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“What’s it like?” Stacy asked as she ran her fingers over the bars of Evan’s cock cage. 

They were both naked and cuddled up in his bed and she had the key to his cage dangling between her breasts. Mia had offered it as a gift now that Stacy and Evan were a couple.

“Being in chastity?” he said.

“Yeah.”

“At first it was weird. A little painful and a little annoying, too. The first few nights I woke up every few hours with this incredible ache between my legs and after a few days I felt like I was going a little bit insane. There’s something about your arousal being constantly denied that’s hard to wrap your head around,” he explained.

“Do you like wearing it?” she asked.

“In a way, yes,” Evan said. “It’s hard to explain, but I do like how it helps me focus. I can’t get hard in this thing so I’m definitely not going to cum, which means there’s no point in putting all kinds of energy into trying to cum, so I focus on other things, like making other people feel good.”

“Is that why you’re so good at eating pussy?” Stacy asked.

Evan had just given Stacy three orgasms in quick succession, each provided by his tongue, and doing so had brought him more joy than expected. As it turned out, it was more fun to go down on someone he was dating and falling for.

“I think so,” he said. “When I’m doing it the only thing I’m thinking about is making you feel good. I’m not thinking about the sex we’re going to have or the blowjob I’m going to get. I’m just thinking about making you cum in the most pleasurable way possible.”

“Can I ask you something else?” Stacy asked.

“Sure. You can ask me anything.”

Stacy leaned a little closer and Evan felt the warm, soft flesh of her breast press against his arm. “What’s it like to know that you can’t make a girl happy with your cock? I know that sounds mean, but I really want to know. I mean, you definitely couldn’t fuck me to an orgasm. You cum way too quickly and you’re just too small and I’m genuinely curious to know what that’s like.”

Evan believed his girlfriend, but that didn’t make the question less humiliating. She wasn’t out of line for asking, though, and he chose to take it as a good sign that Stacy was showing an interest in what it was like to be him.

“You know, I didn’t really know how bad it was for my girlfriends until recently. I guess I just didn’t want to think about it. Girls kept breaking up with me and I kept assuming it was something wrong with them or the chemistry just wasn’t right or whatever. Now I know the reason. I know that in some ways I’m just not good enough, and it’s kinda hard to deal with, if I’m being honest. I mean, what kind of man wants to know that he’s just not that good at having sex? It’s kind of a fundamental element of any relationship, so it feels pretty bad to be crappy at it,” Evan explained. 

He marveled at his willingness to be so vulnerable with Stacy and concluded that it meant good things about their relationship, particularly if she felt the same way. Perhaps he’d finally found the girl for him.

“I guess you’re lucky I came along,” Stacy said with a playful smile on her face. “It’s not every day you find a girl that’s happy to date a guy with a quick cumming little dick that can’t offer an ounce of pleasure, after all.”

Stacy straddled Evan and he felt the incredible warmth of her pussy over his caged cock as she sat down and began to grind back and forth.

“I am a lucky guy,” he said. “To have you, I mean.”

“Don’t forget it, Evan. You’ll have to remain well-behaved if you want me to stick around. After all, a man like you has to go above and beyond to make sure his girl is sexually satisfied since your dick can’t get the job done,” Stacy said as Evan groaned from the intense teasing of her wet pussy over his locked cock.

“I know,” he said. “You know I’m willing to do whatever it takes to make you happy, Stacy.”

“Good,” she replied. “Then I’d like you to go out there and beg Mia to let Colton fuck me. Beg your roommate’s girlfriend to loan out her boyfriend’s cock. I want Colton to be the next man that comes into your bedroom. I don’t want you coming back until he’s unloaded in my pussy. Do you understand?”

“Yes,” Evan said.

Stacy hopped off his lap and gently pushed Evan out of the bed. He reached for his underwear but she stopped him. “I didn’t say you could get dressed, Evan. Go out there in your cage.”

Evan dropped his underwear and headed towards the bedroom door. Mia had seen him in far more humiliating situations – he’d gotten fucked by a stranger in front of her, after all – but he still felt embarrassed.

“Well, well, good afternoon to you,” Mia said as she looked up from her phone with a smile on her face.

“Hey, Mia,” Evan said. “This is a little awkward, but Stacy sent me out here to ask if you’d let Colton fuck her.”

Mia laughed. “Awww, does your girlfriend need a little more than you can give her, Evan?”

“She does. She’s already had three orgasms, but I guess my tongue doesn’t really stack up to what a guy like Colton can give her,” Evan explained.

Mia put her phone aside and stood up. She walked towards Evan with a smile on her face and reached down to grasp his locked cock when she got close enough. “A talented tongue is nice. Every man needs one, in fact. Sadly, an orgasm from a talented tongue just isn’t the same as an orgasm from a great cock. Getting fucked by a real man with a beautiful big dick just feels better, Evan, and you will never, ever be able to provide a woman with that pleasure. You’re always going to be a disappointment. Whoever you end up with is always going to need to find her true pleasure elsewhere.”

Her words were harshly humiliating, but Evan still felt desire. Mia and Colton had trained him well enough to ensure that he would always be aroused by having to confront his significant shortcomings.

“That being said, Colton is my boyfriend. He’s not a gigolo. Why should I loan him to Stacy?” Mia asked.

“I’ll do anything, Mia,” Evan said. “I will. I just want to make Stacy happy. I’ll do anything if you’ll let Colton fuck her.”

“You’re a good cuckold, Evan,” Mia said. “You’re a good little submissive bitch and you might be a perfect boyfriend for Stacy. I’ll tell you what. I’ll let Colton fuck her but you’re going to have to earn it. How does that sound?”

“I’ll do anything,” Evan repeated.

Mia released Evan’s genitals and sat on the couch with a smile on her face. “I’d like you to go to the kitchen. You’ll find two cucumbers sitting on the counter. Please select the smaller one and bring it back to me along with the small bottle of olive oil by the stove.”

Evan did as he was told and returned with the cucumber in one hand and the olive oil in the other.

“Get on your knees,” Mia demanded.

Evan fell to his knees and she smiled.

“Make that cucumber nice and slippery for me,” she instructed.

Evan opened the bottle of olive oil and poured a generous coating onto the cucumber.

“Now fuck yourself,” Mia said with a dominant edge to her voice that Evan found irresistible. “Bend over and fuck your ass with that cucumber. Fuck your ass deep and hard and I’ll let Colton to satisfy your girlfriend.”

Evan put the olive oil on the coffee table and put one hand on the floor as he reached back with the other and placed the slippery tip of the cucumber at the entrance to his asshole. He applied pressure and felt his body open up for the foreign invader. He groaned as an undeniable sense of discomfort spread from his anus.

“Deeper, Evan,” Mia said. “Fuck yourself deeper or your girlfriend won’t get the dick she needs. Fill your ass or poor Stacy will come to see you as a complete failure of a man and move on to someone else.”

Evan couldn’t let that happen. He couldn’t lose the girl that seemed so right for him. He pushed the cucumber deeper into his asshole. He gritted his teeth at the pain of being stretched out and he soaked up the humiliation of doing so while Mia watched.

“That’s good,” Mia said as the cucumber bottomed out inside him. “Now fuck yourself. I want to see that thing sliding in and out of your asshole. I want to see your dedication to your girlfriend. Show me, Evan. Show me what a good boyfriend you are.”

Evan did as ordered and pounded his ass with the cucumber. He felt his asshole stretching. He felt the ache of being fucked by something so large. Again he felt the humiliation of being the one doing the fucking, of pounding his ass with a vegetable because he wanted to make his girlfriend happy.

“I’m going to film you, Evan. I’m going to send Stacy the video to show her how dedicated you are to her,” Mia said as she picked up her phone and pointed it at Evan. “Look at me, Evan. Tell your girlfriend that you meant it when you said you’d do anything for her.”

Evan looked at Mia’s phone and thought about how ridiculous he must have looked. He was naked and pounding a lubed up cucumber into his asshole while his locked cock bounced a little with every thrust.

“I said I’d do anything to make you happy, Stacy,” Evan said. “I meant it.” He groaned from the continued pain of fucking his ass. “I know I can’t give you everything you need. I know I have some serious shortcomings as a man. I promise I’ll work hard to make up for those shortcomings.”

Mia laughed as she stopped filming and quickly sent the video to Stacy. Not long after Evan heard his girlfriend laughing from the bedroom. Mia’s phone dinged as Stacy replied.

“Your girlfriend says you’re a slut,” Mia replied. “She’s right, isn’t she?”

“Yes,” Evan said.

Mia smiled and tapped out a message on her phone. Not long after Colton emerged from his bedroom.

“Wow,” he said.

Evan looked up to see his roommate standing at the edge of the living room and smiling at the pathetic display playing out in front of him.

“He had to earn it,” Mia said. “He had to prove he’s willing to sacrifice for Stacy’s pleasure.”

Having Colton watch made it so much more embarrassing. Evan wanted to melt into the floor.

“He’s quite the cuckold, isn’t it?” Colton said.

Mia pulled her shorts and panties off before reaching between her legs and playing with her pussy. “He certainly is,” she said. “Now get in there and fuck his girlfriend. I’m going to make Evan fuck his ass until you’re done, so feel free to take your time with it.”

Colton pulled off his shirt and tossed it on the floor as he walked into Evan’s room. Stacy squealed in delight and Evan heard Colton jump into his bed.

“Eat my pussy while you fuck your ass,” Mia demanded.

Evan moved between her legs and put his mouth to work. He licked her perfect, slippery pussy and fucked his ass with the cucumber. He acted like the submissive slut Mia wanted him to be and he did so while his girlfriend was in the process of fucking someone else in another room. All of it was humiliating, but that only made his cock throb in its cage.

Stacy’s moans started a few minutes after Colton stepped into the bedroom. Then Evan heard the bed frame gently hitting the wall like it did when Colton fucked her. It took a man with more power than Evan could muster to make that noise.

“You should get used to this, Evan,” Mia informed him. “I have a feeling this kind of thing is going to happen a lot more often. Stacy’s going to make quite the cuckoldress.”

The sound of Stacy’s orgasm emanated from Evan’s room. Her screams were loud and lusty and he wondered if she was putting on a show for him.

Mia grabbed a handful of Evan’s hair and pulled back. He looked up at her smiling face and she pushed two fingers into her pussy. “You understand that you will never, ever make Stacy cum like that, don’t you?”

Evan nodded.

“You understand that you’re not capable of it, right?. No matter how hard you try you’ll never have the cock, the skill, or the stamina to give your girlfriend what she craves, right?”

Evan nodded again.

“You understand that makes you an inferior man, don’t you?” she asked.

“I do,” Evan said.

“You understand that embracing that is the only way you’ll ever be happy, don’t you? You understand that you must be a submissive little bitch to your woman if you ever stand a chance at being happy, don’t you?” Mia asked as her fingers pistoned in and out of her pussy.

“Yes,” Evan said.

Mia pulled her fingers out and shoved them in Evan’s open mouth. She pushed them to the back of his throat, making him gag.

The sounds of sex drifted from the bedroom again. Evan heard the telltale slapping of flesh. Colton was taking Stacy from behind.

“Pound me,” she screamed. “Take my pussy. Use it. Give me that big dick! Give me that big fucking dick!”

“She can’t get enough, Evan,” Mia said as she pulled his mouth back to her pussy. “She’s already cum once and she needs more. Luckily she’s not fucking your worthless dick. Luckily she’s fucking a real man.”

Evan looked up to see Mia close her eyes and smile. She was listening to her boyfriend fuck another woman and it seemed to thrill her, or perhaps verbally humiliating Evan was what thrilled her. It didn’t matter to Evan. His girlfriend was getting what she needed and he was getting to worship the pussy of a beautiful girl.

“Fuck, I’m cumming!” Stacy cried out.

Colton’s groans followed. He was cumming inside Stacy. Evan knew it.

“You hear that, Evan?” Mia asked. “Colton just came in your girlfriend’s pussy. Another man just dumped his load inside her. I hope you’re hungry.”

Evan moaned into her pussy but he didn’t dare stop licking or fucking his ass with the cucumber. He had a job to do.

Colton walked out of the bedroom and sat next to Mia. They shared a kiss and she said, “What the fuck are you waiting for, cuck? Clean his cock.”

Evan crawled between Colton’s legs and took the still-hard, slick cock into his mouth. He sucked it clean like a cuckold was supposed to. Soon his head was bobbing up and down in his roommate’s lap. Colton was groaning.

“Can you go again?” Mia asked.

“Damn right,” he said.

“Get the fuck out of here, cuck,” Mia said. “Go clean your girlfriend and make sure you keep the cucumber in your ass like the whore we both know you are.”

Evan buried the cucumber in his ass and stood up. He walked towards the bedroom and saw Stacy waiting on her back with her legs spread.

“Hey there,” she said. “Thank you for doing what it took to get Colton in here. I appreciate that. Would you like to claim your prize? Would you like to clean me? Would you like to taste my dirty little pussy?”

Evan nodded.

Stacy spread her legs a little wider, smiled, and said, “Then come and get it. Come and get my messy pussy.”

Evan crawled into the bed and between her legs.

“Keep fucking your ass,” Stacy said. “Keep pounding that tight little hole while you lick Colton’s load out of me.”

Evan laid between Stacy’s legs and pushed his tongue into her pussy as he fucked his ass with the cucumber.

“You’re my slut now, Evan,” Stacy said. “You’re my slut and I’m going to have so much fun with you.”

Evan wasn’t sure what Stacy had planned, but he loved the obvious delight in her voice. Whatever she wanted, he’d do it. He was ready to be the cuckold she needed.

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