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Your first date outfit depends on ....which factors?

post #1 of 31
Thread Starter 
If you overdress, does it look like you're trying too hard ? (She's in jeans, you're in a perfect suit) Worse yet, does dressing like an iGent come off as asexual / comic book character? (Do women have sex with monocle guys in funny hats?) Where is your middle ground? Jeans, good shoes, and a blazer? Got pictures? Clearly, you based your outfit on the chosen activity But, do you adjust your attire based on who the date is? Variation A) Your date is an educated professional with a real career. Variation B) She isn't. But attractive nonetheless.
post #2 of 31
How some people continue to survive in the world today is always a surprise to me.
post #3 of 31
Do your clothes look expensive but trashy (i.e. D&G, Ed Hardy)? I hear that's the ticket
post #4 of 31
I would dress appropriately for what the date is, without trying too hard. If I know the date (non-blind date) I would also gauge what I'm going to wear against what I know about them. Most of the time I would probably dress fairly casually (non-suit, probably non-sport coat, these aren't normally my standard clothes anyways), to keep the date low pressure and relaxed. My standard first date outfit is jeans and a polo shirt in the summer. If it's the winter, probably jeans or cords and a sweater/dress shirt. I consider first dates fairly casual, so this reflects that.
post #5 of 31
Thread Starter 
Quote:
My standard first date outfit is jeans and a polo shirt in the summer.
While I get your casual vibe for a date, for all the time you've invested into fashion, you go to a first date looking like every other generic guy on the planet? Puzzling. In summer, I go with linen pants and a textured untucked SS shirt (that fits well, not too long/blousey) For dating, I strongly prefer the clothing options in winter.
post #6 of 31
Quote:
Originally Posted by MillionaireTeacher View Post
If you overdress, does it look like you're trying too hard ?
(She's in jeans, you're in a perfect suit)

That, sir, does not exist.

But do you really need help for these questions? Unless you're into steampunk/goth chicks, yes, nowadays, a monocle is too much.
post #7 of 31
Quote:
Originally Posted by MillionaireTeacher View Post
While I get your casual vibe for a date, for all the time you've invested into fashion, you go to a first date looking like every other generic guy on the planet? Puzzling. In summer, I go with linen pants and a textured untucked SS shirt (that fits well, not too long/blousey) For dating, I strongly prefer the clothing options in winter.
I am sure the quality and fit of his jeans, polo, shoes and accessories are far different then the average guy. I am also starting to get the impression that you work in the fashion or marketing industry and are coming here to pick our brains--- what's with all the clothing psychology threads you continually start?
post #8 of 31
Quote:
Originally Posted by Cavalier View Post
I am sure the quality and fit of his jeans, polo, shoes and accessories are far different then the average guy.

I am also starting to get the impression that you work in the fashion or marketing industry and are coming here to pick our brains--- what's with all the clothing psychology threads you continually start?

+1, I live in San Diego, and for a younger guy you want to err on the too casual side, it at least makes you more approachable and not look like you're trying too hard.
post #9 of 31
Quote:
Originally Posted by kwilkinson View Post
How some people continue to survive in the world today is always a surprise to me.

lol, truth.

Depends on your: Age, location, activity.

If your 50, going to a nice dinner and theater in a major city, obviously its one thing.
If your young, doing minigolf and chilis in anytown USA, its another.
If your at the Jersey Shore at any age, you just go straight to the smashing.
post #10 of 31
I agree for the most part with Gradstudent78, but want to add a few things - First dates/meetups almost universally should be short and informal (2-3 hours max). You want to be impressing her with your character as a person, not as someone who can put on an extravagant evening for a person he hardly knows. If you decide to make the date long, and she truly is an attractive woman (a woman with options, who gets asked out regularly by quality guys, or who might be dating others) and you go for a long first date you better be prepared to turn it sexual or risk not having another. - The exception to this is if it's something part of your life that you would possibly do without her. For instance, a fundraiser, company party, you have free tickets to the opera, etc. Maybe a lunch date on a weekday and you are in your work clothes. - If you're going to do something dressy, tell her what to wear. Then tell her what you're wearing so she can coordinate. It shows you have dominance and female intuition. For instance "I can tell you are an altruistic person. Tell you what, there's this fundraiser on Sat I'm going to for <insert favorite charity>. I think you would love it. What do you think?" (she says yes)... "Fantastic, it will be a great time. So it's slightly 'high-brow' <chuckle>, wear a long dress and pumps. I have a new navy suit I've been itching to break in. I'll pick you up at 7:30 sharp."
post #11 of 31
Do you really talk like that?
post #12 of 31
Thread Starter 
Quote:
Originally Posted by Cavalier View Post
I am also starting to get the impression that you work in the fashion or marketing industry and are coming here to pick our brains--- what's with all the clothing psychology threads you continually start?

Psychology permeates every single action/decision in life.

LOL, have you seen my outfits in WAYWN?
I have learned more about fashion in the last 2 weeks than my entire life combined
By 12/31, I will have a few custom shirts, and have read the Flusser and Vass books.
post #13 of 31
1. Where we are going and what we are doing.
2. During the make the date conversation I'll ask what she thinks she might wear. If she gets specific then I'll dress to match. If not then I'll dress appropriately for the occasion and let it go at that.
post #14 of 31
Quote:
Originally Posted by MillionaireTeacher View Post
While I get your casual vibe for a date, for all the time you've invested into fashion, you go to a first date looking like every other generic guy on the planet? Puzzling.

I would say not necessarily. My clothes fit like they should. I also have nice shoes and a decent watch. As far as I'm concerned it's not my clothes on a first date that should distinguish me from every other guy anyways.
post #15 of 31
I would wear whatever my major domo lays out for me.
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