Note: This story was dynamically reformatted for online reading convenience.
 
 The time has come.  I had been visiting the adult book store a couple times
a month, but all I had done was received some blow jobs from anonymous
mouths.  I was forcing myself to expand my horizons.  I realized I could
never be intimate with another man, but I decided I would give sex a try.

   Usually when I was in a booth, and someone would stick their cock
through the hole, I would freeze up, and not make a move.  Finally, one
night it was slow, and I was the only one there.  I decided to jerk off,
and then leave.  Someone came in, and entered the booth next to mine. 
Without even putting money in the machine, he slid his cock through the
hole.  I am not sure what was different this time, but I reached my hand
out, and stroked my first cock.  Before I could change my mind, I leaned
over, and put that cock in my mouth.  My mouth was very dry, so I stopped
quickly, and continued to stroke it.

   Soon, he pulled out, reached his arm through, and pulled on my pants,
trying to turn me around.  Since they were undone already, he was also
pulling them down.  I quickly realized what he wanted, and I backed my ass
up to the hole.  Sweat was pouring off of me as I considered that I was
going through with it.  I was also scared that there was no lube yet, and
no protection that I saw.  I hoped he would have something.

   As I pondered these things, I felt it.  Something was pushing at my
asshole.  Without any lube this was not going to happen.  Pulled away, and
I felt something smaller and wet running around my ass.  This made me groan
in pleasure.  He pulled it away a few times, and then returned with more. I
felt him prod my ass again with his cock, but again, it was not working. 
He pulled out, and then I heard the door open, and footsteps walking away.

   I was a little upset that this did not happen, but at least I took a
step forward.  After that night, I found myself able to work up to
occasionally stroking a cock if they put it through the hole, but it seemed
most of the time, the person on the other side wanted my cock.  I obliged
them, getting my rocks off.  I also noticed a pattern with the booths.  The
ones on the very end were where the people went who wanted to give head. 
This one was always occupied, and so was the one next to it, but this one
had people coming and going more often.  One guy seemed to stay in the end
booth for a long time, giving many strangers blow jobs.

   One day I came in, and was prepared to see me plan through.  I had a
condom, and some lube with me.  I thought I would finally get what I
wanted. When I walked to the booths, I saw the end booth standing wide
open. No one was going into it.  It was also the only booth available.  I
felt my courage wane, and decided to just go in, jerk off quick, then
leave. If the guy next to me wanted to service me, I would let him, but I
was chickening out.

   I walked into the booth, and locked the door.  No sooner did I put money
into the machine did a cock come through the hole.  I tried to ignore it,
and began looking for a movie.  As I scanned through the options, I glanced
over and saw the cock had pulled partially out, and a hand was stroking it.
I stopped at a movie with Vanessa Chase getting gang banged at a
construction site, and watched that, and the cock while stroking my own. 
On the screen, Vanessa was taking a cock in her ass while leaning over
another guy fucking her pussy.  I decided to go for it myself.

   I slipped the condom to the other side of the hole, my hand rubbing over
the top of the cock.  This guy was hard as a rock.  He took the condom, and
I heard it being opened.  I quickly took some lube, and rubbed it over my
ass, and pressed it against the wall.  When I felt something pressing
against my ass, I reached back, and was relieved to feel a condom covering
the cock.  He was a little low, so I dropped down a little, and he pressed
forward.

   He was pressing hard, then releasing, then pressing again trying to get
inside of me.  That feeling was nice in itself, and I had not been
penetrated yet.  As the lube was spread around, his cock started sliding
around.  I was not helping matters by bouncing my ass backwards against the
wall.  But then it happened.  He pushed forward, I pushed backwards, and
the alignment was perfect.  His cock slid all the way in my ass without
stopping.  Once it was as far as it would go, I felt the stinging start. 
It was not a sharp pain, but it did sting something awful.

   Once he realized that he finally had entered my asshole, he quickly
began thrusting.  I was not sure I could stand it, but as many stories had
said, the pain faded quickly, and each time he passed over my prostate, my
cock jumped in response.  I shut my mind off, and just went with the
sensations I was feeling.  I could not get over how nice it felt. 
Sometimes it was if I would cum at any moment, and others, just pleasant.

   He was not going very fast, just a nice steady pace.  After a short
while, I felt a sense of pleasure similar to an orgasm, but I had not cum.
My cock was tingling, and I was afraid if I touched it, I would start
shooting all over.  I wanted to make sure he finished, so I started working
on tightening my ass up.  The first time I clenched, I heard a moan through
the wall.  I did it again, and that was soon followed by feeling the cock
sliding in my ass expand, and with a grunt, he began to fill the condom.  I
no sooner grabbed my cock and started cumming all over the floor.

   When he pulled out of my recently untouched asshole, it stung again
about as bad as the initial entry.  It was then that I realized my knees
and back were starting to ache, so I stood up and stretched.  The door next
to me opened and closed quickly, and I felt a hand rubbing my ass cheek.  I
turned around, and the hand pulled my limp cock to the hole, and sucked the
cum off the tip of my cock.  He turned me around again, and I felt fingers
gently running over my tender asshole.  It was nice and soothing, but when
he started to finger my ass, it was too uncomfortable.  I stepped away,
pulled up my pants and left the building.

   Once in my car, I saw there for a few minutes.  My ass was a bit sore,
but as something I never thought I would believe, it was a pleasant
feeling. As I recalled the encounter, my dick started getting hard again.
As I squirmed in my seat, my ass continued to sting.  I decided to pull my
cock out, and I quickly jerked off thinking about my first ass fuck, and
the pleasure that came with it.  As I shot my load, I decided I needed to
plan to sometime have a cock shoot its load inside me.