Cuckold

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I think Lisa is sexy. She’s not pretty, though not what I would call plain, either. And she doesn’t have a great figure. In fact, she’s kind of fat, with big thighs, a big bottom, a belly and big, hanging tits.

But she seems to have a sexy attitude that transcends physical appearance. Lisa has a look in her eye that invites sexy thoughts. She wears bikini bathing suits (most women I know would say she shouldn’t – I don’t know where she finds them in such a large size) and has a great tan. I wonder if it’s an all-over tan.

Lisa and her husband Cliff have a sailboat at the marina where Penny and I keep our own boat. We see them there frequently. They’re about ten years younger than we are, with no kids. We talk. We’ve talked about going out together as couples. We’ve talked about a sailing rendezvous and raft-up – with thoughts of nudity or skinny-dipping in my head, even though none of us is skinny. But nothing has ever materialized.

Lisa has taken to bumping me in the shoulder on occasion. It happened a couple of times at a marina picnic. The first time, I didn’t really notice it. I thought she was just walking past me, as she made a comment and bumped my shoulder. Then, later, when some of us were sitting and talking, Lisa sat down in the chair next to me, with Cliff on the other side. At one point in the conversation, she made some remark and pointedly bumped me in the shoulder with her hand. This time, I noticed. I decided that, when the opportunity arose, I would reciprocate in some way, and see if it heightened the tension a notch.

So, a couple of weeks later, I was walking up the path to the marina bathhouse, and Lisa was walking down, I bumped into her as we passed, taking care to make it look accidental. I turned to apologize, and she had this huge grin on her face. “Looks like you’re getting a terrific tan this year,” I offered.

“Thanks,” she replied. “I love to be in the sun.”

“I can tell,” I said. “That’s the great thing about the boat. You get lots of sun without just laying around doing nothing. And mostly, on the water, you can wear as little as you like.”

“Or nothing at all,” she answered slyly.

“Or nothing at all,” I echoed.

“Have you guys ever sailed naked?” Lisa asked.

“We have. We like to skinny dip, too, when we find a private anchorage. How about you?”

“Well,” she said, “I like to sunbathe and swim nude, but Cliff is chicken about that stuff. He’s always afraid someone will come along and see something they shouldn’t. Like it would offend them or something. What do you think? Would you be offended if you saw me sunning myself bare?”

“On the contrary,” I answered with a grin. “I’d be delighted.”

“That’s kind of what I thought,” Lisa giggled. “That’s how I’d feel, too. I mean, if I came along and saw you naked. You know,” she said, “I always thought you were kind of sexy.”

“I’m flattered,” I replied. “I think you are, too.”

Lisa got suddenly shy. “Can I ask you a personal question?” she asked, coyly.

“Sure. Go ahead.”

“Would you like to fuck me?” she asked. “You don’t have to answer. I mean, ’cause I’d like you to fuck me. I think it’d be really hot, the two of us.”

“I’d love to fuck you,” I said, calmly, not taking this seriously. Not yet. “Just a couple of obstacles to get over first.”

“Like what?” Lisa prodded.

“Well, there’s Penny, for one. I’m not sure how she’d feel about it. We sort of have an agreement, that we’ll never go outside of the marriage except as a couple. And I don’t know if she’s up for a threesome. Are you?” I teased.

“Oh, absolutely!” she replied. I was shocked at the answer, I admit, visualizing Penny and Lisa, naked together, in my mind. This was getting to be pretty provocative talk. I felt some movement start between my legs.

“Well, then, what about Cliff?” I inquired. He might not like the thought of you getting screwed by me.”

Then she hit me with the clincher. “Cliff would like it. He wants you to fuck me. It gets him off to watch me get fucked. Reinforces his insecurity – makes him feel powerless to watch another man take me and push me over the top. He likes that.”

“Lisa, if that’s true, I’m going to need to hear it from him. If Cliff asks me to fuck you, I’ll talk to Penny and see if we can work something out.” I continued on my way up to the bathhouse, and Lisa walked on down to her boat, where Cliff was doing some work on the deck. Cliff is a kind of an average-joe sort of guy – rather boyish in appearance, with a sparse mustache, not great looking, not awful looking. Nothing very distinctive.

I had some serious swelling going on in my pants, even though I still figured this was just a lot of hot talk that Lisa would share with Cliff tonight as they got each other off. The thought of Lisa naked, on her back, with those magnificent boobs hanging down and her legs spread was too much though, and I sprouted a quick erection pointing into the urinal as I peed. It took a couple of extra moments to get it back down again, and into my shorts so ataşehir escort bayan I could walk back out and down to my boat. On the way back down the path, Cliff stopped me.

“Doug, can we talk a minute?”

“Sure,” I answered. “What’s up?”

He seemed to be struggling a bit. “Well, I … we … Lisa and me, I mean … we really like you and Penny. And I wanted to ask you a big favor. It’s ok if you don’t want to. You don’t even have to answer. You can just go down to your boat, and we’ll pretend like it never happened. I wouldn’t ask this if I didn’t think you guys were good friends.”

“Well,” I replied, sensing where this was going, “Penny and I like you guys too. We keep talking about a raft-up sometime. It just never seems to happen. What can we do for you?”

“Doug, I want you to, I mean, would you fuck my wife? She really likes you, thinks you’re sexy. Well, so do I actually. Not that I’m gay or anything. I just like to see Lisa enjoy herself and be satisfied. I’d be there too, I mean, I have to be there to watch. To make sure she’s ok and everything. She likes it with big, sexy guys. I wouldn’t do anything, just watch. This would be a big favor to me … to us. If you don’t want to do it, I’d really appreciate it if you kept this just between you and me, ok?”

I thought for a minute, remembering what Lisa had told me about Cliff. “Cliff,” I said, “before I can answer, I need to talk about this with Penny. We only swing together, not that we’ve ever really done any swinging. But she has to be there, too. I won’t come alone. I’ll discuss it with her, and we’ll decide if we can do this. But, Cliff,” I cautioned. “If we do this, then you have to agree that, in the room, I have total control. You won’t interfere, and you’ll do whatever I say, no matter what. Agreed?”

“Agreed,” he answered.

“I mean it,” I said. “No matter what. If you don’t go along with whatever I say, then I’ll end it right there, and I don’t know what’ll happen after that. I might not be able to keep this private. I won’t use this to pressure you. If you don’t agree now, then, like you said, we’ll just go on our way as if we never had this discussion. But if we go ahead, and you try to take control, you don’t obey my instructions, then this whole thing is going to fall apart. Are you ok with that?”

“Yes, I understand and I’m fine with it,” Cliff said quietly.

“All right then. I’ll speak with Penny, and I’ll let you know our decision.” I walked on down to my boat, where Penny was just finishing getting things ready, and we headed out for a day’s sail.

Out on the water, I brought up the subject with Penny. “I had an interesting talk with Lisa, and then with Cliff, back at the marina this morning.”

“What about?” she asked.

“Well, believe it or not, they want me to have sex with Lisa. Cliff actually asked me if I would fuck her.”

“What did you say?”

“I told them both that you and I would only play together, that we’d discuss it, and if we decided as a couple to go ahead with it, we’d let them know. You need to understand, Cliff wants to watch the whole thing. He gets off on watching other guys do his wife, and, I gather, on being humiliated about it somewhat, too.”

“I don’t know,” Penny said, thoughtfully. “I just don’t understand that.”

“I don’t really understand it either – I mean, I could never go for that, but if he likes it, and she likes it, what would be the harm in playing along with them?”

“Even so,” Penny went on, “I’d have to watch you fucking her?”

“Well, yeah, that’s right,” I said. I’d like you to participate – we could do oral and stuff. I’d love to lay the two of you down next to each other, even have you on your knees with your bottoms up in the air together. But I’d be doing the actual fucking with Lisa. Cliff really wants this for her.”

“Cliff really wants it for him, you mean.” Penny responded. “I don’t know. It sounds really sexy, but kind of weird. I need to think about it.”

About an hour later Penny spoke up again. “I wouldn’t have to do any stuff with Lisa, would I? You know, bi stuff?”

“The subject never came up,” I said. “They were cool with you being there, when I told them that we were a team. But they would have been happy to just have me by myself. I don’t think you’ll have to do anything you don’t want to do.”

Silence for a while. Then, “Is this something you really want to do?”

“I think it’d be hot as hell,” I replied. Who knows if we’ll ever get a chance to do anything like this again? If you don’t want to do it, then that’s ok, and I’ll let it go. But if you think you can deal with it, I’d sure like to give it a try.”

“OK,” Penny said finally. “Let’s do it.”

“Fantastic,” I said. “Now, I’m gonna sail naked for awhile.” I started stripping as I stood behind the wheel of the boat. “Show me some pussy.”

Penny started undoing her shorts. It would be a good sail.

* * * * *

We arrived at Cliff and Lisa’s after dinner, about eight thirty. They invited us in escort kadıöy and offered drinks. I had a scotch; Penny doesn’t drink, but she asked for a diet coke. We sat down in the living room.

“Cliff,” I said. “You remember what we talked about, right?”

“Yes, Doug, I remember.”

“All right then. Tell us why Penny and I are here tonight.”

“You’re here to fuck Lisa. I asked you to come here to fuck Lisa. I want her to be fucked by a real man.”

“Very good, Cliff,” I said. “And what is the rule for this evening?”

“I have to do whatever you say,” Cliff answered “You have total control.”

“No matter what?” I asked.

“No matter what,” he replied.

“That’s a good boy,” I told him. Then, turning to Lisa, “Lisa, tell us some things about Cliff. Some things he would never tell anyone.” I gave her a wicked smile.

Lisa smiled back. She knew where this was going. “Cliff,” she began, “has a little penis – very little – and he’s not very good at sex.”

Wow. This was going to get very hot, very fast. “What do you mean, he’s not very good,” I asked.

“Well,” she started, “he can’t get me off with his little thing, because it doesn’t rub me right, and then he comes way too soon. If I didn’t play with myself, I wouldn’t come at all.

“Doesn’t he lick your pussy? Doesn’t he finger you?”

“He won’t go down on me, and he fingers me too hard. It doesn’t feel good. I’ve tried to teach him, but he just won’t learn,” Lisa responded.

I took a look at Cliff. His face was getting red, and he was looking away, nervously. “Cliff,” I began, “Lisa says you have a tiny dick. Is that true?”

“Well,” he began, “I don’t know . . .”

“Never mind,” I cut him off. “We’re going to find out. Take all your clothes off, right now, down to your underpants.”

“You mean right here? Right now?” he stammered. “Aren’t we all getting undressed?”

“Cliff, we’ll all get naked in good time. And I’ll do all the things for Lisa that you can’t, or won’t, do. But right now, you’re our entertainment. Remember the rules. Strip. Now. Down to your shorts.”

Cliff started undressing. He took off his shoes and socks, unbuttoned his shirt and slipped it off, hesitated, then opened his slacks and slid them off. He stood there in some rather silly looking boxers, his pale white body looking quite vulnerable. He had just a tiny bit of brown hair on his chest, and other than that, looked nearly hairless.

“Wow, Cliff,” I said. “You’re quite a figure there. No wonder Lisa likes to do it with real men. OK, now, show us the goods.”

“What?” Cliff asked, looking very nervous now.

“You know. The shorts. Take ’em off. We want to see your little boy penis. We could use a good laugh right now.”

He hesitated, looked at Lisa, who gave him a stern look in return. “Come on, Cliff,” she said sharply. “You know you have to, so take them off.” He closed his eyes and stripped off his boxers. His penis did look rather small, pink, with thin brown pubic hair, sparse like his mustache. His balls were also small, and pulled tight against his body. Nothing much hanging down.

“All right, nothing too impressive here,” I said. “Go ahead, play with it.”

“Play with it?” he asked, half whispering.

“Yes, play with it,” I answered. “You’re not impressing anybody with that fifth-grade cock. So we want to watch you masturbate. Start stroking it.”

He reached down and held himself. He gave his soft little dick a few strokes, half heartedly at first, then resigned himself and began rubbing it with, I gathered, his usual grip. After a few minutes, it was a bit longer, but not getting hard at all. “Cliff,” I teased. “Can’t you get a hard-on?”

“Yes, I can get a hard-on,” he retorted sharply. “I don’t know what’s the matter.”

“Don’t get an attitude with me,” I cautioned. “Are you sure you’re not gay?”

“I am not gay!” he insisted. “I get hard all the time.”

“Is that true?” I asked Lisa.

“He gets hard sometimes,” she replied, “but not all that often. Even when I suck his cock, it mostly stays soft.”

“I see,” I said, and walked over to Cliff, standing there with his penis in his hand. “Let’s just see for ourselves,” I commented, and pulled his hand away from his crotch. I placed my own hand over his dick and balls, and began massaging them gently. I could feel his penis start to thicken, and I rubbed more firmly. Yes, he was definitely starting to get an erection in my hand. I stroked some more, until Cliff’s boner was obvious. “Cliff,” I began, “maybe you are gay. I think you’re queer for me. You like me rubbing your cock, don’t you?”

Cliff didn’t answer. “Speak up,” I said. “You like this. You’d rather have me masturbate you than have Lisa do anything to you, wouldn’t you? You’re just a gay boy looking for a daddy, am I right?” Still no response. “You sure you wouldn’t like to just bend over now and let me stick it in you?” I taunted. “Cliff, answer me,” I said sternly. “Otherwise, I’ll just jack you off right now, and then your maltepe escort fun will be over for the evening while I enjoy your wife and make her come all night long.”

“It … feels … good,” he said slowly. “I’m not gay. I like to fuck Lisa. But this feels good.”

“Well, it seems Lisa doesn’t like you to fuck her very much, or she wouldn’t need to bring in other men to get her off. But I’ll take you at your word, I won’t make you come yet. Let’s all go to the bedroom. Cliff, I want you to go bring in a kitchen chair to sit on.”

Cliff went off to the kitchen as Lisa led us into her bedroom. “This is great,” she said softly. “He’s loving every minute of it. Keep it up.”

“Don’t worry,” I assured her. “I’ve got this under control.”

Cliff walked back with a chair, and placed it next to the bed. “Cliff,” I began, “I’d like you to turn down the bed for us, so I can fuck your wife properly.” He turned down the covers and sheets. I took off my own shoes and shirt, then started undressing Lisa and Penny, taking turns. When I removed Lisa’s bra, I hefted those huge, hanging tits in my hands, and gave the nipples a suck. I repeated the process with Penny, and her smaller, but still full, breasts. “Lisa, take my pants off,” I said. She unbuckled my belt, unzipped my fly, and slid my slacks down, leaving me standing in my navy blue briefs. Penny started undoing her own slacks, and then stood there in her panties, rubbing her pussy through the silk with the palm of her hand. I kneeled in front of Lisa, slid her jeans to the floor, pressed my face against her lace underwear, slowly removed her panties and pressed my face against her bare, shaved pussy. She squealed as I gave a quick lick up the middle of her slit. I stood up, my erection obvious inside my briefs, slid Penny’s panties off, sat her down on the edge of the bed, spread her legs and pressed my face against her hairy vagina for a moment. Then I stood up and faced Cliff. His eyes were wide, and his erection small but firm.

“Cliff, now you’re going to sit in the chair and watch. You’re going to sit there for a long time. You may not touch your penis or your balls, you may not rub your crotch against anything. You’re just going to sit and watch, for as long as it takes.

“Right,” he replied, and he sat on the chair, facing the bed. I walked over and pulled off my briefs, waving my boner in front of his face. I had intentionally waited to take my shorts off until I was rock hard, since my erect cock is a nice size, and fat, but it’s pretty small when limp, and I didn’t want Cliff to see it in its diminutive state.

“Are you sure you don’t want this?” I asked him, as I playfully stroked my penis. “I could bend you over now and finish this, then we could just go home.”

“No,” he answered. “Give it to Lisa.”

“Why don’t you just suck on it for a minute and think about it,” I went on. “I bet you’re a better cocksucker than you are a fucker.” Cliff hesitated.

“Go on, give it a taste. You’ll like it,” I urged. Cliff put his lips to my swollen glans, and touched the tip, but then stopped. “All right,” I gave in. “You don’t have to. Not yet, anyway.” I reached down and gave his erection a squeeze. “Remember,” I said. “No touching down there.” He nodded, and I turned to the two naked women. “You girls let me know if he plays with himself, right?” Lisa and Penny both nodded.

I had the girls lay side by side on the bed, legs spread, Penny’s left leg over top of Lisa’s right one. I stood at the foot of the bed and wickedly rubbed my cock, slowly and deliberately, turning to wink at Cliff, his erection vertical and his arms at his sides. Being a good boy. For now. “Bet you wish it was you doing this, huh, Cliff?” I asked. No reply.

I climbed between Penny’s legs, put my face down, and started licking her dirty-blonde pubic hair. Just warming myself up. I breathed in her fragrance, put my hands under her buttocks, and began to tease her clit with the tip of my tongue. As I worked it, I could feel her tiny bud start to emerge, so I began circling it with my tongue, then sucking on it, bringing it out even farther from the folds. Penny’s breathing got harder and more regular as I continued to lick her vagina. The moisture began to flow, and I teased her perineum, pressing my nose into her cleft. Then I gave her clitoris a couple of hard, sharp licks, and she squirted my face with her juice.

I moved over between Lisa’s legs, and rubbed my cheek against her smooth mons. I spread her pussy lips with my hands, and marveled at her big fat clit. I started sucking it right away, and she moaned loudly from the beginning. I slid a fingertip into the opening of her vagina, and the wetness appeared instantly. I inserted one finger, then two, then began teasing her anus with my little finger, licking her button firmly the entire time. She gushed wetness and squealed. I got up on my knees, and she rushed forward to suck my cock. I heard Penny say, “Cliff, Doug said not to play with yourself.”

I stopped Lisa and stood up. “Cliff, now, you know the rules. You may not play with your penis. If you do it again, I’ll have to punish you. Now sit like a good boy, and watch me make Lisa come.” I held my hard dick in front of Cliff’s face. “Do you want this down your throat? Or would you rather Lisa went back to sucking it?”

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