OK, I've been very surprised and pleased at the reception my last work has
received.  I've gotten quite a lot of good feedback about my previous story
"My Mother's Boyfriend's Roommate."  So much so, that instead of my next
planned chapter "Uncle Buck," I decided to write about another time between
myself and Len.  However, this story isn't just about us, it also involves
one of Len's co-workers.  A nice, older married man named Jeff (remember, I
was about 13 at the time, so "older" started at 20, and 30 was considered
ancient).

WARNING: The following story contains man/boy sex.  Do not read further
unless you are over 18 (21 in some areas), are not offended by such
writing, and it is not illegal in your area. Permission granted to store on
the Nifty Archive and to distribute electronically as long as nothing is
charged for it.

Prologue (and recap for those of you who missed it):

It was 1980something, and I was about 13 years old.  I had been playing
around with my cousin for about a year (see "Older Cousin" - in the young
friends section).  My parents had been divorced for 4 years and my mother
was practically living with a stud from the Air Force (Tony).  The stud's
roommate and I got along very well.  One night after a party, the stud's
roommate, Len, started screwing me.  Before you get all upset, he didn't
force me and I loved every minute of it.  For a full, detailed version of
that night, read "Mothers Boyfriend's Roommate in the Adult-youth section.

It started on a Friday night.  As usual, Mom and Tony were going out and
leaving Tony's roommate to baby sit me.  This night was different, however.
Mom and Tony were going to the beach with some friends, and were not coming
back for several days.  It was summer, and Mom didn't have to worry about
me getting to school.  Tony had taken some "leave time" from the Air Force
and they planned on spending 3-4 days in the sun.  They were going to leave
Len and I alone.  It was something that had never happened before, and I'm
100% positive, that if Mom knew Len and I were "fuck buddies" she would
have never left me with him.  As it was, that weekend turned out to be one
of the best of life!


WEEKEND ALONE
by Cuddlebun

I hugged my mom as she got ready to get in the car.  She made me promise to
be good and pressed a $10 in my hand. "Don't be a pest, and do what Len
tells you," she said as she got in the car.  Tony shook my hand and added
another $10 "In case they decided to stay longer."

Len and I stood outside the trailer and watched them pull off.  As I was
waving goodbye, he put his arm around me.  It looked like an innocent
gesture of protection to reassure my mom he would look after me.  Innocent,
unless your back was against his crotch and you could feel his hard dick
poking you!  I pressed back against him, which earned me a grunt, and waved
until Tony and Mom were out of sight.  Almost instantly after they were
gone, Len's hand dropped from my shoulder to my nipple were he started
rubbing and lightly pinching.  After several weeks, Len knew that having my
nipples played with was a sure fire way of getting me in the mood to screw.
(To this day, nothing starts my butt itching for a cock, faster than some
good tit work.)

Len played with my nipples until I was moaning and twisting my body against
his.  I could feel his cock under his shorts throb.  I was ready to pull
down my pants and get fucked right there in the yard, but Len thought it
would be better if we went inside.  As I climbed the stairs, I felt Len's
hand on my ass.  Again, to a casual onlooker, it was an innocent gesture of
help.  To me, Len's fingers were arranged such that his middle digit was
right in my crack. I felt his finger push against my hole several times on
the journey up the stairs.

Once we got inside, Len pushed me over a foot rest.  While I was falling,
he managed to snag my shorts and as I went to one side, my shorts went the
opposite direction.  In the end, I was flat on my stomach and my shorts and
underpants were around my ankles.  Len wasn't far behind me and almost
immediately, I felt his body cover my back.  I don't know how he managed to
do it so fast, but while he was tripping me, and pulling my shorts off, he
was also removing his pants as well!  It was almost like he was raping me,
but I was anything but a victim.  I wanted him as much or more than he
wanted me.

Within five minutes of my mom's departure, Len was spiting on his fingers
and running them up and down my crack.  He worked one, then two fingers
deep inside me.  Then, as I was crying out for him to "stick it in me" he
yanked his fingers out, coated his cock with his spit, and slowly pressed
it inside me.  By this time, I was turned on from his previous tit work,
his finger play and surprisingly enough, the way he had manhandled me into
position.  My ass opened up and he slid inside with nothing but pleasure.

Len was very excited too.  Almost without pause, Len started pumping deep
and hard.  I could tell he was having a good time by the way he kept
groaning and pinching my tits.  Every so often he'd pull almost all the way
out and give my butt a good slap.  Never hard enough to hurt, but hard
enough to sting, and leave a nice red hand print.  It also caused me to
tighten my sphincter muscles which made him groan even louder and ram it in
extra hard! After about 15-20 slaps, my ass was getting hot!

After some time, Len's strokes started getting shorter and shorter, a sign
I'd learned meant he was getting close to shooting!  He pulled all the way
out, gave my ass one last extra hard slap while simultaneously pinching my
nipple!  When my hole spasmed shut from the slap, he thrust all the way
inside me and froze.  I could feel his dick start to pulse as he shot his
load deep in my bowels.  That, combined with the tit play, the spanking,
and the startling way he just thrust inside me all joined together and
pushed me over the edge.  I started spewing my load all over the footstool.
It was wonderful!

Len's tool always took a while to get soft after he came and he slowly
started pulling out.  I started rocking back and forth.  My ass fucking
back on his dick.  Several times just as he was about to pull out
completely, I'd ram my ass down on his cock.  This would cause both of us
to gasp and I would squirt even more onto the footstool.  Eventually, Len's
cock deflated too much to stay inside me and it slipped out.  I could feel
my ass snap shut, trapping all of Len's hot cock snot inside me.

Len stood up and casually walked, naked from the waist down, to the shower.
I was so out of it from the vicious, wonderious, ass fucking I'd just
received that I passed out for a few minutes right there over the foot
stool.

I came to my senses still on the stool, laying in a pool of my, now cold,
cum.  I heard the shower being turned off and faintly heard Len humming in
as he dried himself off.  Just as I was gathering my wits, I was shocked
into action by a loud knocking on the door!  I did what any 13 year old in
my position would do.  I bolted toward the bedroom with my shorts in my
hand!  As I was turned around to close the bedroom door, I noticed two
things.  One was that my cum was VERY visible on the sides of the foot
stool, and two, the door knob was turning!

The door opened and I heard someone call out "Anybody Home?  It's me,
Jeff!"

Len replied from the bathroom, "Come on in, I'm just getting out of the
shower.  Have a seat, I'll be with you in a minute."  Jeff was a friend and
co-worker of Len's.  He and his wife had been over a couple of times for
dinner.  Jeff was a short man.  I say about 5'6", or 5'7.  He was 27 or so
but already his hair was thinning.  The couple of times I'd seen Jeff, I
was very impressed.  At that age, I didn't know what I felt, but looking
back, I can tell, I was VERY attracted to him.

I heard Len exit the bathroom and a few seconds later, the couch squeeked
as he sat down.  I could hear Jeff sitting in the chair (who's footstool
I'd spunked on moments earlier.)  I just knew that any minute he'd notice
the cum on the side of the stool!  Thinking quickly, I pulled on my shorts,
mussed my hair up (not that it need much help after Len was finished with
me), put on my "sleepy boy" look, grabbed a towel from the closet and
opened the bedroom door.

I looked out into the den and saw Len, wrapped in a bathrobe, and Jeff,
with his feet propped up on the offending stool, engaged in discussion
about something.  In my "grumpy-just-woken-up-13-year-old-boy" voice, I
asked Len if he was finished in the bathroom because "if he was going to
stay in the den talking, then I was going to take a shower."

Len told me to go ahead because he and Jeff were going to go to the grocery
store.  Len told me that if I was good and cleaned the bathroom after
myself, he'd even rent a movie for us to watch.  I told him I'd do what I
could and started across the den toward the bathroom.  Just as I was about
to close the door, Len told me to make sure I put my shorts in the dirty
clothes hamper.  This was curious, because Len NEVER mentioned where I
should put my clothes.  Alone in the bathroom, I removed my shorts and
looked at them.  Immediately, I noticed a big wet spot right over my
butthole. Len's load was seeping out and I was sure Jeff had seen it!

I put my ear to the door and listened, but all I couldn't hear anything.
Just as I was about to turn the water on, Len stuck his head in and
announced that he and Jeff would be back shortly.  He asked me what type of
movie I was in the mood for and in typical 13 year old fashion, I announced
"Action!"  I studied Len's face for signs that "we'd been found out."  Even
at 13, I knew that what I had with him was something most people wouldn't
understand.

Len just smiled and in a quiet voice asked me "Haven't you had enough
'action' for one day?"  From the tone of his voice I knew exactly what he
was talking about.

"You should know by now that once is never enough for me," I whispered back
to him.  "Old men like you just can't keep up with a youngster like me!"

Len just laughed and shut the door.  I heard him say to Jeff "Kids say the
darnedist things," as I turned on the shower.

In the shower, I carefully washed each and every body part.  I even paid
special attention to my ass.  There was a shower massage in the tub and I
used the "pulse" mode to try and clean my butt.  I managed to get enough
water inside me that I had to step out of the shower and sit on the john
for a few minutes, but I was clean.

After I finished getting clean, I straightened up the bathroom, and knowing
I was alone, didn't bother doing anything to conceal my nudity.  I opened
the bathroom door and was walking back to the bedroom.  I was about half
way across the den when the door opened and Jeff walked in!  He was
carrying two bags of groceries and saying something over his shoulder to
Len.  As soon as he saw me, he stopped and we stared at each other for what
seemed like an eternity.  Len looked around Jeff, and spotting me standing
there in my birthday suit, told me to "cover myself up."

Len's voice broke the spell between Jeff and I.  I quickly wrapped the
towel around myself and almost ran to the bed room.  As I passed Jeff, I
could have sworn I heard him choking back a groan.

I quickly dressed and went back into the den.  I was hoping to get another
look at Jeff.  However he wasn't there.  I heard someone in the kitchen so
I headed there.  I found Len putting away groceries.  When I asked him
where Jeff was, he told me that Jeff had gone home.  I was disappointed and
happy at the same time.  With Jeff gone, I was free to "play" with Len some
more.  However, when I suggested it, Len told me to wait.  He was hungry
and wanted to get supper cooked.  I told him that I couldn't care less
about supper, and started to try and pull his shorts down!  Laughing, Len
pushed me out of the kitchen and told me to "go play with yourself" or
something.

I stayed in the den until supper was ready.  Len had cooked "Hot dogs a la
Len."  Basically, hot dogs w/chillie and macaroni and cheese.  Len wasn't
the most gifted of cooks.  After supper we piled the dishes in the sink and
both grabbed big bowls of ice cream.  Len fixed himself a Jim Beam and
Sprite and we went to the den to eat our dessert and watch the movie Len
had rented.

Len put the movie in the VCR and we settled into our usual positions, Len
in the corner and me with my head in his lap and my legs stretched out the
length of the couch.  I had vauge ideas of playing with Len's cock until he
gave in, but they soon vanished as I became absorbed in the movie.

About 15 minutes into the movie (it was Tron, I think), Jeff knocked on the
door and then let himself in.  I started to get up, I didn't know how Jeff
would react to us laying together like that.  However before I could do
anything, he lifted my legs and plopped down under them and then let them
settle back down over his lap.  I didn't think anything of it and went back
to watching the movie.

After about 10 minutes, I felt Jeff lift one of my legs.  He moved it
several inches up his leg and I just thought that maybe that section of his
leg was getting tired.  A few minutes latter, he moved it up again.  This
time, my foot wasn't on his lap anymore, it ended up in his crotch!  I
could feel his cock through his flimsy shorts and it was getting hard!

I quickly looked up at Jeff.  He was staring straight at the TV, totally
engrossed in the movie.  Ditto for Len.  As Jeff's cock reached full,
throbbing hardness, I got a little scared.  I pulled my feet from his lap
and sat up.  I announced that I had to pee and proceeded to make them pause
the movie until I got back.  Len grinned at me and said "You know you'll
pay for making us pause this movie!"  I just grinned and walked to the
bathroom.  While I peed, I thought about what I'd been feeling.  From my
best estimates, Jeff's cock must have been as large as Tony's! (12" as
revealed in the first story).  Len's was no where near that big. (in fact,
Len's nickname was "pencil" and it wasn't too far from the truth.  His cock
was about 5" long and no bigger around than a fat magic marker, more than
enough for a 13 year old though!)

Once I got back, Len asked me to freshen his drink, and get one for Jeff as
well.  I returned to the den with the two drinks and as I passed them out,
I asked Len if we were now "even".  He just grinned and said "we'll see".

I was going to sit in the chair, but Len patted the couch beside him so I
resumed my position.  Only this time, I curled my legs up so they weren't
resting in Jeff's lap.  Len had long been letting me sip his drinks. He
thought (and my mother agreed with him on this) that alcohol shouldn't be a
mysterious substance only heard about and never tasted.  Tonight was no
exception.  As Len started on his second drink, he started letting me sip
it too.  Every time he'd take a drink, he give me one.  It didn't take long
before I was starting to relax and enjoy the movie again, my earlier fright
forgotten.  I didn't even tense up when Jeff reached over, grabbed my legs
and firmly pulled them over his lap again.  I briefly noticed his cock was
still as hard as a rock, but the alcohol, combined with my desire to see
the movie, served to push that knowledge to the background.

Jeff and Len finished their drinks and I volunteered to get them more.
When I got back, I plopped back onto the couch with no coaching.  My head
was in Len's lap and my feet in Jeff's.  Several more times, I had to get
up: To get some chips, get more drinks, I even had to use the john again.
Once, when I laid down again, I pulled a switch.  I put my head in Jeff's
lap and my feet in Len's.  Jeff was far more generous with his drink than
Len, and I ended up drinking most of it for him.  When I got back from
fixing Jeff another drink, I resumed my original orientation (head-Len,
feet-Jeff).  I enjoyed the look of "utter despair" Jeff gave me.  It became
a game.  If one would "displease me" I'd put my head in the other's lap.  I
really enjoyed Len's lap better.  Jeff had that monster between his legs
and I couldn't get situated around it, although he seemed to like it when I
tried.

Finally, with about 20 minutes left of the movie, we all settled down and
watched it end.  I was totally unprepared for what happened next!

As soon as the credits started, Len turned on the couch and used both hands
to hold me down while Jeff started tickling me!  Being tickled was nothing
new between Len and I.  However, this was different.  Jeff was doing the
tickling and I couldn't do anything about it.  Len was holding me down, and
even though I tried as hard as I could, I couldn't get away.  Jeff's
fingers were very skillful and it didn't take long before I was gasping for
breath and begging for them to stop between fits of laughter.

My head was still in Len's lap, but Jeff had moved between my legs.  His
fingers seemed to be everywhere.  I felt him attack my ribs, my knees and
my feet!  He even tickled me between my legs, a place Len had never
attacked.  That particular spot completely took me by surprise and I
exploded into new fits of laughter!

I don't know if it was the alcohol, the rough housing, the tickling, or the
scent from Len's crotch, but I got an erection so hard it actually hurt!
Of course, Len noticed and quickly pointed out the fact to Jeff.  Before I
knew it, Jeff had removed my shorts and working together, he and Len had me
stripped completely.

Jeff resumed his "tickle attack" and I resumed squirming and trying to get
away.  Only this time, Jeff paid special attention to my nipples and my
balls.  His light touches would cause me to gasp in pleasure and then I'd
grunt in shock as he tickled me somewhere.  My mind was flooded with
sensations.  I lost touch with reality as my body was assaulted with
pleasurable sensations.

They must have tickled me for 45 minutes before I started begging.

"P-p-p-p-pl-lease!" I managed to gasp between breaths.

Len countered with "Please what?"

My dick was so hard it hurt and Jeff's constant attention to it while
tickling me had brought me to the boarder of orgasm too many times to
count.  One the one hand, I didn't want the pleasure to stop.  On the
other, the tickling was driving me crazy.  My brain was in a lust fog.  All
I could think about was achieving my long delayed orgasm.  I moaned
"Please!" again and thrust my hips up and down.

Len nodded at Jeff and said "How much is it worth to you?"

"Anything.  I'll do anything you want.  PLEASE!" I begged.

Jeff concentrated both his hands on my cock and balls and within seconds, I
was erupting in the most glorious and intense orgasm of my life.  The first
spurt went over my head and landed on Len's face.  The rest covered my face
and torso with my young cum.  It seemed like it went on forever!  I could
feel Jeff's hand working my cock throughout.  I could also feel him slip
several fingers up my ass.  Just as I thought I was finished, Jeff pressed
on my prostate and I exploded again!

As I was drifting in that totally relaxed, near sleep state that follows a
really good orgasm, I felt Len lean down and heard him whisper in my ear "I
hope you enjoyed that because tomorrow you're going to have to keep your
promise to Jeff and I"

Without opening my eyes, I managed to get "huh?" our of my mouth.

"You promised us anything and we mean to collect.  Go to sleep.  Tomorrow
will be a long day" Len said gently.

I felt him pick me up and carry me to the bedroom.  As my mind sought
refuge in the safety of sleep, I wondered, what were those two cooking up
and could it be any better than tonight?

----------------------------------------------------

Next up... the next day...

If you enjoyed this story, please e-mail me at cn1458@coastalnet.com.  As
always, comments, and suggestions are welcome and will get you a reply.
Flames will be deleted.

If you enjoyed this story and want to read more about my life, let me know.
I still haven't told you about my experiences with: Jeff after Len got out,
my grandfather, my uncle, my other uncle, the high school principal, and
more...