It helped that daddy was rich and mommy was good looking. For if my father had not been a well off executive with a major firm, earning six figures back then, nor my mother what we now days call a MILF, certainly the events which set up the affair between my mom and I would never have happen. But thirty-five years ago we began a long term liaison which ended only shortly before her death from cancer several months ago.
At the beginning I was in Graduate school, having my own apartment, thanks to pop's support. I needed only to earn spending money, concentrating on my studies for the most part. Late in the spring semester I came down with a very nasty bug, sick enough even to spending a couple of nights in the hospital. My mother flew out to Chicago from New York to take care of me. After fussing over me and promising me a week of care and cooking, she left saying that while here she would stay in a hotel near my apartment. In the meanwhile she would shop and get my place ready for me to convalescence.
She got my keys when she came to the hospital visiting straight from the airport. She knew where I lived from a trip my folks had made earlier in the fall. Of course, my protest did no good and off she went to see what a mess I lived in as a bachelor. I figured that the dirty dishes and laundry would not shock her - as that's how I had been at home during summers too. But if she puttered around in my bedroom she might very well discover my not so hidden stash of porno: mother/son erotica, books, older women and younger men pictures, every naughty kind of thing about my fetish; quite a collection.
She did, but never mentioned it until afterward, when I had already had my fantasy cum true. The antibiotics they gave me had me back home in a couple of days. It took several more for me to feel human again, and shortly after a week of being weak, I was my old self, and horny with little chance to do much under mom's constant supervision. She would 'tuck me in' then take a taxi to the hotel. I would fall asleep before she left, the drugs still made me a bit groggy.
Now a few days before she was due to return we planned to go to dinner and out to a movie. I rode my bike down to the hotel and we ate there at a nice restaurant and went by taxi to see the latest block-buster at a movie theatre. The plan was then for me to ride back to my apartment. The flat Midwest landscape had made the cycle a more practical mode of transportation for my student days and Chicago had plenty of mass transit otherwise, but the buses didn't run that late in the suburbs. Only we had not planned on the huge rain storm that evening.
We wanted to spend a little more time together and to split a bottle of wine we ordered from room service and chatted away for another hour. By the time I was ready to head out the mist had turned to a deluge. So mom suggested I just spend the night at the hotel in her room. I figured she would get the manager to drag out an extra cot since there was but one bed in her room. But she said that the bed being king size was fine and we could share, if I didn't mind.
Yeah right! I guessed she hadn't seen the porno or she would not have suggested that. Little did I know! Mom went into the bathroom and came out wearing a mid-length nightie of a rather shear material that clearly showed she had no underwear on. She suggested I simply strip down to my jockey shorts. She acted like it was no big deal for us to be so undressed around each other, but I had a hard-on that I had to hide or be too obvious about my interests.
Now I have to confess, back in those days I was in some ways innocent of the ways of the world and the wiles of women. Oh, I knew all about sex and I was not a virgin. But not so experienced in the type of intimacy I was finding myself involved with, much less the lady in the room being my mom. In fact, I only attributed the most pure motivations to my mother, never thinking that she might be thinking naughty thoughts as well. Actually I had never 'slept' with a woman before then - spent a whole night in a bed together; though I had bedded a couple of gals.
So I was prepared for an entirely innocent overnight, although my penis was stiff at the view mom's gown revealed. She climbed into her side and set the last of her wine next to her on the nightstand and fiddled with the remote. As the host of the 'Tonite Show' introduced the next guest I did likewise, the blanket covering my boner. Mom indicated I should scoot over and cuddle with her. Happy to do so as I loved her as any good son should; I provided the tender affections without any ulterior motives. However, my hormones were certainly flowing and while my intentions were honorable my libido was delighted with the sensation of my arm around the female of my deepest, dirtiest fantasies.
I felt my mother's hand rest on my leg next to her and lightly begin to rub up and down. She sipped her wine; I mine; as the television provided a focus for my eyes, while the feeling of her manipulations sent the horniness of six days without release of sexual tension into a near frenzy. But still I didn't think she knew what she was doing to me. Then she turned off the set and turned to me and asked me if I was sleepy. I was a little but still I didn't want the moment to be over, it was very stimulating.
