The Bunny and the Rabbit Hole (closed for brandijade)

[brandijade]

Cherry sipped the wine and wiped the cum off of herself with the towel, and as people turned away, she started to feel less awkward. She wasn't sure if she was being punished, or why the curator had left her there, while telling everyone else that she was his. A half smile turned up the corner of her mouth. His. That had to be a good thing, didn't it? He wouldn't say that if she had been bad. And there was no mistaking that he had cum, and loudly. Another smile at the thought of him. He had seemed so cool and collected until he roared like that. He probably startled half the people in the room right out of what they were doing.

She almost laughed, but then she looked around, and there was nobody to share the joke. She slumped back into herself. And then she heard someone whisper. "Psst."

She looked to see a small man leaning towards her. No, she thought, he wasn't actually particularly small, but he was hunched down, fearfully. She smiled warmly, relieved to have someone to talk to at least, turning towards him, and her hand instinctively fell away from her breasts, exposing the full roundness of them, and her thick, stiff nipples.

"Cherry? I ..." He nervously stuttered, and she bit her lip to stop herself from laughing. Who was this guy? Who did he think she was that he was actually stuttering. When she heard his name, it made perfect sense. "I am mouse! That was amaz..."

Before he could finish what he was going to say, a single syllable cut him off, silencing him.

"MOUSE, did I not make myself clear?" The Curator was back, and his tone was stern. Underneath the sternness, though, was a scarcely contained anger.

"No Sir, you made it very clear." Mouse seemed to shrink, making himself even smaller. Cherry frowned, sad to see the frightened little man frightened even more. But she didn't want to anger the Curator any further. Mouse scurried away like his namesake, and once again, curious eyes were turned her way, wondering what the disturbance was.

The Curator was also looking at her, and beneath the mask, she could see his lips were tight. His eyes went to the dildo, and then to her, at least twice before he spoke.

"Please take the toy, you need to prepare for what we will do next." Not a request, but a command.

She bit her lip, not wanting to do as he said, but the dildo was already in her hand. She drained the glass of wine and set it on the end table, and then she leaned back, spreading her legs wide. She felt the air on her exposed pussy, the lips spreading, swelling and glistening with moisture, and she slid the dildo between the lips, sawing, but not penetrating. She moaned and clutched her breast with her free hand.

But she knew that wasn't what he meant. She turned the dildo so the tip was pointed in, and pressed it against the mass of muscle that surrounded the actual orifice of her pussy. It was too big, and her body clenched, unwilling. But he was watching, waiting for her to obey. She pushed, and groaned as it stretched that muscle, pushing inside her. She winced as it slid in, an inch, maybe a bit more, and then hit another obstruction.

She stopped, looking at him, the dildo's tip just barely in her. She waved him to come closer with the hand that wasn't holding it.

When he was close enough, she sat up, and put a hand over her mouth so nobody could even read her lips.

"I'm sorry," she whispered. Then she let out a shaky, nervous breath. She hoped he would understand. "It's only, I always imagined getting muh-my cherry popped by an actual, you know, cuh-cock. Do I have to duh-do it like this?"

She leaned back, looking at him, her face twisted with anxiety. What if he was mad at her? What if he made her do it, and then left her alone? What if he threw her out of the club? Did they even allow virgins?

 

[Homerun2611]

Alexander Jacobs had replayed his conversation with Sera a dozen times since she had left his office, almost stopping her, even before she left the building, to call the whole thing off. Her words haunted, "It isn't that I don't want to! I do! I just... I think you should know... um... I don't have much experience... I mean... any, really. With... um... sex." And aroused him, as nothing before had, or could. She was a virgin, HIS virgin, and he had sent her to the wolves.

He was both more guilty and harder than he could ever remember. He had called Carolyn Reynolds to his office, they needed to rescind the offer, only to have Carolyn come in beaming, "Leather and Lace just called, she chose something very slutty!" Alex almost came, and nearly bit a hole through his lip. "Uh, really, they don't have a picture, do they?" How could he ask such a question, but his middle aged heart was about to beat out of his chest, as blood sped unrelentingly to his large cock! "Uh, no, of course not, forget I asked that!"

Carolyn knew the libido of her boss, respected it, and wouldn't have minded the opportunity to satisfy it, so she simply giggled, "Yes, of course Sir, anything else?" The recension was rescinded, and he simply shook his head no. Now, back to his penthouse condominium, he could not get Sera from his mind. She was there, but what was happening? He couldn't help but fantasize, Sera peeling out of that dress, spreading those virginal legs, why the fuck had he let this happen?

He hastily wrote a text, 'Sera, I hope things have gone well. I have been concerned. Please meet me in my office tomorrow, I would like to review what took place, your detailed notes and observations. I have cleared my morning." He hit send, only to remember one more thing, SLUTTY! "Oh, I'd also love to see what you purchased at Leather and Lace, perhaps I can give you some other ideas for your story?" Again he hit send. he hadn't told her to wear it, but one could hope! Alex spent the night downing a fifth of Dewars, and as he was falling asleep, although she would never know it, young Sera had made her boss sleep tight, nice and sated!

The Curator licked his lips as the young beauty picked up the dildo, spreading her gorgeous legs, innocently and at the same time, obscenely wide. Her lips were so soft, puffy and sparkling with arousal. The way she sucked cock, she might fuck like an animal, and watching her tease her slit, moaning and teasing her tit was a show not to be missed. "Mmmm" He let out a low, hopefully inaudible, growl. He made no attempt not to stare as she pressed the bulbous head into her tender flesh, and he watched her stretch to take it.

But take it she did, and his cock raged to the fullest of erection, if she stretched to take the clear, acrylic phallus, she would surely stretch and enjoy taking his velvety throbbing tip. She slid it lower, he moaned again, licking his lips to avoid drooling, Christ he was aroused! He remembered how she had swallowed him, deep throating every thick inch of his manhood, and he watched with anticipation while she took this plastic prick deep!

But she didn't, she stopped, and motioned him over. "I'm sorry ... It's only, I always imagined getting muh-my cherry popped by an actual, you know, cuh-cock. Do I have to duh-do it like this?" The Curator couldn't believe it, "You..." He stopped making sure only she could hear him, "You are a virgin?" She was! He leaned over her, and gently petted her pussy, almost in reverance. He had never seen a virgin pussy!

He curled his fingers, and slipped two fingers inside of her, she was sooo tight, and again, gently, he momentarily finger fucked her, it was so responsive, so sensitive, so perfect. "Yes, it should ot be a toy." He stood in front of her, and pulled his surprise from his pocket. "Do you know what this is? ... It is an anal plug, called a cherry, seems appropriate." He was rethinking everything.

"Cherry, please turn around, put your hands on the arm of the couch, and go on your hands and knees?" He was still cold, but he was no longer stern or angry, he was gentle and a bit befuddled. "I'd like to try this on you, see if you like it?" He let her answer, only then did he go behind her, and start to lightly rub and pet her gorgeous, firm ass.

Cherry had a spectacular ass, firm with just the right amount of soft, a perfect heart. "I need to lubricate you first..." And spreading her ass, she would feel the tip of the Curator's tongue, circling and licking her pucker. Spreading her ass wider, he pushed his tongue in, then further, again moaning in delight of enjoying her. "Now..." He then whispered, and she felt the cool, blunt point of the platinum pressing into her most sensitive, and tightest hole.
He could feel the resistance, but knew, with only a little more push for her sphincter to give way, and relax and accept! He felt he body react, watching and listening.

He stopped, "It look gorgeous, how does it feel?" Of course he knew that the plug alone was nothing compared to the plug coupled with vaginal arousal. "Now about the other..." She heard his zipper go down, his massive cock was now in his hand, and he teased his tip, up and down his slit. She felt so good, and he wanted so bad, except, FUCK, he couldn't. He still teased up and down once more, even hesitating at the opening, but then he pulled back.

"I can't, you...you should give that to someone who deserves this..." There would be no changing his mind. "Would you like to keep the plug in, see how it feels?" He was getting up, and moving to help Cherry stand as well. "You need to take care of that, and then come back, I will promote you to the next room, but there, you can't, simply shouldn't, be a virgin!

No one else had heard their exchange, the Curator had been something he never was, kind! Her night, her first night was over, Bill was called to take her home, and once alone she would see her phone and the text from Alexander Jacobs...

 

[brandijade]

The way the Curator stared at her was a little frightening, but thrilling as well. He had just cum not five minutes ago, but he was staring at her pussy like a hungry dog staring at a steak. He even licked his lips, and she glanced down to see that his cock was tenting his pants again. She licked her lips as well, wishing he would let her give him another blowjob. It had been so exciting, and so satisfying to please him. It wasn't that she didn't want to fuck him, but she had already had so many new experiences tonight, it seemed almost a pity to add losing her virginity to the list.

And the look on his face when she told him - asked him - not to make her deflower herself with the dildo was almost enough to make her burst out laughing. Most of his face was hidden by the mask, but his eyes were about to pop out of his head, and his mouth was wide open.

When he said "You're a virgin?" a few nearby heads turned, and she squeezed her eyes closed, wishing she could disappear. God, now they all knew. They'd all wonder how she got here. They'd find out. She gasped, feeling his fingers probing her pussy, and all of those thoughts became problems for future Cherry. Now, the Curator was exploring her pussy, confirming for himself that she was a virgin.

She opened her eyes. Nobody looked angry. They looked like a whole pack of hungry dogs, and she felt horny enough to take them all.

"Yes, it should not be a toy." He stood in front of her, and pulled something from his pocket. "Do you know what this is? ... It is an anal plug, called a cherry, seems appropriate."

It was definitely an anal plug, but it was nothing like what she had seen at Leather and Lace. It was a pale metal, not silver though. She had never really seem platinum in person, but she was fairly sure that's what it was. And where some plugs had a glass gem to glitter and draw the eye, this had a sphere that was a deep red color. Ruby. And something about the reverence with which the Curator held it made her think that ruby wasn't just its color. She gaped at it, awed by its beauty and it's obvious value, so stunned that she didn't register his orders right away.

"Of course," she answered. "It would be an honor."

When she did, she moved quickly to obey, kneeling on the edge of the couch, arms folded under her head on the back, her breasts swaying under her and her ass upturned. His hands moved across it, and she waited for the cool touch of metal. She hadn't know what to expect, but when she felt his hot breath on her exposed asshole, she whimpered with excitement, clenching involuntarily. A moment later his tongue was pressing against her, his spit wetting her, and she moaned. It took a few breaths to relax herself, arching her ass up as high as she could, and his tongue entered her.

It wasn't like when Tomahawk had licked her pussy. There was no clit, and it wasn't going to make her cum as fast and hard as that had, but it was good. It was strange, and whatever it lacked in direct stimulation of her pleasure centers, it made up for in naughtiness. She had been ready for many things tonight, but she hadn't dreamed that a man would be tonguing her asshole.

When he pressed the plug inside, she groaned. It stretched her. It was hard, unyielding, forcing her open wider and wider. Her mouth opened wide and she shuddered, and then her sphincter snapped down on the neck of the plug, no longer stretched, but holding it in place. She squirmed, her ass writhing, making the ruby shift, the light dancing as she cooed with pleasure at the sensation.

Then she heard the Curator's zipper go down, and she looked back at him, blushing and smiling. Her eyes told him yes, before he touched his cock to her lips and her eyes rolled back. She held her breath, waiting for him to take her, to make her his in the most basic, primitive way.

But he didn't. He pulled away, and left her panting.

"I can't, you...you should give that to someone who deserves this..."

Her head whipped around, eyes wide. Her argument died on her lips. He had made his decision. And she was disappointed, yes, but also relieved. So much had happened tonight already. There was no doubt in her mind that she could fuck any one of a dozen men right now if she just asked, maybe more than one, and that made it easier to accept this. And while she did feel a twinge of anxiety that she had failed him, the Curator actually did grade her performance this time.

"Would you like to keep the plug in, see how it feels?"

A platinum and ruby buttplug was a hell of a gold star.

"You need to take care of that, and then come back, I will promote you to the next room, but there, you can't, simply shouldn't, be a virgin!"

He was like a teacher telling her what she needed for the next level. She had passed.

She stood up, trembling, and looked at him. He stood as stiff and erect as his cock. Like a professor letting her know he was pleased with her, but that a hug would not be suitable. So she thanked him, as demurely as she could in the circumstances, and made her way to the exit.

The gstring belonged to Tomahawk now, and her dress folded up and slipped easily into the pocket of her trench coat. She got in the back of the cab high as a kite from her experiences, and thrilled by the secret knowledge that she was naked under the coat. The buttplug was a source of constant stimulation that made it hard for her to think about anything.

She opened her phone as they drove out to her home, so far from the city center.

"See you tomorrow," she replied to her boss, and then leaned back to enjoy the ride.

 

[Homerun2611]

It had taken every bit of resolve the Curator could muster to lean back, and slip his cock back into his trousers and to walk away. Even after he had forced his throbbing cock back inside the confines of his pants, he still felt it twitch and respond. As she walked out, he watched every step and sway of her heart shaped ass. He watched the bob of the ruby, and felt the moan and wiggle she had made at its insertion. How as he licked her ass, and pressed the anal plug inside, she had raised and presented herself to be taken! "Mmmm, what a good girl!" He hoped she would return and soon!

As the greeter had suggested when Sera and Bill had checked in, now that it was time to go, Bill, Stallion, Robinson would be called to take her home. In the future, neither would require the other to enter the club, however, Cherry had already achieved the second room, and had an invitation to participate in the Oasis.

For Bill, the night had not been near the success it had been for Sera. In fact his name had backfired, and he had heard one girl giggle to another after giving him a lap dance, "If that's a stallion, I would hate to see a pony!" None of this was working as Bill hoped, he had thought Sera could fuck her way into the story, he would then write and take credit for, of course he would give her byline credit as well, as a key contributor. And, if he enjoyed some quality pussy, a great blowjob or two, perhaps his first gang bang? All the better!

The Attendant came and got him, and he rushed out, but Cherry was nowhere to be seen. "I'm sorry, but I'm Stallion and I was supposed to ..." The Greeter cut him off, "Oh, yes, Ms. Cherry, yes, she made quite the mark tonight, several men mentioned the blowjob, the orgasm, yes, she was spectacular!" The man had a far off look in his face, as if he was trying to envision the reviews himself. Then he remembered, "However, Mr. Stallion, when she left, she was, well, naked underneath her coat." He shook his head, "We will talk to her, but you should to, you see, there are many men who might want to ... I have no other way to say it, take advantage of her in that condition!"

Bill nodded, he knew exactly, in fact, he had hoped to be such a man, taking such advantage, this very evening! He needed to talk to her, Jacobs would be no help, hell if anything he was on the girl's side, and would be pissed, that he, had somehow lost her tonight, when he was supposed to be her protector!

Tarik got the call to pick up a woman at the Metropolitan Club and he began to sweat. He had heard rumors of the club and the women, but Sera was his first passenger. Tarik, was a very good man, 22, just beginning med school, a devout muslin raised in a stict houshold governed under traditional Islamic laws. He was engaged in an arranged marriage to a lovely young woman, of the appropriate class, Shruti! They were only allowed on chaperoned dates, and there was no sort of premarital sex, in fact he had never seen Shruti in anything other than a burka! Like any 21 year old, hormones raged through his veins, but with no outlet.

Sera smiled at him as he helped her into the cab, she was a spectacular beauty, and as she took her seat, her coat slid a bit open, exposing her long bare legs, he gasped as if he had just seen the 8th wonder of the world. As soon as she got in, she texted a message, and then sat back to relax. "Ma'am it will be 35 minutes, according to google" He said with his post proper English accent, smiling warmly. "it is okay if you rest, I will have you home in a jiffy, I promise!" He hoped she might fall asleep, and when her head nodded slightly to the right, he knew she was.

Every second since he had seen those legs, he prayed to see more, please? He begged of his deity. She moved slightly and the long coat slipped ever so slightly open, "Praise be to Allah" he whispered in thanks, his prayers answered, as he was sure she was naked. Yet he could only see a little, and so, he lowered his rear view mirror of her body, shoulders to knees, but still, it was such a minor opening, perhaps Allah needed a little help?

The windows closed, he began to slowly raise the heat. Ever since her coat had separated, he had begun to fondle himself through his long khaki shorts. Masturbation was of course forbidden, but he was not really masturbating, more massaging with emphasis! Slowly the heat rose, until he saw beads of sweat on her neck, and soft moans as she tried to wet her increasingly dry lips. Finally, reflexively reaching up, and fanning her coat to cool her body, ever so slightly splaying her warm legs open to breath! "Praises to Allah, praises!" He thought!

Oh what a sight you were, an oasis for a man dying of thirst! The swells of your breasts, the hardness of your nipples. How you breath! That little thatch of heaven, a pussy! Oh how he’s dreamed! Those soft, pink lips, your legs fall apart! He sees how they glisten, how he longs to taste? And what is that? A lovely ruby in your ass! You were, in ever way possible, perfection.

You are also everything he has been told is evil, temptation personified. You are eve, in the garden, and oh how he wants to bite that apple! How can something so beautiful, so perfect be evil? He instantly doubted everything, his God, despite his earlier thanks for putting you there, but mostly his marriage. This, THIS, was a woman, who knew what lie under that burka. What kind of fool was he, a man would not buy a cow with so little knowledge, and yet, this was supposed to be the only woman he would ever enjoy carnally?

He was having a personal crisis, of faith, of purpose, of everything, when suddenly he was at your home, bringing the cab to a sudden stop, and waking you, only to glance up, and cover yourself. He was sweating too, "I'm sorry, my air conditioning gave out, I will have it fixed tomorrow..." He lied. He helped her out, "There is no fee, it was my pleasure!" He stammered, his face beet red with embarrassment. But if she looked down she would see the tent of his hard, virgin cock, and the two inch in diameter wet spot you had inspired. He hastily pulled a card out of his wallet, his name and number, "Please ma'am call on me, if you ever require a taxi!" He could only hope and pray!

The next morning Alex Jacobs got in early, he had a fresh fruit display, mellons, strawberries and fresh squeezed juices, put out. He had dressed in his favorite dark blue suit, he had put on cologne. He had left specific instructions with Ronald Joseph, "If Ms. Harris arrives wearing a coat, do not remove it for her, allow her to come into my office, and I will tend to her, understand?" In truth, Ronald Joseph didn't, but he would follow his boss' orders to a T.

Bill Robinson happened to come by, and heard Mr. Joseph, order the fruit plate for Mr. Jacobs 10 AM with Ms. Harris! He would be there at 9:50, he had a bone to pick with her!

 

[brandijade]

Sera smiled at the cab driver as he told her how long it would be. He seemed young, about her age, give or take, and his accent was more british than the british. Colonies did funny things. Someone should write a story on that. Someone probably had. Thirty five minutes was going to be expensive. Hopefully the paper would allow her to expense it.

Then she remembered Bill. She was supposed to ride home with him. She smirked. To hell with him. He thought she was going fuck and suck her way to the inner circle, dragging him behind her so he could write this story? She shook her head. It wasn't going to happen, Stallion. She had already made it to the second room, and next time would get to the third. She had done the work, sucked the cock, had her pussy licked. She was the one with a freaking platinum, Tiffany buttplug up her ass. Yes, it had been amazing, wonderful. Yes, she would go back even if it wasn't for a story. But it had been all her, and it was her fucking (pun intended, she thought) story.

The next thing she knew, the car stopped abruptly, and she gasped. She looked around. The driver was talking. Had she fallen asleep? Apparently. She was home. She was thirsty. It was like an oven in the cab. She was also completely exposed. She blushed fiercely.

"I'm sorry, my air conditioning gave out, I will have it fixed tomorrow..." He was getting out of the car, opening the door for her. In her sleepy, horny state, she didn't think to close her coat. She gave him her hand and let him help her out, still exposed.

"There is no fee, it was my pleasure!" He was blushing harder than she was, and hwen she looked down, there was no mistaking the tent in his khakis. Or the little spot of precum.

"It almost was, anyway," she murmured, sleepily. She closed the coat then, taking a quick, nervous glance around to see if there was anyone watching, but it was late, and people in this neighborhood kept pretty regular hours.

"Please ma'am call on me, if you ever require a taxi!" She took the card, bemused, sleepy, and looked down at his crotch again. She shook her head. She was too sleepy for another blowjob, and she had to meet with Mr Jacobs in the morning.

"Thank you," she said. It wasn't like he was disappointed, she thought. Hell, he had given her his card, and not charged her. She gave him a sleepy smile, and then turned to go into her little apartment.

In the morning, on the train, anyone looking at her would think she had been to the beach with no suntan lotion. She had on a trenchcoat and stripper heels, and anyone who thought she was hiding something would be absolutely right. Of course, she had to wear a different g string, since Tomahawk had claimed her scarlet one. This one was black, and if it didn't strike as dramatic a contrast under the sheer dress, it didn't cover her any more either. She was blushing ferociously the whole way. Not to mention the platinum and ruby buttplug that was in her pocket.

When she reached the office, Ronald was there. So was Bill.

"Hey," she said to the other reporter, putting on her puppy-dog eyes. "I am so sorry I left without saying anything. Honestly, I was so sex-stupid, I could barely remember my name."

She didn't have to fake the shiver at the memory, or the glazed look in her eyes when she thought about it.

"I hope you had a good night, too?" she asked, but before he could answer, she gestured towards the office. "I have to go fill Mr Jacobs in on the details."

 

[Homerun2611]

Tarik watched the woman, why hadn't he asked her name at least? Walk up to the door, and even after she had gone inside he sat there. He was done for the night, nothing could top what had just occurred and he wanted to to simply enjoy the memory. She had gotten out of the car, and not closed the coat? Had she wanted him to see? Could that possibly have been it? And what exactly had she said, softly, but distinctly? "It almost was, anyway," was she saying that he, she? She had been looking straight at his tented shorts, I wasn't huge, but wasn't bad, would she? These were questions that would torment Tarik for a long time, as every day, every night, he hoped she might use that number!

Alex Jacobs had gotten up bright and early, "See you tomorrow" She had said, well it was tomorrow, and he could not wait, but ... Alex Jacobs had been an Eagle Scout, the highest level of Boy Scout, and lived by their motto, "Always be prepared." He went into his kitchen, cracked five raw eggs into his blender, protein mix, fruit juice, bananas, whipped it up, and drank it down. He went into his gym, pumping weights, doing squats, strong legs could be critical today, not to mention endurance. But there was one more key need, manscaping!

Alex used Yu's Men's Care. It was a high end men's boutique, haircuts, shaves, mani pedis, massages ... and they were full service massages. Alex considered, maybe a rub and tug was just what the doctor ordered, take the edge off, not having him feel like a virgin on prom night. He decided no, whatever the boys might be brewing down there, he was saving it should he have a chance to deposit in Sera. And lastly, they did manscaping, specifically waxing! They could fit him in, and at 8 AM, he was at the door.

Now Alex kept good care of himself, a nice tight trim, not a hair out of place, but never new born baby bald! Linda Yu herself would tend to the important client. "Mr. Jacobs, it will sting, really sting..." She spoke in her strong chinese accent, but as he stripped down naked, his 9 inch cock already semi hard, he knew what he wanted. He had heard, how fully shaved men's cocks looked even bigger and more appealing, "bare as a baby's bottom Linda, you know what to do!"

She lathered the wax on his pubic hair, and, "HOLY FUCKING HELL!" Tears were literally rolling down Alex's cheek from the first long patch pulled away. It didn't sting, it was torture! Wash boarding couldn't have been worse! Somehow he with stood, and he even had to smile at the end. Even Linda said, and she had seen many, "It is beautiful." The pain had begun to have its own appeal and by the end, he was large and in charge. His cock was not just large but it had a nice little upward curve. He had gotten compliments in the form of screams of ecstasy, as his curved tip, would tease the thin small patch of wavy insides of his lover's vagina. Playing her g-spot, like Yo-Yo Ma on the cello!

"Happy ending on the house Sir?" The very attractive owner asked, "No, but thank you Linda, I needed that!" Dressed in his best, he was prowling around his office, as anxious as he could ever remember. He had spoken to Bill earlier, "You lost her..." He had spun his heel slamming his door in disgust. Bill was done, he was useless, what a Wanker! Alex had been educated at Oxford, and some of the British nomenclature had stayed with him, "Wanker" was one of his favorites, Bill was a wanker! Later, when Alex was done with Sera, and he was in no hurry, Bill would be reassigned

When Ronald buzzed him he quickly hit the button, practically diving across his desk, "Ms. Sera here to see you Sir..." Finally! Alex flew to the door, opening it, and ... she was wearing the coat!!! He stood up straight, he was trying to tell, what was under that coat, was anything under that coat? Had she worn her outfit from Leather and Lace? He took a deep breath, it might just be a dress. He opened the door wide, his warmest smile, "I am so proud of you, I want to hear everything?" He waited until he closed the door behind her, before coming up, "May I help you off with your coat?"

 

[brandijade]

Sera was already blushing when Mr Jacobs opened the door. The way he looked at her was very much like the men at the club had, and she was still wearing her coat.

"I am so proud of you, I want to hear everything?" he said, making his order half a question.

She beamed at him. Her parents had been working class, they had never really thought that much of education. They were happy she was happy, but they had never been proud of her for going to a prestigious New England college. Not when her brother was in the pipe-fitters union. So the words "I am so proud of you" meant more to her than anything that had happened last night. She was so thrilled, that she almost forgot to walk into the office

"May I help you off with your coat?" he asked her, when they were alone.

She turned her back to him as she undid the belt, and let him slide the coat off her shoulders. The sheer microdress and skimpy g string left her basically naked, and she turned towards him, her eyes lowered demurely. This was different, she realized. She was Sera now, not Cherry.

"I, um, had different panties on," she said, nervously, apologizing for not wearing exactly what she had worn to the club. "But a man kept them."

Then she delivered her report, in detail. The entrance, the ID, which she showed him. The masks everyone wore. Meeting Vixen, and her first encounter with the Curator. She tried so hard to be professional, but she was standing in Mr Jacobs office practically naked, telling him such intimate details. It was embarrassing, and it excited her.

By the time her narrative reached the library, she was breathless. Her chest heaved, her hips shifted with sexual need as she spoke, talking about Tomahawk licking her pussy while the Curator held her.

"I know I know him," she said of the Curator. "I just haven't been able to place him, you know? But he's somebody really important. I swear, I'll figure it out before this gets written."

She told him about the blowjob, about the Curator staking her out. She did not tell him about her anxiety while the Curator was gone, and only briefly mentioned Mouse. She told him about her confession, though, and about the buttplug.

She turned to get the buttplug from her jacket and set it on his desk. "Don't worry, it's clean."

"Then he said he wanted to take me to the next room, but I couldn't be a virgin." She lowered her eyes. She took a breath. "Then he sent me home."

She lifted her eyes and bit her lip.

"So, I need to, um, get that done, before I go back."

She held his eye, and hoped he would do something. Or should she? She needed to get better at the whole seduction thing.

 

[Homerun2611]

Alex was sincerely thrilled to see her, and the compliment was real And how her smile beamed in response warmed his cockles every bit as the thought of what was beneath the long trench coat hardened his cock! Sera did not disappoint. He slid his hands across her shoulders, and peeled her coat back off of her. It easily fell from her arms, it was probably a good fit given a dress or suit underneath, but in this, it was at least a size too big.

"Holy Jesus!" She looked incredible, the way her shoulders tapered down her toned back the shape and curve of her firm ass, the thin thread of floss that ran up the crack of her ass Why exactly Jesus was the declaration was ironic, as his Catholic upbringing was the last thing on his mind. He saw her quickly turn around, probably wondering if there was a problem, and the front was even better!

"Oh my!!!!" His eyes just lingered up and down her body, licking his lips, and ... "Oh Sera, I'm sorry, please forgive me, but you are gorgeous! Stunning! Magnificent!!" Thank God he regularly worked out, for this sight in his old, stately office, was enough to give a man a heart attack!

She described that she had worn different panties last night, and let out a soft moan when she said some man had taken them. He was staring down and with one hand lifted the lacy nighty dress up, and ran the back of his fingers up and down the triangle. "Well, I'm sorry about that, but these are very nice, I can't imagine the others could have possibly looked better!"

His pupils were slightly dilated as he looked back up, the now raging hard on in the finely tailored pants of his gorgeous designer blue suit, was not the only giveaway of his immense, arousal. "Yes, please tell me everything, and I mean everything that happened?"

As Sera delivered her report, it was sensory overload, not only what she was saying, as the words seemed to fly by, erotic recollection after another! But it was the delivery, how her breasts began to heave and he was certain he could smell the distinctive musk of her arousal.

She spoke of bit players, Mouse, and then showed him the anal plug and put it on the table. He could have cared less if it stayed clean, and had no intention that it stay that way. Then she gave the conclusion, her drop the mic moment.
"Then he said he wanted to take me to the next room, but I couldn't be a virgin." She lowered her eyes. She took a breath. "Then he sent me home."

​

She lifted her eyes and bit her lip.

​

"So, I need to, um, get that done, before I go back."

"Oh, I see..." Alex Jacobs was already breathing hard. The rush of blood to his midsection even left him a bit dizzy. Alex set his hands on her shoulders, partly to steady himself, and to look deep into her eyes, "Well that was very wise of him, you should not have lost your virginity there. It should be somewhere special, private, and with someone you can count on. I think I have an idea, and don't you worry, that will be taken care of, but first, could we go through a couple of things, I want to make sure I got it?"

He went over and picked up the butt plug, coming back in front of her, and dropping to one knee. He ran his hands up the outside of her thighs until he curled his hands around the waistband of her panties. "May I?" If she agreed, he would slide them down her legs. Next he would ask, "Sera, please crawl up on my desk?" And then, he would stroke her bottom, pet her just as the Curator had done, but more gently, more lovingly, as if she were a precious and beloved pet. "I want to make sure this truly feels good?" And he would put the platinum in his mouth, sucking it like a lollipop, and then, "You said he did this?" Rimming her asshole, and pressing his tongue inside. Then and only then, assuming she had said yes to everything else, would he insert the plug, only to saw it in and out, gently fucking her tight, gorgeous, dare he say perfect, ass!

He would have asked, "And this, how did this feel?" Slipping two of his thick strong fingers just enough inside so that she could feel them, enjoy them slightly hump them but leave that precious hymen in tact. He would have taken his fingers out at that point as he was on her side, and slowly increased the massaging of her clit, steadily increassing his pace, faster and faster! His other hand found her nipple, rolling it, pinching it and then moving to the other. "The plug increases the pressure, some women can orgasm from that alone, but others need direct clitoral stimulation, which are you, it is good to know?" At every stage, every thing she agreed to, everything that happened, Alex Jacobs praised her, complimenting her technique, her responses, and her dedication to her craft!

By this moment, IF all of this had happened, if she had said yes to her taking off her panties, if she had agreed to crawl on his massive desk, and if she had agreed to the anal plug, and his pleasuring her pussy, and most importantly if she had reached a climax, epic and intense, then and only then would Alex Jacobs have helpd her down, told her how incredible she had done and no wonder she was such a hit.

He would have then looked quizzically, longingly, and asked, "Could you show me how you sucked that cock?" However, should things have progressed, or if none of the previous had happened, but still, she had answered yes to this, or simply just dropped to her knees, he would not have simply let her take out his cock, he would unzip and let them fall, letting his massive nine inches, his upturned cock, and his smoothly waxed balls, be hers for whatever she might do? He would do his best to hold out, he had been practicing the clenching of his PC muscle all morning in the hope of putting such cock control to use.

He would show endurance, let her enjoy him however she chose and her talents and curiosity led. And, at the moment of truth, he, like the gentleman he was, would ask, "I am about to cum and cum hard?" Or as close as he could given the groaning, throbbing and want rushing through his body. "Where do you want it Sera, your mouth, your tits, spit or swallow, it is up to you!" And then, if all of this transpired, he would cum like a stallion.

Now, whether or not, any of the aforementioned took place, the removal of panties, the insertion of the anal plug, the pleasuring of her pussy, or the sucking dry of his cock, Alex Jacobs had a present for Sera. It was a designer dress, and a pair of Christian Louboutin matching six inch black heels. But even dress liked that, she would still be four inches shorter than Alex Jacobs, the perfect height for him to kiss her that night, when he asked her to dance. He also had a pair of yoga pants, a tee shirt, and sneakers.

He hit his intercom, "Ronald, have Ryan bring around Ms. Sera's car?" He looked up and smiled. "This office is not the place to take your virginity either. Tonight, Ryan, and oh, he is your new driver, you will not need Bill, and I will not have you taking an Uber or a cab, you will be driven by limosine. Ronald has the address to my penthouse apartment, and..." And just as he had, treating her with respect and care, " ... I would like the honor of popping that cherry, having dinner, and giving you the night you deserve?"

Perhaps Sera did have to work on her seduction, Alex didn't exactly see it that way, for he was seduced, but like everything else that had happened, it was up to her, nothing, none of it happened absent her agreement, she need only say, "YES!"

 

[brandijade]

From the moment she slipped the coat off, she knew Mr Jacobs wanted her. Really, she had known it before, but his reaction confirmed it. She was almost surprised he let her tell her story, instead of taking her right then and there. But this was his office. They were at work, not the club. Ethically, he was already on shaky ground, asking her to wear this, but did he really think she was going to file a complaint or #metoo him?

She told him the story, and he listened, but there was that look in his eyes. As much as the memories excited her, the way he looked at her was what was making her heart race. He was a powerful, important man, and she was nobody, but he wanted her.

"Oh, I see..." Mr Jacobs was breathing hard. He set his hands on her shoulders, and looked deep into her eyes. She wondered if he wanted her to blow him, but before she could kneel, he went on. "Well that was very wise of him, you should not have lost your virginity there. It should be somewhere special, private, and with someone you can count on. I think I have an idea, and don't you worry, that will be taken care of, but first, could we go through a couple of things, I want to make sure I got it?"

"Of course," she murmured.

He went over and picked up the butt plug, came back in front of her, and dropped to one knee. He ran his hands up the outside of her thighs until he curled his hands around the waistband of her panties.

"May I?"

"Yes, please," she whispered. She thought she knew what was coming, and her body vibrated like a violin string wound too tight.

He slid them down her legs. She stepped out of them, resisting the urge to cover her pussy with a hand. She wanted Mr Jacobs to see it, to know she would let him do what he wanted. That she would do what he said.

"Sera, please crawl up on my desk," he said.

She didn't miss a beat, getting on her hands and knees on the massive wooden desk. She arched her back to lift her ass up, presenting herself to him. He caressed her ass, and she shivered with excitement, letting out a soft sigh of pleasure. She looked back at him, biting her lip.

"I want to make sure this truly feels good," And he put the platinum in his mouth, sucking it like a lollipop. She couldn't help grinning at the sight, and blushing in anticipation of what was coming next.

"You said he did this?" he asked her, and then he pressed his face between her cheeks, and his tongue began to explore her asshole.

She moaned as the sensations flooded through her. It was the same thing the Curator had done, but this was different. She wasn't wearing a mask here. She knew exactly who it was. Her boss. Somehow the wrongness of it made it more exciting. And without her mask, she was far more exposed now, far more vulnerable.

"Oh God Mr Jacobs," she cooed.

 

[Homerun2611]

It had been the moment of truth, and as he looked up into her eyes, his heart was in his mouth, never could he remember feeling such unabated desire! "Yes, please," It was a whisper, a coo, but Oh God, what it did to Alex Jacobs, it was only the first domino, but it was the most important! He curled his fingers around the flossy thread of a waistband, and his well manicured nails would lightly scratch/tickle over her hips and legs as he unveiled her. Down his hand pulled the barely there article of clothing, him staring at her sex, licking his lips as desire coursed through his veins.

"My God Sera, its/you're gorgeous..." He complimented her sex, as he leaned in closer, bending so that she could step up. He couldn't help himself, when she did, as he too took her panties and slipped them in his jacked pocket as well. Sera was finding her panties were very much in demand by distinguished and wealthy gentleman. However, he kept his face close, less than six inches away from her soft, sweet lips. He ran his hand back up between her legs, teasing her calf, her thigh, until he could run his finger up and down her soft lips, her little patch.

He cast his eyes up, stroking her, petting her, "Truly spectacular, your cunt is beautiful, I'm so glad you waited!" He was more than desiring her virgin sex, he was indeed worshipping it! Sliding his hand away, he pressed his lips her pussy, a tender, soft kiss, just a bit of tongue, he had to have a taste! Leaning back it was time to move ahead, but he would be back, if not this morning, then hopefully tonight.

As he stood up, he watched her crawl up onto his desk, but not just kneeling but presenting herself, presenting for his inspection, his enjoyment, his use! Sighing with pleasure she looked back, there eyes meeting, "Yes, stunning!" He was behind her, and ran his hand up the back of her thigh, the curve of her now bare ass, under her nightie, and over her back. "I don't think we need this do we?" And moving around to her side, he undid her top, wanting to slip it off of her shoulders, one arm and a time.

Her top open, her breasts hung freely and full, and he cupped them in his hands, one in each, providing support as he massaged and enjoyed them. "Sera, it is simply impossible to decide what part of your body is more delicious, to me, you are perfection. I have no doubt that every man there last night wanted you, none more than I."

From there, he rolled her nipples, pinched them in an attempt to maximize her arousal. He sucked on the insertion point of the plug, letting him watch her, like it was a delicious lollipop, but she was all that he wanted to eat. He rimmed her pale pink pucker, licked and then pressed his tongue in, pushing it past her resistance, and then slowly, sensuously, fucked his young reporter's ass. She would hear him moan almost sad to exit her now well lubricated hole, only to replace his tongue with the expensive, erotic jewelry, pressing in and again slowly fucking her.
"Your ass is so receptive, and sensitive, does this feel good? I think you will enjoy a cock taking you, don't you?"

It was then, he moved back around her and held out his hand. "Can I help you up?" He helped her down, until she was directly in front of her, but first, before he guided her to her knees, unzipped his trousers, asked that she demonstrate her oral skills, he wrapped his hands around her waist, and leaning in brushed his lips across hers, "I need to kiss you Sera, kiss the most desirable woman I have ever seen..."

 

[brandijade]

When he slipped her panties into her pocket, Sera smiled to herself. She was going to have to go back to the store and buy a dozen pairs. She moaned when his fingers teased her pussy, and when he leaned in and kissed it, she gasped and her hands went to his head. She stopped herself before she touched him. He was her boss, and she wasn't going to push him around. She couldn't help a breathless little laugh at the irony at work, since he was clearly so far out of line she could probably have his job if she wanted it.

Instead. he was calling her beautiful, and that was what mattered. She blushed when he told her her cunt was beautiful, but it set her heart racing. Despite everything, she was still terribly inexperienced and unsure of herself, and his compliments touched her. She was eager to thank him as she crawled on the desk, wondering if this was going to be it. Would she lose her virginity to Alex Jacobs on his desk?

Instead, he caressed her ass, sliding his hands under the wisp of her dress, and then taking it off, praising her body every step of the way. She moaned as he caressed her breasts, shivering with pleasure as he rolled her nipples.

When he stopped, it was to suck the buttplug, and she blushed, knowing what was coming. He, too licked her ass, and she whimpered with excitement, hips rocking back against his face, rolling in frantic arousal. Then he pressed the plug against her, and her arms gave out. She fell forward on his desk, face to the cool wood, arms folded under her, ass up. When she felt the plug pop into place and her stretched sphincter snapped closed on it, she gave a yelp. Could they hear her outside?

"Yes," she whimpered when he asked if it felt good, turning back to look at him, trembling in excitement.

"I think you will enjoy a cock taking you, don't you?"

"I think I will," she whispered.

Then he came around the desk and helped her down. She was naked, trembling, flushed with arousal. She couldn't imagine anything but him taking her, right then and there. She grinned, eager to be his, to have him be her first. But he didn't lay her back on the desk. He gathered her in an embrace that was surprisingly tender from a man that had just had his tongue in her ass.

"I need to kiss you Sera, kiss the most desirable woman I have ever seen..." he said.

Her eyes opened wide and she blushed, as if he had requested something shocking. She looked away, unable to speak, but her heart was racing. She was naked in his arms, trembling with lust, and this simple request took it to a whole other level.

"I've never been kissed on the mouth," she whispered. She forced herself to look up at him. "I don't know if I'll be any good at it. Please be patient?"

 

[Homerun2611]

The way she whimpered at the rolling of her nipples, whimpered and wiggled as he rimmed and tongued her ass, said yes, to enjoying the feeling of the plug in her ass, Alex gently fucking her, and then acknowledged that she thought she would enjoy a cock in her ass, all had Alex burning with desire. His heart was nearly beating out of his chest, his balls had to be a deep, dark blue, his cock screamed for attention, release and yet he tried to maintain his composure. "I would like to be that first cock, the first in your ass, just as I want to be the man who enjoys that sweet cherry!"

He wanted her, every part, to claim, own, and desecrate, but not like a whore, although that was indeed her assignment, but not how he thought of her. Every compliment was true, she was the most desirable woman he had ever scene, met and would have! The ideal combination of attractiveness, innocence, and insatiable desire. For the world, every man at at club she could be their whore, but for him she was a princess, who wanted to be HIS whore! Did she see how he looked at her, almost worshipped, wanting her to feel as beautiful and desired as he felt she was?

But then, that tantalizing, wonderful, glorious, naked, woman, made his toes curl! Cradeled, in his strong arms, as he pulled her into his broad chest, his lips just brushing, when, "I've never been kissed on the mouth," she whispered. She forced herself to look up at him. "I don't know if I'll be any good at it. Please be patient?" She had to see the smile, the moan as she said it, and how he held her even closer. "Oh, my sweet, darling, wonderful girl, your kiss will be perfection, because you are perfection, but yes, I will be patient, and I will kiss you again and again, until you are confident!"

First he pressed his closed lips to hers, turning his head over so slightly, and taking her head and gently cupping it in his hand. He broke the kiss, but stayed there, his fresh, warm breath could be felt on her skin. 'Now, when I kiss you, I am going to open my lips, and when I do, please do the same. I will slip my tongue past your lips, and when I do, keep your tongue soft and meet me. Our tongues are going to do their own little dance, but follow my lead, like you would if we were dancing, move it slow and sensuously, you may even gently suck on it, or let me suck on yours. As we kiss, let your hands be free to explore my body, as I will yours!"

He pulled her back in, and he did as he had promised, opening his lips, and letting his tongue slip into her mouth with an audible moan. Oh how he longed to kiss her, even roll her down on the desk, and climb almost on top of her. Make out and sensuously kiss this amazing creature, while his hands explored all of her including her breasts and finally slipping two fingers inside of her pussy!

 

[brandijade]

The way he spoke, the praise, the flattery, it was so sweet, she felt like she could almost cum just from his words, and his caresses only made her hotter. She had never been sweet-talked like this. The Curator had been reserved, and Tomahawk had only been interested in impressing her. Her heart was racing by the time he finally touched his lips to hers. The touch was like flipping a switch. All the heat and longing that was between her thighs was suddenly matched behind her ribs.

Tomahawk had made her cum, and the Curator had shown her how much she loved to please, but Mr Jacobs was showing her yet another, even deeper longing. Was it love? she wondered, as his lips pressed against his. His hands wandered over her naked body. His tongue entered her mouth, and her own slid around it, following his lead. She moaned.

"Mr Jacobs," she whispered, into the kiss. "I want you so badly."

It was true, but it was also more that what she said. She didn't dare tell him what she was feeling, for fear he would reject her. As long as she let him use her, he would be satisfied, and she wouldn't risk frightening him with her emotions.

 

[Homerun2611]

Could it be love, he hadn''t known love in so long, maybe time would tell, but want, desire, need, infatuation, there was no doubt. He moaned into the kiss, then the next, finally pushing her back, but as gently as he could onto her back, cradled in his arms, his body moving on top of hers, his tongue never leaving her mouth. "OH, I want you too..." He reached his hands down, wanting to spread her, push his hardness even through his suit pants against her soft, wet sex.
Oh how he wanted her, his hand down, he groped at her thighs and ass, kneading them as he pressed and grinded, driving himself damn near crazy.

He moved slightly to the side, so he could slide his hand over, massaging her mound, soft wet lips, sweet tender pink slit, and round swollen clit. He massaged and massaged, first tenderly, and then as her body reacted, he would go faster and faster, harder and more intense, he wanted to feel her cum feel the juices of her fruit at their ripest. "OH I love how good your pussy feels, you feel incredible Sera." His lust was so great, the veins in his neck mimicked those of his cock!

"I want to make you feel so good, cum for me, but, then, the way you described last night, I want to feel your lips on my manhood, I want to feed you my cock, feed you my cum! Tonight though, tonight you will come to my penthouse, and I will fill the rest of you, your cherry, your ass mine .. but now..."

He worked and worked her pussy harder, he looked into her eyes, God how he hoped she was close, God how he wanted to feel her cum! "But now, right now, my gorgeous sweet Sera, I want, I need you to cuck my cock!?!?"

 

[brandijade]

He barely got the words out of his mouth "...cum for me...," when she did. Her thoughts had been wrapped up in fantasies of love and romance that she had all but forgotten what was right here, right now. When she heard him say those words, though, she snapped back. Her body writhing as he fingered her, breathlessly kissing his face and neck as he spoke. His fingers giving her feelings she could hardly comprehend. He touched her so skillfully, so confidently, that when she heard the words, her body answered.

Her hips bucked, and she screamed, not caring who heard.

"Yes! YES! YEEEEESSSSS!"

"...but, then, the way you described last night, I want to feel your lips on my manhood, I want to feed you my cock, feed you my cum! Tonight though, tonight you will come to my penthouse, and I will fill the rest of you, your cherry, your ass mine .. but now... But now, right now, my gorgeous sweet Sera, I want, I need you to suck my cock!?!?"

His words hardly penetrated the rush of her orgasm, but every one made her more excited. She wanted his cock. And she would have it. And she would see his penthouse. It was like a dream, so beautiful that she couldn't stand to wait a moment longer. She was still cumming, still cumming hard, when she sat up, She gripped his shoulder to steady herself, and then she looked at him with lust-crazed eyes.

"I want to suck your cock, Mr Jacobs," she moaned. "Please, I need. I want to make you feel as good as you made me feel." And then she shuddered again as another wave of pleasure hit her.

 

[Homerun2611]

He felt her lips as they kissed, and how she suckled at his neck, as he moved his fingers inside of her, working, teasing, prodding, and toying, yes toying with the gorgeous, yet shockingly naive, ingenue! He had commanded she cum, and cum she did, fully, gloriously, "Yes! YES! YEEEEESSSSS!" He grinned and moaned as she did, bathing his fingers in her spent desire. “Such a good girl, such a spectacular and beautiful woman, My God, how I want you!”

She was still cumming, grinding and thrusting into his fingers, as he asked, and he would have begged for her to suck his big, throbbing cock. He had groomed and prepared it for show, for worship, all for her! Her enthusiasm and heated lust alone, almost pushed him over the edge. Alex Jacobs was a mature and talented cocksman, the libido and vigor of a much younger man, wrapped in an elegant package of experience and confidence. Yet, this young vixen had him panting! "I want to suck your cock, Mr Jacobs … Please, I need. I want to make you feel as good as you made me feel."

He backed away, a look of pure lust in his eyes, and he began to undress. He wanted her to see him, every fucking squat, sit-up, curl and crunch was done with a moment, this moment, in mind! “ YESSS!!!“ He moaned, looking at her gorgeous naked body, her swollen, soaking wet lips, the slickness of her thighs, “tease that gorgeous kitty for me, play with those spectacular tits?”

He was moaning, and stripping, off came the jacket, the tie, the shirt, and pants. All being thrown to the floor, until he stood there in only his boxer briefs, his massive cock nearly bursting through the cotton/Lycra fibres! He watched her eyes, and hoped she was enjoying his show as he did hers.

When he finally lowered his briefs, his now fully erect, nine inch cock sprang like a jack in the box, bopping a bit, before coming to a throbbing stop, and a slightly up turned angle, with only the slightest curve up. His balls were shaved which only served to make him look bigger, and he stold there with pride, taking his cock in his hand, holding it out as an offering and simply uttering, “Please Sera, I can’t wait any longer!“

The precum had been increasingly flowing from his tip, rolling down from the slit, and down his shimmering, velvety, circumcised tip and shaft in small riverlets ready to feed her…