Date: Wed, 22 Jun 2022 02:20:08 +0200 (CEST)
From: Quinton Brock <bquinn2021@tutanota.com>
Subject: Mark and Donny  Chapter 5       Gay - Adult Youth

This is a fictional story involving sexual acts between a man and a young
teenaged boy. If this offends you, please leave.  If you are under the
legal age to read sexually explicit material, then do not read any
further.  This story in no way represents any person alive or dead.  Any
resemblance to any real person is purely coincidental. This story is the
property of the author and no copying or posting to any other website is
permitted without the author's written consent.

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Chapter 5             Loosing his Cherry

Thursday was an interesting phone conversation between Donny and me.

I thought it would be another fun evening call as I always liked to hear
his voice, when he surprised me by saying he liked the kidnapping fantasy
we played out but wanted the man to torture him more. I was surprised
with this request yet at the same time, not. I could hear in his voice
while we talked that he wanted more yet didn't want to ask because he
thought I might not want to do it or think stupid of him to ask.

I told him we were in a safe relationship, and he could ask me to do
anything he wanted because I wouldn't judge him as I've probably
already done it myself and like him, if I didn't want to do it, I'd say
so. Silently my mind was running circles not knowing where he was going
to go with this.

After taking a deep breath, he opened-up and admitted `I wanted to feel
more pain Mark.'

"Thank you for asking" I told him then began discussing what pain looked
like to him. Finally, he explained "I want to be spanked but not light
taps and not just on my butt but everywhere on my body."
This was completely out of the blue and I wasn't sure where to go with
it so decided, I'd let him tell me.

"When you say everywhere" I had to ask, "please tell me where because I
may say No."

When he remained silent, I asked, "Your back?"

"Yes" was his reply.

"Your legs?"

"Yes" was his reply.

"Your chest?"

"Yes" was his reply.

 After hesitating, "your cock?"

"Yes, I think I can take it" was his reply.

Now I was definitely surprised. I didn't expect my beautiful boy was
this big of a masochist who wanted to experience more pain. Also, I
wasn't familiar with any technics and surely didn't want to hurt him.

"You know that would hurt a lot, right? Slapping your cock?"

"Yes, was his reply, and Mark, when you pinch my nipples, I tingle all
over. I like it when you pinch my nipples but I want you to pinch them
harder" he added.

"Okay, remember the safe word we have?"

"Cucumber."

"I won't say yes right now, but you will find out on Sunday. Okay?"

"Yesss" he answered with a sigh.

 I could see him doing an arm crank in my minds eye.

                                             *****

The next Sunday morning came quickly. My door buzzed at 9am precisely.

"Hello" I answered.

"Hi" replied the adolescent voice from the other end.

"Come on up" I announced and buzzed him in. I unlocked the door and
wandered back into bed.

I was still tired from a long evening out the day before. Pulling me from
my foggy head, I heard the door open and close, then I felt the bed dip.

"Oh, hi" I said as I reached around his torso and rolled him over me
onto the bed.

Donny smiled back at me and squirmed as I tickled his ribs.

"Did you lock the door?"

"Yeeesss"

I slid my hands under his polo shirt enjoying the feel of his smooth skin
against my palms.

"Are you going to tie me up again?" Donny asked with a hopeful sound to
his voice.

"Yes, and I believe I'm going to make love to you today too" I
replied. "Are you still okay with that?"

He paused, "Yes and are you going to torture me too?"

"Let's wait and see where this takes us. Okay."

"Okay" he sounded disappointed as if it wasn't going to happen.

"Look, Donny, I just don't want to hurt you and you need to quickly
tell me if I'm going too far, okay?"

"I will, and you're not going to go too far because I trust you" he
stated bluntly. "You'll know how far to push it and when to back off. I
know you can do it, and I also know I won't have to use my safe word
because you're not going to hit me as hard as I'm going to want you
to."

As teenagers do, he started on a new line of thought. "When you fuck me,
is it going to hurt more than the torture?" he asked almost hopefully.

"I have to be honest with you, it may. But you don't have to do it if
you don't want to."

"I didn't say I didn't want to do it" he loudly responded. "It's
just that you have such a huge cock" he stated while wrapping his warm
hand around it. I always sleep in the nude and last night was no
exception.

The more he lay beside me the more we chatted and the more we chatted,
the more his clothes slipped off. It didn't take long until he was
completely naked lying beside me. We talked about all sorts of things. It
was almost secondary that each piece of conversation ended with another
item of his clothing being removed and tossed on the floor. The nice part
was as he talked, I would slide an arm out of a sleeve or a leg out of
its pant and it seemed he didn't even notice how he was complying with
my demands as I removed his clothes. I never felt so comfortable with
another person, especially one as young as him.

When he was naked and we were casually talking, he commented that there
was nothing else to remove from his body. That was when I reached under
the bed and pulled out the cuffs.

"Something new?" he flexed his eyebrows inquiringly. "Let me see" he
reached to take them out of my hand.

I pulled them back and grabbed his wrist. Rolling on top of him, I held
his arm and wrapped one around his narrow wrist. It was made from leather
and had a soft Velcro strap to hold it in place.

"I had them make it small enough to fit you nicely" I explained. The
cuff was about 3 inches long and was pitch black. It also had a 2-inch
diameter stainless steel ring sown into the leather so it could be rotate
on either side of his wrist or ankle. I carefully placed the ring on the
top side of his hand. After the first one was in place, he offered me his
other wrist which I quickly Velcro'd in place. The evening before, I
secured ropes to the bed post, so I easily reached for one and pulled the
loose end through the ring on the back of his wrist. Gently I pulled his
arm toward the bed post then tied it off using a bolen. He pulled against
the rope to test its strength and told me it was more secure than he
thought it would be.

After nodding his head that it was strong enough to restrain him, he
offered me his other arm. I quickly secured it to the opposite bed post.
As he pulled against his new bindings, I slid down his body, pausing to
take a couple of gentle sucks on his hard cock. Slithering lower, I
wrapped one cuff around each ankle. Placing the ring on the outside of
his ankle then I secured his naked legs, one at a time, to their
respective bed posts.

I climbed off the bed and admired my bound 14-year-old sex slave. My cock
was rock hard as I let my eyes feast on the naked boy who was willing to
let me do whatever I wanted with him. Donny's eyes were first lock on my
eyes then he couldn't resist and let his eyes wandered down to my cock.
After letting him eye up the tool that was going to plow into his virgin
ass, I straddled his chest and playfully slapped his face with it.

"Do you remember the safe word?" I asked. After he nodded, I began.

"Now open your mouth" Donny quickly complied and after entering his
cavity, he began to lick and suck my cock in earnest. He was almost
frantic, wanting to get as much in his mouth as he could.

"Ummhh" I involuntarily exclaimed as I was enjoying his tongue swishing
around the bulbous head of my cock.  I pulled it out with a pop; much to
his disappointment as his mouth continued searching for my cock. I smiled
at his bobbing head then slapped my cock against the side of his face not
letting his tongue find its toy.

I knelt beside my spread eagled boy toy and began giving him a full body
massage. I always loved caressing his body and his cock gave his sexual
arousal away every time. It not only grew to be a very hard four inches,
but it would throb up and down above his flat belly matching my caresses.
I let my hands roamed freely over his smooth skin enjoying every inch of
his slender chest, pausing to tweak his boy nipples, and then smoothed
over his flat belly. Scratching my way back up his ribs, I made him
squirm and giggled as I was freely able to tickle torture him as he was
totally at my mercy.

Reaching beside the bed, I pulled a ball gag and dangled it above his
face. His eyes widened when he saw it and gladly opened his mouth for me
to insert it. I followed that by showing him the new blindfold. He closed
his eyes and after pausing to kiss each eyelid, I stretched the elastic
behind his head and fit the black cover over his eyes. I knew he was in a
place of bliss because his cock was once again bobbing in anticipation
above his abdomen.

Now that he was secured, gagged, and blindfolded; I began the delicious
adventure of releasing him of his cherry. He knew it was going to be a
long, sensuous massage because we had already talked about it throughout
the weekly evening phone calls. He still called me at 10 every night
where we discussed all sorts of different topics from what was the latest
new headlines to what he was wearing while we talked.

During our many evening conversations, we often discussed how I was going
to prepare his bum to lose his cherry. He knew, and I knew, that at the
end of this sexual encounter; my cock was going to be fully implanted in
his anus for the first time. What he didn't know was my plan was to
bring him repeatedly to the brink of orgasm numerous times and only when
he was begging for me to make love to his randy 14-year-old butt, would I
comply.

I wanted him to be so crazy about my very hard and fat cock, that he
would love it ramming in and out of him. Yes, he knew it may hurt a
little, but the erotic climax he was going to experience would by far out
way any pain he would endure. Except for his blonde head and a small
triangle of the same-colored pubic hair, I began to caress his smooth,
hairless body as the full two-hour massage began.

Slowly I poured a nice amount of warm olive oil on his chest then let my
hands slither all over his naked torso. Repeatedly told him I was going
to make love to his bum and make him crazy while my 7-inch cock rammed
deeply into his body. Each time I said this I noticed he began squirming
against his bindings wanting to get my cock in there sooner.

"Remember when you asked me to go further the other night?"

Anxiously he nodded his head in affirmation.

I then whispered into his ear "I'm going to torture you now". He was
so horny; he couldn't stop squirming in anticipation. To slow him down,
I began by racking my fingernails up and down his ribs to which he moaned
in sexual pleasure. I then pulled on his scrotum where, after stretching
it out, I tied a thin nylon rope above his balls pulling the string
painfully from his loins. He thrashed about when I did this and the more,
he did it the harder I pulled on his balls while pinching his nipples.

"I'm going to give you a pink belly now" I announced to my bound boy
then began slapping his flat stomach. His body squirmed and he moaned
screaming `Mooorrree' into his gag. After pausing to let him repeatedly
screamed `moooore and don't stop' then continued his torture, I hands
stung his belly as they slapped him, then I would stop.

His struggles would slow then, exhausted, he would lie still.

Once he stopped, I would repeat the slapping of his belly until he
squirmed and pulled hard against the binding ropes.

Letting his body recover again, then I decided to play the drums on his
taut abdomen and the longer the slaps could be heard in the air, the
higher his cock rose from his abdomen. If he was really moaning into his
gag as he felt the pain of my slaps, so I stopped. "Have you had
enough" I asked.

He was a very good actor because I thought he was near finished.
Actually, he wanted more and screamed so into his gag.  Through the
muffled cries, I could hear `Don't stop'.

I had been slapping his belly for at least 10 minutes now. His belly was
bright pink and looked very painful to me. I needed to change things up
so turned him onto his front. Untying and retying one limb at a time
until he was face down. I wanted to continue with the hot oil treatment
rubbing it all over his back, arms, bum, and legs. Through all the oil
massage, he continued to babble into his gag `Mooorreee'.

Giving into his demands, I startled him with a slap on his oily bum. He
stopped squirming and lay still. I didn't hit him hard, but it was the
first time I hit his bum. I paused while he processed the new pain and
when I didn't hear any indication that he wanted me to stop; I slapped
his cheeks again. First the left, then the right.

Once again, he immediately moaned. I followed that with a third, fourth
and fifth slap on his bare bum getting progressively harder and his moans
grew in strength. As he was lying on his stomach with his legs spread
wide, I slid my hand down the crack of his ass being sure to push on but
not enter his anus. My hand continued its' downward slide going over his
taint, rope covered balls, then finally around his cock. The moans were
free flowing from him now.

I explored with three more gentler slaps on his back then three more down
the back of each thigh. Each time he moaned and pushed his cock harder
into my hand.

Removing my hand from his cock, I released the rope that was wrapped
around his balls. He moaned his displeasure with my decision to release
his cock and balls. My hands, now free of his boyhood, I returned to
spanking his ass. This I followed by slapping up and down his back then
continued to the back of his thighs. All the while he continued to
respond by rocking his cock back and forth searching for release.

After another 15 minutes of mild pain filled sensual stimulation to his
body on his back side, I stopped. Letting his body adjust for what was to
come.

I couldn't believe how exhausting of a workout it was for me, let alone
his tormented young naked body. I had now been torturing him in one way
or another for almost an hour.

Beginning a new approach, I spread his cheeks wide apart then licked his
anus. Slowly I started sucking on his beautiful pucker. His moaning
returned with a vengeance, as he relaxed his sphincter and let me suck it
into my mouth. He was enjoying this so much that he began thrusting his
ass into my mouth. It was like he was trying to shove my whole face up
his ass. I must say, I never experienced someone who wanted a mouth on
and in his ass so much. I couldn't believe how much I enjoyed his
persistence.

I funneled my tongue then rammed it as deep as it would go up his chute.
He was now humping my face while trying to also rub against the bed
sheets searching for release. I knew he was close to climaxing, but I
want to delay him even longer. I wasn't finished bringing my boy to the
peak he wanted yet, knowing the best part was soon to come.

He was torn; he wanted the pressure of my tongue deep in his ass and at
the same time, the bed sheets rubbing against his cock. He needed to cum
badly to a point where he was almost frantic.

Finally, knowing he couldn't have both, he gave up the sheets and thrust
back trying to implant my tongue even deeper into his ass. When he
changed his mind and tried to pull his hips away from my mouth to grind
back into the sheets to release his load, I quickly slid my arms under
his hips and lifted them up, preventing him from reaching the orgasm he
so desperately wanted.

I paused and waited still longer until I could tell he was begging me to
release him so he could rub himself against the bed sheets, but I refused
to let him free. My tongue continued its assault on his anus, again his
moans instantly returned. Finally, I released his hips but quickly
grabbed his left ankle, untying it from the rope then pulling it up
behind his thigh. It was a good thing he was so flexible being only 14
years old.

I grabbed an 18-inch-long Velcro strap that I had place in the bag the
night before and wrapped it around his thigh binding his ankle to the
back of his leg. It was a good thing he was young as it probably put a
lot of pressure on his knee. I then did the same to his right leg. Next,
I elevated his hips by sliding his knees under him. By doing this his ass
rose high into the air removing his cock from any friction the bed sheets
could give him. He moaned his disappointment.

Roughly I shoved a finger into his ass, and he let out a different moan.
I pushed and pulled my digit in and out of his bum, massaging the inside
as I went. After exploring for a while, I found his prostate. He began
trying to hump my finger for added pleasure. The moaning was becoming
uncontrollable as he rolled his head back and forth trying to get some
sort of release.

We had been going at it for almost an hour and a half now. If he could
speak, I know he would be begging for and orgasm.

Re-oiling my hands, I shoved two fingers, deep into his love cannel. He
was once again moaning loudly and pressing his ass back against my
penetrating fingers. Each time my fingers found his love spot he would
release a heavy grunt.

He responded vocally with each trust of my fingers. Starting to relent, I
added a third finger to open him even wider. Groaning, he screamed
through his gag to fuck him.

I decided to eat his ass instead, being sure to stoke his cock with my
oiled hand but only a pull or two as I didn't want him to come yet.

Knowing he was on the brink, and not wanting to continue the torture any
longer, I tried shoving four fingers inside him. Now he wiggled
uncomfortably feeling the fullness of my digits but still did not say
stop. Slowly, I pulled my fingers out of his rectum then leaned over his
back and whispered into his ear, "I'm going to make love to your
beautiful body now".

He immediately moaned a "Yeesss" into his gag. His body went still as
he felt me positioning my cock behind him. I pressed the head of my cock
to his sphincter, and it surprised me that my cock head popped right in.
I guess loosening up his sphincter for over an hour, would allow anything
into his body.

Donny let out a strong "Ohhhhh" into the gag as he felt the fulness of
my bulbus head enter him. I paused until I felt him squirm, trying to
wiggle more into his ass.

"Do you want me to stop?"

He shook his head back and forth screaming "Nooooo" emphatically into
his ball gag. I added more oil to my exposed shaft, and I began pushing.
Each time I penetrated an inch, he would groan. I would pause until he
got used to the size then push again. I was surprised at how fast I
buried my thick 7 inches into him. When my pubes were pressed against his
ass, I leaned over him and pressed my chest to his back.

"I just took your cherry and I'm going to give your ass a hard loving
now" I growled into his ear. He nodded his head quickly in agreement.

I wiggled myself into position to get more stability then reaching around
his body, I grabbed his cock and began plowing into his 14-year-old ass.
As soon as my fingers wrapped around his shaft, he let out a long sexual
moan into his gag. I pulled my cock out to the ring of its head, paused;
then pushed back in. Each pump into his body seemed to forced air out of
him through his vocal cords. From then on, each inward thrust caused an
audible moan.

I had never felt my cock so hard and never felt his cock so hard.
Re-oiling my fingers I changed my grip on his cock and reaching over his
cock head, locking my fingertips on the base of his cock, with the head
of his cock touching the palm of my hand. Slowly I slid my fingers
outward until they slipped off his cock head then I would replace my
fingers at the base of his cock again and repeat. Once we reached a
rhythm, my thrusting hips would automatically force his cock to slide up
my oily fingertips.

When I pulled back, his cock would slide back out again so my fingers
would reposition themselves at the base of his cock. As my cock thrust
back and forth, he wildly scream into his gag as if his beautiful boy
pussy never wanted it to end. My fingers continued to stroke up and down
his steel hard boy cock and the longer we went the faster I pumped.

Just when I was about to explode as I couldn't hold out any longer, I
felt an incredible blast from his cock. Cum exploded into the palm of my
hand with a force I never expected. I was shocked at how strong it was
thinking he was going to drill his cum right through my hand.

I counted four powerful eruptions, then blasted off myself because his
sphincter clamped so tightly around my shaft, I could not hold out any
longer. When I finally came down from my euphoric climax, I realized I
was drenched in sweat. Not only that but he was drenched in sweat and we
both could not move for a number of minutes.

I knew he had more than four blasts because my hand was drenched in his
cum. Faintly in the fog, I could feel his cock continuing to erupt as I
came.

Slowly I released the Velcro strap from around each of his thighs and he
moaned as his legs sprung free. My hand was dripping with his cum, so I
began licking it off my finger. I undid his gag and it dropped from his
mouth. Admiring the heavy coating of cum on my hand, I slipped a
fingerful into his mouth.

Finally, I massaged the rest into his torso, cock, and balls as he was
still locked in place underneath me. I could hear his "Ewwh" as I did
this. For some reason, he wasn't a fan of eating his own cum or having
it wiped into his skin. He wiped his face onto the pillow and moaned
again. I reached my hand to my mouth and sucked the remaining Donny
juices from my fingers.

As soon as the Velcro cuffs were removed from his wrists and he could
move his arms again, he wrapped them around my neck and gave me a long
deep kiss. Our tongues passionately caressed each other.

Once our tongues had had enough of each other, he looked at me and
whispered, "Thank you that was the best fucking I've ever had."

"That was the only fucking you've ever had" I said.

"Well, it was still the best!" he exclaimed.

I couldn't believe how tightly he wrapped himself around me as he fell
asleep. I felt I was in heaven with a naked, sexually satisfied boy
pressed firmly against me. Even though it was only noon, I slowly I
drifted off to sleep with him.

End of Chapter 5

I have 3 more chapters to add and will submit them after editing.
Comments and suggestions are always welcome.
email: bquinn2021@tutanota.com