Monthlies
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A Month To Remember free porn video
Author's Note: This is a mostly true story of events in my life between
April 18, 2005 and May 17, 2005. Certain names have been changed to
protect the innocent. Most of what isn't true are either names or
events I added to make the story better. These events don't change the
story that much, but enough, so you don't think all I did was have sex
this past month. Thank you and enjoy! :-)
A Month To Remember
By Emily W. Aaron
As I write the story of one of the biggest months of my life, I
must first give a little background info.
First of all, I am really a natural born man named Emerson
Witner. I am 20-years old and I have been a crossdresser literally half
of my life, and have been TG (transgendered) for the last two years.
You might be able to figure out my name, in that Emily and
Emerson sound similar, "W" is my last initial, and Aaron is my middle
name.
I have heard often that crossdressers, transsexuals,
transvestites, and the transgendered only do this because they are
really gay, but want to seem normal. While I don't know the exact
reasons, I can defiantly say I am not doing it just to be gay. In all
honesty up until two years ago (conveniently enough) I always figured
that if I had SRS (Sexual Reassignment Surgery) I would be a lesbian.
Anyway, not to get into too many details, by the time I received my
high school diploma in 2003, I considered myself bi-curious.
Some people reading this will recognize me from a couple online
dating sites. I started going to those after I enrolled in college in
Fall 2003. While, due to a "small" weight problem, I couldn't get
anybody to travel, even within town, to see me. To make a long story
short, on May 7th, 2004, I met a guy online that I spoke to for about 2
hours. We discussed various things, which led to him agreeing to come
see me the next day.
On May 8th, 2004 I officially went from being bi-curious to bi-
sexual. I gave oral sex for the first time in my life and also French
kissed another man, for the first time. I was reluctant to allow him to
enter me anally and eventually turned him down, not before I gave my
first hand job. I wanted to know someone better first before just
letting them take me from behind. One problem with this guy was that
school ended 4 days later, and I made up my mind to not go back to the
school.
The next 11 months passed by in a blur. I told my family and
(most of) my friends about my sudden discovery, while cleverly leaving
out certain aspects of my experience. I moved into my own apartment and
got a job full time working with children aged 6-16. To answer your
questions, most of my coworkers already knew and the kids didn't need
to be told for various reasons. (By the way they do NOT know)
This of course leads to April 18, 2005 and the start of my
adventure.
After I applied, and was accepted, to yet another site, I turned
on IM and went about different pursuits. I may have broken a record,
because in my first 3 hours I got about 20 different guys wanting to
chat. I felt pretty good, and while most were your typical "Do you have
a picture?" people (BTW I don't yet), there were a select handful of
people that I enjoyed talking to including one from the city in which I
currently live.
The man's name was Bill. He was a tad bit older then me, but
unless you could be my grandfather, I didn't look at age as too much of
a problem. We spoke for a little while over the next two days and
agreed to meet after exchanging phone numbers.
That day I dressed rather conservatively. Just khakis and a top.
I carefully applied my make-up (which I had mastered 7 months earlier),
put on a pair of flats and walked (I still don't have a car!) About 5
blocks to this guys house. He gave excellent directions and I was there
in no time.
We went inside, and after talking a little and getting to know
each other better, we went to his bedroom.
I gave him a little peck on the cheek and that was the last that
our lips didn't touch for about a minute. Our teeth parted and we
allowed each other's tongues to probe our mouths. It was a little
weird, but we both seemed to enjoy it so far. I helped him undress to
his briefs. He helped me undress into my bra and panties. His penis
jumped to attention as I pulled off his briefs and using my mouth
pleasured him for a little while before he climaxed in my mouth, which
I swallowed.
Like before I still did not feel like I knew him that well. And
he felt the same way. But on a brighter note, after getting dressed we
cuddled up on his couch and watched the movie Sideways. Nothing else
happened and I went home with the promise we would meet again.
After talking on the phone and online a few more days, we planned
to meet on April 30, 2005. While it started out as before the ending
changed just a tad. After pleasuring him a little, he asked me if I
still wanted him to take away my virginity. I looked into his eyes and
we both knew the answer even before I nodded in the affirmative.
I got up on his bed on all fours like a dog. (Which I guess is
why they call it the doggie position!) I wasn't sure what to expect.
The second his fully erect penis touched my anus; I held my breath, not
knowing what to expect. He pushed in and the only analogy I could think
of was (are you ready for this) when I go to the bathroom and take a
crap. Only this was going inside and was much more pleasurable. Either
(a) he was really horny, (b) I was really sexy, or (c).) both, he came
really quickly and all I could think of was how much pleasure went
through my body at that moment. It was a feeling like no other.
This time there was no movie, although I thanked him sincerely
for what he had done for me and I promised I would never forget him.
Around this same time I had the pleasure of meeting another older
gentleman, with which I took a liking to. We spoke online both on the
site, but also on Yahoo! IM.
We discovered that we actually had quite a bit in common, and I'm
sure was originally crushed, (like a lot of people) when he found out I
was no longer a virgin, although he didn't mind.
Due to our extremely conflicting work schedules we could only
talk late at night and really early in the morning. But that of course
turned out to be a good thing, as we discovered a bond that not too
many people have found with each other.
While neither of us was going to rush out and get married we
discussed why various relationships, with both men and women, have
failed in the past.
After what seemed like an eternity (but really was about 3 weeks)
we found a mutual day that we both were free in the afternoon. That
date? Tuesday May 17, 2005.
All I had to get through was a "half-day" of work. Since when was
5 and one-half hours half of 8? I immediately walked home (Still no
car!) And proceeded to get ready. I showered, Naired, and shaved first.
Then I put on red underwear and tan pantyhose. I debuted my recently
acquired long khaki skirt and maroon top. (What's with me and khaki
bottoms and red-type tops?) I added my 3" heels and make-up and waited
patiently for my own personal Prince Charming to show up. Well the
Prince's real name was Dave and his chariot was really a red Mercury.
We kissed on the lips and got in his car, as he led us to the royal
palace a/k/a his house.
On the 20-minute drive, we talked about a few things. Just
general chitchat as he almost drooled at me. I warned him not to get in
an accident, saying what would the cops say when they find out who and
what we really are.
I gave him a little show before we got there. Like most men he
only drove with one hand. So I figured I'd give him a preview. I lifted
my skirt to my knee and placed his hand on my leg. To say he was turned
on is like saying Texas had only a few executions over the years. When
we finally got there. I got out and had a new experience. Walking both
up and down stairs wearing heels. I managed, and we got to the main
part of his home. We smiled and kissed again. He broke and led me to
his dimly-lit bedroom. The only light was what was coming through the
curtains.
I have to say one thing about kissing him. When I kissed other
guys, there tongues kinda tasted bitter, like salt. Dave's tongue was
sweet, just like sugar. For some reason I thought that it was a good
sign.
He took off his shirt and un buttoned his shorts. I told him to
leave the rest to me. I put his zipper between my teeth and pulled down
on it. After taking his jeans off, I got undressed to my hose and
underwear. I pulled his underwear off and he laid down on the bed.
All I can say, is that this did not feel like two people having
sex. I know this line is kinda cliche but this was more like making
love to each other. We both knew exactly what to do at exactly the
right time to excite each other.
When my oral skills were rewarded with a blast of cum in my mouth
and my blasted hair, I loved it and couldn't wait for more. But Dave
told me, and after thinking about it, I agree, we should wait and get
together again before going further. I knew he was right. And I still
do.
On the way back home we discussed the possibility of the next
time, coming on a day neither of us had work the next day and I would
sleep over at his house. When this occurs I will be one very happy
person.
The End
I promise if anything else happens I will write it out in story form
and get it posted. If you enjoyed the story please let me know. If you
want to leave your e-mail address I will do my best to respond to
anyone's questions or comments. Thanks and have a good day.
Bess
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