Chapter 14: A Larger Group

Lyle ran the idea of the older Hensons joining us for our weekend playtime, and everyone loved the idea, particularly after I described them and how horny, cute, and sexually capable they were. The fact that Aidan had met Jean cinched the deal because he was already enamored with her and wanted to see her again, particularly in a situation where he might get to make love to her.

Thus, on Saturday afternoon Fran, Sheila, Ally, and I welcomed Dave and Jean Henson, Lyle and Nancy Reddick, Chip and Gale Dunn, and Aidan to our new home and Aidan’s old one. The first hour was spent giving tours and talking about various decorating ideas we each had for various rooms of the large apartment, the apartment that Aidan owned and now rented to us. The second hour we spent doing cocktails and having very animated conversations as people got to know each other better.

We then went out to dinner at a nearby Mediterranean restaurant. I’d arranged for our group of eleven to have a private room and an oval seating pattern so we could all see and talk to each other. Dinner was a great success, and I could see even stronger friendships developing between those of us that knew each other, and I could feel the warmth of the group as they welcomed the senior Hensons into their midst.

We got back to the apartment a little after nine. Fran and Aidan had raced back ahead of us, dimming the lights to a romantic level, and ensuring that each bedroom looked inviting to play in. As we went in our door, I could also hear some dreamy music playing softly on our stereo.

Much to my surprise Jean herded us all into the living room and had us sit. She stood in front of us. “I have so enjoyed tonight, and I know I’m going to really enjoy the rest of the night. You may have heard over dinner that Dave and I have done this kind of thing before, so I am proposing that our first mix of people be arranged by matching numbers drawn from a hat. Is that all right with everyone?”

All heads nodded. Several people said, “Good idea.”

Jean said, “I have in my two breast pockets six numbers for the women and five numbers for the men. Each couple will pair when they have the same numbers. The man that draws number one will draw a second time to have that female also join that couple for a threesome.”

I said with my wiseass voice, “Do we get to feel your tits as we draw our numbers?”

Jean laughed, “That’s sort of what I was hoping for.”

Everyone laughed.

Jean started going to each person and depending on their sex indicated which pocket they should draw from. Chip drew number one for the men, so he drew again.

After we had all drawn we stood and started to mill around matching numbers and nervously laughing at some of the matches. I drew Ally. Chip had Sheila and Jean. Lyle had Gale. Aidan drew Fran. Dave coupled with Nancy.

We all migrated into the master bedroom, although I wasn’t sure that eleven people could make love in there despite the oversize king bed and the queen bed. Before I could say anything, Fran said, “Oh, it’ll be a little crowded. Aidan and I will take the guest room for now – the door will be open for visitors.” She pulled him out of the room and down the short hallway.

I indicated to Sheila that she should lead her threesome to our large bed. I brought Ally to the same bed as well. I volunteered the living room sofa to Lyle and Gale, but they opted to join Dave and Nancy on the queen bed, despite the closeness it would require.

With those logistics out of the way, everyone stood and started to make out with their partners. Ally and I were familiar with each other, and so we quickly dispensed with our clothing, and got into the spirit of the evening as she lay back and allowed me to feast on her pussy. This was a night when she didn’t want much breast play, but wanted my tongue and fingers as deep in her tight little cunt as I could get them. She knew that when I did that, I’d also start a foray looking for her G-spot, and that brought her a lot of pleasure and inevitable pleasure.

I put my focus on Ally, but couldn’t help but notice the other bodies being revealed near us, and the loving and sexual activities as they started. Beside me, Sheila and Jean had decided to bring Chip to a state of euphoria while not allowing him to climax until the two women were more than satisfied. Chip had not heard that strategy, so he happily went about denuding the women and then starting to pleasure the two of them.

As I ate Ally’s delicious pussy, savoring her nectar, next to me Chip became the recipient of a two-woman blowjob. For a minute it was even a three-woman blowjob, because Ally leaned across the large bed and sucked on his shaft before bringing her attention back to what I was doing to her.

Ally and I toyed with each other, me holding off an ejaculation so I could enjoy the whole evening without performance concerns, and Ally soaking up one orgasm after another.

Next to us, Jean and Sheila would get Chip near the edge and then switch around or do something to back him down a few notches. At first, Chip seemed to enjoy what was happening; after all, he was alternately fucking two beautiful women who happened to be a mother-daughter pairing. After about thirty minutes, Chip started to get a little antsy and obviously wanted to climax in or on one of his partners.

By forty-five minutes, Chip seemed distressed about his failure to orgasm. Sheila and Jean were keeping him well occupied with their approaches and techniques, including some sapphic play between the two of them and some really dirty talk about their previous sexual exploits.

At the end of the hour, Chip was hopelessly distraught and insisting that he fuck Jean or Sheila to orgasm immediately. As they had been doing, they would promise relief, start him on that road, and then decide the other should have the honor of his climactic juices. They’d make a big deal about switching, thus backing him down a bit, but in the process do or say a few things to ratchet things down a notch inside the man’s head, at least for a few minutes.

Ally and I even got in the act a little, counseling Chip about it being a real skill to hold off so that he could please the two women he was with. I coached him on some of the more subtle cunnilingus techniques I’d learned. Ally gave him a great lecture on how and when to talk dirty to someone he was making love to, including a long list of sample phrases relevant to the situation with two women that only seemed to turn on Chip further. Ally even got in the act with him for a few minutes, also sinking her pussy down on his purple hard-on but stopping just at the right second, to avoid letting him climax.

Of course, Ally and I making love right next to him, and our holding off our own orgasms, got to him. He knew from our prior sessions together that I had mastered the Tantric sex lessons with ease, even extending them so I could make love indefinitely and yet experience any number of dry, manly orgasms, as I already had with Ally. During the hour I had about three of them, and I inadvertently let everyone in the room know what had happened, too.

Chip also got extra stimulation from the two couples on the queen bed who were in plain view of the king bed, and thus seemed to be putting on a special pornographic show for him. One, of course, was his wife. Lyle and Gale went over forty-five minutes before he orgasmed and Gale let out a shriek of pleasure and obviously came. Dave and Nancy, together for the first time, also took their time, in part because Dave knew if he came right away, that might be the end of the evening for him and he wanted to continue to play for a few hours. Chip watched all their swapping around, different positions, listened to their dirty talk, and was captivated by how erotic the whole evening had turned out to be.

After Sheila and Jean swapped places again about one hour and fifteen minutes after their sex session had started, Ally and I had our crescendo next to the threesome. I blasted bucket after bucket of cum into her tight pussy, emitting more than usual because of the erotic nature of the evening. Ally held onto an orgasm that lasted for well over two minutes as she writhed, squirmed, groaned, and gasped beneath me and next to Chip who watched with his mouth hanging open. At the same time as I was exploding my fluids into Ally, I was also describing the fantastic feelings and love I felt, going into lurid and sexy detail about every aspect of our lovemaking and of her gorgeous body, particularly her sexual parts both inside and out, and how I was painting many inner surfaces with my cum.

Jean mounted Chip and I could tell by the look she gave me that they’d just given up their little game with Chip. Sheila lay next to the fucking couple kissing Chip, and whispering more dirty thoughts to him including what his cock was doing to her ‘mother’. I also heard her describing some dirty sex that was pure exhibitionism with a high risk of getting caught.

At one hour and twenty-two minutes since the start of their intimate time together, Chip detonated like a Chinese fireworks factory on fire. His body fired at least ten mighty shots of semen deep into Jean’s body, and that in turn drove her over the edge. Later, Jean told us that the first six or seven spurts he made seemed like a high-powered fire hose in her cunt giving off warm, viscous white semen to the point where her cavity couldn’t hold it all, and some immediately got forced out while he was still inside her in probably the most excited and swollen state of his sexual life.

Chip had arched his back so much that he lifted Jean completely off the bed above him in her cowgirl position. With each shot of cum, his arch pulsed and got higher. I didn’t know the human back could bend that much. His eyes were scrunched tightly shut and he had a look of pain, pleasure, and consternation on his face. Sheila reached behind Jean and grabbed Chip’s scrotum and massaged and squeezed the sac, explaining that she wanted nothing left inside him when he finished cuming. Chip groaned in more pleasure-pain at the onslaught and relief.

Jean finished her orgasm; however, it was clear that Chip was still processing his. She leaned down and grabbed one of his nipples in her teeth. At the same time, she swatted the side of his chest with one hand with a resounding ‘slap’ that could be heard throughout the neighborhood.

Ally and I swore Chip started to orgasm again, or was it just a couple of more spurts of the same cum he’d been in the midst of enjoying.

Finally, Chip’s body collapsed from its arch, Jean fell to his chest and into his arms, and his eyes blinked open in disbelief.

Chips looked at us with awe on his face and after focusing for a minute said, “I have never ever cum that hard in my life. What did you do to me?” He looked back at Jean and Sheila.

Jean just shook her head innocently, and so did Sheila. They well knew that denied satisfaction for a male builds up a head of steam that either causes blue balls, a painful experience, or an explosion of cum from the lower body that rivals the eruption of a major volcano. From across the room, Gale allowed as how Chip’s longest time prior to that night had probably been fifteen minutes. He’d bettered his best record times five plus.

Jean extracted herself from Chip by rolling onto her side opposite us. As she opened her legs to the world, Sheila stared at her mother’s cunt and said, “Holy shit, Mom. You should see the volume of cum he gave you. You’re overflowing.” After a pause, she said, “Ally, Gale, Nancy; we’ve got a major clean-up here on aisle nine.”

Almost immediately four women were gathered in front of Jean’s pussy, alternately lapping up the huge portion of man juice that Chip had expelled. Of course, as they did, they worked to deliver a few more orgasms to Jean, and as they did that Jean grabbed ahold of Chip, me, Dave or Lyle – who had joined our wild bunch, and kissed them with great passion. We stroked her breasts, as each new orgasm raced through her body, and then made sure another male was there to help her through the next one.

When we stopped, Jean joined Chip as a moaning pile of human flesh in a corner of our bed. Both were way beyond being simply sexually satiated.

The rest of us were laughing at the pair and their outstanding performance. Sheila and Ally went off to the kitchen and brought back some water and beer to replenish lost fluids. Aidan and Fran came and joined us. We talked and joked, as we got ready for round two. At the mere suggestion of a second round, both Jean and Chip moaned and rolled away from the rest of us. Our numbers were down to nine.

I carried Jean into the guest room and tucked her in the bed. Lyle got Chip to walk the short distance until he fell in and spooned behind Jean. The pair was so exhausted they were asleep before he could turn and walk out of the room.