Date: Sat, 3 Jun 2017 19:29:26 -0600
From: Arken n <13wrx86@gmail.com>
Subject: Babysitting Matty and John Mark Part 1 Adult/youth

Growing up where I did we had a really close neighborhood everyone knew
everyone and we did a lot of gatherings and bbq's so all the kids were
close. I had gained a reputation for being a dependable last minute
babysitter as I got older mostly because most of the kids in the area
enjoyed hanging around me and goofing off. I never had an interest in
younger kids we just always had fun playing and running around but never
had the guts or opportunity to do anything serious with anyone. I have
always had a thing for younger boy and their underwear. So this is the
story of how I wished some encounters had gone.

I was your typical 18 year old just out of high school holding down a job
at a local store working whatever part time hours they felt like throwing
my way and trying to figure out what the heck I wanted to do next just work
or go to college.

It was a Monday I think when my phone rang

"hello?" I said trying to keep my eyes closed so I could get back to sleep.

"Aiden, its Mrs Jennings. Oh im sorry did I wake you? She asked.

"Yes ma'am its no problem what can I do for you? I asked trying to wake up
at this point.

"Boy its 1:30pm how are you still asleep? Oh well, I was wondering if you
could do me a favor I need you to watch the boys this weekend. Their dad
and I have to go out of town for a wedding and I don't think the boy really
want to go." She explained

"Sure no problem I can do that. Work has been kind of slow this week so I
don't have a lot of hours so I should be free." I told her.

"Great we will see you Friday night. Our flight out is at 6pm can you be
here around 2 before the boys get home?" She asked

"Sure will do I'll be there. See you then." I said

"Great see you then, and get your ass out of bed." She said laughing as she
hung up the phone.

I laid there in my bed trying to decide if I should actually get up or try
and go back to sleep. I went back to sleep. The rest of the week went by in
a blur working and hanging out with friends, some late night benders and
more late rising during the day. Friday finally rolled around and I was
rudely awakened by the damn alarm on my phone lucky for me I had remembered
to set it so that I wouldn't be late to the Jennings I picked it up and
turned the alarm off. The clock stared an angry red 1:30 at me and I had a
small amount of regret about the copious amounts of alcohol I drank last
night at a friends party. Well guest I better get going. I got up, and
hopped into the shower to make me feel more human. At this point I will
give you a little description Im 5'10 brown hair done in the current style
shaved sides, top really long combed over, grey eyes that tend to change
color with what ever I am wearing. Im on the slim side not skinny but I do
like to maintain my body so I look good I thought as I was getting
dressed. I picked out a pair of AE boxer briefs some slim fit jeans and a
Hurley tee. When I was dressed and ready, I loaded a bag with some clothes
for the weekend, left the parents a note and headed over to the Jennings
house.

As I pulled into their house Mr. Jennings was in the garage loading the car
for their trip.

"Go on in Aiden the Misses inside waiting on you." He said not even looking
up at me.

I let myself in and headed for the living room

"Mrs. Jennings?" I questioned.

"In here Aiden." I heard coming from the direction of the kitchen.

I walked in and set my bag on the counter. And before I could even get a
word out she was already talking again.

"Hey. Sweetie, Pull up a seat we need to talk real quick and as usual we
are running behind so this will have to be quick before the boys get home."
I sat down as she continued speaking.  "So I have one more problem I need
you to take care of. I really hate to do this to you but John Mark started
having some wetting issues this last week when he found out we were going
to leave them here with you. Don't get me wrong him and Matthew are really
excited to have you stay with them for the weekend but It's the first time
we have really been away from the boys for an extended time. So I went out
and picked up some Goodnites so that you would not have to change and wash
sheets all weekend we have talked to John about this he said ok but he was
not really happy about you knowing." She explained.

Its will be no problem, I use to bed wet myself so I know what he is going
through. And we wont let that spoil our weekend. I will keep them so busy
that will be the last thing on his mind." I told her.

"You are awesome! Oh crap we are behind, We have got to go. The boys will
be home from day camp soon. I hate to drop this on you and run but." She
stated.

"Its fine you guys go and have a great time." I told her.

With that she hugged me and ran out the door. There I stood, a house all to
myself waiting on my two charges to get home so we could start a fun
weekend. Well I guess I got nothing to do but wait so I picked up my bag
and dropped it off on the bed in the guest room and heading back to the
living room to watch some tv on my way I walked passed the boys room and
saw the mayhem that these two "angels" were capable of. Stuff every where
toys, games, shirts, shorts, and my favorite underwear.

I walked into their room my earlier plan to watch TV abandoned for another
form of entertainment. The room was set up for two different boys John Mark
the younger brother who was 9 at the time of this story with superhero
stuff all over one side of the room from superman posters to cute star wars
underwear laying on the ground next to the bed. The other side of the room
was set up for someone a little more mature with only one super hero poster
Iron man and the rest band posters that he listed to. That side was for
Matthew or Matty as I called him. I walked over to his bed and sat down
picking up a pair of dark blue fruit of the loom boxer briefs as I
sat. These belonged to the object of my infatuation. He was 13 years old
can one of the most breath taking boys I had ever seen but this is as far
as I had ever gotten not wanting to loose my friendship or my freedom by
doing something that could get me arrested so I just enjoyed his underwear
and seeing him in them. He was skinny with ginger colored hair that was cut
similar to the beaber style when he was younger just longer and more care
messed up looking. Picking up his underwear I looked them over for anything
visable but found nothing. I brought them to my nose and just inhaled his
scent, it made me rock hard. I laid back on his bed sniffing and squeezing
my crotch through my jeans. I was in heaven. Then I heard the door open.  I
jumped up dropped the adonis's underwear and ran out of the room. Strolling
up to the front door as it was closing there were my two charges ready for
the weekend.

"Hey guys! Ready for some fun?" I asked

"Aiden!" they both shouted at the same time. And ran and hugged me.

"Hey guys so what do we want to do for the evening?" I asked but I figured
I already new the answer see every time I sat for them we would always
order a pizza and watch a movie.

"Pizza!" John Mark shouted! Childish excitement overtaken him.

"Again?" Matty said as he rolled his eyes went off to his bed room.

"Ok go entertain yourself while I take care of some stuff and order the
pizza." I told John Mark.

The Pizza showed up around a few hours later and I yelled for the boys to
come down for dinner and we would pick a movie. They both came down and we
set to the task of trying to figure out what movie to watch.

"Civilwar!" John squealed with giddy delight.

"You ok with that Matty?" I asked.

"Yeah whatever." He responded with typical teenage angst

So I got plates and handed out the pizza. John went and put the movie in
the dvd player while Matty picked his place on the couch and I took the
recliner. After he put the dvd in John took his normal place on my lap. I
cant say I objected even though he was to young for my taste.

"Why do you always sit on his lap?" asked Matty.

John just stuck his tongue out at him and kept eating pizza. I did really
enjoy our evenings like this, the boys sat and watched the move while I sat
and watched the boys mostly Matty but it was hard not to pay attention to
John Mark with him wiggling on my lap. John would usually hold one or both
of my hands fidgeting while watching the movie sometimes twisting them or
even licking or biting them often time this lead to wrestling matches and
more often than no me hard and leaking in my underwear. Of course this was
all innocent for John was just goofing around but we both enjoyed the
time. The film finally ended with me not even watching more than 10 minutes
of it.

"Ok boys time to get ready for bed. Bath time first then we can watch one
more movie." I said.

"Will you help me with my bath?" John asked looking up at me from my
lap. Those big blue puppy dog eyes pleading.

"Really your nine years old!" Matty blurted out. He turned beet red. "Ill
go use mom and dads shower." He said as he left the room rather quickly.

That was really weird I thought to myself as I got up off the recliner and
headed to help little John in the bath. I walked in and closed the door
behind me, John was running the water so I took my place on the toilet lid
and waited for him to finish filling the tub with water, bubbles and any
toys he wanted. He turned off the water and came over to me and stood
between my legs waiting on me to make the next move. I reached for his
tshirt and he lifted his arms knowing the routine by now. Pulling the shirt
over his head I dropped it on the floor and looked back up to see John
grinning and looking me right in the eyes. They were so pretty such a dark
blue.

"You have pizza sauce on your face." John said with a giggle

"Oh I do." I said and with a grin I started rubbing my face all over his
bare chest. This produced excited squeals and giggles for a few minutes. I
stopped and he relaxed. I reached down for his belt and unbuckled it along
with his pants button. I pulled the zipper of his shorts down and they
dropped to his ankles he stepped out of them and stood before me in nothing
but a sexy little pair of superman underoos. Just because he was young
didn't mean I couldn't enjoy the view. I reached out and grasped the waste
band of the undies and tugged them down and dropped them to the floor. As
he was stepping out of them I got a view of his cute little 1.5 inch little
boy dick so small and cute he didn't even seem to notice he was naked just
jumped into the bath.

"Ok kiddo just yell for me when you're done." I told him as picked up his
clothes and headed for the boys room. I threw his clothes in the hamper and
went to his dresser to pick out his pajamas for the evening. I grabbed a
pair of batman pjs with a top and a bottom, a pair of clean batman
underwear, and pulled one of the goodnites out of the pack. This was going
to be interesting I thought. I never had a thing for diapers but it was
just one more undergarment that wrapped around those cute boy loins. As I
was getting his clothes ready in walked Matty in nothing but a pair of grey
boxer briefs drying his hair. God he was cute.

"You ok you seem to be a little cranky this evening?" I asked thinking
about all his comments this evening.

"You always baby him." He spat. "He needs to grow up."

"He is only Nine Matty don't make him grow up before he has too." I
responded

He had no response just rolled his eyes, walked over to his dresser, put on
a shirt and climbed in bed. A few minutes later John walked in wearing
nothing but a towel and a smile. I sat down on his bed and he came and
stood between my legs for the second time that evening. I pulled his towel
off and started to dry his hair while sneaking glances at his little
member, all the while Matty was trying to angrily ignore us as he lay on
his bed reading the latest Harry Potter book.. At that instant John Mark's
body went ridged and he started to sniffle and cry.

"What's wrong little buddy?" I asked rubbing his back and trying to calm
him down.

"Im not a baby. Im not a BABY!" he yelled as he ran out of the room and
before I could even go after him I heard the bathroom door slam and lock. I
gathered myself and headed to the bathroom door and tried to open it but it
was indeed locked. All I heard was crying.

"John Mark, open the door." I told him

"No. Im not a baby." He replied

"I didn't say you were open the door please."  And he didn't respond just
hid behind the door and cried. I felt bad for the kid I remember what I was
like being a bed wetter hoping that no one would figure it out always
feeling embarrassed when I woke up wet and my parents didn't buy me
Goodnites so I had to do laundry every time I wet the bed. After about ten
minutes of getting nowhere I walked back into the boys room to find Matty
still sitting on his bed reading.

"You could help you know." I told him.

"Looks like your doing just fine." He responded

"Matty help me out here I don't know what's going on with you but I don't
know what to do. You're mad your brother is in the bathroom crying and I am
in over my head.

"Why do you like John Mark better than you like me?" Matty asked.

"What do you mean? I like both of you guys the same. I enjoy hanging out
with both of you, playing video games, watching movies we have fun
together." I said feeling broadsided

"No you like him better you spend more time with him always playing with
him and..." he trailed off. And then I understood he was jealous of all the
attention that I gave his little brother. It wasn't on purpose John was
just much more affectionate and open with what he wanted.

"I had no idea you felt like this Matty I wasn't ignoring you I didn't mean
to..." Then I trailed off. "Matty, I'm sorry." I said.

He got up and hugged me we sat there for about a minute with his head on my
shoulder and me just enjoying holding him he was so venerable at this
moment and I swore I felt a wetness on my shoulder.

"Ok I said so how do we fix this?" I asked

"Let me try." He said and left the room I heard muffled talking but didn't
want to interrupt him while he was trying to calm down his brother. A few
minutes later Matty came in and said "He said only babies wear diapers and
he is not a baby." He sat down on his bed a looked at me. "What do we do?"
he asked.

"I don't know, I'll just let him go without them and do a load of laundry
in the morning. Other than that I have no idea." I said.

"Well he is right they are for babies. I wouldn't be caught dead in one."
Matty said

"That's it!" I said feeling stupid

"Whats it?" Matty asked not getting it.

"Ok hear me out before you say no. You're his older brother he looks up to
you. To him your cool and you can do no wrong. Right?"

"Yeah I guess so." Matty responded

"So if you put on a Goodnite and show him that they are cool and for big
kids not babies he will come around and put one on and there problem
solved." I suggested

"No way Aiden. No way. Im not wearing one of those things." He said.  "Come
on Matty help me out here I don't know what else to do. He is your brother
help him out. What do I have to do?" I asked him.

"No I wont do it!" he said then stopped. "What will you give me?" he asked
"Buy me a game? Give me money?" he sat there and looked me dead in the eye
with an evil little grin on his face.

"How much is this going to cost me?" Knowing that I had be bested by a 13
year old and mostly just wanting today to be over. Matty sat and thought
for a minute.

"$100 bucks." He said flatly.

"What your out of your mind." I told him "try again."

"$60 bucks" he said again not shifting his poker face knowing he had me
over a barrel.

"Nope Im only making a little more than that sitting with you guys for the
weekend." I said. He thought about it a serious look of contemplation on
his face and then the light bulb went off.

"Ok final offer. $40 bucks and a favor to be named when I choose no
stipulations if I ask you have to do it." He announced proudly as if I had
already conceded to his request.

I thought about it. I mean what could he really ask? Do his homework, beat
up a bully for him. "Ok you got it but you have to wear it all night so
that when John wakes up and your still wearing the Goodnite he wont think
they are for babies.." I held my hand out for him to shake "Deal?" I asked.

"Deal but Money first." Matty said shaking my hand. I got up and went to my
guest room knowing that somehow that Matty had gotten the better end of our
bargain but I pushed it out of my mind as I grabbed the 40 bucks out of my
wallet and headed back to the boys bedroom. When I got back to the room
Matty was standing there in a pair of Pajamas top and bottoms that he
wasn't wearing when I left.

"Lets see." I said holding up the 40 bucks. He grinned and slowly reached
down to his pajama bottoms and lowered them just enough that I could tell
he had a Goodnite on.

"Oh no. Pajama bottoms off. All night long so I know that I'm getting what
I paid for." I said with a slight grin on my face and my brain doing back
flips with excitement at getting to see my boy god in something more than
boxer briefs. Matty grinned in response and slipped his hands into the
waistband of his pj pants and slid them down to the ground. My head and my
crotch were immediately at full attention seeing this kid this young man
that I had been lusting over for so long in this cute little diaper with
iron man on the front making a fist. If I died right then and there I would
have considered my life complete. He stood there letting me take him in his
plad pajama shirt covering just the very top of his diaper leaving an
interesting bulge below not a hair in site besides the ginger tuft on top
of his head. I was broken out of my revelry by him clearing his throat and
holding out a hand expectantly.

"Ok now the hard part, convince your brother." I said as I handed him the
money and then on second thought reached back and grabbed another Goodnite
out of the drawer and handed it to him. "Good Luck." I told him. He just
grinned took the money and the spare diaper and headed for the bathroom. I
watched from the doorway of their room just my head sticking out ogling
Matty's cute ass in that diaper. That cute little bubble butt had never
looked so cute in all my life. Standing their dreaming about what I wanted
to do to him, I noticed that my hand had moved down to my jeans and I was
well on the way to shooting a load in my pants if I didn't stop. I heard a
noise and looked up and saw Matty being let into the bathroom and the door
closing behind him. I went back over to his bed and sat down my head
spinning with everything that was going on this evening. Sitting there
trying to process it all I noticed the grey boxer briefs Matty had just
taken off. I reached down picked them up and brought them to my face taking
in the scent of the underwear that he had just taken off not even 5 minutes
ago, and they were still warm. I opened the up and peered into them and saw
a few wet spots on the inside front pouch where his lovely boy bits were
pressed against. Was that... No it couldn't be he was too young for precum
it had to have been either water or a little pee. I sniffed it and then
licked it some sort of bodily fluid. I was in heavan for the second time
that night and then I shot. My first hands free eruption of my young life
left me panting and laying on his pillow, all of the stimulation of the
evening lead to one of the best cums I've had in a long time at least up to
that point. I pulled his underwear off my face and used them to mop up the
mess in my pants, cleaning myself up the best I could without going to the
bathroom. Just then I heard the bathroom door unlock and open I grabbed
Mattys underwear and stuffed them in the bottom of his clothes hamper
vowing to myself to do laundry tomorrow to get rid of the evidence, under
the guise of helping his mom out. The two boys walked through the doorway
holding hands Matty with the biggest grin across that gorgeous face and
John trying to dry the tears off his red face and body for that matter
still not wearing a stitch of clothing or a diaper. I shot a look at Matty.

"He wants you to help him get ready for bed."  Matty replied holding the
Goodnite out toward me. I got up from my spot on Matty's bed picked up the
pajamas that I laid out for John to wear to bed, took the Goodnite from
Matty, and took hold of Johns hand.

"Ready kiddo?" I asked him. John sniffed still wiping his eyes, smiled and
nodded. We headed back to the bathroom to assume our normal routine, I sat
back down on the toilet lid and he stepped up between my legs still naked
as the day he was born. "You ok with this?" I asked. He shyly smiled and
nodded a slight nod. I opened up the Goodnite and held it open for him to
step into, he did and I pulled it slowly up his smooth little legs. With it
pulled all the way up I grabbed the pants next and he stopped me with a
small light touch on my arm.

"I don't want pants. I want to be like Matty." He stated firmly. Ok I
thought and set the pants aside. I put the shirt on him and looked into his
eyes questioningly, he smiled nodded and hugged me a super tight bear hug
that was in the same instance an apology and a thank you. I let him go and
looked him in the eyes.

"Alright kiddo time for bed." I said to him as patted him on the butt, he
giggled and ran off to his bedroom. I followed him down the hall and went
into the room behind him he jumped into bed and I pulled the covers up over
him.

"Goodnight little man." I said as I rubbed his hair. He smiled and rolled
over and closed his eyes all thoughts of the second movie forgotten in the
cacophony of drama this evening. I stood and turned to Matty who was
sitting in his bed under the covers, I shot him a questioning look, in
response he rolled his eyes and lifted up his comforter showing me he was
wearing nothing but the Goodnite. Instantly hard again from looking at that
gorgeous boy in nothing but a diaper I quickly said my goodnights and
headed for the bathroom to rub one out, the whole time thinking of Matty in
that Goodnite.




Part one. Comments welcome

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