My new babysitter – part 3

It had been two weeks since that fateful night when I lost my virginity to my babysitter Debby and the subsequent sex action with my parents. After that night, my life had not been the same again. I regularly had sex with my gorgeous mom and sometimes I watched and wanked while my dad was fucking her. That didn’t happen too often, though, since my father was frequently away on business. I also found out more about my parents’ loose morals. Not only were they part of a swingers’ circle, I also learned that on his business trips my dad always fucked high-class call girls and that my mom regularly had her way with the gardener as well as any delivery boy she could get her hands on. Needless to say, all the delivery boys were more than eager to comply with my mom’s lustful wishes. A few times, my mother let me watch those antics too.
I even discovered that our maid Simone was part of the debauchery going on at our mansion. One afternoon while I was bored, I was feeling horny. However, my mom had gone out to lunch with friends so I couldn’t turn to her. I saw no other opportunity than getting my old collection of porn magazines out from under my bed and wank over these like I used to. I discarded my clothes, lay on my back on my bed and started jacking off while looking at some of my favourite pictures.
I was just getting into it when there was a knock on my door. As far as I knew nobody else was at home save Simone, so I assumed it to be her. “Just a second!” I yelled. I quickly stuffed my magazine under my pillow, grabbed pants and a shirt and hurriedly put them on. “Come in,” I said.
The door opened and Simone walked in. “Hello, Joey,” she smiled, “what were you doing?”
I was surprised to hear her ask that question. What business of hers was that?
“You were jacking off, weren’t you?” she asked, with a weird smile on her face.
“Err, no, I wasn’t,” I stuttered.
“I bet you were. Your pants are on the wrong way.”
I looked down at my pants and saw that she was right. In my haste, I had put them on the wrong way. I felt trapped and blushed. This was embarrassing, being caught wanking by the maid, even when it really wasn’t any of her business.
“I don’t mind, Joey,” Simone smiled, “in fact, why don’t you just continue? I would love to watch you wank.”
I was stunned. Our maid was saying to me she would like to watch me jack off? However, after all the recent developments I wasn’t as shocked as I normally would have been. I gave Simone a good, long look. I realized I had never really looked at her before. She had always just been the maid, always around, always friendly, but I had never looked at her as a woman. Now that I did, I found that she wasn’t as unattractive as I had always assumed. Sure, she wasn’t very young – fifty-two, as I later learned – and her face wasn’t very pretty. Her nose was sharp and too large, her lips were too small, her eyebrows were uneven and her chin was too pronounced. Her make-up didn’t really distract from that, but her face was surrounded by beautiful, long black hairs.
Her body looked better, upon closer examination. She was not too tall, a bit stocky and most of her body was hidden from view by the outfit she always wore – long white skirt and wide white shirt – but from what I could make out she had a pretty decent body. Her breasts seemed fairly large, though smaller than my mom’s and certainly smaller than Debby’s and her ass looked fine as well. So I thought, what the heck, if she wants to watch me wank, I’ll let her.
“Okay,” I said, “if that’s what you want.”
I dropped my pants and took hold of my still half-erect dick, starting to stroke it slowly. “You like that, Simone?” I asked, “watching me beat off?”
“Yes, Joey,” she said, “I like it. Now come on, do it faster.”
I creased my wanking pace while Simone began to take off her clothes. She unbuttoned her shirt, revealing a large pink bra. “You like watching me take off my clothes, Joey?” she lewdly asked, licking her lips.
“Yeah,” I panted, stroking my hard cock faster and faster, “show me your tits.”
She seemed happy to comply, taking off her shirt and lifting her breasts from her bra. They sagged quite a bit, but the sight aroused me further nevertheless. Next, she pulled down her skirt, revealing a pair of skimpy pink panties.
She came up to me, massaging her breasts. She knelt in front of me. “Give it me,” she said, “come on, give it to me.”
I jerked my prick faster and faster while Simone put a hand in her panties and started playing with herself. Already on the brink of coming, I couldn’t take anymore and experienced a fierce orgasm. I shot my load all over Simone’s tits, splattering my young semen all over her boobs. Needless to say, I fucked Simone’s brains out afterwards, gaining a new appreciation of our trusty old maid.
Altogether, I was having the time of my life. The only thing I regretted was not having seen Debby again since that wondrous night. That was going to change soon, or at least I hoped so, since my mom had told me that there would be another meeting of their ‘circle of friends’ next weekend. I knew Debby, as well as her parents, was part of that circle.

That Saturday morning my father George, my mother Nastya, Simone and myself got into my dad’s SUV for the drive to Debby’s parents’ house, where the meeting of the ‘circle of friends’ would take place. It would be about a two-hour drive, since Debby’s parents lived on the opposite side of the large city where we lived.
My dad was driving. He was wearing one of his expensive business suits as usual, with the exception that he wasn’t wearing a tie. My mother sat next to him, looking as stunning as always in a short, low-cut purple dress. The dress was somewhat transparent and the dark blue lace bra she wore beneath it, containing her massive boobs, was clearly visible through the dress, as was her matching string. Simone, sitting beside me on the back seat, looked a lot less spectacular, wearing simple white skirt and similar shirt as always.
While we were driving, I was thinking about the debauchery that awaited me. Even though I’d had about as much pussy as I could handle over the past fortnight, I had never experienced an actual orgy and the prospect really excited me. Not to mention the fact that I was going to see – and hopefully fuck – Debby again.

When we arrived at Debby’s parents’ house, the first thing I noticed was that it was a huge mansion, even bigger than our own, surrounded by an enormous lawn. All around the lawn, high iron fences were in place. These people were obviously very wealthy.
We passed through a gate in the fencing that was opened and gave access to a brick-paved road leading through the lawn to the mansion. My dad drove the car down this road and then around the house itself to a large area behind the mansion that was obviously intended as a parking place, as it was already full of some twenty cars. Most of these cars were rather expensive-looking, something that didn’t really surprise me.
My dad parked our car and we all got out, walking back around the mansion to the main entrance. My dad rang the door bell and a moment later the door opened, revealing a classy-looking woman probably in her early fifties.