The Amazing Randy Takes a Lesson

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Thank you. I try to be. Did you guys decide on my offer?"

"I'm just trying to figure it out in my head. I have lots of fantasies."

"Everybody does, Patty. Trust me on this one. The only question is, how badly do you want to see what it's like to live one of them out."

"Michelle showed me her vampire bite. I'm shooting my pictorial next week. I can't have any marks."

"No problem," said Randy. "How do you feel about tender kisses?"

"Oh, my God. You don't even need your hypnosis thing. You're doing just fine without it so far, with me at least."

Randy shifted in his seat. "Interested in a free sample in advance?"

Patty leaned over and said, "Absolutely."

As the chair rocked back and forth, Randy kissed the young beauty, tenderly, as a lover would. It lasted a bit longer than he expected, as Patty held their lips in place.

"Well?" asked the master hypnotist.

"Tastes like 'more'," said Patty smiling.

The chair reached the end of its ascent and the two dismounted. Randy slipped and slid a bit but managed to stay up on his skis. "Shit," he muttered.

Antonia, who was close enough to hear the hypnotist, said, "Don't worry. Everybody has trouble getting off the lift. More people fall right here than any place on the mountain. You didn't. That's a good sign. I'm going to ski down this trail. It's a green dot trail. You should have no trouble following me. The rest of the girls will watch your technique. Then, we get on the lift and head to the top of the mountain."

"Antonia, are you sure that I can handle the trail at the top?"

"Of course you can. I'll let you in on a little secret. Almost every ski area has a beginner's path down from the top. The guys at the chair lift have no way of knowing how good the skiers are before they get on the lift. Beginners go to the top all the time. The resort doesn't have enough personnel to accompany novice skiers who have bitten off more than they could chew back down the mountain. You'll be fine. Let's go." She dug her poles into the snow, pushed, and twisted her skis into the right direction and was off.

Michelle, Althea, and Patti said "We're right behind you. Don't worry." Randy started down the hill, which was already cut almost horizontally into the mountain. It was a narrow trail, but gentle enough for Randy to navigate with his basic parallel technique, and he made it to the chairlift without incident. This time his lift partner was Antonia, Michelle's gardening partner.

Antonia, though not a Playmate, was beautiful in her own right. Her job as estate gardener at the Playboy Mansion kept her active, limber, and in great physical shape. She dug holes and flower beds, lugged bales of peat, and planted new flowers every day. Her Mediterranean heritage gave her darkish skin which the California sun had darkened even more.

The two of them sat down and the chair jerked into the air. Antonia started the conversation. "Randy, I'm really sorry that I missed your show when you were at the Mansion."

"Me too. I like performing and I think you would have liked it. Michelle told me that you went home to be with your boyfriend."

"Tell me the truth, Randy..."

"Always, Antonia. Hopefully Michelle has told you that I don't lie, well not about important stuff anyway. That 'Mike' business was pure self-protection, that and because I wanted to make sure that Michelle was interested in me as a man, not as a performer."

"You really like her, don't you, Randy?"

"She's wonderful."

"If I hadn't gone home, would you have seduced me as well?"

"The thought did cross my mind."

"What's on your mind today?"

"Skiing and not killing myself in the process."

"Don't worry. You're with four expert skiers, Randy," the Neapolitan ski bunny with the long jet-black hair said as she looked at his kind and concerned face, "I mean... about tonight. Are you really going to indulge all of our different fantasies? Can you really do that?"

"I'm going to give it my best shot. Is everybody in agreement?"

"Michelle was very convincing."

"Antonia, I know how crazy this all sounds, but keep in mind that underneath this cool, suave exterior..." he laughed, "... lies a guy who has an opportunity that every man on the planet would jump at. I'm hoping that you'll see it the same way. I really can do everything I promise. The one thing I will never do is hurt you. That's not what I do. Other than that, I can help you experience just about anything you can imagine. You want to have sex with a movie star? Take your pick. I can be him. If you want me to be a gentle, attentive lover, or more aggressive, I can do it. Just about anything."

"Jesus!"

"You want to have sex with Jesus?"

Antonia pushed him and Randy laughed. "Not Jesus... but maybe the Devil. Let me think about it."

The dismount from the chair went without incident and the five skiers took a moment to take in the view. "This is an amazing view," said Randy, "and the scenery's not too shabby either."

"OK, Prince Charming," said Althea, "here's how we're gonna do it. One of us is going to ski in front to make sure you don't end up on terrain you can't handle. The rest of us will follow. Your job is to try your best to use the parallel techniques you learned from the ski instructor. Don't use your poles unless you feel you have to; that's for a later lesson. Just work on keeping your skis together and doing basic turns. Go as fast or as slow as you want, but not too slow. The object in skiing is to push the envelope. If you fall, just get back up and start again. If we see you doing something wrong, then one of us will stop you and help you fix it right then and there."

"We'll never get down this hill if you do that."

"Think positive. That's the wrong attitude, Randy. Just stay under control at all times, especially when there are other skiers around. You're going to fall. If you don't, you're not pushing hard enough. Let's go. Patty, lead the way."

Patty started down the trail, skiing slowly but demonstrating proper turns without using her poles. "Now you go, Randy," said Althea. Randy took off behind Patty, skiing tentatively at first, but gradually making fewer and fewer cuts as he allowed himself to pick up speed. Michelle took up position five or so feet to one side and yelled, "You're doing fine, but your skis are too far apart. Close them up. We're going to stop at the bottom of this trail for a quick 'teachers' conference.' We're almost there," she said as she shot ahead to let Patty in on the plan.

When the five skiers stopped, Randy said, "How am I doing?"

"Did you fall?" asked Althea.

"Nope," said the master hypnotist, grinning and clearly proud of himself.

"Girls?" asked the tall beauty.

"Then you're not skiing hard enough," they answered in unison.

"Keep your skis closer together and when you get ready to turn, advance your downhill ski just a bit and lean into the hill a bit. Your uphill ski will follow naturally," said Antonia, who demonstrated the technique slowly so that Randy could watch and then emulate. Then, she took off down the slope, cutting back and forth as Randy watched and tried to imitate what he saw.

Eventually, the five worked their way to the bottom of the hill where they gathered at the base lodge to take stock. It was decided that they'd split up, with two remaining with Randy and two skiing together on more difficult terrain, alternating on each run. After five more trips down the hill, Randy said. "That's it for me. You guys keep skiing if you want, but I'm done for the day. I'll see you at Slopesides when you're done."

Althea said, "I'll come with you. You girls take another run or two while I make sure that some horny ski bunny doesn't pick him up while we're not paying attention."

"Not bloody likely," laughed Randy as he stepped out of his skis and returned his equipment to the rental shack. "I'll see you at Slopesides, Althea. Have fun you guys, and thanks; this was fun."

Althea Comes Clean

Randy and Althea sat at a two-person table sipping an apres ski hot chocolate. "Well," said Randy, "be honest. How'd I do?"

"How do you think you did?"

"I'm kinda proud of myself. I only fell twice on the last run and you guys were pushing me pretty hard. That last intermediate trail was steep."

"You did fine. Your turning is getting much better. Tomorrow, we start by using poles on the intermediate trails and by the end of the day you're going to do one of the easier advanced trails. The day after that it's going to be nothing but black diamonds and double black diamonds. Don't worry," she said smiling, "we would never hurt you."

Althea sipped her hot chocolate. "Isn't it odd... I mean... you see the parallel here, right? We're asking you to do the exact same thing you've offered us for tonight: a chance to go right to the edge in complete safety. At any rate, you've skied your last bunny hill. Tell the truth, do you like it?"

Randy smiled. "Yeah, it's fun. You all have been very kind and you're great teachers... and you're right about the parallel between our day and night. Althea, your beauty combined with your intellect makes you incredibly special. I think it's sexy as hell. What a combination."

"Randy, can I ask you something?"

"Sure."

"What if my fantasy involves one of the girls?"

"Michelle, right?"

Althea looked down and said, "How'd you know?"

"Althea, she knows."

"Oh my God, is it that obvious?"

"It is to her. I wouldn't worry too much about it, Althea. I have a feeling that tonight that fantasy may very well come true."

"But I don't want you to make it happen or anything."

Randy reached across the table and took the beautiful black Playmate's hand. "Althea, I don't make anything happen. That's just not what I do. I have never compelled any woman to do anything, least of all, Michelle. If you two get it on it will be because you both want it. I wouldn't worry too much about it if I were you. There is one thing though."

"What?"

"My fantasy definitely involves you."

"I can get close to that. In case you don't know it, we're all looking to get a piece of you tonight."

"Ever do anything like this before, Althea?"

"I've been in a couple of threesomes, but a 'fivesome?' Nope. Have you?"

"Once. It sort of just happened back in Michigan, four college girls from the Upper Peninsula."

"If you don't mind if I ask, have you ever been with a black woman?"

"More than once. In fact, one of the college girls was black. She was exquisite, a wonderful, attentive lover. Althea, you are incredibly beautiful, obviously. You all are. Just remember that what attracted me to Michelle was who she is as a person. There was no hypnosis involved until she shared her fantasy. We just like each other. I'm looking to get to know you in exactly the same way, well, not the vampire bite stuff," he laughed, "unless, of course, you happen to share her vampire fantasy."

"I don't," said the Nubian beauty. "How do you feel about werewolves?"

Randy guffawed. "I like a Playmate with a sense of humor. We're gonna have fun tonight."

Just then, the rest of the girls walked into the bar and the group moved to the same table they'd occupied the previous evening. After each of his instructors gave their assessment of his progress and agreed on the next day's itinerary, Michelle said, "Randy, we're two to a room and your suite only has a queen-sized bed. Why don't I see if I can get an upgrade? It's mid-week. There may be something. Otherwise, we're gonna be kinda crowded."

"Why don't you let me work on that?" said the master hypnotist."

"Sure," said Michelle. "Girls, we need to get ready for tonight. Let's agree to meet for dinner at... say... seven-ish. No; make it seven-thirty. Is that cool for you, Randy?"

"No problem. See you at the Diamond at seven-thirty." Randy rose and excused himself. He had a room to secure.

Back at the Double Diamond

The girls arrived at the Double Diamond dressed casually, but Randy, who had already been seated at the table Michelle had reserved, could tell that their hair and make-up had been meticulously attended-to. He understood make-up. He was a stage performer and he applied his own make-up every time he performed.

During the meal Randy explained that the evening's venue had changed from his smallish suite to a larger room. All of the girls pressed him for the details on how he'd switched rooms in such short order. Eventually, Randy relented and spoke. "Ok, ok," he said, "I just went to the manager and explained that I needed a much larger suite for the night because I expected to have sex with the four most beautiful women at the resort and that I needed more space. After some negotiation he offered me use of the largest suite in the place. It has a fireplace and a king-sized bed."

"You told him what!" asked Antonia incredulously. "What kind of negotiation?"

"Well, once I told him why I needed the room, he insisted on joining us and I agreed," deadpanned the hypnotist. "It was either that or no deal."

Michelle turned in her seat to face Randy and gave him a shove. "Randy, stop it!" she said as she faux-glared at the hypnotist. Randy reacted with a stage-inspired half-fall off his chair. When he righted himself, his face had an ear-to-ear grin, which quickly transformed itself into a belly laugh.

"Antonia," he said, "all I had to do was introduce myself, shake his hand, and tell him what I wanted. That was it." "Here," he said as he produced four key cards. "It's on the top floor, Room 601. It's a tin roof."

"A what?" asked Patty.

"It's 'on the house', Patty. It's free," said Althea.

Beauty By Firelight

Randy arrived early to make sure the room was sufficiently provisioned and that the fire in the bedroom fireplace had already been laid. It was.

As he sat on the couch sipping a scotch on the rocks, he heard the sound of someone using the key card. It was Patty, dressed in her blue and white gingham dress. The dress was short, mid-thigh length and covered her torso, but was attached by buttons on suspenders which covered a frilly white cotton blouse. She completed the outfit with a shiny pair of 'Mary Janes' over white knee socks.

She looked young.

Randy asked, "Are you even old enough to drink, Patty?"

"I just turned eighteen last week. My parents took me on this skiing vacation to celebrate. They wanted an evening alone so I agreed to make myself scarce. They think I'm dancing at the Double D. Mind if I stay a while? I'd like some white wine, if you have it."

The door opened and in walked Althea and Antonia. Antonia was all in black, wearing a black dress, black top, and black stiletto heels. Her neck was cinched by a black tie. Her long black hair hung down her back, half-way to her rear end, which was accentuated by the cut of her dress.

Althea's hair was teased out into a full afro. A cobalt blue satin robe covered her undergarments, hiding her outfit, but revealing her figure. She too wore matching heels.

The four talked and sipped their drinks until Michelle arrived a couple of minutes later. Her golden hair was piled up on top of her head and secured with hidden clips and pins. She wore a bright red evening gown with a plunging neckline that reached almost to her navel. Her breasts filled the close-cut satin, revealing soft tit flesh on either side of the V-cut. She was every bit the Playmate of the Year, her face and figure incomparable.

"Ah," said Randy as he handed Michelle a drink, "the gang's all here."

"How's this work?" asked Althea.

"Well," said Randy, "first I make sure that each one of you knows what fantasy you want to act out. Then, I make it happen, but with just a little of my own fantasy woven into the tapestry. Please give me your hands." All four of the beauties put their hands out. Randy made sure he had flesh-to-flesh contact with each of them, two with his left hand and two with his right.

"Ladies, from this moment on, you will obey me completely. You will answer all my questions truthfully. You are free to cry out if you feel the need, but never loud enough actually to attract attention. Imagine yourself at any decibel level you want but limit the listeners to those in this room. You will do as I have instructed until I speak the words 'I release you', at which point you will remember everything you did and felt in your fantasy. If you understand what I said, turn and kiss the woman next to you. Patty and Antonia took each other in their arms and kissed, passionately. Michelle turned to face Althea, hesitated for only a moment, and put her hands to the sides of Althea's head and drew her lips, pink with lipstick, to Althea's, which were blue to match her lingerie. It was a striking look, very exotic.

"Patty," said Randy, "stop kissing Antonia. Antonia, please sit on the couch. Michelle, why don't you and Althea join Antonia? You can stop kissing... if you want to, that is."

"Patty, that's a pretty dress."

"Thank you. I wore it special for you."

"Give me your hand and please think about your fantasy, if you can." Patty extended her hand and Randy took hold, immediately gaining access to her thoughts. He didn't have to dig deep. Patty's fantasy was to seduce Randy into fucking her like she was barely legal, still in school. Randy had played this scenario out many times.

He spoke. "Patty, you're back in school, back in the vice-principal's office for the third time in two weeks. Go sit on the couch with the rest of these bad girls and wait until the disciplinarian can see you.

"Antonia, you're next. Stand up and give me your hand." Antonia did as she was instructed. As Randy swept through her mind, he could feel Antonia's thoughts. They were of her last relationship with her boyfriend, the one who had shared the night with both her and Michelle. She was still angry with him, but she missed his aggressive approach to sex. She liked it rough. Randy smiled as he realized that his own fantasies of control would complement Antonia's fantasies seamlessly. He took a moment to imagine the beautiful olive-skinned gardener's tits hanging down while he restricted her. His cock stirred under his pants.

"OK, Michelle, you're up next." The reigning Playmate of the Year stood and joined Randy, who kissed her full on the lips. His power kicked in as soon as their lips touched and he went digging deep, looking beneath her vampire ideation, for something less obvious, but still sexually compelling to the lovely blonde in red. After a second or two of sifting through her mind, which was filled with layers of romantic fantasies involving the two of them, Randy's probe hit pay dirt. Michelle had a fantasy in which she and Althea were making love but interrupted by Althea's recent ex-boyfriend.

The "World's Greatest Stage Hypnotist" filed a mental video for later. Michelle's fantasy somehow didn't quite fit into the scenario he was developing. It needed some work.

"Althea, it's your turn. Please come up here." Althea complied and stood next to the master hypnotist. "Kiss me." Althea stepped in until her body was as close as a mirror image, leaving centimeters between the hypnotist who was commanding her actions and her exquisite Playmate's body. The two kissed and Randy searched for something deeper than Althea's 'hots' for her roommate. There it was. The incredibly sultry dark beauty, who was certainly the quickest-witted, talkative, and intelligent of the four, was actually a little insecure, almost shy. As Randy had discovered with other black lovers, a little of her insecurity was a product of her being a beautiful black woman in a world of white peers. She used her strongly independent presence and affect as a shield to mask her desire to give herself up to a lover whose desire met her own.