Cali

Congratulation on this milestone.  

"Oh, they seemed so high back then!" made my laugh, because I remember getting use to 1 1/2 inch heels when I first started. Now like you, 5+" is just normal daily wear in public

Try using a gel instep cushion to help hold them on, one that sticks to both the shoe and your foot. Or use TBG's method and use double-sided tape.

While I don't wear skirts and dresses, I  wear many women's fashions daliy as a man. I have many women's tops and even a Victoria's Secret pull over sweater. It's amazing how many people compliment this sweater when I have it. Yesterday I wore a sleeveless turtleneck (VS) under a sweatshirt (jumper), jeans and my Charles By Charles David black laser cut wedges(tall wedges) to work.

Hummingbirds

Sprayers

Ring

6 hours ago, HappyinHeels said:

AT Left is the "Brandey" wedge I got today at  the Steve Madden store in the "Bucktown" area of Chicago.  

I looked at those the other day in a Steve Madden store, but decide not to get them.  Last year I got the Steve Madden Estrella clogs.  Love the slip-on/slip-off and they stay on. They are my around the house shoes and run errands heels on my days off. Also wear them to work when I'm in a rush. I liked them so much that when I saw they were on clearance I grabbed a second pair.  Still in the box

In-Your-Face

If you like Steve Madden heels, get some Dreamgrls. Head turners!!!! Plenty of room for a wide toe box and a bit more stable. Planning to wear these to work on next Tuesday. I just got to remember to take shorter steps when wearing these.

I JUST did it and continue to do it.  

Nice booties.

Baby steps.  Act like you have an extremely tight pencil skirt on.  Baby steps.

Herman's Hermits

To Hell

2 hours ago, mlroseplant said:

1,500 bucks, that's why! That's a lot of manicures! Some things you can't do in gloves. Still, I didn't break any guitar playing nails, and whatever damage I did can be cleaned up with a nail file and buffer. All is well! I will finish up tomorrow, and have my car back again. 

50,000 buck experimental hand surgery.

And If you ever break a nail, get an acrylic nail.

Alps

Mendocino

TBG I have too many gophers for heels that narrow.

I'm missing bones in my hand and shoulders now, so working on cars is left for someone else. Besides, why mess up a perfectly good manicure with gel polish, let along a nice pair of heels.

Lodi

I'm around that area occasionally.

Amontillado

Pinot Noir

Champagne

Look, I'm in my 60's and I'm still learning new tricks. You are only too old when you're 6 feet under.

I'm going to go out and spend a day looking at pumps. I had dismiss pumps but CAT's photos made me reconsider.  Can you image working in 6+inch open-toe stiletto pumps? That would be so much fun!

Lexicographically