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Vintage Date???

thecardigankid

One of the Regulars
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236
Location
Beaufort, SC
So I have met an awesome lady who is very into vintage clothing, we have agreed to a vintage date on Wednesday, and I decided to go with something late 40s early 50s casual, but I'm having trouble, as most of my clothes are suited for colder weather, and the date is in Charleston, South Carolina. So here is what I was thinking and I am still very open to suggestions.

I was thinking:
light khaki chino pants
with a light blue chambray
brown leather shoes (loafers perhaps)
straw bucket hat (the type that some people call a fedora but really it isnt)
my 1940s aviators.

Do you think this ensemble would be appropriate for a vintage date, being casual yet true to the theme?
 

Tomasso

Incurably Addicted
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What exactly is a straw bucket hat? I googled it and only women's hats came up.
 

dhermann1

I'll Lock Up
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9,154
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Da Bronx, NY, USA
Dude, don't have a nervous breakdown over the outfit. Look nice, bring her flowers, and have a good time. Be a gentleman, that's the most best vintage thing you can be.
 

thecardigankid

One of the Regulars
Messages
236
Location
Beaufort, SC
What exactly is a straw bucket hat? I googled it and only women's hats came up.

What was considered a bucket style hat by some is what the younger generation today considers a "fedora" though it isnt a true fedora, its in the same fashion but a smaller brim, you see a lot of really crappy ones being sold at walmart.
 

rue

Messages
13,319
Location
California native living in Arizona.
What was considered a bucket style hat by some is what the younger generation today considers a "fedora" though it isnt a true fedora, its in the same fashion but a smaller brim, you see a lot of really crappy ones being sold at walmart.

A stingy brim?

I agree with you full heartedly, being a gentleman is the best thing I can be.

Yes, exactly.... dhermann1 is correct. Be a gentleman by opening doors for her and pulling out her chair among other things and you'll be aces in her book.

The fact that you're concerned how you'll come off and worried enough to ask questions, tells me that you are already a sweet person. I'm sure it'll go fine :)
 

Drappa

One Too Many
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1,141
Location
Hampshire, UK
Dude, don't have a nervous breakdown over the outfit. Look nice, bring her flowers, and have a good time. Be a gentleman, that's the most best vintage thing you can be.

Great advice! To be honest, I am sure any of your vintage clothes that are clean and fit well will be fine, as you'll still look smarter than everyone else. I didn't pay any attention to what my husband was wearing on our first dates, as we had such a good time it didn't matter. He was interesting, polite and kind - that's what matters.
 

Flat Foot Floey

My Mail is Forwarded Here
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3,220
Location
Germany
The outfit should work fine. I would just take off the aviators soon and not hide behind em. You gotta look a nice gal straight into her eyes.

Oh and maybe a vintage tie but I don't know which would good with chambray. Maybe bowtie or knit tie?
 
Messages
26
Location
SC
I live in Charleston and you might want to cuff the pants to show a bit of ankle to keep cool. Hahha. Also, you would be looking good that way. Good luck, Sir.
 

_Nightwing

One of the Regulars
Messages
128
Location
Gastonia
Since you're soliciting opinions, I'm going to agree with the Big Man on this one, based on the following facts: 1) You say she's really into vintage clothing, and 2) she agreed to, possibly even suggested, a vintage date. This seems like the kind of girl who's going to be impressed by one of your suits. Now, you say that most of your clothing is suited for cold weather so I'm going to assume that you don't have anything linen. Still, if you pick a light-colored suit in your loosest weave and wear an undershirt under your shirt so that you don't sweat into it, you should be fine. If you do get hot you can carry your jacket rakishly over one shoulder. Apart from that, yeah, what everyone else said about being a nice person blah blah. Gentlemen blah. It's the inside that counts or whatever. It's not the inside, it's the SUIT. No I'm just joking, it is the inside. If you go with your original outfit I'm sure you'll be fine, just be confident but without being a dick. I have no tips for that though because I'm always hopelessly shy or I overcompensate and act like a dick. So good luck.
 

Tomasso

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USA
what everyone else said about being a nice person blah blah. Gentlemen blah. It's the inside that counts or whatever. It's not the inside, it's the SUIT or more specifically the wallet in the left inside pocket. No I'm just joking............. .
Interesting.......sounds like something that I would say.......
 
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C-dot

Call Me a Cab
Messages
2,908
Location
Toronto, Canada
...Just be confident but without being a dick.

IMHO, you can only be one or the other.

What the frickafrack is a "vintage" date?

Drive-in? Bowling? Johnny Rockets? Or perhaps we're referring to the lady herself here. :)

Cardigan kid, Since you both share such a strong and characteristic interest, I have no doubt this date will be a success!
 
Last edited:

Gracie Lee

A-List Customer
Messages
386
Location
Philadelphia
Dude, don't have a nervous breakdown over the outfit. Look nice, bring her flowers, and have a good time. Be a gentleman, that's the most best vintage thing you can be.

Bingo. Put some effort into looking put together, then forget about what you look like. Being a gentleman and having fun are the two biggest things you can do to ensure a second date. And for the record, a big fancy dinner out is the single WORST thing you can do for a first date. You're both on edge and worried about food in your teeth and whether or not you're using the correct fork. It's a lousy way to get to know someone. I prefer museums (that's where my man and I went for our first), or something that's impossible to take too seriously, like mini-golf or bowling. I'm sure you'll make a wonderful impression!
 

dhermann1

I'll Lock Up
Messages
9,154
Location
Da Bronx, NY, USA
Chas: I had the same first thought, but I think what he means is that their date will have a vintage theme or style, and that that'll want to do something and go places as old fashioned as possible. Nice idea.
 

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