The Agency Ch. 23

"If I may interrupt." Bernard stood, his half hard cock hanging with a large white drop seeping from the tip. Chai quickly took Bernard into her mouth, pressing her nose against his body, while Michelle moved enough to still remain tightly pressed with Chai and be able to lick and suck Bernard's balls. The two alternated back and forth, occasionally managing a kiss around his cock. "Very lovely," Bernard backed up so they could kiss again, "I guess I will have to let you two play together later." Bernard said before helping them both to their feet. "It seems you'd both like that, wouldn't you?"

"Oh yes, Mr. Bernie!" Chai eagerly replied.

"I would enjoy that very much as well!" Michelle added.

"Well then it's settled." Chai gave Michelle a wink before heading down the stairs and out of sight. "You seem quite taken by Chai my dear."

"She is something else," Michelle found her eyes lingering around the stairwell, blinking quickly she turned her gaze to Bernard, "can I ask a question though?"

"I have a feeling that I know what you want to ask," Bernard smirked then continued, "but does it matter?"

"No, not really." Michelle replied, somewhat frustrated.

"Maybe you will find out later." Bernard teased as he pulled up his swim suit.

Michelle spent the rest of the day trying to relax but feeling frustrated and unable to get Chai off her mind. It seemed impossible for her to do, as she spent almost every single minute trying to guess which sex Chai was at birth. Michelle hadn't kissed a lot of men, or women for that fact, but she felt like Chai kissed more like a woman. She definitely had the body of a woman as well, but so did Michelle. That didn't really mean all that much in the grand scheme of things. Michelle knew one thing for certain, she was definitely attracted to Chai and hoped to enjoy some more time with her later. So, she tried to focus on everything but her sexy friend as long as she could.

As the sun set, Bernard suggested to Michelle that it was time to clean up and change for the evening. Michelle was happy to have something more on than the tiny thong she'd worn all day, and the fact that she'd soon see Chai again. Ever since their deep kissing she'd not seen her again. Stepping into the bathroom, Michelle happily removed the thong and plug, allowing her caged parts to return to close to normal. She didn't bother to look at the outfit for this evening, instead she took a long shower and made sure to shave everywhere. Michelle wanted her skin as soft and smooth as Chai's, should they get close together again. After stepping out of the shower, Michelle used the kit left behind to clean her insides. When she looked for a fresh plug to put it, she noticed one was not there. Near panicked, she considered putting in the one she'd just taken out, but decided against it. Instead, she pulled on a pair of lace panties, which as it turned out had an open back. Michelle had seen open back panties before, and owned a couple pairs, but the opening of these started midway between her asshole and boy parts.

"One stiff breeze," Michelle said to her reflection as she pulled them up, "and it will come out my nose with these on!"

The baby pink dress was a clingy satin material with 3/4 length sleeves and a hemline that sat several inches below her butt. It was also backless, while it had a high front, there was a single button behind Michelle's neck, that if undone would leave her bare to her waist. Michelle then stepped into a matching pair of baby pink 5-inch heels. With her hair and makeup done, Michelle made her way above deck to find Bernard.

"Wow!" Michelle blurted as she reached the lounge area of the yacht. "You look quite stunning Chai!"

"Thank you, Ms.!" Chai responded, approaching Michelle. "Only a light kiss for now," Chai said as she lightly pressed her lips to Michelle's, "I would hate to mess up our lipstick!"

"Will there be time for more later?" Michelle asked coyly.

"We will see." Chai responded, pressing her breasts firmly against Michelle's.

"Don't you two make an adorable couple?" Bernard chuckled as he entered.

"Thank you, Mr. Bernie!" Chai responded, letting her fingers glide over Michelle's bare back.

Michelle felt her arousal quickly growing, as well as the contents of her cage. Her right hand was on Chai's waist, as they continued to stand closely, Michelle eased her hand over Chai's hip until she'd managed to cup her perfectly round bottom with her hand. Chai wore a short skirt which flowed away from her body, Michelle desperately wanted to slip her hand underneath it but didn't want to press her luck just yet. As she looked up, Chai's eyes were alit with desire as well.

"If you are a good girl for Mr. Bernie," Chai whispered and leaned forward until her lips tickled Michelle's ear, "he will unlock you and allow you to fuck me."

Michelle's eyes fluttered at the thought. The last time she'd orgasmed had been Ms. Allison's office when she'd been blindfolded. That seemed like a lifetime ago to Michelle! Michelle was quickly determined to do anything necessary in order to be able to fuck Chai later. Thankfully, Michelle knew Bernard was a man of simple tastes. The three of them had a lovely dinner, with Chai and Michelle sitting across from each other. While sitting with her legs crossed was not her favorite thing, particularly with her cage pressed into her body, Michelle found a wonderful distraction in rubbing her leg against Chai's under the table.

After dinner, Bernard poured himself a scotch while Chai cleared the table. Escorting Michelle to the stern deck, Bernard took a comfortable chair, pulling Michelle onto his right leg. Michelle was more than eager to get things started, as she occasionally looked over Bernard's head to watch Chai clean up.

"I'm sure by now Chai has told you the reward for tonight?" Bernard asked before setting his glass aside.

"She mentioned it, Sir." Michelle replied, feeling her heart pounding in her chest.

"She seems quite taken with you," Bernard said as his hand slowly drifted up Michelle's leg, "and I feel like that feeling is mutual as well."

"There is something very exciting about her, Sir." Michelle responded, feeling his other hand slowly snake its way up her back.

"I find you quite exciting as well," Bernard deftly undid the clasp behind Michelle's neck which allowed the front of her dress to fall into her lap, "but I feel you know that already."

"I'm glad I've been interpreting your feelings properly," Michell slowly shifted to her feet, leaning over Bernard so her breasts hung in front of his face while she straddled him, "I would hate to disappoint you." Michelle placed her knees on either side of Bernard, hooking her feet over his thighs and placing her arms on his shoulders. "Should I wait for Chai?" Michelle asked, flipping her hair to one side, "I know you enjoyed having both of our mouths around you earlier."

"She will join us soon enough," Bernard replied, squeezing Michelle's breasts together in his hands, "although I do admit I enjoyed watching you swap my seed while you kissed."

"That was quite exciting," Michelle shuddered in response as she watched Bernard take one of her nipples into his mouth, "she has a very talented mouth."

Michelle managed to slip her right hand between their bodies, quickly finding Bernard's bulge, which she began to massage, causing him to moan into her chest. Her breasts were almost sore from the amount of attention Bernard was paying them. Michelle eventually managed to start working her way down his body, quickly grabbing a small pillow to put under her knees as she lowered them onto the wood deck. Bernard quickly shrugged his way out of his shorts, as Michelle resettled herself between his legs, she slowly kissed, licked and nibbled her way up them towards his crotch.

"And you were speaking of talented mouths," Bernard moaned, "your's is quite exquisite as well."

Michelle took her time, teasing her way around his cock, doing her best not to touch it until the last possible moment. Only then did she give him a long, slow, upward lick while looking up at him. She could feel Bernard's body tremble at her movement. As she slowly moved her mouth up and around his shaft, Michelle could feel her snug skirt slowly inching its way upward, exposing more and more of her ass. She thought about fixing it, but there was no one behind her, and she hoped Chai would soon be nearby to join in. By the time Michelle's ass was completely she was so engrossed in lavishing Bernard's cock with her mouth she didn't care.

Feeling slight pressure against her ass, Michelle groaned loudly around Bernard's cock and arched her back to allow Chai or whoever was behind her better access. After wearing a plug for the better part of the past two days, Michelle missed the full feeling in her behind. There was no need to focus on relaxing as a well lubed finger slid into her body, if she could have managed a way to suck it inside her, Michelle gladly would have! One finger soon became two, Michelle wanted to tell whomever was teasing her she didn't need to be loosened up and simply wanted that cock or strapon pushing inside her, but she struggled to extricate Bernard's cock from her mouth. She tried to groan the words around his cock, but doubted she made sense.

"I believe she's ready for you Chai," Bernard said with a laugh, "go ahead my dear."

"Thank you, Mr. Bernie!" Michelle heard from behind her, doing her best to add to the encouragement with another groan around Bernard's cock.

Michelle's eyes fluttered as she felt the unmistakable warmth of a hard cock penetrating her body. While the hands on her waist, and legs rubbing against her hips and butt were soft and very feminine, the sweet bulbous head and rock hard shaft were all man. Michelle felt Chai's breasts pressing against her back, her soft lips and tongue tasting the skin of her shoulders and neck while she continued to enter Michelle's colon.

"You have such a beautiful ass Ms.," Chai whispered huskily in Michelle's ear, "I've wanted to fuck it since I first saw you."

Michelle sucked hard, pulling her mouth off Bernard's shaft with a loud pop. "Fuck that feel so damned good!" She moaned before impaling her mouth on Bernard again.

Chai's nails dug into Michelle's hips as she slowly started methodically fucking her ass. She could feel herself swelling inside her cage and silently prayed she would be released from it tonight. Focusing her attention on pleasing Bernard, Michelle envisioned the few porn videos she'd had on her laptop then tried to emulate the actions and enjoyment of the porn star who'd been in the video sucking cock. Michelle wanted Bernard to see and feel how focused she was on pleasing him.

"Ohhh my," Bernard groaned, "an exquisitely talented mouth!" His right hand shot to the back of Michelle's head, holding her tightly in place. "Ohhhhhh shit!"

Bernard exploded into Michelle; his cock pressed into her throat sending wave after wave of his seed directly to her stomach. Michelle's eyes watered as she was deprived of oxygen, when Bernard finally released her head, she pulled back enough to keep her lips around his shaft while inhaling deeply through her nose. Several more jets of cum shot into her mouth as she stroked him with one hand, massaging his balls with the other.

"How does Chai feel inside you my dear?" Bernard asked as he slumped back in his chair.

"I'm amazed she was able to hide such a big cock," came Michelle's breathy reply as she began to push back into each of Chai's thrusts, "in such a tight pair of shorts!"

Chai's hands slowly glided over Michelle's body as the two quickly established a rhythm. Her fingernails dragged over Michelle's nipples, causing Michelle to briefly wince, but push into Chai's hard cock even harder. What almost pushed Michelle over the edge was Chai pressing her chest into Michelle's back while grabbing a fistful of Michelle's hair before holding her throbbing cock deep inside Michelle's bowels.

"Ohhhhh I think I'm going to cum!" Michelle moaned.

"Oh please don't!" Chai begged. "Mr. Bernie will want you to fuck me next!" Michelle clenched as tightly as she could, desperately trying to keep from cumming. "Ohhhhh, Ms.!" Chai groaned. "Slap your balls lightly," Chai whispered to Michelle, "it will stop you from cumming so you can fuck me!"

"Fucckkk!" Michelle groaned before giving the front of her wet panties a quick slap.

Luckily, for Michelle, it worked. Unfortunately, it hurt like hell because she was already so swollen. The discomfort passed quickly, aided by the feeling of Chai erupting inside her. Michelle's body tittered as Chai flooded the inner recesses of Michelle's ass with her white lava. While Michelle was staring straight at the smiling Bernard, she could barely focus on him. Even with Chai's arms tightly hugging her and soft lips on her shoulders, Michelle could focus on little more than the warmth inside her body. They took several minutes to recover, slowly grinding into each other as Michelle regained her wits.

"You seemed to enjoy that considerably." Bernard said from his chair.

"It was amazing." Michelle panted in response.

"When you can get to your feet," Bernard continued, "come take this key and give it to Chai."

Michelle suddenly found the motivation and energy to get to her feet. With her dress rolled up around her waist, Michelle stepped forward in her 4-inch heels, feeling Chai's cum seep from her ass. She could barely contain her excitement as Bernard handed her the key to her cage. Michelle was ready to thrust her lace panties down and unleash the last remnant of her manhood, but she felt a hand on her shoulder. As she turned, Chai slowly moved Michelle where she wanted while taking the key from her hand. Chai slowly kissed her way down Michelle's body, until she was kneeling in front of her. Michelle stood with her feet slightly apart, feeling a rush of excitement as Chai's hands slowly snaked their way up her legs. She inhaled sharply as Chai tugged her panties downward, then removed her cage. Chai quickly removed the cage and ring, getting them off just before Michelle's cock grew to full size.

"Oh, you're quite lovely." Chai said softly as she held the hard shaft with one hand while kissing and licking her way down it.

Michelle's left hand went almost instinctively to Chai's head, her fingers quickly intertwining in her hair, while her right hand cupped and squeezed her own left breast. Chai's lips wrapped around Michelle's shaft, slowly enveloping her rock-hard shaft. It occurred to Michelle that this was the most masculine she'd felt in months, and even in doing so she was cupping her breasts, standing in high heels, had a dress balled around her waist and cum still slowly seeping from her well fucked ass. Michelle would have chuckled at the silliness of her thought, but she was too focused on Chai's tongue working its magic on her. Looking down, Michelle watched mouth agape as the entirety of her length disappeared from view.

"Would you like to enjoy Chai's ass my dear?" Bernard asked.

"Oh yes," Michelle cooed gladly, "please!"

"Go ahead and kneel," Bernard instructed, "then Chai can get into position."

"Thank you, Sir!"

Michelle quickly, yet reluctantly knelt, coming face to face with Chai. Their torsos smashed together, hands and fingers pulling at each other's skin to get closer as their tongues collided together. Both of them whimpered slightly as they kissed deeply. Finally, Chai was able to pull her mouth free.

"Please Ms.," she blurted, "I need you inside me now!"

From somewhere unseen, Chai produced a small bottle of lube, squirting it into her hand. Michelle moaned as the warm lube was spread with both of Chai's hands over her cock and swollen balls. Even before Chai had finished turning around, Michelle was grabbing her hips while aiming her cock at Chai's puckered hole. It felt like a lifetime since Michelle had been able to push her cock into anything never mind a real person. As Michael, Michelle had become a master at masturbation, but it couldn't hold a candle to the snug warmth of Chai's perfect ass. Michelle fought every urge to ram herself inside Chai, and managed to slowly invade her body. As Michelle's hips met Chai's body, Michelle's eyes fluttered slightly. She knew she had to pace herself or she was going to cum far too soon to enjoy this. But this was all too new, there were too many sensations that she'd never experienced in her limited sexual history as Michael, things she could never experience as a guy. Like the way her breasts swung slowly with each thrust, her smooth legs rubbing against her lover's, the feel of her well-manicured hands-on Chai's slender hips. Michelle had never been on anything but the receiving end of anal sex as well, the warmth and tightness of Chai's ass was almost overwhelming.

"You feel so good inside me Ms.!" Chai exclaimed. "Please, grab my hair and fuck me hard!"

Michelle wanted the feeling of her cock in Chai's ass to last forever, but she couldn't help herself any longer. Grabbing as much of Chai's long dark hair as she could, Michelle's fingers dug into Chai's hip as Michelle started pulling Chai backward with each hard thrust. The sound of her body slapping into her lover's filled the air, as did Chai's moans of pleasure. Michelle could feel perspiration covering her body as her orgasm rapidly approached.

"I'm going to cum!" Michelle grunted.

"Ohhhhh Yessss!" Chai groaned, pushing her ass against Michelle while rolling her hips up and down. "Fill me please!"

Michelle leaned back, thrusting her lower body as far forward as she could, lifting Chai slightly in the process just as her orgasm surged from her body. Again, Michelle's eyes fluttered as she came so hard it almost hurt. Almost immediately she could feel her warm fluid seeping around her cock and dribbling onto her balls.

"Ohhhh there's so much!" Chai moaned softly.

Michelle leaned forward, resting her head on Chai's shoulder, as her spasming cock finally pushed the last remnants of cum into Chai's ass. She was panting, feeling perspiration collecting on her body and somewhat exhausted, but she couldn't bring herself to move. Michelle flinched slightly when her flaccid cock finally fell free of Chai's body.

"That was so good Ms." Chai weakly said to Michelle.

"Chai," Bernard finally spoke, Michelle noticed he was now standing with his shorts pulled up, "you two clean up, I'll have drinks ready for you in the lounge."

"Yes, Mr. Bernie!" Chai replied as she slowly started moving. Reaching her hand out for Michelle, Chai said, "Come with me Ms., we will have more fun soon."

"I don't know if I can recover that quickly," Michelle said as she slowly got to her feet, "that was amazing."

"Oh, don't worry Ms.," Chai giggled in response, "you'll be hard again soon."

Instead of leading them below deck, Chai led Michelle by the hand to the port side of the yacht. It was there Michelle noticed a simple showerhead and low set privacy screen. Chai turned the water on, then slid her dress over her hips, kicking it onto a nearby couch. Michelle followed suit, soon joining Chai under the surprisingly warm water. As they cleaned each other, Michelle could certainly understand how getting sexually excited again wouldn't be much of an issue, just the feeling of their soapy breasts rubbing together had her arousal increasing. They cleaned each other off within the first few minutes, but continued to touch and tease each other until Michelle could feel both of them getting physically excited.

"We should dry off," Chai suggested, "before we go too far and Mr. Bernie gets mad."

"I wouldn't want that." Michelle sheepishly agreed. "Do we have anything to put on?"

"Oh yes," Chai replied, handing Michelle a large towel, "I think you will enjoy it almost as much as Mr. Bernie."