Date: Mon, 10 Apr 2006 14:29:19 -0400 (EDT)
From: damien rhyss <dbrhyss (at) yahoo (dot) ca>
Subject: An Area of Expertise

This happened when I was just turned 18.  I was horny all the time but
also a bit shy and I didn't do too well with girls.  I was reasonably
good-looking, though I was slight of build and I looked quite a lot
younger than my age.

        I went to a bar to meet a friend (the bars in my city weren't so
strict about ander age at that time, but even so I was asked for ID every
time I went near one, used to really piss me off because of course I was
legal.  Anyway, my friend wasn't there.

I felt slightly out of place in this bar, but there were hardly any other
people there and I ignored it.  Sipping a beer, I noticed this woman was
eyeing me.  She was dressed in tight-fitting clothes and although she was
clearly older than me, and also a bit taller, nevertheless my penis got
stiff when she sort of licked her lips while looking straight at me.  As
I mentioned, I was horny all the time.  And not too fussy.

        We were almost the only ones there and she came over and asked if
I was going to buy her a beer, which I did, and she slid into the booth
with me.  She sat close enough that our thighs were touching and said she
didn't think she'd seen me in the bar before and how nice it was to see
someone new.  Her skirt had ridden up her thighs, and it was
inappropriately short to begin with.  But it looked sexy.  I couldn't
have said how old she was, but she was definitely older than me, by at
least fifteen years, probably more.

We went through whether I had a girl-friend (no), a boyfriend (I had in
fact had some experiences over the years with one or two older boys, and
with a man, but of course I didn't mention that), how surprised she was
that the girls weren't all over such a nice boy as me (definitely not,
unfortunately).  She had put her hand on my thigh, and now she allowed
the back of her hand to brush lightly against my crotch.  Of course I was
stiff as a bottle.

        "Oh dear me!" she murmured in my ear, and she kneaded the head of
my penis with the back of her hand, gently, but I was afraid I was going
to ejaculate.  "Is there somewhere we could go?  This place will be quite
crowded soon."

        My parents were away at the beach house, they often were.  I
briefly hesitated about taking her to our house, but her hand gently
rubbing on my penis convinced me.  I was glad it was so dark, I had had a
couple of beers but I was still thinking clearly enough to know that this
wasn't the sort of lady you wanted the neighbours to see.

        I drove to my parents' place (they were away) and the whole time
she kept touching my crotch.

        Inside the house I took her straight to the basement, partly
because my parents seldom went there - my mother wasn't a detective, but
from her powers of observation and deduction anyone might have though she
was.  The basement was relatively safe from that.

I turned on the stairwell light and there was just dim glow in the rest
of the basement.  The lady - her name was Pauline - kicked off her shoes
and came straight over and kissed me right on the lips.  Our tongues met,
sending a bolt through me, and she probed quite openly in my mouth.  Then
she put her hand on my crotch again, and unzipped my fly.  Another bolt
as she carefully handled my cock, and then used both hands to work my
pants and underpants down off my hips and down to my ankles.  She took
her mouth away from mine while I stepped out of my pants.

In another moment I was completely nude and she pulled me down on the old
sofa and kissed me ravenously, sloppy and mouthy, her tongue half-way
down my throat.  She was handling my cock and my balls too, kneading and
squeezing.  I was electrified.

        I ran my own hand down to her thigh and up under her skirt.  She
relaxed her legs slightly to let me go higher, and of course, instead of
fingering a girl (which I had never done at that point) I found I was
holding a stiff penis (which actually I had done before).

        I could feel her wait for my reaction, but I scarcely reacted at
all.  I was too horny to do anything but keep going.  And anyway, I'd
done this before.

        After a pause, she began using her fingers to bring up spunk on
my cock, then spread it around with her hand.  Then, her hand still
slimy, she gently squeezed my balls.  She pressed her wet sticky hand on
my thigh and it took me a moment to realise she wanted my legs wider
apart.  I complied, and a slimy finger slid down onto my perineum, gently
stroking, and then going further down and under, and I felt a gentle
prodding, slick but firm, as her finger probed my anus.
        I know I gurgled and gasped and she must have decided I was going
to come, because she bowed down over my cock and took me in her mouth.
At the same moment she slid her greasy finger right up my anus.  I arched
myself - so hard that I actually later had a tender muscle in my back -
and I came like a train in her mouth.

        I thought I would lie in a trance forever, but in fact I had to
get up straight away and take a piss.  I bounded up stairs in the nude
and while I was peeing I could feel my anus tingling from her finger, and
by the time I went back down to the basement, with a couple of drinks, I
was semi-stiff again.  Amazing what a horny 18-year-old can do.

        We had our drinks, sitting almost in the dark, me completely
nude, her now in bra and panties.  We talked, mainly about sex of course,
and she patted my lap to see if I was hard - I was - and after I'd
finished my drink I snuggled in beside her and put my hand on her prick.
I pulled her panties aside and brought up spunk, and gently masturbated
her.

She asked me more questions about what I'd done and I realised she wanted
me to tell her stories, so I told her about being propositioned and about
this series of sessions with older boys and with a man.  She listened
rapt, and then I felt her hand putting a small amount of pressure on the
back of my head, and she guided my mouth down to her stiff cock, covered
with a slippery coating of the liquid that oozed from the tip.  Not all
that big, but bigger than mine.

        I set up to do her properly.  I know this sounds sleazy, but I'd
actually been given instruction in how to do this - how to please a man
oral, I mean - by this man that the older boys had introduced me to, and
I brought my expertise to bear.

I had her sit on the sofa but with an extra cushion under her so she was
higher up.  I positioned two chairs for her to put her feet up onto as
she sat there, so her legs were up and fairly wide apart.  I put another
cushion on the floor in front of her and I knelt on it in the nude
between her legs.  If I sat back on my haunches my face was about level
with her balls.  If I knelt up, I could bow down over her penis and take
it in my mouth.  Sitting there with her legs positioned wide apart and
her stiff penis waving in front of my face, I thought she must have been
quite surprised at my competence in this area.  But in fact she later
told me that in her experience (which was very considerable, I think)
quite a few boys had been trained, as it were, in this skill by older
men.

        I slobbered on her penis and then I put her fist onto her penis
and had her wank herself while I mouthed her balls and licked in her
crack.  (I knew that a part of me would later feel shame and remorse for
doing these things - I'd experienced it every time I'd done the man I
mentioned earlier.  But there was something deeply thrilling for me in
serving someone older like this, performing such lewd and subservient
acts for them, that for the duration of a session all thoughts of decency
would be very far from my mind.)

I got some spunk on my finger and worked it up her anus and gently
frigged her while she wanked herself, and we talked about what turned us
on.  When I felt her anus begin to clench on my finger I knelt up and
bowed down over her slimy penis so she came in my mouth, groaning really
loud and grinding her anus on my finger.

        We didn't wake up until it was morning and I was reluctant to
take her out to the car in broad daylight.  So she stayed all day.  We
spent most of it eating and drinking in the basement.

We got together a couple more times, but I don't think I was really her
cup of tea - she wanted to be in a more submissive role, but I was more
on the submissive side too.

But she introduced me to a couple of her friends, and one in particular
really did me.  She was much more butch, though still a lady at first
glance, but she was bigger than me and she enjoyed pushing me around.
Quite dominant, and I enjoyed that.

She used to get me in the nude and make me pose for her and talk to her
about things I'd done, or I'd pretend I'd done, while she masturbated.
She'd have me stand in front of her in the nude while she sat on the
sofa, and she'd put vaseline in my anus.  Then she'd get me to sit on
her, facing her and straddling her so her penis was up against my bum.  I
would have to kiss her and slobber her on her mouth and her chest while
she worked her stiff cock up me and I'd do her like that, working myself
up and down and around on her until she came in my bum.  Her cock wasn't
all that big, but it was big enough that it was an effort to let her
sodomise me, and I used to pant and grunt while she was getting up me.
There was no suggestion of our sessions being a two-way street - I was
there to please her.

I was terrified someone might see us together, I was still leading a
normal life, and we at some point just didn't see one another any more.
We only had about five sessions, but they were some of the most intense
and, looking back, humiliating, I ever had.  I still get stiff
remembering them.

I moved onto girls shortly after this, started to do better with them,
but I still did things, secret things, occasionally, for years
afterwards.

In college, for example, I heard that one of the professors, a somewhat
older man, was bi, and even though I was engaged to be married to a nice
girl by then, I went and worked my way into the professor's little
community (History) and found a way to have the right conversation with
him, alone.  He liked games, and I had a series of sessions with him
where I spent most of my time tied up in the nude, being sort of
questioned, like a children's spy game, with 'punishments' for not being
co-operative.

Bit weird, some of it, well, most of it really, but anyway, nice
memories.  dbrhyss at yahoo dot ca