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First Date Style Help Wanted

post #1 of 13
9/6/12 at 2:52pm
Thread Starter 

So here's the short of it. I am taking a friend out a first date, and I need to put together an outfit that gives off the really well put together vibe while remaining fun and a bit casual. Trying to make that leap from friends to more than, and hoping my outfit will do some of the talking. What I have in mind is nice straight leg dark blue jeans, brown dress shoes, a blazer, and a button down. I'm planning to go with new shoes and jeans but I can't seem to find a pair of jeans and dress shoes that I like together, any suggestions? (Also the curve ball is I have size 14 feet)

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post #2 of 13
9/6/12 at 9:28pm
Dark denim with a cotton sport coat should go well.

For shoes, I'd go for brown loafers (with a matching color belt).

Or you can go the opposite route and wear a 3-piece RLPL suit icon_gu_b_slayer[1].gif
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post #3 of 13
9/6/12 at 9:30pm
For brands, I'd recommend 7 for all mankind and brooks brothers loafers (or AE). What's your budget?
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post #4 of 13
9/6/12 at 9:35pm
Agreed on the cotton blazer... something unstructured. Brown driving mocassins would be very casual but nice. Make sure everything is relatively fitted and slim to get that casual look... otherwise it looks frumpy and "old guy".


But possibly more important than the clothes: Does he/she know how you feel? Don't catch the other person off guard and have them thinking this is a friendly lunch only to make it uncomfortable/awkward when you either make a move or insinuate something romantic. Just some advice since no one wants to see a reenactment of those tv shows where people surprise their long time crush!!

Good luck.
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post #5 of 13
9/6/12 at 11:58pm

I would not buy new clothes for a first date, especially not a date with somebody familiar with my wardrobe. In general, trying too hard is the worst thing you can do on a date. 

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post #6 of 13
9/7/12 at 12:20am
Quote:
Originally Posted by vladimir View Post

I would not buy new clothes for a first date, especially not a date with somebody familiar with my wardrobe. In general, trying too hard is the worst thing you can do on a date. 

+1 one new piece of clothing would be sufficient, don't show up in a completely new outfit, that is just creepy

Also, don't do what I did on a job interview many years ago - half way through the interview I realized I had forgotten to take the store tags off the new shirt I had bought. Made me look like a complete fool for the entire morning until one of the grand students gently pointed it out for me over lunch shog[1].gif
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post #7 of 13
9/7/12 at 12:32am
This thread is all kinds of woman.
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post #8 of 13
9/7/12 at 1:38am
Quote:
Originally Posted by vladimir View Post

I would not buy new clothes for a first date, especially not a date with somebody familiar with my wardrobe. In general, trying too hard is the worst thing you can do on a date. 

+1
I will add, Be yourself. Observe personal and oral hygiene; yours as well as theirs. That means take a shower before you go out and brush your teeth and your tongue. Do not wear overpowering deodorents or colognes because they can make a lot of people nauseus. Even if a person is poor it will not matter if they are well behaved and their clothes, while modest, are clean and paid for. Have some gum handy for both of you. Clean is sexy. Only a skank will kiss a skank and like it. Do not try to get down their pants on the first date. Try to get them to talk and if they are quiet then try to be light in conversation. Listen when they talk and don't try to 'one up' them in conversation. Be attentive but also relax and enjoy each others company. After all, it is you they have agreed to spend time with and not your wardrobe. Respect them no matter if they respect you or not. Do not talk about ailments or injuries. Few people are attracted to the afflicted or sick or dying. Your date will respect a well groomed and polite person with a poor wardrobe a lot faster than they will respect bad behaviour.

teacha.gif Here endeth the lesson. Welcome to Styleforum. Good luck on your date and keep us updated.
Edited by Man Of Lint - 9/7/12 at 2:06am
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post #9 of 13
9/11/12 at 9:19am
Quote:
Originally Posted by Man Of Lint View Post


+1
I will add, Be yourself. Observe personal and oral hygiene; yours as well as theirs. That means take a shower before you go out and brush your teeth and your tongue. Do not wear overpowering deodorents or colognes because they can make a lot of people nauseus. Even if a person is poor it will not matter if they are well behaved and their clothes, while modest, are clean and paid for. Have some gum handy for both of you. Clean is sexy. Only a skank will kiss a skank and like it. Do not try to get down their pants on the first date. Try to get them to talk and if they are quiet then try to be light in conversation. Listen when they talk and don't try to 'one up' them in conversation. Be attentive but also relax and enjoy each others company. After all, it is you they have agreed to spend time with and not your wardrobe. Respect them no matter if they respect you or not. Do not talk about ailments or injuries. Few people are attracted to the afflicted or sick or dying. Your date will respect a well groomed and polite person with a poor wardrobe a lot faster than they will respect bad behaviour.
teacha.gif Here endeth the lesson. Welcome to Styleforum. Good luck on your date and keep us updated.

 

 Ha! Good advice!

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post #10 of 13
9/11/12 at 11:12am
Having gone all the way down this path (old friends to more-than-friends to married) I assure you: your clothes have nothing to do with it. You're not making a first impression, you're trying to develop a different kind of relationship with someone who knows you well already. Be the person they know and like already, just in a different context.

If you're interested in improving your style regardless of the particulars of this date, spend some time reading the SF archives. In the meantime, wear what you might wear on any similar date with anyone else.

Best of luck.
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post #11 of 13
9/11/12 at 5:54pm
Quote:
Originally Posted by vladimir View Post

I would not buy new clothes for a first date, especially not a date with somebody familiar with my wardrobe. In general, trying too hard is the worst thing you can do on a date. 

This.
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post #12 of 13
9/13/12 at 1:15pm
Quote:
Originally Posted by mcbrown View Post

Having gone all the way down this path (old friends to more-than-friends to married) I assure you: your clothes have nothing to do with it. You're not making a first impression, you're trying to develop a different kind of relationship with someone who knows you well already. Be the person they know and like already, just in a different context.
If you're interested in improving your style regardless of the particulars of this date, spend some time reading the SF archives. In the meantime, wear what you might wear on any similar date with anyone else.
Best of luck.

That isn't true. Clothing can show the personality and body differently, which can lead to a sexual spark. It's easy to think of re a woman running errands vs. a woman dressed up for a party.

As usual, no update from a new poster?
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post #13 of 13
9/14/12 at 7:41am

 Bad date or stood up?

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