The Destruction of a Cuckold - Part 4

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“Are you sure about this?” Caleb asked as he watched Grace brush her hair in front of the bathroom mirror.

“Why would you ask that?” she replied.

Caleb wasn’t entirely sure why he asked if Grace was sure about their plans for the evening – plans that included Caleb watching his cuckolding for the first time – but he thought he detected a hint of uneasiness of her part, though he might simply have been projecting. “Well, I guess I’m just a little worried that we might be going a little too fast, you know? I mean, what if tonight changes things?”

Grace pulled her hair into a ponytail – a style that always looked remarkably sexy on her – and turned towards him. Caleb stared at her body – she looked notably fitter than when she’d started seeing Bryan, perhaps a result of her increased trips to the gym – and felt his cock stir at the idea of watching another man enjoy her body. She stepped out of the bathroom and headed towards Caleb’s seat at the edge of the bed, stopping just a few paces short of him.

“Does the idea of watching Bryan fuck me turn you on?” she asked.

Caleb nodded.

“And it’s more exciting than the idea of me telling you how Bryan fucked me, isn’t it?” she asked.

“Yes,” Caleb answered.

“But you’re worried that things might change – between us, I assume – if you watch him fuck me,” she said.

“Yes,” Caleb said.

“And you’re worried that I’m worried about that?” Grace asked.

Caleb nodded once more.

Grace approached once more, this time stepping between Caleb’s legs. He stared at her perfect, perky breasts as they came ever closer to his face and he noted that her nipples were slightly erect, indicating excitement. Grace reached up and ran her fingers through Caleb’s hair as she said, “Tonight’s not going to change anything. Things have certainly changed – I’m not going to lie about that – but I think it’s all been for the best. After all, isn’t it a good thing that I know my husband better than I ever have? Isn’t it better that I understand your fantasies, that I have a far better sense of what actually makes you tick?”

“I think so,” Caleb replied.

Grace smiled and leaned down to kiss him. Her lips were warm and soft and when she parted the Caleb moaned as her tongue gently probed his mouth. “You’re worried that I think less of you, don’t you? And you’re worried that tonight will only enhance that feeling, aren’t you?”

“Yes,” Caleb answered.

Grace caressed his face and then stood up and pulled Caleb’s head to her chest. He closed his eyes as the warmth and softness of her breasts surrounded his cheek. He listened to the slow beat of her heart and felt a sense of relaxation come over him.

“I like that I know you better than I ever have, Caleb,” Grace said. “I like that you were comfortable enough to share your fantasy. I like that your fantasy involves me fucking a man like Bryan, who’s capable of making me feel things no man ever has. I like that we both experience more pleasure with Bryan in my life than we did before. I like everything that’s come about since we made your cuckold fantasy a reality.”

Caleb turned his head and kissed Grace’s breast. His lips encircled one of her nipples and he ran his tongue over it, eliciting a soft moan from his wife.

“I like that I get to be married to a man I love while getting to fuck a man that’s far superior – sexually speaking – to my husband,” Grace said in a voice infused with a deep sense of lust. “I like that my husband is going to help me get ready to spend my night getting fucked by that superior man. Isn’t he?”

She stepped back and Caleb looked up and nodded. “I will.”

Grace took another step back and pointed to the floor. “Why don’t you spend a little time licking my pussy before you dress me.”

Caleb slid off the bed and dropped to his knees. He crawled towards his wife and she smiled, put a hand on the back of his head, and pulled him to her pussy.

“That’s it,” Grace said with a smile as she looked down at him. “Get me nice and wet for the man that’s going to fuck me in our bed while you watch. Leave my pussy soaked for him, Caleb. Leave it soaked for the superior man that’s going to spend the night fucking me while you watch.”

Caleb felt that beautiful surge of humiliation that he’d come to crave more and more since Grace had cuckolded him for the first time. It left his body tingling with a potent kind of desire and, as had become increasingly common, Caleb wanted more.

“I picked out a lovely lingerie set to wear for Bryan,” Grace said as she stepped back and looked down at Caleb. “Would you like to dress me in it?”

“More than anything,” Caleb answered.

Grace smiled at him and Caleb wondered what she was thinking. Did she like that he was so desperate to dress her in lingerie so another man could fuck her, or did she think it was pathetic? “You’ll find the lingerie in the closet. Retrieve it and you can dress me for Bryan.”

Caleb hopped to his feet and rushed towards the closet. His heart pounded and his loins tingled with desire as he got to live out his fantasy yet again. This time, though, it was going to be even better because he was going to watch his wife and her boyfriend have sex, a pleasure he hadn’t yet experienced.

Bryan was seated on the edge of their bed as Grace stepped between his legs. His hands grasped her ass before running down the backs of her thighs and caressing the soft nylon of the stockings Caleb had dressed her in just a few hours earlier.

They kissed as Bryan’s hands moved up her thighs, over her ass, and up her back. Caleb leaned against the wall as he watched his wife and her boyfriend indulge in their obvious passion for each other. His cock throbbed in his jeans as he witnessed the beginning of his cuckolding for the first time.

From the very start of the evening – when Bryan and Grace sat on the couch and indulged in a bit of foreplay while enjoying a drink – Caleb was astounded by how potent his desire was. He hadn’t been entirely sure what to expect, but seeing his wife kiss another man – particularly when her mouth opened and the kiss turned deeply passionate – proved to be exceedingly arousing, leading to a painful erection as he witnessed Grace’s genuine, deep desire for her boyfriend.

“I get turned on just being around you,” Grace said softly as Bryan’s hands once again moved down her back and grasped her ass.

“Even while your husband is watching?” Bryan asked.

Grace looked over her shoulder and smiled at Caleb before returning her attention to the man sitting on the edge of their bed. “Especially when my husband is watching,” she replied. “You don’t mind that he’s here, do you? Because I could send him away if you weren’t comfortable with it.”

Bryan leaned over and looked at Caleb for a moment before a confident smile slowly broke across his face. “There’s no need to send him away. In fact, I really like the idea that he’s going to watch me fuck his wife. I think he might be surprised at just how hard you cum while I’m inside you.”

Grace spun around and sat in Bryan’s lap as she looked at Caleb. Her boyfriend’s hands moved from her waist to breasts and he kissed her neck as Grace moaned while gently grinding her ass into his crotch. “I think he’s right,” she said. “I know I’ve told you how good he makes me feel, but I’m not sure you’re prepared for just how hard he makes me cum.”

One of Bryan’s hands moved between Grace’s legs and he slipped a hand into her panties. She moaned as his fingers found her clit. Her eyes closed and she leaned back while his other hand slipped into her bra to play with the soft, perky flesh of her breast. Caleb couldn’t remember the last time she’d seemed so completely lost in pleasure and he suspected that both she and Bryan were right, that he might end up feeling quite surprised at just how hard his wife’s boyfriend made her cum.

Grace stood and spun around to face Bryan once again. She sank to her knees in front of him, freed him of his pants and underwear, and wrapped her fingers around his hard cock. Caleb stared from his vantage point against the wall and marveled at the length and thickness of the other man’s erection.

Grace looked over her shoulder and smiled. “It’s impressive, isn’t it?” she asked.

Caleb nodded.

“I haven’t been with Bryan long, but I’m already in love with his cock,” she said. “No man – and certainly not you – has ever come close to making me feel the way he does and this perfect cock of his is a big part of that, Caleb. It feels so good when it’s inside me. It feels so much better than your cock ever has. It reaches places inside me that you’ve never gone.”

Caleb was tempted to unzip and masturbate right there, but he resisted. It felt a little too embarrassing to fully embrace his lust in that moment, and Grace had been clear that she didn’t want him cumming until she and Bryan were finished.

“I love, love, love sucking his cock,” Grace said in a soft, sultry tone. “I love it so much more than I’ve ever loved giving you blowjobs. But you probably like that, don’t you?”

Caleb nodded.

Grace chuckled before turning back to her boyfriend and taking his cock in her mouth. Bryan moaned and leaned back as a smile crossed his face.

“Have you ever been with a woman that loved sucking your cock?” Bryan asked.

“No,” Caleb said. “I don’t think I have.”

Bryan’s smile got a little bigger and more confident. “That’s a shame. There’s nothing like a blowjob from a woman that actually enjoys having your cock in her mouth. When she really, really wants to make you feel good, she does wondrous things. That’s what it’s like getting a blowjob from Grace. I can tell that she wants to make me feel good, that she’s deeply keen on making sure that I understand just how much she appreciates that I fuck her so much better than her husband ever has.”

Bryan looked down at Grace and smiled as he watched her suck his cock. He was right. She was working hard to please him. That was perfectly clear even from Caleb’s view of the action.

After a few minutes of exceptional oral pleasure, Grace stood and turned towards Caleb. She smiled and quickly closed the distance between them. Her delicate fingers unzipped his pants and she freed his cock and took him in her hand.

“Does it turn you on that I just sucked another man’s cock in our bedroom?” she asked.

Her eyes were alive with lust and Caleb was utterly enchanted by the seductive tone in her voice. “Yes,” he admitted.

“And would a cuckold like you enjoy kissing his wife after she’d sucked another man’s cock?” Grace asked.

“Yes,” Caleb said without thinking about it.

Grace’s lips were mashed against his a moment later. Her tongue pushed against his teeth for a moment before Caleb opened his mouth and welcomed her inside. He moaned as she stroked him faster, using his considerable precum as lube.

“Did you enjoy that?” she asked with a smile.

Caleb nodded vigorously as his loins tensed up from the pleasure of Grace’s handjob.

“I learn something new about you every day,” she said before releasing his cock and returning to her boyfriend.

Caleb wasn’t sure what Grace meant by that comment, but he was too turned on to care as he watched his wife lower her panties and push her boyfriend back into their bed. She quickly grabbed a condom from the nightstand, tore it open, and rolled it down his cock.

“Do you want me to ride his cock in our bed?” she asked Caleb.

“Yes, please,” he replied.

Grace smiled and straddled her boyfriend. She stared into Bryan’s eyes while rubbing his cock over her pussy lips. “Do you want to fuck me in the bed I share with my husband? Do you want to fuck his wife’s pussy while he watches?”

“Damn right I do,” Bryan replied. “I want to show him what it’s like when his wife gets fucked by a man that can actually satisfy her.”

Grace sank onto Bryan’s cock, put her hands on his chest, and moaned as her pussy swallowed his shaft. “Oh, fuck, you feel so good,” she said before tilting her head towards the ceiling and rocking her hips back and forth, slowly milking his cock with her pussy in a manner Caleb was certain he’d never experienced.

Caleb found that he couldn’t pull his gaze away from his wife’s face, for it told him everything he needed to know about how much she enjoyed fucking her boyfriend. A cavalcade of pure, wondrous, overwhelming pleasure washed over her face and did so repeatedly as she rode him with a kind of vigor she’d genuinely never displayed when on top of Caleb. Bryan’s cock somehow provided Grace with a kind of sexual satisfaction that Caleb had truly never offered her, and as he witnessed his wife experience that satisfaction he felt a deep, intensely arousing level of humiliation course through his body.

For a moment Caleb tried to fight off that humiliation. He tried to tell himself that he didn’t need to be embarrassed that his wife was having far better sex with another man in their bed. He tried to tell himself that it wasn’t humiliating that Grace had never, ever enjoyed sex with him anywhere near as much as she was enjoying the sex she was having with Bryan while Caleb watched.

Caleb couldn’t help but embrace the humiliation, though. He’d come to crave it, to need it, even. He let it envelop him as he watched Grace experience the pure, perfect bliss of having another man’s cock inside her. He welcomed it like a warm hug. He let the pleasure of it fill him and his cock throbbed in a way he wasn’t sure it had ever throbbed.

Grace stopped her sensual ride, smiled at Bryan, and climbed off of him. They switched to missionary without saying a word and Caleb watched his wife once again lose herself in the bliss of having her boyfriend’s cock inside her.

Bryan fucked her hard. His thrusts were deep and powerful. Grace moaned each time the other man’s cock entered her and it seemed that she couldn’t help but smile as Bryan provided her with the sort of pleasure that Caleb couldn’t.

“Are you enjoying yourself?” Grace asked as she looked at Caleb while her boyfriend’s cock continued to move in and out of her pussy.

Caleb nodded.

“Do you feel like a cuckold?” she asked. “Does watching Bryan fuck me in our bed make you feel like the cuckold you so desperately want to be?”

“Yes,” Caleb answered.

She moaned. “And do you understand now? Do you see just how much better he is than you?”

Caleb reached down and stroked his cock. He couldn’t help himself. “Yes, I see it. I see that he’s better than me, that he makes you feel better than I ever have.”

“Do you want to watch me cum on his cock?” Grace asked with a smile.

“More than anything,” Caleb answered.

“Cum with me,” Grace said. “Cum when your wife cums with another man’s cock inside her.”

She turned her attention to Bryan, smiled, and pulled his lips to hers for a kiss. Their tongues danced and she moaned as they fucked with wild abandon. Caleb stroked his cock and watched all of it unfold with an increasing sense of pleasure between his legs as his orgasm neared.

“Bryan…your cock feels so good inside me…you fuck me so good,” Grace said. “You fuck me so much better than my husband.”

Caleb hoped she was moments away from cumming, for he wasn’t going to last much longer.

“Say it again,” Bryan replied.

Grace smiled. “You fuck me better than he does. You fuck me better than he ever has.”

Bryan fucked her harder and it pushed Grace over the top. Her screams of pleasure filled the air as she climaxed and a moment later Bryan buried his cock inside her and experienced an orgasm of his own.

Caleb focused on his wife’s face and the intensity of the pleasure she was clearly experiencing. It struck him as the hottest thing he’d ever seen and he couldn’t help but cum. He tried to catch his load in his hand to limit the mess, but some of it still splashed on the floor. It didn’t matter, though. All that mattered was the beautiful sight of Grace having an intensely pleasurable orgasm with her boyfriend’s cock inside her, and doing in their marital bed.

“Holy shit,” Caleb said as he leaned against the wall to try and prevent himself from collapsing as his knees went weak.

“Was that good?” Grace asked.

Caleb nodded at his wife.

“You know, Bryan and I almost never go just once,” she said. “So I think we’ll stay in the bed until we’re ready to go again. You’re welcome to watch the second time if you’d like.”

Bryan pulled out and rolled onto his back. Grace smiled at Caleb and then rolled onto her side and rested her head against her boyfriend’s chest. As she did, Caleb stared at the rather massive-looking load of cum resting in the tip of the condom Grace had put on Bryan’s cock before they fucked.

“Let’s get this off of you before you go soft,” Grace said as she reached down and deftly pulled the condom from her boyfriend’s cock. She turned towards Caleb with the condom in her hand, smiled, and said, “Would you take this and throw it out for me?”

It struck Caleb as a deeply humiliating request, and yet despite his recent orgasm he was more than happy to do so. He found pleasure in it, in fact. He knew he’d be thinking about her request – and his willingness to do it – as he watched them fuck a second time. He knew it would thrill him, so he took the used condom from his wife and dumped it in the bathroom trash. He was fairly certain he heard Bryan chuckle, but he couldn’t be sure, and it didn’t matter anyway. It was only more fuel for what truly thrilled him.

“Can I get you anything?” Caleb asked as he emerged from the bathroom with his cock tucked back into his pants.

“A glass of water would be nice,” Grace replied.

“I’ll take one too,” Bryan said. “Thank you, cuckold.”

Grace looked up at Bryan and smiled before resting her head on his chest once more. It seemed that she had no problem with her boyfriend referring to Caleb as a cuckold, and Caleb didn’t mind it either. He knew it wasn’t necessarily a good thing, and yet he couldn’t help but find it a little bit arousing as it fueled his ever-increasing desire for more cuckold-related humiliation.

As he left the bedroom and headed for the kitchen, Caleb wondered if he was a little too keen on the humiliation. Then he thought of the utter joy of watching his wife and her boyfriend fuck again, and any thoughts of his keenness being dangerous drifted away as a sea of arousal washed over him.