Date: Fri, 27 May 2022 15:22:58 +0000
From: Andy Gray <andy1949@proton.me>
Subject: When Andy Met Jack-2 (M+/t, oral, anal)

All the usual disclaimers apply. The following story is entirely
fictional and contains explicit descriptions of sexual activity between
adult males and a teenage boy. READ NO FURTHER if you are under the age
of eighteen or offended by such material.

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When Andy Met Jack - Part 2

After two more visits to the clearing with Jack, I agreed to go for a
ride with him in his car.

"If anyone asks," he said, "I'm your Uncle Jack. There's a lot of nosy
people around nowadays, and they don't like to see a man and boy
together, having fun. Well, not our kind of fun. So, we have to pretend
we're related."

As we drove out of town, Jack told me to unbuckle my belt and ease down
my shorts and Y-fronts. We left the town behind us, travelling mainly
along deserted side roads, and headed to a large wood. I was completely
naked by the time we arrived at the wood.

Jack remained fully clothed as he reclined my seat and told me to put my
arms above my head and stretch out my legs. He then slowly wanked me off,
but he didn't let me climax for ages.

After my climax, he ordered me out of the car and told me to get cleaned
up and dressed on his side of the vehicle. I felt so embarrassed,
standing beside the car as Jack handed my clothes to me through the open
window.

The next day, I was told to walk away from the car and stand by a large
oak tree. Jack then brought my clothes over to me.

These dares and humiliations went on for well over a week; and then,
during one of my car seat wanks, Jack added a twist - a man suddenly
appeared beside the car, right by the window. I totally lost it and
shouted for Jack to start the engine and get going as fast as he could.
Jack laughed and told me to, "Lie back and show the man your stiffy. He's
one of us, so give him a good show." I squirmed around in my seat as the
man oggled me through the car window.

I was told to roll down the window the next day, which allowed the man to
get involved in my car seat wank. He tweaked my nipples as Jack played
with my hard-standing cock. The two men then worked on my cock and
ball-sac together, before I was told to wank the man off through the open
window.

The dares and humiliations became more diverse after that. I was being
watched by several men by then, but none of them did more than wank or
suck me off. I would get out of the car and walk over to the large oak
tree. The men would gather round me as I stood there, slowly wanking.
Jack's friend Bill kept order - he was big and burly, so no one pushed
their luck when he was around.

It rained heavily during one memorable visit to the wood. I remained in
the car, and was joined by two of my most ardent fans - the other men sat
in their cars and waited for the rain to stop. Jack suggested that the
two men strip off and fuck, so that I could see what they would like to
do to me, if they ever got the chance. The two men were ultra-keen to
impress, so they stripped off and fucked doggy-style on the back seat. It
was an awesome sight to behold, and gave Jack the perfect opportunity to
finger-fuck my arsehole as the rut progressed.

Needless to say, I was naked and perched on the back seat the very next
day. It was another rainy day, so no one else turned out to see me
perform, apart from Bill. He was now sitting in the front passenger seat,
awaiting his turn.

"C'mon, boy," Jack said. "Let's get a better look at that tight hole of
yours."

I quickly moved to show off my arsehole, and then shuddered when Jack
eased my arse-cheeks apart and exposed my tight hole.

I heard Jack take in a deep breath, then whisper, "Cor blimey, what a
sight for sore eyes." He then buried his face between my arse-cheeks,
forcing my hole to open under the onslaught of his licking, nibbling and
sucking.

I'd never felt anything like it, and I knew Bill was getting off on all
my moaning and groaning. I just didn't want Jack to stop.

Jack's tongue forced its way inside me, spearing me with its slippery tip
and stretching my hole. His hand came down hard on my right arse-cheek,
then gripped it forcefully. A second later, the left arse-cheek got the
same treatment. He then spread my arse-cheeks wider, as his tongue
continued to fuck me.

"Cor blimey, Jack!" I yelled. "Don't stop! It feels great."

I was in a frenzy, and began stroking my cock.

"Stop that, boy," Bill said. "Let Jack do all the work. You just moan and
groan. I like hearing you in a tizzy .... so you be good and keep your
Uncle Bill entertained. Okay?"

I submissively nodded my head as Bill went back to wanking himself off. I
then felt something squishy between my arse-cheeks - Jack's lubricated
cock-head was about to enter my hole. He leaned forward - his breathing
hard and heavy in my ear - and forced the cock-head into my arsehole. A
hand came over my mouth as he did so, stifling my screams as he entered
me in one smooth move.

Jack chuckled in my ear, as my whole body screamed out in pain. He then
grabbed my hips, as tears rolled down my face, and slammed home his
advantage.

I remember being up on all-fours one minute, then down with my arse
raised and my face buried in the leather seat.

"Fuck! He really was a virgin, Jack," Bill said. "What a prize! What a
result!"

Jack shed his load and pulled out all the way. I then felt his fingers
inspecting my throbbing hole. A hard slap across my arse-cheeks signaled
another anal exploration. This time, he drove his tongue into my hole and
began working on my battered rim. He was far more demanding this time
round, and he regularly bit my arse-cheeks as he beavered away. My anus
still hurt, but his tongue sliding over it made it feel a bit better.

Later, when Bill pushed his cock in, my hole felt a lot better. I relaxed
as he began to work up a rhythm. He slapped my arse regularly, and kept
telling me to moan and groan.

"You like this, boy?" he asked.

"Yes, Bill!" I replied. "Harder, please!"

"Let's try another position," he said.

Still coupled, we carefully changed position. He was now lying on his
back, with his legs dangling over the edge of the back seat. I was above
him, in a squat position, with my hole being uncomfortably stretched. I
held onto the leather seats to keep my balance, but it was hard.

"You won't be trying that position in the car again, Bill," Jack mocked.
"He's bound to slip off .... and you'll be walking round like a cripple
for a week."

"You could be right," Bill said. "But we're here now, so let's see if he
can ride my cock."

I precariously bounced up and down on the man's stem for a good ten
minutes, and was amazed that my feet stayed in place on his naked thighs.
Jack grinned as I rode his friend's hard-standing cock. And as with the
first fuck, the car continued to bounce up and down, and from side to
side, with each and every thrust.

Bill decided it was time to take charge, and was now forcibly fucking me.
He held me in place and jack-hammered his hips up and down. His hands
gripped my hips as he pounded my hole. I rode his cock like it was a
bucking bronco. I even let out a "yee-haw" when he began filling me up
with spunk.

We both climaxed, but still we stayed coupled for a good five to ten
minutes after his last thrust.

"Fuck! That was awesome, boy," Bill finally said, as I clambered off his
sweaty body.

"Right!" Jack said. "Let's get you home, Andy. We'll be fucking your arse
again tomorrow. So get a good night's rest."

Bill slapped my arse as I looked around for my clothes. Unfortunately,
the car wouldn't budge, because the tyres were buried deep in the mud.
So, I stayed in the dry, while Bill and Jack got covered in mud, and
soaking wet, as they wrestled the car free.

*  *  *

A month or so later, during a visit to the local swimming pool, I noticed
a man in his 50s looking at me. He smiled and asked if I'd had enough
exercise for the day. I told him I had forgotten my diving goggles and
was going home early. He asked me if I was on my own, and I told him I
was.

He said his name was Paul, and that he was about to have a shower and
leave. He then asked for my help, because he was too old to do the task
himself. Apparently, he had locked himself out of his house, by leaving
his house keys on the kitchen table. So, he needed a young burglar to
climb over the garden wall and retrieve a spare set of keys from the
potting shed: the wall was far too high for him to climb.

I thought about it, then said, "Yes, why not." I joined Paul in the
showers and couldn't help but peek at his uncut cock. It wasn't huge, but
to me it was quite large. He must have guessed I was looking, because he
began to wash his cock with his hand around it. I was fascinated, and
stood open-mouthed as he stroked his stem clean.

Outside the swimming pool, we got into his car and set off for the
potting shed.

On the way, he said how handsome I looked, and then asked if I had a
girlfriend. I told him I had no interest in girls.

"Good boy," he said. "They're nothing but trouble. So, you just play with
your cock then?"

"Only at night," I lied. "When I'm in bed."

"What do you think about, when you're playing with your cock?"

I fell silent and blushed.

"Sorry, Andy," he continued. "I seem to have touched a raw nerve. I'm
just a nosy old sod, so take no notice of me."

I thought about it, and then told him I thought about naked men.

"So you liked seeing me in the shower, playing with my cock?"

"Yes," I said, smiling.

The garden wall was indeed high, so Paul cupped his hands together to
give me a lift up. I managed to reach the coping stones, but needed more
help to get higher. And that's when I felt Paul's hands on my crotch and
arse-cheeks. Clearly, the two of us were no good at burglary: Paul was
all fingers and thumbs, and I kept getting down to try the climb again.

After the fourth attempt, and with a nice stiffy in my shorts, I managed
to lower myself into Paul's garden. The keys were easy to find, but to my
astonishment, the bolt on the garden gate was not thrown, so anyone could
have simply walked in and retrieved the keys.

Paul was aghast, and said that he would have words with his lackadaisical
gardener. When we entered the house, I was still trying to work out how a
gardener could exit the garden, and yet still throw the bolt on the other
side of the gate.

Paul didn't like the look of my grazed knees. Apparently, blood poisoning
was a serious infection. So he insisted I take a hot bath - I remember
Dettol being added to the water when Paul instructed me to strip naked
and get in the bath.

Paul and I played "Up Periscope" as the Dettol worked its magic on my
grazed knees. And in-between rounds two and three, he disappeared for a
few minutes to strip naked and collect his 35mm camera.

*  *  *

During my second visit to Paul's house, the door bell rang and he went
downstairs to answer the door. He then returned with a man in tow.

"This is Dave," he said to me. "He's the friend I told you about earlier,
the one who goes to the swimming pool on a regular basis."

I covered my cock with my hands and blushed. Dave was about the same age
and build as Paul.

"Lummy, I clearly missed out on this little beauty at the pool," Dave
said to Paul. "And it looks like you've had some great sex with the
little fella."

I continued to blush as I looked around for my swim bag and clothes,
which were nowhere to be seen.

"Yes, Dave," Paul said. "Andy was the most likely boy there. He looked
real sexy in his tiny red trunks. And he really knows how to suck cock."

Dave came and sat on the bed beside me. He ruffled my hair and said I
looked absolutely gorgeous. He then took hold of my fully erect cock and
gave it a gentle squeeze.

"Now, let's see what I can do with this little chap," he said, as he
began to wank me off.

The man's expert touch wiped me out completely. And then, when he
stripped off after my climax, he began to feel me all over, just like
Paul had done earlier. So, I knew what was coming when he put his finger
in my arsehole.

Dave's seven-inch cock, which was uncut and pencil-thin, humped me up
hills and down dales. I was sweating like a pig as he fucked me in a
variety of different positions.

"It seems we have a proper bum-boy here, Paul," Dave said. "A real
cock-sucker .... and a proper bum-boy."

"Yep!" Paul said, as he rammed his cock into my mouth. "Andy's gonna be
our new boy for the rest of the summer."

- - -

All comments welcome