There’s a temptation to think of crossdressing as something people only do in the privacy of an intimate environment. In many cases that is true, though most of us would like to take it further, but stifle this desire.
Breaking out of this mold and dressing outdoors is a major step for many of us and leads to a better understanding of the fluid nature of our gender. Once the initial trepidation is over come – and, yes, I could write a book on that alone – then a new world emerges. It feels wonderful to find this, and for many it’s the first time they feel entirely comfortable and can be themselves.
As one enjoys the freedom to wear what we want, and be who we are, it starts to feel increasingly comfortable. I often point people toward this article to get a better basic understanding of crossdressing, and what it means to you. It’s the experience in the end that is our best teacher, though. It takes courage to make those first steps. You might think of it as the price you have to pay to be your true self.
I looked at the young pastor and offered him another cup of tea. He sat in my room with a look of hopeful expectation.
“I would love to contribute to your fund, and I must say that, in principle I am of course an avid supporter of anything that helps disadvantaged inner city youth,” and with that I paused and leaned a little closer, my cleavage spilling into his eyeline.
I continued, “But, I wonder, Pastor. What can you do for me?”
The young man looked a little surprised, then replied, “Naturally, I’d like to help my benefactor in any way I can.” I couldn’t help noticing the struggle he was having averting his eyes from my breasts.
As summer gently shimmys toward the exit door, and fall gets in the queue to get into the club of the passing year, we’re slowly seeing the weather change. Even Auntie Kittie has started wearing a sweater now and then, a matter of considerable relief to Max, who types up her material.
“Max is such a dear,” she said the other day. “I’m so grateful he’s so good at putting it in. He’s so thorough.” and then added as an after thought,”… and so quick.”
The poor 20 year old lamb goes the color of a beetroot when he’s embarrassed, and Auntie Kittie will say such things in front of Sylvester and Mistress Meg. And it was Sylvester and Meg who were sitting at my kitchen table this very morning. Sylvester was telling us how in these troubled times we should all be finding ways to lift our spirits. Instead of worrying about the Corona Virus we should be reaching deeply within ourselves and fostering our creativity. Meg was a little skeptical.
I’ve been doing that very thing myself. I’ve been doing a little embroidery, making some of my jeans look a little more feminine by adding a few little designs. It’s really very simple and gives even the most masculine of trousers a nice feminine touch. If you’d like to change your favorite dungarees from the farm yard, or even the ones you wear when cleaning out the slag from the iron foundry this will do just the trick. Even your most stylish denim pants can be personalised and uplifted – and we could all use a personalised uplifting of our denim clad butts, I’m sure you’ll agree.
I leaned over the kitchen table and turned to Sylvester and said, “What do you think of this?”
Sylvester looked at my jeans as I did so, and said, “That’s really very impressive. I think I should enter you.”
“Sylvester, I…” but before I could speak he went on, as Meg looked on, arms folded and unimpressed.
“I should enter you in the embroidery competition. It’s part of the end of summer cultural fair at the recreation center.”
“Oh, really I don’t think so,” I said. “Most of the people entering are really rather older than I am. They’re quite a conservative lot. I’m really not sure what they’d make of me. I can imagine it would be like that poor South African athlete who they didn’t believe was a woman.”
Sylvester looked a little doubtful. “No, I don’t think it would be like that.”
Anyway that’s what I’m doing. Sylvester tells me he’s working on a book. The Complete Idiot’s Guide To Being A Complete Idiot. A catchy title.
“Are you writing it or reading it?” muttered Meg, ever the acerbic wit.
It turns out that half the people in this competition I’m now entered in are young arts students. I thought they’d all be doddery old buffers like Auntie Kittie’s father, who’s staying with her rather than going into a care home. These days that seems a rather good idea. The old fellow is about 150 years old and sits smiling looking into the far horizon. He seems a kindly old fellow, though the dementia is quite complete and he has little idea of what’s going on. He seems cheerful, though.
I said to Auntie Kittie, the other day when I was round there, “He looks like he’s fondly remembering the things he used to do when he was a young man.”
She frowned and agreed.
“Yes, you’re probably right. He’s remembering flying aeroplanes and bombing Germany. He’s always been a belligerent old bugger.”
I suppose we all have our own journeys.
Have a safe, socially distanced week. The Republican convention should provide a few laughs this week… urgh, I can hardly wait.
I think it fair to say that one of my favorite occupations after I run screaming from my office at the end of the week, is to relax and settle down for a quiet weekend on the water. This is the time when, after the gnashing of teeth and sobbing generally has subsided that I can put my feet up, watch one or two friends trying to look masculine and impressive, and lament the absence of my wife, still unaccountably travelling in Europe.
If there was a week that would drive one to a gnashing of teeth, and generally pulling one’s hair out in frustration, it was indeed the week that has just ended. On the whole my clients at the advertising agency are a sweet and very receptive group of people. They accept my somewhat unusual approach to life, in exchange for some very sound advertising and marketing guidance for which I am grateful as it does provide me with a satisfactory income. Having said that, I despair at some of the clients.
As Gerald comes to camp in her back garden, dating someone who doesn't care about you is up to her old tricks. Will he manage to figure out where to sleep? Is he going to be ok in his tent, and will Auntie Kittie help him get it up?