pebblesf

I hear ya buddy!  Like I say, many negative comments just come from jealousy and insecurities!  The proof is when women compliment you while their peers are not around.  My level of confidence is no where near yours, but I share your frustrations.  My biggest frustration is finding a cool pair of boots that I can afford, but they are way too small!

Enjoy yourself and wear what you like, and thanks for all the inspiration!

Don

Thanks again but level of confidence is always about what's your motivation wearing the particular clothes. Often i use dissonance as a motivator to wear certain things. Obviously we all love attention from others being positive. You need to understand not everyone loves what we wear no matter who or what's your gender, their always haters in the world.

To help your confidence is to figure out why some people wear particular clothes at any given time. If you blend in the trend or style then your confidence will soar. For example don't dress up in heel stilettos when shopping or running errands on a busy Saturday at the mall. Often i see majority of females wear knee high flat boots with black leggings or tight jeans. Yet you can copy the style and go unnoticed blending in while sporting exactly what she is wearing.

While at this time, many women prefer wearing flat riding boots which to me looks very odd. The style is masculine in nature, wearing knee high riding boots as females. Observing closely i find they fundamentally look like oxford or brogue shoes often with sagging ankles with leather zip uppers similar to a baseball catcher's shin guards. Woman have to realize they look silly in these boots.  Trends and increase number of females wearing them becomes a staple item or a must style to own and wear.

So our eyes get accustomed seeing every female with means wearing all kinds of brands of knee high boots thus brainwashing or conditioning our beliefs they are worn only for girls not for men. Yet the style was made for motorcyclist and horseback  equestrian riders so to keep a heel not slipping in the pegs or stirrups. Even police officers wear leather riding boots on horseback and German Gestapo wore them in WW II.

So when i give into the increasing trend  of knee high boots myself, trying to find the perfect pair. Woman will begin to sneer or giggle  seeing a male wearing them, only because they believe it's their own style.  Only way to overcome this prejudice is to go over the top wearing stiletto heel knee high boots. This brings more attention and feminizes the look to what women should be wearing rather than flat heel boots, which resembles a masculine vintage style. Woman then will recognize applauding, saying yes to themselves, stiletto heel knee high boots look fantastic then these flat boots they all are wearing.

Often it's amusing observing different brand of knee high boots worn by woman. Most boots i come across wanting to purchase have a 15 inch circumference opening fitting tight on many woman calves or knees. Seeing how increasingly big woman appear it shows that on lean legs like myself the style doesn't work out too well.  Unless you i forgo the knee high phenomenon and go directly to thigh high boots with heels. Then it becomes expensive.

Take a look at link of Zach Efron just wearing woman jeans. Wonder what the reactions from females are? Are they judgemental? Again the style is incomplete and looks silly and odd, easily could be mocked and laughed upon.  Reason behind him wearing that is another celeb Harry Styles wore some male 

Where are the serious booties or stiletto heels that dress up the pants as the model of the online shopping site link. Then he would look more natural and fashionable as a woman seriously would be. This is what us males heelers struggle everyday with outfits that look unfinished or hesitate to make the next evolution to complete the outfit. Only because we or he wants to look masculine yet wearing unmistakably women's coated shiny pants that are worn to loose not tight enough as they should appear. 

http://www.denimblog.com/2016/01/zac-efron-in-citizens-of-humanity-rocket-in-black-leatherette/

Well, I think Zac looks GREAT in those jeans, they fit him perfectly whether or not they were designed for women.  True, seeing Zac in those jeans and killer hi heel boots would be amazing, and he could surely pull it off, no one is qoing to question Zac's masculinity.  Zac is obviously confident and masculine, and would look great in boots, to me he would look amazing powerful and confident.  I guess I wish that more masculine guys like Zac would challenge fashion "norms" by wearing more hi heeled boots, helping to make it more acceptable for less confident guys like myself.  Currently, I have no problem wearing my 3" women's frye boots, and 4" women's square toe boots anywhere, but much more reserved when it comes to my 5" stiletto boots. 

I agree, seeing women in tall shafted boots with flat heels is disappointing, but surely better than no boots at all.  Just because high heeled boots are considered "female wear", not all women look great in them, many can't walk well in them as well.  To me, guys with larger feet have an easier time walking in higher heels because of decreased foot angle due to the longer length.  And, just like women, not all guys can pull off high heel boots successfully, but it sure is a powerful look when it works!

Thanks for all your insight and amazing pictures!

Don