Where it happened: Her Bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
Ok, let’s start off by the years leading up to it. I am a
male and I never had a difficult time with girls throughout
highschool. Let’s just say I had a lot of options. My first
serious chance to do the deed came when I was 16. I had been
going out with Angela for four months. We were in my mom’s house
in a spare bedroom. My parents were at the cottage for the
weekend and I was having a party. So there we are making out
on the bed. Next thing I know, she starts taking total control
of the moment by taking off my pants and underwear. Next she
stands up on the bed over top of me. She then takes off her
pants and underwear. This was the first time that her pants
were off so I was very excited. She gets on top of me and after
a few minutes of moving around I start to slide in her. This
lasted about two seconds before she got off of me because she
said it hurt too much. We didn’t try that again. After we broke
up I dated several girls before falling in love two years later.
My first love, Alison, was very strong about the fact that she
was going to remain a virgin until she was completely ready.
It didn’t help that she was 15 and I was 18. We went through
different phases where I was ready and put a little pressure on
her, and then later she would be ready and put pressure on me.
The problem was that she had built up this incredible importance
on the “First Time” that I wasn’t going to give in to her, just
incase she was testing my integrity. I was to later find out
that this would work out to be a curse on me in later events in
my life. After three years of dating with no sex we break up, and
I start having flings and one night stands with several different
people. I almost had sex with all of them but when it came time
to do it my little friend wouldn’t be up for the job. I would
actually go soft when I tried to have sex, hence the curse. I was
still in love with Alison and I think I couldn’t allow myself to
have sex with anyone but her. Finally, last year, I was able
to perform the wonderful act with a very good friend of mine.
I’m starting to believe that my previous inability wasn’t due to
dissapointing some ex-girlfriend. But was actually due to me not
being comfortable enough with anyone. So when the opportunity
came up to have sex with a good friend, who knew I was a virgin
and knew that I was insecure about it, I was finally comfortable.
And it was excellent. Her name is Colleen and we met during college.
The night was very relaxed and she was very soothing and reassuring
with me. She made it almost a comical event before it actually
happened. Which I believe is exactly the reason that I was able
to do it. When it came time I just got on top of her and with
her assistance and a some extra confidence on my part we were
having sex! And it was the most shocking and wonderful feeling
of my life. I couldn’t believe what I was doing. Probably because
I didn’t have enough time to get used to it. My first time didn’t
last to long. But that didn’t matter to her, she was supportive
of me. We did it two more times that night and each one got better.
The two of us haven’t slept together since then but we do remain
good friends and we talk quite often. Never mentioning what took
place between us but knowing that we had shared something special
together. I am grateful that I waited to have sex, I think that
I am a better man today because of it. Even though I was not
in love with Colleen, I am glad that my first time was with someone
that I completely trusted and was comfortable with. I’m glad that
I choose someone that I will remember in twenty years and not
someone that I would have trouble remembering her name the next
morning. So if I can give any message with this story, I want
to tell that person who is thinking about having sex for their
first time to make sure it means something to them. I have listened
to too many people wish that they could have it back, and that
they were dissapointed in themselves for their first times. I
have no regrets, and it is because I waited for the right moment
and person for me. So please, to all you virgins, wait till it
is right for you.
Ryan
Toronto, Canada
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