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Did you enjoy this Deep Dive?
Do you want to see more Deep Dives for future stories?
Comment below and let me know.
The morning sun
hit the brick facade of the two-story apartment complex, casting long shadows
across the central courtyard. It was a well-maintained property, quiet and
private, designed with all the units facing inward toward an inground pool.
Ryan stood leaning
in the doorway of his apartment, looking out over the courtyard with a mug of
coffee in hand. At forty-eight, Ryan was in great shape, possessing a lean,
athletic build that made him look easily a decade younger than his actual
years. He wasn’t just a resident here; he owned the entire building.
When he
purchased the complex, he had recognized the potential in the layout and
immediately renovated the apartment right above his. By installing a staircase,
he converted his unit into a unique, spacious two-story apartment. The main
floor housed the open-concept living room, a kitchen, dining area, den
(originally the bedroom for the one-bedroom unit), a four-piece bathroom, and a
French door leading to a backyard patio. The renovated second floor now
contained a large master bedroom with an ensuite, a large second bedroom, a
four-piece bathroom, and a hallway.
From the kitchen
behind him, the heavy, familiar tread of combat boots signaled that his husband
was getting ready for a shift. Chad was a firefighter, younger than Ryan at thirty-four,
with the broad shoulders and rugged stamina that the job demanded. Their
marriage was grounded in a deep, mutual respect, though Chad’s demanding
schedule at the station often left Ryan holding down the fort at home during
long twenty-four-hour shifts.
Living with them was Jake, Ryan’s twenty-two-year-old son. Ryan was a friend of Jake's mother, who wanted a child, and he had agreed to help her out, via artificial insemination – Ryan has never had sex with a woman. When Jake's mother died when Jake was twelve, Jake came to live with Ryan.
Ryan and Jake are extremely close, father and son, yes, but also really good friends. They could talk about anything with each other, just like two guy friends would, and once Jake was old enough, that included intimate things. For example, Jake knows his dad is an
insatiable bottom, that he is submissive with men, loves
to be called names by men, one in particular, and has even heard some of the
dirty details of Ryan's sex life. It wasn't a one-sided situation either; Jake, too, would share intimate things with his dad, such as telling his dad when he lost his virginity and all the details.
When Jake was nineteen,
he came out as bisexual. A good kid, he was navigating his twenties with a
solid circle of friends, the most frequent of whom was Ben, his best friend
since high school.
Ben was also twenty-two,
straight, with an easygoing charm and an athletic build that fit right in with
the family. But recently, there was a distinct shift in the air whenever Jake
wasn't around. Ben’s posture would change. The casual, respectful friend
vanished, replaced by a guy who dropped heavy innuendos, lingered too close,
and locked eyes with Ryan in a way that made Ryan’s chest tighten. It was a
subtle game of lingering glances and loaded compliments that Ryan never brought
up to his son or his husband, but one that added a quiet, underlying tension to
the humid summer days around the complex.
With Chad
pulling frequent twenty-four-hour shifts at the fire station and Jake often out,
the sprawling two-story apartment often grew quiet. It was during these precise
windows of time that Ben would find reasons to drop by, supposedly to wait for
Jake, though he never seemed disappointed when only Ryan was home.
Without the
buffer of his best friend in the room, Ben’s casual demeanor shifted into
something much more deliberate, using his presence and a steady stream of
sexual innuendo to test Ryan’s boundaries.
On this day, the
wi-fi had been acting up. Ryan was down on his knees, ass in the air, checking
the cables and adjusting the antennas for the router that sat on the lower
shelf of the hallway – resetting it hadn't helped. Ben knelt right next to him,
his shoulder firmly pressing against Ryan’s as he pretended to look at the
blinking lights.
"Looks like
the problem is a lack of penetration. If you need some help penetrating your
walls, I'm your man."
Ryan would
usually offer a disciplined, knowing chuckle, trying to diffuse the tension
without explicitly shutting it down, but the air in the apartment remained
thick with the unspoken knowledge that Ben was pushing the game further and
further each time.
A couple of days
later, while Chad was away, Ryan was prepping the grill, rubbing
spices into a few racks of ribs. Ben had shown up under the guise of waiting
for Jake to get home and was leaning against the patio table, watching the
fluid motions of Ryan’s hands.
"Man, you
really know how to handle your meat, Ryan," Ben said.
Ryan let out his
usual disciplined chuckle.
"But I
guess with Chad away so much on those twenty-four-hour shifts, you're used to
handling your meat, huh, Ryan?" Ben chuckled.
Ryan didn't
respond to the innuendo.
Ben looked
around and then moved right up behind Ryan. He put his head over Ryan's
shoulder, and let his crotch lightly brush Ryan's ass, and said into Ryan's
ear, "How'd you like to handle my meat, Ryan?" and then gave
his crotch a firm press against Ryan's ass.
Ben had just
gotten way more aggressive with his flirting; he had taken the game too far, and
Ryan couldn't take it anymore.
Ryan confronted
Jake about it as soon as Ben had gone home, telling his son how Ben was always
flirting with him when Jake wasn't around.
Jake laughed it
off. "Dad, come on," he said, shaking his head. "Ben is
straight. He’s just a flirty guy. He knows you're gay and is just having fun
with you. You're misreading it."
Ryan shook his
head. "No, I'm not. I don't want him coming over here anymore."
"C'mon,
Dad. I've known him since high school. He's my best friend. He's always over
here. He's like family. What am I supposed to tell him?"
"I don't
know. Make something up or tell him the truth. I don't care."
"Right,
Dad. I'm gonna tell him my dad thinks he wants to have sex with him."
Frustrated and
unable to convince his son, Ryan compromised. "Fine. He can still come
over, but only if you’re here, and when you are, you don't leave him alone with
me."
The rule worked... until the night Ben stayed over.
By: Unknown Author
In my early twenties, I finished college and was now renting
my first apartment. After a few months, I was behind with rent and ended up
with my fifty-something landlord telling me I could be "his personal fuck
toy" or move out.
I really didn't want to suck off and get fucked by my
landlord. I mean, I was in my twenties, and he was in his fifties, my dad's
age, but I really had no other choice but to comply, or else I would have been
on the streets. (Moving back home was not an option.)
To be clear, he knew I was gay, and I wasn't servicing
him instead of paying rent; I was servicing his needs in exchange for his
allowing me to pay off owed rent over time.
He had a fat seven-inch cock and liked to use me
roughly, call me names, and generally degrade and humiliate me. Although
initially almost disgusted by the idea, I have to admit that once I started
servicing his cock, I really enjoyed it, in part because he was 'making me' do
it.
He would come around at least three times a week, some
weeks every day, but my favorite was one particular Friday night, when he
turned up at 2 am with a friend.
My landlord and his friend, also in his fifties, shot
the shit while watching me as I stripped off my clothes – my landlord told me on
day one that his fuck toy needs to be naked when servicing him.
I was rock hard when I slipped my underwear down and
off, so turned on by the fact that my landlord was not only going to have me
service him in front of his friend but make me service his friend, too, a total
stranger.
Once naked, I got onto my knees and fished my
landlord's cock out of his pants and began sucking on it. His friend quickly
had his cock out and was stroking it as he encouraged me to suck his friend's
dick, calling me names, such as cocksucker and faggot, just like my landlord
did.
Soon, I heard my landlord's friend say, "Let me
have some of that," and then my landlord was pulling my head off of his
cock and directing it towards his buddy's. His buddy took over, grabbing my
head now and pulling it down onto his cock. He groaned and said, "Yeah,
suck that dick, bitch!"
I bobbed up and down on my landlord's friend's
slightly smaller (about six inches) but also thick cock, making lots of
slurping sounds.
The next thing I knew, my landlord had moved over next
to his buddy and had angled his body so that his cock was touching his
friend's. I knew what he wanted, and I did my best at trying to fit the two cocks
in my mouth at the same time, but they were both so thick that I couldn't
really do it. So instead, I went back and forth between them, literally making
a popping sound, and I repeatedly popped my mouth on and off each of their
cockheads.
I was so turned on feasting on these two hard cocks that
I could've spent all night sucking them, and I actually cried out around my
landlord's cock when his buddy pulled himself away from the action. However, a
hard slap to my bare butt quickly told me why he had done so.
I moaned loudly around my landlord's cock as his buddy
started stroking and then poking my hole with his fingers. Soon I felt the
coldness of lube being pushed into my ass via a finger-banging, and then my
back arched as I let out another loud moan around my landlord's cock as his
buddy pushed his fat six-inch cock balls deep into my ass.
My landlord started to fuck in and out of my mouth as
his buddy fucked in and out of my ass, and with both my holes being pounded at
the same time, I lost it pretty quickly and started to cum, shooting my load
without even touching my dick.
As I came, my ass muscles milked the cock in my ass,
and I felt it throb, and then erupt inside me. My landlord's friend shot a huge
load. It flooded my hole, leaking out and dripping down my legs.
Once he had come down, he slapped my ass and pulled
out. He and my landlord switched places, and while he ordered me to lick his cum-slicked
cock clean, my landlord took his place behind me, fucking me deep and hard,
using his buddy's cum as lube while fucking it deeper into me at the same time.
When his buddy withdrew his now soft cock from my
mouth, my landlord slapped my ass, pulled me backwards on the floor, and pushed
my head down, ordering me to lick my own load of cum up off the floor.
Once I had completed that task, he yanked his cock out
of my ass, grabbed me under the arms, and simultaneously pulled me up onto my
knees while turning me to face him. He then rammed his cock down my throat and
blasted his load down it.
Afterward, my landlord and his buddy lounged on the
couch, talking about how they had just used my holes, referring to me as a
faggot, while I fetched them a couple of cold beers.
My landlord, who I mentioned liked to humiliate me,
made me remain naked and lie on the floor under my coffee table while they
drank their beers and shot the shit.
A while later, my landlord's buddy wanted another
blowjob, and my landlord snapped his fingers at me and said, "You heard
him, suck his cock, bitch!" And, of course, I did.
He brought that friend over again about a month later
for a repeat performance, and another time, he sent his friend to my door to
use my holes one-on-one. After that, it was just my landlord who used my mouth
and ass to drain his nuts.
This went on for the year that I lived there, and I
definitely hated having to leave that apartment, but a job opportunity left me
no other choice.
It's weird, in the time since I left that apartment, I
not only find myself seeking out older men to have sex with now, but have also
lost interest in having sex with guys my own age.
Recently, I went to a bathhouse and got used by a
daddy while other guys, mostly younger guys, stood around and watched with
their dicks in their hands. It was hot!
But that's a story for another time!
By: Tommyhawk1
"Where the fuck were
you?" Gordon asked gruffly as I hurried into the warehouse at ten thirty
at night. He was a beefy, large man with a battered face and a ready vocabulary
of foul language. Just the sort you’d expect to find working in a warehouse - hard
work attracts hard people.
"I'm sorry," I responded
sincerely. "I missed my bus." I took my bag from "A Different
Light" and hurriedly stuffed it between two pallets of boxes in the
warehouse. It would be safe there until I had a chance to sneak them to a
better hiding spot, but I couldn't do that now. And showing them to Gordon was
out of the question. Half his curse words were "pansy" or worse when
he was searching for derogatory remarks to make about someone;
"faggot" to him was worse than calling someone a "motherfucker,"
so I stayed firmly in the closet while at work.
"What you got over
there?" he asked as I lifted my hand back. His huge biceps glinted with
white crescents from the sheen of his sweat and the glare of the overhead fluorescent
lights. His voice was like a god's, the heavy echoes of the cavernous warehouse
reverberated back every syllable a dozen-fold.
"Oh, nothing," I said.
"Then haul your pansy ass
over here and help me load this truck, motherfucker," he said.
He didn't know I was gay; he
talked like that to and about almost everybody. I didn't dare let him see the
"A Different Light" book bag, not as big and brawny as this guy was;
he could snap me in two without thinking about it.
Taking a gay book and magazines to
a job where you're closeted was stupid, I knew that, I knew I should have
waited, but the bookstore was right on my way to work. Passing by "A
Different Light" bookstore, I made the fatal mistake of peering inside to
see what was displayed in the window. A look at my watch to verify I had a
couple of spare minutes, and in I went, coming out much later than intended
with not only the book but with two porno magazines. And, with my stash now
tucked between a pallet of Tide and a pallet of Oxydol, it could wait until I
could take it home and give it proper attention.
"Come on, move it,
cocksucker," Gordon growled and I hastened over to him. He handed me half
of a stack of lists and said, "We got three trucks to do tonight,"
and I groaned.
Our warehouse takes in the
boxcars from individual factories, and from there we load the items ordered by
individual supermarkets. We don't handle any of the chain stores, but there are
a sizeable number of Mom-and-Pop places that need to furnish their customers with
Pop-Tarts and Cheetos; I had plenty of work. In fact, with three trucks needing
loading I had more work than I could handle.
Each store had a long page marked
with the items and quantities they wanted. We tried to keep the supplies organized
so we could go right down the list and grab in order, but in practice, it's
never quite that easy. So, you run around until you get all the stuff for one
store loaded, then you load that into a larger, plastic shipping box which is
then driven over by a forklift and placed into the truck. Gordon drove the
little forklift, which was about the size of a Volkswagen, but with only the
two of us, he had to jump down from the forklift and trundle a trolley like
mine, too.
Once we had the truck filled with
the boxes, which contained boxes that contained boxes that contained the
essential items for life, we'd move on to the next sheaf of orders. When we
finished a truck, we could take a short break, then move the loaded truck out
(Gordon did that as well. You have to have a special license and training to
drive an eighteen-wheeler) and back another one in and we'd do it all over
again. But a truck would take three to four hours to load. Three trucks meant
overtime whether I wanted it or not.
So, I worked away on my list,
fuming about the unfairness of it all. Damn it, I'd picked up a really butch
issue of "Stroke" and couldn't wait to get home and do just what the
magazine's title suggested. I had only glanced at the contents, seeing a
heavily built, gruff man dominating a younger, more slender man - "Stroke's"
favorite form of sex – and it caused my stomach to churn, imagining that big
man dominating me, forcing me to take his cock into my mouth... okay, three
boxes of salad dressing and I could take this trolley over to the shipping box.
Soon enough my mind was off of
sex and back onto my job, because with nothing but cardboard boxes to select
from you have to pay attention to what you're picking up. A store orders a box
of Ronzoni spaghetti and if you give them American Beauty instead, they don't
see it as being all right, you get a nasty restock order and three forms to
fill out and sign and initial. One of those goes into your personnel file and
they track your performance that way. Sucks. No wonder they had such a heavy
turnover of workers on this shitty job.
So, I loaded up that shipping box
and the next and the next, and time passed. Soon we'd be finished with the
shipping boxes; we could then load the truck with them according to the
driver's schedule, and then could take a half-hour break. Sitting and jawing
with Gordon wasn't that bad if you let him call you names without flinching. He
didn't really mean anything personal by it; it was just his way of talking.
I finished and looked over at
Gordon's last box; it was only half-loaded. Hell, he was usually waiting on me,
not the other way around. Maybe the guy was slowing down. I decided I could
give him a couple of comments while I helped him finish his loading. A few of
his choicer comments to me would work nicely, such as "They need to hire
some real men to do this work instead of you faggots." I'd like to see his
face when I used that one on him!
So, I went in search of him. The warehouse was big (it had to be) so it took some time for me to find him… right by the pallet of boxes of Tide! He had a big load of it on his trolley, and on top of the trolley was a big, white plastic bag… and my copy of "Stroke" was in his hands! And he was looking at the pictures!