Will the third time be the charm? Another possible first outing

[heelguypa]

Ok, here it goes again, after years and years of failed attempts and different partners. Lol.

My current wife would not be very happy with me wearing high heels so it has been on the back burner. The last attempt when I got a new job it was snowing almost daily.
So new job and new attempt. I should be traveling to Montreal in the following weeks for a couple of weeks for training. So my mind immediately started wandering towards shoeeeees, lol. And planning on trying personally before purchasing. I found Aldo and Steve Madden, and I will also try other stores and malls. First check them them out and go with my gut feeling to try and buy. I am scouting ahead on Google maps possible stores to check out and maybe try on.

My must have parameters would be:
1. Must be an stilleto heel, the thinner the better
2. 3.5" to 4" heel
3. Closed shoe (one step at a time sandals not brave enough yet)

Then colorwise most likely black, patent or leather, but open to other low key not flashy colors, although I loooove pinks, florals, pastels, the "girlier" colors if you will, but once again not brave enough yet, probably later on.

Shoe style I am thinking a classic pointy toe pump, could be d'orsay style or with an ankle strap or slings, whichever looks and most importantly feels best when trying on.

It seems snow is on the forecast then maybe some ankle booties, and I know stilletos would be ill advised but that is fave, there are very few block and wedge styles I like, but we will see once I get there, and hopefully finally I can fulfill this fantasy.

Just as a comment I am so loving the new Larina ballerina pumps from Steve Madden  , https://www.stevemadden.com/products/larina-black-satin I can just picture these in black with a dark suit, would look amazing.

As usual any comments, tips words of encouragement are highly appreciated. 

[mlroseplant]

Good luck to you, I have many pairs of Steve Madden, from traditional looking pumps to platform sandals. I have found them to be pretty good for what they are. Like every other affordable shoe manufacturer, they've gotten away from using leather like they used to. At least their synthetic pumps, of which I have quite a few, are actually decent.

[heelguypa]

Yes I like their pumps a lot and they are a block away from Aldo. I mentioned Steve Madden mostly because of the shoes on the link, they are my current obsession, lol. So darn pretty and sexy 

[Gige]

Hi Heelguypa!

I think any of the "regular" members can appreciate your feelings. First, those Larina heels are wickedly gorgeous! If did not have seemingly 300 pairs of shoes and boots, you better believe that I would pick-up a pair!

When it comes to wearing heels out in public, there is "a lot" of advice on this forum about how to approach doing so - all of it good. Any man/male who has ever worn a pair of heels out in public knows exactly how you feel, and any one of them will tell you that the first time doing so is always the hardest. Trust me when I say that it gets easier the more you do it. I recommend that you read through those posts on the "for the guys" part of it as there are many great stories and encouragement about doing so. If it was not for this forum and the stories of others I read some time ago, I probably would have never summoned the courage to take that first step - literally. Now, rarely can I head out in a pair of heels without receiving a compliment.  I have said this in many previous posts but it is always worth repeating - "Those that mind don't matter and those that matter don't mind."

The photo included is the outfit I wore to work to day. So yes - it can be done and doing so is one step at a time. 

The outfit: Boots/Jessica Simpson Tulip; Boot chains from Shoebidoo (out of Utrecht).

 

 

 

Edited 1 hour ago by Gige

[pebblesf]

Those JS boots are amazing, I had a similar pair.  Love the chains, great accessory