My First Cornholing

I would like to say I had always worked out and ran ever since I was in
high school and in those days I was a pretty nice looking guy. Looking back
on it now I guess I had the kind of ass a guy would like the fuck because
it was definitely firm and muscular. After we had breakfast my wife had to
run some errands, so as soon as she left I gave myself a very thorough
enema. I not only did this for sanitary reasons, but I was honestly afraid
I might not be able to control my bowels with all that thrusting going on
in my ass. I showered, got dressed and set out on my journey. I figured he
would have some sort of lubricant, but I took a tube of KY with me just to
be safe.

It is almost 10 miles from my house to the farm and I almost lost my nerve
before I got there. I had always considered myself to be all man and I had
still had some misgivings about letting another man fuck me in my ass, but
I didn't chicken out. He was setting on the porch when I drove up and he
met me at the car. He had a strange sort of grin on his face and said he
really didn't think I would show up. He said he thought his wife would be
gone, but she was still at home so we would have to go down to a barn that
was about a quarter of a mile behind the house. Anyway, that was really
much better since no one would bother us back there. I agreed and he got in
the car. I noticed he already had a pretty large lump in his pants and that
both scared and thrilled me at the same time.

Neither one of us said a word while I drove back to the barn. When we got
to the barn he said we should climb up in the hayloft because it would be
very private up there. So we did. It was a fairly common hayloft with a lot
of loose hay lying around with lots of bales stacked up in the back. He
then told me that he couldn't believe this was happening and how much he
wanted to fuck me. I knew that the moment of truth had arrived and there
was no turning back now even if I wanted to. He also asked me if I knew it
would probably hurt quite a bit the first time. I told I did, but I wasn't
going to whimper or whine and if I did I didn't want him to stop. I had
wanted this for quite a while and now that it was about to happen I wanted
to be fucked good. He really smiled then and assured me he was going to do
a good job and when he was finished I would know I had really been
fucked. He said he had always wanted to fuck a city boy's ass and my ass
was the one he had wanted most of all. I figured he had a lot of experience
so I asked him what position he wanted me to get into and he said it would
probably be best if I got down on my knees and laid me head on a bale of
hay. I asked if he had brought some lubricant and he just laughed and said
he was well prepared. So we both took off our pants and briefs and I got my
first look at his cock. I am fairly well endowed, but his was not only
longer but quite a bit thicker and he was so turned on it was sticking
almost straight up. I knew then for sure I was in for a rough time, but
part of the 'thrill' of my fantasies was really being 'taken' by another
man. I guess to know I was surrendering my body like a woman was what I had
wanted and now I was going to get it.

I got down on my knees and leaned over the nearest bale of hay. He got up
behind me and told me what a nice ass I had and how much he would going to
enjoy fucking it and I was going to like it too after I had gotten used to
it. Then he said I had come to the right person to give my 'cherry' to
because he had done a lot of ass fucking and was good at it. He then put
his hands on my buns and started to squeeze, massage and spread them
apart. I was still a little uptight but I was trying to relax. I knew he
was looking at my asshole and this along with all the other attention he
was giving my ass started to relax me and I started to feel an erection
coming on. Next I heard what sounded like him unsrewing a jar or bottle and
then I felt a glob of cold lubricant being put between my cheeks. He then
began to rub it around and into my rectal opening. He took quite a while
which was a blessing, because as much I had wanted it I also didn't want to
suffer any lasting injury. He probably also knew he didn't want to chance
tearing his landlord's asshole. Next came his finger and after a short time
it started to really hurt because he started to use two fingers. He said I
was really tight but that would all change in a little while. He probably
did this for a couple of minutes but it seemed to be a long time. By this
time I really had a very hard erection. Then I felt him pull out his
fingers and I felt what I knew to be the head of his cock pressing against
my asshole. Then he started to really appIy pressure and I felt the head of
his cock slowly stretching me and starting to go in. It hurt like hell and
I still remember how my opening burned like it was on fire, but I also knew
once it had worked its way in it wouldn't hurt as much. At that time I
started to question my sanity about ever doing something so stupid, but I
finally felt a sudden relaxation and I started to feel his cock slide into
me. Even though I had made up my mind not moan or groan, the sudden
realization of his big cock was actually going deep into my ass made me
gasp. I never looked back during any of the act, but just looked down at
the bale of hay and clenched my teeth. He pulled backed a little and pushed
forward again. After he did this three or four times he managed to get all
the way in because I could feel his pubic hairs rubbing against my ass
cheeks. Along with the burning I now had very full sensation. I would have
thought he was going to kill me if I didn't know that my little wife took
almost as much into her tight little ass many times and she never had
seemed to suffer any lasting damage. I am sure Ben wanted me to suffer
some, because I know he thought I looked down on him, but I have to give
him credit where credit is due. He probably did as a good a job of taking
my virginity as could be expected. He started with real slow, short
strokes and slowly increased the rate and length of thrusts. It really
didn't last very long before I felt him shooting his hot cum into my
insides. He sort of leaned over on my back and started to catch his
breath. I had lost my erection with all the pain of his entering me and all
thoughts of lust had left me. I was somewhat disappointed and ashamed of
myself.

I was ready to leave, but Ben had other ideas. He never had pulled his cock
out of my ass and although he had just cum it did not seem like it was
getting any softer or smaller. He said my ass was so tight he couldn't help
it but he came before he wanted to. He also said he would be ready again in
a few minutes and he would last a lot longer next time and it would be
better for me since the worst was over. I really had had all I wanted, but
I figured that, if I had come this far, I could go a little farther. Anyway
by this time my asshole was sort of numb.

After he had rested a few minutes he started to slowly move inside me again
which quickly increased to some fairly hard strokes. I still continued to
look down at the hay bale as he continued to fuck me. Although there was
still some pain, the original lust that drove me to this started to return
and along with that my erection. I can't be sure, but I feel certain he
fucked me pretty hard for 15 or more minutes. Finally he came and just
about collapsed on top of me. After he lay there for a minute or so he
pulled his dick out of my ass which did not immediately close up because I
felt cold air up inside me after his withdrawal. I sort of stumbled to my
feet and I felt somewhat dizzy, but my cock was hard as a rock. Ben told me
to turn around and face him and took my cock in his mouth. I didn't expect
this, but I really needed it and it wasn't long before I came in his mouth.

After we sort of cleaned up and put our pants back on, Ben asked me how I
liked it. I told him I had mixed emotions and now that my curiosity was
cured I didn't know if I wanted to do it anymore. He said he hoped I would
let him fuck me again sometimes, because he had never fucked such a hard
and tight ass. I should try it a few more times just to give it a fair
chance to see if I liked it. I told him I would think about it and I
left. All the way home I felt like I was in a daze, like I was somewhere
else. When I got home my wife wanted to know what was wrong with me. I told
I didn't feel well and wanted to take a hot shower. In the shower I
gingerly washed my asshole. I was definitely sore and stretched and I was
worried I might be bleeding, so when I got out of the shower I squatted
over a mirror to check out the situation. I was red and enflamed but no
bleeding was evident. I think it took at least two weeks before rectum
started to feel normal again and it never has been as tight as it was
before he fucked me.

I did think I needed to give it a honest chance to see if I really liked
it, especially since I had gone through the worst part of the 'break-in'
process, so I returned to the farm 3 other times over the next 5 or 6
months to get thoroughly fucked. It did get better and it was a real turnon
at times, but it never lived up to my fantasies.

Well, I hope I didn't do too bad a job. I haven't been fucked in the ass
since then, but I do think about once in a while and I may have to have it
again sometimes.