Date: Sat, 8 Nov 2014 16:36:08 +0000 (UTC)
From: fiveholepunch@comcast.net
Subject: Remembering Ricky

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Remembering Ricky


Okay, here is the story of my first attempt at anal intercourse, actually
my first four attempts; it did not go well.

I was fifteen. Ricky was a year older. He lived in the neighborhood. I
really didn't know him that well. One reason I didn't is because he went to
a private school, a religious school; his mom was really religious and
wanted her son to be as well. If she only knew! Well, maybe she did, but
didn't want to see. I don't think it was in their religion's tenets for her
son to use most of the younger boys in the neighborhood to provide sexual
services.

I had known Ricky since I was about twelve and he was thirteen. He was
bigger physically and more athletic than most of the boys in the
neighborhood. He was really good at baseball; and football and basketball
for that matter.  All the boys looked up to him when it came to sports.

There was another reason guys looked up to Ricky - the size of his package.
It was very noticeable.  I know Ricky had shown his cock to some of the
boys in the neighborhood, I had heard about it. I imagine more than that
had occurred, but I didn't know that for sure. I just knew Ricky had a
pretty big cock from seeing him in his jeans.

Once Ricky had gone off to high school he really didn't play with the kids
in the neighborhood anymore. I would still see him around and say hello,
but that was about it until one summer between my sophomore and junior year
in high school. I saw a Ricky around the neighborhood at the beginning of
summer vacation and he came up to me and said that we really ought to get
together and hang out. It seemed a little strange, but I said okay.

It was a hot Tuesday afternoon the next time I saw a Ricky around the
neighborhood.  He said there was something he really wanted to talk to me
about at my place and asked if he could come over. He also asked if anybody
were home besides me. I told him no because both of my parents were at
work. I wondered what he wanted to talk about.  I really wasn't thinking
that he had an ulterior motive because we really hadn't been close friends
before.

Ricky came into the apartment and I offered him a cool drink because it was
about 85° outside. After little bit of small talk standing in the
kitchen, Ricky came to the point.

"Hey, Brian," Ricky said in serious, lower tone of voice, "I heard that you
and Jared had been fooling around."

I was taken aback.  One, I was surprised that Ricky would bring up the
nearly unspoken subject of guy sex, a real high school no-no unless you
were berating someone's masculinity in jest or having a contest of macho
dominance.  Two, I was surprised that Ricky knew about the activity between
Jared and me; not that Jared wouldn't have let something slip indirectly to
someone, but I knew Jared and Ricky never talked to one another, Jared was
too immature to associate with someone with the elite social status of
Ricky.

I didn't say anything to Ricky's leading statement, just a hesitant "umm"
hoping that the subject would pass.  I was very conscious of being alone in
my apartment with Ricky.

"Hey, you don't have to be embarrassed, it's cool with me."

Ricky played it off.  Where was he going with this?

"Actually, I was kind of hoping that maybe you might be interested doing
some stuff with me."

Wow!  I was definitely interested in sex, but I wasn't too sure about doing
it with Ricky.  I didn't really know what he had in mind.  I didn't know
what he knew about what I had done before with others.  Adding even more to
my uncertainty was that this wasn't kid fooling around, I was fifteen and
Ricky looked eighteen.  And what if Ricky told others?  I didn't know if I
could trust him.

"I don't know."

I tried to delay so I could think.

"C'mon, I won't tell anyone."

I didn't know what to say or what to do.

"I heard about you and Tommy," Ricky bluntly stated.

I was mortified, but I couldn't deny to myself what had happened.  How did
Ricky find out?  Ricky continued before I could deny it out loud.

"You don't have to pretend.  I know you sucked his cock," Ricky continued.

"That was a couple of years ago," was all I could think of saying.

"C'mon, let me at least show you mine and you can decide if you want to,"
Ricky reasoned.

Ricky opened his legs slightly and I looked down and could see his cock
bulging down one leg of his jeans.  When I looked back up I knew that by
looking at Ricky's crotch that Ricky knew I was interested.  He didn't
hesitate.

"C'mon, no one will find out."

"I ... uhh ..."

"C'mon, let's go to your room."

"O-k-kay," I agreed with a stutter.

I was flustered, but, leaving our drinks on the kitchen counter, I turned
to lead Ricky down the hall towards my bedroom.  I went in first, but I
didn't know what to do when we got in there.  Ricky took charge.  He
started unbuttoning his jeans.

"Why don't you kneel down on the floor?" he suggested, indicating a spot in
the middle of the room on the rug.

I self-consciously got down on both knees.  Ricky undid his belt, opened
the front of his jeans and dug around for his cock, pulling it out of the
fly of his underwear.  He let it hang there in a fattening arc.  Ricky was
uncut, but the tip of his triangular head pointed out of a brownish ring
that had retracted a bit.  It was narrower than the plump shaft a couple of
inches back.  Ricky was much bigger than Tommy had been.  It was a
magnificent sight to behold.

There was a tightness in my chest and my heart pounded; desire coupled with
sheer nervousness. I wasn't hard yet, but I could already feel a seeping
dampness at the tip of my own cockhead.

"Go on," Ricky gently tempted.

I wanted to.  I took his swelling cock in hand and eyed the pouting lips,
the curves of the half-revealed cockhead, the ready to unfold wrinkled edge
of the dark ring of skin.  I put it in my mouth.

I heard a sigh.  It could've been me, but it wasn't.

The taste of the arrowhead-shaped glans was that of salty sweat and an
unwashed tang of a lusty cock.  I licked around the pulsing knob whilst
unrolling Ricky's slippery foreskin; his flavor intensified on my tongue
and I began to lose myself in the moment as I rapidly hardened in my jeans.

"That's it, suck it good."

Ricky's voice had less menace and more of a husky excitement.  I had to
stretch my jaw as his cock quickly expanded.  Ricky's cock jutted forward,
a teenage-hardened six inches.  I took as much as I could down my throat,
loving having a cock as fully as possible.  I would soon have Ricky's cock
more fully than I ever had a cock before.

I was now painfully hard in my jeans.  Not just the thickness, not just the
savor of Ricky's cock in my mouth, but the smell of Ricky's crotch, seemed
to excite me at some sort of primal sensory level beyond my control.

That was why I was taken aback by Ricky's voice commanding me from above.

"Stop."

What?  Didn't he want to shoot his load in my mouth as much as I wanted to
taste it?

Ricky slid his thick erection from my wet lips.

"Take your pants off."

I sat dumbfounded.

"Take `em off," Ricky demanded, insistent.

I undid my jeans; my boner stuck up in the white cotton of my underwear.  I
could see Ricky's erection a foot or so from me.  I was distracted from
thinking about how I was going to take off my pants while still on my knees
when Ricky changed his demand.

"Take off all your clothes."

"What?"  I managed to question.

"Take off all of your clothes," Ricky repeated, adding an adamant
directive, "now!"

I stripped in a haphazard manner trying to comply.  My t-shirt came off
over my head, I sat back to kick off my sneakers, quickly pulled off my
socks, scooted my jeans and underwear down and off.  My clothing was strewn
across the floor of my bedroom; I was naked and self-consciously aroused
before the older boy.

"Get on your hands and knees."

Did Ricky want me on all fours? I gulped nervously.

"Move!"

I complied.  My hands touched the still warm fabric of my crumpled t-shirt
as I got into position and presented my backside to Ricky.

Ricky kicked off his Chucks and used his toes on the cuffs, first one foot,
and then the other, to slide his Levis off.  He kicked them to the side,
losing a sock in the process.

"I'm going to fuck your ass."

It was a statement, simply put; what was going to happen and that was that.

I felt all sorts of things.  I was excited.  I wanted to be fucked.  But, I
was apprehensive, I needed time to think.  I wouldn't get the time.  I
didn't think I would be able to take Ricky's cock.  I had tried putting
other things in my ass, like candles and douche nozzles.  Even at less than
an inch in diameter, they hurt.  A lot.

Ricky pulled his second sock off and down came his underwear.  He knelt
between me and my bed, then spit on his fingers and slid them into the
crack of my ass.  I shivered at the slick feeling.  I spread my legs
without being told and Ricky roughly fingered my asshole.

Ricky was impatient.  He forced his fingertips into my tight ring.

"Uh-n-nh," I moaned with discomfort.

Ricky withdrew and spit on his fingers again.  He shoved two of them
partially in, indelicately.

"Uhnn ... Oww."

I tried to stifle my groans, but it hurt.

That was it as far as Ricky's preparations were concerned. He moved his
cock into range.

"I'm going to stick in."

The tip touched my opening.  I was so keyed up, I felt every millimeter of
Ricky's glans as it tickled my moist pout.  Ricky pressed forward.  There
was a slight give and the barest penetration before my ring tried to clamp
down at the intrusion.  Ricky eased up for a moment.

"C'mon, relax and give it up."

I tried, but Ricky wasn't waiting.  With a few moans on my part and grunt
or two on Ricky's, the repeated pressing of the older teen forced his
pointy glans into my anus.

There was a pause after the breach.

My ring was tingling like it was conducting an electric current.  I was
almost breathless at having a cock in me for the first time.  This state of
exhilaration was short-lived.

Ricky tried to force himself in full length all at once; he had fucked
girls before, it was known around that he had.  Ricky was just trying to do
the same to me, but I couldn't take his substantial cock in my virgin ass.
His cockhead slipped out as Ricky's ardor almost pushed me off my hands and
knees.

"C'mon, Brian" Ricky complained, urgent and raring to go.

He grabbed my hips and replaced the pointed end of his rod.  It popped in
quicker this time.  Ricky forced himself against me.

"Uh ...  Nnnh ... Ihhnnn!"

I gasped in pain from the penetrating phallus.

"C'mon!" I was admonished by the frustrated older teen.

Even though Ricky's cockhead was relatively narrow, once past the head his
shaft thickened and was like a rod of steel compared to the softer glans.
I could take the first couple of inches of Ricky's rod in my unfucked hole,
but beyond that was just a searing pain of penetration.

"I can't," I pleaded.

My anus was quivering in agony.

"Yeah, you can.  Once I get it in you'll get used to it, I promise."

Ricky wasn't going to be denied.

He forced his cock in again.  It was slick enough to slide, but my muscle
involuntarily clamped down at the intruding ramrod.

"Ihhnn!  S-ss-t-t-top!"

Ricky only paused before giving a full length push.  The intrusion was
overwhelming; the tremendous pressure!  My rammed anus burned fiercely,
stretched beyond any previous measure.

"Owww!  Owww!  Take it out!  Take it out!"  I begged.

Ricky did.  He knew I was in real agony.

"Give it a minute, Brian, it'll hurt less."

I wasn't really listening.  My asshole was on fire; I had lost my erection
from the pain.  I whined a little.

"C'mon, Brian, you're loosened up now."

Ricky got in position again.  I let him.  He got it in an inch or two.  My
asshole just gave up at this point.  Ricky pressed in again, all the way.

"Ihhnn ... Ihhnn! ..." I snorted, desperate as my body rebelled.

I tried to hold on as Ricky started shoving his cock, but it was too much.

"Stop!  Stop, Ricky!"

Ricky pulled back and I eased off his cock.  I could feel my opening was
all puffy and swollen.  My penis hung limp, dripping and sticky as all the
precum of my recent arousal drained out.

"Just let me finish, Brian."

"I don't know ..."

I wanted to be fucked, but it hurt so much.  I waited a bit for the
throbbing to subside.

"I'll go real easy ... C'mon, the hard part is over."

I was torn.  I was scared and didn't want Ricky to be angry with me.  Ricky
was the neighborhood stud and I always wanted his cock even if I wasn't
aware until that day that I did.  But, I didn't want the neighborhood to
know that I wanted to have sex with guys, let alone that I wanted to be
fucked in the ass.

"C'mon, just let me finish."

I could hear the need in his voice.

"Okay," I agreed meekly.

Ricky spit on his hand a few times and lubed up his shaft.  He put it back
at my ravaged opening.

What can I say?  It hurt going in.  I moaned, in pain, not lust.  Ricky
didn't hammer me hard like some sort of porn story; he just tried to get
his nut.  I tried to push back, to take his cock.  I reached for mine,
jerked it a little, but couldn't get it up.

He came soon enough, cursing with satisfaction, and pulled out.  He wiped
his dick off on some of my dirty laundry; I think I saw a little bit of
brown near the end of his cock.  I wiped my burning ass to keep from
dripping.

He got dressed and I did too.  We headed for the front door in an
uncomfortable silence.  Perfunctory goodbyes were said.

"See ya."

"Yeah, see ya."

I went back upstairs to the bathroom, took off my pants, and looked in the
mirror.  My anus was all puffy, like a fat lip.  It was red and purple,
bruised from being stretched so far.  It took three or four days to stop
hurting.

I did it with Ricky three other times over the next three or four weeks.
It hurt every time, but it got easier knowing what was coming.  I never got
off when Ricky fucked me as it hurt so much that I lost my erection every
time.  I jerked off after he left the last three times we did it, but my
ass hurt too much for it to be a real pleasure.

Remembering ... remembering being fucked ... and Ricky's cock ... and the
summer's heat ... and us being alone in the air conditioned apartment when
my parents were away at work ... that was the real pleasure.

It is to this day.


Copyright 2014.  All Rights Reserved.


This was another story destined for the trash, half finished.  But, here it
is anyway.  Maybe too realistic and not fantastic enough for porn?