Author: Take Charge Dad 
Title: Madison's Adventures 5 - The Sleepover Part 2 
Part: 5 
Summary: Madison attends his first special sleepover at the Coach's house.
Keywords: Mb, bbbb

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Obligatory Disclaimer and notes about the story - This story is
fictional. None of these people are real and none of this
happened. The main thrust of this story is man/boy and boy/boy
sexual relationships between unrelated males. But the story will
have brief mentions of other types of relationships (ie with
females and also with related individuals) but the sex is not
described with any detail.

This story is a spin-off from the story "Taking Charge of My
Family". Neither story requires the other to understand what is
going on though. You may find the other story on my FTP page.

Please send any comments or feedback to me at niftytakechargedad
at yahoo dot com

Madison's Adventures 5 "The Sleepover Part 2"

  When I got back upstairs, Kai and Jonah both had big smirks on
their faces and were doing their best not to laugh at me. I
frowned at Jonah; even though I ended up having fun while I was
down there, I was mad at him for having tricked me. Still, I was
given a task to do, so I went into the bathroom and got a
washcloth. I got it ready, then went back into the bedroom. "Jai,
your dad asked that you bring this down to him," I said as I
handed him the washcloth. He looked over at his brother; Kai
nodded to him. Jaiden took the washcloth from me and went
downstairs.

  Once he was out of earshot, I glared at Jonah. "Jerk," I said.

  "What?" he asked defensively.
  "You tricked me and got me in trouble," I said, my tone making
it an accusation.

  "Oh come on, you had fun. It's all part of the games we play
here. You didn't get in real trouble. You sure looked like you
were having fun to us, and besides, YOU just tricked Jaiden,"
said Jonah.

  "It's not the same," I huffed, "He's not my boyfriend." I
regretted saying it that way as soon as the words left my mouth.
I wanted to take it back as it sounded so petty.

  Jonah just stared at me dumbfounded for a second then turned to
Kai. "Come on, let's go spy on your brother."

  I watched Jonah as he walked out of the room. My feelings were
all mixed up. He was right that I did have fun and it was all
part of the games, but still, as I walked back upstairs I had
gotten angry that he was the one that tricked me. I plopped down
on the bed and sulked for a couple minutes as various emotions
warred inside me. I realized I was being an idiot for being upset
with Jonah and then I started worrying that he would hate me for
getting mad at him over something so stupid. Eventually I decided
to go downstairs to join Jonah and Kai in spying on what was
happening to Jaiden.

  Jonah and Kai were peaking around the doorway when I got there.
Kai was kneeling down and Jonah was standing over him. Jonah
moved out of the way so I could have a look but didn't say
anything. I gave him my best 'I am sorry' look as I whispered,
"Sorry." His face lit up with a smile and I felt a weight lift
off my heart as I knew he still liked me.

  I slowly peaked around the edge of the doorway. Jaiden was
sitting on Brett's lap and the blond teen was stroking the boy's
tiny dick. Brett was no longer playing cards and neither was
Jaiden's father. Jeff was sitting on the couch groping his cock
through his pants as he watched Brett playing with his youngest
son. Tom and Ron were still playing, but it looked like most of
the chips were in the middle of the table. Jeff turned towards
the doorway and saw Kai and me spying on them. "More spies," he
cried out and jumped up off the couch and started towards us. Kai
laughed as he got up from underneath me and started running for
the stairs. Jonah grabbed me by the arm and pulled me with him as
he to started off in the same direction. I stumbled a little but
soon was running along behind them. We ran up the stairs with
Jeff in hot pursuit.

  Kai was in the lead and he went into the rec room upstairs
which was covered with wrestling mats. Jonah followed him, so I
did too. Jeff came in right behind me and grabbed me. He pulled
me to the ground and pinned me underneath him. "Get him," shouted
Jonah. I felt more weight press down on top of me. Jonah and Kai
had both jumped on top of Kai's dad and were pulling at his
clothes in an attempt to strip him. He put up a little
resistance, but not much. I was able to squirm out from
underneath him as he adjusted his arms so Jonah and Kai could get
his shirt off.

  The four of us wrestled around naked, the three of us working
together, trying to pin Jeff. There was a lot of tickling and
grabbing of cocks and butts. Jeff's cock wasn't very long
compared to the other adult dicks I'd seen, probably only about
five inches, but it was very thick and surrounded by a lot of
coarse black hair. We were all lying in a heap panting, out of
breath, when Brett came into the room carrying Jaiden. Tom and
Ron were close behind him. "Great, it looks like you boys are all
ready for some fun," said Tom.

  "So whose going to fuck me?" asked Jonah eagerly.

  Jeff who already had an arm around Jonah, slide his hand down
and cupped Jonah's butt. "I'm going to be the one to stretch out
your little boy hole first," he said.

  Brett whispered something into Jaiden's ear as he slipped his
arm around the boy's shoulders. Then he looked over at Tom. "Dad,
is it okay if Jaidan and I use your room? I was thinking that
Jeff and Jonah could also share the bed with us," said Brett as
he gently rubbed the little boy's back.

  "Sure, if you don't mind me using your room," answered Tom. I
could see Jaiden relax a little bit when he heard that his dad
was going to be in the room with him and Brett.

  "Go ahead, someone might as well get some use out of that bed,"
replied Brett as he led Jaiden out of the room followed closely
by Jonah and Jeff. Jonah looked back and blew me a kiss before he
left the room.

  I looked over at Tom and Ron who were standing next to each
other. I didn't really care which one of the four 'men' I played
with first as I found them all attractive, but I was sort of
hoping I would get to play with Ron. I had enjoyed his
examination of me the other day and I was excited about the idea
of doing more with him. I guess he was thinking the same thing;
he walked over to me and picked me up off the floor. "Come on you
little scamp, I've been looking forward to spending some time
with you since you first visited my office," he said.

  I wrapped my legs around him as he hugged me to his chest. He
carried me out of the mat room and across the hall to the guest
bedroom. He left the door open and I saw Tom walk past carrying
Kai towards Brett's bedroom. Ron sat down on the bed with me
still on his lap. He gently stroked my cheek with one hand and
looked me in the eyes. "Madison, if you don't want to do anything
with me, you don't have to. I only want to do whatever you want
to do, and if you just want to sit here and cuddle, that's fine
with me," he said.

  I gave him a little pout. "That's not fine with me. I want to
suck your dick and I want you to fuck me," I said firmly.

  "Well if that is what you want to do, then I guess that's what
we'll have to do," he said with a grin. He gave me a kiss then
moved me off of his lap and stood up. He started stripping of his
clothes, revealing himself to me.

  Doctor Ron was about thirty-five, a couple inches shy of six
feet tall and fit. He had just a hint of five o'clock shadow on
his square jaw, short black hair and green eyes. He had a small
amount of black hair on his chest and in his arm pits, but his
stomach didn't have any hair. When he stripped off his underwear
I immediately checked out his dick. It was semi-hard, about five
inches long, on its way to expanding to its full seven and a half
inch length. He was cut and had a big exposed mushroom shaped
head that was much thicker than the rest of his cock. He didn't
have any hair around his cock or balls which hung low.

  When he was finished stripping, I moved to the edge of the bed
and sat up. I licked my lips as I stared at his cock, watching it
grow each time it twitched. Ron grinned at me and wrapped his
hand around the base of his cock and shook it at me, "You like
what you see?"

  "Mmm hmmm," I said as I nodded. He walked over and stood in
front of me, his cock just inches away from my face.

  "Open your mouth and stick out your tongue," he said.

  I did as he told me, but as I stuck my tongue out, I said
"Ahhh."

  Doctor Ron slapped me in the side of the face with his dick as
he said, "Silly boy," at my little joke. He then moved the head
of his dick and rested it on my tongue. I started sucking on the
big head like it was a lollipop. Ron kept one hand on the base of
his dick and grabbed the back of my head with his other hand. He
didn't try to force his big head down my throat, but he did fuck
it in and out of my mouth while he held my head in place. He
would pause every now and then to let me lick up all the precum
that was leaking out, then he would resume fucking my mouth. It
was not long before my jaw was sore from being stretched open so
wide.

  I think Ron realized my jaw was hurting but that I wasn't going
to complain, cause he eventually pulled out and gently rubbed my
jaw with his hand. "Such a submissive little slut," he said, then
he got down on his knees and pushed me back down on the bed. He
kissed and licked my thighs, working his way up to my crotch. I
moaned when he finally ran his tongue over my hard four inch
cock. He used his hand to pull my foreskin all the way back then
sucked the uncovered head of my dick into his mouth. His mouth
felt amazing and his tongue was very talented. I remembered what
Jonah had told me about Ron working his way through college as a
prostitute when he was younger; all that experience showed. He
soon had my body shaking as I had a powerful dry orgasm with his
mouth caressing my dick.

  "You have a delicious cock Madison," he said after standing
back up. I smiled up at him as I tried to catch my breath. He
picked up a tube of lube from the nightstand and applied some to
his cock. "Lift up your legs for me," he said. I pulled my legs
up and held my knees to my chest. "Your ass is as beautiful as
your cock," he said as he squeezed some lube out onto my hole.

  His finger slide in easily since I had already been lubed up
earlier by Jonah. He added a second finger and I pushed out,
relaxing and opening my hole for him. He slide his fingers in and
out while forcing them apart to help stretch out my hole. "Yeah,
relax that hole for me baby, let your rosebud bloom," he said as
worked my hole. He added a third finger. "Good job Maddy, you've
really learned to open up since I examined you. You getting lots
of practice at home?" he asked.

  "Yes Doc, but not enough," I giggled.

  "You little slut," he said as he jammed his fingers into my
hole, hitting my joy button.

  "OHHHH," I gasped as the mix of pain and pleasure shot through
my body.

  Ron pulled his fingers out and started to rub the fat head of
his cock against my hole. "This is going to hurt a bit until I
get the head inside," warned Ron. I just nodded my head, closed
my eyes, and did my best to push out.

  "AAAAHHHH," I cried out despite doing my best not too as he the
head of his cock stretched my hole wider than it had ever been
stretched before.  Ron leaned over and pressed his mouth against
mine kissing me then sliding his lips over to my ear and biting
it. I cried out again when he made another push and popped the
head of his cock past the inner part of my asshole, but then I
felt a wave of relief wash over me as my abused hole closed
around the shaft.

  Ron leaned back and stroked my long blond hair with his hand. I
opened my eyes and looked up at him. I could see he had a look of
concern on his face so I gave him a smile to let him know I was
okay. He smiled back, "The painful part is over, now just relax
and enjoy yourself." He pressed his hips forward and the head of
his cock rubbed up against my prostate. My cock, which had gotten
soft as he was splitting me open, twitched and hardened back up
as I moaned from the pleasure.

  The intense pain was gone, replaced with a dull ache that was
fading as he gently rocked his hips back and forth, keeping the
head of his cock buried in my ass and constantly pressing against
my joy button. Ron was standing beside the bed, fucking me while
I lay on my back, holding my legs against my chest. We stayed
like that for a few minutes as my ass grew accustomed to his
cock, then while keeping his cock inside me, he leaned down and
rolled us over so that he was on his back and I was on top of
him. It took me a second to get my legs untangled, so that I
could sit comfortably.

  "Oh Maddy, you are so fucking cute," said Ron as he reached up
and ran his hands over my shoulders, and across my chest before
using them to start pinching and tugging on my nipples. I just
sat there on his cock, enjoying the erotic sensations that seemed
to travel from my nipples right through my cock and into my ass.
I loved the full feeling his cock gave me. My own cock was
painfully hard and it pressed up against my stomach. Ron seemed
content to just occasionally push his hips up, pressing his cock
into me a little before relaxing and letting it slide back out a
little. Neither of us was in a hurry as we were both enjoying the
intimate connection as we stared into each others eyes, watching
the others face react to the pleasure we were both feeling.

  Ron broke the spell by reaching down and grabbing my hard cock
in his hand, which still had some lube on it. He wrapped his
fingers around me and started thrusting up into me harder. I
leaned back and started lifting my butt up off of him and
slamming back down in time with his strokes. My head was rolling
around, my long blond hair was a mess, and I was moaning like
crazy as another orgasm approached. "Cum for me again Madison, I
want to feel you cumming while I shoot my load up your ass," Ron
said.

  I looked down at him through my hair. "Yeah, flood my butt,
fill me with your sperm babies," I said as I did my best to
squeeze his cock with my ass. Working my ass on his cock put me
over the edge as he continued to rub my big boy cock. I screamed
out in pleasure as I came and my orgasm seemed to trigger Ron's.

  Ron just kept grunting, "Oh fuck," over and over again as he
jerked his body, pushing his cock into me with each grunt as he
pumped his babymakers into me. I loved thinking of a man's sperm
as babymakers, cause they were making me the man's baby.

  Once he was done cumming, he pulled me down against his chest
and kissed the top of my sweaty head. He brushed the hair out of
my face and worked his way down until we were kissing. "Thank you
Madison, thank you for giving yourself to me and letting me give
you pleasure," he said.

  I giggled at his words and replied, "Anytime Doc." I cuddled
against his chest, rubbing my chin in his chest hair, until his
cock grew soft and slipped out of my ass. When that happened, he
gave me a little slap on my ass and told me to clinch my ass and
keep his cum inside. Then he picked me up and carried me back
into the rec room.

  "Okay Maddy, you wait here for the other boys. They will join
you shortly and Jonah will let you know what's going to happen
next," said Ron.

  "Where are you going?" I asked.

  "Out to take a tub. Even with the pills we've taken, the men
need a few minutes to recover before round two," he explained.

  "Bummer for you," I said as grinned at him.

  "You're incorrigible, you little scamp," he said then turned to
leave. As he exited the room, he passed Tom and Kai, who were out
in the hall on their way in. Kai walked into the room and gave me
a wink, then laid down next to me on his stomach. I heard Tom and
Ron start talking about what great boys we were as they headed
downstairs.

  "Maddy, lay down on your stomach like me, you don't want to
leak any oil out onto the mat," said Kai.

  "Oil?" I asked confused, but did what he suggested since I
realized I didn't want any of Ron's cum to leak out onto the mat.
A few minutes later Jonah and Jaiden walked into the room holding
hands and I saw Brett and Jeff pass by on their way downstairs.
Jonah and Jaiden laid down, with Kai and Jonah directing Jaiden
and me to move so that we were all laying down in a sort of plus
sign pattern with our heads facing each other in the middle.

  "So, are we supposed to have some type of wrestling
tournament?" I asked, remembering Jonah's comments from earlier.

  "Meh," replied Jonah as he shrugged his shoulders. "If we want
we can, or we can just pick who we want to play with next and
wrestle if there are any conflicts. I'd prefer we just work it
out ourselves and then play Mechanic."

  "Yeah, let's pick then play Mechanic," agreed Kai.

  Jaiden and I looked at each other confused. "What's Mechanic?"
I asked.

  "You'll see," said Jonah, giving me his trust me you'll love it
wink. Then he turned to Jaiden, "Jai, since this is your first
time and you're youngest, you can have first choice of which of
the men you want to play games with next."

  I could tell Jaiden was still a bit shy and nervous. "I dunno,"
he said.

  "Jai, I just heard you ask your Dad if he would do it all the
way with you the way Brett just did. Do you want him to fuck you
like Brett did, by sticking it all the way in?" asked Jonah.

  Jaiden gave a sheepish little smile and whispered, "Yes."

  "Okay then, Jaiden gets dad," said Kai, then he turned and
looked at me. "You get next pick Maddy, and if you say Brett, you
are going to have to wrestle me for him and I promise I will knee
you in the balls so hard that even if you do win, you won't have
any fun with Brett," threatened Kai. I could tell he was joking
about hurting me, but totally serious about wanting to have sex
with Brett.

  Before I could answer, Jonah gave Kai a playful slap upside the
head, "Don't you be threatening my boyfriend. I'll kick your
ass!" I leaned over and gave Jonah a kiss on the cheek while Kai
stuck his tongue out at Jonah.

  Since I knew Kai wanted to play with Brett, which didn't
surprise me consider how he was all over Brett in the pool
earlier, that left me either Tom or Ron. Having just finished
having sex with Ron, it was a pretty easy decision. "Coach," is
all I said.

  Jonah smiled at me, "Great, I'll take Ron, and Kai has to
settle for Brett, who we all know he totally didn't want because
he totally doesn't have a crush on him." We all laughed,
including Kai.

  "Okay, so now will you tell me what the fuck is Mechanic?" I
asked, looking at Jonah.

  "No, but I'll show you. I'm the mechanic and you guys are
cars," said Jonah as he got up off the floor. He moved over
behind me. "You are a car and I need to check your oil," he said
as he took his finger and stuck it up my butt. Kai started
giggling. I craned my neck around to watch Jonah as he played
around with my ass. Eventually he pulled his finger out of my ass
and held it up, examining his finger like it was dipstick. "Hmm,
you're low on oil, you're going to need a couple more quarts," he
said. Then he turned and looked me in the eyes as he brought his
finger to his mouth and sucked Ron's cum off his finger. I joined
Kai in giggling as I finally understood what this game was all
about. Jonah then crawled over to Kai and examined his ass. Again
he stuck his finger in and played with Kai's ass for a bit before
he pulled it out and decided that Kai need more oil as well. Of
course he then licked it clean. Finally he checked Jaiden and did
the same to him before laying back down.

  "Okay, my turn," said Kai as he bounced up to his knees and
started examining his brother's butt. Kai didn't bother
announcing the results of his 'oil check' before moving on to
play with Jonah's and my butts. After he had sampled all of our
cummy buttholes, it was my turn.

  I crawled behind Kai and pulled his light brown butt cheeks
apart. His hole had a darker brown ring on the outside, but was
puffy and pink in the middle. It glistened from a mix of lube and
cum. I ran my finger around it a couple times then slipped it
inside. My finger slide in easily and I fingered him for a little
bit before pulling my finger out. It was slimy, mostly from cum,
and didn't have any brown streaks or spots so I popped it into my
mouth and sucked Tom's cum and Kai's ass juice off my finger.

  Next I moved to Jaiden. I pulled his small little butt cheeks
apart and looked at his abused hole. It looked in worse shape
than his brother's. The middle of his hole was redder and
puffier. "You okay Jai?" I asked as I gently rubbed it with my
finger.

  "Yeah, Brett went slow, he's bigger than Kai but not as big as
my dad. But Brett stuck his all the way in, my dad only puts the
tip in," explained Jaiden.

  I pushed my finger into his inflamed and slimy butthole. I was
afraid of hurting him, but he didn't complain, in fact he let out
a little moan as I gently swirled my finger around inside his
butt. I was afraid that there would be blood on my finger when I
pulled it out, but there wasn't. I licked my finger clean and
moved over to Jonah.

  "I think you'll need to use two fingers on me," said Jonah as
he looked back over his shoulder at me. He was so cute with his
long brown hair and blue eyes. He spread his legs for me then
reached back with his hands and pulled his own butt cheeks apart.
His hole was much bigger than Kai or Jaiden's and he must have
been relaxing it for me because it wasn't completely closed. I
ran two fingers around his bright red slimy ass lips then pushed
my fingers into his hole. He pushed out with his ass and a bunch
of Jeff's cum squirted out of his ass around my fingers.

  "Oil leak!" he giggled.

  "Quick, you need to lick it up before it stains the mats,"
instructed Kai. I did as he ordered and quickly pulled my fingers
out and stuck my mouth on Jonah's ass, slurping up the cum that
was leaking out. Once I had gotten all the cum that had leaked
out, I shoved my tongue into him, trying to get more. I ate
Jonah's ass until I had gotten all the cum I could, then I lay
down next to him and kissed him. I must have gotten some the cum
all over my face because he started sucking on my lips and chin.

  "Jonah and Maddy, sitting in a tree," started Kai. His brother
quickly joined him in singing, "K I S S I N G, first comes love,
then comes marriage, then comes baby in a baby carriage." Without
breaking our kiss, Jonah lifted his hand and gave them the middle
finger. I did the same. Kai and Jaiden both laughed which caused
Jonah and me to finally stop kissing as we laughed too.

  "Okay Jai, your turn to be the mechanic," said Kai. I thought
Jaiden would protest, but he was eager to stick his finger up his
brother's butt and had no hesitation in licking his cummy finger
clean. Kai must have seen my surprised look because he started to
try to explain it to me, "Jai's been eating my dad's cum for a
while now, first he would lick it off my tummy, chest, or face.
Once he was used to that, my dad would cum right in his mouth,
and now that he's started playing butt games with us, he's gotten
used to licking my ass after my dad's cum in me. You like cum,
don't you Jai?"

  "Yeah," said Jaiden as he moved around to finger Jonah. He was
disappointed when there was very little cum to collect from
Jonah.

  When Jaiden got behind me and started fingering my hole, Jonah
suggested that he use two fingers on me, then he leaned in and
whispered in my ear, "Time for another oil leak."

  I smiled at Jonah then shouted, "Oil leak!" as I squeezed some
of Ron's cum out of my ass.

  "Quick Jai, you need to lick up the oil leak," said Kai as he
moved over to me and pulled my ass cheeks apart for his brother.
Jaiden giggled and lay down on my legs as he started licking the
cum that was running down my taint.

  I was surprised by how enthusiastic Jaiden was in eating my
ass. He really got into it and was trying to get all the cum out
of my ass. The little Japanese nine-year-old's tongue soon had me
moaning and my dick was hard. I was even close to having an
orgasm when he pulled up off my ass. I turned around to thank
Jaiden and saw him sitting there with a big grin as he was
licking the cum off his lips. "Wow Jai, you do really like cum,"
I said.

  He nodded, "My dad and Kai said that eating cum will make my
dick grow. You must eat a lot of cum cause your dick is really
big."

  Jonah and I both started busting up laughing. Jaiden looked at
us confused and Kai had a look of panic on his face, like we were
about to tell his little brother there was no Santa Claus. He
shook his head at us, silently imploring us not to rat him and
his dad out.

  "Huh, they might be right. I've been eating cum for years,
maybe that is why my dick is bigger than you guys," I said, "but
I wish it were smaller."

  "You do? Why?" asked Jaiden skeptically.

  "Well because, I prefer to get fucked then be the one doing the
fucking, and like earlier tonight when we were getting ready, you
guys all wanted me to fuck you because my dick is bigger, and I
didn't get to get fucked," I explained. It was sort of true, I
did prefer to get fucked, but I still liked having a big dick.

  "Yeah, getting fucked is the best," said Jonah, trying to help.

  "How are the men doing?" asked Kai, looking to change the
subject.

  "I'll check," said Jonah. He got up and went to the window and
looked into the back yard. I got up and went over to see what he
was looking at. The window in this room was above the hot tub and
had a nice view of it and the rest of the backyard. Tom, Ron, and
Jeff were all sitting down in the tub while Brett was sitting on
the side with his legs in the water. I could see that Brett was
hard and Ron was casually rubbing the boy's cock.

  Jonah opened the window and yelled down, "You guys ready for
round two or should we start without you?"