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"Shooties" : lace up booties.

I also went to one of coffee shops in Scotland and posted a photo from it in that tread.

Because I have to walk a ways down the towpath to do my shopping I have a good sized rucksack for carrying groceries. No problem to put my stiletto boots in and change at the park once I’m off the towpath. The walking surface is good in the park. As for photos you are mistaking me for someone else. I’ve never posted a photo of myself in heels. There was another member who lived in the north of England who used to post pics of himself at cafes. Not me. That said I am thinking of setting up some shots in the park if I can work out some good compositions. Professional pride won’t allow me to post snapshots. So I’ll work out some good angles and backgrounds, practice a bit and see how I go

Yeah, it would have been nice to start earlier, but everything has a time and place. Had I actually started wearing heels when I wanted to, I believe my life would have been harder, not easier. I'm just trying to imagine me wearing heels in high school in the 80s. I probably would have been literally beaten at some point. I may have gone my own way about a lot of things, but I certainly was not ready for those challenges at that time.

Like you I wish I had been able to summon the nerve to wear boots and heels much earlier. It is silly and foolish to allow yourself to be so hobbled by the opinions of others, especially in something that in the bigger scale of things is so trivial. It’s not like wearing heels is a sin, or a crime, or damaging to anyone - it’s simply expressing yourself in fashion. Allowing yourself to have fun. And once you realise and accept that it is such a relief to unload all that useless angst

Yes, living on a boat does make things tricky in terms of wearing heels. Obviously I can wear them in the boat, and while I’m working at my home office. I’ve a nice hardwood floor and can get up from my table and putter around the galley, make coffee, cook meals, and do chores, and in that regard I suppose I am no different than anyone who wears heels to an office in the city- they spend most of their days sitting down at a desk or conference table. I just don’t have the commute! I also don’t have a ready means of practicing and acquiring the effortlessness in wearing heels that is so important. Especially with regards to mastering the 12cm stilettos to which I aspire. Even in the 10cm ones, which I'm fairly comfortable with, I could do with some longer walks etc. I really need to figure out some way of managing this. I can go to the local park, change into my heels and practice there, although I am reluctant to do my practicing in public as I feel silly looking like such a beginner in my 12cm heels - yet if I don’t put in the practice I’ll never gain the skill. And I really want to gain that skill. I also worry about the fragility of my stiletto heels. I know the song These Boots Were Made for Walkin’ - but how far and in what conditions? I’m not at all worried about going out in my chunky heeled ankle and OTK boots - and as long as the towpath isn’t a sea of mud (and it sure hasn’t been lately in our drought) I’m happy to walk to town in them. And on the bright side with my stilettos, I do derive some benefit in wearing them in my “office” simply for the liberated, creative feel wearing them inspires. I’m just not gaining that effortlessness that completes the look.

Well, I wish I could jump on that time machine as well, not just for the great boots and styles.... More importantly, to accept my true self much earlier in life, would have had so many more years of enjoyment in boots. Oh well, at least I findally came around. I would do anything to help even one younger guy avoid the horrible emotional trauma I put myself through, wasted so many years of my life.

You look great, and I'm betting those tall heels were fairly comfortable