Since I started leading I have discovered an new problem. I need more shoes. Stop laughing. Seriously. I have ONE pair of 3 inch heels and the rest are 3.5 and 4. For awhile I led in my “Go-To” following pair, but as I got serious I realized that I needed the grounding of a real pair of lead shoes. I bought a cheap pair of canvas ballroom shoes with a 1.75″ heel - they work ok, but they are UGLY, they truly offend the Shoe Diva in me. I have also bought a couple of pairs of street shoes with varying results (one pair I really like, but they are gold, and I find myself having to constantly find new clothes to go with them because I wear them so much).
These are what I’ve been trying to lead in:

Additionally I think about occasionally going out for some swing dancing. Guess what? I don’t have any swing dance shoes either. Can you imagine me trying to Lindy Hop in 4″ CiF? Could someone call an orthopedic surgeon and keep him on hold? (I HAVE done it in 3″ Jorge Nel shoes however - the swing dancers thought I was nuts… They were probably right.)
So here is a list of my demands:
Ideal lead height <2"
Chunky Heel for stability
Looks ok with a skirt (Dance sneakers look ridiculous on me)
Cute enough to be my primary swing shoe
A platform would be really nice (with a 2-2.5" heel would be awesome)
Can I dream that I could follow in them?
I am getting desperate. I'm teaching. I'm leading. I dance 5+ days a week. And dammit, I want to go swing dancing! It was getting to the point that I had been toying with the idea of sucking it up and buying some Jorge Nel (my negative association with my JN shoes is actually what inspired me to start this site). I actually kind of like these but with this heel (The picture on the left, I’m imagining them in silver leather with maybe a black or grey mesh). But I was really disappointed to find that he doesn’t offer a platform option (of course the platform is part of what caused the problem last time…). He does offer these in virtually unlimited colors (picture on the right) but by the time I get a platform, arch support and proper padding they would be $150… Ouch!

Desperate times call for Jorge Nel?
I was heading that direction, but salvation is at hand!
Reviewing comments here, I realized I might be making a logical error. Stop trying to make tango shoes work for swing, make swing shoes work for tango… Enter Aris Allen. Now I don’t know all that much about swing shoes (it’s been at least 5 years since I went swing dancing!), but I have done some looking around and these seem to be the brand. Long ago, before the explosion of tango shoes, I had considered getting some Bleyer swing shoes as a comfortable practice alternative, but they seem to have disappeared (thank you weak dollar and crashing economy…)
So this is my current frontrunner:

It’s no CiF, but I think it might fit the bill. It has a leather sole, a platform and the heel height is perfect (2.25 - .5 inch platform). And it is only $90 with all the options! Anyone want to tell me that it is the most hideous thing ever? Because if you don’t talk me out of it those babies will be here, hopefully before the next time we have practice.
There are a bunch of oxford styled shoes, but there are some others that I think would be good with skirts:

Closed Back Wedge, funky but kind of cool…

Mary Jane (no platform on this one, but I like the look)
Rug Cutter - I like this style, but I have gold shoes that I like for now.
Hmmm. It is hard for me to buy sensible shoes, but these are looking pretty good, all things considered… Anyone want to tell me that I am crazy?