Date: Thu, 4 Oct 2012 03:48:51 -0700 (PDT)
From: Bob Archman <bldhrymn@yahoo.com>
Subject: Bankrupt, Downsized and Screwed 4

Bankrupt, Downsized and Screwed 4
By Bald Hairy Man

This is a story for adult men. It depicts gay sex.  If this offends or
bothers you, DO NOT READ IT. It is a fantasy and is not a sex manual, or a
discussion of safe sex. If you have, any comments send them to
bldhrymn@yahoo.com

If you enjoy these stories, please consider making a donation to Nifty.

Leo was tall, thin and handsome. He was a somewhat effeminate man, packaged
in an intensely masculine package. He body was that of a young Marlboro man
or Tom Selleck. His personality was that of Paul Lynd.

"Oh, I'm so sorry you broke up with your partner. Let me console you,"
Allen said in an impressively insincere voice. "Tell me where it hurts and
I'll kiss your boo boo!" There was more laughter. Luckily, Leo had a sense
of humor.

"My partner insisted on strict monogamy," Leo said. "He didn't explain the
strict monogamy applied only to me. All the time we were together, he was
trolling for a sugar daddy.  I was a temporary cook and provided a place to
live during the search."

"I am truly sorry," Allen said. "I didn't mean to insult you."

"Well, I'm not exactly a virgin and there were warning signs I chose to
ignore," Leo said. "He was scum, but I was gullible."  Leo looked around at
the naked and semi naked men in the room. His eyes rested on the bulge
created by Luke's monster. His face brightened. "Shit, have I died and gone
to heaven? Is that fucker real?"  Luke dropped his towel. There was another
burst of laughter.

At the time, I thought it was funny, and that Leo was stunningly
superficial. Actually, Leo was not one to cry over spilt milk. He didn't
ever look back with regret, he just moved on. While he could learn from
past mistakes, he didn't dwell on past problems.

"Exactly how interested in Grand Daddy sex are you?" Donovan asked.

"I'm not exactly sure," Leo said smiling. "I can say that no one over forty
has ever rung my chimes. That may be because I'm not into older guys, but
it also might be because I've never let them in the belfry." He went closer
to Luke.  "That thing is beautiful, can I touch it?" he asked.

"We do have an audience," Luke said.  I noticed that comment wasn't a no.

"I've never been with a bunch of naked gay guys before," Leo said. "I tried
a threesome years ago. It was okay, but never happened again, and then I
got into this strictly monogamous thing.

"Strictly speak I have got into this "Do it with anyone who is willing"
thing." Donovan said. "As long as it's with no strings attached and it's
fun, I'm game."

"How has that worked for you?" Leo asked.

"I like it," Donovan said. "By the way I think there are five or six men
here who would be willing to help you out." If you had been listening to
the conversation you might think it was just a bunch of gay guys talking
bull shit. As we talked, Leo's organ began to firm up and soon he was
obviously hard. Men have to be men and soon several of us responded with
sympathetic erections. Leo seemed to appreciate that.

The storm came and went and then came back again outside. The house was
closed up and humid. We opened the windows for some air during breaks in
the rain, but the air outside was just as muggy. The conversation had
remained sexual and playful, until Luke became excited and his cock
responded. That upped the excitement level in everybody.  Most of the
residents hadn't seen Luke erect. All appreciated the view.

Leo was explaining that his former partner's organ was long and thin, and
he was afraid his asshole might have returned to is virgin state due to
lack of stretching. Leo tended to sound like a gossiping hairdresser, and
what might have seemed odd or peculiar seemed perfectly sensible as he
spouted drivel. Even the more conservative members of our group, Luke and
Melvin, were amused and not offended.

Freddy brought up some sandwiches and beer for lunch and the conversation
remained ribald and funny. I went to the kitchen to make some more
sandwiches. Leo came with me.

"The men here seem okay to me," he said. "Are they as nice as they seem to
be? I'm in the mood for some fun, but I'd hate to bite off more than I can
chew."

"They are all good men, even if several look a bit rough," I said. "They
are all pretty vanilla, but they sure seem to like a lot of vanilla."

"I was fucked by both guys in the threesome I told you about. I loved it,"
Leo said. "I wouldn't mind sampling a few more cocks if they aren't too
aggressive."

"I've never seen anyone doing anything painful here," I said.

"Even with the big guy?" he asked. "It's huge."

"Luke is careful," I said. "The only problem is the size of the
thing. There is nothing you can do about that."

"I know it's stupid to even think about taking it, but Damn, I'd love to
try," Leo said. We returned to the bedroom with more food and beer.

"When was the last time anyone other than your lover has been in your ass?"
Donovan asked Leo. Leo took the question in stride.

"I think it may have been more than two years ago," Leo replied. "To tell
you the truth, you men are all bigger than my usual playmate.  That excites
me, but it hard to decide which of you I should play with."

"I can answer that question for you.  Try us all. Just think of us as a
Whitman's sampler of cocks. I sure one of us can ring your chimes," Donovan
suggested.  Leo laughed and continued to chatter.  We all noticed he did
not object to Donovan's suggestion.

The men were talking and laughing. I took me a while to realize Marvin was
sitting on Gus' cock. No one seemed to mind, and that included Luke. Leo
went to Luke and they talked as we watched Marvin bounce on Gus's organ.

It's possible the afternoon turned into an orgy, but I'm not sure that is
the right word.  For a real orgy you need a perverse Roman emperor, some
chained slaves and an open mind.  We had the open mind part, but the
afternoon was relaxed and enjoyable. There was a lot of sex and it involved
everyone in the house.

While the sex became hot, sweaty and intense, it was also relaxed and
casual. We became friends that afternoon, not just roommates. It was just
sex in the best possible way. No one found an all-consuming passion, or the
"One." I was surprised that while most of us had lost much of our former
wealth and life styles, everyone was willing to share. That included
everything for friendly advice, helpful hints and sharing their cocks,
prostates and rectums.

In some ways, we filled the afternoon with several sexual experiments, and
a number of discoveries. Leo discovered he liked grand-pa sex. He also
found out his ass was still flexible and accommodating. He was born to
please, or at least his asshole was born to bring joy. Freddy was the first
to limber up Leo's under used sphincter.

I had known Freddy for years. He was a chandelier Queen, and had a taste
for needy young men. Freddy thought of them as needy. I would have
described them as manipulative. I had a few minor interludes with Freddy,
but that was casual, all-oral and usually late at night after drinking a
bit too much. I assumed he mostly bottomed for his boys.

Freddy did what Donovan described as a complete buff and shine on Leo's
prostate. Of course, he was well beyond Leo's standard sell by date.
Apparently, Freddy had double the endowment of Leo's former lover. It was a
tight fit at first. Leo complained there was hardly any room in his tender
ass for Freddy's organ.

Gus and Allen were trying to encourage Leo to take it like a man, then
Freddy's battering ram discovered an unused back room in Leo's ass. Leo was
shocked at first, and then very appreciative. It's not every day you
discover a new place to feel pleasure. Leo was vocal and we all knew
exactly how appreciative he was.

My sexual connections with Freddy had been quick and easy. We were friends
but did not excite each other. I thought he had a short fuse. Freddy had an
unusual sexual characteristic. Usually the more exciting your sexual
partner is, the more intense the sexual activity will be.  Of course that
means the climax will be sooner. For Freddy, the climax was the end of
sexual relations; he crashed.  When a man excited him, Freddy could
postpone the orgasm. He was able to grow his sexual fuse to extend the
quality time.  Middle-aged Freddy fucked Leo to exhaustion. Leo begged for
some rest time.

Freddy was always courteous and accommodating and he pulled out. Marvin was
watching the pair and when Freddy pulled out and rested on the bed, Marvin
quickly straddled him and impaled himself on Freddy's pole.

Marvin was very much not Freddy's type, but he had never experienced Marvin
almost prehensile sphincter. Marvin did a wild and sensual pole dance on
Freddy's cock. It looked like a small man bouncing on a cock to casual
onlookers. When you looked closely, Marvin's hips were in perpetual motion
as he massaged the organ in his ass.

They broke apart so Freddy could go back to Leo. Poor Marvin looked empty.
Marvin needed a cock in his ass to be complete. Luke just found out his
cock was a joystick the night before. He thought it was too big for regular
sexual use.

Marvin saw Luke standing alone. He bent over and presented his ass to
Luke. Luke moved a few steps closer and then slid his entire cock into the
willing hole. That caused gasps of amazement from the onlookers. To be more
correct about that, some were amazed; others were envious.

I am not psychic, but I had a vision of Leo impaled on Luke's organ. Oddly,
I felt an itch deep in my rectum. It was one of those odd itches that I
knew I could never scratch. Luke pulled out leaving only his cock head in
Marvin and then he slid it in to the hilt.

"Damn, that's beautiful," Gus exclaimed. I did a quick mental calculation
and realized Luke's cock would be able to reach the itch. I was shocked I
had that thought, but the idea began to grow on me.

Luke had seemed so out of the normal swing of things, I assumed he would
have a difficult time adjusting to new activities, especially the sex. He
wasn't at all imaginative, but he knew a good thing when he found
it. Always polite and sensitive, Luke was also a fast learner.

I knew Luke enjoyed the way his cock felt in the tight confines of another
man's ass. As his monster slipped in, he felt his partner react. Luke
sensed where the good places were and was sure to return to them. After
five or ten minutes in Marvin's ass Luke played him like a violin. It was
lovely for both men.

Luke's cock turned Marvin into sex slave. Marvin surrendered to Luke's cock
and quivered like sexually charged jelly. This would have been embarrassing
if it hadn't been so joyful and uninhibited. Allen, Donovan and Gus watched
were happy men. They were all masculine and macho men. As they watched
Marvin quiver and Luke glow, they understood if they gave up on the macho
attitude, the sex might get better.

Marvin later told men that he was afraid the men would look down in him for
the unseemly display.  That didn't happen. At first, I thought that was
because everyone liked an easy bottom, but I enjoyed Marvin too. Anal sex
is very intense for me and I tend to be tense and uneasy.  I never know if
it was going to be easy or difficult. That Marvin loved it so simplified
things. You didn't need to worry that you were hurting him.  You could
concentrate on relaxation and pleasure.

The men had been uneasy about Whitey. While they had played with him, they
didn't want to trespass on Luke's personal turf. When Luke slipped into
Marvin's ass, they made a move on Whitey. Whitey wasn't very experienced,
but he had liked everything he tried. Whitey was just a guy, much more
masculine than handsome.

When I was younger, I went looking for handsome, beautiful men. To be
truthful I wasn't looking for them, I was hoping one would fall in my lap
and all would be well. As I aged, that hope turned into a fantasy. None of
the younger men wanted a geezer, unless he had more disposable cash than I
did.

When I moved into Freddy's house, I thought I was slumming. Not one of the
men there, except for Allan, was conventionally handsome or beautiful. We
were all plain, average, middle-aged men.  Our main asset seemed to be
willingness. As I watched Luke and Leo go at it, I realized that while
these men weren't the men of my dreams, the sex was great and getting
better.

Melvin and Leo were needy bottoms, and Allen, Donovan, and Gus tended to
top. Whitey had a classic beer can style cock, thick and graceless. It
wasn't huge, but it was a challenge for a tight hole.

Marvin and Luke broke apart and Leo was next in line to sample Luke's huge
cock. I think it was a size bigger than Leo could take, but willingness can
be the best lube. Leo didn't have a shy bone in his body, and he told Leo
what to do.  Most men just take what they get when they bottom. Leo told
Luke when to go slow, push a little to the right or left and when to add
lubricant.  This made it easy for Luke.

Luke was a good-looking older man; Leo was a stud muffin. They made an odd,
but compatible couple. Whitey looked on approvingly. Donovan was next to
him talking.  Gus came over to me.

"Whitey's interested in taking a trip deeper into the wild side," he
whispered. "Donovan and I are going to be his guide.  He wants to fuck. I
was hoping you might help us out?" Gus leaned close to me. "We need a guy
with a tight hole."

I was a bit taken back.  I didn't think of myself that way. I must have
been giving off the wrong signals. I said I would think about it. They went
back to Whitey.

I was use to picking my own playmates. I never thought of myself as playing
the role of a utility bottom. I was offended. I watched as Donovan put his
arm around Whitey. All three men were getting hard, but Whitey's organ was
still not fully erect. Whitey was just a workingman with a butt-plug style
cock. What made them think I would help them out and take it?"  I felt
sorry for Whitey, but there was a limit.  I stewed a little longer.

Suddenly, mid stew, I laughed at myself. In theory, I picked my own
playmates, but in reality, I actually picked up damn few over the last
decade. It wasn't that good for the last two decades. Whitey wasn't good
looking, but he was a good man. There was no reason not to help him out.

I laughed at myself a second time. I wasn't actually playing Mother
Theresa, being nice to the pathetic. His cock was looking really good, and
I wanted to feel it in me. Whitey also tended to be reserved. I was hoping
fucking would let him let go and we would go at it like dogs in heat. I
walked over the trio of men. Donovan smiled.

Soon I was on the edge of the bed with Gus lubricating my ass and Donovan
lubricating Whitey's cock. Gus took his time and eventually had two fingers
in my ass.  He seemed to be interested in my prostate and had me twitching
in pleasure as he massaged it. Whitey then stepped up to the plate. It was
thick, but the lubricant was thick too and it took only one thrust to get
in. His cock was like a stubby cucumber. Once his was in, my sphincter
clamped tightly on his organ.

Sometimes delayed gratification is good, but Whitey glowed as soon as he
was in. "Damn, I didn't guess it would be this good," he moaned. He closed
his eyes and cried, "Oh baby, it's so soft!"

"Oh baby you're so hard," I replied. I could barely think.  Later I figured
out the widest part of his cock must have been at my prostate and every
movement was spectacularly pleasurable.  My sphincter remained tight, and I
essentially was jerking him off with my ass. All of the men clustered
around us, offering helpful hints to Whitey, mostly dealing with how to
make it last longer.

"Am I hurting him?" Whitey asked.  I was gasping for breath.

"Look at his erection! It's not pain he's feeling!" Gus explained.

Of course, I was making a public spectacle of myself, but I was fine with
it. While the men enjoyed watching, they were coaching Whitey. He obviously
enjoyed it. Everyone was having a good time. I saw Leo watching and jumped
when Donavan fucked him from the rear. He relaxed as Donavan's slipped in
deeper.

It seemed as if being fucked in a group of friends was the most normal
thing in the world. Whitey was trying to hold back, but he miscalculated
and filled me with his man seed. He bellowed as he shot off.

When he pulled out, Gus took his place. My cum-filled ass was too
inspirational for him and he shot off quickly. I loved the way the spurting
sperm tickled my rectum. He pulled out and I relaxed.

"How are you doing," Allen asked.

"It's good," I replied. There was another cock at my sphincter. I was
relaxed and had closed my eyes for a second. The cock popped through my
sphincter and then began to slip deeper into my ass tunnel. This cock was
filling, but with several loads of semen in my ass, it was fine. It went
deeper and deeper. I suddenly realized it was Luke and his monster was
already half in.

I didn't think there was any way his cock would fit on my hole, but by the
time I formed that thought his cock was in all the way. I thought he was
rearranged my internal organs at first. He made a few quick thrusts, and
his cock found just the right spot. I wiggled my ass a few times and the
right spot, turned into a spectacular spot.

Luke was very careful at first and he waited for me to respond before he
moved.  He jiggled and twitched a little. That felt good, and then he
pulled out part of the way and then pushed in again. I had a sudden fear he
would pull all the way out and leave men empty. I tightened my sphincter to
hold him in. He seemed to like that and he began pumping hard.

The intensity of the sensations doubled and then quadrupled. After that, I
don't know what happened. I lost the sense of myself. I was simply a part
of his cock.  Luke filled me completely. There was room for nothing more.
I knew he was fucking his way towards a massive orgasm. I briefly worried
there wasn't room for his man seed. A few minutes later I discovered that
was not a problem.