This is an adult sex story.
All the characters are of the age of consent or far over it!
Any children named or mentioned are not involved in anything sexual.
This story follows "I'm Running on Empty Chapter Five."
This is the story of how I spent my time starting that first week of the month of April and what my penis was doing too.
Enjoy and thanks for the views and votes.
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Hopefully you have read the preceding chapters of "Running on Empty" but if you haven't let me fill you in on me and how I got to this point in my life.
This is my fifty second story.
These stories cover my life from the day my first wife died in an automobile accident in January just about 15 months previously up to today. I was a business consultant and ended up being a business owner. And my business holdings, and real estate holdings, have expanded dramatically, since my wife died.
After my wife's funeral, I hired or rehired, Monica (the Maid) and then I repurposed her work efforts from just cleaning the house and doing the laundry to that plus cooking, running errands and having sex with me.
This is all in my first story, I Hire Monica the Maid.
She was a willing widow.
More than willing.
Open to almost anything.
What she wasn't open to, I converted her so that she was willing.
For starters, I converted her into a three hole input woman for my exclusive use.
That meant having lots of sex with her.
Soon after we started down the path of a healthy sexual relationship, anything went including me taking her anal virginity and eliminating any reluctance she had about eating pussy for my viewing pleasure and preparing the other woman for my cock.
I'd have sex with a woman and Monica the Maid would clean my cock with her tongue, mouth, and lips.
She was already an expert at deep throat and loved to swallow. I just had her practice on me. A lot.
So she could pleasure me even more, in other ways, I sent her to massage school.
I also hired a personal trainer and if I recall, a dietician so she would lose weight, look better and cook us healthier meals.
That affair, if you want to call it that, set the stage for a long period of nothing but hot sex and good times with at least forty women and more likely fifty ladies over the course of the next year and a quarter.
Each story that followed covered what was going on in my life, personally and in business, in mostly chronological order.
I had sex, great sex, a lot of sex, with a lot of different women.
None were married; I made damn sure I wasn't fucking any married women.
Probably the smartest thing I ever did was to learn how to give massages.
Notice I didn't say "professional massages" although I know how to do them.
It's just that giving sensual and sexual massages are just so much more fun.
And, let's be grown up about it: a naked female lying on a massage table with a male masseuse that they are attracted to, that they have been making out with, are going to end up with a cock in their mouth, pussy or ass, or at least two out of three orifices. If I had the time, I usually ended up in all three holes.
I also became wealthy as a result of hard work and being persistent. I was sorry that my first wife did not live long enough to see the day when I had made enough money so neither one of us would have to work another day if we so desired to retire.
Being wealthy didn't stop me from having sex and I did not flaunt my money to get women into bed. I didn't have to, because they liked me for whom I was.
About nine months after my wife died I married one of her friends, Catherine, a gorgeous French Canadian divorcee with two daughters. Catherine was pregnant in no time flat but she made it clear even before we got engaged that I could have sex with other women. In fact, she usually found the women for me to sleep with, and approved of them before she introduced them or put me in contact with them.
And, okay, I never planned to sleep with any of them, just to fuck them, but I did fall asleep a few times.
And life was good. Very good. Which brings me to this story.
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This is the final chapter of the series "Running on Empty" of that first mind blowing week in April when my wife gave me the Mother of All Hall Passes, the one thing every married can only have wet dreams about.
(If you haven't seen the movie Hall Pass, you should).
Catherine, my pregnant wife, wanted me to enjoy one new "hole" each day of the month and I found out later she had arranged for me to meet a cadre of females on this trip.
All of the women were attractive, professional and way more than willing to have sex with me.
I didn't have to ask. Everyone of them invited me to fuck them.
They didn't say "Fuck me Jack" but they made it clear what they wanted.
Dick. Cock. Man Meat. That thing hanging between my legs.
It's hard to miss the signs when a woman is interested in you.
Now, they all wanted something from me (money, or a job, or to do some business or to buy their business) but setting that aside, the money was simply the door opening, the conversation starter, to get to know me so we could get naked together.
All were professionals on the outside but once they were undressed, or partially undressed, it got fun fast.
I wouldn't say that any of them went from professional to slut.
I would say that they went from professional to anything goes quickly.
That song by Cyndi Lauper that "girls just want to have fun" is still true, no matter how old the girl is.
And sex is fun.
Oral, vaginal, anal; they didn't care where I stuck my hard cock.
(There was some resistance (no pun) from a few on the ass fucking but I pushed past those objections quickly. And they soon enjoyed the experience so much that they asked me to do it again. And again, and again. You get the idea).
These ladies wanted my come, my baby batter, my man juice in them or on them.
While I deposited most of my loads internally, I also splashed a few faces, between some nice breasts, and on the backs and between butt cheeks of my partners.
