Loading...Rob entered the bar apprehensively. It was warm and lively. He had never done anything like this before. What was he thinking? He had a very strong urge to return to his room for a quiet evening of reading. But he promised and a promise is a promise. Although he could just tell … NO! That would not be right.
He scanned the room, which made his stomach sink further. It was filled with what looked like multiple fraternities and sororities who had started their party long before he arrived. Here he was, a mature, professional successful person in a room filled with … well … kids. What in the hell was he doing? He did not know. The urge to bolt was stronger than ever. He settled down and moved to the bar and ordered a bourbon and water, for which he was rewarded with a strange look from the blond, blue-eyed bartender in a tight t-shirt showing a very deep cleavage and who was probably 15 years younger than he. He settled in to watch the basketball game on the TV and before he could take a sip, a body slammed into his back, spilling his drink on the bar. With a disgusted look, the bartender poured him another.
Somewhere in the middle of his second drink he heard “Kahlua and cream” in a voice very different from the others around him. He turned and looked to see a very lovely woman sitting next to him. Looking Rob up and down and smiling, she yelled “You look a little out of place.”
“Yes, and I feel like a chaperone at the prom,” Rob replied loudly over the blaring sound of some youthful band. “What about you? What is a lovely and worldly woman doing in place like this?”
“Worldly? That is an interesting choice of words,” the woman loudly responded with a twinkle in her eyes.
“I meant nothing but the highest respect. You have the air of a woman in her prime. A strong and established, but fun-loving woman,” he quickly covered.
“You can tell that from one drink order? My, you are good,” she rejoined.
“Sarcastic too! I like that!” Rob shouted.
“You seem honest and mostly harmless. I see only one drink. Does that mean you are here alone or does the other person not drink?” she asked.
“Sarcastic, observant, AND forward aren’t you! Yes I am alone.”
“Good. Hi, my name is Caroline. I know of a quieter place and I would love some adult company or should I say worldly company?” Caroline screamed over the music as she presented her hand.
“Touché! I’m Rob,” he surrendered, shaking her hand. It was warm and soft. “Lead-on McDuff!”
Rob followed Caroline through the crowded bar and into a small lounge. It was a pleasant room, in an out-of-the-way corner of the lodge. She was right. The lounge was quieter with the sounds of jazz in the background and a real wood fire crackling in the large stone fireplace. They and the cocktail waitress were the only people in the lounge.
After settling in a corner table, Rob started, “You never did answer my question.”
“And what question would that be?” Caroline responded with mock innocence.
“What is a lovely and sophisticated woman doing in place like this?” was his response.
“I think the word you used was worldly?” she challenged. “If you must know …”
“I must! I must!” Rob contested. In the bar, trying to converse over the youthful din, Caroline’s voice was nothing special. However, now that the environment was quieter, Rob noticed just how sultry her voice was. It was soft and smooth and full of confidence.
“I had a rare free weekend so I got away. What about you? How is it that such a ‘mature’ man is trapped in such a conclave of youth?” Caroline answered.
“The weekend is a gift. So, what kind of work does one do to have all their weekends booked?”
“I make wishes come true,” she said with a wink.
“Wishes? Like the Make a Wish Foundation?” Rob asked
“You can say that,” Caroline answered mysteriously, looking directly into Rob’s eyes. “So who gave you this weekend?” she said, expertly drawing the attention away from her.
“If you must know …”
“I must! I must!” Caroline said smiling over the rim of her glass.
“It was my sister. She thinks I need to get away to meet people. So, she browbeat me until I accepted and then made the reservations. I was committed or more like condemned,” Rob said.
“She sounds a lot like me. I always get what I want. Ok Rob, if that is your real name, what do you do for a living?”
“I can assure you my name is Rob. But since we just met I will withhold showing ID because you would see my address. You are still a mystery to me and I cannot afford you being a spy or something.” Rob was enjoying this game. This mysterious “fulfiller of dreams” had the sexiest voice he had ever heard in or out of the movies. In addition, she was smart and gorgeous. What was not to like.
“A spy? Little ol’ me? I do declara. Do ah look like a spy?” Caroline countered, batting her eyelashes.
“Yes, as a matter of fact you do look like a spy. All the lady spies in the movies and TV are beautiful women, except that one in that old Bond flick,” he parried.
“Dr. No and the actress’ name was Ilse Steppat,” Caroline’s replied. “So you think I am beautiful. I have always wondered what qualities, physical or otherwise, men consider to be beautiful,”
“Actually, I think it was On Her Majesty’s Secret Service,” Rob countered. “Tell you what … um … Caroline, I assume since you are here with me that you are alone. Do you have dinner plans? My brother-in-law said there is a great steak house in town. I checked with the front desk and there is a shuttle that stops a block from it.”
“I would like that. Do I have time to go freshen up?” Caroline asked
“The shuttle leaves every half hour. So let’s say a little before 7:00 in the lobby?” Rob suggested.
“That would work for me,” she confirmed and they parted ways.
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“I have honestly never in my life seen any woman, much less one with your figure finished off a full Porterhouse, baked potato, and her Broccoli!” Rob said as they left the restaurant.
“You will find I am full of surprises,” Caroline rebutted.
“I knew it! You are a spy!” Rob said playfully.
Caroline laughed. A genuine and sexy laugh Rob thought as they climbed back on the shuttle. “OK you found me out. Want to come up to join me in the lounge for a Martini, shaken not stirred?” she said with a very bad impression of Sean Connery.
It was Rob’s turn to laugh. “I would love to. If you make the Martini a bottle of wine I get to pay for it. You did just pay for your half of the bill.”
“Deal! Besides, I ate more so I should pay for half,” she said, defending herself.
However, the lounge was closed for a private event. “Tell you what,” Caroline started, “if you promise to be a good boy, we can share that bottle in your room.”
“I am ALWAYS a perfect gentleman and would never take advantage of the situation,” Rob answered.
“Fine then, lead on McDuff!” she commanded.
Rob opened the door to his room and let Caroline in. He grabbed the ice bucket and quickly went down the call and filled it to chill the wine. In the mean time, Caroline kicked off her shoes and curled up in the reading chair. After pouring filling two cups (one glass and one coffee cup) and handing one to his guest, Rob pulled up the desk chair. Also removing his shoes, he stretched out, putting his feet on the bed.
Sipping their drinks they picked up their conversation from dinner. Rob, for his part kept his promise and was a perfect gentleman; much to his disappointment. Here he was with an absolutely beautiful woman, a woman of mystery. Caroline was not a voluptuous beauty like a Selma Hayek, but more of a refined woman like Dianne Lane or Rene Russo. Not only would he love to gently take her clothes off, lay her in bed and have wild, passionate, illegal in 13 states sex, but he was also entirely intrigued by the “Make Dreams Happen” description of her job. Hopefully she would be more open, to a lot of things, tomorrow.
Caroline yawned. “I am sorry. Oh my! Look at the time. I should probably go.”
“Too bad. But if you must I understand. I you have no plans for tomorrow I would enjoy spending the day on the slopes with you,” Rob intrigued.
“I would like that. Let’s say ten o’clock? At the ticket counter?” she suggested as she stood and slipped on her shoes.
“Perfect,” Rob agreed also standing. While he was looking for his shoes, Caroline moved closer and surprised him by pushing him to the bed. Moving between his legs, she purred, “You’ve been such a proper gentleman even though I know what you have been wishing for all evening. Remember? I make wishes come true. Plus, I’ve longed to see what this looks like all evening.” She quickly unbuttoned and unzipped his jeans.
“Nice,” Caroline whistled as she took Rob’s manhood in her delicate hand. Wrapping it around Rob’s flaccid member, she started to massage it, encouraging it to come to life. Rob was too surprised to move. All he could do is lay back and watch the woman of his wet dreams jerk his cock to life.
As Rob stiffened, Caroline changed her movement, adding twists and turns to her strokes. Caroline raised her eyes and looked directly into Rob’s. Her smirk portrayed complete confidence and a knowing way. She did not speak but continued to stroke.
Caroline’s grip was firm but gentle. Some of her strokes ended at the base of the head of Rob’s cock, other times she caressed his swollen head. Her other hand cuddled his balls, lightly massaging the orbs with her fingers. Ever so slowly, her fist moved the length of his cock. By his reaction she knew he was going crazy. Each downward stroke was slow and smooth, sending a long seductive pulse through Rob’s entire midsection. Each upward stroke was quick, creating short electrical bursts. What seemed like an eternity to Rob, Caroline masterfully kept his urges from spilling all over him. Just as he would reach a pinnacle, she would stop.
“Hush. Please don’t stop!” Rob struggled to say as his hands moved to finish the job.
She slapped his hands away. “What’s the matter? Big man cannot handle a little excitement?” she teased. Caroline continued to torture Rob as she stared into his eyes with a lustful smirk on her lips. Gently stroking up and down, Caroline would twist her palm across the now purple head. She knew that Rob would not last much longer. “I think you might want to pull your shirt up some,” Caroline purred, her voice dripping with seductiveness. Rob did as she commanded. Caroline sped up her stroking. Rob’s head fell on the bed as he erupted. His sweet elixir shot all over his stomach. “Oh My! You seemed to have made a mess, let me help you clean it up,” she said as she licked Rob cum off his skin. She finished by engulfing his softening manhood, sending shivers up Rob’s spine.
As Caroline walked to the door, she called to Rob, “See you tomorrow at 10:00.” And she let herself out leaving Rob stunned and speechless.
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Rob was awakened by the phone.
“Good Morning my perfect gentleman. I hope you slept well and had pleasant dreams. Have you looked at the weather? It looks like it’s going to rain and sleet all day and I hate to ski in wet weather. Why don’t you meet me for brunch and we can discuss alternative plans. I had such a great time last night. Thanks for being true to your word. Most men I know would not have kept their word. So, let’s say 11:00 in the main restaurant?” Caroline streamed in a very perky voice; a very annoying and perky voice.
“Uh … brunch … main restaurant … 11:00 … sure,” Rob grunted.
“Great! See you then.” And Caroling hung up.
The fog lifted from Rob’s mind as he curled back under the bed-clothes. A smile appeared on his face as memories of the last evening opened in his mind. Smiling, he left the warmth of his bed and opened the curtains to what looked like a cold and dreary drizzle. The Weather Channel and the local radio station confirmed Caroline’s forecast. So Rob took a nice long, hot shower, shaved, and got dressed.
Having more than an hour until brunch he opened the literature for local points of interest. There was what looked like a small museum in town, plus a movie theater. There was a matinee performance of Shakespeare’s “The Taming of the Shrew” at the local college and an evening performance of “Rumors” by a local theater company. Any of those events plus dinner would be great.
He sat for a long time thinking about the previous night and his “reward” for being a gentleman. She certainly had surprised him. However, the look in her eyes during her handjob intrigued him more. It was a look he had not seen in a long while and he certainly liked it.
Rob stopped by the concierge’s desk for more information on the way to brunch. The restaurant was packed but Caroline had gotten them a table and was waiting for him as the hostess showed him to their table.
“Shakespeare! I love Shakespeare and I have not been to a play in a very long time. That has my vote. Besides, I doubt very much if this crowd would follow us there,” Caroline commented, indicating the young people around them.
“You are probably right so let’s go see the Bard,” Rob agreed. The show did not start for a couple of hours so Caroline and Rob wandered through the town and took a quick tour of the town’s museum.
“No one does comedy like Shakespeare,” Caroling mused as they walked through the slushy streets back to the shuttle stop. Half way there, it started to rain heavily. A cold rain, mixed with sleet. A totally miserable rain and both Rob and Caroline were soaked by the time they reached the shuttle.
“Why don’t you go change and come up to my room. Here is a key. Since men take less time cleaning up, go ahead and let yourself in if I do not answer,” Caroline instructed as they approached the lodge. “And remember, gentlemen get rewarded,” she whispered in Rob’s ear while squeezing his thigh.
Twenty minutes later Rob was knocking on Caroline’s door. After no answer on the second knock, he did as instructed and let himself in.
Rob was impressed. Caroline’s room was the honeymoon suite, complete with living room, a gas fireplace, and large flat screen TV. “Spies must be paid more than I think,” he declared.
Rob called room service and ordered a couple of bowls of clam chowder, a couple of side salads, a bottle of white wine, two glasses, and a bowl of fruit for good measure. He lit the fireplace and moved a small table and chairs closer to the fire. Still no Caroline; so he went to the large glass doors to take in the view. Caroline’s suite was at the top of the resort (the fourth floor) and looked over the skating rink. Rob could also see the slopes and watched the few hardcore skiers on the slopes until room service arrived. Indicating to the waiter to set the tray on the table, he signed the check, adding something extra. Closing the door behind the waiter, he locked it.
“Dinner! You think if everything,” Caroling announced from the bedroom door. She was wrapped in a towel and had a towel on her head. “Sorry I took so long, but I see you put the time to good use.”
“Thank you. I try. You clean up nicely,” Rob noted indicating for Caroline to sit.
“Nice try. Give me a minute to put something on.” Caroline purred and she picked up the bottle. “Nice choice by the way. There is more to you than I think,” she teased as she slipped into the bedroom. Just before entering the bedroom, Caroline turned and blew a kiss from over her bare shoulders and gave Rob a very lust wink.
Rob stood and stared dumbfounded at the closed door. “I must be dreaming,” he said to himself while shaking his head. He slumped on couch and watched the fire, lost in his thoughts.
Caroline emerged from the bedroom a short time later, wearing a USA Olympic Team warm up suit and fleece slippers. Her hair was pulled back into a ponytail. “There … I’m more comfortable and very hungry. Let’s eat!”
Dinner was a blur. Caroline chatted happily while Rob nodded and agreed with her. All Rob could think about was the previous night, Caroline’s flirtatious comments and gestures during their day together and that sexy bare shoulder and lusty kiss blown his way. But, while he did not expect her to return naked or wearing lingerie, he certainly did not expect Caroline to come out in sweats. He was confused to say the least.
“Most men fantasize about being dominated,” Caroline said nonchalantly.
Almost spitting out his wine, Rob was shocked out of his thoughts. “Uh … excuse me?”
“Really! Most men fantasize about a woman dominating them. As I mentioned when we first met, I have made a career of making dreams come true. And are not fantasies just another form of dreams?”
Rob did not know how to answer her but watched as Caroline’s demeanor changed to a very business-like one; even her tone of voice changed to a deeper, more serious and confident tone. “I have had such a great weekend and you have been a wonderful host. Most men I spend time with have only one thing in mind and I am sure that was part of your plan for this evening, with the dinner and wine. So I have a proposal for you. We can finish dinner and this wonderful wine, have some pleasant conversation here by the fire and you can hope to get lucky and who knows maybe you will. Or you can give yourself to me, totally. I take complete control of the rest of the night and I can guarantee you an evening you will never forget. So now my gentleman, it is up to you. Are you going to stay in your comfort zone and hope for a great roll in the sack or step out on a limb for a night of intense passion?”
Rob sat staring into Caroline’s eyes. “Shit! I did not expect this,” Rob thought to himself. “What did she have in mind? What does ‘give myself’ to her mean? Well, Rob old boy, you wanted to have some fun this weekend. It is one night. What could be the worst thing that she could do?” Rob did not answer that last question, because frankly he did not want to know. “Can I get some more information on your plans?” He asked her, knowing the answer.
Caroline leaned back in her chair, sipped her wine and said “No”.
“Remind me never to negotiate with you,” Rob said. “If you intended to kill me then I do not think you would have invited me to your room. I am wary but intrigued none-the-less.”
“So my gentleman, what is your answer?” Caroline pressed.
“Madam, I cannot, in all good faith leave this room without knowing what you have in mind. So since you will not tell me I must accept your proposal. I only ask that you please be gentle,” Rob agreed.
“Perfect! I am glad you acquiesced. I would have been greatly disappointed if you had passed on my offer,” Caroline announced. “First let’s get some of these lights off.”
Caroline finished her fruit while Rob moved around the room turning off the lights. He kept the fire lit but low.
Sensuously licking the whipped cream from her fingers, Caroline announced “Now we can begin”. Standing, she slowly peeled off her warm-up suit. Underneath, she wore a black leather bustier that enhanced her cleavage significantly, a leather thong, and black hose. Caroline walked over to a side table and pulled out a pair of high healed ankle boots and a riding crop. She slipped on the boots. Standing with hands akimbo, Caroline asked “Do you still want to go on? You can walk away now and I will not think less of you.”
“No. I wish to continue,” Rob announced.
“Good. So here are the rules. From this moment on I am in control. You will address me as Ma’am, Mistress, or Mistress Caroline. You cannot speak or act in any independent manner. You may not touch me or yourself without me first giving you a direct order. You may not look me in the eye and you may never be taller than me without permission. Understand?” Caroline commanded.
“Yes,” Rob answered.
“Yes what!” Caroline barked.
“Yes Mistress, sorry Mistress Caroline,” Rob quickly answered.
“What a quick learner you are. You may come over here and kiss my cheek,” she rewarded.
Rob stood and started to her. “STOP! You may not be as smart as I thought. Tell me the rules and you best not forget any,” Caroline order
Rob repeated what she had instructed. “There is hope for you after all. But I do believe that your luscious hair is closer to the ceiling than mine. So what do you think of my hair?” Caroline purred.
“It is wonderful, there is no more luxurious hair in all the world,” Rob said as he knelt and crawled to his Mistress.
“You are a bad liar. But, I will let it pass this time because you meant well. I still need that kiss,” she said as she lounged on the couch, crossing her legs.
Moving on to the couch, he placed a kiss on her cheek. “That was nice,” she remarked. “In my bedroom is a small back suite case. Fetch it! You may stand. Besides, your ass looks fucking good in those jeans and I want to get a good view,” Caroline amused. “MMM … MMM … Good, I do believe that ass of yours is a 10. Walk slower my pet. I want a good show!” she jeered
Caroline’s bag was sitting on the bed. He grabbed it and returned to his mistress.
“Good boy! Now sit!” Caroling commanded, pointing to the couch. Rob quickly sat.
Caroline leaned over her pet and placed her hands on Rob’s thighs so her cleavage was in his direct sight. She lingered there swaying her hips. When Rob’s eyes drifted to her cleavage, she grabbed Rob’s chin and exploded, “My eyes are up here!”
Quietly and clearly Caroline said, “I want you to crank up that fire and turn up the … heat; make it nice and toasty in here because we may not have much on this evening. At least you may not. Then pull everything from the bag and arrange them neatly on that table,” she nodded to coffee table behind her. “If you do these things well I will reward you. Do them not to my liking and you shall be punished. You may stand to accomplish this. Oh and by the way, no touching yourself if you get my drift.” Caroline gave Rob one last peak at her cleavage and stood up.
Rob did as he was instructed. Caroline sat on the couch and watched with a running commentary of “Nice ass … bend over like that some more my pet … Is that a banana in your pocket or are you just glad to see me?” She grabbed Rob ass and used her riding crop to tease his cock through his jeans.
“Bring me those black gloves my pet,” Caroling instructed. Rob knelt in front of his mistress and held the gloves out. “My you do learn,” she said as she donned the velvet gloves. She looked over his shoulder at his preparations. “I guess that will do,” she said. “Stand by the fire” she commanded. She walked seductively to Rob and placed a small kiss on his cheek, at the same time “accidentally” rubbing her palm across his semi-erect cock. “Oooo, looks like someone has some more ‘hard’ work to do.” She returned to the couch.
“Now my boy-toy, strip! Take everything off except your underwear. And I want a performance, make it pleasing and interesting to my eyes. Perform well and maybe I will reward you more this time. Do it poorly and you will be punished. Again no touching yourself,” Caroline said seductively.
Rob did as he was told. He slipped off his shoes, and slowly unbuttoned his shirt. He pulled it off and threw it to his right. He rolled his undershirt over his head and threw it to his left. “Oh my, you are yummy,” Caroling purred. Taking off socks is not the most graceful of motions but Rob succeeded, hoping he was not too awkward. He slowly unbuckled his pants, trying to emulate his vision of a Chippendale dancer. Turning his back to Caroline to give her a view of his caboose, he slowly lowered his pants to the floor and stepped out of them.
Stepping up to Rob, Caroline placed her crop on his chin and encouraged him to stand. “Very nice … Very nice indeed my pet,” she said rewardingly as she walked around her boy-toy. “However I specifically told you not to play with yourself,” she said sternly “but I definitely saw your hand brushed that beautiful cock of yours. You both pleased me and disappointed me.” With one swift motion Caroline placed one swift swat across Rob’s ass with her riding crop, making him wince. Grabbing his chin and looking straight into his eyes, she addressed Rob sternly, “That was your punishment. Do not disobey me again or the punishment was will be more severe.” Softening her composure, Caroline raced one gloved finger over the line of Rob’s chin. “However I do reward those who please me and you did perform well.” Caroline pulled Rob’s face to hers and placed a long sensuous kiss on his lips. She forced her tongue into his mouth and performed her own dance. Disengaging, Caroling started to rub Rob’s manhood, through his underwear with the palm of her hand.
“Gee, I kind of remember doing something like this last night,” Caroling giggled and she rubbed Rob cock. “It feels just as I remember it. Nice and hard. You really do have a beautiful cock, my pet. Not too big and not too small. Just the right size,” Caroline lustfully whispered into his ear, biting it gently. “You must have pleased many women with that cock. I bet each and everyone screamed ‘I’m cuming’ and ‘fuck me … fuck me’ as you rammed that rod into their wet pussies. Do you have a favorite pussy my pet? I bet you do. Some little empty headed blond bimbo with big jugs you bagged after plying her with some wimpy fruity drink. A trophy notch on your headboard, was that what she was? Well you might as well get that slut out of your horny little mind right now my pet. Because the pleasure you felt banging that little minx is nothing like what I can give you. I will be the best fuck you will ever have; if I decide to fuck you. I may just make you finish off by yourself,” Caroline announced as she stepped away from Rob.
“Sit!” Caroling commanded. Rob sat on the couch. Caroline straddled his lap and put her arms around his head. She positioned her cleavage right in front of his face. “You want to see more my pet?” she giggled. “I have a job for you to do. I am getting hot and bothered. All this fun has made me wet. I do not want to ruin these panties. They are my best pair. I want you to take them off,” Caroline pouted. Rob moved his hand to complete his task. “Stop! Using your hands would be too easy. So you cannot.” Caroline stood. “Stand and put your arms behind you back.” She retrieved a pair of soft cuffs and cuffed Rob hands. “Now my pet, take my panties off. Oh by the way do not touch my pussy. That is your final reward, if you earn it.”
With some difficulty, Rob knelt in front of Caroline. “My Mistress, please forgive me but I may have a problem. The garters and stockings on your absolutely luscious legs are keeping me from accomplishing what you ask,” Rob said demurely.
“Why so they are. How silly of me. You did well my pet,” Caroline said patting Rob’s head. She commanded Rob to stand and with some difficulty he did so. “For now, I am going to release you. However, it you touch anything except what I tell you, you will be punished. Turn around and bend over. Damn, you do have a fine ass. The kind I love to fuck,” she said while she then ran a single finger from his balls, up his ass, pressing it gently against Rob’s sphincter. Caroline removed the cuffs, freeing his hands.
“Turn around, my pet,” she ordered. Sitting herself on the coffee table, Caroline lifted her leg and placed her booted foot on Rob’s erection. “You may remove my boot,” she informed him. Rob, smoothly removed his mistress’ boot. It was quickly replaced by the other foot, which Rob removed fluently. “I love those boot, but they do pinch my feet so,” she cooed as she rubbed Rob’s rock hard cock with her stockinged foot.
“Kneel!” she ordered. Rob did so. Placing one long leg on his shoulder, she unsnapped her garters. “Would you mind removing my stocking, my pet?” it was not a request. “Do it nicely.” Rob slowly rolled Caroline silky stocking down her leg and gently set it aside. “Now this one.” Again, Rob slowly rolled the stocking down Caroline smooth, toned leg.
Caroling stood moved to the couch. Lying sensuously on the sofa, she announced, “Now I think you can remove my panties. And I have changed my mind. You may use your hands.” Rob found the waist band of Caroline panties and gently pulled them over her long, svelte legs. Carline’s pussy was shaved and Rob could see her wetness glistening under the surface.
“So you see how wet I am. I am so wet and horny that we could fuck all night and we might still. But first think I need some relief. I am so aroused that I cannot think straight. Be a dear and hand me that red vibrator the table. That’s the one. Now, I want you to watch and learn; learn how to please a woman without using your dick. Watch, but do not touch, me or you.”
Caroline turned on the vibrator and simply pressed the vibrator against her clit. After a few moments she inserted the toy deeply into her womanhood. It glided in effortlessly and came out glistening. She was quickly fucking herself silly with the toy and rubbing clit. Loud moans and gasps emitted from his mistress. Rob could do nothing but watch the show. His cock was fully erect and aching to be relived. She increased the speed of the toy and Caroline became a woman possessed. Humming loudly the toy was like a piston of a fine motor. Her fingers were like the propeller of a racing plane. Rob watched his mistress become more aroused and more animated until Caroline exploded into strong and loud orgasm. She bucked her hips in the air as wave after wave of pure pleasure pulsed through her. Finally, after several minutes, Caroline exhaled slowly, removed the vibrator, and lowered her hips onto the couch.
Breathing heavily, Caroline asked, “Did you watch closely, my pet? Did you see how to please a woman? How a woman does not need a man to pleasure her? Did you see how much pleasure I gave myself?” she asked.
“Yes Mistress, I learned you do not need a man’s dick to get pleasure,” Rob answered.
“Good, I knew you were a smart boy. Now I have another lesson for you. Come here.”
Rob crawled to Caroline’s side. “Stand!” she command. Removing his underwear she noted “although I do not need it, your cock is a beautiful thing. I would play with it all day.” She promptly took his entire erection into her mouth and ever so slowly it deep into her throat. After slowing pulling Rob cock all the way out to the tip, she licked the soft underside of his shaft, slowly from balls to tip. Caroling made sure that there was lots of slurping sounds. Rob was very aroused and could barely keep from cuming. He drew on all his will power to keep from cuming on her face.
Caroline suddenly stopped and sat back on the couch. “Like I said, I could play with it all day and night; maybe another day. But, for now, I am going to teach you a lesson. I guess that you are like most men. You get into a pair of cheep granny panties, get your rocks off then leave your conquest unfulfilled. Maybe that is the way you think your bimbos like it? Are you that type my pet? Well I am not one easily conquered. I demand all I can get from men. So,” purred spreading her legs, “if you want to put your cock in here, I get to fuck you first. Fetch me that satin bag,” she commanded.
Rob crawled to the table and received a quick swat across his naked bottom. Placing the sack in his mouth, he crawled back to his mistress. He presented the bag to her as if it were a gift. From the sack, Caroline pulled a tube of lubricant, a latex glove, a black leather harness, and a couple of dildos of varying sizes. “These are my favorite toys,” she said as she caressed the harness. “Now my pet, I will give you a chance to back out. We can stop now. You can get dressed and leave and there will be no hard feelings. But, if you want to have possibly the best night of your life, you are going to have to serve up that gorgeous ass to me. What will it be my pet? Do not take too long I bore easily,” she informed him.
“I wish to stay with my mistress,” Rob whispered.
“What was that? I could not hear you from way down here,” Caroline alleged.
Rob dropped to his knees and bowed and repeated his request, loudly this time. “Good, your cock looks too good to waste by jerking off. Go in to the bathroom and wash up, my pet. I want no messes,” she instructed. “DO NOT STAND!” Caroline called and gave Rob another had slap across his ass. Rob crawled to the bathroom to choruses of “MMMM, yummy ass. Your ass belongs to me. I am going to enjoy taking your cherry!”
When he returned his mistress had put on the harness complete with rubber cock. Standing with her “dick” pointing away from her, she pointed to the floor in front of her. Rob knelt submissively. “Now my pet, suck MY cock. Suck it good,” Caroline said as she shoved the rubber appendage into Rob’s mouth. Rob tried to remember how others had sucked him. He sucked and stroked the dildo just. “Oh, my pet, it looks like you have done this before,” she giggled as she pushed the rubber cock deep into Rob mouth. Caroline’s excitement grew as she exhorted Rob to suck her harder. Finally and surprisingly to Rob, Caroline exploded in another loud and powerful orgasm.
Sitting on the couch to catch her breath, she announced “I think it is time to take that anal cherry of yours. She instructed him to lie on the couch and pull his legs up to his chest. “I see that cock has lost some of its luster. But, I think I can coax it back to life,” Caroline said as she squirted a liberal amount of lube on her gloved fingers (she had removed her other gloves while Rob was in the restroom). “Do not be scared my pet, I will be gently,” she said as she gently applied the lube and slowly inserted a single finger. She once again commented on how nice his ass was and how much she would enjoy fucking it.
The mistress removed her finger and removed the glove. She then inserted a small dildo and started to slowly fuck Rob ass. Stopping abruptly, she stood. “It is dreadfully hot in here and I feel the need to be naked. Be a dear and hold that toy in while I get undressed,” she asked with mock innocence. It was a struggle to complete the task but he knew that it would not end well if he failed. Caroline slowly untied the satin ribbons and loosened the straps. She sensuously pealed the corset off revealing breasts that were firm, not large, but not small either and a flat stomach.
“No my pet, I think I will take you.” Caroline knelt between Robs legs and removed the dildo. She slowly pressed her “cock” into Rob’s ass. She waited a moment to let Rob relax, started with a gentle, but steady pace. “Do like this, my pet? Do you like having your ass fucked?” she asked.
“Yes mistress, I love you fucking my ass. Does my mistress like fucking my ass?” Rob replied.
“Yes I do. This is probably the best ass I have fucked,” she returned driving the dildo further and faster into Rob’s ass. She periodically stroked Rob’s erection, careful not the overexcite it, less he explode. After yet another orgasm, Caroline pulled the dildo from Rob. Standing, she unbuckled the harness and let it fall to the floor.
“Now my pet that was so much fun I want you to fuck me. But I want to be completely filled,” Caroline commanded. She knelt on the floor doggie style. “I want your beautiful cock in my ass and I want that big black cock there in my pussy. Grab that big black dildo from the table and shove it in me hard and deep, my pet. Fuck my pussy.
Rob inserted the dildo. “Oh yesssssss. Oh yessssss.” Caroline gasped. Rob moved the dildo in and out at an increasing rate. The faster and harder he rammed the dildo, the louder and nastier his mistress grunted. She moved her hand to her pussy and started to masturbate.
“Now my pet, I need that beautiful cock in my ass!” Rob positioned himself behind Caroline and lubed up her ass. He inserted a finger, then two, three, and finally four fingers into Caroline’s ass. “OH MY! … YES YES YES!” was all that she said as he finally slipped his rock hard cock in. Reaching around to hold the dildo in, Rob fucked Caroline hard and fast as she rubbed her clit. It was as if he had the energy of a 20 year old again and the staying power. It was amazing and incredible. Grunts, squeals, screams and a whole host of curse words escaped them both. It was very tight with the dildo in her pussy. Finally, Caroline yelled, “OH MY I’M CUMING, OH MY … OH MY YES!” as she started to shake. Rob felt Caroline climax. But he continued to fuck her as she peaked then subsided. Finally, Rob released a large load of cum deep in his mistress’ ass. Her hair was soaked with sweat and a small pool formed in the small of Caroline’s back. Sweat dripped down Rob’s chest.
Rob removed his cock from Caroline’s ass and collapsed beside her. Caroline removed the dildo and plopped on to the floor. After a few minutes they recovered enough to move. “Put the fire out my pet and let’s go take a bath,” Caroline suggested.
“Yes my mistress,” Rob replied.
“And bring the rest of my toys. You never know what I might want to do. You are still mine to toy with.
“I am ever yours, my mistress,” Rob complied
==================
Rob placed his suitcase in the trunk and got into the car.
“It was some weekend, wasn’t it?” came a familiar voice beside him.
“That it was. I think we need to do this more often. But next time I get to be the mysterious person. You, my wife, had too much fun with it. And where did Caroline, a maker of dreams, come from?”
“I am good,” Susan said with mock sincerity, “and I just did as we agreed. Anyway, we have some time to come up with another fantasy; maybe something to do with wench and strong barbarians?”
Laughing, Rob and Susan drove home to their real lives.