Paid Vacation - Cover

Paid Vacation

Copyright© 2005 by Professor James

Chapter 6

Erotica Sex Story: Chapter 6 - Two roommates, grad students, join three other young women and five men on a sail boat for a most unusual vacation - two weeks as BDSM playmates. Three of the girls have been on a similar trip, but Allison and one other girl find out just what they have gotten themselves into - and find they love it.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Mult   Consensual   BDSM   MaleDom   Spanking   Group Sex   Oral Sex   Anal Sex  

Right after lunch they spotted a small island which James said was their destination and began to circle the end to approach the other side. As they swung around a point, a deep cove became visible with a wide white sand beach. There was a dock at one end and the men expertly crewed the craft along side where Bob and David jumped ashore to anchor lines around cleats on the dock.

Earlier the girls had had their cuffs put on and now, after they stepped onto the dock, had their hands clipped together behind their backs. Just as the men were finishing with this a tall man, followed by a tall woman emerged from a path through the bushes. The man wore only a brief, French cut bathing suit. He was well tanned and, as James had said, solid muscle. Not bulging, overdeveloped weight lifter muscles, but solid cords which showed beneath his skin. His shoulders were in keeping with his height and to Alison looked like they must be a meter wide. There wasn't an ounce of fat showing anywhere and he tapered to a narrow waist and hard, round buttocks. His dark brown hair was worn medium short and a wide smile lit his face. As he approached and greeted the men Alison saw that the smile went all the way up to one of the bluest sets of eyes she had ever seen. She decided that for this she probably would be willing to have her rear end beaten raw.

Coming right behind Max was a woman who must have been Elsa. She stood close to six feet tall, had very blonde hair which fell to the middle of her back, and eyes that, while not as blue as those of Max, were still a very deep intense color. She was obviously younger than Max, although Alison would have guessed that Max couldn't have been past forty if she hadn't known otherwise. Elsa looked to be in her mid twenties until she got a little closer and Alison revised her guess up to about thirty or thirty-two. She wore only a small string bikini bottom, leaving her large, firm breasts bare. Her tan looked like it, too, extended smoothly everywhere. She greeted each of the men with a tight hug and an open mouth kiss and then both she and Max turned to the women as James introduced each of them.

Alison found that she immediately liked both of them. But what surprised her the most was that she found she wasn't in the least embarrassed to be meeting them naked, with her hands bound behind her back. At the frank inspection of both Elsa and Max, Alison found that rather than embarrassment she was feeling turned on. As Max and Elsa moved down the line of women they made friendly comments and casually let their hands touch them, sliding across tits and around curving hips. If Alison's hands hadn't been bound she would have probably returned the action.

Max turned towards James and said, "These women are lovely. Where do you find them, James? If you're tired of them, I assure you we'd be only too happy to keep them here."

James laughed. "Not likely, Max. I agree they are all lovely and have incredible talents. You can't have them, but they might be interested in playing a few games the next couple of days."

Max turned towards the women. "Is that so? If you beautiful women want that I'm sure Elsa and I can accommodate you. I can think of very few things I would like better than abusing and loving your lovely bodies. What about you, Elsa?"

Elsa smiled widely and said with her slight German accent, "I could not agree more. Perhaps we can show them something these five men have not. In fact we may keep them so busy James and his crew will become frustrated."

Max quickly said, "We wouldn't want that to happen. We might want him to bring them back sometime. Maybe the men can keep busy with Michele and Anne."

"Oh, you have other guests?" James asked.

"Just the two," Elsa answered. "You know us." She turned towards the girls and asked, "Did James tell you about our playmates?" The women nodded or gave short replies indicating they had some idea, but not a lot. Elsa went on, "We have two young women here now. Both are students and both are nineteen. Anne is on holiday from England and Michele is an American, but her mother is from France. I think you will probably like them. They like playing BDSM games and they love sex of all kinds." She turned back towards Max. "That reminds me they are waiting for their punishment right now."

Max grinned and explained, "It seems that at lunch Anne spilled a drink but Michele said it was her fault for bumping her. So now both will receive a proper correction. Perhaps you would like to watch and afterwards if the men wish to become better acquainted, they can."

Max and Elsa led the men and the bound women up the path into the brush. After about fifty meters the path opened onto a wide clearing with a small house at one end.

The house was a low, spreading, tropical design, but what caught everyone's attention was out on the lawn at the side. Here, about fifteen meters from the house, were a number of upright posts and other constructions. With their backs towards two of the posts were tied a pair of naked young women who must have been Anne and Michele. Their ankles were cuffed tightly to the post bottoms, but rounded bulges higher up the posts caused them to arch forward, thrusting their breasts out. Their arms were spread open and tied to horizontal crosspieces.

Alison could see chained clamps dangling from their hardened nipples. Both girls were shaved bare.

Max led the group over by them. The first girl was a blonde about five nine. She had a firm curved figure with somewhat smallish breasts which looked larger against her slim build. Her narrow waist accented her tight, rounded ass and her light, clear, skin indicated that this was probably the English girl, Anne. A second later this was confirmed as Max introduced her to each of the ten.

The second girl had dark, almost black, hair, now worn in a pony tail. She was only slightly shorter, maybe five seven, and had large, rounded breasts. Her waist was very narrow and flared into rounded hips that were all smooth muscle with no fat. She had legs which seemed almost too long for her body. Michele spoke distinctly American English and said, "Nice to meet you. Max said you'd be here for a day or two so maybe we can have a chance to talk later."

Anne had a friendly, open face and a smile that lit up all the way to her eyes. "Hi," she said. "I'd shake hands or something, but as you can see I'm tied up right now."

Kelly laughed and answered, "Well, so are we. And I don't think these guys will settle for a handshake anyway."

Anne looked at the men in a frankly appraising examination. "I certainly hope not," was her answer.

"That makes two of us," Michele said. "But I think right now we're going to be a little busy." She looked over to where Max and Elsa were shaking out a couple of whips they had produced from somewhere.

"Are you really being whipped for spilling something?" Alison asked. "I mean are you two really slaves here?"

Michele laughed. "No, we're just here for the fun and games, sort of like you guys from what Max has told us. Anne and I really get turned on from this stuff and we haven't really been whipped in a couple of days. The spilled drink is just an excuse. And don't worry. If it gets to be too much, we can call a halt anytime. Is that how you guys do it?"

"Yes," Alison replied, "we have safewords. But James has said Max and Elsa play a little rougher than we do."

"They definitely play rough," Anne put in. "But never enough to do any real harm. We might have marks for a few days, but nothing permanent. Except these." She looked down to where two small gold rings hung from the ends of her nipples. "Max put these in a week ago and Michele is going to get a pair tomorrow."

Alison looked at the rings with fascination. "You mean Max did those here? Like pierced ears?"

"Something like that," Anne replied. "If we ever get tired of them, the holes will close the same as an earring hole. But putting them in is a little different. Maybe you can watch Michele get hers tomorrow. Now I think we're going to be a little busy." She looked over to where Max and Elsa, each with a whip in their hands, were coming towards them.

"Help me position these wenches over the pits," Max said, and a grinning James and Ken moved to join him. The two girls had their clamps removed and were released from the posts. They were led a few meters to where there were two constructions about ten feet apart. Each of these consisted of a horizontal bar about eight feet long, set between two uprights at a height of seven feet. There was a piece of plywood on the ground directly below them.

The girls were moved so that they were each directly below the beams and their wrist cuffs were fastened to chains, spreading their hands four feet apart. A five foot spreader bar was attached between their ankles leaving only their toes touching the plywood. "Now," Max said, "I will warm these naughty girls and Elsa can deliver their real punishment. I think Anne can go first." He nodded to James and Ken and Alison saw Anne give a little shutter of either fear or anticipation.

James and Ken moved to the edge of the plywood and began to pull it away. Alison was surprised to see that it had covered a shallow pit, perhaps two feet deep, seven feet long and two and a half feet wide. When the wood was removed, Anne was left dangling entirely from her wrist cuffs, her feet wide spread and suspended well above the floor of the pit.

Max moved behind her and shook out the tails of the whip he had. This was a cat with nine leather tails about thirty inches long attached to a two foot handle. He swung the whip across Anne's tight rear with a force a little harder than Alison would have expected for a warmup, but not as hard as some she had endured. The next blow, though, was harder and by the time the first ten had been delivered, the lashes were leaving angry red lines and Alison realized they were striking harder than any she had ever felt. Anne took a number without crying out, but finally they began to bring gasps and occasionally cries. Max began to move around, landing the strokes on her flanks, her stomach, legs, back and finally her breasts. For fifteen minutes he flogged her and when he finally ceased, Anne was covered between neck and ankles with red lines, including a number which looked like welts that would remain for a while. Alison did notice, however, that most of the real welts were across her rear or upper thighs.

Now Max moved over towards Michele and Ken and James removed the plywood below her also. As he began to apply the cat to Michele, Elsa moved over to Anne. Elsa had a single tailed whip with one tapering, four foot lash atop a short handle. She appeared to be expert with it and proceeded to apply it to Anne's bound form. She placed three stripes - and each blow left a stripe - diagonally across the girl's tight buttocks. Then she added three from the other diagonal. She wrapped the leather around from behind and placed a stripe first on the top and then the bottom of each breast. Then she repeated with two which wrapped around to have the end snap directly on each nipple. Each of Elsa's lashes had brought a scream from Anne, but Alison noticed she seemed to be becoming more turned on also. She certainly made no move to stop the torment. Elsa placed several stripes on the inside of Anne's thighs and finally brought one directly up between her legs to snap against her hardened clit. Anne let out a piercing scream and convulsed into a hard orgasm.

Elsa stopped the beating and waited for Max to finish "warming up" Michele. She then proceeded to treat the second girl in the same way with much the same results. During this Anne hung from her wrists. Max moved over towards her and began to fondle her tits and stroke the insides of her thighs. She shuttered at his touch, obviously appreciating it, and Max motioned the men over to join him. Soon all six were feeling her up and fingering her while Anne convulsed through another three orgasms. When Elsa finished with Michele, the men replaced the plywood beneath Anne and moved over to play with the second girl.

Elsa moved over to Anne and called the five girls over. She unsnapped each of their wrist cuffs and told them to release Anne from her bonds. Sue and Barb removed the spreader bar and Anne slowly moved her stretched legs back beneath her. As Kelly and Alison released her wrists, Anne stumbled slightly and Alison instinctively put her arm around her back and under her arm. Anne's skin felt burning hot and while the smooth skin was raised slightly in places from the whip, it didn't appear broken at all. Anne quickly regained her balance and turned to smile at Alison. "Thanks. I guess I'm still a little weak."

"I'm not surprised," Alison said dryly. "That looked like a pretty harsh whipping. It must have hurt like hell. Do you really get turned on by that?"

Anne managed a laugh. "Didn't it look like it? Actually it wasn't as bad as it looked. It did really hurt, but Max and Elsa know how to make it sting without any real damage. I'll hurt a bit this afternoon and the marks may last a couple of days, but by tomorrow - or maybe even tonight - I'll probably be ready for some more. Probably not this severe, mind you, but some spanking or whipping anyway. And, for that matter, right now I'm still incredibly turned on and hope these guys are into gang bangs."

Kate laughed and put in, "They certainly are that. I expect you and Michele will both be fucked at least five or six times this afternoon."

Anne gave a little shutter. "Oh, I hope so."

Allison asked, "How did you get into this stuff. I mean I'd played a few spanking games but until the week before last I'd never done much else. I'm still not sure I could stand a whipping like that."

"If you've only started playing games, probably not. I guess I found out that a good birching turned me on while I was in school in England. And yes, they still do that. Bare ass caning for almost any infraction. Anyway when I started dating I got a couple of guys to paddle me before sex and found it made it really hot. Then I got involved with one guy, four or five years older than me, who was more into this stuff. He introduced me to some heavier bondage and gave me my first whipping with a cat. But he wanted to get into the master-slave stuff too much, so we broke up after a few months. But by then I had found just how hot I got from this stuff. Anyway, I met Max and Elsa a few months ago, we spent a weekend together, and they invited me here for my holiday. I'm certainly not sorry I came." She laughed and added, "And that's mostly what I've been doing since I got here - coming and coming and coming."

The girls laughed with her. "I would expect that Max has a pretty healthy appetite for sex," Kelly commented.

"That's for sure! And so does Elsa. I'll bet Max has managed eight or ten times a day at least and I lost count of my orgasms at twenty the first day. I've been here for almost two weeks. Max and Elsa were both here for a few days and then Max had to fly back to New York. He came back last week for two days. That's when he did my nipples. And then he was gone again until three days ago. Michele got here last week and Elsa has been here all along. Even when Max is gone there's no shortage of sex." She looked directly at each of the five women. "Maybe we can all have a big orgy before you go."

Alison squeezed her legs tightly together. "I think I'd like that," she breathed, almost to herself. Looking around she saw that the men had released Michele and were bringing her over towards them. James had picked her up and was holding her facing him. Michele had her arms wrapped around his neck and his hands were holding her hot, red bottom as her legs wrapped around his waist. As they started towards the group of women a couple of the men let their fingers run between Michele's legs and along her crack and Alison could see her quivering reaction. "Looks like the guys are ready for a little action," Alison warned. "I think you're probably going to get your wish, Anne."

Anne was breathing a little fast already and said, "I certainly hope so. I'd like to spend the next hour or so on the rape rack and I'm sure Michele feels the same way.

Alison was a little startled by the term "rape rack," but then thought that it wasn't surprising. After all the boat, where she had first heard the term, belonged to Max and Elsa. "Well, maybe Max and Elsa will keep us busy while the men enjoy you two," she suggested.

From behind her Elsa said in her faint accent, "That we will. I am sure Max will want to try each of you and, for that matter, so do I. Maybe I will even mark some of this lovely bare skin. I think you will enjoy Max. Do not you agree, Anne?"

Anne grinned and replied, "I'm sure they will." She turned toward Alison and the other women. "Wait until you see his equipment. It's in keeping with the rest of him."

Alison felt a small flood between her legs as she thought about this comment together with Max's nearly giant size and hard muscles.

The men arrived and Max said, "Why don't you take these two over to the porch and let them have something cool to drink and a few minutes to recover. Then I'm sure they would enjoy being placed on the racks." He pointed off to the side where Alison could see something resembling the bar she had been tied over on the boat.

Ken scooped Anne up into his arms and as she put her arms around his neck, leaned over and tugged at her nipple ring with his lips. She let a small sigh escape her lips and wriggled her bare body against him.

Max then turned towards Elsa and the women and said, "Maybe we should go over to the shed. That is, if you lovely ladies would enjoy a little hot torture and rape."

The girls giggled or laughed a little, but Sue looked directly at Max and said, "By all means. I'm Sue. Fly me."

Max threw back his head and laughed a deep roar. Then he reached for Sue and lifted her onto his shoulders as if she were a child. She let her legs be pulled against the front of his chest where Max slid his hands up her thighs and she wriggled her bare pussy against the back of his neck. Elsa draped an arm each around Kelly and Barb, letting her fingers brush across their nipples, and started across the yard after Max with Kate and Alison following close behind.

They moved about thirty meters to where a large building stood. This structure was about thirty by forty feet with a slanted roof, eleven or twelve feet high at the front and sloping to eight at the rear. It was closed on the two short sides and had a canvas wall forming the rear long side. As they approached, Alison saw that the front could also be closed with a roll down piece of canvas. There were large screened windows in both the fixed and canvas walls. As they entered and looked around, Alison discovered the entire space was set up as a big BDSM play room. There were chains hanging from the roof in many places, rings on the fixed walls, and a number of posts, X-frames, sloped poles and other structures. There was a wide variety of benches, tables, and other furniture for binding a victim in any number of positions. Along one of the fixed walls was a series of cabinets and drawers which Alison felt sure contained a vast collection of devices. A whole series of different types of whips, straps, and paddles hung on the wall.

Max swung Sue down into his arms and carried her over to a padded bench that looked a lot like a carpenter's saw horse. Except that this horse had a cross piece about four by six and heavily padded with an imitation leather material. Max stood Sue at one end of the horse and asked her, "Would you like to feel the cat a little first?"

Sue was breathing rapidly and had been getting more and more turned on. "Yes. You know about our safe words, right?" Max nodded. "Then I want you to see how much I can take. I've never played nearly as hard as Anne and Michele seem to, but I want to see what a little rougher play is like. Whip me until I call 'Yellow Light." And then fuck the daylights out of me."

Max laughed his deep roar again. "Be careful what you wish for, Wench. I'll have you, then - for starters." He turned towards the others. "Elsa, why don't you bind the others so they can watch and maybe get them a little warmed up. I'll get to them soon."

Max spread Sue's legs and bound them to the bottom of the slanted supports at the end of the bench, opening her wide. He then pushed her forward, arranging her along the length of the padded bar, her engorged tits on either side, and stretched her arms to the bottom of the legs on the opposite end. He attached her wrist cuffs to chains and pulled her taut. A belt went around her waist, holding her fast against the bar. Sue was now almost hyperventilating and Alison could see moisture running down her legs form her dripping slit.

Elsa moved the other four girls over to an area about six feet from Sue's side and proceeded to bind them. Kate and Alison had their hands raised and spread and anchored to ceiling chains. Barb was bound with her back to an X-frame and her legs spread wide and anchored to its bottom. Elsa moved Kelly to stand between two rings in the floor. Her wrists were raised and spread to ceiling chains and then her ankles were spread five feet apart and anchored to the floor rings. She wasn't stretched really tightly and Alison expected Elsa to pull in the slack as she had with Kate and herself. But instead Elsa picked up an eight foot padded pole, about four inches in diameter. She moved this behind Kelly and just as Alison noticed the two vertical posts on either side and a little in front of her, Elsa raised one end of the pole about four feet off the ground and set it in a bracket on one of the posts. She then moved the other end of the pole towards the bracket on the second post. Alison quickly discovered what the purpose of this was. The posts were set so that to fit between them the pole pushed against Kelly's back just below her shoulders and forced the girl to arch severely. When the second end of the pole was anchored, Alison found that Kelly was, indeed, tightly stretched, the pole pressing against her straining back and forcing her tits to stick out.

Max picked up a small cat with eighteen inch soft leather lashes. He began to lightly whip Sue, first on her ass and then spreading the blows around. He spent a lot of time on her tits and soon the taut globes were red and Sue's nipples stuck out rigidly. He stopped for a few seconds and snapped nipple clamps on Sue's hard nubs and then added a small lead weight to each. He then changed to a cat with longer lashes. Not the thirty inch one he had used on Anne and Michele, but one with two foot tails. He began on Sue's already reddened bottom, each time increasing the strength of the blow.

While this was going on, Elsa had picked up her own small cat, similar to the first Max had used but with tails only about a foot long. She began to move about the four bound women, striking unexpectedly. Not severely, but hard enough to sting and bring some gasps. Now and then she would stop and slide her hands across a tit or over a taut bottom. Soon she was letting her fingers draw through wet slits and occasionally penetrate. This was mixed with lashing that became steadily harder.

But not as hard as Max was striking Sue. He, too, stopped a couple of times to tug at her nipple clamps, feel her hot skin, and push his finger into her pussy and even her rear opening as well. Each round of whipping was more severe and soon Sue was gasping or crying out at every stroke. As he increased the strength of his strokes, Sue began to have screams mingled with her cries and Alison could see that some of the angry red lines were really raised welts. But she could also see the stream of moisture running down Sue's legs. Max whipped her back and around onto her flanks and front, but concentrated on her rear and thighs. Soon each stroke was bringing a loud scream, but so far Sue hadn't called a safeword. Each time the sound of leather striking flesh was instantly followed by a scream, but Max continued to increase the severity. Finally after a stroke that made Alison cringe in sympathy, as Sue's scream died she began to convulse in orgasm and managed to yell in a broken, gasping voice, "Yellow light. Yellow light."

Max immediately dropped the whip. Alison had been watching and as Max had proceeded with the whipping, a large bulge had grown in the front of his swimming trunks. Now he reached down and pulled off the trunks altogether. Alison and a couple of the other girls gasped at the sight of the gigantic tool which was revealed. Max's penis was thick and at least ten inches long. He moved behind the still shuddering Sue and began to push inside her wet slit. As the end of his shaft entered, Sue's head flew up and her mouth opened in a wide "O". Alison could see her face go through a whole range of emotions as Max slowly pushed himself all the way inside. He held himself, fully embedded, stretching her as her body strained against its bonds. As he started to pull out, Sue began another orgasm and the incoherent sounds she had been making coalesced into a loud, clearly understood cry. "Fuck me! Fuck me hard, Max. Fuck me."

Max obliged, pulling himself almost all the way out and then pushing back in to his limit. He kept it up for what must have been at least four or five minutes as Sue came three more times. As she started her last orgasm, Max pushed his finger up her ass as far as possible and drove his cock as hard as he could against her, grasping her hips and holding himself tightly against her.

As Sue finally began to come down and Max relaxed his grip, she began to hang limply against the bench. He slowly withdrew, causing another shudder from the bound girl. As he pulled out, Sue said, "That was incredible, Max. I've never come like that before."

Max laughed. "It was rather wonderful. But wait until next time and maybe I'll have your tight ass, too."

Alison shivered at the idea of that huge tool being pushed inside a tight rear hole and it looked like Sue was thinking the same thing. Still, Alison couldn't get away from the fact that the thought of having her ass impaled on that massive shaft was making her wetter than ever.

As Max moved away from Sue and over to the other girls, Elsa went in the other direction. Max began to tease and play with the bound females and Elsa moved behind Sue and began to run her tongue across Sue's abused ass. Sue had been draped almost limply along the horse, but now began to respond to Elsa's oral attentions. As Elsa roamed a little wider, allowing her tongue to run over Sue's asshole and along her slit and finally to her clit, Sue began to breathe faster and more heavily. Elsa wet her finger and pushed it into Sue's anus while her mouth really went to work on the girl's dripping pussy. It took only a minute or two until Sue was again shaking in the throws of another orgasm. Elsa had reached her free hand into her own small bikini bottom and was obviously stimulating herself. As Sue began to shake in her climax, so did Elsa who then pulled off her own suit and pressed her hips against Sue's hot and tight ass.

All of the four girls had been watching intently and Max's attentions served only to excite them, but not to the point of ignoring the show going on a few feet in front of them. Alison heard Elsa say, as she pulled her finger from Sue's rear opening and straightened up, "You have a really incredible ass. I know Max would love to have you there. Do you like anal sex?"

Sue, still breathing hard, answered, "I love it. But I don't think I could take anything the size of Max's cock. That would probably tear me apart."

Elsa smiled and said, "It might feel like it if he tried it now. But rest assured that if we prepare you a little it will not hurt, at least not too much, and you will love it."

"What exactly do you mean by 'prepare me'?"

"You have worn plugs before, yes?" Sue nodded. "Well, we will use a slightly larger one than you are used to. We might as well start now."

Before Sue could answer she went to a cabinet and returned with a large butt plug. Sue looked back at the bulging cone shaped shaft and Alison could see her body quiver in response. It was at least a half or three quarters of an inch larger in diameter than any they had used on the boat. Alison's anus contracted tightly at the sight. But Elsa used a lubed finger to penetrate Sue and soon her twisting and in and out motions had Sue relaxing her clinched muscles. When Elsa finally picked up the plug, greased it well, and placed the tip against Sue's anus, her muscles had relaxed a great deal. Elsa pushed at the plug, constantly reassuring Sue that she could handle it. Sue concentrated and relaxed her muscles and the plug began to slide inwards. Elsa would push it in until Sue felt like she was about to be torn and then allow the plug to retreat. This was repeated over and over until finally, instead of allowing the plug to come back out, Elsa gave a hard and steady push and as Sue screamed at the painful intrusion the large part of the plug popped inside.

"That felt like I was being torn apart," Sue loudly cried. "Am I bleeding or anything?"

Elsa smiled and reassured her, "No, you are not damaged. I have done this many times and I know how hard I can push. You are fine. How does it feel?"

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