I have not had a date in a little while, and the last one was extremely casual. We just met to go see a movie and then take a walk by the river. I wore a t-shirt, shorts, and sandals. I’ve never been on a “dress-up” date unless the prom counts. One more reason on the long list of why I miss my roommates is that they picked out my outfits on the rare occasions I went out.
I generally would wear my best pair of jeans (as my friend Georgie put it, “You might be a redneck if your idea of dressing up is black jeans.”) or a well-fitting pair of non-jean pants. Blouse or t-shirt, depending on mood. Appropriate shoes, which just means not those ratty ones I find so comfortable. If it’s absolutely too hot to tolerate jeans, I determine the advisability of shorts or a skirt. I don’t have special date undergarments, though, having always subscribed to the method of wearing whatever is clean. I’ve had friends who always claimed to wear their “lucky undies” or some such thing for dates.
I consult with the asker (I’m a wuss; I haven’t asked anyone out since 1996) if a different type of garb is necessary. I don’t want to be inappropriate, after all.
So, Dopers, when going out with that right person or that right-now person, what do you like to wear?
I actually like to dress up. I guess this is kind of intimidating to some people, and just for the heck of it I went on a date dressed casually. Personally I don’t think my attire had any determining factor in the end result.
In short, I dress up nice, not because I’m trying to make a good impression, but rather because I like dressing up nice. On one date, she dressed up just as nice as well, which I really appreciated. Sadly, she didn’t answer my messages later
It is up to you. I like going out with people who dress up nice, personally.
What? Okay seriously? It would depend on what I was doing with this hypothetical date. Usually my normal attire is fine for a casual date, a nice but uncollared long sleeve shirts and not-jeans for pants. I also have some collared [del]greens[/del] shirts and nicer khakis. So, fun movie + not fancy restaurant would be my normal attire, and formal affair would be more formal attire.
For a first or second date, I usually dress the way I would for work, which is nice but not super fancy: skirt and a sweater, something like that. (Yes, I wear skirts to work, by choice.) For additional dates with the same person, but we’re not necessarily An Item yet, I’d probably wear jeans with a nice sweater. I also wear something like this when I’m doing dinner and a movie with my (male) best friend, even though we’re not dating.
Depends on the anticipated activities…for casual dinner/movie standard issue date - jeans and a cute blouse and shoes would depend on the height of datee.
If I think there’s any chance of hot monkey sex later on, extra care with sexy little underthings, shaving appropriate parts and a fresh coat of toenail polish.
Oh, I’m female BTW.
I haven’t been on a date in 20 years but if I tragically find myself available again… assuming a dinner/movie situation I would likely wear a shirt, tie, and khaki’s.
Why? Because I look damn good that way. And that’s part of the point of dating, isn’t it?
The only question is whether I would wear my sneakers or dress shoes - that would depend upon the lady in question.
Generally the first time a guy asks me out it’s for coffee or “drinks” so I try to walk the line between sexy and casual. Usually I wear the standard yuppie chick outfit which is
Sexy form-fitting blazer (my favourite one these days is a dark wine velvet from Express)
Simple but tight white tshirt (I have a semi-transparent one from GAP that I like to pair with a black bra…hee!)
Very darkstone, tight jeans
stompy black boots
cute purse
Then I tend to bring up the quirky factor with accessories (for me, mostly Indian jewellry and I might even tack on a bindi).
I find that guys have responded well to this outfit in the past. I must say that my personal aesthetic has changed, though. These days I prefer my clothes to have very simple and clean lines and be form-fitting whereas before I was into the shirrs and rouching and ruffles and whatnot. Most of the fashion factor I try to bring up through the accessories.
I would go for sexy-cute. I’d wear a low-cut blouse or sweater–not skanky low-cut but damn-thats-hot low-cut, a flirty skirt and heels/wedges that were higher than 3". While the outfit I described sounds fussy, it’s actually be quite simple.
Do dates with my husband count?
We meet up every so often for dinner and a movie, I like to dress up for him.
For me, this means makeup, jeans, heels (well, high-heeled boots), a top (something strappy with cleavage) and a nice sweater and jacket for warmth.
Jeans (your good jeans, the ones that make you look tall and slim, not the ones you wear around the house with rips in the knees), heeled boots and a top will take you almost anywhere, especially if you layer something sparkly under a nice V-neck sweater and a velvet blazer.
A girl in smart jeans and a nice top will feel at home anywhere from a smart restaurant or trendy bar to McDonald’s and the movies.
a green or black button down (black because I like it, green to make my eyes jump out),
jeans if I can wear them and slacks if I can’t (untuck shirt if in jeans),
birks if jeans, decent shoes if slacks.
It’s been my standard for a year I think, I don’t gussy up if I can help it. If it’s cold I’ll throw a sweater in there somewhere.
Tip: If wearing jeans, try to mention this somewhere in the pre-date conversations. Whatever points you lose in clothes you make up for in courtesy, no one likes being overdressed.
I hate jeans, but they are pretty common, so I’ll wear those. I just couldn’t wear sweatpants, no matter how flattering or trendy they are. I’ll always wear a dressy shirt because that’s what is more noticeable anyway. A cute skirt is nice, too.
Depends on where we go, also. Beach is different than club, bar is different than a movie.
I haven’t been on a date in years. My first date with Mr. Wanna, I wore a sundress & sandals.
If I was on the market now, I think it would depend on what kind of date - where we were going, what we were doing, etc. I’d dress up (dress & heels) for a nice restaurant (even though that’s strictly optional in Portland), or to go dancing at a nice club, but to go to a tavern & listen to the blues & drink beer, or for a daytime activity, I’d be comfortable in jeans (blue, black, tan) and a sweater or blouse, with weather-appropriate comfy shoes (Merrell mocs or sandals, most likely).
It all depends on where you’re going. For dinner and a movie, dark washed jeans with a straight leg or slight boot cut, cute top (this sweater, matching shoes and accessories of your choice. I’d probably wear it with either a sexy little boot or some kind of sandal or even a little sequined mule . And then add some funky jewellry. I’m into the boho look, which may not be your style, but you get the idea. You can look cute and sexy without looking overtly sexual – that’s the look I’d go for.
Usually a denim skirt (blue or black), a nice sweater (one without any holes, of course) which is usually black if I’m wearing a blue skirt and another color (usually gray–I rock the monochrome) if I’m wearing a black one, knee-high stripey socks, clean black sneakers, and a bare amount of makeup. No jewelry, I don’t care for it. If things progress, the skirt gets traded out for corduroys or jeans. If it’s summer, I might wear a short, form-fitting tee shirt with some kind of design, and a hoodie over it (same “color rules” as for sweaters).
Most of the people I go out with are similar in their level of casualness. If a guy showed up on a date in a collared shirt and wingtips, that would be a bad sign for me.
