My best friend in my latter high school years was a handsome fellow
who won privileges with his looks. He had a way of winning the hearts
of older ladies, may have been a bit of a precocious gigolo and
because of his influences drove a really nice new car to school
throughout his junior year and just beyond.
It's hard to recall now exactly why but for some reason his influence
over his mature ladies was put into jeopardy by an act that was
perceived as very foul. His car that was sponsored by an older wealthy
widow was taken away and his friendship with me, the really shy kid,
rekindled. Like me, he was returned to transportation hoofing it
unless he could borrow mom's car.
Between girl friends Tom would pal around with me, also a Tom. We were
the two Tommies, very much different. I got to know his family pretty
well, visiting his house regularly, hanging out. Because his single
mom was off working most of the time we could relax unsupervised in an
I liked his younger sister, she was cute and she was very shy. I felt
that I could appreciate her shyness, myself a well developed kindred
character for good reasons, and I would shyly try on occasion to get
to talk with her. She was in fact more shy than I. That, in itself,
I never quite found the occasion to get to know her enough to delve
with her psyche, reasons for her personality and her shyness. Our
shared nature precluded the two of us getting past first base with
conversation. And aside from another, not so close encounter, she
was the only high school male-female relationship I would ever even
But then there was Tom's older sister.
There were six children in the family and a working mom. Their father
had died suddenly prior to my getting to know Tom in early high
school. The sad event left the family in a somewhat desperate way with
few funds but a house to live in that wasn't expensive to maintain.
His mother had to go to work to support her family and from that day
forward the responsibility of caring for the grade school age brother
and sister fell on the shy sister's shoulders. She didn't work as did
her oldest brother, her older sister and of course Tom, who was a
gigolo before he fell from grace.
Toward the end of senior year my trips to Tom's house began to
gather some interest on the part of his oldest sister who was two
grades ahead of us. She was studying nursing in downtown Seattle and
living at home while she studied. Because of schedules our paths
started to meet when I arrived and for some strange reason she started
to show interest in me - the ultra shy one.
I was perplexed about the entire situation. She was the class leader
in our high school when attending 2 years ahead, one of those looked
up to and admired classmates. I'd somewhat honored the ground that she
walked on, in my quiet shy repose, and never would have even talked to
her unless purposefully asked something. As chance would have it we
seldom crossed paths most of the time that Tom and I were friends.
And then quite suddenly there she was. Upon arriving to pick Tom up
for some event she would suddenly appear in the living room in her
bathrobe or even nightgown and announce that she wanted a kiss, a hug,
both or who knows what causing me to have really serious shy seizures.
I figured that I was being mocked because of course that was my place
on earth and I assumed my duty willfully, instantly. She was not to be
I used what skills I had to make excuses why I couldn't do that, get
that close or familiar with her and her response would be apparent
shock that I could resist. One occasion happened to have a common
friend of Tom and I along, also heading to an event with us, as she
made her usual pass at me and the friend, not the least shy, was very
willing to stand in for me as proxy. He, by his own estimation was a
real catch for any woman. The older sister was not amused and insisted
that I be her lover.
I was totally shocked at the situation, utter disbelief and I managed
to escape her embrace for perhaps half a dozen or more visits. Seems
silly now that I didn't just kiss the night away with her but shyness
is not something that I took lightly.
I'd begun to have dreams about her in my arms, dreams about her taking
me upstairs to her boudoir and seducing me, the virgin. She was
working the mind like a spell and I was suffering, both wanting and
fearing the dilemma.
Finally summer came and a job away on a dairy that would keep me out
of town for three and a half months. In that time I lost 55 pounds and
returned to the city life a skinny kid. I had gone to the dairy
weighing in at 225 excellent pounds. Working seven days a week, 16 or
more hours a day, melted the unnecessary off of me. A new wardrobe of
Levis was in order on my return.
When I finally got my things in order, back to my previous city life,
I got ahold of Tom and found out that he'd spent some time in the
county jail during the summer break. In my absence he'd become
friendly with a cousin of his who lived south of town, a noted
'juvenile delinquent' who was predisposed to stealing cars. They did
just that and Tom went to jail for a couple of months, his life record
tainted with a felony.
I felt really sorry for his getting busted with a troubled relative,
probably trying to help the kid out but what was done was done and I
drove over to his house to console and talk things over. I was soon
bound for commercial art school and didn't want to miss touching base
with my old friend before I left.
I arrived with my new carcass, so much lighter afoot, and went into
the house to greet family members and see Tom. As soon as I entered
the living room there was his older sister unaware that I was coming.
Her surprise was astonishment at my appearance, my lack of 55 pounds,
and she rekindled her apparent passion on the moment's notice,
bounding over to confront me even before I'd had to a chance to say
I had a world of experiences to relate to them with how I looked in my
new weight, stories of my cow milking skills. I was ready to be the
star attraction and then suddenly I was backed up against the closed
front door with a woman pressed against me wanting a kiss. We'd hardly
missed a beat from earlier in the spring when I'd avoided that fateful
sex only to be at it again after barely arriving some seconds before.
She was really beautiful. It all came back to me in a rush of memory.
She was the goddess who wanted me and it still made no earthly sense.
The family was already instantly enjoying my predicament like I was
entertainment at the comedy club and she was going to kiss me or
else. It was like she knew that she'd waited all these months to get
her hands on me. She moved so very close and puckered up, closed her
eyes and indicated that I better get on with it. I was so astonished
by all this that I didn't fight it anymore and I just very slowly
stared at her lips as I moved my head forward. I got so close,
staring, that even my near sighted-ness wouldn't focus anymore and her
lips became a blur. So I closed my own eyes and just kept moving on
faith until lips made contact.
There was a wonderful aroma, whatever it was that she was wearing, or
perhaps my mind was just locking my olfactories in the moment giving
me a sense of a wonderful aura. Her lips were soft and not knowing
what a person does with a girl's lips I just made contact and then
held it there waiting for some indication as to what to do next. She
moved. I stood my ground and then in a moment it was over as that
classic kissing sound made smack.
She backed away and looked at me with a wicked grin and said, "There!"
as she turned and walked away. She disappeared upstairs and I was left
standing there in front of the family for a barrage of questions about
my summer and how good I looked at my new reduced weight.
I never fully understood just what happened in my close encounter with
the opposite sex during that episode. As shy as I was there were few
future occurrences when women tried to make contact with me but alas.
For years Tom's older sister was the only girl who ever kissed me
after my final failed attempt to avoid her charms. She won, if
that's how you want to put it. She had put me though embarrassing
anguish in front of others as she teased me to submit, which failed
each and every attempt until I'd surprised her, after months away,
only to be trapped, tapped in a new mind, in a new way, and I got
'There.' I was slightly less the virgin, just the lips part and still