“I’d like to tell you a bit about me since you’ve shared your story. Then I’ll explain what I’m thinking, and you can see if it might make sense.”
I explained that as a happily divorced older man, I had several girlfriends that I met up with. But the woman I wanted to talk about was a friend of mine called Cath. We had known each other for some years, and in fact, we had met and become lovers while I was still married – indeed, she still was! Cath was a mother of three children with a husband who seemed to have lost interest in her sexually some years ago. Foolish man! Cath was lovely; big, giggly, warm and sexually voracious and she had been desperate when we first met. We got together through an internet sex hookup site for married people, and over the years, we had also become friends as well as lovers.
I described Cath to him. She was a big woman, in her early forties, with huge breasts with dark areola and prominent nipples made more so from breastfeeding. She was also at least five feet ten tall with strong, muscular legs and a very large bottom. I didn’t mention some other, more intimate things about her as I thought that could wait.
“Isaac, I’d like you to come and meet my friend Cath,” I said. “I think she might have some ideas that will help. And even if not, she’s always good to talk to. Want to meet up?”
“You mean sort of like an agony aunt?” said Isaac.
“Sort of, yes, but she may have some more er practical advice too,” I said. “What have you got to lose?
And so it was that a few weeks later, I arrived at Cath’s. I’d already spoken to her about Isaac, and she sounded excited at the challenge. Especially so because that, if it worked out, it would be her first-ever threesome.
When I arrived, she greeted me at the door in a long wrap-around skirt and a T-shirt. her loose breasts conspicuously showing her nipples as the cold air from outside caused them to harden. The house was warm and comfortable, and we went in and sat down on the very large corner sofa in her living room. We kissed, and I fondled her breasts through the thin T-shirt she was wearing.
“I think this could be fun”, I said, “and I think that you will like Isaac. I know you will be kind and truthful, and everyone should enjoy this.”
“I have to say I’m nervous,” said Cath. “It’s several challenges at once – but it’s the sort of nervousness that makes me very wet between the legs, so not too bad then!”
The doorbell rang. I went to open it and let Isaac in. Introducing Cath to him, I explained that I’d told her everything he had told me and that she was still keen to meet, despite the warning! Cath laughed, but then looked more serious and said that she wasn’t sure if this would work, but that she was excited to try.
So after sitting for a while and generally chatting, I gently pulled Cath towards me and started kissing her. Isaac watched as I petted her large breasts through the T-shirt, and he could see her nipples hardening. She stretched out on the sofa, her legs towards Isaac and on her side, her face now close to my groin. Unzipping me, she began to lick my cock head.
Isaac moved towards her bottom that now faced him and experimentally ran his hand a little way up her leg, pushing the skirt up. The sight of her bottom seemed to urge him on, and he cupped one of her large buttocks with one hand and squeezed gently while letting his other hand slide further up under the skirt.
I felt a shiver run through Cath, and her licking of my penis paused for a second as she gasped. I stroked her cheek and nodded to Isaac that all was well; very well in fact.
Isaac now pushed the skirt up to reveal her bottom and began to massage her between her thighs as her legs parted to allow it. Cath then pulled herself up onto her knees, and I knew that Isaac would have a clear view of her long, dark, hairy slit from behind.
Once again, I nodded encouragement to Isaac, and he stood up and removed his trousers and pants in a swift movement. I could then see what Cath could not, which was the largest erect penis that I had ever witnessed. I really hoped this would work!
But it was too late to stop now, and I watched as he moved between her legs from behind as she pushed her bottom up towards him. She gave another shiver, my cock head now engorged in her wide-open mouth.
It seemed to go on forever. At first, he inched in so slowly and rubbed himself on the slippery slit, but then, as if in slow motion, pushed that monster inexorably further and further into her cunt.
Cath opened her mouth and groaned, but the kind of groan that says pleasure; pleasure of a new sort.
It seemed to be all over in a few seconds. Isaac was fully embedded in Cath. He cried out, jerked, shivered and then pulled himself back and with one thrust utterly embedded himself again, groaning as he orgasmed. A few seconds later, he withdrew the monster, now dripping with cum and juices from deep in Cath.
“That’s the first time I’ve ever gone all the way into a woman. That was like nothing that I’ve ever felt before. Thank you, thank you,” said Isaac.
Cath seemed to be in a trance. She sat up and turned to look at Isaac. Her eyes widened as she saw the now turgid, but still enormous penis dripping in front of her. She grinned.
“And that was an experience I’ve never had before!” she said. “But one that I’d like to repeat again, perhaps for a little longer next time?”
Isaac apologised. “I’m so sorry, it was so overwhelming! Sort of like losing my virginity, I suppose. But I really will try harder next time if that works for you.”
I suggested that we would be more comfortable upstairs, and we progressed to Cath’s bedroom. As we went up, I saw a trickle of semen sliding down Cath’s leg from what was obviously a huge load from Isaac.
“Sit over there, Isaac, for a minute, and I’ll explain why I thought this might work for you both. And Cath, love, if you lie on your back with your legs apart so Isaac can see, we can have some fun too.”
She did so, I took off my top and fetched a tube of lube from the bedside drawer. “Actually, I don’t think we will need this,” I said. standing next to the bed. Lubricating my right hand, I slowly started to insert it into Cath as she lay back, working it in and gently twisting as I did so. Isaac’s semen, Cath’s juices and the lube meant that very soon my wrist was inside her, and she began to breathe heavily. My arm went further in, withdrew and then plunged further back in. Her dark pubic hair was parted, and I could see her long, thick labia rubbing against my arm, which was now nearly in her to my elbow. In and out, in and out. Cath began to groan and gyrate against my plunging arm.
“Come over here now, Isaac, maybe play with her breasts,” I said. Isaac did so, and I noticed the monster stir at the sight of this woman being pleasured so publicly. Cath noticed too and looked on at his huge penis while Isaac very gently sucked her nipples. Her eyes began to glaze over, and I increased the thrusts until, with a long shudder and a cry, Cath came on my arm, and I felt her liquid all around me.
“That”, said Cath after a minute or so, and as I slowly withdrew my arm, “is why I thought this might work. Fisting is something I first tried with James when we met a few years ago, and it turns out that having three children makes it quite easy if you are well-lubricated. It was also very powerful for me as a mother to have regained my sexual self and feel pleasure again despite my husband’s lack of interest in me. It’s not the only thing I enjoy, but it’s still really powerful for me.
“We tried sex toys, but it wasn’t as good. Somehow, the directness of human contact matters. And in a minute or two, if you’re feeling ready, I’d like to have you inside me again. This time, very slowly, so I can experience each slow inch sliding into the full depth.”
Isaac grinned. “Those words are such a turn on, you don’t know how much I’ve wanted that. To know that it’s actually possible and that the pleasure will be mutual. I’m ready!”
And so I took the chair by the bed to watch my friends play.
Cath lay back on the bed, her legs slightly apart, and Isaac settled down next to her. Looking at her gorgeous, puddled breasts now at either side, he smiled at me.
“You told me that I’d like Cath, but I don’t think you conveyed how much of a turn-on she would be for me. Cath, you’re gorgeous and generous, and I am so grateful,” said Isaac.
In typical Cath style, she giggled.
”When James described your worries, I have to say I thought it was strange; most men only want to boast about size. I do actually have a friend whose husband makes her feel uncomfortable with his size, but he asserts, arrogantly in my view, that this is proof of his ‘manhood’. I don’t think that he’s as big as you, by the way, from what she says!
“Oh, and did James tell you that this is a first for me, having two men at once? It seems somewhat greedy but delightful nevertheless!”
Isaac began to pet her left breast, and the nipple rose and hardened. Cath sighed and closed her eyes. I leaned forward in the chair and took her other nipple gently in my mouth. Sucking, I felt it expand, and I sucked harder.
“Mmm nice,” said Cath, “what luxury!”
I could see Isaac starting to be aroused. He was leaning up on one elbow, and his penis twitched as Cath started to sigh.
“This time I want to see you properly,” said Isaac. “I want to look into your eyes as I enter you and know that what you’re feeling is pleasure.”
Cath said nothing, but her legs started to spread apart as we continued playing with her.
I sat back in the chair, my own penis now rock hard.
“I think it’s time to use that lovely monster again. If you’re ready, Cath, why don’t you mount her properly, Isaac?”
Sitting back, I had a ringside seat.
Isaac wiped the head of his engorged penis on Cath’s now swollen labia. Cath has long labial lips that don’t stick out much but seem to run for almost four inches, just visible under the dark pubic hair. Cath spread the lips with her fingers, and the penis head went slightly deeper in.
“Isaac, I want you to enter me very slowly. I want to feel each inch sliding in, and I want James to see as I think he will enjoy it too. I want it fully engorged and our bodies tightly together. Then you can look into my eyes and tell me if you think I am enjoying you!”
And so it was as I watched mesmerised as the giant cock slid inch by inch into Cath. Her legs were now high in the air, and as Isaac pushed still further, they went back more until her knees were drawn up to her breasts.
He was fully engorged in Cath.
“That is a feeling I shall never get over,” said Isaac.
He looked in her eyes, and what he saw made him gasp. He pulled back and then thrust in deep.
Cath giggled and whispered, “More.”
They started a rhythm, slowly at first and building up speed. To begin with, Isaac remained almost fully inside her, but gradually he started to pull out and plunge back in with ever longer strokes. I could see the glistening of their combined lubricants on his shaft.
Cath began to pant. Her breasts began to ripple with the rocking motion.
“I love you being in me so deeply,” she said.
I stood up with my cock in hand.
Cath loves to lick but doesn’t enjoy taking the whole thing in her mouth. So, as she turned her head towards me, I gently wiped her lips with it. Her soft tongue wetted the head, and her mouth opened to take it just inside. The feeling was exquisite, and I was so aroused that I withdrew for a moment.
“Cath, love, sorry but a few more seconds of this and I will come whether I want to or not!”
Cath said, “It’s a day for new things, let’s not worry about that. I want to open my mouth and take you all in, and if you come, then I shall be happy,”
And so she did, and as Isaac’s huge cock rocked back and forth between her legs and deep inside her, I slid into her open mouth, and within a few seconds, gushed warm semen in, pulling back to see a trickle from the corner of her mouth now dribbling down.
The rest of the afternoon was fun too!