Asstr Story – Gloria
By: Date: 2021.06.13. Categories: Sex Stories Tags: , , , , ,

All I wanted was a nice, safe, monogomous relationship.

Of course in high school I was a simple guy, a bit
different from the rest of the people where I grew up.
I had a direction and a purpose; where most kids were
interested in going to parties and getting drunk (and
maybe a peek if they were lucky), I wanted to study
and make something of myself.

You know the kind. Poor white trash tring to make
something of himself; the kid in the corner with the
glasses held together by tape, calculator in hand. If
this were an earlier age, he’d be trying to read the
little black numbers off the slipstick; maybe in the
future it’s a laptop with holograms projecting out of
it’s surface.

Except that I never wore glasses. My parents told me
that in order to get along in this life you need to
dress well and look good, and who gives a damn about
your brains. So I’m just shy of 6 feet tall and fairly
well built; I even play waterpolo when sufficiently
drunk enough not to care. But my desire was to be a
professional, perhaps a systems analyst, with a nice
wife and a couple of kids. The dog in the front yard
and the Volvo in the garage is optional, of course.

When I was admitted into Pacific Tech, I was elated.
All the hard study and good grades allowed me into one
of the toughest schools in the state. Yes, the place
had a 6 to 1 ratio male to female, but I was only there
to study. As soon as I figured out what I wanted to do
with my life, and as soon as I graduated to a successful
job I would go about finding that nice woman who I could
marry and live happily ever after with. My life was
progressing quite nicely, thank you, and on the path I
forordained for myself.

One of the first things that happens at PacTech (as we
all knew the place) was “Freshman Camp”, a place where
all the students went to learn about the honor code and
meet the various fraternities. It’s generally a three
day affair which takes place in a small cove just south
of Avon on Santa Catalina Island.

We all gathered in the middle of the student houses for
the bus ride out. The freshman class, about 200
students, brought their gear out and waited. Looking
around I found more than a sufficient supply of calcu-
lators hanging from nerdy guy’s belts to satisfy the
computational requirement of any one of NASA’s space
probes. I was glad for my parent’s advice to keep care
of myself and my apperance; I certainly stood out from
the crowd!

The busses arrived, and the great mass proceeded to
stuff themselves in. Not in any particular hurry I
moved to the back of the second bus, and made myself
comfortable. As the bus packed, a rather pretty girl
picked me out, and worked her way to the back to join

She wore a tight leather miniskirt, a tank top, and a
black leather jacket; the exception to the rule of
t-shirts and messed up hair. From my vantage I saw
a shapely ass and thighs dressed in black fish-net
stockings, and something inside of me awoke for the
first time.

It wasn’t like I hadn’t ever seen a girl before. I had
dated some in high school. It just was, well, not in my
plans for the future. If it’s towards my goal I am more
agressive than most and stubborn as a mule. If it isn’t
in the direction I want to go, however, nothing can
cause it to capture my interest.

But something about the way she breathed was impressive.
Her shape, her long beautiful blonde hair, the smell of
her purfume; I couldn’t move, couldn’t think. Something
more primitive was trying to rest the controls of my
life away from me, and I wasn’t too certain I should
give in. When she asked if she could join me, I stam-
mered “uh, sure”, and she giggled as she sat down and
snuggled up next to me. And my poor mind fried.

Scotty, beam me up! Circuit overload! Red alert! (And
as a vision of me rubbing her thighs, or letting my hand
run itself up to the hair between her legs.) She held
my hand and asked if I was okay. I didn’t know. The
Volvo was sinking fast.

We arrived some thirty minutes and three thousand years
later at the dock where our boat would be taking the
freshman class out to the island. Gloria, was still
holding my hand and chatting away about her family and
her friends in high school, was still snuggled up very
close to me, and I was stiff. Holding hands was safe,
but something inside of me was telling me that it
wasn’t in this case.

The boat arrived, we all boarded, and she sat herself
on my lap, holding on to me as the boat moved towards
it’s destination.

Actually the boat ride wasn’t too bad; my mind having
overloaded itself with the possibility that there may
be more to life than computers and a cosy marriage in
the distant future. I rubbed her back and told her
about the place where I grew up; she held on to me and
told me about her house in Texas and how the waters in
the ocean were so warm that she’d go swimming nude in
the moonlight.

Once the boat arrived, we were seperated. The class
seperated, was processed, placed into their appropriate
rooms or tents as the situation warranted, and sent on
our way to the lectures, meetings, and group talks which
were supposed to dominate our life for the next few
days. Of course I was disappointed; for the rest of the
day through lunch and dinner I hoped to meet Gloria and
hold her hand again, but of course (my rational part
told me) my purpose at PacTech was to study.

After dinner there was a “campfire”. With two hundred
people attending it’s rather hard to sit around a single
fire and be cozy; and about an hour into this listening
to kids talk about their science fair experiments and
how they wanted to revolutionize Artificial Intelligence
with the unique insight they possessed, I quietly left.

Behind the campsite there is a hill called “Bible Peak.”
It is a hill about two hundred feet up with a cross of
wood at the top. It also possessed one of the best
views of the campgrounds and the ocean below. In full
moonlight I made the hour trek to the top of the hill,
where I found a rock and sat still, watching the white
waves crash below.

While contemplating the stars and my future I heard a
twig snap behind me. Startled, I turned around. A dark
figure worked its way up the last 10 feet of hill and
sat beside me, moon at its back. Without a word, it
started stroking my hair and face, making me tremble.

Gloria! I was happy to see her again, as I missed her
company from the morning bus trip. Then she stood over
me, while stroking my hair, and started to work herself
out of her tank top.

I grabbed her hand. “Hang on,” I said, “maybe we should
talk. I’ve never done this before. Can you just sit
here and talk with me a while?”

“I’m sorry, I didn’t know. Are you okay?”

“Uh, yeah. You just take my breath away. Sorry; I’m
just new at this. Please forgive me. God your beauti-
ful.” I was in overload again; there were about a dozen
things I wanted to tell her but that was the best I
could do.

She sat down next to me and held my hand, and we talked
some more. She had an interest in photography and I
told her how beautiful the moon and ocean would be cap-
tured on film. I told her about the stars where I was
from and how if you were patient you could make out the
Milky Way. She asked me about my lovers and I admitted
there had been none; I was always interested in fufil-
ling my dreams, but I had to admit I wasn’t certain what
they were anymore. We laughed, and when she went to
kiss me on the cheek, it seemed natural to kiss her on
the lips.

She let her hands glide over my back and I held her and
stroked her hair. She shivered when I ran my finger-
nails down her back, and experimentally, I let my
fingers run lower and lower over her ass as well. I
wispered in her ear, asking if she was alright, and she
responded by tumbling us both over onto the grass, her
on top.

She pinned me down with her hands on my elbows, and
laughed. “I’ve got you now. What should I do with you?”
“Uh, whatever you wish; you’ve got me, after all.” To
which, she started to unbutton my shirt and kissing my

I worked her tank top off and started rubbing the skin
underneath. Her nipples felt hard against my bare
chest, and she gasped quietly when I ran my fingers
over them. Perfectly shaped, she held one to my mouth
and I started licking it, first gently, then hard,
pulling the enire nipple in with my mouth and pressed
around the tip with my toung.

Gloria picked her weight off of my hips and worked her
way around to start taking my pants off. I rotated to-
wards her on my side and started rubbing her thighs.
Allowing my hands to work their way up her tight mini-
skirt, I found her pubic hair wet, though then I had no
idea why.

After working my pants off of me, she licked my stiff
cock and started sucking hard. What fragments of my
mind that survived up until then had been blown, with
the smell of her long red hair and her firm ass in my
hands, my hard cock in her mouth and part ways down her

She asked me then if I wanted to make love. I said yes,
but I didn’t know how. “Don’t worry; let me do the
driving.” She unfastened her skirt and let it drop to
the ground, and sat herself on me, slowly working me
inside. Holding my wrists to the ground, she rocked her
hips back and forth until I was all the way in, and
rythmically she brought herself up and down.

I was breathless. Gloria smiled at me and shuddered,
getting tighter and tighter around me with each pass.
She rocked for several minutes, and then with some
effort pushed herself upright, brushing her hair
upright and allowing me full view of her glorious chest.

I reached up and grabbed one, then the other, and circl-
ed her tits with the tips of my fingers, spiralling from
the outside to the nipples. It seemed forever she rock-
ed on top of me, both of us moaning and not carring who
found us there, until I exploded, and for a moment her
face shined in something more than moonlight.

I asked her “Why me?” at some point during our lovemak-
ing, and she laughed, saying “Your cute, and I liked the
way you tried to cover your shyness on the boat ride
over.” After our lovemaking I held her in my arms and
ran my fingers down her back. By this time it must have
been midnight; the moon now low over the hills, and she
snuggled close, spoon fashion; this time for warmth.

My hands fell on her stomach, and I drew circles around
her bellybutton and across the top of her pubic hair.
Turned on by this I bit the back of her neck softly, and
ran my fingers up and down from her chest to her crotch.
Her back arched, pressing her ass against my now stif-
fened member. Grabbing it, I pushed it forwards and in,
brushing her clit with my fingers in the process. “May I
drive this time?”

She arched her back even more, reaching around and grab-
bing my ass to help me in deeper. I held her, one arm
around her stomach, and the other arm propping her head
up and holding her close. We rocked, I driving myself
even deeper and deeper as she moaned. I was sure we
must have been heard, but I really didn’t care; the only
thing that mattered was this sexy girl in my arms, and
driving her as wild as I could.

She broke out in a cold sweat all of a sudden, and I
felt a wetness down below that wasn’t from me. She then
gasped, and her grip on my ass tightened as I exploded
again, clamping down on my teeth to keep from yelling
at the top of my lungs.

We met every night on that trip; each time in a dif-
ferent location near the campsite. She taught me the
fundamentals of sex, her shapely body infinitely
adaptable to all of about a dozen different positions.
And as we sailed back to the mainland back to school
proper we held each other at the front of the boat, her
arm around my waist and on my ass, and my arm around her
body, hand inside of her leather jacket.

It’s been almost seven years since my introduction to
the mysteries. Gloria is now married and living some-
where on the east coast; I haven’t seen her in years.
I now live alone in a one bedroom apartment in Pasadena;
somehow the thought of a house with a wife and kids,
Volvo and dog in the yard just doesn’t appeal to me the
same way as it did before. It’s not a goal the way it
was for me before; now it’s just something that I might
like to have someday.

I have had quite a few lovers since that night; I’ve
even been in a few manage-a-tois. With each lover I
have learned something different about sex and making
love; with each person sex is different but always won-
derful. But for me, the first time was special, a time
that I shall remember always.

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