@Goose @CrushedVamp Welcome to the forum! I believe that you will find many of the active members to be encouraging and supportive as you progress in wearing heels out in public. I find it to be very comforting to know that what I have and I am currently experiencing, others in this group have also done the same. Thus, that which you share with this group will be very familiar to most everyone and the advice you receive/can find will be very helpful. On that note, allow me to offer a few suggestions.
First, read through many of the threads started over the past year or so. As I started venturing out in heels about a year ago, I, too, had many stories of success as well as many questions. I found the responses, encouragement, and advice in the responses to my postings were invaluable. You may not agree with all that has been offered in the words of each individual but for the most part, I have found that which they wrote to be enriching and rewarding. For me, reading the stories of other men wearing heels in public was the motivation I needed to take that first step, both literally and figuratively. Within a year, I have gone from “Oh god! Someone may have seen me in heels!” to “Someone saw me in heels. I hope they thought my skirt and top matched my boots/heels!” I often receive compliments on my outfits and that never gets old (and/or tired).
Second, be sure to share your stories, thoughts, and comments with the group. Again, many of us can relate to your feelings and will be able to offer tips, pointers, and if needed, cautions about wearing heels in public. I find that writing about my initial experiences of wearing heels in public was very helpful in processing all of it. Likewise, you will always get a response to your posts. Building confidence in wearing heels in public varies from individual to individual. Some can throw on a pair of heels for the first time and head right out in public without a care in the world. For others, it may take a bit, and there will be a few who may still be hesitant for a very long period of time.
Finally, do not feel stupid, silly, ashamed, or otherwise if you truly want to wear heels out in public. There are members of this forum who range from just wearing only heels to individuals like me who are either genderfluid or fully transgender (I have started gravitating to the latter) but what binds us together is that we all wear high heels. The how, when, and where you choose to do so is entirely up to you and I hope that you will eventually become like other members (myself included) who prefer heels to other footwear. At first, yes, it is going to feel as if the eyes of the world immediately fall upon you when step out in heels. With time, practice, and determination, that will change. Again, read through some of the older threads and look at he outfits some of the members have worn out in public. When I first started wearing heels in public, I dreamed of the day I could wear a similar outfit in public. Now, I do and want “everyone” to see it!
If you need advice, encouragement, or the like, always feel free to make an outreach!