Date: Fri, 17 Aug 2018 11:08:46 -0700 (PDT)
From: jonjonleprechaun@comcast.net
Subject: Billy's tightie whities 4

The stories in this series are fictional, though they are based on
real-life incidents. They involve an adult and minors in sexual situations.
Please do not read if you are under 18 or if the content is illegal in your
jurisdiction. Email me if you liked the story or want to comment at
jonjonleprechaun@comcast.net. Thanks, Jon.

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BILLY'S TIGHTIE WHITIES 4

	"It feels good this way!" he exclaimed, patted the front of his
crotch, then put on his shoes and shirt and ran out the door.  I shook my
head and smiled at his cheekiness, and followed him out to the playground.
Sitting in a chair next to the other teachers, we talked about the day's
adventures as we watched the students running around and playing.  And I
noticed that Billy and Matthew were playing together, often running around
while holding each other's hand.

CHAPTER 4

	Over the next week, Billy and Matthew became the best of friends.
They were CONSTANTLY together.  But I didn't have to feel jealous, because
they were together with me much of the time!

	The friendship was really good for Matthew.  Where he had been
extremely quiet and reserved, with Billy he was more boisterous and
outgoing.  He even emulated Billy's propensity for going around in his
underwear.  It was becoming commonplace to see two young male bodies
swimming, running, climbing, wrestling, eating, and just sitting around
clad in just two pairs of tightie whities.

	Billy's Mom and Matthew's Aunt had also become friends.  Tuesday
night they went to a concert together, and asked me to babysit the two
boys.  So after all of the other kids had been picked up and we closed down
the center, I drove the three of us to Matthew's Aunt's house.  It was
5:30; the boys had instructions to be in bed by 9:00, and the women
expected to get there between 11 and midnight.

       As soon as we walked in the door and I closed it, both boys kicked
off their shoes.  Billy didn't stop there, and within 30 seconds he was
completely naked.  Even though it wasn't his house, it did not surprise me.
But Matthew just stood there staring at Billy.  He looked at me, a look of
utter shock on his face.  "He got NAKED!  Is that OK?  Won't he get in
trouble?"

	Billy walked over to his friend, and laid an arm across his
shoulders.  "I always get naked as soon as I get home.  Jon doesn't care,
DO you?"  And he gave me that goofy grin and a wink.

	I smiled.  "No, it's fine with ME!  As long as it's just us boys."

       Billy let out a loud "YES!", and started to pull Matthew's shirt up
over his head.  Matthew managed to undo his shorts and let them drop to the
floor as Billy was tangling with his shirt, and articles of boy's clothing
was soon flying through the air all over the place.  Within moments both of
the boys were naked.

       This was the first time I saw Matthew naked.  His little doughy body
was so cute.  He was very pale all over, without any tan lines at all.
While Billy had narrow hips and two little half-globes for asscheeks,
Matthew's hips were wider (almost like a girl's) and his asscheeks were
more voluptuous (not a word I usually used to describe a young boy's ass,
but I couldn't think of one more descriptive).  I also couldn't help but
think of lying next to Matthew and using his naked backside as a cushiony
pillow.  His little dick was barely visible under his tummy, but I could
see that he was cut.  And cute!

       Then the boys both turned to face me and grinned.

       "What?"

       "You TOO, Jon!"

       "Yeah, YOU have to be naked too!"

       Both boys pounced on me, and simultaneously began tugging at and
undoing my clothing.  "I'm not so sure about this, I could get in REAL
trouble if anyone found out!"

       "Oh we won't tell, will we Matthew?"  Billy exclaimed, as he yanked
my shirt over my head.  Matthew had already jerked down my shorts and
briefs, and I had now joined them in their nudity, with my clothes all
mixed up with theirs.  They both took a few moments looking me over from
head to toe, focusing in on my midsection.

       "Wow, his pecker's BIG!"

       "And look at all the hair he's got, it's like a jungle!"

       "His balls are HUGE!"  With two pairs of boy-sized hands poking me
and tugging at me down there, it wasn't long before I had an erection.  I
wasn't really all that big, but to their young eyes I guess I was.  When
hard, I had 5½ inches that pointed straight up in the air along my
groin.  I was cut, and had a neat little circumcision scar right at the
base of the corona.  At the top was a fairly thick mushroom head; the shaft
was thinner right below the head, but got fairly thick at the base.  My
pubic bush was quite dense right around my cock and on my balls, and there
was a happy trail leading to my belly button.  Other than that, I did not
have much more body hair.  Even under my arms, there was just a smallish
tuft of hair in each pit (I actually preferred it that way).

       Satisfied with their cursory inspection of my privates, the boys
backed away from me.  "Come on, I'll show you my room!"  Matthew grabbed
one of my hands and one of Billy's in his, and tugged us down the hallway
until we entered a bedroom that was obviously a young boy's.  Clothes
strewn all over the floor and hanging out of open dresser drawers, and the
bed was unmade and all messed up.

       Billy walked over to the window and looked out.  "Hey, your backyard
has a really high fence like mine!  Do you ever run around naked out there?
I do!"

       Matthew went and stood next to him.  "No, I don't think my Aunt
would like that.  She doesn't even like it when I walk around the house in
my undies!"  Billy giggled, and slapped one of Matthew's asscheeks.

       "Come on, she's not here!"  He grabbed Matthew's hand, and the two
of them ran down the hall and out into the backyard.  I followed, admiring
the view of the pair of twin globes bouncing around in front of me.  My
dick was just a semi now, having settled down from the boys' close
inspection a few minutes ago, but it started stiffening a bit more as I
watched them, and evil thoughts went through my mind.  Walking into the
backyard naked felt good.  It had been a hot sunny day, and was still quite
warm.  As the boys ran around the yard hand in hand, I looked around.  It
was a rather sparse yard; bushes and flowering plants around the edge, and
a cement patio at the back door.  The rest of it was a nice green lawn.
But the best thing was the fence; it WAS nice and high.  I walked all over
the yard; I couldn't see the windows of any neighboring houses, which meant
no one else could see INTO the yard!

       The boys came running up and stood by me, panting.  When I put an
arm around each set of shoulders and hugged them to me, the sweet smell of
boy sweat filled my nostrils.  We went inside and into the living room, and
sat on the couch to watch TV.  They each snuggled up against me, one on
each side, with my arms hugging them to me.  I started running my
fingertips all over their hips and asses, until they both stretched out on
their sides, facing the TV with their heads in my lap.  Immediately I began
playing with Billy's penis, which quickly hardened.  But I went slower with
Matthew, since I wasn't sure how he would react to being touched sexually.

       Matthew's little peanut and nuggets lay there in his crotch.  They
were so cute, and I longed to see him hard.  At first I just rubbed the
palm of my hand up and down and around his belly and chest, and listened to
him sigh.  No change from him down below yet.  So I traced my fingertips
all over his upper chest, dragging my fingernails ever so lightly across
his nipples.  He sucked in his breath and let out a little giggle, saying
that it tickled.  I kept it up, until the little nubs stuck out, and then
lightly pinched them and rolled them between my fingers.  His surprised
expression told me both that he had never had them touched like this
before, and that he enjoyed it.

       Then I slowly ran my fingers down across his belly, feeling his
little body shiver.  While crossing his V line and continuing onto the
front of his thigh, I watched his boy package to see what he reacted to.
He let out a loud laugh and his body jerked around when I reached his knee.

       "I'm real ticklish there!"  His little body barely moved as my
fingertips travelled up along his inner thigh.  When I reached his genitals
I gently circled all around his dick and balls, and that's when he started
to react.  Within a few minutes he had a hard two-inch erection pointing
straight up in the air.  "I've got a boner!"

       "You sure do, buddy!"  Grasping it at the base, I waggled it in the
air, causing him to giggle.  Billy raised his head off my lap and looked
over at Matthew, smiled at me, then got up.  He knelt on the floor right by
Matthew's hip, smiled at me, and licked his lips.  I nodded my head and
held Matthew's little boner still, put my other hand behind Billy's head,
and pulled it towards us.  Billy opened his mouth, lowered his head to
Matthew's groin and closed his lips around the hard little stalk, and began
bobbing his head up and down.

       A high-pitched squeal escaped Matthew's lips.  He arched his back,
tilted his head in my lap, and spread his legs wide.  Bobby slid his lips
up and down that pole, as I fingered and rubbed Matthew's balls.  Soon his
whole package, and my fingers, were coated in Bobby's spit.  I slid my
pinky finger back between Matthew's legs, rubbing along his perineum until
I reached his tight little hole.  Matthew's verbal outcries, along with the
shaking and shuddering of his body, told me that it wouldn't be long.  A
few seconds of stroking the hole with my fingertip, a quick thrust inward,
and it slid inside of him.

       Matthew practically exploded.  His hole spasmed against my invading
digit like I've never felt before; he thrust his hips upwards so forcefully
that it knocked Billy backwards onto the floor, and let out a wail that
sounded almost painful.  I watched his boy boner throb, and then he
collapsed back down onto the couch.

       Billy got back up on his knees, smiling widely at what we had done.
We both looked down at Matthew, whose eyes were closed and a dreamy look
plastered on his face.  I leaned down and kissed Billy's soft lips for
several seconds, even running the tip of my tongue against his teeth.  Then
we both kissed Matthew's cheeks, at which point he finally opened his eyes
and gave us a big grin.

       "That was awesome!"  he exclaimed tiredly.  Then he turned on his
side, head still in my lap, and closed his eyes.

       "I think we all could use a little rest after that!" I whispered.
Billy nodded, stood up and snuggled up behind Matthew, and closed HIS eyes.
And I managed to lie back and close my eyes as well.  Within a minute, the
three of us were asleep.



       A half hour later I woke up.  The boys were still snuggled up to
each other; they looked so cute spooning with each other naked.  Just
watching them sleep like that got me going, and my cock started to lengthen
along my thigh.  I slid one hand onto it, and started slow-stroking until I
was completely hard.  But then I decided to hold off until later, until I
could get the boys to get me off.

       Stretching my hands over to the boys, I began rubbing their
shoulders.  Moments later Billy stirred and opened his eyes, and stretched
out.  Then Matthew giggled.  "Billy's got a boner, and it's poking me in
the butt!"  Billy chuckled and gave me a wink, pushed Matthew over and
rolled on top of him, and then started thrusting against his friend.
Matthew pushed his hips up and grinded them against Billy's groin, but them
gave a yelp and jumped away from Billy onto the floor.  He stood there,
rubbing his butt with one hand, a look of surprise on his face.  Billy
looked at him, equally surprised.

       I sat up, put my hands on Matthew's shoulders, and pulled him to me.
"What's wrong, buddy?"

       Matthew looked over.  "Billy's boner, it poked me right on my
butthole, and it started to go inside my butt!"  I suppressed a chuckle,
and hugged him to me.  I ran my hands gently over his bare back and
buttcheeks.

       "Guess you're not ready for that yet.  Don't worry, when you are,
we'll help you."  Billy and I exchanged knowing glances.  "Hey, are you
guys hungry?"

       Matthew jumped back.  "Can we get pizza for dinner, Jon?"  I smiled
and nodded at him, and told the boys that their Mom and Aunt had given me
money for just that.  They both shouted out their order for cheese pizza,
so I phoned in the order: one cheese pizza for them, and one with pepperoni
and olives for me (the boys scrunched up their noses at that and pretended
to throw up).  I grabbed them both in a bear hug; then the three of us
wrestled, our naked bodies sliding all over each other, three pairs of
hands grabbing everywhere.  After a while all three of us sat back, winded,
with three erections in full evidence.

       "We better settle down, guys, the pizza guy will be here soon."
Billy got up on his knees, leaned back on one hand, and gave himself
several quick jerks with the other.

       "You mean we can't do THIS in front of him?"  Matthew and I laughed;
Billy let his hand fall to the floor, and then jumped up.  "Can I give the
money to the pizza guy?"

       "Sure.  But you'll have to put SOMETHING on!"  Billy gave me a
mischievous grin, ran over to the pile of our clothes and fished out his
tightie whities, and ran down the hall.  I wondered what he was up to.  But
I sat back on the couch, and told Matthew to choose a movie for us to watch
while we ate.  He chose a Star Wars movie and put it in the player, and
then came back to snuggle against me.  I wrapped an arm around him, and
patted his bare leg; when he reached over and started running his hand
through my pubic bush, I pushed it away.  "Later," I said, "after the pizza
gets here."

       A minute later, the doorbell rang.  "Pizza's here!"  Billy came
tearing down the hall, hopping up and down and covering his crotch with
both hands, and asked where the money was.  I pointed to an envelope on the
table by the front door, he ran over to it and fished out the money, and
then opened the door.  Ryan, an older teenager, who I recognized from his
pizza deliveries to my own house, stood there.  As he handed the pizzas to
Billy, a look of shock came over his face.  He took the money and slowly
turned to head back to his car, still looking over his shoulder and staring
at Billy's crotch.  Billy followed him onto the porch, waving.

       "Billy, get back in here!" I chuckled.  Billy walked in, put the
pizza boxes on the coffee table, and stood there.

       "Did Billy answering the door in his underwear surprise the guy?"
Matthew asked.  I looked at Billy's crotch, burst out laughing, and pointed
to it.  Matthew gasped, covered his mouth with his hands, and giggled.

       "Oh I don't think it was just that!" I said.  The whole front panel
of Billy's (no-longer-white) briefs were yellow, and glistening wet.  He
thrust his hips forward, waggled them back and forth, and grabbed his
crotch and shook it at us.  Then he ran over and jumped in my lap, thrust
his wet hand in my face, and ground his ass against my crotch.  I took his
hand in mine, held his palm against my mouth, and licked it all over.
Matthew watched closely, his look a combination of shock and disgust.

       "Eeewwww, you're licking his pee!"

       "Hey, don't knock it `til you try it!"  Matthew just shook his head,
then slid over and snuggled up against me.  I reached over and turned off
the lamp, turned on the TV and started the movie with the remote, and
settled back.  For the next two hours+, we concentrated on the movie.  Not
that my hands weren't busy.  I had one arm holding Matthew close to me,
with that hand rubbing all over his soft buttocks.  Billy pulled my other
hand into his lap, I quickly slid it into the wet front of his briefs, and
fondled his hard dick and his smooth balls.  I edged him the whole time.
Every time I heard his breathing quicken, felt his boner throb, or felt his
balls drawing up, I backed off until his orgasm subsided.

       By the end of the movie, Billy was whimpering in frustration; when
the ending credits began to roll, he expressed his discomfort.  "PLEASE,
Jon, finish me!  Make me shoot!"

       I shook my head, and pulled out of his underwear.  I gave my hand a
sniff, then pushed him off of my lap onto his feet.  "Not yet.  It's almost
9:00, time to get in bed.  Let's finish in there."  I stood up, and pulled
Matthew to his feet; we went over and gathered all of our clothes, and
headed to Matthew's bedroom.  After dumping the clothes on the floor,
Matthew jumped on the bed.  I told Billy to give me his wet briefs, and go
into the bathroom to wash himself off.  While he did, I went back into the
kitchen and got a large freezer bag to put his briefs into I planned to
take them with me, and keep them at home to have fun with).

       When I got back to the bedroom, Billy was just getting back from the
bathroom.  We joined Matthew on the bed.  Billy lay on his back, his hands
behind his head and his legs spread wide.

       "NOW can you make me shoot, Jon?" he begged.  I sent Matthew back
into the other room to get my backpack, and started fingering Billy's
still-hard boner.  When he got back I told him to open the small front
pocket, get the little bag that was in there, and take out what was inside.

       When the women asked me to babysit the boys, I did a little
shopping.  What Matthew took out was what I had bought for this very
occasion: a miniature vibrating dildo, and a tube of Anal-Eze lube.  Both
boys gasped, and asked what they were for.  I told them to watch.  As I
continued to slow-stroke Billy I had Matthew hold the dildo by the base,
unscrew the top from the lube, and hand me the tube.

       First, I squeezed a generous amount onto the dildo's little head.
Then I told Billy to bend his knees and pull them all the way to his chest,
as wide apart as they could go.  Finally, I put the tip of the tube against
his asshole, and squeezed out more lube into his opening.  I had Matthew
replace the top, and dropped the tube on the floor.

       "Ok, Matthew, now turn that little dial on the bottom ALL the way.
Then crawl in close, and watch."  We could all hear the dildo buzzing, and
I felt its rumbling pulses.  Placing it against Billy's asshole, I
intentionally did not tell him what to expect or what to do; I wanted him
to react naturally.  While it vibrated away against his outer ring, I
lowered my head to Billy's groin and enclosed his entire boy package (boner
and balls together) in my mouth.  Soon I was sucking away, swirling my
tongue all over.  Billy moaned and groaned, his hands gripping my hair.
Then I gave the dildo a hard push, and it instantly slid into his ass all
the way until the base halted its progress.  Billy let out a shriek at the
sudden invasion of his body, and then wailed and whined as he was overcome
by the dildo's vibrations.  I could even feel its vibrations in Billy's
hard-on!

       It didn't take long for all of this to bring Billy to the edge, and
this time I let him crash over it.  He slammed his groin up against my
face, let out the screech I'd ever heard from a boy, and exploded in my
mouth.  I counted six spurts, impressive for a boy just barely in puberty.
They were still mostly watery, with some thickness, and tasted SO sweet.

       Even after he collapsed down onto the bed, all strength drained out
of him, I continued to work on Billy.  I kept up the oral treatment on his
dick and balls, pushed the dial to change it to pulse, and then began
sliding it in and out of his no-longer-virginal asshole.

       Billy was beside himself.  In addition to repeated moans and groans,
he let out a spew of curses that I had never heard from him before.  He
also alternated between grabbing my head, thrusting up into it, and
grinding his ass down with beating my head with his fists and trying to
pull off of his invader.  Matthew, meanwhile, was all over us.  He kept
moving so that he had an unobstructed view of what I was doing to Billy,
and had a constant grip on his hard little pecker.

       After as few minutes of this torture, Billy crashed over the edge
again.  This time I only counted three spurts, and they were thinner and
completely watery (although it tasted just as good).

       Billy's penis wilted in my mouth.  I eased the dildo out of him, and
put it back in its baggie.  Billy was completely spent; his eyes were shut
tight, his breathing was slow, and his body was still.  While he rested, I
turned my attention to my other little friend.

       Matthew sat there staring at the baggied dildo in my hand, a look of
anxiety on his face.  I told him not to worry, that I knew he wasn't ready
for this yet, and tossed it on the floor.  He visibly relaxed and laid back
on the bed, grasping his little boner at the base and waggling it around.
I got on my knees between his outstretched legs, lowered my head to his
midsection, and engulfed his privates in my mouth.  Matthew squealed and
moaned, his hands resting on my shoulders, as I sucked and lightly chewed
on his little package.  Being nine years old, and on the small side for his
age, I was easily able to handle everything in my mouth at once and could
also stretch my tongue down between his legs.  I pushed his feet up against
his butt, forcing his knees up, and then pushed them out to the sides.
This way, I could reach his hole.  He squeaked and shivered as I used the
tip to open him up a bit and lubricate the opening with my saliva.  Then I
replaced my tongue with the end of my finger, and moved up to concentrate
my oral treatment on his pole and balls.

       Soon I could feel Matthew's body flexing and relaxing, telling me he
was approaching orgasm.  When I felt his hole loosen as he relaxed, I
pushed it into him slowly and began to finger fuck him.  He cried out and
his hole tightened around my finger, trying to expel it, but he didn't push
me away or try to pull off of me.  So I increased my suctioning of his hard
boner, until his whole body shook and bounced as he had his dry cum.  When
he relaxed down onto the bed, I pulled my finger out and released him from
my mouth.  Sitting up, I looked down at the pair.  Billy was sound asleep,
and Matthew was on his way.  They looked so cute lying there together
naked; I hated to cover them up, but I couldn't let their Mom and Aunt find
them that way.  After going to the pile of clothes and fishing out
Matthew's little briefs, I fed his feet through and slid them up his legs
(though I couldn't resist giving his little pecker one final kiss and suck
before covering it up).  Fortunately Billy had another pair of briefs in
his bag, so I got them out and did the same to him.  After covering them
with the bedsheet I turned out the light, gathered my clothing in my arms,
closed the door behind me and headed to the room where the TV was.

       It had been a fun evening.  As I sat on the couch, staying naked
until I heard the car pull into the driveway a few hours later, I replayed
it all in my head.  And daydreamed about what else I could do with my two
special friends.



Chapter 5 should be ready in a week or so.  More adventures with Billy and
Matthew and their tightie whities, both as a set and individually!  As
always, please send me an email with comments, or to chat about this topic.
Also, check your email settings to make sure I'm not blocked, so I can
respond back to you!

-Jon