The Day I lost my Virginity (sortof that is)
You might say things have been slowly developing.
I?ve been a Crossdresser for a good long time.
I?ve got all the stuff and more.
There are so many shoes??Black ones,. White ones., Red ones
and now this week I came across my size in the $5.00 rack at Walmart.
Hum size 9, double ankle strap, four inch heel?..what?s to think about.
It?s only when I got home and was prancing around, that I got to thinking.
Silver? Now I?m going to have to spend a bundle to match up these.
Made a note to watch out for a Silver purse on sale.
So it goes???.a tranny is never finished shopping.
Actually, all my buying of bustiers and matching thongs is more relevant to this post.
I?ve made a decision,
and so I?m trying to get ready,
for the day HE pops the question.
There is this friend who has moved away and has a beautiful condo over looking the water.
He still comes around once a week, bring treats of all sorts. But then you?ve heard about him in prior posts, haven?t you.
Just before christmas I finally told him because he visits irregularly, and if I?m dressed I can?t answer the door.
Rather than see him disappointed, I told him why I seem to be away, but that I?m actual at home.
He took it extremely well. I kinda think he has homo leanings. Why else would this big good looking blond guy be interest in a little guy like me?
I think he still looks upon himself at straight and all that;
but, according to his Ex,
he is a real dud in the bedroom.
Being a gurl, I am not going to chase him,
but, I know one day soon, he will just blurt it out.
Come over when you can and we?ll have lunch?..I?m a good cook.
Now finally, I get to my point.
Today I bought a Butt Plug.
Not those little tiny ones called TINY FLIRT but rather the BIG FLIRT .
I had been sort of leading up to this and been, (Yuck), using my fingers.
By this time I was able to get three in and if I really want to?..the little finger as well;
I just knew it was time to do some research online and get the best plug I could.
I ended up with a Tantus product. It
s 100 % silicone, and not overly long, but good and wide, because I needed to work on stretch that would last..Oh yes..it's very flexible and never hurts anything inside you.
Let me lead you through the process of dressing this first time.
A couple of times earlier today I had done a good enema (again Yuck), and so I was good-to-go in that department.
First Item was to put on my Hose?? An off-white set with a shimmer to them.
They have sort of a built in Suspender system that has a waist elastic strap.
Those afore memtioned Silver Strappies?Actually they are the first pair with a double buckle strapping that I?ve ever owned.
These legs look so hot in high heels.
I?ve taken to wearing a Thong quite a bit recently. Today I?m wearing a red one. I put on the matching cute red bra first, then the thong.
Next I Sort of bend over after covering the Butt plug with Lotion.
It?s purple, that?s my colour you know.
Slowly, I allow it to enter.
Turning it a bit and taking my time, I suppose it took a minute to get there.
It went quietly into place with a final little zip. I don?t know how else to call it.
All I know is it sort of fell in.
There was no pain.
There was no fullness.
It was just there now.
I don?t think it would even come loose on me but I covered it with the thong , which is more like a rope at that point.
Works fine.
I?ve been sort of hoping the butt plug would help out my wiggle but I?m not so sure now.
What with my heels and that practiced locking of the knee as I stride does produce a nice subtle wiggle anyways.
Now where was I.
Continuing to dress,
Rather, I forget to mention the very first thing I had done when starting out naked, was to put the Makeup concealer under my nose on the upper lip.
That seems to be the only place I have a problem with some beard.showing.
I proceeded to put on jewelry, while I added the eye liner and did my eye brows. Liquids like
Concealers and Liners must have time to dry . Say ten minutes ?..for sure five minutes at least.
The Lipstick and Blush go on very fast.
The dress selection for the day probably was wrong, but I like the way this one really conforms to my body and I need a chain assister to do up the zipper back.
Lastly, I put on a shoulder length wig and then I?m ready.
BUTT PLUG AND ALL !
I?m not sure but I kinda think, I?m going to use the plug every time I dress from now on?
Somehow I feel More Complete.
Surprising now that I?m doing it, I don?t feel DIRTY about using it at all. I think the secret is always think clean and keep a towel handy for sitting on chairs. YES I used lots of lotion.
In the back of my mind??.
I think I?m ready for that guy????..
if he ever gets enough nerve to ask me over to his place.
(Silly ?..of course I carry condoms?.always have??.always will)
Posted by brenda_an2002
at 1:42 PM EST
Updated: Friday, 18 March 2005 7:17 AM EST