I just received an announcement for my tenth High School reunion. I
don’t know if I’ll attend, but it got me thinking about the incredible
changes in my life between then and now.
Ten years ago, one week after graduation, I became a secretary at a
medium-size plastics company. I was attractive (blonde, green eyes, great
complexion, good figure), but I was shy, demure and a virgin — the perfect
product of 12 years in Catholic schools!
Guys in the plant, salesmen, and even some clients flirted with me,
and a few asked me out. I went, but I guess the fact that I didn’t put-out
got around and the dates became fewer and fewer.
The company had a tradition of giving a dozen roses to secretaries on
their birthday. On my eighteenth birthday, in November, my roses were
accompanied with an invitation to lunch with Robert, a vice-president, at
one of the nicest restaurants in town. Nervous but so easily impressed, of
course, I accepted.
The restaurant was on the top floor of a downtown hotel. As we were
walking to the elevators, Robert led me to a seating alcove in the lobby.
We sat down and he gently held my hand and looked deeply into my eyes.
“Theresa, you already know my style is very direct, but I don’t want
that to overshadow what I’m about to say.” He paused and smiled at me, “I
really care for you.”
I started to ask him what he was talking about, and he shushed me with
his finger, “My Dear, I am a businessman and I want to make a business
proposition to you. This proposition results from the fact that I haven’t
been able to get you out of my mind since the day you were hired, and I’ve
never had to deal with such an obsession before. I have reserved a room
upstairs, and if you permit me to make love to you today, and on a regular
basis, you will begin our sales training program next Monday. You know
what that could mean to your lifestyle.”
Through my shock, I could picture exactly what that meant. I was
making $5800 a year, living at home, brownbagging my lunch and taking the
bus to work. In sales, within a year, I could be making maybe three times
my present salary. I was tempted.
“Mr. _____, I’m very flattered, and very tempted, but I don’t have
affairs. In fact, I’m still a virgin and I’d like to stay that way until
my wedding night.” I knew I sounded corny and lame and less than
Robert smiled, “Theresa, I can be very gentle. Let’s have lunch.
Think about what I said and you can either accept my proposal or forget we
ever had this conversation. Your refusal would not affect your present
position or promotion potential. You have my word on that.”
At the best and most expensive lunch I had ever had, but not tasted, I
thought about making a real living in sales. On a personal note, I
admitted to myself that Robert was very attractive — 45-ish, trim,
salt-and-pepper hair, a great dresser, and, in my experience, always the
total gentleman. He was certainly a more attractive person (looks and
personality) than any other boy or man I had ever dated. I also wondered
why I was making such a big deal about being the last virgin in America on
her wedding night.
After lunch, with a quiet smile and tiny nod from me in answer to
Robert’s question, we went to the hotel room and I have never regretted my
That afternoon, Robert was kind and gentle; I was shy and embarrassed.
He undressed me slowly, kissing and touching as he went. When I was naked,
Robert devoured me with his eyes and hands and tongue. I couldn’t believe
that it was happening. Prior to that afternoon, the farthest I had ever
gone was a few short wrestling matches with teenage boys in the back of
In a few minutes, Robert had my body glowing like never before and
tingling to his every touch. After almost an hour of his attentions, he
moved his head down between my legs. I almost pushed him away, but I had
enjoyed everything he had done to me up to then, I tried to relax as he
spread my thighs open wide.
I could feel his nose in my pubic hair and then his tongue pushing
between my wet pussy lips. I surrendered to him completely when he sucked
my clit between his lips and I began the first orgasm in my life. It swept
through me and I’m sure I nearly passed out from its intensity.
I was just coming down from its height when Robert reached a hand up
to each of my breasts and squeezed my hard nipples between his fingers. I
began to climax all over again.
When I finally finished coming, Robert wrapped the blanket around me
and cradled me in his arms as I fell asleep.
Robert was smiling at me when I awoke, “Theresa, I’d like to make love
to you, now.”
He had undressed while I slept, and he placed my hand on his penis. I
was fascinated with his cock from the first time I saw it, and for the next
half-hour or so, he instructed me in how to caress it and then lick it, and
finally, how to suck it. I soon became very adept in the art of
cocksucking, but that first afternoon I was tentative and unsure. He was
patient and passionate.
Robert eventually rolled me over on to my back and knelt between my
thighs, “Relax, Dear. I want you to enjoy this, too.”
And I did. I felt my pussy lips spread around his penis as he slowly
and gently inserted it. He felt huge and hot and powerful. Then, I felt
the resistance and he pushed ever so slowly until, with a sharp, quick
pain, my virginity was gone forever and I was being fucked.
The pain became a dull ache and I soon began to enjoy the feeling of
his manhood sliding in and out of me. He dropped his face to my breasts,
sucking first one, and then the other, of my nipples into his hot mouth. I
began to move; lifting my hips to meet his downward thrusts.
Quickly, I was nearing orgasm, again, and Robert smiled down on me, “I
am going to come with you, this time, Dear.” And he did.
Robert drove me home after 10:00pm that first night, and, from that
night became a regular but very private part of my life.
True to his word as always, I began intensive sales training the
following Monday morning, the youngest prospect in the corporation’s
history. As fate would have it, I’m very good at sales and I love it.
I’ve been very successful for the company and for me (last year I made just
a few dollars short of six-figures).
Robert and I continued our affair, meeting 3 or 4 times a week in the
afternoons and eventually, he rented a tiny efficiency apartment that’s
full of satin sheets, sex toys, costumes, and little silky things. Robert
also personally arranges the business trips and convention excursions, and
we share a room whenever possible.
I’ve never told another person about Robert, and he says I’m his
little secret, too. We accept it for what it is and don’t look for it to
be more than what it can be. We feel quite affectionate for one another;
it’s much more than just sex, and there’s no need for a commitment. He’s
married, a wonderful lover, and safe, having had a vasectomy years ago.
And what a teacher he’s been! Robert and I have tried almost
everything we have seen or heard about — bondage (I enjoy being tied up),
spanking (I don’t care for it, but Robert really gets into it, sometimes),
costumes, vibrators, sex creams, videos and sometimes, just plain sex. I
have always done whatever he has asked of me in bed, and almost always
Robert will soon be 56 years old and I marvel at his stamina. Still
one of his favorite positions is to straddle my chest, slop a jelly or oil
between my large tits and fuck them. He says his orgasm is always intense
as he watches his cum spurt out of him and into my open mouth and onto my
Probably the hardest thing for me to deal with is my relationship with
Robert and the fact that I’ve been happily married for the last four years.
I met my husband, Chip, five years ago and almost ended my affair
with Robert. But I couldn’t. I didn’t want to. It meant too much to me
and didn’t interfere with any other part of my life. It was for me and for
Robert, and I couldn’t give him up. After worrying about it for weeks, I
adopted the same position with Chip as with everyone else — my time with
Robert just didn’t exist outside of our apartment.
Probably the most perverse thing I’ve ever done is share my wedding
day with Robert, because I wanted it to be special for him, too. The
ceremony was scheduled for 6:00pm, so the first thing I did on the morning
of my wedding day was take my gown to our apartment. I called Robert to
tell him to meet me there, and before he arrived, I dressed in only my
veil, gown and high heels. When Robert opened the door, I slowly raised my
dress until my naked cunt was exposed. With a growl, he pushed me back on
to the bed, ripped his zipper down and shoved his already-hard cock into my
cunt in one hard push. He came in seconds.
As Robert caught his breath, I began to lick his warm, wet cock clean.
He was soon hard again and positioned me on my hands and knees. Still in
my veil, gown and heels, Robert threw my dress up over my back and knelt
behind me, slowing pushing himself into my wet pussy.
“Theresa, I love you all the more for this wedding treat you’ve given
me. I’ve thought about what I want to do and decided that I don’t want you
to be a virgin anywhere in your body tonight.”
With that, he removed his wet prick from my pussy and pressed its head
between my ass cheeks. We had never had anal sex before, but I knew that
that was what Robert wanted, now. I did what I could to ease his entry,
but it was still a tremendous pressure until he was completely inside of
me. We soon found our rhythm and I eventually enjoyed my first ass-fuck.
When he finished, I dressed in my street clothes and returned home. I
never told anyone where I went that morning, but I laugh because one of my
maiden aunts convinced the rest of the family that I must have taken my
gown to the rectory, to have it blessed by a priest!
Robert had a surprise of his own in store for me. As I was changing
to leave the reception that night, Robert slipped into the room and into me
for a quickie. I licked him clean and we both hurried back outside. About
a half-hour later, as Chip was entering me for his very first time, I
thought it appropriate that my cunt was already full of Robert’s sticky cum
and my mouth still tasted of him.
Except for the wedding reception and one recent incident, Robert and I
never do anything to jeopardize our marriages or our professional standing.
We limit our contact to the office, trips, our apartment and rare social
events. It was at one of these social events that I misbehaved to the
total satisfaction of both of us.
Chip and I were hosting a large Memorial Day Bar-B-Q and Robert and
his wife were there. Mid-afternoon, I told Chip I just had to show Robert
a problem I wanted him to work on. I led Robert into the den and closed
the door behind us.
“So, what’s this big problem, Theresa?” Robert asked as he reached for
my tits. I laughed and fell to my knees, opening his shorts and sucking
his hardening cock into my mouth. In seconds he was hard and I dropped my
shorts and panties and bent over Chip’s desk. Robert rammed his cock up my
cunt and proceeded to give it a vigorous pounding. I was grunting with
every hard shove and soon began a wonderful orgasm. Robert soon followed
and we quickly rearranged ourselves and rejoined the party.
Chip kissed my cheek and asked if Robert solved my problem, so
I giggled, feeling Robert’s cum squishing in my cunt, “Darling, you
should know I’d only give him something he could handle in a few minutes!
This is a party!”
Don’t ask me what’s going to happen. Chip is talking about having
children. Robert is talking about retiring. And I’ve had a very
attractive offer to join a very large company. I just can’t think about my
afternoons without Robert.
I just received an announcement for my tenth High School reunion. I