Share your best Freestyle Fashion pictures here.

[Shafted]

Heelguy, I really don't disapprove of whatever you want to wear. I just think the leopard outfit needs to be tamed a bit. First you need a different pair of heels. How about a pair of leopard print stilettos. Next you have great legs. Use that to your advantage with a pair of footless legging in a neutral color. I saw a pair of black/gray tie dyed leggings from Frederick's that would be perfect. Break the dress up with either a belt or neutral colored scarf worn as one. I also think a lightweight close fitting jacket would also look good over it. I challenge you to turn tacky into tasteful. I know you can do it.

[Guest]

found this http://www.flickr.com/photos/42979952@N02/5751884546/

[JeffB]

found this http://www.flickr.com/photos/42979952@N02/5751884546/

Well, damn! The least he could've done was shave those legs! HA! Cool pic!

[yellow19821]

Well, I'm going to say this for you heelguy. As an admirer of your adventures, I have to say that you have given me confidence to wear heels more often. And I must say that the leopard print dress is actually quite hot! I think it just needs a little accessorising that's all. And the heels are gorgeous. I say each to their own and we should support heelguy in his exploits as fellow heel lovers keep up the good work

[MSpookshow]

I've been experimenting with shirtdresses lately, and wanted to share this picture with ya'll. I think the outfit turned out pretty well.

http://www.flickr.com/photos/mspookshow/5852575165/

[kneehighs]

FROM RUNWAY TO REAL WAY

One means you have of planning out your outfits is to go through the runway shows from 6 months ago and find the outfits that match your personal taste and then incorporate the runway looks into your real way looks.

So with my coming trip to Copenhagen and Stockholm tomorrow I am planning out my options. So if I'm feeling the need to be fashion conscious, beyond what I already am, these are some of the choices I will have to pull from.

1. Wide Leg Pants (Zara Womens) with Cream Colored Blouse (Zara Womens)
Like this look from New York Fashion Week

Derek Lam SS11 reference

2. Classic trench coat (Womens) with shorts (Womens) and heels
Like this timeless look from London Fashion Week

Burberry SS11 reference


3. Pink blazer (Zara Womens) with solid yellow t (H&M mens) and black pants (H&M Womens) and heels
Like this look from Milan Fashion Week

Jil Sander SS11 reference

4. Red pants (Zara Mens), green top (H&M Mens), black blazer (Calvin Klein Womens), heels
Like this look from Milan Fashion Week

Jil Sander SS11 reference

5. Blue linen blazer (Zara, Womens), green top (H&M Mens), black pants (H&M womens)

Like this look from Milan Fashion Week

Jil Sander SS11 reference

6. Blue pants (Zara, Mens) with black blazer (H&M Womens or Calvin Klein Womens) with rose tunic dress custom shortened by local tailor (Zara, womens)

Like this look from New York Fashion Week

Tibi SS10 reference

7. Red pants (Zara, Mens) with black blazer (same as above) with white top (Zara, Womens)...this is street style referenced via Spanish Stylist Barbara Martelo -- see attached image

The bottom line is you can expect to reap what you sow like anything else in life. Plan your work and work your plan. And go beyond just your usual reference points for fashion, please. Don't just reference girls you think are cute. They might be cute, but they might not LOOK good. You are free to dress how you want and do as you please, but if you want to achieve non-verbal "status" that clothing can communicate, stick with references from top magazines and sites. Check street style sites, check runway shows, check magazines. Figure out something beyond the limited vision your current wardrobe affords you.

[skirtedvik]

If heelguy wants to project an image of a man in a dress and he feels comfortable in doing so, then I support him in that. This is why I asked him what his heel wearing related goals were, to better understand his reality.

It still stands that the original 2 pictures lack any overt reference to the male sex, that's all I was saying.

I wouldn't mistake him for a woman,even with the missing head.And about changing stereotypes, if they do not change, no success shall be made in men's fashion options at all, whether you like it or not, the situation so far has proven just that.If you think that the stereotype used to be women wearing ALL masculine apparel without any social scorn before 1940's - think twice,mate...

[kneehighs]

I wouldn't mistake him for a woman,even with the missing head.And about changing stereotypes, if they do not change, no success shall be made in men's fashion options at all, whether you like it or not, the situation so far has proven just that.If you think that the stereotype used to be women wearing ALL masculine apparel without any social scorn before 1940's - think twice,mate...

Dude, comparing women's fashion evolution to men's is like comparing apples to oranges. When women wear men's clothing, especially back in the 40's, it's viewed as a form of UPWARD ASSIMILATION. It's the out of power group identifying with the in power group. When men wear women's clothes, it's DOWNWARD assimilation. It's the in power group (patriarchy) identifying with the out of power group (matriarchy). And in general, Western (save Sweden & a few other countries, god bless) culture looks down on downward assimilation. Think Tom Boy as being acceptable as a case in point.

The success you speak of will likely not be won by some deep collective unconscious shift in attitude by the general public. It will be won in mini-battles, within the social and professional circles of those men brave enough to actually wear heels around their peers. The collective unconscious shifts will be minimized to social circle levels, but likely nothing more.

And even then, when people like Shafted, or Firefox, or Xaphod win the hearts of their local social circles, it's still not sufficient in and of itself to effect deep general public collective unconscious change. This community is too small a community in the broader population of the world to effect change by itself.

Heels for men are already being marketed by mass retailers like Jeffrey Campbell and by luxury fashion thought leaders like Gaultier. American Vogue just endorsed tolerance for heels on men in a recent issue, Spanish Glamour did a whole special editorial on men in heels, and Lucky Magazine in the US just wrote about. It's constantly in the press as an IDEA, but not in the streets as a REALITY. Most people therefore are still stuck responding to the IDEA of men in heels as opposed to being confronted with the REALITY of men in heels.

So while people are open to the reality, there's just not enough of that reality going around to effect the collective unconscious of the general public. Too many guys are stuck in the closet. And nobody here is persecuting heelguy's visual portrayal of his outfit either. I surely am not and anyone who has met me in person here (count at least 30 people) will attest to that. But then again, I am responding to the IDEA of his outfit, not the in person REALITY.

[hhboots]

I wouldn't mistake him for a woman,even with the missing head.And about changing stereotypes, if they do not change, no success shall be made in men's fashion options at all, whether you like it or not, the situation so far has proven just that.If you think that the stereotype used to be women wearing ALL masculine apparel without any social scorn before 1940's - think twice,mate...

There is no doubt heelguy can pull off that little dress better than almost anyone else here. After reading his recent adventures, and going to clubs dressed similarly, he definitely has taken things to a new level.

But I can understand both sides, and there is quite often a disconnect in this area. Mods at this forum have said it time and again, this is not to be a CD/TV/TG forum, but in my opinion can often be a gray area when we are talking about male heel lovers.

There are a whole spectrum of guys here... from those that simply like the sight of women in heels, those that like to wear heels in private, those that wear them out but hide them under long jeans, those that work harder to integrate heels into their normal outfits, those that want to blur the the boundaries of masculine and feminine, and those that go all out feminine. Where your definition of freestyling is, might be anyone of the last 3 or 4 of the above.

Anyway, I could go on, but will leave it there...

[hiheellover23]

Wore these heels to the movies. It was remarkable. I had my shades on didn't look in behind me just looked forward and went about my business. Let me know what you guys think.

http://www.hhplace.org/album.php?albumid=136&pictureid=6746

[SleekHeels]

When women wear men's clothing, especially back in the 40's, it's viewed as a form of UPWARD ASSIMILATION. It's the out of power group identifying with the in power group. When men wear women's clothes, it's DOWNWARD assimilation. It's the in power group (patriarchy) identifying with the out of power group (matriarchy). And in general, Western (save Sweden & a few other countries, god bless) culture looks down on downward assimilation. Think Tom Boy as being acceptable as a case in point.

I totally agree that the whole "downward assimilation" perception of guys in heels has been with us for decades and still largely persists, although I do also think that "Tom Boy" girls don't necessarily have any easier a time of it from their female peers. It is true that women enjoy more freedom to blend male influences into their fashion and redefine them as feminine, whereas a man incorporating female influences is perceived merely as redefining himself as feminine rather than redefining masculinity. Perhaps that's part of the imbalance.

When you say "culture looks down on downward assimilation" it made me think "Sure, I look down on downward assimilation too, it's about aspiration, a desire for upward assimilation". For me the problem isn't that culture should look up on downard assimilation, but that culture perceives men in heels as downward assimilation at all. I think that's precisely what I'm challenging when I wear my heels in public because I want to convey a sense of self-respect (without a trace of degredation/humiliation) and express that feminine qualities should have equal positive aspirational value to male qualities for all human beings.

[Guest]

Oh, I agree too SleekHeels, it's just that I'm with you on the perceived imbalance, about WHY its there in the first place, almost like as MAN wearing heels you are somehow DOWNGRADING yourself to the WOMAN'S level!!?? I think that this is the ROOT concept going way back in time that has become "embeded" in western thinking, & like you (& all others in here for that matter) its really strange that this kind of thinking has really been shaping society for @ least 150 years!

[Steve63130]

While upward and downward assimilation and all that may be true, I think a lot of that can be downplayed and overshadowed if you have good posture, walk well, display an outfit that is well coordinated, and present a confident image, most people are going to say, "wow, he looks good and walks well in those heels!" People admire others who have mastered any kind of art. I know I always admire people who are skilled in a craft, no matter what it is. And the art of wearing and walking in heels is one that definitely takes effort to do well! Practice, practice, practice! Steve

[abburke]

Just finished reading the posts starting with heelguy's picture posts of his leopard dress/white and black heels as well as the white top, black skirt and blue heels. My head is spinning now from all the content! I really wanted to comment though. First, heelguy, you can be proud that your body looks better in those outfits than a lot of women would and I wish I were disciplined enough to work out and get my body into that kind of shape so kudos to you there. I love both pairs of the heels you were wearing, very nice. However, all that being said, unfortunately, I didn't think the heels went with the outfits. As a matter of fact the first pair of heels would have gone better with the second outfit. The fact that leopard print is perceived as a bit wild and flashy, a more conservative neutral color heels would have gone better. What I didn't like about either outfit was how short the dress and skirt were. Even if you were a woman, I still would have disapproved no matter how much I liked to look. Call me conservative or old fashion but that is how I see it. Ultimately though, doesn't really matter what I or anyone else here thinks. It is your life and clothes/heels. If you and your mate are happy with it, not hurting anyone and you aren't half naked showing your privates then not much can be said. I certainly do not want to infringe on anyone's rights. I know everyone here that commented was offering advice and trying to help not hurt and that is good. I get a little frustrated with the crossdressing stuff. I used to be one and what bothers me about it so much is the deceptive idea of trying to fool others into thinking you are the opposite sex when in fact you are not no matter how much makeup you cake on or panties you wear. You do not have to live out two personalities just be yourself. I know, not a topic about that. I did like kneehigh's post on 16th August 2011 16:37 and really the best thing is to just take every opportunity to be yourself and wear what you want when possible. You can't always worry what others think or what the herd is doing. Going to have to find some of heelguy's adventure posts as they sound interesting!

[SleekHeels]

While upward and downward assimilation and all that may be true, I think a lot of that can be downplayed and overshadowed if you have good posture, walk well, display an outfit that is well coordinated, and present a confident image, most people are going to say, "wow, he looks good and walks well in those heels!"

Absolutely. I guess that captures what I was struggling to say... it's exactly that aspiration towards style and confidence which is "upward assimilation" and that should have no gender. That's what heels mean to me anyway.

[MSpookshow]

I feel this is my best freestyle fashion look to date. I really love this outfit so I wanted to share it here. Yes, I really do wear this look (and all the others on my Flickr photostream) out and about.

http://www.flickr.com/photos/mspookshow/6014261855/

Also, here is an alt view of just the shoes. Seemed fitting seeing as this is a heel forum and all.

http://www.flickr.com/photos/mspookshow/6014310665/

[JeffB]

I feel this is my best freestyle fashion look to date. I really love this outfit so I wanted to share it here. Yes, I really do wear this look (and all the others on my Flickr photostream) out and about.

http://www.flickr.com/photos/mspookshow/6014261855/

Also, here is an alt view of just the shoes. Seemed fitting seeing as this is a heel forum and all.

http://www.flickr.com/photos/mspookshow/6014310665/

Pretty impressive! You certainly have style, my friend!

[CRabbit]

@MSpookshow; I've just had a browse through your photo collection there and the comments with each picture - you certainly have style and I think the myriad of positive comments you've gained on each shot emphasizes that. Keep up the good work Chris

[Guest]

found this on flickr http://www.flickr.com/photos/zwieselchen/6045717376/

[danielp6406]

found this on flickr http://www.flickr.com/photos/zwieselchen/6045717376/

Greetings donnawonna :-)

Nice picture & thanks for sharing. Wondering if this guy is a member here...

BTW, he says the heels are 6". To me, they look more like 4"...

[Mr.Knegges]

Yeah, the best are the black cotton socks ! And for sure the heels are max. 4 inches.

[icemanfiveoh]

Thanks for the positive responses.

Kneehighs, I like the outfits. You certainly look like you are very comfortable wearing them!

Let me know what you think of this outfit....

I wore this out in Brighton last August. It was the outfit I wore in the evening. I certainly enjoyed wearing it and would wear it again in the future. I thought it was very simple yet had a nice smart/casual style to it!

Will post more pics soon.

EDIT: Am I wrong in thinking that the second pic is a bit too "feminine"?

I LOVE those Pumps....Super sexy, and yes they are girly. But for me, i love that side of me. just the right amount of skin showing.

Ice

[Chris45CB]

This skirt and pair of boots came up on eBay at about the same time, and I thought they'd make a great combination. The connection is the floral embroidery, a vine of red flowers down the left side of the skirt, and vines of flowers on the leather stacked heels of the boots. This is the only case I recall seeing of embroidery on a high heel, very unique! The boots are Studio 9, fabric shafts with leather trim & accents, square toe, and 4.5 inch heels. The skirt is calf length leather, with a label by Dialogue. The only glitch is that it's all too small! The skirt is one size smaller than what I wear, but the elastic waist stretches enough so I can just button it, and the boots are a little too narrow (not made for walking, at least not very far!).

[HeelD]

I LOVE those Pumps....Super sexy, and yes they are girly. But for me, i love that side of me. just the right amount of skin showing.

Ice

Gosh those pictures were taken a long time ago! It's really interesting how my personal style has evolved from then. I don't think I even own those shoes anymore.

Thanks for the compliment BTW.

[Guest]

Found this pic on a website called fashion fail.

[9inchheel]

Found this pic on a website called fashion fail.

nice one donna. wheather you need the hieght or not, desire tops it all.

[JeffB]

Found this pic on a website called fashion fail.

Well, now. That's sure interesting. But hey, good fashion is in the eye of the beholder.

[BobHH]

A girl I know has jeans like that, and had put sequins on the rolled up portion of the seams.

[danielp6406]

Found this pic on a website called fashion fail.

Wondering if this guy is a member of HH Place ?

[spikesmike]

donnawonna 12-11-2011 Every one has there own style. Lord knows, with the 6" high heels I wear every where, I have mine. However, It takes some one with some huge NADS to pull off that look. I admire his courage Spikesmike