Chapter 10

 

The next day Mallory gave him the details of what she and Harmony had decided what would be his treatment for the foreseeable future.

"I get to keep you in chastity all of the time. She'll peg you when she and I decide you've earned it. Last night we decided if you can get through the week she'll watch while I peg you, how does that sound?"

"Awful."

Mallory gave him a withering look. "You know, we can just take off that cage, I can move out, and you'll be on your own. I'm sure Harmony will peg you when it amuses her. Is that what you want?"

"No! I love you!" he blurted out.

"Then start acting like it."

"It doesn't seem fair. It's not like I wanted to have this kink!"

"And yet you seem to be enjoying it."

"I only wanted my ass pegged," he said angrily. "I thought that you might do that for me."

"No, you asked Harmony to do it for you. You didn't ask me at all," she reminded him.

"I was scared of what you might say."

"That I might say no."

He hung his head in shame.

"I'm going to peg your ass," she promised. "This weekend. I'll admit it: I came twice when I was pegging Shawn. I loved the little buzz on my pussy when I was doing it."

Cooper swallowed. "It seems unfair."

"It is unfair," she agreed. "But if you want to stop, we'll stop. No pegging. Just you and me and plain sex until…where is this relationship going, anyway?"

"I can make it a week," he said firmly.

He said it, but he wasn't sure at all.

Wearing a chastity cage all the time sounded fun in theory, but in practice it was a pain in the ass. Or rather, it was a pain in the penis. He had to be careful how he moved and sat. Going to the bathroom was always a chore; he couldn't just have a quick pee. It involved sitting and washing the cage afterwards. He didn't dare use a urinal.

He was constantly tempted to blurt out to everyone at work that he was wearing the cage. It was supposed to be a secret and that was the problem. He wanted people to know because it felt good to wear it, but at the same time it was a burden.

The only time he got to take it off was at home under Mallory's strict supervision, which in practice meant that he only got to take it off when he showered. She did relent a bit on making showers more fun. They spent time together in the shower, enjoying the hot water and sexual play. He got to make her cum, but she never touched his cock. Whenever he got hard she insisted he stand under the cold water until it shrank back to a little nub. The showers also gave him time to shave his pubic hair and for her to inspect. It was the inspection part that he found most humiliating.

What he found himself looking forward to was getting pegged by Mallory. He knew she could have pegged him at any point; they didn't need special permission from Harmony, but that was part of the game now.

If he was being honest with himself, Cooper would have happily admitted that he wanted to be used by the two women. Being the object of their sexual attention was a dream he didn't know he had, that had come true..

The weekend finally arrived and Cooper was thrilled to drive over to Harmony's house with Mallory. He kept the conversation neutral as he drove so as not to give away his eagerness.

Halfway there, Mallory interrupted his anecdote about a misunderstanding at work. "Do you want me to peg you or not tonight?" she bluntly asked.

"Well…yes, that's why we're going to Harmony's right?"

"And yet you've managed to talk about everything except that."

"I'm nervous."

"You'll be less nervous when you get naked."

"And when you take off my cage."

Mallory gave him a sly smile. "What makes you think that's going to happen?"

"You're kidding, right?"

Mallory didn't answer him.

"Right?"

They arrived at Harmony's with Cooper in an agitated state. He thought he knew what he was getting, but now he wasn't sure.

Harmony was dressed casually in black yoga pants and a flowered top. Cooper realized that before he had only seen her when she was dressed for work. Knowing she mostly worked from home put an interesting spin on her clothing.

"Drinks or snacks?" their hostess asked when they walked in.

"Let's get right to it," said Mallory eagerly.

The two women eagerly started toward the bedroom and were halfway there before they realized that Cooper wasn't following. Mallory turned around.

"Are you coming, Coop? Or should we go home?"

"Yeah, I'm coming." He followed slowly after them. He didn't know why he was reluctant considering he was the one who had started all of this.

They were undressing by the time he walked into the bedroom. Cooper already knew that Mallory was wearing athletic underwear and a sports bra under her clothes, not exactly traditionally sexy, but he liked how she looked in them. Harmony peeled off her yoga pants to reveal plain black cotton underwear and under her flowered top she wore a bra with a red rose pattern.

He felt like he had walked into a women's locker room as Mallory opened up the small bag she had brought along and got out her harness.

"You're going to have to show me how to adjust this again," she said to Harmony and glanced at Cooper. "Strip. I can't peg you if you're not naked."

Cooper stripped as he watched the women work on the harness. He consciously stood still, not covering his cage, while watching them work.

It was Harmony who turned back to him first.

"You look nervous."

"I do?"

"Yeah. It's not like you haven't been pegged before. I know she's a newbie, but give Mallory a chance. She was a natural with Shawn." The two women turned to each other and giggled.

Cooper didn't like that but he decided he needed to fully participate.

"Okay, on my hands and knees or on my back?" he asked. "Can I go on my back? That's how she fucked Shawn, right? I want the same." He moved to the bed and lay down on it before either could answer. "Where's the lube?"

Harmony eyed Mallory. "What did you tell him about Shawn?"

"Just what happened."

"Everything?"

"The important stuff."

"Do I get to have my cage off?" he asked. He had opened the top drawer to the nightstand and found the lube.

"Not until I say so," said Harmony with a frown.

"Okay," Cooper happily agreed. "What else do I need to do?"

"Nothing. Pull up your legs, let me see your ass."

Harmony took satisfaction in applying the lube to his ass. "You've been doing your shaving. That's good. Maybe we should take you in for a waxing. My aesthetician does an excellent job on me."

"Do they see men?"

"Of course," Harmony laughed. "Come over here, Mal. I think he's ready for this." She shook his cage back and forth, admiring the swelling behind the steel. "I wish more men were into getting pegged. If they only knew."

Mallory, being taller than Harmony, had to kneel on the bed in order to penetrate Cooper's ass. With Harmony's assistance it was easy for her to do so, Cooper's ass now having been well-trained. That along with his eagerness made the perverted act that much easier.

Harmony gleefully clapped her hands together as Cooper slowly accepted all of the big dildo into his body. "Oh, he's so good at this!"

Cooper moaned. Mallory had a smile plastered on her face showing her reaction.

"Did you turn on your vibrator?" asked Harmony.

Mallory's face dropped. "Shit! No! Fuck. I was so eager…"

"Here, let me, just back off a bit…"

The athletic woman eased her dildo halfway out of Cooper's ass and Harmony managed to find the switch to the bullet vibe. The moment it turned on, Mallory moaned in pleasure.

"Oh…yes, this is what…what I need."

"Looks like he likes it too," Harmony commented as Mallory dipped the dildo all the way in again.

Cooper could feel a pleasant buzzing in his ass, the sensations transmitted through his body but most directly to his prostate.

His cock started to swell inside the cage, but he couldn't get hard. That was erotic and frustrating at the same time.

"Think he's earned it?" Harmony asked, displaying a small key while flopping Cooper's cage back and forth.

Mallory's grin showed her ecstasy. "Maybe…but should we make him wait?"

"Maybe…" Harmony mused.

Unable to help herself, Mallory leaned forward and kissed her boyfriend. He hadn't been expecting that. "He's been a good boy…"

Harmony rolled her eyes. "Okay. Fine. Just this once."

Showing her years of practice, Harmony quickly unlocked the little brass padlock and slipped off the cage.

In the space of two heartbeats, Cooper was fully erect.

Just as Harmony set aside the cage and was reaching out for his cock to give it a firm stroke, the doorbell rang.

Mallory looked to the curvy brunette. "Are you expecting company?"

"Not right now," she said, but got up from the bed and grabbed her robe. "Back in a minute. Maybe it's the pizza I ordered." She swept out of the room.

"Pizza?" asked Cooper.

"I'm sure she's joking," said Mallory as she reached out and grabbed his cock, pumping her hand gently up and down on it. He moaned a little. She closed her eyes and tried to ignore the buzzing on her clit.

"Oh! I need to be careful. I don't want you cumming too soon!" She let go of his cock, letting it slap onto his stomach. Mallory then rocked her hips back and forth, working the dildo in and out of him; that was what he wanted anyway.

Cooper started to think about a hands free orgasm. Cumming from just having his ass fucked. That sounded like heaven, but before he could get anywhere close to that point, Harmony re-entered the room.

That would have been fine, but she brought a man with her.

"Mallory, you remember Shawn, don't you?"

Immediately Mallory stopped pegging her boyfriend and looked at the interloper. To Cooper's eyes, she looked genuinely confused and surprised. Shawn was dressed in jeans and a button down shirt, but the expression on his face told them that he knew why he had been brought to the bedroom.

Shawn politely held out his hand to Mallory, "Good to see you again." That would have been a normal reaction to meeting someone for the second time if she hadn't been in her underwear with a strapon cock up her boyfriend's ass.

"And this is Cooper," said Harmony, continuing with the introductions. "He's a little indisposed at the moment."

"Nice cock, dude," said Shawn.

"Th-thanks?" Cooper didn't know what to say.

"Keep going," Harmony encouraged Mallory. "We're just here to watch, right?"

"Right," Mallory agreed, as if remembering some agreement. She resumed pegging Cooper. But she didn't just fuck his ass. She grabbed his cock and pumped it in time with her hips.

"Don't go too fast," Shawn cautioned her. "You don't want him cumming too soon."

Cooper just moaned. "I need to cum."

"Make him wait," Harmony advised. Mallory slowed down and stopped moving her hand but continued to hold Cooper's cock. "Are you jealous?" she asked Shawn.

"Nah, I'll get mine," he said.

"So you think," Harmony teased.

"Thank you for inviting me to the show."

"Maybe I wanted to fuck your ass," said Harmony.

"Any time, honey."

They fell silent as Mallory continued to use her boyfriend's ass. Her pumping was slow and steady, but she stopped once to shudder as a mild orgasm passed over her, a combination of the little bullet vibe and her own motions. It was too much for Cooper to endure. He reached for his cock, pushing Mallory's hand aside.

Harmony quickly moved in and slapped his hand. "No! You need to let her do the work."

Cooper groaned louder.

Shawn gave a little laugh.

"I don't know how long I can keep this up," said Mallory. "I'm getting tired."

Harmony sighed. "Okay. Fine. Let's finish him off."

Instead of using her hand on Cooper, Mallory was shocked when Harmony lowered her head down and started sucking on Cooper's cock. The only thing to do was to thrust harder and faster.

Cooper lasted another few seconds and then erupted inside Harmony's mouth. His moans were loud, announcing his orgasm to them all. He had been hoping to experience the thrill of a anal-prostate orgasm while getting a blowjob culminating in his spunk being swallowed.

But Harmony didn't swallow. She held his cum in her mouth. However, she only held it for as long as it took to change her position and kiss him.

Cooper knew what his cum tasted like, but to have it almost forced into his mouth was unexpected.

He tried to react as positively as possible. Surely other men had endured worse for less reward.

"Did you like that?" asked Harmony after she had forced his cum into his mouth and made sure he had swallowed it.

"Uh…yeah…wow…it was…it was great."

She laughed at him and changed positions again. Mallory had been watching them and liked it when Harmony had kissed her boyfriend. She was taken unawares when Harmony gave her an equally intimate kiss.

The taste of Cooper's cum lingered on Harmony's lips and tongue. Mallory's heart thumped in her chest. This wasn't in the plan at all.

"Did you like that?" Harmony asked Mallory.

Slowly the brunette nodded. "Yeah, wow, that wasn't what I was expecting."

Turning her head, Harmony now looked at Shawn. "Your boyfriend just blew his load. I think you deserve to get laid, don't you? Will Shawn do?"

Mallory didn't have to give that question any thought at all. "Yes!"

"Then maybe you need to take your girlcock out of Cooper's ass and take off your panties so he can fuck you."

The moment of truth arrived. Mallory looked down at her boyfriend. He was by equal measures stunned and turned on. The only thing he could think to do was to just nod.

"I've never had sex while others were watching," she said as she eased the dildo out of Cooper, then loosening the straps before switching off the little vibrator and easing the harness off. "Well, except for when I pegged Shawn."

"And that was my pleasure," said Shawn as he started undressing.

Mallory hesitated for just a second before pulling her sports bra up over her head. Her pierced nipple immediately caught the other man's attention.

"When did you have that done?" he asked, pointing at her small breasts.

"I grew them myself," she joked while palming her tits, covering her nipples and piercing. "It's a poor crop."

He took her wrists in his hands and eased her hands away. "They're beautiful," he said and lowered his head to boldly kiss and then suck the pierced nipple.

Mallory softly moaned and looked at her boyfriend. "Is this okay?" she asked.

Cooper had slowly pushed himself away from them, wanting to give them room while watching at the same time. "Yeah, yeah. It's fine. It's great. Don't stop."

"Keep watching," Harmony encouraged Cooper, pulling him back to give the couple more room on the bed.

He knew he should have been upset at seeing another man with his girlfriend. At the very least he should have been jealous. But he wasn't. He was turned on and wanted to watch them.

The one thing that was unnerving was seeing how eagerly Mallory pulled off Shawn's clothing as they kissed. His feelings were slightly assuaged when Shawn's pants came off and everyone could see the other man was wearing a cock cage. Unlike his dark purple one, Shawn wore a cage of black metal that was mostly bars in contrast to Cooper's that was more like a solid tube with air holes.

"How am I supposed to fuck him with this?" Mallory asked, gripping his black cage and shaking it.

"I have the key," said Harmony as Shawn laughed and then hissed in pain when Mallory was too aggressive. "But your panties seem to be in the way."

Mallory flopped back on the bed and raised her hips. "Take them off, big boy."

There was no way for her to know Shawn's cock size, not yet, but she needed to tease the closely observant Cooper.

Shawn eased Mallory's panties off her hips. "You must really have liked pegging him," he commented.

Everyone saw the wet spot on the crotch of her panties, especially when it clung to her pussy lips for a moment.

"That and the vibrator," said Mallory, twisting the knife in Cooper's psyche a little more.

She opened her legs to Shawn.

"You have a pretty pussy," he commented as he lowered his face to her sex. She had shaved for the evening's activities and her landing strip was sharply defined.

"Thank you…" she said. The words dissolved into a soft moan as his tongue got to work on her clit. The cunnilingus was entirely unnecessary; she was wet and ready for his cock. She let him eat her out anyway.

In the span of a few seconds she was hyperventilating and clutching his head with her hands. The vibrator had done its work and getting her to cum repeatedly was easy.

She gushed on his face and Shawn drank in her amrita.

"Stop, stop," she begged. "I want your cock."

Shawn lifted his face. "Only if Harmony says yes."

Harmony couldn't say no. "Of course I want to see you fuck her," she said to Shawn. "But do you want his actual cock or do you want him to wear a strapon?"

"Real cock," Mallory begged.

"Fine." She forced Shawn onto his back and quickly unlocked the black cage. As soon as she slipped the metal free of the flesh, his manhood stood up.

If Mallory had been hoping for a giant-size cock, she was sorely disappointed. If anything, Shawn was much the same size and shape of Cooper, like almost every cock she had ever seen, or accepted into her body, in her life.

"Condom?" Harmony asked.

"I'm safe," Mallory said quickly, stroking Shawn's rigid member, quietly encouraging him to fuck her.

"I'm clean," said Shawn. He didn't mind wearing a condom, but it was more fun not to.

"Then I want you raw," said Mallory, insistently tugging his cock forward.

Cooper watched in amazement. He wanted to object; he was supposed to be the only one fucking Mallory and certainly the only one going in raw. But at the same time, he wanted to see it happen.

He couldn't actually see Shawn penetrate Mallory, but it was more than obvious it had happened judging only by her expression and reaction. He watched, along with Harmony, as Shawn fucked Mallory. It was voyeuristic, watching the two new lovers.

Shawn was on top, but Mallory was undoubtedly in charge. As Shawn thrusted and Mallory moaned and caressed her lover, Cooper watched with increasing lust. He knew that Shawn was going to cum in his girlfriend and he wanted it to happen, not because he wanted Mallory to be happy, but because it was wrong.

As worked up as they were, the two didn't fuck very long. Mallory peaked quickly, turned on by the situation and her previous orgasms. She tilted her hips and hooked her ankles behind Shawn's back.

Having been locked away for who knew how long, Shawn only lasted a few seconds longer, emptying his balls into her with deep groans of pleasure.

For Cooper, what hurt the most was seeing the two kiss after their climaxes. They held and caressed each other for a long minute after the moment of crisis, which infuriated Cooper but Harmony approved of.

"He's ready for you," the older woman said to Mallory.

"He just came in me," laughed Mallory.

Harmony sniggered. "Not Shawn. Cooper. Look at his cock. He's hard and ready to go again."

Mallory pushed Shawn aside and looked at her boyfriend. As advertised, Cooper's cock was fully erect.

"Ever have two men in the same day?" asked Harmony. "I have. Hell, I've had more than two men in the same hour."

Mallory didn't answer her. She just gestured to Cooper and then lay back and opened up her legs for him.

He knew he should have been turned off and disgusted by her silent invitation. He wasn't. He was excited and eager. There was no resistance as he plunged his hard cock into her used pussy. He imagined that he could feel Shawn's spunk coating his cock, acting as an additional lube.

Mallory kissed him as he focused on lasting as long as possible. Harmony and Shawn faded into the background. Cooper was determined to make his girlfriend cum again and again to prove to her and to himself that he was worthy of her.

He had the advantage of Mallory's easy orgasms and plentiful lust. He pounded away at her as hard as he could. There was no need for technique; it was pure lust.

She came. He could feel her pussy heat up and clamp down on his cock. Still, he kept thrusting away. The evening's events had drained him but he needed to make her cum a second time before he gave it up.

The only thing to do was to grab her hips, pull them up higher, snake his hand under her ass, and press a finger against her back entrance. She tightened up when she realized what he was doing, but she didn't protest as he barely penetrated her, her anus slicked enough by the mixture of fluids from herself, Shawn, and Cooper.

Her climax paralyzed her. That was all Cooper needed. He came for the second time that evening, mixing his cum with Shawn's.

Harmony clapped her hands when the display was over. "Bravo. Very good. You two were made for each other."

Cooper was just happy that Mallory still wanted to kiss him, that he hadn't lost her, that he had proved himself worthy.