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Originally Posted by CandleInTheDark
Alright, now I (think) have some questions:
I'm 5'6". Yeah I'm short. That isn't my problem. I'm also stocky (176lbs and only getting bigger! Yay!). That isn't a problem either. I just want to avoid dressing in a way that makes me seem shorter. Or something like that...?
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(From a
Men's Health Article)
Muted, dark toned clothes blur your silhouette, creating a long look. Let pinstripes stretch your frame even further: They fool the eye. When the eye is directed along the stripe, the body appears mroe verticle. Make sure your suit jacket covers your butt without extending further down: a shorter jacket will emphasize the line of your legs, making you appear taller. Conversly, a jacket that's too long will shrink your legs.
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Originally Posted by CandleInTheDark
I'm also more of an outdoors guy (hunting, hiking, getting in the snow, Indiana jones-ish without the hat) so I'd like a style that reflects that without looking like a grungy redneck (though I will keep my leather and blaze orange caps  ). Any tips and suggestions?
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Okay. Out doors. Number one rule for outdoors is comfort, followed closely by functionality. Cargo pants, strong (thick) jeans (possibly carpenter), vests, and tech jackets should be up there. A good pair of boots goes a long way. Timberland still has non urban wear that does quite well.
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Originally Posted by CandleInTheDark
You'll quickly find I don't care what women like.
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The only excuse for an attitude like this is being angry gay.
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Originally Posted by CandleInTheDark
I didn't mean I was gay.
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Oh. While I'm sure you have a good reason for feeling this way, you will find it counterprodutive to at least 60% of all men's style. While a lot of style goes to how comfortable you look in what you wear, much of it has to do with what is trendy and other people think. In all honesty, there is a reason that you don't wear pajamas to work. While I'm sure there is no official rule against pajamas at work, there are expected norms.
Maybe you can talk out your anger(?) about what women think of how you dress. When you and your SO(/future SO) are together, you'll want her to say something like, "You know what? Those jeans/that suit/etc. looks really good on you."