First date outfits

[lucy_in_disguise]

Please discuss what you would wear/ would like to see your date wear to a first OLD date. Be as specific as possible! (Shoes, accentuated body parts, makeup, accessories, etc.)

 

Time: Saturday afternoon

Setting: casual restaurant

Climate: cold

Transportation: public

 

I am a casual gal (frequently bordering... Or past the border of) sloppy, so if this was just lunch with friends, I'd be wearing: jeans, a casual sweater, salt-streaked boots, "natural" (wavy) hair, no makeup, no accessories, glasses.

 

I want to try a little harder to make a good first impression, but on the other hand, don't want to look like I tried TOO hard... Ya know?

 

This is my first first date from OLD! Thanks!

[yellowmaverick]

You didn't mention your age, but I would say that you can't go wrong with:

 

• A casual/fun dress (NOT a cocktail type dress)
  
• Bring a sweater that goes with the dress in case you need it
  
• cute, hip shoes - heels, but not too dressy
  
• Hair natural/wavy
  
• Light makeup - mascara, lip-gloss, bronzer (to make you glow)
  
• Hoop/dangly earrings and maybe a simple bangle
  

Based on your description of yourself, I think the look you are trying to go for is "boho chic" - cute, flirty, and fun.

 

Good luck.

[acrosstheuniverse]

For an afternoon lunch date in a casual restaurant I'd probably be wearing...

 

Blue or black denim skinny jeans, with knee high flat boots. Some kind of nice top, I have a really nice striped floaty top that skims over the tops of my jeans (ideal with skinnies) which is cut out at the back, it doesn't show much cleavage (I don't like being revealing on a first date). As for accessories well it really depends, doesn't it? I always wear earrings, a bracelet and a ring, usually a necklace, whatever works with the outfit. You don't have to spend lots on jewellery to get niece pieces, most of the stuff I get the most compliments on its 'costume jewellery' i.e. stuff that costs about £3 from the supermarket or something!

 

I wear makeup every day too... I think a universal look that works on women is black flicky cat eyes. Pencil your lower inner lid, and then swipe a line of black liquid eyeliner across your top lashes, flicking up at the outer corner of your eye. Lashing of mascara, and some pink blusher. Lips are optional, red lips work well with those eyes if you're not wearing too much blush but I don't wear lip products very often because I find they get in the way of eating, drinking, kissing and so forth

 

Basically you want to look really nice, but not overly dressy. I wouldn't wear a dress unless it was quite a casual one with tights or leggings and flat boots. I'd wear either a black fake leather biker jacket or a really nice kinda suit jacket I own, which is really fitted and looks great with absolutely everything.

 

Any help?

[d0nnivain]

Hair down

 

 

Light make up with kissable not over done lip gloss

 

 

Cashmere sweater or something soft / touchable

 

 

well fitting jeans or black trousers if it was a high end place

 

 

heeled boots unless there was snow in which case Uggs

 

 

Light perfume & dangly earrings would complete the outfit

 

 

In a cold winter climate I would not wear a dress to a Saturday afternoon 1st OLD date. I might have on a skirt for an after work meet or a warm weather meet.

[carhill]

I'd be wearing: jeans, a casual sweater, salt-streaked boots, "natural" (wavy) hair, no makeup, no accessories, glasses.

 

Add a little makeup (nothing elaborate), a little heel to the boot, one or two simple accessories and you're date-ready for a guy like myself. Add a little 'push-up' under the sweater for 'bonus'.

[lucy_in_disguise]

Thanks everyone.

 

I feel like a dress would not be appropriate given the weather.

 

I am probably going to go with black skinny jeans and either a silky blouse (too dressy?) or soft sweater.

 

I'll wear some subtle makeup and earrings.

 

Not sure what to do about shoes. All my boots are totally wrecked from this winter. Should I go shopping or just roll with it?

[Tayken]

Thanks everyone.

 

I feel like a dress would not be appropriate given the weather.

 

I am probably going to go with black skinny jeans and either a silky blouse (too dressy?) or soft sweater.

 

I'll wear some subtle makeup and earrings.

 

Not sure what to do about shoes. All my boots are totally wrecked from this winter. Should I go shopping or just roll with it?

 

- True about the dress considering the weather

 

- Please no jeans, especially skinny. Find some nice trousers or skirts with tights/leggings..sexy as hell

 

- That is lovely, and I personal love earrings, the more dangling the better. Hmmm...yummy, I digress

- Get new riders boot, those are hot right now and sexy...I love those on women

 

I personally hate jeans, does nothing for me no matter who wears it

[lucy_in_disguise]

I dunno... I would normally never wear a skirt to lunch in the middle of winter. Trousers don't seem appropriate unless I am coming from work. I want to feel comfortable as well as put together.

 

Do most men share the same feelings on jeans?

[veggirl]

In your situation, I'd wear dark skinny jeans, a dark snug sweater and boots with a heel (unless it's snowing/slippery, then flat boots). I'd wear my hair straight and wear my usual make up (eyeliner, eyeshadow, blush, bronzer, mascara).

[d0nnivain]

If you want to buy new boots & "need" to use this date as an excuse to go shopping, don't let us stop you but I wouldn't spend the money just for your date. Polish whatever shoes / boots you have.

 

 

The sweater is more casual than the blouse but wear whatever makes you feel better.

 

 

I doubt most guys share Taken's view of jeans but even though they aren't Taken's favorites, I don't think Taken would refuse a 2nd date solely on that wardrobe issue if everything else clicked.

[Tayken]

If you want to buy new boots & "need" to use this date as an excuse to go shopping, don't let us stop you but I wouldn't spend the money just for your date. Polish whatever shoes / boots you have.

 

 

The sweater is more casual than the blouse but wear whatever makes you feel better.

 

 

I doubt most guys share Taken's view of jeans but even though they aren't Taken's favorites, I don't think Taken would refuse a 2nd date solely on that wardrobe issue if everything else clicked.

 

 

You are indeed right about that...and I probably won't mention it unless the person makes it their everyday wear. It's more that I DON'T like jeans, and me liking my women in skirts (not shorter ones mind you) and dresses mostly. Hate skinny jeans even more

 

Hooker boots I hate with a passion. Flats always look sexy on a woman to me

[lucy_in_disguise]

I dunno what hooker boots are but I can't walk in heels so probably not gonna happen.

 

Around here it is boots weather 8 months a year. Whether or not one "likes" skinny jeans, I think they are convenient for shoving into snow boots.

 

I probably won't buy new boots unless I find a pair I really like on clearance. I was planning to do my annual end of winter clearance shopping soon anyway.

 

As suggested, I do plan to straighten my hair.

[Phoe]

My first date with my boyfriend was on the coldest day of the year!

 

I wore a soft sweater, skinny jeans, and knee high leather boots.

 

 

Hair down, some concealer and mascara.

[Salvatore85]

If I thought you were cool, you could show up in a brown paper bag and I'd still have a good time lol

[Guitarisgood]

If it's cool, remember to drop the corny line of 'I'm feeling cold'

[milwinlol]

Just remember that you're meeting your date for the first time. You need to make a good impression... Maybe buy a new top? Or a new pair of earrings? It's always good to dazzle them the first time they see you. Try and identify your best feature by asking friends or family what your best feature is, for example, if it's your eyes, maybe wear a touch of eye make-up to show how naturally beautiful they are. If it's your legs, maybe show them off a bit. One of the sexiest things about women is confidence. Although not overly. Always smile, and try and always fill the awkward silences. Make him laugh, tell him stories, but remember to read him. If he's looking bored, maybe change the subject or suggest going someplace else. Have fun!!! And good luck

[Radu]

Well, considering you want something close to natural and it's a first date [you want to impress a little] ... do you own a bikini bathing suit ?

[gaius]

I've always liked jeans that show off your figure and a top that shows a little bit of clevage. Please don't wear a sweater. If it's cold go with some kind of jacket you can open up to show off a little. Also a little makeup and your hair down and done up makes an awesome impression.

[lucy_in_disguise]

Looks like it's going to be below 0 on Saturday. I will probably be wearing a chunky sweater and long underwear under my jeans. Screw showing some cleavage - I'd rather avoid frostbite.

 

We are going to lunch at a tavern in my neighborhood. The place has a huge variety of beer on tap and gets pretty crowded on the weekends, especially in the winter. I spent a snowy Saturday there with my friend a few months ago. We ended staying and drinking all day.

 

It has been a while since I have gone out (even with friends) and I am kind of nervous I will have too much fun, so to speak.

 

Is it acceptable to order a drink, in this situation?

 

On the one hand, I love beer, and we're in a fcvking tavern, in the middle of winter. I don't think there is anything wrong with my having a drink with my food. A little alcohol will help me relax.

 

On the other hand, it will be noon. I don't want this guy to think I'm an alcoholic. I am also worried we will be having a great time and I will have enough drinks to merit that opinion from a stranger's perspective. I mean it when I say "I don't normally do this".

 

Thoughts?

Edited February 27, 2014 by lucy_in_disguise

[Eternal Sunshine]

Summer edition: dark skinny jeans, semi-loose half-halter dressy top and a cardigan that I take off to show of my arms

 

My standard pre-first date procedure is to have a glass of wine while getting ready. Then slowly sip on 1 (or at most 2) during the date. It's totally fine to order an alcoholic drink during the date.

 

P.S. good luck!

[d0nnivain]

lucy . . . can you push the date back to 12;30 or so? Even if not, I still think you can have a beer. 1-2 is fine. More becomes problematic.