Share your best Freestyle Fashion pictures here.

[Pam]

Daz, Good to meet you in person! That is a great look! Love the black slacks w/ white pointies! Pam

[LthrRam]

Very nice Daz, you wear them well. Kevin

[HeelD]

Like the look Daz! Cool pic.

[kneehighs]

Thanks for the great pic Daz! Next time i come to London, I will have more advance notice....

[Dawn HH]

Anton:-) Those brown boots sure look good with that outfit and those pants. A great combination for you. Daz:-) It's so great to finally put a face with a name and I like those pointies. You wear them well. Any chance of seeing the rest of the boots? Cheers--- Dawn HH

[davefry]

Hi!

I'm glad I found this place, excatly what I've been looking for!

I've always liked wearing heels, and I want to wear them outside in the real world, not just inside, my garden or when driving. The most I've worn any girl shoes outside is when we've gone to a duck pond near me, at like 2 in the morning. The more I do that, the less nervous I feel.

So, anyway. My girlfriend took some pictures this morning, and I'd like to hear your opinions on these boots. They are knee high, and actually fit me (which is a surprise, as my feet are size 40, yet my calf measures 32cm). I do have others, but these are new (bought them yesterday) and are my new favorite. The jeans are Miss Sixty, Tommy style.

[NewfieGuyInHeels]

I really love those boots! I was out shopping a few days ago and I had it in mind to get something like those, sadly I didn't see anything that really fit what I was looking for. But I did find these is Sears!

http://photos.yafro.com/pics3/i/20060203/06/b/9/c/b9cf9eb4ac65c4b339877c48f8a37b28200602030_full.jpg

http://photos.yafro.com/pics3/i/20060203/06/0/5/a/05a1553c0ee87cd097d5d4c555b9be4b200602030_full.jpg

They're usually not my taste, but after I was looking at them for a bit I figured it maybe nice to have a pair of heels I could just slip on and go, so i tried them on and then I HAD to have them. And they were marked down to $15 CDN, that was enough to me, SOLD!

[davefry]

I have a pair like that, and they're really comfy. I'll take pics of all my shoes and boots later this evening, as it is, I have to leave for work in a few minutes. Thanks for the compliment, they are very nice. I bought them in Dolcis.. well, my girlfriend actually bought them, I just supplied the debit card. If I can't even buy them myself, how am I ever going to wear them out?! I went for a drive in them last night, felt quite nice walking out down the driveway to the car. That was about 3am, though. Perhaps I should take small steps in wearing them outside of the house, just wearing them to my car and back for now. Also, I've noticed I need to be confident, to be able to actually walk at all. If I think someone can see me (I'm paranoid), my legs go a bit shakey, and that makes walking in heels rather hard. Otherwise, I'm told I'm quite good!

[NewfieGuyInHeels]

Take it from me and over half the ppl on this site. It's all in your head! Ppl really don't care as much as you may think. I rarely notice anyone even looking, and even if I do notice someone, they only glance but they don't make a big deal about it. Those boots with those jeans, you can pull off easily! But you do have to progress at a rate you're comfortable with. But look at it this way, you have a girlfriend that's comfortable with you in heels. So if she's fine with it do you think complete strangers are gonna care any more? Very doubtful. But power to ya, and I hope you find the confidence you need soon.

[davefry]

You know, I believe you. But, my head is filled with paranoia, and distrust.

My girlfriend doesn't mind me wearing heels, but she's not really a heel wearer, herself. What's she's worried about is if someone takes a disliking to what I wear and hurts me, she says. However, I'm not scared of anyone punching me, or whatever, no, far more scary is the thought of someone hurting my feelings. Just, if someone was to laugh at me, even though I'm happy wearing heels, I just can't explain how much I would die inside. Which is why I'm a little careful who I tell about the shoes I wear, even telling my girlfriend worried me for days, although she wasn't my girlfriend at the time.

So, here's a problem. She gives me the confidence to even contemplate just leaving the house with them on, and in time I'm sure I'll progress with wearing them more often, and in public. However, she's Romanian and only has a 6 month visitors visa, and of that time, has 6 weeks left before she must return home. I can't see me going out in heels alone...

I may go out tonight with some less obvious heels on. The ones I have that are similar to the ones you just bought, would be perfect under long jeans and, y'know, like, darkness.

Thanks for the confidence boost, anyway. Any help, thoughts or ideas are much appreciated.

I'll see if I can get me girl to take some more pictures in bit.

[canadianbeaver17]

Both guys - great boots and loafers. They look good! I hope your partners support you both. I think after you wear them out once with them and they realize its ok, they will be more open.

[Shafted]

I've found that after the first few times out in heels, the rest is actually quite easy.

[NewfieGuyInHeels]

LOL Thanks for the comment beaver, but for the record, I'm single.

[davefry]

The one thing that scares me about going out wearing heels, is the noise they make. And, me being me, I think it's better to wear them at night when no one can see them, but at night, due to no one else being around, the noise is accentuated even more. Whilst I have shoes and boots with rubber heels, they're not my favorite, and besides, I like the noise they make. I'm thinking about going out tonight wearing the ones in the pictures, quite late, with my girlfriend. I'm thinking of driving out to another town near me, but where I don't know anyone. A lot of my customers (I work freelance as a PC engineer) live quite local to me, and I don't need them going elsewhere just because they're fairly old and don't approve of the shoes I wear. I have to do it at somepoint, anyway. The sooner the better.

[kneehighs]

davefry I think your boots look fine. Are they patent leather? They look really shiny. The shine might attract more attention than you feel comfortable with in public though. Perhaps shine em down? Just a thought, but I like how they look narrow, not like you have hippopotamus feet streching them out.

Here is a pic of Heel-D:

[davefry]

They are PVC, which is why they shine so much. I have another pair of knee highs that are leather, but they're rather tatty (surprising really, I only wear them in the garden at night, and are about a year old). I'm going out very soon to a quite place I know to walk around in them. I will take more pictures soon. Edit: Oh, and I love those shoes.

[Dawn HH]

Davefry:-) Welcome to the Forum. Most of us all started out the same way you did and we all got along just fine in our progression from darkness to daylight. You can too. Spend as much time in the next 6 weeks heeling with your G/F before she goes back home. By then, you should have enough confidence to try things on your own. The world is not going to fall apart if you streetheel in daylight. Build confidence and have fun. The more you do it, the more confidence you will get. It's all in your head, and you need to build more confidence. Stretch the envelope a bit each time you do it and you soon will build the needed confidence and you will say to yourself. "Why didn't I do this sooner"? Cheers--- Dawn HH

[davefry]

Thank you for the lovely comments. I actually went out on my own last night! I put my boots on, walked down the stairs, out to my car on the drive (parents bedroom is at the front of the house, if they were awake at 3am, they may have heard someone in heels), and went to a quite place I know. When I got there, my plan was to get out the car and walk around using the excuse of getting out the car for a cigarette. It was great, even though no one was around it felt good. I saw one car, but that road is all national speed limit, so I doubt whoever was driving was looking at me, especially my feet. Anyway, I still found myself hiding behind my car when I saw head lights. I'm going to do the same tonight, probably a bit earlier than last night, with or without my girl. I'm more confident now, and it feels great.

[Anton]

Anton:-)

Those brown boots sure look good with that outfit and those pants. A great combination for you.

Daz:-)

It's so great to finally put a face with a name and I like those pointies. You wear them well. Any chance of seeing the rest of the boots?

Cheers---

Dawn HH

Thanks so much Dawn HH, I liked those boots since i bought them, that day i had to wait almost 1 hour before to get home, a long waiting and i was so anxious to try them again, this was the first outift i tried with them, and i liked a lot!

Daz, your boots are awesome, would be great to see more of them if you have a chance thanks for sharing!

*Here's another picture, with black zip boots, have a good week!. -Anton.

[Dawn HH]

Davefry:-) Like I said---you gain more confidence each time you wear your heels out in public. Anton:-) Looking goood!!! Cheers--- Dawn HH

[davefry]

I went out in these and these on Monday night, first time I've really worn them, especially in my neighbourhood. They are ankle boots from Faith, and the heel is about 4.5".

I decided to just go all out and wear the highest, noisiest heels I have. And walking with my girlfriend, gave me more confidence, but we didn't meet anyone thankfully, because I'm not quite ready for that yet.

And last night, I went out in my new boots with a shorter (about 2") heel because I'm not used to walking in 4.5" heels, and I have to admit they hurt my feet the previous night.

Still! Getting there! Yay!

[Pam]

Walking with the girlfriend is always an excellent support. Gives a lot of confidence. My first time heeling was with my ex. It made a great difference, she made me realize that most of the fears were in my head!

[new_look]

i said this a thousand times and will say it again to the ones who havent read as this has been agreed with many times. when i was with my ex gf, my confidence outdoors in heels was boosted by 10000% asthe image given from walking with your gf in heels gives the following 2 impressions 1. you slash the 'gay' idea out of everyones head cos your in hand with a girl 2. people see that your gf doesnt mind and still finds you attractive etc, therefore why should anyone else care works a million wonders, sadly something i dont have the advantage of at the moment. current gf thinks heels are a female only privelidge daz

[davefry]

Daz! I know what you mean about having a girl with you. I still don't have the confidence to go out during the day, but I've been heeling late at night with my girl 3 nights this week. I hope to do more soon, but my sister is getting married this weekend, so I think any street heeling is out until next week. Anyway, once I get used to going out in them, and stop worrying about the noise they make, I'll feel easier about getting out in public. All seems a bit far away, but, as with many things in life, I won't stop until I get to where I want to be. I'll happy talk to anyone about this, so catch me on MSN or the like for a chat!

[Elegant]

I hope to do more soon, but my sister is getting married this weekend, so I think any street heeling is out until next week.

Wear heels to her wedding!

[davefry]

I would have loved to have been able to wear my Faith ankle boots with a 4.5" heel to her wedding. However, I think I'd probably have been disowned.

Anyway, my girlfriend has kindly taken a few pictures of me in heels here. I wore the trousers and jeans that I would match with those heels, and I hope they look as good as I think they do.

When talking about men in heels, some men want people to notice their footwear, and to an extent I want to be noticed. I want people to notice how good I look, or even how nice my boots are. To this end, I'm one of those people that would rather hide the heels under my trousers, rather than tuck my jeans into my knee high boots.

I'm more worried about what my family would think of me, as I care so much about them and I just couldn't face hurting them with something they probably wouldn't be able to accept.

I'm still struggling to get used to walking outside in the dead of night with lots of noise coming from my heels. I was thinking about putting rubber tips on the heels of my more noisey boots, but this would change the angle of the boot, and... well, is it worth it? I mean, in a busy town centre it's common place to hear someone in heels, the difference is if someone sees that you are wearing something out of the ordinary.

I'm tired, and I have Flu. I need hugs.

[Dawn HH]

DaveFry:-) A very nice collection of boots from your pics. I'm like you---I would rather wear my heels under my long jeans than on the outside. When I first started streetheeling, I had rubber tips put on my boots in place of the noisy plastic heel tips. After a few pairs, I figured---"What the heck"! And after that when I got a new pair of boots, I wore them, out of the box, with the noisy plastic tips out in public. Now, I don't change the tips unless they wear out and need to be changed. So they make noise, who cares. Cheers--- Dawn HH

[NikkiHH]

Hi, haven't posted recently but thought it was about timeto make my contribution to this freestyle fashion thread:

http://pg.photos.yahoo.com/ph/lcy01/detail?.dir=b9ea&.dnm=d9a1re2.jpg

The boots only have a 1.5" wedge heel but I do like them! I have't yet been out wearing this as it does push the boat - maybe on the weekend though! I'll post some pics of my pointy boots sometime soon as well.

Nik

Hope the link works...

[Shafted]

The link works just fine. Great to see another members face.

[kneehighs]

NikkiHH--welcome to the world of showing your freestyle fashion pics to hhplace.org. I applaud your courage and the time it took for you to take, download, and upload the pics. Nice tasteful outfit. I think the boots with trousers would be easy to pull off. I'm sure with some confidence you could pull the look off with the skirt too.