Dinner and a Show

By JonnySchweer and mrhungry 

It usually took young Gwendolyn two to three weeks after they were together for her to call him again. Jon often wondered if it was her course work that kept her busy, or if she had some other reason.

There was no doubt that he had made the college freshman do things she would never imagine doing. Each time he wondered if maybe he had pushed her too far, but each time she had come back to him. Was she working up the nerve to call? Or had she sworn not to call, and then succumbed to her lustful imaginings in the end?

Someday he would ask her. But now he found himself in somewhat of a quandary. It had only been a week since he had taken her to The Dollhouse, a fetish club he was a member of, and he longed to be with the gorgeous young lady again. Surprisingly, his yearnings did not involve bondage this time. He simply wanted to take her out to dinner and a show.

To call her meant abandoning his modus operandi of having her initiate the contact. That had been his way of ensuring that she was meeting him freely, without any coercion on his part. Should he make the first move?

He should, and he did.

Jon knew everything about his beautiful concubine. He was a wealthy man, and was cautious of who he allowed to get close to him. His research revealed that Gwendolyn's family was quite wealthy, too. It hadn't taken too much digging to learn that Gwen had been raised as Daddy's little princess, not wanting for anything.

It was interesting to him that he saw no sign of a spoiled brat in the girl. More interesting was a young lady of obvious stature craving the sort of sex he was offering her. Was this her way of rebelling against her parents, or her upbringing?

Regardless of the psychological implications, it was clear that bondage and submission, along with a heavy dose of humiliation, made her incredibly aroused.

Shaking these musings from his head, Jon pulled his car into the driveway of Gwen's home, through a massive stone archway, and up to a fairly large mansion. Parking along the edge of the circular drive, he got out and walked the short distance to the front door.

Pressing the doorbell, Jon tugged at the front of his tuxedo jacket, making sure it was straight. He wanted to look presentable to whoever opened the door since he was there to pick up "the Princess."

Ha! His mind quickly envisioned the little blonde submissive hog tied on the marble floor of his foyer, with a ball gag wedged between her teeth, a vibrator held firmly between her legs, and a flogger in his hand.

Oh, just a sec, it was going to be a romantic evening out. Screeech! He had just shaken the kinky fantasy out of his head when the door was opened by an almost equally well dressed elderly gentleman.

"May I help you, sir?" he asked politely, but with a tone of seriousness.

"I'm here to pick up the lovely Gwendolyn," Jon responded with a smile.

"Ah yes," replied the man, who appeared now to be the butler. "Right this way," he said as he stepped aside and waved him in.

Jon nodded and smiled, "Thank you kindly."

The main foyer of the house was quite impressive. The floor was tiled marble, Italian by the look of it, and the woodwork of the doors and frames were a rich oak. A wide staircase, also tiled in marble, made a gentle slope up along one wall to the second floor.

"Lady Gwendolyn will be down in a moment," the gent announced.

"I do hope I haven't kept you waiting," a feminine voice called from somewhere slightly higher up.

Jon looked up to see a radiant figure standing at the top of the stairs.

Wearing a wonderfully dark pink dress, Gwendolyn looked down at the man who was taking her out for the evening. His text the previous evening had caught her by complete surprise.

Would you be available tomorrow evening, say 6pm, to join me for a show, and dinner afterwards?

Of course! The fact that he asked her out was not lost on her. What did that mean? Was he taking their relationship to a new level? She would be happy if he were. Her feelings towards her Master were somewhat complex, but she understood there was the craving for the animal lust he lured out of her, and the affection she held for the man. Both tore at her with equal strength.

Gwen slowly descended the stairs, allowing Jon to get a better look at her, and the gown she was wearing. The top half was styled like the cheongsam, where at the waist, the dress hung rather loosely to her ankles. The clasps at the neck and collar accented the dress in a lighter pink. A pair of long pink opera gloves matched the dress and her pumps.

Holding the dress elegantly in one hand, she gently turned around to model her outfit. "So what do you think?"

"As radiant as ever, Lady Gwendolyn," the gent said.

She giggled and blushed slightly, "Thank you Jeeves."

Looking over at Jon, she asked, "And your thoughts?"

"I couldn't have said it better," Jon returned.

With a smile Gwen gave Jon a gentle hug, happily returned by her lover.

"Lady Gwendolyn," Jeeves interrupted. "I regret to inform you that your parents could not see you off for your ... evening out." He glanced at Jon, and then said, "They had pressing business to attend to, but they do give their best wishes."

"I appreciate that Jeeves," Gwen replied.

"I promise to take good care of her," Jon said as he cast an eye to Gwen, who blushed. She knew how well he took care of her; it was almost a dirty inside joke.

"See that you do," Jeeves returned, a protective tone in his voice.

"Jeeves ..." Gwen cut in, "Please, he's just escorting me to the theater and then dinner." She linked her arm in Jon's and patted his shoulder.

"I apologize, miss," he said as he opened the front door for the couple. "Do have a good evening."

Gwen smiled at the butler as she walked with Jon out of the house and towards his car. "Sorry about that, sir," she said affectionately. "He's a bit protective."

"I don't mind," Jon said as he gave her backside a playful squeeze though the silk fabric of her gown.

Gwendolyn emitted a surprised ‘eep' and looked over at Jon. "You know, I'm not wearing any panties."

"I do now," he replied as he held the car door open for her. It seemed she was opening a door for him by her actions. Maybe there would be more to the evening than he had been.

-----

Sitting together in a private box, above and to the right of the stage, Jon and Gwen enjoyed the opening acts of the Andrew Lloyd Weber musical, CATS. If someone were to see them they would appear to be a ‘normal' couple enjoying a show, and indeed, at that moment they felt that way, too.

It was not the first time Jon had reserved that particular box, and he had chosen that one for the performance that night knowing that the seats were only visible from the stage and the boxes directly across the theater.

Jon hadn't planned to make any advances on Gwendolyn at the theater, but her revelation that she wore no panties had fired up his imagination and his desires.

As the second half of the musical began he leaned over and spoke softly in Gwen's ear. "I want my cock in your mouth, now."

Gwen's face reddened. "Here?"

"Now, Concubine. Do as you're told."

Concubine! Oh god! It made her so horny when he called her that! She longed to be his little plaything; to command as he pleased. The authoritative tone of his voice pulled every string of her psyche.

Turning slightly in her seat, Gwen collected the silken fabric of her dress and held it up slightly as she sank to her knees in front of her Master. Jon smiled as he watched her glide smoothly from her seat, knowing that she had held her dress so as to not end up kneeling on it.

Glancing across the theater he could see that her actions had not attracted any attention, and now that she was kneeling it would appear that he was alone in the box.

Gwen quickly unbuckled Jon's belt, unbuttoned his slacks, and pulled the material down, along with his briefs, to expose his hardened cock.

Lowering her head, Gwen kissed the dome of Jon's cock. She'd been with other men...well, boys really, but she loved the size, shape, and feel of Jon's hard cock more than any other. When they were apart she found herself daydreaming of his cock. More times than not, these daydreams led to very moist panties, and then quite often the feel of her fingers inside her pussy. A poor substitute, but effective.

Her panties would be quite wet now, if she were wearing any. Sinking down onto Jon's stiff rod, Gwen felt dizzy from arousal. She had to force herself to come off his cock long enough to breathe.

Jon reached down with both hands and held her blonde head in place.

"Just stay right there, sweetie. Don't move up or down, just kneel there like a good little slave-girl with my cock in your mouth."

Gwendolyn obeyed, even though her strongest desire was to suck on him, to bring his length down her throat. It was much harder than she imagined, just to kneel there with him in her mouth and not move on him. How long was he going to keep her there like that?

Glancing up, she saw that he was watching the show. He wasn't paying attention to her at all, or showing any sign that his ‘slave' was kneeling between his legs with his cock in her mouth. She sucked in a big breath through her nose and then exhaled it, repositioning her arms to better support herself.

By the applause, Gwen could tell another act had come to an end. The show must be almost over, and still she was forced to remain where she was.

Was she being forced? No, not really. She could have refused, but...why would she? She had fantasized about being Jon's slave, and if it pleased him to have his cock in her mouth for the rest of the night then she would continue. These thoughts only heightened her arousal and made her desire to stroke his length even stronger. More than that, though, she desperately wanted him to take her. Right there, right then.

As she knelt dutifully with the object of her desire resting in her mouth, she imagined herself sitting on his lap, watching the musical, with his hard cock buried deep inside of her. She would gently lift herself up and down on his shaft...oh fuck, she would lean forward against the gold plated railing that ran along the edge of the box while he drove his cock into her. The buttons along her neck would pop off and fall on the audience below as he ripped her gown, exposing her breasts, and she wouldn't be able to stop the cry as he drove her to a incredible orgasm, and everyone would look up and see her; half naked and crying out in...

"Stop!" Jon hissed as he gripped Gwen's hair and pulled upward. She suddenly realized she had been sucking on Jon's cock and moving her head again.

"Sorry, Master! I didn't mean..."

"Sit up here," he patted the seat next to him. "I don't want you to miss the ending. I hear it's sensational."

Gwendolyn sat back up in her chair as Jon stealthy fixed his trousers. He reached over and held his concubine's hand. He could see her chest rise and fall and knew she had become very aroused by what he had just made her do.

When the show ended, they returned to his car and made their way across town to a restaurant that Gwen recognized as being right next to the law offices that her parents owned. The restaurant was famous for their steaks, and also impossible to get into.

Maybe Gwen shouldn't have been surprised when she and Jon were whisked away to a secluded table as soon as they arrived. Jon did all of the ordering and knew the waitress by name.

"Slide over closer to me, Concubine," Jon said, patting the space between them.

Gwen slid along the rich leather seat of the booth until she was shoulder to shoulder with her lover. He poured a little more wine into her glass and she took a sip.

"What were you thinking earlier when you were kneeling in front of me, holding my cock in your mouth?"

Gwen blushed. Having those erotic fantasies was one thing; vocalizing them was quite another!

"Tell me now, or I'll have you stand up right there and lift your dress up over your waist." Jon was pointing to a spot in front of their booth, in the open aisle.

The thought of doing that struck terror in the young woman's heart. She wore no panties, everyone would see her! She could refuse, but Jon would likely abandon her after the evening was over, if not before.

Embarrassed, Gwen blushed even a deeper shade of red. "I was fantasizing about you making love to me in the theater, sir."

"Making love?" Jon asked, as his hand went below the table and began pulling up on the fabric of Gwen's gown. "It was a nice, gentle, motion then, nothing that would attract attention?" He had pulled the dress up enough to slip his right hand between her legs and his fingers were now touching the wet flesh of her labia.

Gwen opened her legs wider to expose herself to his fingers. "No sir," she whispered, "you were taking me violently, and I was unable to stay quiet."

"I was taking you with force, then?" Three of his fingers sank easily into Gwen's vagina, causing her to gasp in surprise. She looked out at the other guests, all in their finest clothes, eating and chatting away. And here she was, relating her erotic fantasies to a man with his fingers buried in her privates! She wanted to close her legs on those fingers, to pump herself against them. The urge to orgasm was growing intolerable!

"Yes!" she said, a little more loudly than she would have liked. More softly, "yes, sir, you were fucking me...quite roughly, too. Oh my god!" Gwen looked over to see movement coming their way.

Jon looked over and recognized Gwen's parents. He sensed his concubine moving back in an attempt to dislodge his fingers. This movement only served to make him bury them deeper inside of her and use his other fingers to grip her crotch.

"I don't believe this!" Gwen's mother said, as the two came up to the table. "Gwendolyn, we're so happy to see you."

Jon removed his hand and slid out of the booth to stand and introduced himself to her parents. Gwen realized instantly that his fingers must still be coated with her vaginal juices, and now he was shaking her father's hand!

"Oh," her father said, unconsciously wiping his hand on his slacks. "I just read about you in the paper...fashion section, right?"

Jon was about to reply, but was cut off by Gwen's mother. "You're the designer? My God, Gwen, you knew this and didn't mention it? I thought you were going out with a boy from school."

"My apologies," Jon spoke up, "If you don't feel this is appropriate, I can assure you..."

"Nothing of the sort," Gwen's father said. "We're very pleased Gwendolyn has found a successful man such as yourself..."

"A fashion designer! Wait until I tell the girls..."

"Excuse her enthusiasm...."

Gwen sat, silently watching the discussion going on before her. She felt like she should say something, but her brain and her mouth didn't seem to be connected. Maybe it had something to do with what Jon had just been doing to her beneath the table, or maybe she was still frazzled from her performance at the theater.

Either way, she sat dutifully in the booth watching her lover interacting with her parents. What if they ever found out what she'd been up to? A fresh wave of embarrassment swept over her.

"Would you care to join us?" Jon asked, motioning towards the empty side of their booth.

Gwen's father reached out his hand to shake Jon's again. "Thank you, but no. We have clients at our table that we need to get back to."

"We have to fly out to Denver with our clients, dear," Gwen's mother said to her. "We just thought to get a bite to eat while the jet is being prepared for the flight."

Everyone said their goodbyes, just as Jon and Gwen's dinner was being brought to the table.

"Now where were we?" Jon asked, as he picked up his fork with his right hand, and moved his left under the table again.

Gwen smiled and lifted her dress higher, allowing his fingers to return to her pussy. She ate her delicious meal with a smile, happy that her Master was once again doing something to her that would never cross her mind to do. She had a feeling, by how he was fingering her, that making her climax was not his intention. But God how he was keeping her on the edge!

Two hours later, they were walking from Jon's car to her front door. His hand was groping her firm ass through the silken fabric of her gown.

"Careful, sir," Gwen protested playfully. "If Jeeves catches us, I'll be grounded for the rest of my natural life."

Jon raised an eyebrow. "I wouldn't mind grounding you like that," he told her with a wink.

Gwendolyn laughed. "I'm sure you'd love to do that, sir," she laughed. "And I'd enjoy every minute of that attention," she said softly, but her confession was sincere. She opened the door and pulled Jon in behind her.

"You know, since my parents are away, could you maybe..." she looked down, a little embarrassed. "I don't know...tuck me in?"

Jon caressed her cheek and gave her a kiss. "Of course, I'll tuck my sweet little pet in. Lead the way." He gave her a playful slap on her backside to punctuate his command.

Gwen smiled and led her lover up to her room, quietly opened the solid oak door and waited for him to enter.

Jon admired the spacious room. There was a large bed along one wall, a huge walk-in closet, and a wooden framed full sized mirror next to it. A large flat screen TV was mounted on the wall opposite her bed.

"Now to get you out of those clothes," Jon said with a playful smile. He led her to the mirror and, as he looked over her shoulder, unfastened the clasps of her dress, gently pulled it from her shoulders, and down over her breasts.

Excitement grew in Gwen's loins. She couldn't believe her lover was actually undressing her in her father's house!! This was so wrong; breaking every rule her father had set. Sure, she was in college, but "while living in MY house you will follow my...blah, blah, blah..."

Gwen's attention returned to Jon, who was guiding her dress over her hips and letting it fall to the floor around her ankles. Standing in front of the full length mirror, Gwen looked at herself, and Jon behind her. She was naked except for her thigh high sheer pink stockings and arm-length opera gloves. Jon hugged up against her bare backside and brought his hand around her, towards her tightly cropped triangle of pubic hair.

"You were the most beautiful woman out there this evening," he cooed as he kissed her naked shoulder. "You looked like an angel." His hands roamed up her nakedness to her soft breasts. He fondled her gently, rolling each of her nipples carefully between his thumbs and forefingers.

Gwen sighed happily and leaned back, enjoying the soft caresses of his strong hands.

"Sir," she spoke softly, "may I ask you something?"

"Of course, sweetie," Jon responded happily.

"You do know how to flatter me." She turned around and put her hands on his chest; the pink opera gloves seeming to be a brighter pink in contrast against his white shirt. "Can you maybe, stay the night? Please?"

With a grin, Jon gave her a kiss and held up a finger, "under one condition."

"What is that, sir?"

"You must wear your collar for me."

Gwendolyn's eyes widened. She would happily be his slave; to submit to him freely. But to wear her slave-collar under her father's roof as she broke just about every one of his rules on courting and bedding? This was a new extreme!

"I will," she said after a moment of silence. She went to the small chest of drawers under her TV set where she kept the clothes and other items that her lover had given her. Opening the bottom drawer she dug around for a second and pulled out her collar. Returning to Jon, she knelt in front of him and held her hands up; her collar lying across them. "My collar, Master."

"Thank you, sweetie," Jon said, taking the collar. He gently put it around her neck and helped her stand up; giving her a soft kiss once the collar was on his pet. The look that she now had was almost regal. "You're such a good pet. Now get onto the bed."

Gwendolyn happily did as she was told, laying on the soft sheets, waiting for her master. Looking back, she watched as he undressed and then came to lie next to her.

"I do love being with my sweet little Concubine," Jon said as he ran his hand along the inside of Gwen's thigh. He leaned over and let his fingers slowly make their way up to her most sacred flesh and dance across her neither lips.

With a loud gasp, Gwen opened her legs slightly and enjoyed the teasing of his fingers. "Ohhhh, yes, that's nice. Keep going …." she whispered as she felt the tingling waves of pleasure radiate from her loins.

"I'm far from done," Jon whispered into her ear as his fingers still probed Gwen's soft hot flesh.

"That...feels so good," she said between measured breaths.

Jon chuckled as he looked down into Gwen's beautiful blue eyes. He saw her give him a slight smile and knew what he was intending to do was indeed working.

"Then I know I am doing what I should," he said as he repositioned his fingers and began to climb over her.

Jon lowered his head and ran his tongue over the stiff nipple of the woman below him. He heard the gasps of pleasured surprise as he moistened the naked flesh. He took the nipple in his mouth, ever so gently running his teeth over it, taunting and pulling on the delicate hardness. Eventually, he gave way to tenderly suckling on the bosom of his lover. With one swift suck, Jon forced two fingers deep within her, heard a heated gasp of pleasure, and felt the woman below him tremble passionately.

Gwen's panting became louder as she felt the fingers within her stoke the excitement in her loins, and also enjoyed the suckling of her master on her breast. As the suckling continued she felt the pleasure increase within her. With little warning, she felt a hard suck on her breast at the same time she felt a forceful thrust into her loins. She growled loudly and waves of passion flooded over her. As she felt her climax near, her panting became deeper, more ragged, and louder.

"P-please, Master," she said between pants, "take me now."

"If you insist," Jon whispered into her ear.

Her groans of pleasure were punctuated with short but heated kisses on her master's face and neck. Her hands rubbed his back and found their way to his buttocks, pushing him in, encouraging him with each new and gentle thrust into her.

Jon repositioned himself between his concubine's open legs and gently held his now-hardened member. He guided the head to her neither lips and gently pressed his flesh to hers, moving his organ up and down ever so slightly, teasing her even more.

"By the saints," Gwen panted, "You're such a tease."

Jon just smiled as he pushed his member into her. He pushed forward slowly and steadily and Gwendolyn let out a long deep breath as she felt him enter her. The entrance of his member though her soaking flesh was a hard mixture of anticipation and pleasure.

He eventually came to a stop as his member was fully buried within her, his testicles, firm and round, resting against the silk fabric of her sheets.

"More," Gwen begged in a weak voice.

Jon began moving his heated flesh slowly in and out, but increased his penetrations with each stroke. Each motion felt as though he was going deeper and deeper within her. With each penetration Gwen let out a moan and cry of pleasure.

Jon continued to pump his member rhythmically into her privates, stroking the smooth alabaster skin of her back, kissing her neck and feeling her hands press his buttocks harder and forcing him deeper with each thrust.

Gwen couldn't help but let out a pleasured grunt with each new thrust into her neither lips. The pain of his entrance melted into a new wave of pleasure with each thrust from her lover's cock.

His gentle rhythm slowly increasing, his swollen orbs pressing against her neither-lips and the friction of his flesh on hers brought her new and deeper senses of pleasure. With the increasing waves of pleasure she felt a heated mass well within her and knew that it was her impending release.

Jon felt a heated excitement rise up in his member and slowly move its way along his shaft to encompass and tease him to the tip. His rhythm was now fast and hard as he enjoyed her pleasured cries and her heated flesh pressing against him.

Gwendolyn's head swam with the waves of pleasure crashing over her body. She felt the fire well up within her and knew that it would explode without notice on the next few thrusts by her Master.

Jon forced his member into his lover hard, and deep, feeling a massive explosion from his swollen orbs, shaking its way through his shaft and rocketing out the head into the woman below him. He let out a deep moan of pure pleasure as he clinched his lover's body to him. His body shook with the wave of pleasure that overtook him.

With the heated explosion of what felt like lava enter her, Gwen felt the fire from her body exploding, first downward, then upward through the rest of her body. Her own sexual fluids covered her lover's member, and sprayed outward, covering his orbs and part of his inner thighs.

Both lovers lay on the bed panting deeply and stroking each other as they coasted down from their mutual orgasm.

"Y-you...were..m-marvel-lious," Gwendolyn told her Master between pants as she stroked the side of his face.

"I am glad you liked it."

"I loved it."