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Part 1 of 2
My name is Thomas Martin, IT professional, and this is the story of my first unexpected office affair.
But you need to suffer through some backstory before I share the good stuff with you.
I started my career in IT with a large corporation back in the day, let's say the 1980's. My immediate supervisor was Jane Anderson, a greatly respected Project Manager because of her no-nonsense approach to things, her respect for her staff, and her overall intelligence.
To add to all that she was a beauty in my eyes. A slim blonde of medium height, blue eyes that could captivate or intimidate you, and a well-toned body, or what you could imagine under her very sharp professional clothing. Extra bonus for me, just a nice touch of nerdy in her look, at least in my opinion.
I was in my mid-20s, a relative newcomer to the corporate world, and she was in her mid-30s, but carried it well. You would swear she was in her 20s. I sometimes amused myself with the thought that we made a good-looking couple. I was the child of a multiracial couple, so my dark complexion contrasted nicely with her silky pale skin.
Because of the IT projects we were challenged with, we seemed to be often in each other's company. I was a very diligent worker, took pride in the quality and quantity of my work, and she formed the opinion that I was very reliable, a "set and forget" kind of team member that needed no micromanagement.
Of course, my contributions helped her reputation as a top notch Project Manager. No romance was happening, just a good honest work friendship between respected professionals.
Then came the night I accidentally changed that.
We were at a bar on a Friday night for some work related celebration, some colleague's birthday or something. Most of us were standing, mingling, chatting, the occasional dance. A few drinks were going to my head, and my libido was rising.
I stood close to Jane, then closer, then our bodies were together side by side. The bar was crowded, you see. Each time somebody went by, I had to shuffle over, until I couldn't go any further. And I never shuffled back.
Meanwhile, Jane, apparently oblivious to my proximity, or so I thought, never moved. After awhile the backs of our hands were in contact. No movement, no complaint.
She turned, looked at me, and commented, "Well, I've had enough of this party, I'm leaving. I see you've been drinking, need a lift home?"
Just an offer from a considerate colleague.
"Yes," I replied, "I would appreciate that."
As we drove towards my apartment we made small talk while in my head I was doing somersaults at the thought of being in the presence of someone I could never have. We came to the intersection near my building, and for some crazy reason I joked, "Right to my place, left to the park."
Without a word she turned left. What??? Had she misunderstood me? She drove until the entrance of the park and confirmed, "Here?"
No, she had not misunderstood me. She parked the car in a secluded spot and said nothing, looking at me. Am I about to do the biggest misread of my life???
Alcohol and lust caused me to lean over and kiss her. She was kissing back. I put my hand on her breast and started to massage, she put her hand on my crotch and started to rub.
She could feel the raging erection being constrained in my pants, so she pulled out of our kissing, moved her head down to see what she was doing and in an instant my cock was in her mouth. What the hell was happening? None of this was planned, it just exploded out of nowhere with that left turn.
What a marvellous blowjob I was having thanks to a mix of emotions. Then a car drove by. That scared both of us out of our delirium, and we sat there for a moment until she remarked, "We should stop this."
But the hand gently stroking my cock said otherwise.
"Or go somewhere else," I offered.
"Not my place," she countered. Well that was obvious, her being married and all.
"Not my place," I concurred. "I share an apartment with 2 friends. But I do have an idea. There's a little motel close by that I take dates to occasionally because of my living arrangement. Do you have time for a motel?"
She said nothing, just started the car and we made our way to the park entrance. She hadn't been saying much since I had started to make my unplanned advances. I found that so sexy for some reason.
"Left or right?" she asked, then we were at the motel in minutes. I registered using my name and car license plate while she waited in the car. I didn't want any paper trail of her car at this motel, and most of the night staff knew me.
Nothing unusual, just another Friday night date for Thomas.
Soon enough we were in a room containing 2 beds. "Left or right?" she asked with a smile.
I embraced her fully with the passion of a hundred fantasies. We kissed and kissed standing up, my hands now exploring her stylishly clothed body. Finally I looked at her and suggested, "How about me bottom, you top?"
She pulled me in for more kissing, then finally stepped back and started the process of disrobing. I was much quicker, and I was soon on my back, on the bed, with a raging erection.
Fully nude, she joined me on the bed and pondered, "Where was I?" She took my erection in her hand, saying, "Oh, I remember," and then in her mouth.
I can't describe the thoughts exploding in my head. Today had started as an ordinary one with me struggling to force myself to attend this stupid birthday party, had progressed to being happy to see Jane at the party so I could be in her presence, to this.
My cock was being sucked by my boss!
Will I ever be this happy again in my life? Spoiler alert: "No."
Her oral skills were considerable, and I was quickly approaching orgasm. No, this incredible moment in my life doesn't end this way. I managed to get into another loving embrace where we passionately kissed for a not insignificant amount of time, and my hands explored her body without resistance.
I rubbed her considerably wet pussy for some time until I believed it was safe to put my erection back into play. "Get on," I commanded.
She did, positioning herself over the object of her own lust, and then lowered herself to accept her impalement. Her hands were on my chest, and she began to grind back and forth, while my hands found their way to her perky breasts.
What a magnificent view. This is definitely my favourite position, so a lot of my dates start this way. But this was no regular date, so the view tonight was particularly spectacular.
Her grinding increased, accompanied by grunts. Time to add the spice, some nice dirty talk,
"Ride me, boss. Ride that cock!"
"Don't call me that," Jane replied. "It isn't right."
"What isn't right, boss? Am I doing something wrong?" I jokingly continued.
She briefly stopped grinding, and with a slight laugh threatened, "No, seriously, STOP!" before resuming her exertions. Up until now I had been helping her to bounce with my own pelvic thrusts, so I stopped. Not a tremendous change in action, but noticeable.
"Yes, Mrs. Anderson, I'll stop," I meekly said.
She stopped. "Uh, that's actually worse. OK, Thomas, fuck who you want," she offered, going back to grinding.
I gave her a big bounce with a pelvic thrust, followed by more. "I want to fuck YOU, Jane," I said with a smile, which was quickly reciprocated.
"You are fucking Jane very well, Thomas," she managed between breaths, closing her luminescent blue eyes.
"OK then, game on!" I thought, but did not dare verbalize.
We both enjoyed the ride. Again, something she was very proficient in. I couldn't fight years of fantasy any longer, and had a massive orgasm. Everything stopped, and she looked down at me and joked,
"You're submitting early I see." It is wonderful to unleash humour from a new lover.
"Sorry, boss. Next time I'll use the full assigned time," I promised.
She leaned over, kissed me, and my rapidly shrinking cock left her pussy. "Good effort, Thomas. Very very good for the first phase," she assured me.
She returned from the bathroom with towels and thoroughly cleaned us both. Then she returned to the bed and we lay on our sides looking each other with lust? pleasure? happiness? all three? Yes, all three.
I burned her beautiful post-coital face into my memory. "I certainly didn't expect this today, Jane," I confessed.
"Neither did I, Thomas, but you lit a fuse somehow in the bar. I had to get somewhere so I could explode," she smiled, "I was thinking a nice car park masturbation, so this was a pleasant surprise!"
At this time I felt a creeping guilt about being in bed with another man's wife. I think it's called post-coital tristesse. I'm no angel, but I do have a conscious. For some reason I gave a bizarre compliment, "Your husband is a lucky man."
I'm such an idiot at times.
"You would think so," she replied, thankfully not insulted. Her slight body frame contained a strong confident woman.
Jane went on to explain that they had been married ten years. He was older than her by twelve years, and she was attracted to him by his looks, intelligence, and confidence, the trifecta of attributes for an educated woman such as herself. He was a respected engineer for a consulting firm with a global reach.
It was obvious what he was attracted to, and at the beginning they enjoyed a healthy sex life.
But her husband had a large appetite, and was soon bringing up topics like pornography, threesomes, swinging, cuckoldry, and the like. It started randomly, but became more and more an annoying topic in bed. Slowly but surely their sex life declined. It didn't stop, but if you matched their activities from one year to the next, something had changed.
He used to come home from his frequent foreign trips sexually hungry, and he couldn't wait to ravish his wife on arrival. Now, however, he came home too tired from this or that. Finally came a day she found an unused condom package in one of his jackets, and Jane was no dummy.
Here in the movies is where there is an epic confrontation. Jane just returned the package to his pocket and got on with their growing sexless relationship. This may get better, she was still mostly in love with him. And she didn't like the idea of blowing up her otherwise comfortable lifestyle.
More and more, masturbation was not filling her needs. She never had thoughts of a revenge affair, but Thomas lit a fuse tonight, and here they were.
"I'm sorry Jane," I shared.
"Not your fault, and you certainly don't need to apologize for anything tonight," she said, smiling.
"I want to fuck you again, Jane," I confessed.
She pondered this odd request and replied, "Yes, I suppose. When were you thinking?"
Now it was my turn to ponder this odd reply. I moved slightly closer to her, touching her leg with a new erection. This slightly surprised Jane, as she was used to her husband being a "one and done" sort of guy.
She reached down to confirm what she thought was touching her, and soon her hand was once again holding a comfortably sized multiracial cock that inherited most of its genetics from the black side of the family.
"Oh!" was Jane's singular reply.
She was quickly on her back, ankles on my shoulders, and I easily entered her willing, wet pussy and started to piston, building up to thrusting, and finally a nice pounding. At no time did her moans and grunts suggest I stop or lessen. I was determined to make her cum, but with a new partner there is often the mystery of the best way to do it.
Mystery solved easy enough. Jane came, a deep and satisfying reward for my efforts. Well, that's solved then. I found one way at least. But I had more work to do for her.
We collapsed on the bed. "Oh my god, Thomas. That's so good," she shared.
I was soon on top of her in missionary position with my cock reentering her pussy, saying, "Sorry, Jane, I have some other work I'd like to submit for your consideration."
A smile was her reply.
I have fond memories of my 20s when my endurance was impressive once I got the first orgasm out of the way. I banged her relentlessly until, to my surprise, she came again. That's two ways.
I positioned both of us in a spooning position where I could again easily enter her, and we enjoyed a nice, relaxing cool-down fuck, for some extended period of time. I could feel a familiar sensation rising all over, and the relaxing fuck turned more enthusiastic.
I don't know if we experienced orgasms together, but it was close enough. We lay locked together for some time while my hand caressed a breast. I was in heaven. "Poor Jane had a lot of frustration to release," I thought.
I rolled her over so we were face to face again, giving her gentle kisses while drinking in the beauty of her face.
"Oh Jane, this was great," I eventually said.
She replied, "Time for me to go home. But there are several things we never got to. Hopefully next time?" she queried.
"Next time," was angelic music to my ears.
"Next time," I replied to her.
OMG, there was going to be a next time!
As she drove me back to my apartment, I asked, "It's late, won't you be in trouble with your husband?"
She glanced at the clock on the dash and coolly replied,
"No, he's in the Philippines, probably having a threesome or something right now with a couple of whores. But I'm going to sleep well tonight, and I have some new memories to help me masturbate this weekend."
She turned and briefly smiled at me, returning her attention to the road with a neutral expression on her face. She dropped me off at my apartment with no more ceremony than we would have done as colleagues, and bid farewell with,
"Good night, Thomas. Have a nice weekend. See you at work Monday."
I stood on the sidewalk watching those taillights take my angel away. She wouldn't be the only one masturbating this weekend.
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