12 Things You Shouldn’t Wear On A First Date
  • Posted Dec 6, 2012
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Ok, ladies. We all know that we aren’t really dressing for men. If that were the case, we’d all just walk around in our lingerie all day- or less. There is a reason why we prefer shopping with our friends and we aren’t instagramming our outfits so men can admire our quirky new necklace, or our Tony Burch flats. But there are a few occasions where we do dress for men and a first date is one of those occasions. First impressions count the most on a first date, so there are a few items of clothing you might want to consider leaving in your closet.

One. Jumpsuit/Romper

Men like curves, and there is nothing sexy about a onesie. While every fashionista likely has at least one of these hanging in her closet, it’s probably best to give it the night off on a first date.

Two. Ugg Boots

The always-faithful sheepskin staple, will never go out of style in the minds of a college girl, but for some reason men just can not jump on the Ugg-bandwagon.

Three. Flannel-anything.

Flannel may be in this season, but it’s never in on a first date. Unless you want your date to associate you with country music, please leave the plaid at home.

Four. Fake Eyelashes.

Deception can be a beautiful thing. Most men won’t notice that your perfect eyelashes are not really your own. But keep in mind that if the date goes well, you will have to keep the ruse up. Which means permanent eye lash extensions until your relationship runs its course.

Five. Shoulder Pads.

Most of us were in diapers when shoulder pads were in. So feeling left out, bulked up blazers have made some what of a come back in the fashion scene. But men don’t really like the bulky, boxy shapes that come with the eighties look.

Six. Granny-Chic/Taylor-Chic

We all know Taylor Swift can’t keep a boyfriend. Maybe her wardrobe is part of the reason.

Seven. Flip Flops.

Think heels, ladies. Unless your date is at the beach, we are not dressing for comfort, but for optimal admiration.

Eight. Hats…of any kind.

Just say no. No to fedoras. No to bowlers. No to berets. Even if you are going to a ball game, baseball caps are questionable for a first date.

Nine. High-waisted Pants & Shorts.

With the exception of mom-jeans, high-waisted means high-fashion. But unfortunately, most men hate the high-waisted look. Keep your waist line neutral on a first date.

Ten. Boyfriend Jeans & Wide Legged Trousers.

Again, men LIKE curves. Don’t hide behind baggy clothes that are unflattering. Think skinny jeans or hip clinging boot cut bottoms.

Eleven. Cleavage in Disarray.

Of course men always like a little sneak peek, but the key is proportion. One button, not two and a V-neck should never go lower than the bottom of your bra. Your bra should NOT be holding your boobs up to your chin or cutting off your circulation.

Twelve. Chunky Jewelry.

Men are very simple creatures. They don’t like big, loud jewelry adorned on your ears and wrists. But one simple chain with a pendant dangling strategically on your chest is pleasing to a man’s eye.


Now don’t completely mask your inner-fashionista.  Tone down your extremities, and just go for the wow factor. You don’t want to turn him off by wearing the wrong thing or he might not ever get to know how fabulous you really are.  A little black dress with your favorite pair of f***-me heels or your go-to skinny jeans, blazer and boots will do the trick. Save the vintage threads for your second date.

Women : What is your go-to first date outfit?

Men: What is your least favorite fashion statement?


8 Responses to “12 Things You Shouldn’t Wear On A First Date”

  1. JennWYP says:

    All personalities and perspectives are welcome on the blog, while personal attacks and name calling are not. It’s inevitable that there will be disagreements but let’s handle it as mature adults with class to keep the dialog constructive and respectful. Please refer to the “Blog Etiquette” http://blog.whatsyourprice.com/blog-etiquette/ for more details. Now comment away and let’s enjoy the blog!!

  2. Cynthia says:

    Be Here Now <3
    I say, be here, be you all the way..
    Be true to your hesrt, soul and personality.
    Dont miss a best.
    Be in your own skin and Bluss.
    Think about what makes you Happy. <3
    if it is meant to be, it will be. <3

  3. Marie says:

    How about we just wear what we’re comfortable in and be happy? And if the date doesn’t like it, he can stuff it. We dress for us. If we dressed for men, we’d wear lingerie(or less!) when we went anywhere. It isn’t just about them, whether you meet on this site or elsewhere. You should be comfortable or appropriate to the location. Simple as that.

  4. Marie2 says:

    I have a theory that women generally dress for women if they have grown up with sisters–it’s a tribal thing. (I have designed fashion so am a bit of an anthropologist). I was an only girl and not tribal, always had a great figure and face and could style anything so tended to take the leap, be colorful when I wanted, downplay it when I should have, but with, as i matured into a model but not a supermodel, the elegance of a supermodel. It is just, as my mother always said “do your best and forget about how you look”.

    Personally I have learned to dress for success in the daytime in all situations–always lipstick, a jacket, maybe a hip, colorful scarf tied in an unexpected way, good jewelry or none, never junk stuff whatever the magazines try to sell us–I’ve been to Rome and seen the beautiful dressers there of both sexes–forget faux jewelry!. I have sold, given away, or have had stolen my good stuff so I am now a minimalist.

    The clavicle of the neck is a beautiful thing, as are shoulders, legs, hands, decolletage–but all at once is so–American? Sorry to say. Low class. No mystery. The best compliment I ever got on my once-small breasts was “they are perfect: you could fit them in a champagne glass”. Now I am a 36 B to C and it’s not nearly as sexy–just standard.

    Aldous Huxley wrote an essay on the changing standards of beauty–The Boobster Thing is also truly an American Hollywood phenomena that has caught on like wldfire. What is it about? I wonder. Perhaps that we are a teenage society–undernurtured by fissures of divorce, childhood traumas, etc., and, increasingly, we get dumb and dumber, further from nature, from the limbic brain.

    Still, I like to dress for a man. I do so without exposing myself, without hairflipping, overt flirting, making myself look trashy (impossible anyway) etc. I just know what a man likes, and a man likes a real woman. lingerie, yes of course. A man taught me that. I remember. I like it too. A fun man will buy it with you and enjoy it with you. Plus, I enjoy it myself. I also enjoy not wearing any, which men enjoy as well. So I suppose I dress to look professional and slightly steamy, educated implicit, and am often called “elegant” by both men and women.

    I wear good shoes even if I am wearing jeans–so that I represent my “brand” well. Like a trustworthy narrator/character.

    Funny, I recall hiring a woman for management once based on the fact that she had a precise lipliner and good signature–attention to detail says so much. That’s what I do now–a lipstick that doesn’t stay on other people in red, a conceler under one eye, mascara only on the outside tips of my upper lashes! My personal economy has changed my view of makeup and skincare–I use the basics my grandmother might have used. And I probably won’t change. A lover offered me recently to pay for my upper eyelids, but it is not at the top of my list anymore–keeping up my real estate is. Granted I could look twenty years younger instead of ten–but I am okay with myself,have earned every smile line I have when my eyes smile.

    My fourteen year old daughter says she likes the lipstick and my bright contact lenses only, and agrees less makeup on me is better. In fact, she is so secure with herself she does not secretly pile on makeup like I did in my teens–no interest! Good for her. Confidence is what is most attractive, to men and to women, however it is packaged.

  5. Magno says:

    I personally prefer a woman that is dressed down for a first, casual date, wearing little or no cosmetics, and sans jewelry. I like to know what a woman looks like on an average day as she runs errands here and there. Then, if there is interest for a second date, she can dress up a bit for a night out on the town…perhaps to the Opera, or Ballet.

    So, I would say the above article doesn’t hold much water for me….at least not for a first date. I really don’t need to see ‘curves’. She’s a woman, I know she has them. Ladies should dress in what brings out a comfort level in them, so they can relax and present themselves in their best light.

    When in doubt, for a first date, go for the subtle look. If I notice penciled eyebrows, eyelash extensions, lipstick, or gaudy bracelets, then the look is definitely too much, and I think the woman is trying too hard to be noticed.

    That’s a major turnoff for me.

  6. Marie says:

    I can’t get with males telling us what we should and should not wear. I can’t get with anyone telling absolutely anyone this. It’s our bodies and our money that clothe them, so do it your way.

    As I said before, if they can’t accept you, they aren’t meant to be with you.

    I don’t see what’s so difficult about that.

  7. Man says:

    I am not serious if I should laugh or cry about this text.

    No hats. Congratulation, you are invited to Ascot and go without a had as woman. The best way to kick yourself out of every society.

    And the text shows that the writer is full of prejudices about men.

    Will we see curves. Yes and no. We like it but it is not necessary.

    Please woman dress in the right way for the location.
    Men are interested in you. The dress should be stylish. Not overdressed and not underdressed.

    And which man takes a woman to a sports games at the first date. That is a no go.

  8. Wander says:

    Ya know, we (men) really don’t care what you wear. At all. Go ahead and wear your hat if you love that look. Wear that pantsuit or “onesie” (lord, only a gal or a gay man can say that word) if you feel great it in. We do tend to like if you look appropriate for the venue we are in, but we’ll always forgive you if you take your own fashion path and look awesome while doing it!

    We simply want you to look great and be comfortable doing so. How you actually accomplish looking great is totally up to you. Yes, there are times when we will recall how stunning you were in that yellow dress…, it DOES occasionally happen where some look you pulled off just blew our minds and we remember the details. But mostly we just see YOU: Your face, your eyes, your curves, your hair.

    So forget all these generic rules and just look great in a way you love. If you are comfortable and feel sexy and beautiful wearing what you are wearing we will see that vibe you give off. It is unmistakable and tremendously attractive.

    And by the way… I thank all you ladies for the effort you put in to look so damn lovely! I recall once (well several times) silently saying to myself “thank you” to some anonymous women across the restaurant just because she looked so stunning! She unknowingly put a smile to my face. I know you often dress for other women… but we do still get to appreciate your efforts. (:>

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