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I was only in for thirty days, and then not because of something I'd actually
done. My buddy Phil had left drugs in my car, and the cops found them when they
stopped me because I was driving a little too fast when I pulled away from a
country beer hall they were staking out. I should have known better. I was only
nineteen, and I shouldn't have been in that beer hall at all, let alone
drinking. But I'd just finished my first year up north at Yale, and I was on the
top of the world.
Thirty days in a county lockup had been my sentence. And not a lockup in a
suburban county like the one I lived in but in a county back in the hills, where
life is a lot rougher than where I came from.
The first five days weren't so bad, except that I was going stir crazy. They had
a room where we could work out on our recreation breaks, but I stopped going
there after the first three days because of the looks I was getting from some of
the inmates and some of the guards as well. In particular, one hard-ass white
trash inmate named Bobby Joe, who was a real ball-busting body builder type and
a big black stud of a guard named Maurice kept eyeing me while I was lifting
weights and licking their chops and smiling and whispering to each other. This
made me quite uncomfortable. I had been known as a pretty boy in high school and
had beefed myself up in an effort to thrust aside the looks and propositions I'd
gotten there, but such looks took on a whole new meaning here, where I had so
little control.
I stopped going to the workout room, but the inaction was making me so jumpy
that I volunteered to go out on work details. This proved to be a big mistake.
On my seventh day, my first work detail came up. We were going out to a rural
spot to clear brush from the side of a road running through a heavily forested
and hilly area. It was with great dismay that when I jumped up into the back of
the van, I saw both Bobby Joe and Maurice among those who were going out on the
detail.
It was a hot day and the work was hard. We had small saws and machetes and were
clearing brush and saplings back some twenty minutes from the road. There were
six inmates and three guards. Maurice clearly was in charge and everyone there,
including the two other guards, were afraid of him. Everyone, of course, except
Bobby Joe, who seemed to be a special friend of Maurice's. Bobby Joe was
probably the best and fastest worker among us. It wasn't long until he was so
heated up that he stripped off his shirt and undershirt and was swinging away,
covered with sweat that matted the thick, black hair on his chest and arms into
swirls and made his undulating muscles gleam in the sunlight. The other inmates
quickly followed suit in stripping down to their waists--all except for me.
"Take off that shirt," Maurice called out to me in a booming voice. "Can't you
see it's too hot to work in?"
I pretended that I hadn't heard him.
"Take off the shirt, I said," Maurice boomed again.
"I'm okay the way I am," I answered in the most pleasant voice I could muster.
"But thanks, anyway."
Maurice stomped over to me, and all of the inmates stopped to watch us.
"I said for you to take off that shirt, son, and I meant what I said."
"Sure thing, Sir," I said and I stripped my shirt and undershirt off. My eyes
flicked over to Bobby Joe, and I could see a wide smile of appreciation on his
face.
"And because you didn't do what I asked, you can go ahead and strip all your
other clothes off too and work that way for a while."
I was dumbfounded. "But, Sir, this is a public road."
"Good point," Maurice said with a big smile. "You can go on into the woods there
a bit and clear brush over by the picnic area. We'll see that no one goes in
there, but not much of a chance they will. Not many want to picnic next to where
a chain gang is working."
I started to argue, but I could see that this would just get me into more
trouble, so I started to move off toward the picnic area.
"No. You can strip here," Maurice said. "The clothes will still be here when you
get back."
So, I stripped all the way down to my work boots and could see that this gave
both Maurice and Bobby Joe a little thrill. I was in very good shape and was
better hung than the average.
"Okay, now go on over into the picnic area and start working," Maurice said. You
can't go there alone, and if a guard goes, that will leave too few guards here,
so . . . Bobby Joe, you come on over there with us. The rest of you go back to
what you're doing here."
"Oh, God," I thought, as I stumbled off into the brush, trailed by Maurice and
Bobby Joe. The very worst situation I could think of.
Maurice and Bobby Joe watched me work for a while, and the first thing I knew
they both had their dongs out of their pants and were working them. Bobby Joe
had one of those championship dicks in length and Maurice's was regular sized
but was extra thick, and his balls hung low out of his fly.
I tried to make a break for it then and run back to the road, where maybe I
could get some help from the other guards. But Bobby Joe lashed out with a hand
and caught me as I ran past him and slammed me up against a tree. The blow
caused me to sink to my knees, my back to the tree, and Bobby Joe was standing
up against me, his pelvis pushed into my face.
"Suck me," Bobby Joe commanded in a husky voice.
"Maurice," I called out plaintively, begging for help.
"Maurice ain't going to help you none, pretty college boy. Open those lips and
suck my dick. And don't do nothin' funny while you're about it."
He grabbed my hair with one hand and his dick with the other and forced his tool
into my mouth. I gagged as he filled my mouth cavity.
"Ain't done this before, have you pretty boy? Well, you're going to get real
good at it in days to come. Open wider and get your teeth out of the way and
your tongue runnin' under my dick. There, that's good. Now let it slide in and
out. There, yes, like that. Ahhh, such a sweet, soft mouth."
I felt tears coming to my eyes, and I was having trouble not gagging. His dick
was getting bigger and harder as he slowly worked it back and forth in my mouth.
"Now, I'm going to pull out," Bobby Joe said, "and I want you to suck on the
head like a lollipop and to work your tongue around it. Ahh, yes, I like that.
You're going to be a good bitch."
His dick head was big and the pisshole was leaking precum. It tasted salty. The
sweat of his groin was giving off a strong musky smell. These were entirely new
sensations for me, and were not all that unpleasant. I admit that when I was
being propositioned in high school, I let my imagination play with the
possibilities, and I could feel my own tool coming to life under these new
sensations. I also admit that being forced took much of the guilt away and was
also turning me on.
"There, that's good," Bobby was saying after he'd pushed his dick back in and
had pumped my mouth for a couple of more minutes. "Stand up."
I did so, and he pulled away from me a bit. I was trembling there, close to him.
He held my head between his hands and came in for a kiss. I struggled with him,
holding my lips together hard, straining to create a solid barrier to him, my
arms went between us, and I tried to elbow him away from me. He brought his
chest in hard against mine and lashed out with one of his hands, backhanding me
hard across the mouth. Then he brutally kissed me again, this time working his
tongue into my mouth and causing me to gag as his dick had already done. My jaw
came unhinged and I just let him have his way.
The next thing I knew, Maurice was next to us and was digging my arms out and
swinging them up and around the tree, where he used handcuffs swung over a
branch above my head on the other side of the tree to suspend my arms over my
head.
Bobby Joe continued his long kiss, as his hands flew over my naked torso and
explored my balls and cock, which started to engorge at his touch.
"Whooie!" Bobby Joe exclaimed, as he broke away from my lips and started to
wander down my body with his lips. "You're one fine bitch. Candy, candy. How
sweet."
My lips now free, I started to yell, trying to get help from anywhere it might
come. The ever-helpful Maurice whipped a dirty handkerchief and a roll of duct
tape out of his pocket and had me quickly gagged.
All I could do was tear up in frustration and make muffled sounds of objection
as Bobby Joe tongued and teethed my nipples and continued working his mouth down
across my belly and taking possession of my dick, which responded to his
attention, and my balls. In no time, he had his strong hands under my thighs and
jackknifed my legs up and off the ground and swung my ass up to his waiting lips
and tongue.
I was being penetrated and wetted with his tongue, which dug ever deeper,
widening and lubricating my hole.
"Ah a really tight ass," Bobby Joe was saying as he dropped my legs and stood
and turned toward Maurice. "We got ourselves a virgin, Maurice. Young meat. Yum,
yum. Can I have him? Can I get firsties on a fuck?"
"Yeah, fine," Maurice answered. "But then you gotta do me, Bobby Joe. I'm dying
here. And you gotta go easy with the kid. You've got a real club. The damage
can't show when we get back."
So this was how it was between the two of them.
"Thanks, Maurice. You got a condom and some lube? He's gotta be open a lot more
if I'm goin' get up in there."
Maurice, the walking supply closet, produced a small tube of lubricant and a
condom in a packet.
"Now, let's get him turned around and hangin' on a lower branch," Bobby Joe
said.
The two of them manhandled me while Maurice released the handcuffs and got me
turned facing the tree. Then he handcuffed my arms again around the tree on a
somewhat lower branch than before. Bobby Joe pulled my legs away from the tree
by the hips and his lips went to my asshole again. Maurice slipped up between my
legs and hunched in front of me, with his back to the base of the tree. He
proceeded to take my cock in his mouth and give me head, while Bobby Joe was
lubricating my ass, first with his tongue again and then with his fingers,
heavily laced with lubricant. I grunted in pain as he worked first one finger,
and eventually three, into my ass, probing ever deeper and opening me up. The
pad of a finger found my prostate, and, under the spell of circular rubbings on
that, I ejaculated down Maurice's throat.
Then both Bobby Joe and Maurice rose and stood near me, where I could clearly
watch, as Maurice opened the condom packet and rolled a condom onto Bobby Joe's
huge tool. The two of them hugged and kissed deeply and worked each other's
tools until both were fully hard again. Then Maurice stood in front of me, his
eyes glued on mine, his hands wrapped around his dick, as Bobby Joe got behind
me, pulled my hips back again, positioned his dick head at the entrance of my
asshole, and slowly worked the head in. I was screaming in pain and shock behind
my gag, and my eyes were tearing up again. Bobby Joe pushed in a couple of more
inches and then his hands went to my butt cheeks, encasing them and squeezing
them and pulling them apart, giving him as bigger opening. I lifted my hips as
best I could and arched my back, trying myself to widen the opening, knowing
that all was lost now and no fight was possible. At the same time, a little
guilty thrill ran through me. All of that dick was going to be inside me. I was
turning this dude on. I was being forced, raped, and none of this was my fault.
I was both in control of being the object of his lust and being controlled by a
hot stud. All of my "what if" fantasies were being brought to life, and no one
could blame me for what was happening.
I gulped for breath, pulling as much air as I could through my nose. Maurice saw
that I was in distress and said that he'd pull the gag out if I promised to be
quiet. I nodded my head in assent, and he ripped the gag off. My mouth now free,
I couldn't help but grunt and whimper at the four inches of dick pulsating
inside me. Bobby Joe was going slow. When he sensed my canal opening to him, he
pushed in another couple of inches. Six inches in now, and he went into a slow
pump, two inches out and then back in two inches. After a couple of minutes of
this, though, he came in another inch when he pushed back in; seven inches up my
ass now. I yelped when he did this, and his hands went to my pecs. He stroked my
nipples, and I began to tremble and sigh for him, not wanting to do so, but my
anger at being violated was being overcome with a new sense of pleasure mixed
with the pain. He took his dick in one hand and revolved it in my ass. My ass
walls responded by widening to him, and he pushed in another inch. I flinched,
but I was managing him now.
"That's so nice," he whispered as he brought his mouth to the side of my neck
and nuzzled me there. "Don't you feel it? Don't you feel yourself opening to
me?"
"Yes," I whimpered softly. "But please, please stop." But I grunted in vain, as
he went in another inch; nine inches now. But of course I didn't know how far he
was in me. All I knew is that I felt totally stuffed and stretched, and my ass
walls began to tremble under the strain. I also didn't know how long that was
for any normal person to take until he whispered it to me. "God, I'm almost all
the way in, son. Do you know there aren't many that can take this much of me
even after a long time of trying? You're one sweet bitch."
I was panting and giving little yelps and grunts with the progress of the last
inch he had to give. He had his chest pushed into my back now, and I could feel
the wet hairs of his pelt on my shoulder blades. He was giving off a sweaty,
musky scent that I found heady. When I felt his curly pubic hairs tickling my
butt cheeks, I knew he was in all the way and assumed that this torture was
close to the end. But the ordeal had just begun. He started to stroke me deep
then, pulling the head of his cock back to where it rubbed across my prostate
and then, slowly at first, and then ever quicker, stroking back into me to the
hilt.
No more gentleness now, and Bobby Joe himself was no longer in control. Instinct
took over, and he went into a primordial fuck, no longer being sensitive to how
new I was to this. But by now, my body had adjusted to him, and the pain was
tolerable. At length, I felt him tense and the bulb of the condom fill up, and
he just more or less collapsed against me.
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