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He kissed me and said
that my ass was the best he ever had. After relaxing Joel told me
to stand by the mirror and as I looked I could see how stretched
my hole was as the cum dripped out of my ass. A little while later
Joel had the urge to sample my ass again. This time he instructed
me to jack off while he fucked me. As I came I could feel my muscles
involuntarily contract around Joel’s cock. He loved that feeling.
After that evening I was sore for a couple of days but it
was worth it.
For the next few weeks Joel trained me in how to please him
using my ass. At first I thought just being in me was enough. Wrong.
Joel taught me to “milk” his cock. With this technique I had to learn
to control my muscles so that I could literally make him cum using
only my ass so that he would not have to exert himself. This technique
took a while to learn but when I had mastered it I felt like I had
really accomplished something. During this time Joel had also begun
teaching me about B/D and light S/M. To me being tied up or getting
spanked as I was fucked was a great turn on and I couldn’t get enough.
In fact I think that I had become addicted to butt fucking.

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At this point he decided to pull out. He gave me a hand held mirror and told me
to squat and look at my asshole. I could not believe how stretched
it was. The sight of it really turned me on. Joel then told me to
straddle him and to fuck myself on his cock so I could get used to
the feeling. He told me to go as deep as I could and then to go up
just until the tip of his cock was all that was in my ass. I did
so and after a while it felt pretty good. Iincreased the pace and
when Joel sensed this, he told me to stop. With his cock still in
me he flipped me on my back and began to fuck me. It was such an
incredible feeling, the pleasure and pain. Before long Joel had to
come. His pace quickened and the thrusts were harder. When he came
he let out a yell and his fucking slowed down. He left his cock in
me after cumming and collapsed on top of me.

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Joel led me into the bathroom and told me that I was to get
an enema and that in the future I would have to do this myself before
I visited him because in the future my ass would be his at all times.
After the enema we went back to the bed. Joel went to the closet
and took out a box. It contained dildoes and vibrators of varying
sizes. While in a doggy style position, Joel began working the toys
in my ass. For the next few hours, Joel stretched my virgin ass.
Then I heard him say, “time for the real thing!”. The next thing
I felt was the head of his cock pressed against my asshole. Then
I felt a quick, short thrust and by the pain, I knew he had entered
me. Slowly he moved his cock deeper in my ass, always pausing until
the initial pain wore off. By his moans I knew he was in total heavan.
Finally he had his whole cock in me. Then he quickly withdrew his
whole cock. He must have done this seven times before there was no
more pain, just discomfort when he entered me.

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My introduction to anal intercourse was really when I realized
that I was a bottom. To aloow another man to penetrate and cum inside
you is in my mind the ultimate sign of submissiveness and the unique
characteristic of being a bottom. My first time with Joel came when
I visited him one Saturday afternoon. Things seemed different when
I entered his apartment. Instead of the usual playfullness, Joel
was very serious. He asked me to sit on his couch and said he wanted
to tell me something. He said that the past few months had been wonderful
and that he had grown very fond of me to the point that he felt that
he was falling in love with me. This revelation surprised and shocked
me. He continued that before things went furthur, he had a confession.
He was a top and he was looking for a relationship with a bottom.
He would play a very dominant role to the point that a relationship
would end up as a master/slave one. Since I didn’t know what he was
talking about he explained. His definition of a top was that he would
always be in control during sex, and as a bottom would submit myself
to all his desires. If the bottom had the right attitude he would
enjoy himself as much as the top. He said that I had demonstrated
that I had the perfect qualities to be a true submissive bottom and
that he could be the one to nurture me in this endeavor. Unless I
could agree to this, he would no longer see me. I said that maybe
I should think about it, but he said that to get an honest reply
from the gut, I had to decide now. Since I was super horny and I
enjoyed Joel’s company and didn’t want to stop seeing him, I agreed
to be his bottom. Joel smiled and gave me a great big kiss.

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Joel popped in a tape and it showed guy sucking each others
cock. I knew what was next. Joel got between my legs and began sucking
and licking my cock. It felt great. At the same time he used his
hands to play with my tits and balls. He also licked my ass. Eventually
I came and it was another wonderful feeling. Now it was my turn.
Joel asked if I had been paying attention to his techniques and I
said yes. So he told me to try to give him a blowjob. I started doiung
the same things except for one thing. I began stroking his cock like
I was j{ackiQkng him off. Joel didn’t say anything so I continued.
When Joel was about to come I instinctively tried to pull my head
away, but Joel grabbed the back of my head and forced me to suck
his cock. When he came I had no choice but to swallow his cum. There
was so much that it started dripping out of my mouth. To my surprise
his cum tasted ok. When Joel was done cumming, I thought he would
praise me for being a natural cocksucker. Instead he said I was to
be punished. As he whipped me with his cat-o-nine tails, he said
that I had not been paying attention. He remarked that the reason
they call it cocksucking is that you use the mouth not the hand.
He also said that he felt my teeth which was something he did not
do to me. He also chastised me for pulling my head away when I came.
As usual when he was done he and I embraced in long, deep, passionate
kisses. For the next month I learned to suck his cock and was punished
as well. During that time I swallowed a lot of cum and I became hooked
on it. I would always make sure that I had sucked every last drop
from his cock. I learned not to use my teeth. But I could never swallow
his whole cock. I could only take about 6″ before I gagged. But Joel
realized my limitation and was happy with what I could do.