For about a year now my wife Olivia, a really hot cougar/MILF, has been getting fucked once a month by a young man half her age, with an unusually large prick. She loves it, he loves it, and I’m okay with it, for reasons I will tell you about.
It all started with my wife’s niece, Alice, who lives and works in a nearby city. She is in her late 20s and is an unusually attractive lady, tall, slim, and shapely. About three years ago, Alice’s long-time best male friend, Ross, finally became a “friend with benefits.” The two of them had not hooked up previously because neither of them wanted to risk their friendship on an affair that might or might not pan out. But then Alice began hearing from some of her female friends that Ross was unusually well endowed, and that he knew how to use what he had. The word was that his cock was nearly nine inches long. Alice was intrigued, but resisted for a time her impulse to bring up the subject with Ross.
But one evening, over a dinner accompanied by a liberal amount of wine, she found herself probing and even teasing him a bit over what she had heard about his manhood. Ross took it in good spirit, and admitted that his endowment did indeed measure up to the rumors she had referred to.
“Wow!” was Alice’s first reaction. But after a moment she went on, “Well, Ross, all I can say is I’ve never had one as big as that, and frankly, I don’t know if I could handle it. I think I’ll stick with more average guys.”
Ross smiled at her. “I can understand that,” he said. “But if I may say so, I think you’re missing out. Some of the women I’ve had were initially reluctant, but when they tried it they couldn’t get enough. In fact, I think I could guarantee you satisfaction.” Then he suddenly stopped, his face going red. “Wait a minute,” he said. “That didn’t come out right. I didn’t mean me personally, I meant some other guy . . . I mean . . .”
Alice smiled at her now flustered friend. “Why, Ross,” she said teasingly. “Are you saying you’d prefer to have me do it with another man, rather than fuck me yourself?”
For a moment he was speechless. “Okay,” he said finally. “I know you’re only teasing, but I can’t let that go by. The fact is, there is no one in the world I’d rather fuck than you. If it wasn’t for the fact that we are such good friends . . .”
“Ross!” was all Alice could say.
“Well, you might as well know,” Ross went on. “It’s you I think about when I jerk off, and I often fantasize about you when I’m fucking other women. Sorry, but that’s how it is.”
“Ross!” Alice said again. Then: “You won’t believe this, but that’s how I feel about you too!”
For a long moment they just stared at each other. Then they both said, almost simultaneously, “Are you thinking what I’m thinking?”
Half an hour later they were in Alice’s apartment and in her bed. Alice was still a bit apprehensive about his size, but though he was indeed every bit as large as advertised, he turned out to be the perfect considerate lover. Alice found herself yelling for more within 10 minutes, and all night thereafter.
After that, as I said, Ross became a “friend with benefits,” and though they fucked each other at least once a week, their friendship remained intact, and as strong as ever.
About once a month Alice’s mother, Lenore—who was also my wife Olivia’s sister-in-law—would come into the city to do some shopping, and she and Alice would spend some time together. Lenore is still an attractive lady, and the two of them often got hit on together, which made them giggle.
One night Alice invited Ross to join them for dinner. Ross and Lenore had never met before, and they got along very well. At one point, while Lenore was in the rest room, Ross said to Alice, “My god, Alice, your mother is fantastic! Friendly and bright, and, I might add, very attractive.
And sexy.” He paused, and then said, “I hope you won’t mind my saying this, but I would love to make love to her. She’s a real MILF!”
“Well, thanks,” Alice said, laughing. “That’s a real compliment to my mom. And my dad agrees with you.”
A little later it was Ross’s turn to excuse himself. When he was gone, Lenore leaned over the table and said, “My goodness, what a handsome young man! If I were younger, I’d pounce on him myself.”
Alice stared for a moment. Then she said, “Well, Mom, there are a couple of things you should know. First of all, Ross has a nine-inch penis, and a pretty thick one too.”
“Oh my God!” Lenore gasped. “You lucky girl! I’ve never had one that big, but I’ve thought about it. How does it feel?”
“Hold on, Mom. The other thing is that when you were in the ladies’ room he said he thought you were very attractive and sexy. A real MILF, is what he said. And then he said he’d love to fuck you.”
Lenore’s eyes and mouth opened wide, and she swallowed hard a couple of times. “Alice!” she gasped out. “I’m your mother! And I’m old enough to be his!” There was a pause. Then she asked, “Did he really say that?”
“But—but how . . . I mean, when and where would I fuck him?”
”How about tonight, in my bed?” Alice said. “I’ll sleep on the couch.”
“Oh my God!” Lenore said again. But at that point Ross returned.
“Ladies, I hope you’re talking about me,” he smiled as he sat down.
Lenore took a deep breath. “As a matter of fact,” she said boldly. “Alice was telling me about your . . . endowments. And you know what? I think you’re a MILF too. A man I’d like to fuck. Now.”
Well, they both got their wish, of course. Alice slept on her couch that night, although much of the time she was kept awake by the moans and cries coming from her bedroom. But she didn’t mind; she was happy that her mother was getting as much pleasure out of Ross as she had.
From then on Lenore’s visits to town generally included spending a night with Ross, and Alice, of course, still continued to fuck him regularly.
And this is where my wife Olivia comes in.
She and her sister-in-law were so close that it didn’t take her long to sense that something new, big and exciting had entered Lenore’s life.
When she inquired, Lenore at first denied that anything had happened, but when Olivia persisted, she came out with it. “Okay,” she sighed. “If you must know, I’m getting fucked by a young man with a nine-inch dick.”
Olivia looked like she’d been hit with a two-by-four. “What?” she gasped. “I can’t believe . . . you mean—” Lenore nodded, “Why, you lucky lady!” Olivia breathed. “Tell me all about it! Spare nothing!”
So Lenore spared nothing. Now that her secret was out, she poured out every detail about Ross, Alice and herself. As she spoke it was evident that Olivia was getting more and more excited, and at the end of her recital Lenore grinned at her and asked, “So, Olivia, do you want in?”
That stunned Olivia for about five seconds. And then she said, “Yes! Oh my God, yes!”
Olivia, incidentally, told me about this conversation that same night, making sure I was all right with it. Of course she knew I couldn’t deny her such an unusual and exciting experience. We are totally confident in each other’s love.
Soon after that the two ladies got together with Alice, and the three of them hatched a plan. Alice invited Ross out to their favorite restaurant, telling him that this time she was bringing along not only her mother, but her favorite aunt as well. Ross may have realized that something was up, but he said nothing.
On the night of the dinner all went well. Olivia was at her flirtatious best, and Ross was obviously very taken with her. When the sisters-in-law went to the ladies’ room, he expressed his approval to Alice. “Damn, girl, your aunt is as fantastic as your mother! In every way.”
Alice smiled at him. “And?”
“And yes, I’d love to fuck her,” Ross said. “Tonight. Right now.”
“I think that can be arranged,” Alice said. “Why don’t I go tell her.” And she did.
When the three ladies returned they quickly settled the bill and hustled Ross out to the street. As soon as they were outside Olivia made a grab for Ross’s crotch. It was a three-block walk to Alice’s apartment, and starting with Olivia, each lady in turn grabbed him by the crotch and pulled him that way for a block, the other two ladies walking closely in front as shields.
Of course, by the time they got to Alice’s place Ross’s dick was hard and throbbing. As soon as the door was shut, Alice and Lenore quickly pulled his pants down, proudly displaying their gift to my wife.
Olivia gasped aloud. “Oh Jesus Christ!” she got out, and she moved behind Lenore, as if for protection.
Lenore wheeled away from her, laughing. “Oh no, you don’t,” she giggled. She then pulled up Olivia’s miniskirt and pulled down her lacy, and now soaked, bikini panties.
Wide-eyed, Ross immediately fell to his knees, buried his face in Olivia’s pussy, and started licking voraciously, eliciting another cry of, “Jesus Christ!” and then a series of moans as she clung to his shoulders, swaying and shuddering.
Thirty seconds later Olivia had one of the most intense orgasms of her life. As it washed over her, her knees began to buckle, and Alice and Lenore hastened to hold her up. Ross, meanwhile, was slurping and swallowing, and moaning with delight.
“Oh dear God!” Olivia gasped when she had recovered. “I need his prick. I need that prick right now!” And with that she grabbed his huge rock-hard cock, pulled him up by it and tugged him into Alice’s bedroom. The other two women followed. By the time they got there Olivia was lying flat on the bed, her legs spread wide in anticipation.
As anxious as Ross was to fuck Olivia, he showed his patience and consideration by pointing out that, due to its size, his dick might need some additional lubrication before he stuck it into Olivia’s tight little pussy.
That was when Lenore spoke up. “Hell,” she said. “Alice and I can provide that. Okay with you, Olivia?” Olivia nodded appreciatively, and the two ladies proceeded to lick Ross’s cock for several minutes, after which they watched as that saliva-dripping prick found its way between Olivia’s glistening labia. There was a pause, and then a squeal from Olivia as the head of it disappeared in her folds.
Olivia caught her breath sharply, but within a few moments she was begging for more. And Ross gave it to her, an inch at a time, until she had taken it all.
Olivia’s cries of pleasure grew louder as Ross now began slowly to fuck her. Seeing that all was well, Lenore turned to Alice with a smile, saying, “I think our work here is done.” And with that the two of them left the room.
In the living room the sounds of passion could still be heard, even through the closed bedroom door. Alice turned on the TV and ratcheted up the volume, which drowned out the groans to some extent, though not completely.
Twenty minutes later, however, the two women became aware that there was no more sound from the bedroom. After listening for another minute, they got up to take a peek. Ross and Olivia were still fucking, but softly and quietly now. Ross was moving inside my wife, but slowly, and they were kissing, not passionately, but softly, amorously, with much caressing. The two women retreated, carefully closing the door again behind them.
It was another hour before the two lovers emerged, both looking exhausted but happy. Alice had drinks ready for them. Ross took his and raised his glass. “A toast to the two best cougars anywhere!” he announced, smiling at Olivia and Lenore.
Olivia quickly retorted, “A toast to the nine best inches anywhere!” and they all laughed and drank.
Olivia then declared that she was going to take a shower, and invited Ross to keep her company. Luckily, Alice’s shower stall was just big enough for two people. Olivia began washing Ross’s dick, which, in spite of the exercise it had so recently had, soon swelled up again. “You know, I never got to taste that thing,” Olivia said, and she promptly fell to her knees, took as much of him in her mouth as she could, and then proceeded to suck him off.
Olivia arrived home shortly after noon the next day. Five minutes later she was flat on her back again, legs spread wide and getting wildly fucked. This time I was the lucky guy.
As soon as she walked in the door, I knew immediately that something had changed in her. Not that she was any less sexy; on the contrary, her sultriness and sensuality seemed to have doubled. She later said she had been concerned that I might find her less attractive, not only because she had made it with a strange man, but also because she had enjoyed it so much, and in fact was looking forward to doing it again in the future.
Over the next two hours I continuously attempted to assuage her fears, showering her with affection and compliments, and showing her my intensely aroused reactions to her detailed account of what she had done. It was a good thing I had saved up my come for several days, as I needed every bit of it for our several bouts of lovemaking.
So, as I said at the beginning, my wife Olivia has been getting fucked once a month by a young man half her age, with an unusually large prick. It’s been going on for a year now, and she says that each of their fucks is as good as or better than their first. And in spite of this— or maybe because of it—our sex life is also better than ever. Especially after she has been with Ross, and comes home to tell me all about it.
Lenore and Alice continue to fuck Ross too, of course, but he is not their only lover. Lenore has lately fucked a few of Alice’s other boyfriends, who Alice recommends to her, including several black men. Although Alice has offered to cut Olivia in too, she hasn’t fucked anyone else yet, though if she did I could go along with it, as there is no doubt in my mind that Olivia and I love each other more than ever, and whatever she wants to do is fine with me. I am just happy in the knowledge that I am married to the world’s greatest cougar, MILF, sex bomb and sweetheart.
—Name and address withheld