I owe my good fortune to the dot com crash. I'm not a dot com millionaire or bear market short seller or anything. I might have been a dot com "hundredthousandaire" for about a month, but that was strictly on paper, and by the time the options were liquid, the market had already crashed and I got nothing. But still, despite wiping out two and a half years of near-slave labor, and setting back my career trajectory and bank account accordingly, the dot com crash was one of the best things that ever happened to me.
First off, I stopped working like a dog for a company that, had I opened my eyes earlier, I probably would have seen was going nowhere fast. The economy in my neck of the woods (Southern California) was in the crapper, and no one was interested in hiring a 35 year-old marketing director whose most recent career achievement was in helping to piss away almost $50 million of someone else's money. Nonetheless I was able to parlay the experience and contacts I had gathered into a small-scale business consulting from home at ridiculously low rates to the few bastards that were able to keep their businesses afloat. It wasn't a lot of money, just barely enough to pay a nanny to take care of the kids while I worked the phones and the internet, but my wife Lisa still had her job and after we cut back on expenses we were able to get by.
The net result was that I was able to spend a lot more time with my family, especially my two young kids, live a much more relaxed lifestyle, and be my own boss for a while. Not too bad, all things considered. And then there's the really good part...
One sunny fall morning, I was working in my small office in a corner of our bedroom. I could hear the kids playing in the driveway with Mercedes, our Salvadorian nanny. They were riding their tricycles down the slight incline and laughing wildly, probably as they crashed into something. I peeked out the window when I heard new voices added to the mix. I perked up when I saw that it was Sherry, our neighbor from across the street, and her two kids.
We had a lot in common with our neighbors, the Cohens. Sherry and Harvey had moved into the neighborhood shortly after we did, were about the same age as my wife and I, and had a son a year younger than our oldest. Sherry was a stay-at-home mom, however, and Harvey had lost his job shortly after I did.
I looked down from my window to where Sherry and her son Max were standing talking to Mercedes and my boys. From my vantage point, I admired the curve of Sherry's chest and her slight hint of cleavage. "Worth a closer look" I thought, shutting down the computer and heading downstairs. Sherry was no great beauty, but then there was nothing wrong with her, either. She was fairly short, but well proportioned, and her slightly frumpy "harried mom" look carried with it a certain fecund ripeness that always piqued my interest.
They say idle hands make the Devil's work, and of late, my relative idleness had kept my hands pretty busy as my imagination produced a series of extremely vivid fantasies about the women who crossed my path. Only last week I had managed to use all the hot water in our tank as I spent my morning shower concocting an explicit scenario for Sherry.
In my fantasy, Lisa and I had sneaked away from a party at our pool for a quickie. Alone in our bedroom, we sucked face furiously as I reached inside her still damp bathing suit and firmly kneaded her voluptuous ass. Untying the top of her swimsuit, I gripped her lush breast with my free hand and palpitated her pliant flesh. Crushing her tightly against me, I snaked my hand further along her backside until I could feel the wispy hairs at the outer reaches of her cunt, and the heat emanating from her core. My exploring fingers produced a gasp of ecstasy as I simultaneously plunged one digit into her steamy hole and clamped down on her swollen nipple with my other hand.
Lisa whimpered as I removed my hand from her cunt, trailing her pussy cream over her tight asshole as I withdrew. However, I quickly plunged my hand back into the front of her swimsuit and homed in on her throbbing clit. She moaned happily as I furiously rubbed the swollen nub and torqued her sensitive nipples. She humped my hand and kissed me hungrily as I drove her towards a monster orgasm. A few more strokes were all it took to push her over the edge, and I had to clamp my lips to hers to stifle her screams as she came with a yell.
As she came down from her high, I unrolled Lisa's top further and caressed her sweaty breasts gently. Sliding one hand up her torso, I brushed the damp hair away from her face and traced her jaw line with my pussy-coated fingers. As my fingers caressed her swollen lips the aroma of her juices must have reached us both at the same time. Lisa parted her lips and snaked her tongue out to lick my pungent fingers. My cock jumped in my trunks as she drew my fingers into her mouth and proceeded to fellate the sensitive digits.
"What should we do now?" Lisa asked coyly, looking up at me with my fingers still poised on her glistening, pouty lips.
"Well, that feels pretty good." I hinted. Lisa wasn't that enamored with sucking my cock, but every now and then she would dutifully blow me. I had a sense that the time was right and that she was leading up to this. Maybe she knew that I got particular pleasure from her sucking me off while the party continued below us, and especially when she would return to the party with a bellyful of my hot cream and smile at the other men with lips that only minutes before had been wrapped around my spurting schlong.
"Somehow I knew that's what you would say," she murmured as she slid to her knees in front of me. She held my shaft alongside her face and licked it seductively before plunging the whole thing into her mouth at once. She began sucking me urgently, setting a rapid rhythm as she feverishly gobbled my dong.
She was in high gear, her lips sliding furiously over my shaft and great sucking noises coming from her mouth as my cock plunged repeatedly into her gullet with every stroke, when suddenly the door opened, and Sherry walked in. Since it was my fantasy, Lisa didn't miss a beat as Sherry stood there in shock, transfixed. "I was just looking, uh, for myβ¦" she stammered before grinding to a halt.
Lisa looked at her with one eye without even missing a stroke on my shaft and with one hand beckoned Sherry closer. Sherry shut the door behind her as she slowly staggered towards where Lisa knelt on the floor. Pulling my cock from her mouth with a plop and a toss of her hair, Lisa pointed my red, swollen, glistening tool at Sherry and said, "Here, have some. It's quite delicious."
Sherry dropped to her knees as if sleepwalking and reached for my shaft. I twitched with shock and pleasure as I felt and saw Sherry's hand encircle my throbbing member, with her other hand closing firmly over my near-bursting balls. But that was nothing compared to the pure delight when her soft lips touched my dick for the first time and I slid into her warm, wet mouth. I looked on in amazement as she began bobbing her head slowly up and down my shaft. Her diamond ring glinted in the dappled light as she built up speed and began to work her mouth rapidly over my meat.
Lisa seemed as fascinated by Sherry's actions as I was, and she brushed Sherry's hair away from her face and ran her hands over Sherry's smooth cheeks which bulged obscenely with every plunge of my cock. Lisa began to remove Sherry's terrycloth cover-up, pulling it back over her shoulders to expose her chest, which was heaving with the exertion of her oral ministrations.