Date: Tue, 6 Apr 2010 01:06:28 -0700 (PDT)
From: Chuck Hughes <k56gh76@yahoo.com>
Subject: Learning to please - part 5

This is a true story; If you are not 21 or over do not go any further.  If
you do not like man on man sex go no further.

As we stood, Howard tied his bathrobe about himself and took my elbow,
maneuvering me over to the couch.  Without the slip on I felt the cool air
along the opening to my crotch and backside.  Howard deftly slipped a hand
down between my cheeks and gave me a firm squeeze as he motioned me toward
the couch.  He asked if I wanted something to drink & I said yes to some
more juice.  As I sat there, I wiggled from left to right and flexed my ass
to see if my hole still felt slick.  It seemed to have tightened up and I
figured that I needed to re-lube it.

Howard came back with my drink and we sat for a while and talked about the
wild sex we had just enjoyed.

"So by the way," he ventured "I noticed that you haven't cum yet - did you
want to go masturbate before we move on to more exciting things?"

I immediately noticed two things.  First - he distinctly wasn't offering to
participate - If I did it, it would be by myself.  Second, although I was
extremely turned on and flushed with desire throughout the day, my cock was
never at raging hard-on level.  It fluctuated between slightly thickened to
shrivelled and shrunken.

I told him "Well, no, not really...I mean I'm really enjoying myself, but I
just don't think I need to do that..."

"Hey, it's cool baby..." he grinned, rubbing my neck.

"But if you don't mind..." I continued, "I would like, um, a little privacy
beforehand to, um you know, clean up and get myself ready..."

"Oh, sure - of course...after you finish your drink, why don't you head
back to your room?  You'll find some lube in the nightstand you can
use...I'll come back and join you in a few minutes."

There it was: I was minutes away from getting a cock in my ass.  I gulped
my drink and tried to remain calm, smiling a little.  He leaned over, gave
me a kiss and told me "Better hurry up or I may bend you over and take you
right here...".

I stood and slowly walked down the hall, wobbling on my heels.  Inside the
room I found the lube - a new box - opened it and set it on the nightstand.
I kicked off my keels, pulled off the panties and walked into the bathroom
with the banana, a new condom and the lube I had brought with me.  Not
wasting any time I squatted and pushed 3 lubed fingers into my hole and
started prepping my bottom.  A minute later, I had the condom on the banana
and it was deep inside of me.  Comfortable with that amount of preparation,
I wiped my bottom clean, applied extra lube to my ass lips and washed my
hands.  Seeing myself in the mirror, I realized that I needed to redo my
lipstick - and then I gave myself a few more spritzes of the cologne.

I went back to the bedroom, slipped on my panties and folded back the
comforter and top sheet on the bed.  As a last minute thought, I ran to the
bathroom and came back with a clean bath towel which I laid in the center
of the bed.  A small hand towel I placed on one of the pillows...just in
case.

I got onto the bed and kneeled facing the open door, and sat back -
waiting.  I realized that I was glad to be out the heels as my feet were
sore and I rubbed them briefly.  My heart was racing fast as I sat there,
but then it doubled in speed as I heard Howard moving down the hall.

He stood in the doorway and looked me over.  "I hope you're ready for
this...'cause I need to feel my cock deep in your pussy baby" he said
quietly.

"Yes, I think I'm ready...I'm ready for you baby" I said.

He slipped off his robe and let it drop to the floor.  He reached down and
took hold of his thick shaft and gave it a menacing shake "You're about to
find out why women love to be pounded by a big cock - you sure you want
this?"

"Yes" I said, holding out a hand "Come on, don't make me beg for it" I
gushed.

He laughed and walked to the edge of the bed, taking my hand and pulling me
up to him, giving me a kiss as he squeezed me tightly.  As I kneeled at the
edge of the bed hugging him, his strong body squeezed against me and I felt
so small.  We slipped into deep hot tongue kisses and his his hands held me
tightly.  His belly was pressed against me and I felt his thickening cock
coming to life and bouncing against me.  One hand held the back of my neck
as our tongues played.  His other hand found the opening in the body
stocking at the small of my back and slowly eased down, under my pantie,
taking my ass in his hand.  His middle finger naturally slipped between my
cheeks and landed right at my rosebud.  I felt his grip grow tighter as his
other fingers started to force themselves between my cheeks.  His finger
was gently probing and immediately pushing into me.  Somehow, reflexively I
squeeze shut and pulled back, every so slightly.  His reaction
 was immediate - his strong arms crushed me back against him as his finger
pushed deeper.  He pulled his face back and looked down at me, grinning.
As his finger entered the slightest bit I gasped, being up on my knees like
this was an usual position and it all felt much tighter than I thought a
finger would.  My heart was pounding because he had such control over me,
actual physical control - I knew I couldn't resist.  And, I knew I didn't
want to resist - I wanted this to happen.

He laughed lightly, smiling, seeming to enjoy my awkwardness.  He looked
into my eyes and assured me "Just relax baby, it's gonna be fine - I've
done this before, the first time is always a little weird, but you'll get
used to it.  You know you want to feel cock in you and this is the way it
happens - just relax and give into me," he said.  I pressed my face against
his neck, wanting to surrender but also wanting to hide my face which was
flushed with embarrassment.  He was right, I wanted to feel cock in me, I
was there specifically to get fucked and I wanted him to do it to me.

"Shhhh, that's a girl, just relax" he soothed as his finger backed away
from my hole.  "Spread your legs a little, that's it, now lean back a bit"
he said as he loosened his grip on my torso, allowing me arch my back,
pushing my butt out slightly.  His finger was quickly pressing against me
as he whispered into my ear "Just push out a little with your pussy".  The
puckering of my hole made his entry easy and his finger slipped right in to
full depth as held held me, rocking his hand slightly.  He started moving
it in and out and I felt myself relaxing and moving with the motion.

He moved his face to look down at me, grinning once again.  "There, that
wasn't soo bad, was it?".  I blushed back and smiled as he kissed me.

His finger was now actively rolling, stretching me open.  "Here, let's take
these off" he said tugging at my panties.  I sat to the side and he helped
slip the panties off my legs and dropped them on the floor.  "Stay right
here" he said, as I reclined across the end of the bed.

He left me and walked around to the side of the bed, wiping his hand off on
the hand towel I had placed there.  He picked up the lube and squeezed a
good amount into his hand.  As he walked back I took a moment to glance
down and was relieved to see that my small cock was soft and just a slight
bulge hidden in the material of my fishnet bodystocking.  Self consciously
I closed my knees to hide this.

"Let's make sure you're good and ready, ok?"  He asked.  I nodded yes up to
him as he positioned me across the end of the bed, on my knees.  He gently
pushed my head down, leaving my ass high in the air.  "That's a girl...open
for me" he said as he moved my legs to spread me open.  His one dry hand
was rubbing my ass cheek very gently as his other hand came up and started
playing with the rim of my hole.  He bent down and nibbled at my ear as
this was going on.  "You smell so good baby, that perfume you chose is
really nice, thank you for looking so good for me" he whispered into my
ear.

His dry hand traced a trail down my back and landed on my hip as his he
moved his face down to my behind.  I knew he was intently watching my
'pussy' respond to his ticking and probing and it caused a tingly feeling
in my stomach.  I felt his lips make a slow, wet kiss on one butt cheek and
then the other.  I felt his grip on my hip tighten as he abruptly started
to work two fingers into my bottom.  I felt myself wiggle and squirm a
little - wanting to slow the pace of things - but his grip tightened on my
body and he continued with his entry.  "Shhh, don't fight it" he whispered
"You know this hot ass needs to be fucked, so let me get you ready".

I tried to relax and just let it happen and he quickly was working two and
three of his thick fingers into me. I was starting to enjoy the feeling,
the motion, when he stopped and switched to having both hands kneed my
cheeks, with his thumbs opening me further.  He stopped and my bottom felt
empty and I wanted more.  I rocked back and pushed my 'pussy' hole out and
let out a soft whimper, hoping that he'd know I wanted him to continue.

He stroked the small of my back but his voice was deep, almost menacing
when he said "Yeah, I know what you need, you need to get pounded like a
whore, don't you baby?".

He came around and rolled me over so I could look up at him.  His cock was
at full erection and he had a gleam of lust in his eyes which was a little
frightening.  I lifted myself up to lean on one elbow as I gently cupped
his nuts in my small hand.  Hoping to lighten the mood I said with a soft,
demure voice "You know I want to please you Howard, I came here to learn,
and, and I know you need to shoot your load, and, and...come on honey,
don't make me beg for it".

He grinned down at me as he picked up the hand towel and started to wipe
his hands with it.  He threw the towel over me onto the bed and took hold
of his cock.  He gripped it tightly as precum rose from the slit.  With one
finger he wiped a smear of the precum and lifted it to my face.

"Lick it" he demanded.

Obediently I opened my mouth, stuck out my tongue and reflexively close my
eyes, taking his finger into my mouth, sucking.  I opened my eyes as he
groaned with anticipation, withdrew his finger and cupped my face.  "You're
so hot baby...why don't you get up in the middle of the bed and make room
for me to join you?"

I eagerly scooted up onto the bed and fluffed together some pillows to lay
down on. I laid down on my back, keeping my knees together but bent and
feet spread apart, like I had seen women do in Penthouse magazine.

He smiled and picked up the lube again, squeezing a large amount into his
palm and applied it to his cock.  He wiped his hand off and threw the towel
up to the pillow by my head.  I watched him nervously as he climbed onto
the bed at the foot and approached me on his knees, with his erect cock
straining straight out.  I took a moment to enjoy the sight of his massive
hairy body, his wide belly, and his huge thick cock.  I was trembling and
panting in anticipation of being under the man, feeling him enter me and
taking his seed - pleasing him - giving him relief.

"Oh baby, you look so good to me, I need you soo bad" I heard myself
whisper.

As he approached I opened my knees, spread my legs and shifted my weight
down to slightly lift my feet off the bed, allowing him an opening to
embrace me.

He stopped before me and ran his hands down my smooth legs to the ankles,
lightly tickling my feet (I giggled) and back up my legs, to my inner
thighs, across my stomach and up to my chest where he massaged my breasts
through the fishnet material.  I closed my eyes and enjoyed his touching.
His thumb and forefingers expertly plucked at my nipples and sent shivers
through my body.

As he played with me I felt him inching his body closer and soon my feet
were resting on his thighs.  He stopped playing and let his hands trail
away.  As I opened my eyes he was hovering right over me with a needy,
lustful look.  I glanced down and saw his thick cock and was terrified -
shocked that somehow it seems much larger than any banana or cucumber I had
used.  I reached up and placed my hands on his chest, slowly moving them
around to gently stroke his biceps, hoping to impart a last reminder to be
gentle with me.

His hands came down to cup my ass.  "You need to roll over, doggie style"
he grunted.

I was a little confused, clouded and he smirked "You're not read to be
fucked like a woman yet...I don't want you pushing me off, now get that hot
ass up here bitch so I can make you mine".

"Yes honey, ok..." I started to say but he was already using his hands to
flip me over.  I collapsed in front of him and he roughly laughed and
patted my behind teasing "Get up there bitch, you know you want it".

"That's a girl, show me you want to please your man" he continued as I
crawled into position in front of him on my hands and knees.  I was
humiliated and horny and my head was spinning.  He had one hand on the
small of my back, pushing me down into a squat.  the other hand was under
my bottom, a finger probing my rosebud.  "Squeeze it baby, work that pussy"
he said as I tried to comply by flexing my bottom, pushing out and
spreading myself open for him.  He moved his body in closer and in between
my legs - his thighs were pressed up against the backs of mine.

He now had both hands on my hips, holding my firmly.  I felt his cockhead
pressing against my bottom and I tried to shift left and right to provide a
little wiggle room for it.  Howard held me firmly and slowly but steadily
pushed forward a bit, then eased back.  At one point the head started to
move in, but there was pain and I started to pull away, lifting a hand up
in a gesture asking for him to stop.  He stopped, but held me firm,
slightly impaled on his cock.

"Baby, there's no time outs in this game" he laughed meanly at me.  "I need
to sink this cock into you, and you know that you need it in you.  Look at
you" he continued "makeup, women's clothes, high heel shoes...shit, you
need this as much as I do so don't make me force you" he said with a slight
thrust of his hips that made me wince.

"Come on now, the first time is always tough on the girl...but I need
this...you owe me baby.  I think I've been very good to you, you can't hold
out on me 'cause I got a big dick.  Let me love you baby" he said bouncing
slightly against me.

He was right of course.  I did want it and somehow I did owe him, or I
wanted to think that I owed this to him.  I had fantasized about taking
cock - big cock - his big cock - into my bottom.  I had come this far...

"If you want to leave, I'll call you a cab and you can go back to college
dressed like a girl if you want..." he chided "or you can help us both feel
good and get what we need".

I looked back and my long legs and thought how beautiful they looked in the
bodysuit and how horny he must be.  At this point his hands were playing
with my nipples and I was feeling very sexy.  I withered under his gentle
touch, I neede a man to make love to me.

"Now, how about you drop you hand like a good woman and let me take care of
this...trust me baby, you're gonna like it...".

"You're right baby, I'm sorry I just...you know...it is a little
painful..."

"How about I get some more lube, ok?" he asked.

I dropped my hand and nodded yes, I was too embarrassed to look at him.

He got up and came back from the bathroom with a thick layer of lube on his
cock.  He climbed on the bed and got in position behind me.  As he wiggled
in he lifted my body up so I was kneeling, leaning back against him.  He
produced a small bottle which he said was a popper for me to inhale.  I had
no experience with anything like that he simply held a hand on my should
and told me it would be alright, it helps women comfortable with large
cocks.  He told me it would be ok and to trust him...he didn't want to hurt
me and wanted this to be good for both of us.

As a gently reminder he started working the head of his cock back under my
bottom.  Feeling a little desperate I consented and he instructed me to let
out all my air and take a deep breath through one nostril while I held the
other closed.  He held the bottle to my nose as I breathed it in I and he
gently held me and whispered to me "Yeah, that's it, more more more, good
girl...breathe out...ok one more time, more more yeah baby that's good."

The drug flooded my mind and I was instantly very drowsy, dopey but also
very awake.  His hands rubbed up and down on me as I leaned back against
him.  I was dizzy and felt him nibbling my ear and kissing me.  It was
delightful, electric.

He was pushing up with his cock, trying to have me sit on it.  I knew this
position must be uncomfortable for a man of his size so I leaned forward
again, on my hands and knees exposing my ass to him.  He was on top of me
immediately, one hand on a hip, the other on my shoulder.  Through the fog
of the drug I felt the pressure and some muted discomfort as he tried to
force his cock into me.  He said "You're ass is so hot you must be burning
to feel my cock in you".

"Yes" I moaned out loud, he was so right, I needed that cock in me, I was
burning and needed to be filled.  I leaned forward and grabbed a pillow to
hug, dropping my body down.  This allowed my spinning head to rest, kept my
ass up high for him.  In my heart I knew this was the right way to let him
have me.

"Goood, baby...that's the way you need it right?" he laughed

"Ummm yes baby"

"Are you sure you're enjoying this, do you really want to get fucked,
because I can stop it if you want" he laughed as he bucked his hips, poking
his cockhead into my hole but not yet fully penetrating.

"Please baby, don't laugh at me, you know I need you in me" I moaned.

He stopped laughing and shifted his position a little, using both hands to
plant me firmly in place.  He started to push in earnest and was grunting
with exertion.  I felt a 'pop' as his cockhead penetrated my bottom.  He
froze and then I gasped as he continued to push in.  He withdrew and
started again and kept at it getting a little further with each thrust.
Once again I was aware of some pain and discomfort, but it was not terrible
and I really felt great.

He stopped and I looked back over my shoulder.  had I been a few years
wiser I would have known not to say what I said - "Are you done honey?"

He laughed, a big laugh that had his belly shaking as he lightly slapped my
ass "No, I am far from done with your sexy ass.  We need to change
positions now so I can sink my cock all the way, now that we have you
loosened up".

He pulled out and let me sit up for a moment.  I was pleased to notice that
there wasn't any blood or obvious filth from my bottom on his cock or on
the bed.  As he lubed his cock I held my hand out for him to squeeze a
little into mine, so he wouldn't have to touch my hole.  This also gave me
a chance to feel what was going on down there.  I was happy to find out
that that everything felt moist and a little puffy.

Howard noticed what I was doing and came over and said gently "Hey, is
everything alright?" placing a hand on my shoulder.

"Yes, I'm fine...thanks..."

"Because I don't want to hurt you" he said sounding genuinely concerned.

I smiled, "No - everything is great, this is good"

Howard tickled my ear "Because you really are beautiful and I am so glad
you came over today"

He started to stroke one of my breasts as he offered me the bottle again.
"Take a little more" he smiled "Because you're going to be taking a lot
more of this" he said tauntingly as he shook his cock.

I took two more deep breaths of the vapor as Howard encouraged me.  Howard
piled a few pillows up in the middle of the bed for me.  "Same as before"
he ordered but this way there's no weight on your knees".

My head was spinning again so I was glad to lay down and let Howard
position me the way he wanted.  This time he climbed on top of me and I
felt his whole body weight pin me in place.  At his instruction I reached
my hands back and pulled my butt cheeks apart to help him guide his cock
in.  With a little shifting around in a moment his head was pressing at my
ring and had popped in.  He stopped and whispered in my ear to ask if I was
ok?

"Yes baby this is what I came here for - be my man"

Without a moments hesitation he gripped my body and started to press
slowly, firmly, continuously into me.  I felt my body quiver and I held his
hands against me, willing him to take me.  The drug fogged my brain but I
felt the burning sensation as his cock pressed deeply into me.  He came to
a rest and a was surprised to hear my voice whimpering in what could have
been pain or ecstasy.  He stroked my neck "That's it baby, that's my full
length".  He withdrew with a long slow motion, and repeated his entry.  He
started rocking back and forth, letting his hands come down to grip my
ankles as he picked up the tempo and started thrusting away.

As the pounding knocked the air out of my lungs I gasped "take me, take me"
as I felt beautiful sensations wash through my body.

Howard continued his thrusting with amazing strength and motion.  His hot
sweaty body pressed against me and he wheezed as he kissed my neck.  After
a few long minutes, Howard stopped and flipped me off the pile of pillows
and onto my back with a twist of my ankles.  Pausing as he knelt before me,
he let go of my ankles.

Without a word I spread my legs for him and leaned back, lifting my feet,
knowing what he needed.

Howard caught his breath as he scooted in closer, he huge cock glistening,
veiny and red.

"Hold the headboard and don't run away, I'm not finished with you yet" he
commanded.

Not comprehending what he meant I reached back and placed my hands on the
padded headboard as he mounted me and started thrusting again.  As he
worked his massive hips against me he held me down by my arms, kissing me,
taking delight in my enjoying the ride.

His face changed and became serious.  His pumping changed and he started
going for longer deeper thrusts that just folded my body in half under his
weight.  He grinned wickedly down at me and said "Now it's time for you to
earn those high heel shoes baby" He was grunting and wheezing and thrusting
wildly and I knew he was cumming.  Cumming in me.

He came to a stop, breathing heavily, smiling down at me.  I was also out
of breath - his thrusting had once again knocked the wind out of me.
"Thank you...thank you Howard" I gasped.  It was uncomfortable for me with
all of his weight on top of me and my legs flailing out to the sides of him
- pinned.  He got up and slowly withdrew his cock from me, rolled me onto
my side, laid behind me, and slid his cock back into me, holding my back
against his chest.  It was very relaxing as we laid there and caught our
breath.  Offhandedly I was amazed at how easily he had re-entered me just
now.

Howard's cock was still thick and full inside me as we rested.

 End Part 5