Date: Sat, 22 Apr 2023 02:58:58 +0000
From: Sam Tudor <samnhsamnh@outlook.com>
Subject: gay/high school/rent boys revisited/27/Ian Part 3

This is almost the end of this series, the rest are written, I will try
to post one a day until the story is done.  Meanwhile consider a
contribution to this noble venture.

Ian's Story -- Part 3

Winter was upon us, and, hanging out at the Meat Rack was done, it was
really too cold. Remember this was before cell phones and the internet,
so hooking up other than meeting somewhere outdoors, was not really easy,
particularly the anonymous meetings for paid sex. There was a
not-quite-local gay newspaper, with ads in the back, it was easy to tell
which were for pay, and which for free, but, I did not have a phone, or
an address I wanted to use, so I could not advertise, and I had to use a
pay phone to call them, and that was usually a dead end.  The local rest
area on the Interstate was a possible, but that required that I have a
car, so that was out as well.

So, I was getting together with Rodney, off and on, and with Denny, off
and on, Denny was still being wracked with guilt about it. I had no idea
what to say to him about it. Father Joseph continued to deteriorate, now
wearing adult diapers, not making much sense, attending Mass but not
saying anything. Mrs. Donnelly kept on, doggedly, with her job, and I was
going to school, and bagging groceries.

I was friends with Jason, who was part Asian, but who had a decent sized
cock, who I had known from high school, and the supermarket where we both
worked, and Lex, his really hung Black boyfriend.  We compared notes on
the johns, I really taught Jason how the place worked, how to avoid the
guys who would stiff you "Go ahead and complain to the cops, and see
what that gets you," and who paid well, who liked to inflict pain, who
just smelled bad, who was "dirty" which could mean anything from a
shitty asshole to crabs to AIDS. Both Jason and Lex had "real jobs",
and it appeared to me that Jason had some money, but they were not above
selling their cocks and asses on the Meat Rack.

In good weather we often talked at the Meat Rack, but it was clearly too
cold for them to be out there looking this time of year.  They also had
each other. I, on the other hand, had no one other than Denny, and once
in a while Rodney, but we had no place to play in the winter, and both
were more sex than romance. I envied what Jason and Lex had going for
them.

Then, Father Dennis resigned his orders. He found an Episcopal church, in
another New England city that was happy to have him, knowing he was gay,
and the Catholic diocese decided to close down Sacred Heart since it was
a money loser, and sell the building to a restaurant, and I was to be out
on the street, Father Joseph would be taken care of, but Mrs. Donnelly
and I were just to be abandoned.

Father Dennis, or Denny to me, saved both of us.  There were a few
parishioners left, and one of them, a Mr. O'Reilly, had a big house, in
a declining, once Irish, now mostly Hispanic, neighborhood, about four
blocks from the center of the city, and agreed to take us both in.  Mrs.
Donnelly as his housekeeper (although he really did not need one) and me
as an all around helper -- building up-keep, snow shoveling, washing his
Buick -- whatever needed to be done that an unskilled teenager could do.
And, he was gay.  He was 66, retired, in good shape, and in good health,
and, a good guy. He was very upfront with me.

"I am gay, you know that, Father Denny, or I guess, just Denny now, told
you that, and told me about you. IF you want to play with me, I would
like that, but, If you don't, that is OK, too.  It is not a condition of
living here. The conditions are the same as at Sacred Heart, except that
if you want to bring a friend here, provided he does not live here, that
is OK. Mrs. Donnelly will cook and do some light cleaning, Denny brought
the office typewriter for her, and a Missel, and a song book, so she will
have the same routine."

That was all OK with me.  I was seeing Rodney off and on, and jerking off
a lot, and, decided to play with Mr. O'Reilly, and see how it went.  He
was a lot older than me, obviously, but might be able to teach me
something about man sex.  I went down to the living room, where he
sometimes watched TV in the evenings, and sometimes just read.

"Hey," I said, "I hope I am not bothering you."

"No, I am glad for the company.  What can I do for you?"

"Play with me?" I asked, "if you still want to."

"What brought this on?"

"I am horny and thought you might be able to teach me about some
things."

"Can do, although I am not sure what you already know and don't know.
Let's go up to my room."

He turned out the lights, and up we went.

He was 60 or so, a little flabby, an average sized cut cock, small balls,
but he shaved it all down there, including his taint and around his
hole.

"Here," he said, handing me a douche syringe, "clean yourself out, I
want to fuck you if you are willing, and I want you to fuck me."

So, I went to his bathroom and did the deed, three flushes and I was
clear.  Then the shower.  Then back to the bedroom, he was lying on his
back, head up against a bunch of pillows, cock semi-hard. "Kneel over me
so I can suck your dick," he said.  So, I did. He gave a great blow job.
"Your turn," and I backed up and took his now very hard cock in my
mouth. He had a lot of precum and it tasted sweet, compared to mine, or
most of the guys I had sucked off.

"Turn around, and on your side, so we can 69." I did, and he did, and
it was good.

After a while, he said, "Time to fuck.  Flip you for it."

"OK," I said, he reached for a coin.

 "You call it.

" Heads you top first." I said.  He flipped it. Heads.

"How do you want me?" I asked.

"Doggie, over the side of the bed, your knees up on the edge of the
bed."  He very gently lubed my hole, and fingered it, all very gentle
with me.

"You don't need to be so careful," I said, "I've been fucked before.
A lot more than once."

He began to move it along faster, and asked if I were ready, I was, and
it went in easy. It was not the biggest cock in town, but he knew how to
use it.  It hit my prostate right away, and it sure felt good.  He might
have been the best fuck I had bottomed for to date.  Don't be prejudiced
against old guys!

Suddenly, I came. No hands. Just from being fucked.  It had happened to
me before, but not often. I knew, that if I did not use a hand to finish
off, that I could stay hard, and cum again, so I just let it be an anal
orgasm.  My cumming set Mr. O'Reilly off, and he came, very quietly,
compared to lots of guys I had been with.

"Can you fuck me?" he asked.

"Sure, how do you want it?"

"Face to face is good for me."

I felt him up, he was well lubed, I slipped in with ease, we fucked for a
long time, maybe twenty minutes, before he said, "OK, I have to cum, and
my hole is getting sore, so how about you pull out and cum in my
mouth."

I did. He jerked off at the same time, but did not cum. "I'm only good
for one cum a day, nowadays," he remarked, but it still feels really
good."

He was the first old guy that I had had sex with, for free.  I enjoyed
it. The action was hot, even though he was not.