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Men In Boots

The topic of men tucking their jeans into boots is one of those conversations that people tend to tip toe around. I've had a few brief discussions lately myself, and I am always left wondering why there is a timidness in the air about whether the look is preferred or not. I did a little searching around the blogosphere on this subject and came to these conclusions: a) men are a bit weary of trying it out, even though they really want to. b) women aren't quite sure how they feel about their men sharing their same fashion trends. c) some people (unfortunately) feel the need to attach stereotypes. For the people who fall under d) none of the above....I commend you!

With all this talk of change in the air, I thought I'd share a few ways to wear this controversial style in the hopes of inspiring at least one person to experiment, one person to stop over-thinking and just do it, and possibly one other to encourage someone else instead of giving that dreaded once-over look.

 

celebrities wearing jeans in boots

One way to show off your ankle boots is to follow the current women's trend of cuffing your jeans. Instead of giving your jeans a messy roll, try a crisper and taller fold like Chris Brown, who gives a nod to the rockabilly look of the 50's with his white tank, open shirt and chain. If you're looking for an overall style that is a little more tailored, then look to Justin Timberlake at his William Rast runway show for some inspiration. Casual friday's just got less casual!

Another option is to non-chalantly shove your jeans into your boots-giving the idea that you were just too busy to take the time to get fully dressed. Jude Law has successfully mastered this rugged look- wether or not he tried! Justin Timberlake also showed off his boots with this purposeful haphazard style. On the other spectrum, Ed Westwick rocks a pair of skinny jeans and harness boots on the set of Gossip Girl.

Being photographed out and about on the streets is not just for the celebrities anymore. One of my favorite blogs is The Satorialist- a daily style diary on average joe's photographed on the street looking far from average! I would imagine that seeing your image on this site would make anyone proud! These guys below are some of the d) listers that marched to the beat of their own drum and became part of the chosen ones.

So, now that you've seen a few different ways to show off your boots- are you going to go out and buy that pair you've been dying for? For those of you already wearing this trend- Do you have any helpful tips?

 

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Comments

great little article. exactly what i have been working through myself over the last couple of days. just bought a pair of boots and have been struggling with the best way to wear them. as most of my jeans are boot or straight cut but not slim they do not suit wearing with a cuff or tucked in. i came to the conclusion that i was going to have to invest in a few more pairs of straight slim cut to show off these new boots! lets reclaim the boot as part of male fashion!

Posted by Luke on January 2, 2009 7:22 PM

Hey what brand of boots is Jude Law wearing ?

Posted by Emixam on December 27, 2008 8:03 AM

Growing up in the 1950's ; all the cowboy heroes wore skinny Western pants with stovepipe legs tucked into their cowboy or tall riding boots, usually with same fabric " stirrups " attached. It was the male fashion designers and female willingness to cross-dress that enabled this masculine fashion still to disappear but reappear as " female " style of menswear.Fashion industry is just plain biased against males for the last 60 years.

Posted by Warren O'Leary on December 10, 2008 3:06 PM

I actually fall under the "D" as well. But I only started in october with this trend. I wear them kind of like jude law but actually tucked in. I have the new timberland ankled distressed leather boots and a pair of genetic recessive (slim) straight leg as they are called. Genetic is one of the nicest pair of jeans I ever tried on and my boots are amazing.

Posted by Eric on November 29, 2008 6:02 PM

I've always wanted a pair of boots but as a guy I've never known what to wear them with. So for the last few weeks I've been looking at different types and how people are wearing them. So today I went out and bought a pair (£150 ;_;) and they are so worth it! ^-^
Like the comment before mine, they go great with jeans but they have to be straight cut as baggy just doesn't work. I've just been planning on tucking the jeans into the boots when I wear them tomorrow but after reading this article, I quite like the Jude Law 'was to rushed to tuck them in properly' look.

Posted by Paul on November 17, 2008 2:34 PM

This topic has always been of interest to me. The three conclusions are right on which has always been a disappointment. I fall under "D", could care less. I often tuck my citizen straight leg jeans into my Fluevog Motor Cycle boots. The Challenge over the years is finding the right jeans and boots to make it work for a guy. My current girl friend loves it. The jeans have to be straight leg cut (snug), not baggy in anyway. This is easy for me as I prefer to wear womens low rise jeans as it is. I do not find mens jeans comfortable or look all that great on me. I wear a size 29. BTW, no one knows the difference. As for boots, they need to not conform to your ankle/leg. i.e the motor cycle boots. I just found a pair of womens boots that work for me. Lose fit, good size low heel with just the right shape toe. The come up a few inches below the knee. A very basic boot but looks great. I do not understand the fuss but I do not care. I wear what I want.

Posted by David on November 13, 2008 10:40 PM

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