you feel good and confident on it, something that let the best version of yourself shine. And nope, you don’t need to wear anything on trend or contemporary. Just pick an outfit that resonates you, your taste, your style. That is always ON trend by the way. Because wearing yourself is never outdated.
Ever.

Another thing you have to have in mind when choosing your outfit is where you are going to. Is it a casual date like at a coffee shop or at a simple restaurant? Or is it in a fancy restaurant or at the Opera? Hehehe
In any case, dress accordingly.
And no, you don’t need to go for sexy, revealing clothes, unless, of course, that is your style. Otherwise, as I said, pick an outfit that resonates you. After all, this is also a good way to introduce yourself to the person you are going to meet.
And no, loungewear is not a possibility. Even knowing that if you read my post on loungewear your options will be fab, even if loungewear is your favorite thing to be in, especially in the comfy category, even if loungewear represents you that much.
This is a time to look for an outfit in another section of your wardrobe. Okay?
It is also a good idea to wear something cool with natural fabrics and breathable if the weather is hot or think about layering if the weather is cold instead of wearing something warm that you can’t remove. A coat, a jacket or a cardigan, a piece that you can take off easily if by any chance hot flushes arrive unannounced. And you know that is exactly what usually happens.
And speaking of hot flushes, if they do show up, there is no need to feel embarrassed about it. It is something that is part of life and the phase you are currently in. Embrace it. So, no need to panic. You can own your hot flush moment and approach naturally or even with a sense of humor.
Or if for you it is not comfortable at all to deal with it with openness at this level and especially with someone you just met, then excuse yourself and go to the restroom and wait till it goes away. And you know it does go away. Eventually. You can take this opportunity and freshen you up a bit after you cool down. No biggie.
Or if yours are that type that shows up all the time or lasts way too long, order some cool beverage to sip and cool down. Or even consider to add to your accessories repertoire a stylish fan. Take with you all the time and use whenever you feel you need to.
If by any chance you are dealing with urinary incontinence you can wear a proper pad for it. No problem. And bet on a flowy dress or a flowy skirt so you don’t need to worry about it.
Below I picked some looks to go on a casual Spring Summer date so you can have an idea of what to wear on your first date. Simple, easy breezy looks because you don’t have to complicate to look fab.
By the way, you don’t need to buy anything new for that matter. You can shop your own closet for the look. After all, your closet should be well equipped with clothes and accessories that you looooove, feel yourself, comfy and the whole she-bangs, right?
Anyways, here are the looks:







Dresses are a great option. If you are a dress kind of woman. You can pick a feel good dress, with a hem that is comfortable for you. Around the knee (just above or just below) tends to be a good, safe bet for most women.
A shirt dress, a sweater dress, a wrap dress, a flowy dress or an A-line dress are all great options. You can always dress up or down accordingly.
You can pick one with a solid color, neutral or colorful or a printed one. It is up to you and your style.
Accessorize as you feel up to. Pick your shoes and a perfect clutch or bag and you are ready to go.
And if you want to give a more winter vibe to them you can add thick stockings and boots and a cardigan and/or a coat with yours.
Jumpsuits are also an option but not very practical to go the bathroom. If you are going way too much to the bathroom these days, it might be a good idea to consider something else like a dress or the combo pants/skirts and shirts/blouses.
And if your go-to-outfit is sleeveless you can always add a layer to it like a cropped jacket, a jacket or a cardigan. If you want to.

Or not.

A simple duo like jeans and a shirt with boots will do it. Especially but not only if the shirt or coat or jacket has something out of the ordinary. It can even be a bedazzled or shiny fabric. Or an out of ordinary pants, like a cropped one.
But still, if they are pretty basic you can always add up some bazinga with accessories like necklaces, cuffs, bracelets, rings…




Or not. It is up to you and your style.






Of course that you can pick a pants that looks good on you like a straight or bootcut instead of a slim one. Actually, you should do that.
BTW: you don’t need to wear high heel shoes. You can wear flats (sandals or ballerina). But with a dressier vibe. Forget about flip flops, crocs and other way too casual shoes. Give your casual a slightly upgrade.
Of course that if you want to wear heels you can. It is up to you and how comfortable you are on them. You just should pick a heeled shoes with a heel as high as you can walk gracefully on them.
And speaking of heels… lately there are plenty of heeled shoes with a thick and not so high heel that are way easier to deal with. And they look pretty good. And even stylish.
And yes, if you are gonna reveal your feet make sure it is presentable. You don’t need to wear nail polish but your feet and nails have to be well-taken-care-of. They should be in a good shape. If they are not, consider shoes that are not that revealing like boots, ballerina flats or pumps.
Pick a nice lingerie set (panties and bra) that looks gorgeous and so you. A set that makes you feel confident, attractive and comfortable even if you have no intention to show him what you are wearing under on that first date. A set that is the right one for the outfit you pick to wear. Because it is pointless to wear a bandeau top if a strapless bra makes you feel insecure and uncomfortable. Remember: you should wear something that makes you feel comfortable, something that has your back.
Makeup and hair are also part of the look. Make sure your hair looks good, healthy looking. If you are having one of those bad hair days you can always wear it in a bun.
Makeup doesn’t need to be professional. It can even be a basic no makeup makeup look. But consider at least a good foundation or primer (or both) with a long-lasting effect, some lipstick, healthy glowing blush and mascara. And lots of moisturizer. Because hydrated skin is key to look amazing, regardless.
Don’t forget to carry blush and lipstick to reapply. And a good idea is to carry those absorbing, blotting papers to keep the oil and sweat away-ish.
And yes, you can set a whole look for a first date and repeat it exactly for any first date that will come ahead, if the dress code is the same, obviously. There is no problem in repeating looks. You know that, right?
Or you can pick the outfit and accessorize differently on the other first dates that will come. The idea here is to set a look or the outfit with the accessories alternatives for your first dates in advance. And yes, you can do it. And for different occasions and seasons. So, when your first date comes (and it will come), this is gonna be a no-brainer, already set look. One thing less to worry about when you get yourself a date.
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