From Housewife to Cuckoldress

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From Housewife to Cuckoldress Page 6

by Alex Hathaway


  All he could do was laugh, loving his effect on me. I was amazed, annoyed. I had never felt anything like it …. It was like Eddie times two.

  I could see the beads of sweat along my belly and thighs, his cock still deep inside me.

  “Wow …” I said as he kept his cock still inside me.

  “That felt good, didn’t it baby?”

  “Yeah!” I said helplessly.

  “Want to feel even better?”

  “I’m not sure I can ….”

  “Oh, you can …. I just have to break you in a little more ….”

  I was starting to get sore, but I wasn’t done as long as Benny wasn’t … and with that, he started thrusting in and out again, slowly.

  “That was … amazing …” was all I could say.

  “Yeah, you needed to come like that. I love helping women come … especially when their husbands can’t help them in that way ….” He said it in a kind way, but for some reason I laughed a little bit … then I remembered, for the first time in a while, that Dan was still there.

  I could see that Dan had already come, at some point, while I was getting fucked. His half-hard dick was resting on his leg. I returned my attention to Benny.

  “Do you want to come even harder?” Benny asked as he started thrusting in and out.

  “Oh please ….” I said.

  Just like that he was upon me, pushing his body down, raising my ass up, pushing in farther and “Ohhhh!! Dammit!!” I shrieked. He was laying into me now, pounding me so hard I could barely concentrate. My pussy was making obscene sloshing noises as he rammed into me, but I was far from caring. All I could feel was this well of sensation getting stronger and stronger between my legs. I was vaguely aware that he still wasn’t all the way inside me.

  “That’s it baby, now you’re really gonna come for me ….”

  “Oh!!!!” I yelled out, babbling and screaming, pushing my hips up at him wildly, going after as much cock as I could get, as much as I had ever had.

  “Show your husband what a slut you are for me! Show him how hard you can come!”

  God what a bastard he was, talking to me like that! I didn’t feel like coming, coming would be a betrayal of my husband’s abilities, but Benny was pounding and pounding and my pussy was helpless not to respond …. I was thrusting like crazy, sweat and lust and juices everywhere, losing myself in being completely stretched ….

  “Oh God I’m coming!!” I screamed, loud enough to carry over the breaking waves. That huge sensation in my pussy burst through my body. Benny pushed my legs wide as I spasmed all over his cock, trembling and shaking while he held me down strong. Then something unexpected happened: I began spurting fluid everywhere, expelling his cock with force as juices gushed out of me. I saw stars; it felt like I passed out and then I was back, back, at sexual peace.

  When Benny pulled his cock out, my pussy made loud puffy noises, like a balloon letting out air. It sounded kind of funny; we both laughed. Sweaty and a little spent, Benny lay down beside me. I was sprawled between my husband and Benny again. The situation was surreal. Here I was on this beach, doing something I never would have done in public at home, but here in a foreign country, nothing was the same. The sun was beginning to set, but anyone walking down that beach could have seen us—the wife, the cuckolded husband, and her lover. And I didn’t care.

  Chapter 13: The Erotics of

  Dominance and Submission

  “Wow … my pussy has never done anything like that before,” I marveled. My towel was so wet it was almost gross.

  “Yeah, you squirted all over me—it takes a very happy pussy to squirt like that.”

  “God I have never …. Anyhow … thanks,” I found myself saying to Benny, as if he had just given me a huge drink of water when I was parched. He just laughed, his cock still dangling, swollen against his leg, the condom still half on. That’s when I felt guilty, but in a sexual way. “Oh no … I didn’t make you come yet.”

  “That’s all right, baby; there’s plenty of time for that,” he said. His manner was both arrogant and relaxed, the birthright of men with his gift. I put one hand on his dick and stroked it absentmindedly, marveling at its thickness as I pulled off the condom. That made me think of my husband.

  I turned and looked at Dan. “Did you come, honey?”

  “Yes,” he said sheepishly. Dan’s cock was soft and shiny from his come.

  As I lay between them, I stroked Dan’s cock with my left land, Benny’s with my right. Even though Dan’s cock had already come two times, it twitched to life in my hand.

  “I can’t believe you haven’t come yet,” I said to Benny. “This one came just from watching.” I pointed at Dan’s dick. “And he had already come when I was stroking both of you! Meanwhile, Benny, you were servicing the hell out of my little pussy, filling her like she’s never been filled, and you haven’t come at all.”

  “Ah, that’s okay,” said Benny. “This cock has fucked a lot of pussies. It’s not easy to make it come.”

  I had never heard a man talk like that before—yeah, maybe some hollow bragging at parties—but nothing like this, a guy who could back it all up. He said it so matter-of-factly. I felt more tingling between my legs as I continued to stroke both cocks.

  “Don’t feel bad Dan,” said Benny. “I’ve outlasted a lot of men in my day.”

  I couldn’t help smiling at that, embarrassed but thrilled by his tone.

  “I don’t know why,” Benny said, “but little cocks have a tendency to come much faster than big ones like mine.”

  “Yeah, we already saw that, didn’t we honey?” I said to Dan, teasing him.

  I thought I saw a flash of anger on Dan’s face, but then came the submission, the moan of pleasure as I stroked him.

  “Benny, God, I love your cock,” I said to him, letting go of Dan’s cock so I could stroke his harder. “Let me see you spurt. Let me see it!”

  Before long, I was kneeling, my back to Dan, determined to make Benny cut loose. “C’mon Benny, come! Come!” I stroked him fast as I could with my hand. “Let me see that big dick come!”

  My hand released Dan’s cock as I started stroking Benny’s harder, determined to make it come. It was huge, engorged …. My hand could barely fit around it. My pussy was dripping ….

  I knelt on the other side, so Dan could get a good view. “Can you see this good, honey?”

  “Ohh … yeah,” Dan said as he stroked himself, lost in lust. Benny and I laughed at that.

  I started stroking Benny up and down, using two hands to really work his shaft.

  “Benny, that is one hell of a cock,” I said admiringly.

  “Thank you sweetie,” he said almost patronizingly.

  “Oh God, yes,” I said, “I want to see it squirt.”

  With that, I started rubbing his big balls with one hand while stroking him with the other. I marveled at the size of his balls, not quite the size of tennis balls, but they certainly matched the rest of him. They felt huge, swollen, ready to burst.

  “Wow your balls are so much bigger than Dan’s,” I said, smiling and marveling as I rubbed his balls with one hand while stroking him with another. It was so different from jacking off Dan, who was so easily serviced with one hand. Benny deserved both my hands. Hell, he had enough cock for two women. Benny’s cock twitched in a strong way. Maybe I was finally getting to him!

  “Stroke me faster, baby,” Benny said. I never really liked it when men called me “baby,” but in his case, it felt right. He deserved to call me whatever he wanted. With obedience and lust, I went back to the two-handed stroking.

  “Faster, that’s it,” Benny said. I upped the tempo again.

  “Oh Benny …” I said helplessly. “You are such a fucking stud. Let me see that studcock come. Come for me, Benny!!”

  I was stroking him frantically now, shocked at the amount of friction his stud cock could withstand, frustrated that I was having trouble getting an orgasm out of him. But then he came.


  Dan usually spurted a couple of super quick and fast bursts, a couple of feet at most; then he was done, just as quickly. Benny didn’t spurt high or fast, but he spurted thick shots, one after another. I kept stroking, and he kept spurting. I lost count around eight, with Benny moaning on each ejaculation. A couple more ropey spurts, and he was done. Come was everywhere. There was a huge pool of it around his belly dripping into the sand.

  “Oh, wow, Benny!”

  He chuckled. “Haven’t seen a dick like this come before, huh?”

  “Hardly!” I said. “That’s incredible. God you are such a man!” I spoke lustfully, not caring about Dan’s feelings. Not caring at all. Cleaning up was a bit awkward. We were all conscious of the strangeness of the situation. I used our extra towel to clean Benny up, and I needed pretty much the whole towel to do it.

  Eventually, we all began to relax and even doze off. It started to feel natural again, just the three of us, talking openly about life on the island. Dan’s erection went away; Benny was calm and floppy. I thought maybe the sex was over, but after about fifteen minutes, listening to Benny talk about restaurants, I had an image of Benny fucking a waitress over the counter, then another of a husband coming back from golf to find his wife riding Benny’s cock, her clothes still on, her skirt hiked up, not stopping, just screaming. My pussy twitched.

  As if on cue, Benny said, “It was so nice to be able to help you out Linda ….”

  “What do you mean Benny,” I asked, curious what else he might say in front of Dan.

  “Well, I could tell you haven’t come like that in a while, and your pussy really needed it,” Benny said.

  I felt embarrassed, but his openness was the ultimate turn-on.

  “Oh yeah,” I said to Benny. “I needed that bad!”

  “You had that look,” smiled Benny. “I get that look a lot.”

  “You mean,” I said, “down at the beach?” I smiled back. I thought I saw his cock twitch in the twilight.

  “Yes,” said Benny. “You had that hungry look about you, your pussy being so deprived ….”

  “So, Benny, how many … women have you ‘helped’?”

  “Well,” said Benny. “I used to make a point of only being with single girls. But there are so many fine married women.” He smiled at me and Dan, who smiled back reflexively. Dan seemed to be in some kind of emasculated daze, but all the signs indicated that he was enjoying himself.

  “At first, I would do it without the husband’s knowledge or permission,” said Benny. “But I rarely do that anymore. You see, it never felt right, and besides, I didn’t have to. Because so many husbands were asking me to … help them out.”

  “Really?” I asked.

  “Yes,” he said. “Of course, women kept asking, too, but I started telling them: ‘I think you would have fewer regrets if your husband or boyfriend agrees, and he can watch if he likes.’”

  “And how did that go?” I asked. Dan seemed interested. He also looked like he wanted to be anywhere but here.

  “Ups and downs,” Benny continued. “Some were shocked and said ‘no way!’ But I knew it was better if the boyfriend or husband watched … I found out that if I was firm on this point, many women would take me up on it. They basically needed it bad enough to agree to my terms.”

  My pussy tingled. No, “need” was not too strong a word.

  “Once I tried it this way, I realized how much better it was,” said Benny. “It did less damage to their relationships, and often seemed to improve them.”

  “How?” I asked.

  “Well,” said Benny, propping himself on his elbows and smiling at me, clearly enjoying our conversation, “the women found it useful for the men to see, the … difference in sexual satisfaction they were experiencing with me. This changed the feeling between them. Instead of seeing the wife as a cheater and a slut, the men realized that it was not their fault, that their women needed ….”

  “More than they could give?” I said, taking a look at Dan’s tiny cock, hard as a rock again, but still much smaller than Benny’s semi-hard floppy one. I laughed in spite of myself.

  This was the heart of the cruel/kind paradox I would come to know as “cuckolding.”

  “Yes,” said Benny. I found my hands moving between my legs, tweaked as I was by this conversation. “In some cases,” Benny said, “a whole lot more.”

  I felt that tingle again while looking at Benny’s massive engorged half-hard cock—easily seven thick ropy inches, way bigger than Dan’s ever is when hard. Yes, that would explain the enormous difference in the sensations within me.

  It was getting dark, and there were a few mosquitoes, but not as many as usual. Benny’s big penis snaked down his thigh, illuminated by the setting sun. I reached over and started fondling it again as I talked with him, feeling it flop and twitch, sticky in my hands.

  “One other thing changed,” said Benny.

  “What’s that?” I asked, while stroking him with my right hand. My juices were still sticky on his penis, which made me feel a little nasty.

  “I started recognizing ‘the look,’ ” Benny said. “These days, when I get that look from a sexy woman with a poorly endowed partner, I don’t wait for them to approach me. I approach them to offer my help. Of course, in your case, you did most of the asking.”

  He made it sound so clinical, but that also made me wet.

  “So Benny, how many times have you done this?” I persisted.

  “You mean, pleasured a woman with her husband or boyfriend watching?”

  “Yes,” I said, one hand between my legs and one on his cock, not sure why this conversation was turning me on so much.

  “Oh, I don’t keep count,” Benny said casually.

  “Oh yes you do!” I said accusingly, positioning his cock straight in the air, amazed by its height and girth as it rose to full mast again.

  “Not really,” Benny said. “But I can tell you that I only go a few days without such opportunities. We get a lot of tourists here.”

  “C’mon Benny! I said, a bit annoyed and quite frisky. I sat up and straddled him. His cock was closer to reaching its full potential. I was rubbing it with both hands as I moved teasingly against him. “How many?”

  “Child, please!” Benny said. “I feel too good to lie to you!”

  “That’s the whole point, Benny!” I said forcefully.

  “Well,” Benny said, “I’ve been doing this for three years. What I can say is that about halfway through, I lost track. Fifty, maybe.”

  “Fifty!” I said. “Wow Benny! Dan hasn’t fucked more than, what, Dan, fifteen girls in his life? Right Dan?” Dan’s smile was bitter, but his cock twitched even harder.

  Benny laughed. “Well, I wouldn’t know about that … but I can tell you that I counted my girls when I was a kid, and I hit 15 when I was 16 years old.”

  “Wow, Benny!” I said.

  “Don’t get carried away,” Benny said. “It wasn’t until I was 18 that I got with an older woman who taught me how to use what I had. Before then I was shy half the time, worried I would hurt the girls, not sure I knew how to make them happy.”

  “Lucky girls,” I said to Benny, still stroking.

  “Of course,” Benny said, “Once I realized how to use what I had, then things got a bit more intense … and I stopped counting … and the girls kept coming … once one of their friends tried … word … got around.”

  “I’ll bet it did,” I said to Benny. I could feel my pussy dripping and the precum forming on his cockhead again. I rubbed it down the shaft. I was getting so wet thinking about Benny fucking his way through his youth, pleasing the girls who battled for his attention, while guys like my Dan with their small penises struggled to get laid.

  “What was your hottest experience?” I asked Benny, stroking more intensely, gripping his shaft harder.

  “Well … ohhhh, that’s nice Linda … one really fun one: I was fucking an older woman who was divorced. Anyway, her youngest daughter ca
me to the island for the summer, only 19, and she was just a goddess. Kind of looked like that blond tennis girl who became a model ….”

  “Anna Kournikova?”

  “Yeah,” Benny said, “kind of like her. Tall, blond, poison for a guy like me.”

  I laughed.

  “Anyhow,” Benny said, “her mom didn’t like the guy she was dating. He was this spoiled rich guy who pulled attitude with her and blew her off. She didn’t want her daughter to end up marrying him or even worse, getting knocked up somehow. Her mom told me, ‘You gotta fuck well when you’re young, worry about rich guys when you’re older.’ ”

  I laughed, slowly stroking Benny’s cock up and down as I listened to the story. “So what happened?”

  “She asked me to seduce her daughter, to quote, ‘Ruin her daughter’s pussy’ for that guy. I said I would try, but her daughter didn’t seem like the kind you could easily seduce. You couldn’t just flash your cock at a girl like her. She needed more warming up than that. Plus, when girls are that young, they may be curious about big cocks but they aren’t as aggressive. They aren’t really ….”

  “Experienced?” I said.

  “Yeah …” Benny chuckled, seeming to recall the experience. His dick seemed harder than before, with my hand running up and down it. This girl must have really turned him on; even her memory was bringing him to life.

  “So what did you do?”

  “Well, I tried to make friends with her over time,” Benny said. “Her mom had me around the house some, doing odd jobs, mowing lawns. I didn’t need the work, really, but I liked the challenge. Her daughter wasn’t all that flirty with me, though.

  “I told her mom it wasn’t going to work out, that she was pretty indifferent … but her mom just told me to take my time. She said that, a couple of times when I was walking around in tight shorts, her daughter was definitely staring at my, uh, unit.”

  I chuckled at his use of “unit.” I hadn’t heard that word in a while.

  “Once she thought she overheard her daughter saying something on the phone like ‘His package is unreal,” Benny said. “So she wanted me to keep at it.

 

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