Lisa’s Night Out

By Lisa Lane

Lisa is a friend of mine and one of the kindest souls you will ever meet! She wrote this some time ago and wanted to share it here!

It had been a wonderful year of discovery for Lisa. She had attended several “T” conventions in the USA and was particularly looking forward to a pleasant social evening in the company of the girls from Canada’s Xpressions Club on the occasion of their Halloween Party………

Well, Saturday was a day of firsts; we got dressed at a leisurely pace, taking lots of time to make sure that makeup, outfit and accessories were just perfect. I wore a close-fitting, stretchy leopardskin dress, respectably above the knees, leopard-skin purse, matching high heel shoes, gold neck chains, big loopy gold earrings and my dark brown Mink fur coat. We relaxed over a little drink and some girl talk then got the car out and drove off en-femme after ensuring that none of the neighbours had decided to do any nocturnal gardening. I rather suspect that the consensus opinion of the neighbours to discovering Lisa’s existence would be that burning at the stake was the only appropriate “cure” for her condition!

So, off we went to downtown Tee-Oh, as Toronto is known to its residents. When driving in the dark, one’s vision and concentration are almost totally on the world outside the vehicle. But, just now and again when a street light is passed, the interior of the car is momentarily bathed in light. It is quite thrilling to look down and see nail-polished fingers, silky pantyhose, high heels and a dress tight up around the top of ones legs.

Stopping at some traffic lights in the downtown area, I remarked that pedestrians don’t really seem to pay much attention to the occupants of cars (I was feeling that, having got all glammed-up, the very least the Toronto populace could do was take some notice!). Anyway, no sooner had I said this than a “Squeegee Kid” ran out and began to clean the windshield. That kid sure got more than he bargained for when he walked round to the side window and saw the “girl” driver with the long gams and tight dress pulled all the way up over her thighs!

Arriving in the Gerrard/Church Street gay neighborhood of the City, I dropped my wife off at the door of the restaurant, circled and circled and eventually got parked some distance away. It was probably around zero degrees Celsius and, although I felt the luxurious warm caress of my knee-length Black Glama Mink fur coat around me, it was still rather a pleasant sensation, after the drive, to have the cool breeze wafting up around my silky shaved legs.

It was with a mixture of trepidation and exhilaration that I suddenly realised that, here I was quite by chance, unchaperoned, strutting my stuff all alone in the big downtown. To this point, Lisa’s mainstreaming had consisted of organised hotel-type conventions and group outings. These thrilling first moments away from the protective cocoon must surely be very familiar to all outgoing T-girls reading this. But, please indulge me as I relive the full wonder of the occasion.

Initially, the warm tingling thrilling feeling bubbling up inside was there, as expected. But, even after just a few steps, I began to experience a wonderful calm of normality – in other words, this was the way I was meant to be dressed. A hold-your-head-up-high self confidence began to permeate my whole body and I simply loved every step from car park to restaurant. As people passed, I didn’t succumb to the “keep your head down turned away” syndrome. Au contraire, it was more a feeling of “please don’t walk past me without taking a really good look – I’m a pretty girl and want you to, at least visually, share me!”.

Arriving at Mango’s Restaurant, we met up with about twenty of the gals from Xpressions. Some were in costume – we had an Elvira; a Wicked Witch; a Supergirl, complete with cape; a Spiderwoman and many others I can’t even begin to remember. They were a super bunch and I have only just begun to realise what a wonderful whole new gender world I have right here on my very own doorstep. We had a splendid dinner and the gay waiter made me feel so good when he kept calling me “Sweetie”. The restaurant was alive with the chatter of girl talk – what type of makeup do you use?; how did you choose your femme name?; do you prefer the sophisticated or racy look?; where are the fun places around town?

I am happy to say that I am now becoming quite the old hand at using the ladies’ washrooms but habits from ones other personna tend to die hard and I must keep reminding myself to put the toilet seat back down when leaving. Now, why would it be up in the first place I hear you ask? Well, it’s not easy getting rid of several cups of coffee, seated with your legs tightly closed and this girl finds it necessary to slip her pantyhose down below the knees so to do and, with a gold charm bracelet on her wrist (a deadly weapon for pantyhose!), it is sometimes financially more prudent to retain certain male habits rather than jeopardise a $7 pair of stockings.

At midnight, most of the girls decided to go off to a club to dance but, as we had been out very late at a social function the previous evening, we made for home instead and, once again, I experienced the wonderful high of the great outdoors. I have always loved the staccato clicking sound of high heels and this was enhanced by the knowledge that, on this occasion, these were actually my own shoes making the music on the sidewalk.

On the way back to the car park (we were in the red light district – if you can imagine such a thing in Canada), a car drew up as we were crossing an intersection and it was completely obvious that the driver was a “customer”. He gave us the once-over but, because we continued to walk on rather than over to his car, he concluded that we were just a couple of well-dressed babes who were not for sale! I don’t quite know what to make of this – whether to feel good about being taken for a hooker or not. Well, I suppose that not getting noticed is far worse than getting noticed. So, now at least I know that, contrary to popular belief, my career possibilities are not as limited as had been previously imagined.

The return journey was uneventful except that, when we were driving down one of the main drags, we stopped at lights alongside a police car. The officer’s head turned towards us. I casually glanced away and then back. He was then looking the other way. So, he must have checked out the two chicks in the car alongside and then his attention moved on to something else. In a way, at least to me, this was almost an official seal of “passing”. Or, perhaps “T” types being so common in TO, I was read immediately – although we’ll never know for sure, I prefer to think the officer just saw two pretty gals alongside.

Arrived home way after one; threw some logs on the still smouldering woodstove, poured two stiff drinks and relived the evening over and over. I just didn’t want it to end and the thought of taking off my lovely makeup was almost too much to contemplate. But, eventually I succumbed, got out the Vim and Brillo Pads, removed the paint job and reverted to my other personna. And so, for a very contented Lisa, a wonderful evening came to an end…………

Oh, and by the way, the answer to the makeup question…….I use only the very best the Dollar Store has to offer.

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Happy Thanksgiving all! Here is something to think about:

  • Your job is the dream of the unemployed
  • Your house is the dream of the homeless
  • Your smile is the dream of the depressed
  • Your health is the dream of those who are sick

Beautiful things happen when you distance yourself from negativity, find something to be thankful for!

4 thoughts on “Lisa’s Night Out”

  1. Great story Lisa. You look fabulous.

    I have thought about going to Xpressions in TO but haven’t got around to it yet. It sounds fun.

    I love your description of your walk along the sidewalk. I feel the same when walking down the street.

    Take care.

    Jocelyn

  2. The entirely delightful narrative is encapsulated in your phrase, “wonderful calm of normality”. Going out is just being the ladies we are meant to be.
    I’ll re-read Lisa’s Night Out again, and again, and again, until I’m inspired to have my own Night Out.

    Yours,
    Eloise

  3. I love your pic, Lisa. I have been to 2 Xpressions pub nights and enjoyed both. I only wish I could go more often but 3 hours is a long drive after. Thanks for your story.
    Donna

  4. Lisa,
    It was lovely to read your story as it brought back many memories for me when experiencing those feelings for the fist time . Like you I found driving wonderful , seeing your nail poilish while holding the steering wheel , looking down and seeing stockinged legs and some second looks from passing cars . Obviously it is different for me now but still enjoyable to do it as a woman .

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