Date: Tue, 6 Feb 2024 20:40:15 -0600
From: GH Guy <gloryholeguy18@gmail.com>
Subject: The Gloryhole Waiting Room, part 6

The Gloryhole Waiting Room, part 6

Intro: I wasn't sure if this story would be a one off or would have future
installments. But the feedback from my fans has been overwhelming. Thank
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Bill: By all counts, Kevin was successful partner in this business. He
continued to work every Saturday and then would occasionally work the glory
hole box at Robert's. It was a great setup. My revenue tripled in the time
that Kevin had been here. Pete had also taken more initiative and was
coordinating the work with Robert. And Kevin never seemed to be happier. He
started out as a shy curious young man but was now growing into a confident
cocksucker and slut.

Several times I had thought about expanding the hours on Saturday but I
just didn't quite know what to do with a five or six hour uncut video of
Kevin sucking dick. We had plenty of what we needed. But that wasn't to say
that Kevin was wholly satisfied. There was always a little bit of sadness
on his boyish face when he had to flip over the panel at the end of the
day.

I was a little bit surprised when Robert asked Pete and I out for
coffee. It was at this hole in the wall diner (so to speak) where there was
usually no one else there. Good choice though, it was easy to have a
conversation without people listening in. The three of us sat in a
corner. Pete was wearing a brown Carhart jacket and blue T-shirt, which
matched his eyes. Robert was, or course, wearing a black leather coat in
his thick masculine beard.

I got the sense right away that this wasn't about a problem. Robert ordered
us three cups of coffee and I started to sip mine as Robert started to
speak. He said, well I want to thank you guys for taking the time to talk
with me. Look, Kevin's been doing a great job. And while the crowds have
gotten a little bit smaller because the novelty has worn off with the glory
hole box, he has a significant number of men who are happy to come for
that.

But the thing is, I am wondering is if you guys have had "the talk" with
Kevin yet. Now it was Robert's turn to be quiet. He and I looked at each
other. I had a feeling I knew what Robert was asking about but I wasn't
sure. So I decided to play dumb. I said, well Robert, which talk are you
thinking of?

Robert got this no-nonsense look on his face and said, Look guys. Kevin is
really good at what he does. He's a natural-born cocksucker. And I could
imagine that that might be his main thing going forward. But the comments I
am getting from the guys is that they don't only want to stick it in his
mouth. They're ready to get him in a sling or get him on one of the
supported sex tables, and then just have all of us take turns with him. I
know that is a lot for a guy who's newer to this. I also think that Kevin's
the kind of guy who's going to flip for it. He really wants to make men
happy. And I think that if you and Pete talk to him, he trusts you. You can
have a conversation with him that might open his mind to this.

Now Bill, I sort of feel like you're his mentor. And so I definitely don't
want to step in your way. But if I can help in facilitate the circle of
guys, just let me know. Robert slurped his coffee and then look back and
forth between me and Pete.

Pete was the one who spoke up. He seemed to like the idea. He said, I don't
want to give the impression that we're not happy with him at all. But you
know, the time is going to come when a guy bends him over to pop his
cherry. And it would be better if that was in a safe environment where you
guys could supervise than in a place where he has to sort this out on his
own.

That's when I decided to speak up. I said it's not that the thought hadn't
crossed my mind. But the problem was that Kevin seems really cut out for
the glory hole. I'm not sure how well he'll go for something that's not on
the other side of a wall with a guy sticking it through. I know that you
guys had almost talked him into a bukakke. But he told me afterwards that
he was so relieved when he found out about the gloryhole box. He said that
that's really how he can focus on pleasuring other men. When it's just him
and the guy's dick, he can really focus. And so I just don't know how butt
sex is going to work for him.

Robert gave a wry smile. He said, look guys, if that's what you're worried
about, just because I really care about Kevin and want to support the kid,
I have an idea. And it's also an idea that I would be willing to fund. He
then unfolded a piece of paper. He said that he had gotten his contractors
to draw this up. He said the contractors were so excited by the time that
they had finished the plans that they were asking if they could come to
participate.

The paper featured a basic drawing of a guy that looked vaguely like
Kevin. Kevin was seated with his feet on a platform. There were also
armrests that supported him. However, he wasn't sitting upright. He was
kind of bent forward. And what you saw dissecting him at the hips was a
partition. And it seemed that his ass with sticking out the back. The
position he was in didn't look entirely comfortable, but it also looked
like the handrests and the platform made it comfortable enough. Around the
hole was a circle of leather that gently touched Kevin's hips and low
back. This was clearly to seal the hole and prevent him from turning around
to see who was behind him.

I appreciated the detail that had been put into that. Since Kevin was shy
about whose penis he was pleasuring, I know that would be a selling point
for him. And then the best part of the drawing, the part that made me a
little bit hard, was that there was this big hairy burly guy behind him. He
had his hands on his hips and wasn't touching Kevin. But Kevin's sweet spot
was just an inch or so away from the tip of his hard dick. Another step
forward, and Kevin would have a whole new experience of sitting in that
chair. He would be getting seriously poked from behind, with no idea from
whom.

The more I studied the drawing, the more I admired the ingenuity. Robert
was incredible with this stuff. First the gloryhole box, now this. And the
look on Kevin's face was spot on. He had that innocent Gee Whiz, Leave It
to Beaver look, like he had no idea what he was about to get. It was the
same look he had just before he received his first load in the face at the
glory hole. I looked up and smiled at Pete and Robert. I said that I would
think it over. I would be seeing Kevin tomorrow and so might be able to
bring it up then.

Pete: I honestly thought the idea was incredibly hot. And I was sure that
if we asked Kevin about it, he would agree. He was really on his own kind
of sexual adventure. I kind of like to think of it as an adventure like the
Odyssey, only with glory holes. He wanted to try as many new things as he
could, as long as he could remain on the other side of a partition with a
dick sticking through. If we pitched this to Kevin just right, I knew he
would go for it.

So I decided to take more initiative, and I begged Bill to let me come and
present the idea to him. I thought that Kevin and I had really developed a
rapport. So the next day Bill and I were in the office. We chatted with
each other and occasionally glanced over at the hole. One of the clients
had asked for a private meeting with Kevin. The guy's thick mushroom cock
came through the hole. Kevin's blond floppy hair bobbed up and down. Kevin
was used to people watching him work, so he did not mind. But I swear it
never got old. Just then the big guy on the other side groaned and I could
tell he was pumping semen in to Kevin's mouth.

After that man left a happy customer, the three of us sat around with a few
bottles of water. I had decided that in order to get Kevin on board, Bill
and I needed to take a fatherly approach to this conversation. So I said,
Kevin, Bill and I think you are doing a great job. But there is something
that we want to ask you about. His eyes got big and he pushed aside a lock
of his wavy hair.

What is it? He asked.

Well, let me ask you a question. Can you tell me what you know about how a
young guy can pleasure lots of other guys, especially older guys? And Kevin
said, Yes, you mean like I just did with that guy? I imagined that Kevin's
mouth was still coated with sperm, so the kid had a point. He had lots of
experience.

And I said, Yep, letting men use your mouth as a cum hole makes them really
happy. But there's something else that you need to think about. Men also
sometimes like to get more than that from a young guy like you. Now Bill
and I know that you are most comfortable in a glory hole. It's really where
you shine. And we don't think that you should change that. But we also want
to give you an opportunity to learn and grow sexually. We think that
there's another step that you need to think about. And that's to let a guy
take you from behind. It takes a bit more preparation and practice than
just kneeling at the hole. But Bill and I would like to help you do it if
and when you feel that you're ready. And we even thought of how we could do
it so that you could remain anonymous.

And so I took out the paper and handed it to him. He looked it over for a
few seconds, clearly trying to comprehend what he was looking at. And then
when he figured it out, his eyes got as wide as saucers. Bill stepped in
and said, Kevin, we're thinking we are going to open up another glory hole
waiting room. I have this other property where I can make this happen. And
Robert, because he really cares about you and wants to help you grow on
your journey, he's volunteered to pay for the construction. It should only
take about a week. So what I'm thinking is, if you feel that you're ready
for this, we'll call off the recording next week. We would also need to get
you there probably a day early, maybe Friday night, in order to make sure
that you fit through the hole, and then to start opening you up so that
you're ready. We really want this experience to be as pleasurable for you
as we know it will be for the guys. So that's it. What do you think?

Kevin: Honestly I couldn't wait for this. I had been wondering about it,
and even wondering if I would start to look for it on my own. But I also
just wasn't ready to do that without the assistance of a glory hole. I
really needed the anonymity. And so I thought Bill's solution was just
brilliant. And it was so generous of Robert and Pete to help with that. I
said I wanted to do it right away.

The next day, as I was hanging out with some friends, I got a text from
Bill. It showed a room with a wall half constructed. He said this should
only take another day or two. In fact, if I'm free Thursday night, that
would be a good time for all of us to show up. I immediately said I would
be there.

Bill picked me up at my house and I was nervous as all get out. This time I
had looked up online how to prepare for something like this. And with some
of the money that I had saved from my work, I had ordered something that
would help get me ready, something to clean me out. It was a weird
sensation using that. But afterwards, I felt totally clean and ready for
the three guys to do whatever they needed to do behind me.

I wasn't really sure what would happen tonight with the three guys. I
certainly didn't mind if they were the first to fuck me. After all, Bill
was like a father to me. But they also had been pretty vague about what we
were doing. I arrived with Bill. And when he opened the door, I saw Pete
standing there in a pair of jeans and white polo shirt and Robert there in
his black leather jacket and leather ball cap. God they were both handsome.

I then looked at the wall. It had exactly the setup that was drawn. There
was a platform and a built-in chair and then a large round hole. The large
round hole had a cushy leather border that would definitely block my view
if I looked back. Robert came up to me, slapped me on the shoulder, and
said well, what do you think?

I'm sure my eyes looked like a kid in a candy store.

He said great, let's go ahead and get you ready. Oh and for your new gig
here I got you something. It was a nice looking box with a bow. I quickly
tore it open and found a traditional-looking white jockstrap in it. He said
go ahead and try it on. This will be a really great thing for you to wear
while you're performing. The guys will love it.

Being used to being naked in front of these guys I didn't think twice
before I stripped down, took off my briefs, and pulled on the jock
strap. Robert gave me a wolf whistle and had a big grin on his face. Pete
clearly had a hard-on. Bill then said, so here's the deal, on the other
side of this wall is the waiting room. I'm not going to take you over there
because it's pretty much the same. The only different thing is that there
is no alcove. Instead, all of the guys can watch each other. Robert also
made it a little bit ritzier than our other place was. The furniture is
leather, and instead of a tile floor, there was carpeting. Kevin, why don't
you go ahead and get up on the platform and see how it feels.

Pete: Kevin looked apprehensive as he climbed up onto the platform. He sat
down on the chair and at this point he was sitting straight upright. I
said, to kind of ease him in, this is great Kevin, just go ahead and push
yourself back so that your ass sticks through the whole. He kind of wiggled
back. And with just a couple of tries he was situated perfectly. He got
this cute look of accomplishment on his face. He said it feels great. And
then Robert said do you feel comfortable? Do you think you could sit there
for a while? Kevin put his arms on the armrests and said, Oh yeah, I could
definitely stay like this for a while. The other guys looked at each other
with big smiles.

Bill said great, so here's what we're going to do next. You stay right
there. Pete is going to keep you company. Robert and I are going to go over
to the other side. We're going to give you a bit of a surprise today. So
just be ready. And with that, Bill and Robert left and I pulled a chair
close to Kevin.

Of course, I was a little bit disappointed not to go over with the other
guys. But the more we talked about it, the more we realized that it would
be good for me to stay and keep Kevin company. In particular, my assignment
was to report on how he took the stimulation behind him.

Robert: When we opened the door, the inside with dimly lit. It had a nice
coffee table, some furniture, and also a minibar with bottle of vodka and
whisky. But of course the main attraction, the thing that made this room
really stick out, was what Kevin had hanging out. It almost looked like his
tight young behind was framed and mounted to the wall. It looked
beautiful. Bill and I walked up and got a close look. Kevin was perfectly
hairless. His cheeks were surprisingly thick, a perfectly cute
bubble. Between his cheeks was this beautiful little puckered pink star.

I thought how small and tight and cute it looked. We had agreed that
tonight I was gonna focus on pleasuring Kevin in this special area. It
really wasn't going to be about us penetrating him yet. Instead, we wanted
to start to give him a sense of what it was like to receive pleasure
through his hole. We were both going to eat him out until he was
senseless. Since I was the one who invested the big bucks, I claimed first
dibs. I grabbed a chair and pulled it over. As I sat down, Kevin's
beautiful ass in my face, I thought that this was a little bit funny, sort
of a reversal of fortunes. Before Kevin was the one kneeling in front of
me. Now I was the one kneeling behind him.

I got a couple of inches away from his hole and I gently blew on it. I
could have sworn that I saw a tremor run through Kevin's hips. I knew he
was going to love this. I decided we were gonna tease him a little bit
though. Just really start to make him aware of his ass before we got more
serious. And so I gestured to Bill to hand me the feather. And I began to
trace it around his ass, slowly circling in towards the hole. And then just
when I got to the outer rim of the hole, I stopped. And then I brought the
head of the feather to brush gently against Kevin's back door. I heard a
little Yelp come from the other side of the wall. I could tell this must
feel amazing for him. I smiled, thinking just wait until the kid gets my
tongue.

Kevin: I had never felt anything like this. There was such a vulnerability
to it, I mean I had no idea what these guys were going to do to me. I'm
really glad that I knew it was Robert and Bill, otherwise I might have even
been scared. My hole was such a sensitive part of me. If it wasn't in
expert hands, I'm not sure what would happen. But so far someone, and I
didn't know who, was causing the most incredible sensations. I thought that
maybe it was a string or a feather or a piece of cloth. But it was just
gently circling around my ass. And then suddenly I felt the tip of a tongue
graze my hole. And then again. My entire body shuddered. I quickly realized
that it must be Robert, and I couldn't be happier. It was his beard... as
it pressed against my ass I knew it was him. Another shudder swept through
my body. Pete looked at me and smiled. Like that? He asked. I nodded my
head with this dazed look and said I really did. Honestly, during all the
time I had been here, I had not expected to receive pleasure like this. I
had thought I would always be the one to pleasure guys. And now that I was
getting it, I couldn't get enough of it. The more I felt his tongue move up
and down, and then plunge deeper, the more I was almost crazy for
it. Robert started to make circles around the rim and then he would plunge
back inside. The vulnerability was out of control. All I could think about
was that I wasn't controlling this, that somebody is causing me, no forcing
me, to convulse in fits of pleasure. Pete looked at me with this look of
satisfaction: Tell me what you are thinking Kevin. I started to say things
that I couldn't control: I think I need this. I think I need a man behind
me. I then started to whimper, I really need a guy to mount me and stick
his dick inside of me.

Pete then said, that's good Kevin, that is what you should be feeling.

But honestly it was starting to not be good. For someone who needs dick as
much as I do, this was starting to become its own kind of torture. I looked
at Pete with this incredibly pitiful look. I whispered, Pete, I just need a
penis inside me, I feel so incomplete without one.

Pete seemed to think about it for a moment. Then he whispered, Kevin, do
you need it in your ass right now? Or could you take on in your mouth?

I whimpered: No, I honestly just need one in any way I can take it. My eyes
were rolling to the back of my head. I was just dying for cock.

Pete said, well, I hate to see you go through this, Kevin. If you can keep
this a secret, I can give you something to suck on. Would you like that?

I immediately composed myself. I was ready to do anything Pete wanted if he
would just pull down his pants and let me take him.

He stood up from his chair and undid his belt. He tugged down his boxer
briefs over his dick. It popped up and hit me in the nose. It was a
beautiful one. About seven inches, cut, with a large mushroom head. It was
already completely hard.

"Are you sure you need this, Kevin?"

I nodded, ready to beg if I had to. But Pete was a good guy. He stepped
forward and reached to the back of my head. He then guided his dick and my
lips to meet. Between that and the tongue on my hole, I entered I new level
of heaven.

Bill. I had wanted my go with Kevin since I first saw the kid. He was so
adorably cute, with that floppy blonde hair, big lips, small mouth, blue
eyes. He was the look of perfection for a young man. So I figured this was
as good a time as ever. After Robert backed away, I knelt down on the pad
and brought my lips to his ass's lips. I plunged my tongue as deep as it
would go. And I heard a grunt from the other side of the wall. I could tell
this was driving him crazy. I increased the speed working deeper and
faster. Little yelps and grunts kept coming from the other side of the
hole. And just when I got the sense that he couldn't stand it anymore, I
stopped. I pulled my tongue back. I then started to give the sweetest,
gentlest kisses. I kissed around his ass in a circle, circling that
beautiful small pink center that I knew I would return to.

It gave me a moment to reflect on how different bottoms and tops are. It's
really a completely different kind of sexuality. Tops are active, they're
more likely to take charge, but more importantly their sexuality and their
orgasm is of a completely different variety. Tops are from Mars, Bottoms
are from Venus, as the saying goes. Once the top finishes either in a glory
hole sucker's mouth or inside of his hole he pulls his dick out and he's
done. The kind of sexuality that Kevin had, the kind that he would receive
from having his back door slowly opened, was a totally different thing. In
a way it was a superior kind of sex, because he could reach a peak and
hardly be able to control himself. He could be forced to stay there if I
chose to continue to pleasure him, just on the verge of orgasm or maybe
even going into a kind of orgasm, and I could do this repeatedly, again and
again. I guess this is why so many bottoms need not just one top but a
number of tops.

As I paused to gently give some more kisses, I took stock of what we were
doing. We were priming him to be a bottom. He needed to be sexually trained
to take dick up his ass. If we could work on him and bring him to a peak
tonight just by having our tongues touch his hoe, we knew by the time
tomorrow came he would be begging for guys to stick their dicks up his
bottom.

Robert: Bill was a handsome guy. It was beautiful watching him do his part
to open up the kid. I thought for a moment about the transformation his
hole was about to go through. After tomorrow, guys would still like to get
down and lick it, but it would never be in this perfect virginal state that
it was in right now. The plan for tomorrow was to have 12 guys take turns
on him. And once that 12th dick pulled out of Kevin's hole, he was going to
be a different young guy.

I think oftentimes with gay guys the procreative purpose of sex is
forgotten about. And that's fine. But I think it's actually pretty hot to
think about. If Kevin had the right kind of organs, those twelve guys would
be working on impregnating him tomorrow. Of course, only one of the guys
would win that lottery. Only the guy with the most aggressive and tactile
sperm would make it. But Kevin would be gestating the baby of a guy that he
never even saw. I know it's a little bit silly to think about. Because of
course Kevin's a guy, and he doesn't have the right plumbing for that. But
there's still something hot about it. Each of those guys is going to squirt
their load inside of him.

I paused from my reverie to take a turn kissing Kevin's ass, licking his
hole. Then, the next thing I knew, Bill had one finger in, and then
two. And with each new intrusion, either a tongue or a finger, Kevin was
moaning and crying out. I briefly wondered what Pete was doing, and whether
he was getting in on the action. I hoped so. No use letting a perfectly
beautiful mouth go to waste. For my part, it was so sweet to watch him
puckering. I got excited thinking of how the guys tomorrow would get that
hole to pucker and clamp on their hard dicks. It was hard to resist being
the first, but we really wanted this to be just about Kevin. But that
didn't mean we couldn't use his hole as target practice. I went first, and
glob after glob of semen hit Kevin's cheeks and hole. A new shiver ran over
his body. Bill then did the same. He was surprisingly large, about 8 inches
uncut, and veiny, and he brought the head centimeters from Kevin's hole as
he was finishing. Kevin's hole seemed to open up for the semen, eager to
receive it. Bill shook off the head of his dick, a few more drops hitting
Kevin's hole.

Once we were finished, Bill and I walked back over to the other side. Kevin
was still seated in the chair and he had this dazed look on his face. It
looked a little bit like he had been forced to orgasm for the last 45
minutes and hadn't gotten a break. He also had a little dribble of semen
coming from the side of his lips, and I was glad Pete got a turn. We helped
him up from the chair and offered him a towel. That's when we all noticed
that there was a stain in his brand new jockstrap. It looked like the kid
had managed to come without even touching himself.

More to come!