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A Guy's Guide to Dressing for your Dates

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Guys, I am going to keep this nice and simple for you. When you have a date lined up, put a little effort into looking good. First impressions are absolutely lasting impressions, so make sure to pay attention to even the smallest details.

 

For a casual yet hip look, I like to suggest grabbing a sexy pair of jeans that hug you right. I like brands like “7 for all mankind” and their “Manhattan Slouchy” jeans or “Rock & Republic” and their “Henley Fugitive” fit. Hit a store like Neiman Marcus for the ultimate selection of styles and colors of denim.

 

Now that you have your sexy jeans, get a great solid colored shirt with a unique blend of materials. A shirt like a Burberry solid light blue herringbone pairs great with your jeans. This shirt is also very versatile and looks good tucked in or out. Pair your shirt and jeans with a great jacket. You could go for a very sleek look with an “Etro” duster jacket or a "Ermenegildo Zegna" “Mitch” jacket. The look behind this is casual yet thought-out and with a true attention to beautifully stitched garments. Make sure you have a good solid black and brown belt to pair with your outfits.

 

The shoe I tell every guy I know to buy that is awesome with jeans and slacks are “drivers” (comfortable, sophisticated loafers). You could get a pair of black Salvatore Ferregamo leather “Runner Loafers” and be able to use them for date outfits with jeans or even wear them on casual Friday’s at work. High-end brands like Tods and Gucci also make gorgeous suede drivers in rich chocolate browns or luxurious black as well. For those who don’t want to spend a few hundred on shoes, head to Kenneth Cole and pick up a pair of brown “Moc-A-Thon”, which are nice suede loafers available for $175.00.

 

Always make sure to spray waterproof protectant on your suede items. You can typically buy the spray at the shoe boutique or have your local cobbler assist you. Also, make sure to wear the appropriate thin dress socks with your shoes. I have heard disaster stories and seen guys out about wearing athletic socks with dress shoes. This is a huge NO NO.

 

Now that you have a nice date outfit, make sure you groom yourself properly. Guys this means, shower and shave. On shaving, I would say make sure you use a new blade. Razor burn is often caused by one of two things: bacteria that grow on your blade after use, or a dull blade from previous shaves. On date night, pull out a fresh, new blade.

 

After shaving, please moisturize. Most men don’t do that ever, so they wouldn’t think about doing it for a date. I liken it to waxing your car. You don’t wax your car every time you wash it, but you do when you want your car looking its best. Splash some nice aftershave on as well.

 

Haven’t pulled out your tweezers in a year? Well, pluck your uni-brow if you have one or any wild stray hairs. Trim your nose-hairs too. These are the worst things to talk about, but they are also the most unbecoming examples of sub-par grooming.

 

Make sure your hair is groomed and you paid a visit to have the back of your neck shaved. Women really don’t like neck hairs everywhere. Even if you had your hair cut two weeks ago, you can simply go in for a neck shave. It is worth the extra dollars trust me.

 

Make sure your wallet is loaded with plenty of cash for cabs and two credit cards (in case one is problematic.)

 

Next week, I will discuss physical boot camp for eligibles- techniques to get you sexy for your dates.

 

 

 


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A good date outfit for guys- casual
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  • Published Oct. 11, 2007
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  1. Default Photo

    Sk8r Kid at 7:11pm on Mar. 21, 2008

    9 months ago

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    hi, i am 13 and about to go on my first date with my girlfriend, you got any tips for a 13 year old,
    keep in mind that i have a small budget, like 40-60 bucks
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      b0kn0ws at 3:07pm on Mar. 25, 2008

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      depends on where you're going..you probably have nice enough clothes already..i say save the money and spend it on your date Reply...

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  2. Squirrel

    Jimmy Ruska at 6:08pm on Oct. 12, 2007

    about 1 year ago

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    meh that's pretty demanding. I rather go out with girls that don't wear makeup have t-shirts they bought in walmart . I hate girls that only have the hobbies of "shopping and hanging out with friends". There's nothing they build upon day after day except their closet. First impressions may be important in business meetings, but if they are in first dates it's going to be a pretty superficial relationship. Both should have come together due to common interests. Reply...

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    Michael Neril at 4:11pm on Sep. 10, 2007

    about 1 year ago

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    What if I am in college or graduate school and I have no money?! Thrift store?! Reply...

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    1. Amycropped.jpg

      Amy Andersen at 2:31pm on Sep. 11, 2007

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      Dear Michael,

      You know, these days there are so many great stores like GAP or Banana Republic with nice made clothes for anyone on a budget. You can score great deals with their sales too. If you are into the vintage look, I would certainly suggest hitting a good vintage place (maybe in the Haight district of SF) for a cool t-shirt to pair with a blazer and jeans. Kind of a retro/hip look. Definitely my piece above is not for everyone, as the brands are pricey. You can easily copy what I mentioned above and hit GAP or BR. They too have the blazers, pants, and loafers.

      Hope this helps

      AA
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      1. Michael on Alcatraz2.JPG

        Michael Neril at 10:50am on Sep. 12, 2007

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        Really helpful Amy! I was just thinking back to days when I was in college. I love BR and they often have great deals/sales. Reply...

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  4. Asparagas

    Stewie at 12:46am on Sep. 10, 2007

    about 1 year ago

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    Lots of nuggest in here. My question is do you pick sock color based on the shoes or the pants? When is it okay to wear a sock lighter in color than either. And how does Letterman get away with wearing white socks with a suit? Reply...

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    1. Amycropped.jpg

      Amy Andersen at 2:28pm on Sep. 11, 2007

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      Dear Stewie ;),

      Hmmm good questions here. I would pick sock color based on the color of the shoes. So khaki plans and black shoes, do black socks. Wear lighter socks with brown shoes. I never knew Letterman wears white socks with a suit. I guess he get's away with it cause he is well, Letterman.
      by the way, many men I see wear "driver" loafters without socks. This is much more European and kind of sexy (especially in summer). It works with a nice linen suit.
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