Unhiding my heels

[pebblesf]

20 hours ago, hiddenheels said:

Oops, went Christmas shopping and forgot to hide my heels!

 

[it's a skirt]

 

Was wondering around the plaza for about 3 hours. No one said a word, although I saw some people do double-takes. Heels are 4.5".

You look great buddy!  The boots fit perfectly and the outfit looks great as well!  I'm sure there were some second looks indeed, consider that a big compliment!

[Shyheels]

I remember the first time I forgot to hide my heels and answered the door to our post lady while wearing my stiletto knee boots. 

[Puffer]

4 hours ago, Shyheels said:

I remember the first time I forgot to hide my heels and answered the door to our post lady while wearing my stiletto knee boots. 

I'm sure you exhibited a First Class Male appearance!

[Shyheels]

It was a special delivery 

[hiddenheels]

Hi!

I have no clue where the days/months/years are flying by. Have been heeling pretty regularly (usually weekly, sometimes twice), and have gotten comfortable, in both the emotional and physical sense. Emotionally I get much less worked up, or none at all, when wearing heels, no more anxiety and just get to enjoy it. Yes, it takes mental effort to plan out which cloths I will wear so things match, but otherwise I'm good. Physically am getting better at wearing 5" stiletto pumps for 2-3 hours walking around. 5" boots no problem.

 

Recently saw this boot (in the picture below) and I reeeeally wanted it, they were gorgeous, and I loved the color. $180, and given the number of shoes I have, it's not something that made any sense, so I talked myself out of it. However, a week back, I noticed they were on sale for $70, and upon impulse, walked into the store and asked if they have it in my size. I was doubtful, but the lady brought it out. Took off my 5" boots, and tried these on. They fit perfectly, loved the whole thing, and couldn't resist. YOLO and all that. Few days ago, had a chance to go shopping, and wanted to show off the boots a bit. A bit of chat with AI helped me figure out some color combinations that would style the red well (AI hopefully gave good tips, my style sense sucks, so it can only get better). Ended up with what is in the photo, with a white TV shirt and grey hoodie on top. Obvious I'm a guy, have good facial hair. Felt comfortable. Went to a diner for food, then spent about 3h shopping, book stores and such. Two ladies complimented the boots. I'm sure others looked, but it was comfortable. 

 

Guess my unhiding is progressing. 

 

Wish family was supportive, but this still is a lone exercise.