Date: Thu, 13 Jan 2011 20:51:04 -0800 (PST)
From: Chuck Hughes <k56gh76@yahoo.com>
Subject: Learning to Please - Part 9

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.



"If you say so Howard...I trust you".

We heard the elevator doors and Howard turned to the door saying over his
shoulder "OK, go fix your makeup and hair and come on out, I'll get the door".

I pranced quickly down the hallway, mostly on tippytoes to my room and closed
the door behind me.

I sat on the foot of the bed, knees together, staring at the door.  This was an
unexpected turn.  I heard the doorbell, the door open, and the murmur of the two
men greeting.

Sure, I trusted Howard...but not like this, who was I fooling - I was worried.
As I sat there my stomach churned and I felt sick.  Well I could change quickly
and go home, run right out the door, maybe even avoid a confrontation - just run
and never look back.  Or it could create a scene.  Uugh.

I was worried, but not 'a lot' worried.  Hell, he's one guy and a tri-state area
of millions of people.  The chance of him knowing me is practically zero.  My
engineering mind tried the math: the chance of him knowing me, very low; the
chance of him knowing me and recognizing me in this outfit, very low; the chance
of him knowing me, recognizing me, and wanting to betray both Howard and me by
telling someone else...seemed kinda low.  I guessed that if this was a cocktail
party with 50 or 100 people, it'd be different, but one friend over for an hour
might not be too bad.

And to be honest, I was a little interested to see the reaction of another man.
I know Howard thought I was hot, and I did too, but how would a hetero guy see
me?

OK, well I knew I couldn't sit there all day so I made up my mind to go with it
for the time being.  I went into the bathroom to look at myself.  Fresh
lipstick, wig adjustment, a little primping and preening and I was ready.  I
stopped in the bedroom and looked at myself in the full length mirror.  The
cheetah pumps, the tight black pants, the sexy blouse, the lipstick and
wig...and thin body...I was hot!

Good, that's the confidence I needed.  Trying to channel my inner Kelly Lebrock,
I opened the door and stepped into the hallway.  I took slow, deliberate steps -
short stride, swinging my hips a little and walked into the living room.  Both
men stopped talking and stood up as I entered the room.  Howard's friend was
smiling with wide eyes.  I resisted the urge to walk right over and shake his
hand, choosing instead to stop and stand there with my feet together, hands
folded in front of me, as they both took me in.

"Howard, aren't you going to introduce us?"

"Yes baby - Tommy, this is my friend Christine."

I walked forward slowly to him as he smiled and extended his hand, which I shook
demurely, with a nice smile.  Howard spoke up "It's OK to give Tommy a little
kiss, his wife won't mind and neither will he".

Awkwardly, both Tommy and I smiled again...and I moved in closer and brushed my
pouty lips against his cheek.  He reddened and said "Oh, thank you!".

I walked over to Howard and slipped in next to him, his arm around me on my
hip.  Howard beamed and said "Don't worry honey, I told Tommy all about us...and
you, there's no secrets here".

Tommy looked uncomfortable, like the 3rd wheel.  He was also in his 40's, but
very different from Howard.  He seemed about my height (while I was in heels),
was thin & almost frail.  His face was pointed, clean shaven, with wire rim
glasses.  His hair was a mop of dirty brown hair, vaguely parted on the side and
he wore a flat fronted grey slacks, a white button down shirt and a blue sport
coat with patch pockets.  A faded preppy.  This was no high priced lawyer or
Wall Street Master of the Universe, from my reckoning.  School teacher, maybe
professor I mused.

Tommy started "Yes, well, Howard has told me so much about you...perhaps not
'everything'" he laughed "but enough to know that you two, are,...are happy
together, and that's good".

"And after all my bragging I wanted to have Tommy come see for himself how good
looking you really are" Howard said, patting my behind.

We all laughed a bit and Howard deftly followed that by inviting Tommy to sit
and relax with him while they turned on the game.  As they moved to their seats
Howard asked me to help with the drinks.

"Yes, of course - what would you like Tommy?"

"Do you have any beer?"

I shrugged and Howard had to answer "Yes, I have some bottles of Stella in the
back of the 'fridge - bring us both one hon, and some chips or something, OK?"

"Yes dear" and I left the room knowing that they were both looking at me...or at
least my ass...over their shoulders.

In the kitchen I found the beer, the bottle opener, a new bag of chips and a
serving bowl.  I filled the bowl with the chips, removed the bottle caps and
placed everything on a tray with a few napkins.  I carefully lifter the tray and
walked into the living room, setting it down on the coffee table and handing the
men their beers, which they thanked me for.  I recovered the tray and went back
to the kitchen.

I leaned back against the counter and caught my breath.  Whew!  That was OK.
Meeting Howard's friend was cool, no problem.  I thought that I should join
them, so I found a can of coke in the refrigerator, a tall glass and walked out
to the tea cart.  I found a bottle of rum and splashed it into my glass with the
coke, adding a few ice cubes from the bucket.

The guys were already transfixed on the game, so I unobtrusively took my seat
next to Howard on the long couch.  I sat there on the edge of the seat with my
back straight and knees together, sipping my drink and watching the game,
wanting very much to look like a beautiful woman for Howard and his friend.  I
really didn't follow the game much, I wasn't interested in it.  The guys talked
back and forth and switched channels between 3 different games.  When they
needed more beer I brought it and refreshed my own drink as well.  Somehow it
all seemed very normal.

When Tommy got up to use the bathroom, Howard turned to me and took me in his
arms, kissing me.  "I'm proud of you honey, you look fantastic and you're really
acting perfectly".

I was happy and in his arms with my head on his shoulder when Tommy re-entered
the room.  "Look at you two love birds" he quipped, adding "of course, if Alice
and I could be like that once in a while it'd be nice".  Apparently things
weren't so well with Tommy & Alice.  It was an uncomfortable comment that hung
in the air, until Howard asked me to bring out some more drinks.

I was well into my third rum and coke and the men were into their fourth beer,
enjoying the game.  They cheered and yelled together and I was tipsy and happy,
just hanging out with Howard and his friend.  There was a difference though.
Howard and I were happy, and getting a little silly, whereas Tommy seemed to
becoming reticent.  The 3rd wheel probably felt a little lonely, or sad.

The intercom buzzed and Howard got up, I heard:

"Hello Mr. Weiss, there is a pizza delivery here for you"
"Thanks George, we'll be down for it in a minute".

Howard walked over to me digging out two twenties from his wallet and asked me
to be a dear and go pickup the pizza downstairs.  I giggled and laughed, he
couldn't be serious.

"Come on honey, please - it's building policy not to let deliveries in here, you
have to pick it up in the lobby, and I'm here with Tommy, I don't want to miss
the game".

It was a compelling argument, but even through my buzz I was able to remember
that I was dressed like a girl and probably shouldn't.  I started to protest but
Howard pulled me to my feet and walked me out the door.  I didn't resist too
much, he was stronger than me and I didn't want to make a scene.  "'You'll be
fine, five minutes, let's go".

The door closed and I was standing in the hallway.  I took a deep breath and
strutted to the elevator, praying that no one would join me.  In the lobby, I
thought I'd have a heart attack.  Both George, the doorman, and the delivery guy
gawked and outright leered as I walked over.  I was scared and hoping it didn't
show as I approached them.  "You have a delivery for 309?" I asked, trying hard
to keep my voice as soft and feminine as possible.

"Yes, that'll be $22.50" he answered.  I gave him the full forty and told him to
keep the change.  I smiled, pivotted and strutted to the elevator.  As I left he
gave a long whistle and said slowly "That is a...might...fine...tip you gave me
lady".  I smiled and wondered if he actually thought I was a female or if he was
just joking around.

Howard answered the door smiling, and as I walked past the living room on my way
into the kitchen, I saw they had the game off and a black and white movie
playing...and looked closely, it was the lobby of the building.  They had
watched me pay for the pizza on the building's closed circuit TV.  "It looked
like they really liked you" Tommy said and the two of them laughed.

I served the pizza and brought them more beer as they switched back to the
game.  Howard stood and excused us, and asked me to join him for a moment.  I
followed him down the hallway and into his bedroom.  As he partially closed the
door I noticed that his room was clean and the bed was made up.  He pulled me
into a big hug, grabbing my ass with both hands and pulling me tight against his
crotch.  He kissed me as he rubbed is crotch against me.  "Oh, I've been wanting
to do that all night...couldn't wait to get alone with you.  I needed to get my
hands on that hot ass of yours, you've been flaunting it around in the high
heels like such a little tease."

I giggled and rubbed against him.  "Can you stay over tonight?  I think we're
going to be up late and it would really mean a lot to me if you stayed over with
me.  If Tommy is too drunk he can sleep in your room, and you could sleep here
with me".

I was thrilled.  I wanted to spend the whole night with him, in his bed.  Waking
up with him.

"Yes, I'd like that Howard".

"Good, well let's get this party started", he said as he reached over to the
nightstand.  He produced a small glass bottle that I remembered he called a
popper.  He opened it and placed it under my nose telling me "You remember how,
hold one nostril closed and take a few deep whiffs".

I did as I was told.  The vapors flooded my brain and I was instantly cold and
dizzy.  He held me in his arms to keep me from collapsing.  "Yes, that's a good
girl, here get some more".

When I was done I sat on the bed leaning against him, feeling my heart pound.
His kisses on my neck were electrifying and the most sensuous thing I had ever
felt in my life.  His hand reached up and started to squeeze at a nipple.  I was
starting to feel very horny.  He trailed his tongue up my neck and whispered in
my ear "That hot little bottom of yours must really need some cock tonight,
huh?"

"Yes baby" I moaned.

"Good baby, because my friend out there needs to get laid badly and I told him
you'd help him out".

I sat back and looked at Howard, trying to focus, trying to think.  He
interrupted my thoughts "Come on now, you are absolutely gorgeous in that
outfit, he needs you so bad, why be such a tease when you know you can help him
out...that I want you to help him out?"

"You...want me to?"

"Yes, I want you to invite him back to your room and make love to him, let him
make love to you, give him a fantasy come true.  Here, take some more now".

A few more sniffs and his touching and talking had me horny and wanting sex very
badly.  Yes, if he wanted me to, I would do it.

We got up and walked back to the living room.  I was dizzy and clung to Howard
as we walked.  Howard deposited me in the love-seat next to Tommy as he took his
seat on the couch.  I crossed my legs and leaned over to look at Tommy, putting
and elbow up on the backrest.  He looked at me staring at him and we smiled.
"Are you having a good time Tommy?"

"Yes, you guys have been great".

I felt and intense desire in my bottom for sex, I wanted to get pounded, badly.
"That's good, we want you to have a good time.  If there's anything you need,
you let me know" I said, moving my hand to the back of his neck, touching his
ear.

He looked uncomfortable, so I stopped.  Howard lowered the volume on the TV and
leaned toward us.  "Hey Tommy, it's OK, you help yourself to anything of mine."
He stood walked past us saying 'I need to go out for some beer...I'll be back in
about an hour, have fun".  Wide eyed I watched as Howard left the apartment.

Tommy sat frozen staring straight ahead.  I placed my one hand back on his neck,
the other on his thigh, gently stroking, uncrossed my legs and scooted a little
closer.  I cooed in his ear "Just the two of us Tommy...and I don't like
football...".

He locked eyes with me and looked needy and scared and I so wanted to comfort
him.  His head dropped and his shoulders slumped.  I put my arm around him and
pulled him to me, patting him softly "It's OK Tommy, it's just us now".

His arms and hands were clumsy as he held me back...running a hand up my blouse
"I want, I want..." he sighed.

"You heard Howard, anything you want..." as I lifted his chin and placed a soft
kiss on his lips.  He looked into my eyes and stroked the skin on my face.

I stood and held my hand down to him, "Please, come with me".

He followed me, holding hands, to my bedroom.  When we entered he quickly closed
the door and pushed me against it, squeezing his body against mine, thrusting
his groin against me and smothered me with a kiss.  He held my hands at my sides
by my wrists as he kissed and licked me forcefully.  He looked at me, eyes
bulging - frantic, needy.  "I hope your done teasing me and playing games little
miss tight pants" he said with a menacing tone.


"It's OK baby, I'll be good for you" I whimpered starting to feel genuinely
scared.

"Good, get over there...face the wall and take off those pants" he demanded.

I walked over to the low dresser and held onto it as I slipped out of my shoes
and removed my pants, dropping them on the floor, keeping my back to him as
instructed.

"Underwear too" he grunted.

Terrified I slipped the panties down and stepped out of them.

"Put your shoes back on so I can really see how good that ass of yours looks."

"Oh that is nice.  Hands on the dresser"

He walked up behind me and grabbed me by the belt I was wearing, tugging my body
back and pushing my torso down.

"That's it, bend over nicely for me"

He ran hands over my asscheeks and told me to spread my legs.  I did as I was
told.  I sensed him kneeling down, felt him spread my cheeks and felt his warm
tongue immediately on my rosebud, probing to enter it, licking outside it.  I
closed my eyes and was happy, it was fantastic and I heard myself moaning.

After a few wonderful minutes he stopped and stood behind me, pulling me into a
hug from behind.  "Thank you" I murmured as his hands roamed my breasts.

"I did that for me, that bitch of a wife I have won't let me do anything like
that with her, so I'm going to do it to you".

I was burning with lust as his hands manipulated my body, a hand was running
along the crack of my behind, spreading, probing.

"There's something else my wife doesn't like that I'm going to get from you" he
growled.

"It's OK baby, you can do it to me, I won't say no, I, I like it"

He had two fingers working their way into my bottom and I was pushing and
pulling with my bottom muscles to help draw them in.

"Yes you hot bitch, I feel how bad you need it, Howard told me about that, you
tease...well, we're done teasing your going to get my cock where it belongs"

"Yes, please, please"

He dropped his hands and yanked me into an upright position and smacked my bare
butt a little too roughly for my liking and said told me to find him some lube
quickly.  I went to the nightstand and retrieved the box of condoms and the
lube, and walked back to him, with one hand cupping my small nuts and cock so he
would have to see them.

He was undressing and I stood before him, somewhat dumbly, not wanting to do the
wrong thing, not wanting to get hit again.

He undressed quickly, leaving his dress shirt and socks on.  As he slipped off
his white underwear briefs, his erect cock stood out from his body.  It was
beautiful, thin, about 5 or 6 inches long, with a pronounced curve.  My heart
thumped and my bottom was twitching.  I wanted to feel that in me soo bad right
now, I was actually panting.

"Nice girl" he smirked, yanking the box of condoms out of my hand and tossing
them on the floor.  The lube he snatched and held in his hand, grabbing my elbow
with the other and turning me toward the dresser.  "In position bitch".

He grabbed the belt and pushed me in closer this time, resting my elbows and
forearms on the dresser.  I felt him cramming a handful of lube into my crack
and knew he was also stroking his cock with it getting ready to fuck me.

"Please Tommy...this is cool...I won't be a problem" I hurried "but please use a
rubber on me".

Wham! Wham! Wham! Wham! "Enough outta you!" he slapped is palm forcefully into
my rump, practically lifting me out of my shoes each time.

He grabbed me tightly from behind so I couldn't move, his mouth against my neck,
his rigid cock pressing into my crack lengthwise.  "You fucking tease, strutting
around in your tight pants, waiving this hot ass around, taunting me, 'Oh we're
all alone now' you said, fucking tease, 'Anything you want' lying bitch...it's
time to give me what I want"

"But I only..."

Wham!

I cried out, tears rolling down my cheeks "Please Tommy"

"Yes, your going to please me, without any more fucking backtalk.  I had my
tongue on that dirty little ass of your and now your going to take my seed deep
into you, we're going to pretend like it's a pussy...better looking that Nichole
Kidmans ass, I'll give you that, so you give it up now like a good girl"

"Please, Tommy I..."

Wham! Wham!

His hand was covering my mouth, stifling my cries.  "Fucking tease bitch women
are all alike.  There is only one thing I need and if your aren't going to give
it, I'll take it, understand?"

I nodded my agreement, eyes wide with fear.

"Good" he kissed my neck and gently stroked the area he had been slapping "I
don't want to hurt you, i just need to get some of what you promised me, OK?"

I nodded and he removed his hand from my mouth.

"Now, there is one thing else I want, one thing that will make this
special...will you do that for me?"

I nodded yes, afraid to speak.

"I need to hear one grammatically correct sentence where you tell me what you
want and beg me to do to you right now"

He had a hand between my legs, pulling them apart, then pulling one cheek to the
side, as he wiggled his cockhead down by my hole.

I thought, I gulped air, I cried, I sniffed.  His hand was rubbing agains the
spot he had ben slapping, a subtle reminder for me not to get out of line.  I
whispered "Please Tommy, I know I've been teasing you all night with my hot
little body, hoping you'd notice me...I need to feel a cock in me and would love
it if you gave it to me...".

He thrust - one long continuous, burning thrust that pushed right past my bottom
muscle and had me wincing, crying and up on my tiptoes.  My bottom throbbed with
hot pain as he held us still for a moment, letting me adjust.  He slowly
withdrew his cock from me and quickly rammed it in again, forcing a pained moan
from me.  I was glad for the poppers that Howard had given me, sure that they
were masking the worst of the pain.

He slid his hands down and took hold of my hips.  He started to quickly move his
hips, thrusting in and out of me.  His thin waist was obviously part of a wiry
core of muscle that he commanded into action, fucking me wilding and quickly.  I
put my weight on my elbows and pushed back against him, my head hanging low,
becoming aroused by the intensity of his motion, hearing out bodies slap
together, feeling my soft bottom jiggle with each thrust.  I felt his curved
cock pushing inside my belly and was becoming very turned on, enjoying it.  My
whimpering became moaning, then whimpering again...I was lost and confused...and
excited.

He thrust hard and held against me with a curse, straining.  He withdrew and
rammed into me again, and again, shooting his seed deep into my bottom.  We
froze like that, he was done with me.  He withdrew his cock and pushed me enough
that I collapsed in front of him.  He was panting, out of breath.  I was panting
too, waves of ecstasy, fear, and pain rolled over me, thinking about what had
just happened.  I was ashamed., and couldn't look up at him.  I reached back to
feel my bottom hole - tender, sticky, still loose and open.

"Look at me, get over here" he commanded.  I turned to look at him, he stood
there holding his cock by the base and was reaching for my head with the other
hand.  I let him pull my face to his cock, knowing what he wanted.  I opened my
mouth and took in his cock, smelling and tasting my filth.  "Yeah, that's good,
that's a good good" he whispered.

I licked and cleaned and was gentle with the head.  He stopped me and pulled it
out of my mouth, and stood before me batting it softly on my face and chin.  I
looked into his eyes, hoping to see some compassion.


He smiled a mean smile as he squeezed a thick bulb of cum up his shaft to the
head of his cock and slowly moved it to my mouth, which I opened.  When I was
done he backed up and let go of me.

When he backed into the bed, he sat down and laid back, expelling a sigh of
relief.  "Whew yeah, that was good baby".

I knew that I had to say something, that I just couldn't sit there, that I
couldn't accept this as right, but I was terrified of getting him upset with
me.  My ass was sore from the sex and I still felt his hand print on my rump
from the slapping he gave me.

"I, I..." I choked, "I thought you'd be nice to me"

"You needed that as much as I did you little cunt, didn't you?"

"You didn't have to hit me, I was going to give it up for you, you knew that
already" I pouted, looking down at the floor.

He sat up on the bed and looked at me, I looked at him, tears building in my
eyes. He looked sad, self conscious, and held his head with his two hands.

"Christine...Chris..."

"Now that you've fucked the hell out of me, let stay with Christine" I said
defiantly.

"Christine, I'm sorry, ...I was an ass, I was just so damn horny and, dammit,
you looked so hot".  He put his glasses on and sat there with his withering
cock, rationalizing, looking sad and confused himself.

"Look, I am sorry.  I don't get a lot of sex at home - like hardly any, and I
thought all you gay guys like taking it in the butt, and you really have a
great, feminine body, and that outfit, those shoes, the wig...aw damn, I'm sorry
that i fucked this up for you."

That was more of an apology than I thought I'd get, so I took it.

"That's OK...not like I'm giving you an invitation to do it again, but I guess I
was a tease, and, and, some parts of it were good too."

He started getting dressed as I sat there.  When he was dressed he ambled over
the the door and stopped, looking down at me.  "Hey, I know I've been a jerk,
and I'm way off base here, but if you want to see me again..."

I looked up at him indignantly.

"If you want to see me again, total clean slate - no rough stuff - here's my
number, we could get together on the QT after work" he finished holding out a
card.

I bit my lip, looking at him.  He looked embarrassed and, like a jerk, I felt
sorry for him.  Against my wishes I felt myself rise and walk over to him, my
hands self consciously covering my pubic area.  I took the card from him and
looked up into his eyes, and smiled weakly.

"Thank you Tommy" and I reached up to kiss him lightly on the cheek. I reached
one arm around him and we hugged clumsily and I let out a sob.  I felt his cum
sliding down my leg and somehow wanted more, wanted to do more with this man,
for this man.  He knew I was a guy and he still wanted to treat me like a
woman.  Even now, after he had shot his load and could leave, he was being nice
to me and apologizing.  Maybe because he knew he should, but also maybe because
he wanted to see me again, that he had a need to get laid and wanted my body to
please him again.


As we separated I knew it was only a matter of time before I called him up,
asking for sex.


End Part 9