What Would You Suggest Someone Wears on a First Date?

Updated on February 25, 2012
R.D. asks from Richmond, VA
23 answers

One of my girl friends is going on a somewhat blind date... she knew this guy way back in the day, and he bumped into her mom, and mom kind of set up this meeting... so while they already know each other, this is their first bona fide real date together. They haven't seen each other in about 10 years.

Well, the mom isn't usually the intrusive type, but she keeps pushing my friend to wear something 'sexy', and said that 'the only way you can get a guy interested is to really look good and make an impression on the first date'...

I kind of agree, but that's so not my friend ;) She's more of the jeans and a cute top kind of girl (much like I am, only I have nothing against a pair of sexy heels!)

She's an adult. I told her to do what she's comfortable with, but I also kind of see her wanting to please her mom, since she set this up.

I say, BE YOURSELF! Be who you are, and then you're not giving a false impression.

I know most of us on here are married or in serious relationships, but if you were to go on a first date, what would you wear? Be yourself, or be extra fancy to strike HIS fancy?

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C.O.

answers from Washington DC on

No, not something sexy - not if she wants to have a relationship! If she wants a friends with benefits - then yeah - sexy. NO, any man worth his weight would be able to look past the outfit to see her. If he can't see her beauty from the inside - he's not the man for her.

I would wear a nice skirt and blouse/sweater - boots? If that's not her style - she MUST be comfortable. She doesn't want to be squirming in her seat, fussing with her top - so she needs something that she likes. So she a jeans girl - then a nice pair of jeans with boots and a cute top!

You are sooo right!! SHE MUST BE HERSELF!!

10 moms found this helpful
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K.R.

answers from Dallas on

My rule of thumb- only showcase one thing :P . Wear a short skirt with a very NON-revealing top, nice jeans with a sexy blouse, a short, tight dress with a cover-up shawl . That way you can look dressed up and very attractive, it also leaves room for her to pick what she feels best "showing off" . Also because she isn't revealing everything to the world she doesn't have to feel like she is over exposing herself.

It also depends on where they are going.

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B.

answers from Augusta on

BE HER SELF.
If you go extra fancy he will expect that , for like ever. That's like wearing that fancy thong for the first time you have sex then you get married and he sees your underwear drawer and it's mostly comfy normal Hanes 100% cotton no frills.

She needs to be herself or she's presenting him with a lie.

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M.L.

answers from Colorado Springs on

The way to make a good first impression is to put on an outfit that makes you look as if you *care* about your appearance without being obsessed with it... one that makes you look put together... one that fits... one that makes the fellow look at YOU, not at your outfit. That's impressive enough.

Hopefully, what Mama just means is, "Get out of the jeans and the top and put on a dress!" But some jeans outfits look very nice.

6 moms found this helpful

C.P.

answers from Columbia on

She should dress as HERSELF.

On my first date with my fiancee, I wore jeans and a nice top.

I personally think that dressing too sexy on a first date sends the wrong message. She wants a man to be attracted to her from the inside out, not vice a versa. Dressing up sexy on a first date when that isn't her personality says "I have nothing to offer except my body....don't dig too deep into my mind because I'm insecure."

Just my humble opinion.

5 moms found this helpful

J.S.

answers from Chicago on

I agree that she should be herself. She can wear nice jeans, cute top and nice shoes. No gym shoes - even if they are only meeting for coffee. Cute boots, low-heeled loafers or high heels works with the jeans. Just make sure the jeans are the appropriate length for the shoe.

Hope she has fun!

5 moms found this helpful

Y.C.

answers from Orlando on

I agree, she needs to wear what she feels more comfortable with.
It also depends where the date will be.
If the date is in a friendly bar (not a high end restaurant), she can look amazing with a good fitted jeans, a nice top, no so tall shoes and glamorous hair (with a hair band on your bag just in case).

I think if the guy likes her he is just going to be so trill to see her no matter what.

Ohhhh first dates!

=*)

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J.P.

answers from Los Angeles on

It depends on WHERE they are going. I've had first dates that we went to dinner and the theatre for a performance, so obviously, I dressed to the nines....but my style.

My first date with my tight husband (LOL), I wore jeans, sneakers, and a cotton v-neck t-shirt. I was comfortable. He took me to get sandwiches and we sat in a canyon, at a picnic table. I was so nervous....and had I been wearing anything that was not me, I would have been even worse. THAT being said, my t-shirt was not super revealing, but I did make sure my décolletage was somewhat apparent. It turns out, he likes women with boobs and a butt....and well, that shirt and those jeans seemed to be the right outfit.

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✩.!.

answers from Denver on

I say be herself and be comforatble.

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A.R.

answers from Houston on

As most of us have discovered true sexiness is an attitude. You can have it all hanging out but that's somehow never quite as sexy as the confident, well heeled, well dressed woman. She should dress as herself but in a dressier form. If she's a jeans and nice shirt gal, then she just needs to wear her nicest version of it. Footwear...shrug...honestly what man is going to really notice. She shouldn’t wear Crocs or tennis shoes or something absurd. Otherwise, just be comfortable and yourself. I figure if you don't like me as me, then the conversation is over before it began. Good luck to your friend and hopefully they have a grand time.

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K.G.

answers from Fort Wayne on

do jeans and a cute top and a HOT pair of heels (boots or shoes). Thats what I wore on my dates it forces you to stand up straight and walk tall. plus it always made me feel sexy. trust me the guy will notice the shoes and the way she walks. tell her good luck.

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C.J.

answers from Dallas on

I would be myself, but the dressy side of myself. You know we all forget how to get dolled up sometimes and I think it is important to remember that being your "running to the store to pick up groceries" self may not be the best - LOL, so I would be myself, but the BEST SIDE of myself.
Sport some heels or tall boots over her jeans. A cute shirt and maybe a funky belted vest. She'll be comfortable and rock it:)

3 moms found this helpful

J.P.

answers from Lakeland on

I say be yourself. Why would she want him to be attracted so someone she is not? Where are they meeting? That too would contribute to what she is wearing. It also sounds like her mom wants her to settle down right away, lol.

There is also a fine line between looking sexy and looking slutty, if she has not seen or talked to him in ten years then who knows what his opinion would be. I say dress comfortable, if she is comfortable and is being herself then she will have confidence and be naturally sexy. I think most men would prefer that.

3 moms found this helpful

T.F.

answers from Dallas on

I agree that she needs to be herself. If she is comfortable in her own skin that sexyness will show through.

I see nothing wrong with nice jeans, great top and great shoes. She needs to wear something that she is comfortable in but also suited for the occasion.

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J.S.

answers from Tampa on

wear what makes you feel comfortable, and looks good, because when you FEEL comfortable, you can relax and act like yourself. Blind dates are enough to make you nervous anyway, but if you were in clothes that were uncomfortable, then it would be very difficult to open up and feel free to be your normal outgoing self, if in fact you are outgoing anyway. Also, you smile and have fun more if you feel comfortable. (at least I do) I DO think she should try to look good, because that does wonders for the self esteem, and also the way you look effects the way you feel, etc. Just tell her to be herself, be comfortable, and have fun. If this guy is someone who is going to fall for her, he is gonna do it no matter WHAT she wears. My hubby thinks I am sexiest in a pair of jean shorts, a tank top, and my baseball cap with the end of my ponytail sticking out the back of the cap. LOL! Never know what a guy will like! :)

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V.W.

answers from Jacksonville on

She should wear what makes her feel good about herself. Maybe not her "comfortable" clothes, but don't go outside of "her" either. I have some clothes that, when I put them on, I feel SOOO much prettier or sexy.. vs. other clothes that are comfy to wear and look ok and I know I look ok, but don't especially make me feel any different than anything else.
Kinda like when people dress up a notch for work. Your work ethic does kick up a notch because of it in most cases. Same idea. Kick up a notch her "Normal" clothes into something that makes her feel a little more Umph! and feel really good and confident. And yeah.. if it makes her feel sexy... it doesn't have to LOOK like a sexy outfit. If it makes her FEEL that way, then it will show in her attitude. :)

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H.G.

answers from Dallas on

How exciting!! Im a less is more gal. Im not sure of the weather there but to me, a great pair of dark colored jeans, a fierce pair of heels and a fabulous necklace or dangly earrings are fool proof! A fitted sweater or even a sparkle black tank ( weather permitting) is a good way to go. You've gotcto be comfy so your not fussing with your skirt all evening! A must imo, make sure those nails are painted and if your not a polish girl, at least make sure they are clean! I always look at peoples hands and its a biggie over here :)

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J.B.

answers from Boston on

Well it would depend on where we were going of course. Assuming that it wasn't to the kind of place that has a dress code, then I would wear whatever makes me feel like I look my best. I went to a party last week at a neighbor's house that said "cocktail attire required" on the invite so I wore a flattering black top that I feel great in, a fun bib necklace, a gray pencil skirt with matching tights and tall black boots. I looked and felt great in that!

If she looks good in jeans and that's really her style, she should wear nice jeans and dress them up with date night shoes or boots and a top that's dressier than a tee shirt, some jewelry, etc. It's important to put you best foot forward on a first date, but she should also be true to herself and not try to be someone she isn't.

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D.S.

answers from Norfolk on

Hi, R.:

The mom being a matchmaker is a problem.
The reason is: the girl hasn't learned to be separate from
her mom. That's the real issue.
She's going to do what her mom wants her to do, so telling her
something different from her mom may cause her some anxiety.
If she doesn't want to dress up for the guy, then she doesn't have
any real interest in the fella.
That's just my understanding from the limited
knowledge addressed in this post.
I wish all the luck and success.
D.

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A.M.

answers from Kansas City on

Be herself. Yet at the same time dress for the atmosphere!

On my first date with hubs I wore jeans, a black v-neck silk shirt(I do like to let the girls do a little talking) and heeled boots...that's what I was comfortable with. We were only playing pool at a bar. So I was dressed for the atmosphere. It's exactly what I would have worn to the bar if I had not been on a date.

I didn't want to give him the impression I was anything other than me. Of course now I look at shirts I have just like it and think...can't I just wear a t-shirt? But when he takes me out on a "date"...I still wear jeans, v-neck and some sort of heel. Almost 10 years since that first date...and I'm still me!

Lucky for me that is the type of girl he was looking for!

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☼.S.

answers from Los Angeles on

Classy sexy is the route I would go. For me personally, that means a great pair of form-fitting dressier dark denim jeans (my favs are 7 For All Mankind), some cute open toe high heels (painted toe nails, of course), and a form-fitting nice top or blouse (probably something that I can tuck in to accentuate my waist. I personally don't have much cleavage, so that's not something that I flaunt, anyway.

That would be my choice! For me.

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M.B.

answers from Springfield on

Wear the pantsor skirt that make you feel best about yourself (the ones that let you say DARN! I look fabulous!), an open neck shirt, have jewlry that complments the best features, NICE sassy shoes (sparkle flats, high heels whatever adds to her attitude) then do super great hair and make-up.
If they already know each other he just needs to be reminded about what makes her who she is. Sexy is all about attitude not dressing with less.
Hope she has a great time!

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R.M.

answers from Cumberland on

If he's interested even jeans and a sweatshirt won't matter-I'd wear something conservative that says back off.

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