Gradually, we stilled and I pulled out of Eloise’s grasping pussy, flopping to my back beside her. She rolled to her side and snuggled into me, her head on my shoulder. I managed to get my arm round her and she snuggled closer. Neither of us said anything, but I felt a trickle of moisture on my neck and realized she was crying.
“What’s wrong, Eloise? Don’t cry, honey. I’m sorry if -” I stopped because she put her fingers over my mouth.
“Nothing to be sorry for, baby. They’re happy tears. That was the best sex I’ve had since Tomas took bad with the cancer that killed him. I loved it, and as soon as you’re hard again I want to do it again!”
“That’s fine by me, Eloise. Your pussy felt really nice around my cock.”
“And your cock felt really good in my pussy, honey. I’m really glad your mom came up with the suggestion for our cougar club.”
I laughed. “Well, me and the other cubs aren’t exactly unhappy with it, either.”
She giggled, a surprisingly girlish sound. “No, I’d guess you aren’t. Who was your Wednesday cougar?”
“Mary Weston.”
“Was she good?”
“Very, just like you.”
“You’re saying I was good? I could be better, I’m out of practice.”
“Very good, and I’m not sure I would survive better.”
She reached out and took my limp cock in her hand, giving it a gentle squeeze. “Mind if I try to get him hard again?”
“Of course not.”
“Okay, then, let me at him!” And she sat up, then wriggled round onto her knees, before taking him into her mouth with a wink for me as she did so.. I settled back to enjoy whatever she did. I tell you now, without any fear of contradiction, that Eloise Maria Teresa Juarez may be the most skillful cock-sucker I will ever know, because in less than ten minutes she had JT hot and hard again, something that usually required twenty minutes or more if I was doing it for myself.
She let my cock slip from her mouth and sat back on her heels. She grinned at me. “How’s that, honey?”
“That, Eloise, is fucking marvelous.”
“Talking of fucking, honey, okay if I go cowgirl on you?”
“Of course it is.”
“Well slide down the bed a little and let me at him, and I’d be grateful if you play with my tits as I ride you, okay?”
“Very,” I said as I moved down the bed a little. I held JT steady as Eloise lifted herself over him, and we both sighed with pleasure as she lowered herself onto me. She was wet from our previous coupling and sank straight onto me, sighing with pleasure as she did so.
“That, Matt Johansen, feels fucking marvelous to me.”
“And to me, Eloise Juarez. ”
“Okay, baby, time to fuck again,” she said, and began to lift and sink, her rhythm steady, squeezing me on the down-stroke, relaxing on the up, reminding me of the way Mary Weston had ridden me and I wondered idly if it was something all women did if they rode a man cowgirl. Must remember to ask Mom, I thought.
I lifted my hands to her breasts, full, soft, heavy in my hands, a woman’s breasts, not a girl’s, and she pressed my hands against herself, smiling contentedly down on me as she rode my erection. She shuddered a little as I ran my thumbs over her nipples.
“Nice,” she murmured. “You have good hands, Matt.”
“And you have great tits, Eloise.”
“Thank you.” A pause. “Matt? Which of the cougars did you have on Wednesday? Mary, wasn’t it?”
“Yes, Mary.”
“Good?” She laughed. “Silly question, of course it was good. At your age any pussy must feel good to have your cock buried in..”
I laughed. “A lot of truth in that, Eloise, but I’ve had my cock in four young pussies and four older pussies and in general it’s the older pussies that have given me the best time. Like I said to Mom when she first asked me if sex with an older woman attracted or repelled me, I told her that I thought an older woman could teach me a lot about sex, and the four of you older ladies I’ve had have proved me right.”
“Me, Mary and your Mom I know about. Who was your fourth older lover?”
“Jane Wiest.”
“How did you manage that?”
“She invited me and Mom to lunch and the conversation turned to the proposed Cougar Club. Next thing I knew she was leading me to her bedroom while Tony Wiest took Mom to his. Fun afternoon, that.”
“I’ll bet! Um, Matt, honey? Are you getting close, because I am?”
I was, and I’d been on the point of telling her. Her squeeze and lift technique had proved very effective in stimulating my cock and it was only four or five lift and squeezes later that I felt her pussy tighten on me and then she was in the throes of climax, her pussy gripping me in a soft, wet vice-like grip. Of course, her climax stimulated my own and in moments my hips were driving my cock up and into her.
Such intensity cannot last, of course, and Eloise collapsed across me, her breasts flattening against my chest, her face buried in my shoulder. My arms went around her and I hugged her close while we waited for our breathing to return to something like normal, those little aftershocks of climax gradually dwindling to nothing. Eventually, Eloise pushed herself upright and smiled down at me, blowing me a kiss.
“Thank you, Matt, for one of the best orgasms I have ever had.”
“My pleasure, Eloise, because mine was pretty damned good as well.”
“I haven’t lost my touch, then,” she said, grinning at me.
I laughed. “You most definitely have not.”
She eased herself off me and moved to stand beside the bed. “I’ll just get a sponge and towel and we can wipe ourselves down, then I think I’d like you to just hold me for a while.” She bent and gave me a quick kiss, then went into her bathroom, returning moments later with a warmly damp washcloth and towel and JT was soon cleaned up. It only took her a moment to return the cloth and towel to the bathroom and she came back smiling, a naked woman in her prime, rosy and glowing.
“Make yourself comfortable against the headboard, honey,” she said, “I’ll lean back against you and you can play with my tits.”
“Sounds good to me,” I said, suiting my actions to her words, adjusting her position slightly as she lay back against me, twisting her head so that her lips could reach mine, giving me a quick, hot kiss. She sighed, a happy sigh, and relaxed against me and I brought my hands up to cup her tits.
“You have good hands, Matt.”
“And you have lovely breasts, Eloise,” I said, giving those lovely breasts a little squeeze.
“I always did like to feel a loving man’s hands on my tits,” she said. “Have done since I was fifteen or sixteen. Not that I was fucking that young, no, I was eighteen before I first felt a cock in my pussy.”
“My first pussy was my eighteenth birthday present from my then girlfriend, but her family moved clear across country when her dad got transferred, so it was only the once.”
“Ah, poor baby,” said Eloise, “but you’ve got the cougars to play with now..”
I laughed. “And I’m certainly enjoying the playing.”
“So are we, or at least I am. If the other guys are as considerate as you I’m going to enjoy being one of your cougars.”
“Can’t speak for the others, not yet, but Mom said she was happy with the way Tony treated her.”
“I have Tony due next week, so I’ll know for myself soon enough. Um, Matt?”
“Yes?”
“Do you mind if I play with your cock? We might get lucky and manage a third fuck.”
“Play on, Eloise, play on.” No sooner were the words out than her warm fingers closed lightly over JT and she ran her thumb over the crown.
“It always surprises me how velvety a man’s cock can feel,” she said, her voice soft.
“Or a woman’s skin,” I said, moving my hand lightly over her belly. Somehow, that led us into a discussion of textures, then onto things we tested with our other senses. All the while, Eloise’s fingers were playing with my cock which, to my surprise, had begun to thicken and rise and after twenty or twenty-five minutes of gentle stimulation, JT was hard and ready to go again.
“I think another fuck is in order, Matt, don’t you?” said Eloise, twisting her head so that she could look at me.
“I do believe you’re correct, Mrs Juarez. So, how do you want me this time?”
She pondered for a moment. “Well, we’ve had man on top, and woman on top so far, so a change of position is indicated. Take me from behind?”
“Doggy style?”
“Woof!”
I laughed. “Doggy style it is. Assume the position, lover. I love to watch my cock going into a woman’s pussy from behind, seeing the way her lower lips spread to receive me.”
Already on her knees, Eloise paused. “I’ve never seen that,” she said, thoughtfully. “Matt? Can you reach my phone, there on the bedside table?”
“I certainly can,” I said, and reached for her phone. An iPhone 8, like my own.
“It can take video, can’t it?”
“It certainly can..”
“Well, will you film your cock pressing into my pussy so that I can see for myself what it looks like?”
“My pleasure, love. Just a moment while I set the camera. Um, okay, Eloise, prepare to be penetrated.”
“I’ve been ready since I opened the front door to you earlier, Matt. Any readier and this place would be flooded,” she said, laughing.
“Okay, love, here I come,” I said, and with my left hand on her hip, holding the phone close with my right hand, the video mode already running, I pressed JT against the visibly moist and ready labia, which spread and curved to receive me and JT slid smoothly into Eloise’s pussy. There was a sigh, and I think it came from both of us. I stopped the phone camera’s action and laid the phone beside me, moving my right hand to Eloise’s hip and began that eons-old motion of sex, JT moving easily in Eloise’s pussy juices.
I balanced myself carefully and moved my hands under her torso, cupping her breasts, taking her erect nipples between thumbs and forefingers, eliciting a soft ‘oh, yes!’ from her. Despite having already come twice that evening, I had the feeling that it wouldn’t be too long before I came again.
Eloise moved her right hand between her legs and began to stroke her clitoris, adding to the stimulation and it was only ten or a dozen strokes later that I felt my balls begin to tighten as climax approached.
“Gonna come soon, love,” I said.
Eloise moaned softly, then cried out, “Oh, fuck! I’m coming now!” and I felt her pussy go into spasm around JT and two or three strokes later my own climax hit me and my hips were driving JT into Eloise’s pussy as my jizz blasted into her depths.
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