Charli the Poolside Cougar

It was getting common for Mom to call special family meetings on short notice and this was another one, but it was in the studio they used for some of their modeling and erotic pictures.

"I've received an emaiI I've been waiting to get for a very long time. I can't tell you more right now, but I need you to do something without asking questions."

Her tone was atypically serious and there was a determined and anxious look on her face.

"Carly, I need you to take a picture of your brother and I side by side ... naked. The camera is already set up and logged into a private, secure server. "

Carly moved behind the camera and waited.

"Carl, get undressed and come over here beside me."

She dropped her robe and stood before us nude in front of the camera waiting for me to join her. Being naked together wasn't anything new, but this felt different somehow, mostly because of her serious nature. I stepped in beside her as she asked and waited for the camera to click.

"OK, thanks. That's all for now, I'll let you know more later if I hear anything from the group. You'll just have to trust me for now."

Group? Geeze Ma, way to be mysterious. Attempts to ask questions about it were met coldly.

Almost two weeks later, she called us together again. Her mood was better, more excited and enthusiastic, but still tense.

"We've been invited to a highly exclusive gathering. This is an extremely special event for me that I've been waiting for years to be invited to. I was beginning to think I was getting too old for them. Their selection process isn't fully known outside of a closed inner circle and no one knows who'll be invited each year. You have to be somewhat famous and have a history in certain fields which I qualified for years ago. But I didn't have an eligible son until the last couple of years."

OK, this was getting intriguing.

"To be considered, a woman must be highly attractive with an excellent body and a history of erotic work. She must have proven she's not afraid to be naked around others and to be in highly sexual situations. She must also have an adult son who is attractive to others."

Aw shucks ma.

"This is a Mother and Son gathering and attendees are usually actresses, models, singers, or other celebrities. Sometimes corporate women are invited if they have the right backgrounds. There is also a Father and Daughter version, but unfortunately, that isn't an option for us Carly."

Carly and I looked at each other wondering where this was going.

"It's really quite similar to what we do at the pool gatherings, mothers and their sons sharing with others. But the arrangements are much more formal and tightly controlled. I don't even know what all to expect, but from some I've talked to, there is some light bondage, general nudity and a lot of sex. Mother son sex, but not with your own relative. It's basically the son offering his mother to other sons and mothers offering their sons to other mothers."

"Mom, we do that all the time here, how is this different?"

"The structure and the people involved. You may end up with a world famous supermodel for example. There is also a session where the mothers engage with each other, so I may be with someone famous from who knows where. It's a just a very high end, high society function of the very elite. One thing I know for sure is that I won't be wearing any form of clothing for the entire time, though there may be some costumes. I will be 'on' and available the whole time, so I must always appear in full glamour mode".

OK, I was beginning to understand a bit.

She told Carly that there were two dates scheduled for the weekend that she had been unable to cancel and she'd need to cover.

She also told us that there would be a package arriving and that we must not open it under any circumstances. And then she left it at that.

It was Thursday before the box showed up. Gloss black with her named engraved in gold lettering. She took it to her room and closed the door telling us we'd see it the next day and that I was to be ready to leave by noon when the limo arrived. We didn't see her again that evening other than for a brief meal where she really didn't say much, but had an odd glow on her face. She radiated happiness and pride.

She asked me to come to her room at 8 AM and asked Carly to leave the house until that afternoon so she didn't see us leave.

Upon entering her room as she asked the next morning, she was fully nude and instructed me to remove my robe. She handed me a basic button down white shirt and a pair of black dress pants, socks and dress shoes. Putting the pants on, I discovered the fly was open with no zipper or other fasteners.

Her face was astounding, impeccable. Eyes dark and smokey, cheeks rouged more than normal and fire red gloss lipstick. I'm not even sure how to describe her hair other than maybe wild the way it was blown out and sprayed stiff, reminding me of the 80s big hair pictures of stars like Tawny Kitaen.. It all just screamed sex.

Mom opened a box with a pair of shiny black high heels I wasn't sure she'd be able to stand in, let alone walk. Sitting on the bed, she fastened a gold chain around each ankle equipped with a small lock. She handed me the key and standing up with unexpected ease, walked to her mirror. Reaching into the box again, she pulled out a piece of leather about two inches wide with a gold ring and a slot to fasten the ends. She wrapped it around her neck as a collar. Also in the box was a long gold chain that she clipped into the ring with another small lock. She handed me that key also. The chain fell between her breasts and almost to her knees with a leather handle at the end.

"We're ready to go, lets get down stairs. The limo will be here soon."

"Mom, you're going outside like that?"

In a very firm voice she admonished me, "I told you not to ask any questions, just do as you're told."

She strolled down the hall and stairs on those wild shoes as if she was barefoot. We got to about 20 feet from the front door stood side by side waiting. She told me to unlock the door and leave it ajar, then return to her side.

Precisely at noon the door opened as a tall, very dark skinned black woman entered. Grace Jones came to mind when I saw her. She was dressed in a chauffeur's uniform, complete with hat, but with an overly tight blouse causing her breasts to jut out and an obscenely short skirt revealing mile long legs. Looking at us, then a clipboard then back at us, she said our identities matched and we could proceed.

She approached me and asked for the two keys my mother had given me. I handed them to her and she put them in a small locket type thing on a chain. Reaching through the unfastened opening in my pants she attached the locket around the base of my balls, then stroked me a bit.

"It should always be hard enough to be seen though this opening."

She then handed me my mother's leash and directed us to follow her to the limo and get in the back seat. She handed Mom a sort of cape or blanket thing.

"If all goes normal, you won't need that. If something happens that we need to be in public, wrap that around you to cover yourself."

She got in the front and drove off. Almost an hour later, we arrived at a small private airport and parked near a private jet. The limo door opened and we were led to the aircraft while I was again holding the leash. The cape was left behind as the limo drove off. Once aboard the plane, there was an all female crew dressed as revealing and erotic as they could be while still able to perform their duties. They paid no attention to mom's lack of clothes treating us as any other passengers, though we were alone on the plane. During the trip, we made one stop to take on another couple who were dressed exactly the same as us in every detail. I recognized the lady as an actress from a few years back, but no words were spoken by anyone.

The windows were blacked out, so we had no idea where we landed, not even which country. We were escorted off the plane to another limousine, but this was only a very short drive, almost as if still on the same property. We pulled up to the front of a large mansion and walked up to the door, men holding the women's leashes. A greeter again checked our ID against the pictures we had sent a few days prior and then greeted us by name.

We were taken to a two room suite where we'd be staying for the duration. Attendants arrived to get us settled in and I was told to undress and wait. Once I did, one of the attendants removed the locket from me and retrieved the keys. He unlocked my mother's collar and shoes and took them off. Another attendant began massaging her feet ... and pretty much every other inch of her spending a great deal of time to comfort and relax her. After what seemed like hours, they left us alone and told to wait for someone to come and get us for dinner. They also handed us a long list of rules as to what we were expected to do. Essentially she was to be leashed and naked for the duration and I was to escort her at all times.

After a few hours of rest, the attendants returned. They took her into a third room off the suite that served as a spa and dressing room with a full complement of cosmetics. They touched up her face and hair, then attached a different collar around her neck, more of a rigid gold colored one with her name engraved and a larger more ornate ring hanging from the front. She was given far more comfortable shoes. They clipped the leash back on and handed it to me. Having put the same clothes on, one of them again reached in through the opening and stroked me.

We were led to a dining hall with a large table where a receiving line formed at the entrance. A man with his face concealed examined each woman by cupping her breasts and probing her cunt with his fingers, then tasting her on them. A second man, also with his face concealed stood on a stand so his exposed cock was about face level. As each woman passed, she took him into her mouth for a moment until he waived her on.

We were then all seated at this large table alternating mother, son, mother, son. It just so happened that the mother beside me was someone who I had admired for years and thought I had no hope of ever meeting. Now, I was seated two feet from her as fully exposed as all the others were. And then it got better. We were directed to engage with the women beside us. They were directed to stand up and lean back against the table and open their legs for us to feast on their mounds. Here was one of my lifelong fantasies, legs open, displaying herself and waiting for me to lick her. I did the best I could and got her to moaning quite loudly.

A bell rang and we all returned to our seats as dinner was served. She leaned over and kissed me, licking herself off my lips. That lady and I carried on a conversation as if nothing had happened all through the meal.

After dinner and a drink, the women were directed to a carpeted area and onto their knees. We were told to take a position in front of our own mothers and to make sure our cocks were exposed and stiff. We were then told to move four positions left. The four on the end moved over to the other end in the same order. That woman, whoever it was would be the next one to use her mouth on us for the next ten minutes. I had absolutely no idea who this lady was, not even recognizing her name. All I knew what that she had talent at what she was doing to me.

The next hour was a blend of mingling and dancing as close as possible with any partner at random. Whoever we wanted to be with as long as it wasn't our own relative. At the end of the hour, we were told that whoever was with us at that moment would be who we'd be spending the next two hours with in private. Some how I managed to end up with the woman who sat beside me at the table and licked her juices off my lips. That was a terrific two hours.

That was how the whole thing was set up. Random selection of partners. Sometimes the men would choose, sometimes the women did. Despite how it seemed, it was really very fair and equal in many ways. By the end, most had been with all of the others and few had done repeats sessions. After the receiving line welcome, they two men who were later said to be the Hosts were never involved.

There were a few bondage type sessions where the women were confined and the men could use them, but they were also a couple done the reverse way. In one, the women were fastened to a bench type thing face down with their rear ends fully exposed and open. They were free to be used by anyone but were in a position they they could not see who it was. Some how, I just couldn't help watching so many young men freely plunging into either my mother's ass or cunt as often as they wished.

When it was our time to be secured for the women to use, I couldn't help but notice that she watching them use me with equal interest.

There was plenty of down time to refresh and relax and even some social time to just visit with the others casually. For those the women were given sheer robes to give them some sense of privacy, though everything was still visible and accessible.

Very late Saturday night came the Mother to Mother Session. It started off simply enough with them pairing off and slow dancing closely while we sat in chairs so we could watch. That progressed to more intimate dancing with deep kisses and groping. The paired couples moved to the floor and went down on each other. Some toys were produced and they eagerly used them on themselves and each other. Before long it was a wide open all female orgy that everyone fully enjoyed.

Sunday afternoon, it all came to an end and the entire travel session played out again in reverse, though the original collar and shoes were required. Back at home, she couldn't wait to get them off and get back into a comfy, fluffy Mom robe. The travel heels, leather collar, gold collar, leash and a couple of other things were placed in to a storage area for safe keeping and memories.

We sat at the breakfast table the next morning looking at each other, recalling and almost laughing at how over the top and obscene it had been. But she said she loved it and wouldn't have missed it for anything. There were a lot of just 'thank yous for letting it happen' and other banter. We decided that nothing would take place for a few days so we could reconnect again as a family, and be as normal as we could be. Then she whispered something in my ear.

"That one lady, the one you were so fond of for so long and never expected to meet? I have her phone number now."