Please feel free to elaborate.
Such as...What kind of dress? Which kinds of tops? What kind of shoes are best to fit your choice? etc.
- Jeans and nice shirt/blouseVote A
- DressVote B
- Skirt and nice topVote C
- Not jeans pants and nice topVote D
- Jeans and a T-shirtVote E
Most Helpful Guy
I didn't vote, because I have no idea what you're like.
Wear what I would wear on a date; whatever I feel like wearing. If I show up to a wedding wearing a tailored tuxedo or to a business meeting wearing a $2,000 suit, I look great, and the moment requires you to be fake and look a certain way. Now, if I wear those on a date, technically, I still look "good" in a textbook definition kind of way, but realistically, I look totally ridiculous.
The reason you're dating is to find someone you like. Not someone who's pretending to be someone you like, not someone who's trying to be someone you like, but someone who actually is someone you like.
If you're a blue person, maybe you like red people. There's no point in a green person trying to act or look like a red person because they like blue people and know you like red people. That may work temporarily in the short-run, but one of two things will have to eventually happen:
1. The green person will actually discover they really are a red person, or;
2. You will discover who you thought was a red person, is actually a green person
I think the point I'm trying to make is that you have an identity. Maybe you're a rocker, maybe you're a loner, maybe you're a sophisticated philosopher type, a cultured and refined type, a shy type, or a "fun & flirty" type. Whatever you are, you have a certain identity for yourself.
How awkward would it be to go on a date with a lawyer who is cultured and educated, refined, preppy and well-spoken, and him to look like marilyn manson smoking weed? Or how awkward would it be to go on a date with a hardcore goth/rocker type who is dressed all preppy, was a walking stick in one hand and sipping a martini or wine with the other? The person's actual identity and the way they present themselves clash. But more importantly, unless that person is an actor playing a comical part in a movie; they will be uncomfortable playing a role other than their own self.
If you feel like wearing jeans & a t-shirt; go for it. If you feel like wearing dress pants & a nice top, do it. Skirt? Sure! High heels, short belly shirt, low-cut tight jeans, neon thong underwear, push-up bra & make-up? If that's who you are, then why not?
What are you afraid of? That you won't look good? That you won't be sexy? That he wouldn't like you because of how you dress or look? Okay? So what? Next! Wouldn't it be funny if you dress & aim to look a certain way, and a guy who would love the way you REALLY are doesn't get to see that and never has the chance to get to like you and feel attracted to you for who you really are?
You're only cheating yourself when you try and be anyone else but yourself. I know it sounds cliche', but it's the truth. All of those things can look good and be sexy, even the last look; for as long as it's you.
Other than that, it doesn't matter what you're wearing or how you look like; seriously.5