I awoke in a fog. Loose dirt clung to my face. I was drooling. Through the haze I could see a line of guys in “security” shirts blocking the way back to the island. Behind me was the ferry.
“Time to get up, man,” grunted one of the oversized, testosterone filled oafs.
He pushed me towards the gate of the ferry. I frantically looked back over their shoulders to see if I could see a certain red head with the wonderful round hips and bouncy tits….or the thin blonde with the swimsuit model’s body. I saw a pen in a clearing, there were naked women in it. I couldn’t make out who, my eyes were still too unfocused. The gate closed, the ferry pulled away. I watched the island disappear in the distance.
{Six weeks earlier} Imagine my surprise when I got a call from my ex, Rebecca. It had been three years. She was trying to make small talk but she was still the same, I could tell when she was trying to get something out of me.
Finally, I just chuckled. “Okay, what is it you want, Rebecca?”
She sighed like she was caught. “Sorry, it’s not easy bringing up this stuff, even if you are one of the few to understand it.”
“Understand what?” I had an idea it was something kinky, though. That was one constant with her. The woman loved sex, especially submissive sex.
“Well, remember when you put me in a corn maze and made me have to please those guys?”
I laughed. “Yeah, kind of, rings a bell.”
That had been just over four years ago, before we had broken up over….nothing really, at least to me. There was an age difference, she’s just turned 38 and I’m now in my mid 50s. She’s adventurous, to the point of going places and doing things far beyond her means. I was content to be together and enjoy each other, it wasn’t enough for her. She met someone else more “suitable” and left, though she broke up with him soon after.
She’s adventurous sexually as well. The corn maze thing was just one of the many things she and I did together. We were never exclusive, she had plenty of “friends with benefits” before, during and after our relationship. I knew there had been plenty of lucky recipients of her charms since we broke up, no doubt including some of her coworkers, friends and other fortunate guys. She’s a sexual dynamo, she loves having cock in her mouth or pussy (and she’s not averse to anal!). Unfortunately, I had not been one of the lucky ones since we broke up. Not that I didn’t think about it.
Back to the call, she told me her oldest daughter, Parker, now 19, told her she heard about her mother’s “adventures,” which shouldn’t have surprised anyone, she HAD been very sexually active before, during, and I suppose after we were together.
“That’s not why I’m calling you though. Parker is…..how do I say this? Well, she’s a bit of a slut now.”
“What?” That was a shock, considering when we were together was 15. She was still just a kid then. I’ve seen her numerous times since, she’s grown into a gorgeous young woman.
“Well, she’s kind of a big slut,” she laughed. “Kind of like me, sadly.”
“Why sadly? There was absolutely nothing wrong with your sexuality. I loved every minute of it.”
“Yeah, you were always good with it and honestly, as long as she knows what she’s getting into I’m okay with it. But, that’s the thing…..”
“Here it comes,” I thought.
“Parker is on some pretty….provocative websites. She found out about my corn maze thing on a chat thing on Redditt, I think. Anyway, her “research” led her to something…..big, sexually.”
“What? Another corn maze thing?” I chuckled at the “big” thing as a typical man.
She laughed out loud, for real. “Ha, I wish it was something that simple.”
She told me about a Halloween contest, the only information is online, by invitation. Parker had sent a request and some nudes (as payment) in order to read the details of the contest. The contest was bizarre and amazing. There was a billionaire, or perhaps a group of them, who own a private island off South Carolina. There were no names attached, of course. The contest was this. A woman could sign up for the contest. She had to submit nudes and answer a very detailed sexual questionnaire. Also, she had to write a detailed story about her sexiest adventure. It would all be evaluated by a “panel” for the contestant to be chosen for the adventure, which she still hadn’t explained.
“So where does that put you…and Parker?” I asked with amazed interest.
“Well, being the wonderfully devious, smart and slutty person that she’s become, she actually applied for it, and she used the story you wrote about my maze adventure as her submission for it.”
“Wow. Glad to see someone getting the benefits of my writing,” I joked. “But seriously, are you sure it’s not a scam or something? I mean, it could be some pimply faced 18 year old dude who just wants nudes and stories to jerk off to.”
“I know, that’s what I said, too!” she said. “But, Parker looked into it. There was a subreddit about it from previous years….it gets pretty….hairy….but it looks real.”
“You HAVE to tell me, what the hell is the adventure?”
She sighed and gathered her wits. “The contest is for $10,000 for any woman who makes it across the island before being….caught.”
“Wow….wow wow wow. You mean caught like…..caught, sexually, right? Kind of like your other adventure?”
“Yes,” she said exhaling sharply. “This is WAY more intense than that, though. We have to agree to all sorts of things, sign a bunch of waivers and agreements. But, the game is, they drop us off at one end of the island, which I think is a couple miles long. We might be nude or….restrained in some way. But if we make it before we are caught we each win 10k.”
“Wait, WE?”
She sighed again. “Yes, Parker signed me up as well.”
“What, why?”
“For one, there’s NO way I’m letting her do that without someone with her. Second, she either has to be 21 or have an adult with her. Third, it sounds……kind of amazing, doesn’t it?”
I recognized the lust in her voice. She was into the idea.
I had to know something. “Okay and wow about all this, but why me? Why tell me about it?”
“Safety, I trust you. But….I was also kind of hoping you’d…..you know….tag along.”
“Tag along? Get chased, naked across an island by…god knows who? Not my thing,” I joked.
“No, not as a contestant, as a …..guide/monitor thingy. It says in the rules that one person can “observe” but not participate.”
Backing up here. Rebecca is a dream. She’s got long red hair, curvy hips, beautiful firm and full tits and an ass from heaven. Parker is nothing like that, just a different kind of dream. She’s got blonde hair, she’s much taller than her mother. Her tits are small, pert and sexy, with amazingly hard nipples when erect (yes, I noticed, hard not to). She’s got a lean, thin body like a swimmer. Everything on her is tight. They couldn’t be more opposite but so damned sexy at the same time. If I could “monitor” either of them for any period of time, I was in.
“So we’re taking a trip to South Carolina!” I kidded.
“Maybe,” she warned. “We submitted our entry, it doesn’t mean they’ll accept it. I’ve heard all sorts of strippers, “B” actresses, famous athletes and such have applied and “run the course” before.”
“Really?”
“Yes, and, it’s rumored that some of the “hunters” are actually famous and rich people. Think about that, if I make it across I win the money, if I don’t, I might be a sex slave for Brad Pitt or something!”
I laughed. “Or, you’ll end up with some whack job like Ted Nugent or Howard Stern.”
“Ew!” she sniffed.
“Wait….wait wait wait…..sex slave?”
“Uh, yeah. That’s the penalty for not making it. If you get caught, you are the….let me read it here in the rules…..”If caught you become the property of the hunter that catches you. You belong to him or her for the remainder of the weekend until the Monday ferry at 11am. This includes the rights for them to use you sexually in any way they choose, as often as they choose, when they choose. Violence is not allowed that is not agreed to by the hunters and the contestants.”
“What the fuck. Are you kidding? A sex slave for a weekend to….god knows who?”
“That’s the contest,” she giggled.
“I can almost get it for you, you have quite the adventurous sexual appetite, but what happens if, god forbid, Parker gets caught?”
She sighed. “I know, I’ve thought about that since this started. I can’t stop her, though. She told me she was doing it with or without me. It was her idea to start with. Now, I’m tortured with the idea of doing it….and not doing it. It works me the fuck up, I have to admit, yet I’m scared to death about it, too. She’s much more fearless than me. She’s like, “so? not like I haven’t had sex before.”
“Oh, and there’s more in the rules….”hunters can sexually use their prey in front of whoever they wish. However, the use rule only applies to the hunter, not any voyeurs.” So, they can watch us get used….that makes me…..gooey thinking about it.”
“Hehe, ok, gross,” I kidded. “When will you find out?”
“There are stages, apparently. First, our application has to be accepted. Stage two isn’t revealed unless the entry “passes.”
“What would cause an entry to pass, or fail for that matter?” I asked.
“Well, our looks definitely matter, which is why we had to send nudes. Then, there’s the sex questionnaire Parker answered. She basically said she said “yes” to pretty much every question.”
“Why?”
“She said, “mom, why would they take anyone NOT willing to do certain things?” I think she’s right, they are looking for a certain “look” and a willingness.”
A week later I got another call from Rebecca. “Guess what?! We’re on to stage two!”
I heard the giddyness in her voice, for me there also was some dread or fear. I mean, still, did we know anything about any of this, really?
Her excitement continued, “we have a zoom call later this afternoon. The judges will talk to us and see if we pass this next step!”
“What’s the next step?”
“I don’t know!” she answered with excited frustration, “that’s what the zoom call is for!”
“God, I know you are excited, but aren’t you scared at all? What if these people are whackos or the whole thing is an internet scam?”
“From what Parker says, it’s totally legitimate, there are many sites, not related to each other, that corraberate the story. But, if you want, why don’t you come over before 4pm, you can sit it, not IN the zoom call, but you can watch, see for yourself.”
“How are you uh….handling the anticipation, the excitement?” I asked, knowing her needs.
“Oh god, Parker made me SWEAR not to do anything with anyone until the contest is over!”
“What? Six weeks? That’s an eternity for you! I don’t remember you ever going a week without it without losing your mind,” I joked.
“I know! God, all my FWB’s are all on lockdown now. It’s like we’re all going through withdrawls. I can’t LOOK at a guy’s package now without wanting to jump him and the guys at work who enjoy my mouth frequently can’t leave me alone about. I obviously can’t tell them WHY I won’t….we’re all a bit edgy here,” she giggled.
It was time for the call, I stood in their kitchen, out of sight of their pc while Parker and Rebecca took the video call. Per Parker’s suggestion, they wore “classy” but sexy outfits. They both had sundresses which hightlighed their cleavages nicely.
“Good afternoon,” came the low, husky voice on the other end. There was a “panel” of judges, all with hoods over their heads and black eye masks.
“Hi,” Rebecca giggled nevously.
“Congratulations on passing stage one. This is stage two. This is for the purpose of checking the legitimacy of some of the items from stage one. Are you willing to answer questions, perform some tasks required to proove your worthiness?”
“Yes!” Parker said quickly. I kind of wished they’d asked what the tasks were beforehand.
“Good, good,” said the man coolly. “Now, for starters, you must be Rebecca,” he said, looking at her. “Now honestly, if you’d entered by yourself I don’t think we’d have accepted you.”
I saw the disappointment on her face.
“Not that you aren’t a beautiful woman, it’s just that we…tend to prefer younger women, no offense. However, since you entered as a duo, it piqued our interest. We’ve never…had that situation before, the mother/daughter entry.”
I could hear the interest in his voice.
“I saw your pictures, Rebecca. Again, very beautiful woman, but, we’ve had many people send us phony pictures or ones from years ago. Can you verify these are recent?”
“Uh, yes. Parker took them last week.”
“I mean proof,” he smiled, his lip curled up to his mask.
“You want me to…..?”
“Strip, yes, if you please.”
Rebecca hesitated, but on Parker’s insistence she slid the sundress over her head, revealing her nakedness underneath. The man made her stand there while the other men put their faces in closer to their pc. We heard positive muttering.
“Turn around,” the man urged. Rebecca obliged, showing them that magnificent ass of hers.
“Nice, very nice, you were true to your word. Admittedly, you are on the fence because of the age thing, but I think you may have gained a few points back,” he smiled.
“Now you, young lady,” he said, looking at Parker.
Her dress dropped to the floor and she was made to model her body for them in the same fashion.
“Yes, yes, the two of you together….definitely helps your entry. “Let’s talk about the questionnaire.”
I saw Rebecca gulp for air.
“It seems you two have very little restrictions, is this true?”
They both nodded nervously.
“I mean, some of this stuff is quite….intense. So you two are “no holes barred?” he asked nonchalantly as if asking basic demographic questions.
I saw Rebecca shoot Parker a nasty look but they both nodded to the affirmative.
“and the rest, including exhibition, public use, disciplining?”
I saw them both nod again.
“Good, good. We’ll alert all the winners via the email on your entries. Winners get their trip paid for, airlines, hotel and transportation, as well as further rules and instructions. All instructions must be followed to the letter or may result in immediate disqualification. Do you have any questions?”
Rebecca started to open her mouth before he cut her off.
“NOT about the contest,” he smiled.
“Well, we did have one question. What’s the rule on the observer? We’d like to bring one for….at least SOME safety.”
“Understood. You are allowed one observer, who must follow our observer protocol. He or she does NOT get travel paid for, that’s on you. You’ll receive more details in our contest packet at the hotel, should we accept your entry as final.”
Another week went by. To say Rebecca was edgy was an understatement. I hadn’t heard from her in three years, now, she was texting me every day, calling me, mostly for emotional support.
“Why haven’t they emailed? What if we aren’t sexy enough?” “Oh god, what if we get caught? I spend every night fighting the urge to get out my dildos or vibrators and just work myself over….but I don’t. I seems spend half the day with wet panties, the other half doing laundry,” she laughed.
I didn’t hear from her again until a week before the trip.
“We…got the tickets,” she whispered excitedly. She was at work. “You need to get your airline ticket.” she gushed.
“Yes, I’ll get one for Saturday, early, so we have time to meet up and discuss things.”
“Good. We’re on the 2pm flight. Our hotel is the Plaza East, it looks really fancy. I’ll text you when we get the key and the room number. See you then, oh my god….this has been killing me. I can’t wait!”
I was going to share their room, a thought which gave me my own “ideas.” I sighed, though, I knew I wasn’t going to get any action because of the contest. Still, to be around two such beauties? All worth it. I met them in the hotel lobby after they texted me upon their arrival.
“God, look at this place!” Parker gushed. “It’s like totally for rich people!”
They were both giddy. They nearly raced up to our room. No sooner than they’d opened the door they both raced to one of the beds where a package lay. They ripped it open like kids at christmas. There was a letter with several pages.
Contestants: 1- you must retrieve your necessary items from the promenade room. Show them the I.D. tag. 2- you must sign all waivers and non disclosure agreements (NDA’s). 3- you must report to the spa for prep. You are to follow their instructions, no exceptions. 4- you are allowed one observer. You must retrieve his/her items at the promenade. 5- read the rules of the contest carefully before you sign.
Parker read the rules to us as we stood there, mouths agape.
Rules of the contest:
The contestants must complete their prep before the contest.
Contestants will be ready for transportation the morning of Saturday, October 30th, 6am. If you are late, you are disqualified.
Contestants/observers will be ferried to the island and dropped off. Only items allowed/provisions will be supplied at the drop off (point A). It is strongly urged to wear a good pair of boots suitable for hiking in different conditions.
You will be given a map and provisions. You are to make it to “point B” on the map before being caught. There will be a red “finish line” to cross. If successful, you will be paid the agreed upon amount of $10,000 dollars. If you are unsuccessful and are caught, you are property of the hunter until the ferry arrives for final departure on Monday, November 1st, at 11am.”
They both looked at each other wide eyed. I did NOT see reluctance as much as thrilled agony. They both wanted this…challenge. They raced down to the “promenade room.” They were met in the hallway by a beautiful asian woman with an all knowing smile. I was not allowed to pass, since they had the I.D. badges and I did not. Rebecca called me later and told me the story, with Parker still busy with the prep.
“Li, the asian woman, did you see her? God, she’s gorgeous, if the contestants are all like that how did we get chosen? Anyway, she took us into a private conference room, using a security key. Inside, there were already a handful of other contestants there picking up their stuff. God, they are all beautiful, and YOUNG! Most of them look like athletes, how are we going to compete against that? One of them looks like an amazon! She’s got muscles all over and has pink hair and huge tits. She looks like she could break me in half!”
“We picked up our things. It was a very small backpack. It just has two water bottles and a first aid kit. Then, we all stood in line in front of a guy who was probably a lawyer. He made every one of us sign each page, explaining each in detail before having us sign. Do you know how embarrassing to have to “agree to anal intercourse? Or, do you prefer crops, belts, whips, or hand spanking?” in front of a group of women? Anyway, we both signed. We were then instructed to go to the private spa. Li led us there together.”
Inside, they told us to strip. We were in a room with two tables, like for massage. I thought, “oh cool, we’re getting free massages!” Instead, an older native american or Polynesian looking woman came in and gave us the eye.”
“Table. You,” she said, roughly pointing at me. I laid on my back, nude. She said, “no hair! Read rules!” I thought, “what the hell?”
“She pointed at my pubic hair. “Whew, I thought they wanted to shave my head.”
“I asked for a razor, but she had one in her hand already. Without warning I felt her splash my pussy with warm, soapy water. Just as shocking, I felt her fingers massage in the soap, which included them sliding over my pussy lips. I’m sure I involuntarily sighed, you KNOW how long it’s been since I had anyone touch me there,” she chuckled with a blush.”
“She shaved me clean, in front of Parker, who was smirking the whole time. I got my revenge though, when the woman did the same for her, even though hers was no more than a thin landing strip beforehand.”
“I thought that was it, but I was way wrong. She had me lie on my tummy on the table. I felt something like a pen writing on me. It was henna! She gave us henna tattoos, which I’ll show you later, they are awesome. It’s all over my body, from the neck down. It’s like the ones they get in native rituals. Parker is getting hers now! Oops, gotta run, we’re done, see you in a few!”
I waited anxiously for them to show up. They both had wicked smiles on their faces when they saw me. They filled me in on all their happenings, their feelings, their excitement about it.
Parker laughed, “mom got all hot and bothered when Xi ling was shaving her. I was afraid she’d orgasm right there on the table!”
“I haven’t been touched in weeks, a light breeze might make me orgasm! But, hush, you seemed to really enjoy that tattoo getting very dangerously close to your pussy, too!” Rebecca teased back.
Rebecca slipped her dress off. She was nude. Her body was filled with reddish orange colored patterns. It was on her arms to her wrists. It was on her back all the way down to her ass, then down her legs to her ankles. In front it was down to her cleavage, then from under her tits down to her….glorious pussy. The only “bare” spots left untouched were her face and neck, her tits, her ass cheeks, and just barely above where her labia started. It was….arousing to say the least. We both looked at Parker. I didn’t know what to expect, she was her daughter, after all.
Parker blushed and said, “it’s not like guys might not be seeing me this way for a couple days,” as she stripped for us. Her patterns were different, but the same areas were untouched. I’m a man, can’t say that I’m not. I got a bit of a hard on, seeing them both standing there in all their glorious, tattooed nudity. Quickly though, they dressed, reminding me that I was still an “outsider” in a way, to them.
We had room service, all free. I enjoyed the best steak I’d had in years. Parker and Rebecca kept up a constant conversation about the “what’s,” the “where’s,” and the “whyfores” I couldn’t help but stare at them. I did my best to appear not to be ogling, but I was, totally. They both had on loose dresses, I could see down their tops at times. I could see the tattoos running up their legs and under their dresses. My imagination was running wild.
“God, I’m so horny I could fuck a cactus,” Rebecca moaned.
“Yes, this is probably the longest you’ve gone without sex since high school, or before,” Parker joked (it’s her joke, no sex before 18 years old, per literotica).
“Yes, you should see the guys at work with their puppy dog eyes. I just wanna drop to my knees and suck them off right there in the lobby!”
“Mom!” Parker playfully protested. “I’ll bet Don has been the worst, you suck him the most!”
“God, he’s been relentless. I just think of how much more slutty I’m going to be when I return, especially horny from this whole thing. The guys are going to be extra busy when I get back.”
“You are so into sucking cock,” Parker said with a smirk. “Me, I prefer Don’s big, beautiful black cock in my pussy.”
That thought just blew my mind that some guy at Rebecca’s job had “mother/daughter’d” the two of them.
“Oh, I know, I’ve had it too, remember? I just like the size and shape….and the way it tastes.”
“And the way he said he makes you sometimes speak in tongues when he’s fucking you with it?” Parker teased.
“Oh please, you’ve told me about some of your legendary frat parties. Didn’t you suck like 3 guys off one night?”
Parker giggled, “uh, 4, and one guy it was twice.”
“See? Call ME the slut,” Rebecca laughed.
“You ARE,” Parker persisted. “God, Jamie, on the plane, there was a group of college guys that were together. One was in the aisle seat next to me, and three others in the seats in front of us. Mom REFUSED to wear a bra, so her sundress showed her nasty little nipples, which were rock hard cuz she was hot from flirting.”
“Me? You NEVER wear a bra and your nipples…um, are bigger and get harder than mine.”
Parker blushed.
“I couldn’t help it with those guys, well, they WERE yummy looking,” Rebecca sighed.
“Yeah, and mom spent nearly the whole flight holding on the the seat ahead of her like she wanted to be close when she talked, knowing full well they could see down her top to her big, fat tits. I even caught her flipping her skirt up like she was fanning herself for air. I know they caught more than just a knee or upper thigh…you weren’t wearing panties either, were you?” she asked, eyeing her suspiciously.
“Guilty,” Rebecca blushed. “What can I say? I know how to flirt. You just sat there like a stone while the guy next to you had his hand all OVER your leg. With any encouragement, I’m sure he’d have felt glory.”
They both stopped when they realized how wide my eyes were at all the revelations.
They both blushed, then called it a tie. It was still early evening. Parker put on her bathing suit and went to the patio to lay out on the lounger. Rebecca and I had a glass of wine, sitting on the edge of the bed.
“Are you sure about all this?” I said, still concerned. “You aren’t going to…purposely lose are you?”
“I’m thrilled by all this, but mostly by the risk. You are right, it’s dangerous, it’s crazy, stupid, even. But, you know me. I like the thrill. I love halloween, especially when it comes to devious and interesting sex games….I….can’t help it. I need to do this. But, I want that money more than I want sex, even if you find that hard to believe. And, I have the added motivation to try and make it for Parker, and WITH Parker. No, I’m going to try my best to get through, and I’ll have the biggest, longest fuck party when I get back,” she giggled.
We both looked out at Parker, who was lying face down on the lounger, her top off.
“Parker….I can’t stop her, either,” Rebecca said softly. “I’m afraid she’s totally like me. She’s even ahead of me at her age. I didn’t do the fraternity thing until I was at least 21!” she joked. “These people don’t seem the type to hurt people. They are just kinksters, like us, just insanely rich kinksters who can play better games.”
“I guess. I’m glad I get to observe, though, not that I can do anything unarmed on a remote island.”
“True, do NOT get in the way, though. That’s in the rules, observers can NOT help in any way, physically or otherwise. You have to stay a distance away. I’m sure that’ll be in the final instructions at drop-off.”
“Shit, drop-off,” I sighed. “That’s like less than 12 hours away. I had my own agenda. I wasn’t fully committed to it, but I’m a poker player, I’ve been known to bluff on occasion.
I said, “you know, I’m not so sure I can do this.”
“Do what?” she asked with concern.
“Observe you getting….caught and taken.”
“I don’t think they’ll let you watch me get taken, there’s a mansion on the coast of the other side. I think we’ll get taken there….I mean, IF we get taken.”
“Still, I’m unsure about all of this.”
She smirked. “What do you want?” She caught me.
“A favor.” I think she knew what I meant.
“A favor, eh? Anything you want?”
I nodded.
She smiled, “deal, it’s only fair.”
I saw she was tiring. I told her to lie down. I went out to get Parker. Before I stepped outside I saw two guys on the balcony right next to ours. They were clearly leering at Parker and elbowing each other. I cleared my throat. The guys stepped out of sight and Parker put her top back on.
“You had some company,” I chuckled.
She whispered, “I know, I could hear them! I saw them when I came outside. They look like athletes. They are both hooooot hot hot, if this was any other day I think I’d have a different night altogether.”
“Jeez, you are like your mom,” I laughed.
“She has no idea, really,” she admitted. “Want me to show you?” she asked. I had no idea what she was talking about.
“Go back in, get behind the curtain, watch,” she instructed. I did so.
I saw her lie back down. She lay there for awhile. Sure enough, the guys appeared again. Soon, they were making conversation with her. She was propped up on her elbows, her tits were clearly hanging down for them to see from the vantage point on the side. They mentioned her tattoos so Parker turned to show them the entire work. That exposed her full chest to them when she turned towards them. She even pulled her bikini bottoms down, exposing her crack, to show them where the tattoos ended. Finally, she came back inside, not bothering to fasten her top, leaving her tits completely bare for them to view.
“We’ll be here through the weekend!” they said in unison as she came back inside with a wink
“They asked me over for a beer,” she grinned. She shrugged like she just couldn’t help being attractive to men. Only their timing was bad, I knew that on any other night….
It was a long night. I barely slept. I was in the bed next to the two of them. Two beauties who I couldn’t touch, two who might be in the clutches of others, in a matter of a few hours. It was tormenting. How they both slept as soundly as they did, I’ll never know. Also, they both slept in the nude…and the covers didn’t always cover them and….well….it’s hard to sleep with a hard on. I woke up with one as well.
We needn’t have bothered with a wakeup call, we were all wide awake in the early hours of Sunday, Halloween morning. To their surprise, there were two robes, presented like presents, ribbon and all, sitting at the door to our room. The note said. “Wear this, nothing else.”
The girls looked at each other and shrugged. They removed their clothing, to my benefit. The robes were thin. I surmised they were just to not get them arrested for indecent exposure on the way to the drop-off.
We were picked up by a taxi that seemed like was meant specifically for us. The driver kept looking back at us with smiles. I had a feeling he knew where we were headed, and why. They dropped us off at a private boat launch. There were about a dozen women standing around in similar robes. I spotted “Demeter,” the muscled woman with the pink hair. I was pretty sure she was an American Gladiator or a semi-famous wrestler of some kind.
We rode the ferry pretty much in silence, other than a few whispers and points at the other contestants for the few miles out to the island. This island was private, it had another name, it wasn’t on most U.S. maps but here, for this, they called it Halloween Island. My heart was racing as the boat approached shore, I couldn’t even imagine what was happening in the girls hearts and minds.
We were unloaded on a very small dock. We were met by a nerdy nebbish looking man who collected the robes from the women. They were now all nude. I saw they all had henna tattoos, of all impressive shapes and designs. From my background with sports and sports betting I recognized several of the women. One was a blonde russian tennis player, ranked several years ago, she still looked very fit, with similar build to Parker. I saw another woman I recognized, she was one of the costars of a TV show that was a hit within the last several years. Some of the other women looked like athletes, runners, gymnasts, they were quite toned.
I was given a garish neon pink T shirt with the word “observer” on it, along with several other men, and one woman. Each of the contestants also had a color assigned to them, the troll applied a dot right above their cleavages. Rebecca and Parker’s were green.
The man started reading to the group from a script. “When the horn sounds you start. The contest ends when all contestants are safely on the grounds of the ferry launch, marked in red or when all contestants are either safe, or have been captured.”
Several women raised their hands as if to ask questions. He ignored them to continue, “the maps are on the table, one per person. Observers are not permitted a map,” he said, eyeing me for some reason. I’ll admit, I wanted one.
“Contestants are allowed to help each other by support and planning only, you are NOT allowed to physically aid another contestant in any way,” he said, this time eyeing Rebecca and Parker. They were each going to be on their own in that way.
“You are also NOT allowed to physically detain or obstruct another contestant,” he said, this time eyeing Destiny, who just smirked. I wondered if this was her first time or not.
“Once you cross the red line you will be handed a gold pass, freeing you of any obligations thereafter. You may use your pass to obtain….other transportation as you will see.”
“There are three main routes to the other end. As you’ll see on the map, route A goes parallel to the west beach. You’ll find the paths there less overgrown, with easier passage. However, the hunters will have that same advantage. The middle route “B” will take you over the hills, which, you can see, will be quite a climb. It’s a slower route, obviously, but you can see aways behind you and if you are climbers may be a good option. Route “C” runs parallel to the eastern shore. It’s quite muddy and swampy, a very slow and arduous trek, however, it will be the same for anyone chasing you. Your choice. The forest paths are quite complex, made so purposely, made into maze like turns. Follow the map carefully until you reach the point where you’ll have to choose your final route.”
“You MAY want to ask if there are any other options for success. You ARE allowed to hide and wait it out. However, the nights get chilly, the mosquitos are quite vicious, AND the hunters….well, they are quite proficient. No one has ever been successful at waiting it out. However, if you do, and make it to the morning’s horn, it also earns you a golden ticket.”
“Anyone caught physically helping or obstructing another contestant will be disqualified. Anyone with an observer who is found to have helped guide you or phyically helps or obstructs another contestant will have their contestants disqualified. We follow rules here, for your aid and detriment.”
Rebecca raised her hand. The guy looked over his thick bifocals and said, “yes?”
“Am I allowed to help….my daughter?” she said, pointing to Parker.
“Ah yes, the “teams.” Anyone working as a team, those designated with the same colors ARE allowed to help each other as per your agreement, page 8, section B.”
I saw a couple of women, who I assumed to be lesbians, or at least together rejoice at that news.
“Finally, no more questions,” he huffed. “There will be no more answers. The hunters have been assigned. As per our standard, the hunters have chosen their prey, based on your video and picture accounts, as well as the questionnaires. The hunters are allowed to hunt ONLY their color prey. Green hunter, green prey, got it?” he said, eyeing Rebecca again. I noticed this time his gaze was focused on her bounteous breasts, which were heaving from excited panting. “Also, just because hunters may have the same color amulet, it doesn’t mean they are working together, they are just hunting the same prey.”
“If, you were to encounter a hunter of a different color, designated by a necklace amulet of color they are required to wear, you are to show deference to that hunter by kneeling until he or she passes. They are NOT allowed to restrain or obstruct you in any way. If you are caught by a hunter of your color you are allowed to run, kick, scream, fight if you wish until you escape or are subdued. Weapons of any kind, sticks, rocks…ANYTHING are not allowed by either you or the hunters. The hunters start 15 minutes after the horn. Am I clear? Follow the rules, get to the boat, your time begins….NOW!” he said, just as a loud air horn sounded.
The ladies scrambled for the table with the maps, each carrying the small backpack they were assigned. The half dozen of us observers were stopped by a small detail of security.
“But I thought we could observe,” I started to protest.
“And so you shall, follow us,” one gruff soldier looking dude said to me.
They led us to a row of All terrain vehicles (ATV’s). We each got on one and the driver took us down the beach quite a ways. I was expecting to be taken to an observation tower or something but instead we pulled down a path off the beach and up to a plain, brick building, covered mostly by branches and overgrowth. Inside though, it was like the pentagon. There were at least a dozen TV monitors. We could see the women heading into the forest. To our surprise we could follow every move they made by watching the monitors. There were cameras on the paths recording them the whole way. This was not some cheap party store closed circuit thing, this was HD, high quality stuff. I saw Rebecca’s panicked look as she and Parker stumbled down the forest paths trying to follow the map.
Just an aside here. Rebecca couldn’t find a gas station if she was parked across the street and Parker, honest to god, totally the truth here, when she was in high school, only knew one way to get from her house to her school. If she had to make a different turn she’d get lost. She lived a mile from the school! I suddenly didn’t like their chances.
They were keeping up with the more athletic women, though. They seemed to stay especially close to Demeter, which I thought was their best bet, as well. They were far into the forest when another air horn sounded. The hunters were let loose. The monitor showed there to be dozens of them, all of them in camoflage, wearing either hooded cloaks or black eye masks. I remembered how Rebecca said that some of them were probably famous, so they could maintain their anonymity using their disguises. They were not allowed to use devices to aid them in tracking, it was all based on knowing the map, stamina, and any rudimentary tracking ability they had. I wondered how many of them were tasked with tracking Rebecca and Parker.
I couldn’t help but watch Rebecca’s “group” which included Demeter, Parker, and another fleet footed woman and three others. I couldn’t help but be distracted by both Rebecca’s and Demeter’s tits as they bounced and heaved along the way. They seemed to be working together. They were pointing their directions out on the map to each other. Maze like twists and turns were purposely cut into the forest, creating many choices and false trails, leading either back to the beginning or coming to a stop in thick growth.
Like I said, Rebecca would get lost in a Walmart so I knew she needed to follow Demeter, who was barking out instructions to the small group. Two of them didn’t listen, they argued, then bolted down a path Demeter warned them against. I saw them apprehended a short time later as hunters overwhelmed them.
Demeter led them carefully to the “decision spot,” the point of the island they’d have to choose which route to take. I saw actual fear and panic on both of their faces. This was now real. The thrill of “thinking about getting caught,” was now the ACTUALITY of getting caught. I wondered if they were as committed as they seemed before.
Suddenly, from out of the brush came a hunter. He had a gold stone in his amulet. I heard (yes, the cams were wired for sound as well) the fleet footed brunette from Rebecca’s group shriek and bolt. The hunter chased after her. They disappeared down the path. The three of them now looked panicked and there appeared to be others approaching. They were arguing which path to take but there was no time for debate. Demeter chose her own way, she bolted towards the beach route, which was far more reliant on footspeed than any stealth or guile.
That left Rebecca and Parker to fend for themselves. With someone approaching the looked at each other with panic. There were two hunters about to encounter them on their path. Before they could decide, the hunters were upon them. To their extreme luck the hunters had blue and purple, respectively. They grunted at the women, who fell to their needs in submission, as instructed. The hunters, true to their code, walked past as if they weren’t even there. The women got up quickly. There was another hunter approaching. There was no time, the hunter came out between the paths. Rebecca screamed and ran down the path towards the hills, Parker ran into the swamps. The hunter bent down, examined the ground and the footprints, then followed after Parker. Just then, we were all hustled out of the concrete “bunker” and taken farther up the beach to another bunker, similarly equipped.
It was quite a relief to see that neither had been captured yet. In fact, Rebecca had made it a good ways up the hills and winding paths. She was nearly to the top.
Parker, however was in a quagmire, literally. She was slowly working her way through a muddy bog. She was up to her knees in mud most of the way. I saw the sweat and the effort she was putting in. I kept getting lost in her beauty, how her tight, wonderful tits looked out in the clean air, how her tight, yet somehow maddeningly round butt looked as she struggled through the swamp. The hunter was tantalizingly close, he had the same issues, however. His way through the mud was proceeding slowly, as well.
From her vantage point at the top of the hill, I saw Rebecca panting from the effort of the climb. She was eyeing her path forward. She could see the finish from there, even though it was still a mile or so away. Adding to her problems, there was a hunter, making quite good time up the path behind her. I think she was able to spy him, because she took off running, which she only does on a treadmill at home.
I could only sigh and adjust myself when I saw her beautiful ass bouncing and her sweet tits swinging wildly with each stride. “Oh god,” I thought. “Someone is really going to enjoy that….if they catch her.” The reality was close. It was going to happen soon, one way or the other.
They moved us again, this time to an open field. I recognized this as the contest end, there was a pier and a waiting ferry.
I watched as Parker, younger and with more stamina than her mother, start making good time as the swamp got less and less muddy. She finally got up to a full run. There was only a clearing, marked in yellow, followed by a run of about what looked to be a hundred yards or so, to the magic red line they needed to cross.
At almost the same time, Rebecca, all her glorious bits bouncing and swaying, came out of her end of the path. There were several others, coming from the beach area. They were all running, tits were flying everywhere, it is….a vision I’ll never forget. Suddenly, two of the “beach” contestants were caught. They fell in a pile. I saw struggling, it looked…..very real and raw. There were several others, including pink haired Demeter who stepped over the fallen comrades and leaped towards the destination. Rebecca, not watching where she was headed ran right into her and she, fell in a heap just as men came upon her. Demeter tried to get up but at that moment came the hunter with the matching amulet came from the side and sideswiped her with a tackle that would make a linebacker proud. She fought like a demon, but the man was quickly aided by another and soon they had her feet and hands ziptied. They stood over her like she was a prized deer they’d shot. That freed up Rebecca, she headed for the finish.
She was close, she was almost there. Parker….didn’t make it. A hunter with a green amulet flew up from behind her and had her on the ground with a kick to her feet. He was zip tieing her ankles. Rebecca was a step away from the line. She looked back. She saw Parker and the man getting ready to completely incapacitate her. She turned back. She took several steps back towards the man. The hunters were wired. I could hear everything.
“Stop! Please!” Rebecca begged. Parker was sweating profusely and sobbing.
Rebecca was still tantalizingly close to the line, it was just a few steps away. “Don’t…..I’ll go.”
“What?” the hunter asked with a raised eyebrow.
“Let her go. Take me instead.”
“Why should I do that? No offense. Mother vs. daughter….she’s young and more….pliable,” he grinned.
“Maybe so, but I’m kinkier!” she protested. “Please, whatever was on that questionnaire, I’ll say yes to all of it.”
His eyebrow raised higher. “ALL of it?”
“Yes! Yes! Everything! Just let her go!”
He stood there for a second. I could see he was stalling. Sure enough, another hunter dressed with a green amulet came out of the forest.
“Now, do it now or I go,” Rebecca said in what I knew was a bluff.
He bought it. He wanted the “kill” to be his own, and not have to share it with another “green” hunter. He quickly cut the ties from Parker’s feet. She took off, only to slow as she approached her mom.
“Mom, no!”
“Go, now, don’t look back,” Rebecca warned.
Parker did as she was told. She crossed the line. An attendant handed her a golden ticket. She looked around just as the original hunter got Rebecca on the ground and subdued her.
Suddenly I felt a sharp stab in my arm. That was the last I remembered until I woke up, face down in the dirt near the gate of the ferry.
“Get up man, it’s time to go.”
It was over. Rebecca was caught, Parker was….I don’t know where. With my blurry vision I couldn’t make out much detail at first. There was a pen, filled with naked women. I couldn’t tell if one of them was Rebecca. The observers, like myself, were loaded onto the ferry. As we pulled away my eyes were clearing a bit. I saw Demeter, her hands bound behind her neck by a piece of wood. It looked like they were pulling her along with a chain attached to her…yes, it was chained to her nipple piercings. The other women were following, all bound in some way. They were leading them away, towards an impressive beach house. Ha, beach house, it was a freakin’ mansion on the water.
Where was Rebecca? What trouble was she in? And where the hell was Parker? The ferry dropped us off unceremoniously, at the same pick up spot as in the morning. Stunned and at a loss I went back to the hotel and awaited word. I contemplated trying to find a fishing boat captain or something so I could head back to the island but I knew I’d be no match against a security detail. Plus, I had no way of knowing how many of the “locals” were in on the whole thing. I paced the hotel lobby, the game room, the sports bar. The hotel had spared no expense for Halloween, all of the staff had very detailed, realistic costumes. I was ready to explode with energy, not knowing how to channel it. I gave up and returned to my room.
I sat on the bed, lost in thought as darkness fell. I must’ve drifted off because I awoke to the sound of the pass key in the door. Parker came in with a blush. She was wearing that thin robe, probably given back to her by “them.” She told me what happened to her.
“Once I made it I was given the golden ticket. The attendant took me, and a few of the others that made it, down the pier to the private yacht parked there. There, we were given drinks and really expensive snacks while we all unloaded on each other about what just happened.”
“What happened to your mother? Last thing I remember they had her on the ground….”
“I know,” she said sadly. “I TOLD her not to. But, I had to make a decision or it would’ve been both of us.”
I agreed. “Last thing I remember was that, then it went black.”
“Yes, they shot you with a tranquilizer dart,” she smirked. “That wasn’t in the handout.”
“No it was NOT,” I agreed.
“I’m sure it’s so the “observers” can’t interfere with the finish. Still, kinda rude.”
“So the yacht, what happened?”
“Oh, it was just a party for the winners. They paid us, actually they electronically deposited, but same difference. Mom and I are going to share it, either way, we were going to split it if we won anything.”
“I doubt she’s winning right now,” I said with much chagrin.
“You never know, mom is….well mom is….kinky. She may be getting more out of it than we know.”
“So the yacht?”
“Oh, so we got to celebrate. There were some rich dudes, probably some of the perpetrators of the whole thing, on the boat with us. They got to party with the naked chicks, all of us who made it. Most of the successful ones were the runners, who simply outran the hunters on the beach.”
“They didn’t allow us to dress the whole trip back. Then, before they let us off we had to sign new NDA agreements about what had just happened. They threatened us with lawsuits that would break us if we broke them. I have no question they will, and can.”
I nodded. “But your mother….god, your poor mother.”
“Oh…she’ll be all right,” she grinned. “This was all her idea, anyway.”
“What?!” I said with shock. “She told me YOU did the whole thing?”
She looked at me with surprise. “Seriously? That is SUCH a lie. SHE found the website, SHE sent the entries, SHE begged me to join with her.”
“Why?”
“Because she knew they’d never pick a woman that old. She was right, they wanted us as a “team.” Why would that surprise you? I’m a slut, big-time, but I’m not as imaginative or kinky as all that, yet. I’m sure I’ll get there. But, this was all for her. If I didn’t know better, I’d think she hoped for the exact result she got. I think she wanted to appear to be doing the benevolent thing, but end up caught.”
“I can’t believe that. She’s kinky as fuck, for sure, but not at the expense of her own daughter.”
She grinned shyly, “I’m not so sure. Again, it’s just sex. We’ve both had plenty. She knows I can handle it. But for now, look at me.”
She was covered in caked mud from her knees down. She was scratched up in places I shouldn’t even be seeing.
“I have to take a shower,” she smiled.
I sat on the bed as she took a long shower, the mist cloud floated out the open door. She hadn’t closed the door. I …..couldn’t help but look. Through the sliding glass doors I saw her beautiful frame. She was propped against the wall. She was allowing the warm water to cascade over her to relax. I watched her intently, it was mesmerizing. Her body, the tattoos, the whole scenario playing back in my mind.
Suddenly, I was snapped back to reality. “Well, are you going to join me or not?” she grinned lewdly. She’d caught me watching her.
“What? I’m sorry, I couldn’t help….”
“Shhh, are you going to join me, or not?” she repeated, this time crooking her finger at me.
My clothes hit the floor in a flash. The water hit me at about the same time as her body pressed up against me and we attacked each other’s lips.
“Oh my god, Parker, I can’t…..”
“Shhh,” she said, pressing her finger on my lips. “Let’s just enjoy this, no rules, no judgements.”
My hands were full of her ass cheeks as our tongues entwined. I could feel her hard nipples pressing into me. I was as turned on as I’d ever been. Even for an “old man” of 53 I was appropriately hard.
Her hand was on my erection and she was stroking it slowly, while applying soap to make it even more slippery. She jerked me slowly while we kissed. Her tongue was expert, it flitted and flicked mine seductively, without attacking me or shoving it down my throat. It was very….sensual.
I had my hands full of her tits and was soaping them as well. The feeling was magical. In my head I’d made up my mind, I’d rationalized it. THIS was the favor I’d been promised from Rebecca. We’d never actually verbalized the exact payment. THIS was it, I was making love to her daughter.
We continued to caress each other lovingly, while the water washed us clean of everything but our guilt. She dropped to her knees and took my cock in her mouth as the water splashed her face.
“Sorry if I’m….not as good as mom,” she said before engulfing the head.
It was difficult to even come up with a response to that kind of statement, it was all so surreal.
She suckled me slowly, lovingly. She was in no hurry. I was enjoying every perverted second. Finally, I lifted her up and I bent her at the waist, her hands gripping the tile and facing the showerhead. I let it continue to flow over her, relaxing her, massaging her almost like a hot tub. I dropped to my knees and tongued her, first her ass, down her crack, to her anus. I rimmed her as she moaned softly. I penetrated her hole and gave her a quick tongue fuck and she wiggled her ass and squealed. I doubted anyone had every tongue fucked her ass before. I couldn’t believe it, that ass, that perfect fucking, tight, sweet ass was in my hands and on my tongue. I was in heaven. I moved down slowly to her pussy lips. With her bent, I could play with her lips with my tongue but I couldn’t quite attack the clit like I wanted. That would come later. I made sure she was quite worked up first.
I shut off the water and dried her softly with a luxurious towel. She dried me the same way, stopping only to smooch me again and again. Finally, it was show time. I picked her up and carried her to the bed. I dropped her on the bed playfully and she fell, legs open onto her back. I needed no further invitation. I crawled in between her legs and teased her opening with the head of my cock. It was already slick. I smiled as I slid it up and down as she begged for me to stop teasing her and, “just stick it in already dammit!”
I did. Her eyes almost rolled back in her head when I hit bottom. God, she was tight. I’d long forgotten those days. I thought Rebecca was tight, this was….something else.
“You are so tight,” I moaned as I plunged in again.
“You mean for a slut?” she cooed, her hands on my hips, guiding me in.
“For anyone, anywhere,” I panted. “It’s…..amazing.”
“Fuck it,” she panted, “fuck that tight pussy then, fuck it good!”
I gave it to her the best I could. I ‘ve had plenty of experience, and I’ve got plenty of stamina. That, and I was in NO hurry to rush through this experience.
She almost shrieked when I pulled out.
“Noooo!” she groaned as she tried to pull me back in.
“In a minute,” I smiled. I dove in, face first, into that wonderful wetness.
Finally, I could concentrate on working her up the way I wanted. I teased her outer lips, I circled and flicked over her inner lips. I grazed her clit, only to retreat, before returning again. She was bucking her hips softly, rhythmically into my face. I slipped two fingers into her pussy and she moaned with appreciation. I kept up the teasing, which became more and more focused as it went. I finger fucked her as I drove her to madness. She started moaning and bucking more furiously. She needed it, she needed it badly. I obliged by focusing now on circling her clit. She held my head tightly.
“Oh god, oh god…..fuck. How did mom ever leave ….this? Fuck….oh fuck,” she panted, almost in hysterics now.
I wanted this to be memorable. I teased her as close to the edge as I could, then worked her back down, only to work her back up again. Finally, she couldn’t take it, she was basically shoving my face onto her pelvis. I smiled to myself before attacking her clit for real. I circled it, then battered it with tight licks, then circled again, then licks….she burst like a dam.
“Oh my goooooooooooooood!” she screamed as she orgasmed. I felt the wetness on my face as she spasmed repeatedly on me. She was nearly wetting herself, and me, in the process. It was….memorable.
I let her come down just for a bit, before slowly, teasingly, working her back up again until she was cumming again on my face. I managed to get a half dozen orgasms out of her before she basically yanked me back up, and into her again. This time her hips matched mine. She was fucking me as much as I was, her. I’m only a man. I’m not a god, nor a machine. I doubt any man on earth could’ve resisted. I couldn’t. I came like a blubbering fool into that irrestistible wetness, into that beauty. I….will never forget that moment.
“Oh my goodness,” I sputtered. “I have NEVER cum that hard,” I said truthfully.
“Me either, I didn’t know that was possible,” she giggled. “I mean, I’ve had orgasms before but….I guess not, if they are supposed to be like THAT,” she purred appreciatively.
We fell asleep in each other’s arms. Rebecca was still on our minds, probably now as much as what to tell her as what was actually happening to her at that moment.
I woke up the next morning. Parker had ordered coffee and scones. I saw her sitting out on the patio, half naked, of course, with her breakfast. She was wearing just a T-shirt that didn’t fully cover her ass. I know because I watched that thing sashay all the way out.
She was talking to someone again, I knew who. It was one, or both of our “neighbors.” They were no doubt getting wonderful views of that perfect young body of hers. She wasn’t trying to cover up. In fact, she was sitting on the chair, facing the ocean, away from them, but her one leg was crooked up so they could easily see her ass cheek and perhaps even her pussy if she’d positioned it right. I had no doubt she had.
“No thank you, it’s way too early for beer,” she smiled coquettishly. “But,this coffee is NASTY, I’d kill for a cappuchino.”
“Oh my god, we have a cappuchino machine in our room!” said one loudly.
I looked on our dresser. We had one as well. She knew that. One of them disappeared, only to appear a few minutes later with her hot drink. As a reward, I suppose, she stood up and leaned over to reach for the drink. The T-shirt rode up over her ass and I’m sure they could see the bottom of her vagina. Then she turned and bent slightly to place it on the coffee table. This time, there was no hiding it, they got to see her whole beautiful backside. They continued the conversation for awhile before she came back inside smiling.
“Young guys, they are SO fucking easy to tease. They are having a party later.”
We were still fretting about Rebecca and her fate. Parker kept reassuring me, and probably herself, that everything was fine. But until we knew, we just….didn’t know. We only had hours to wait until she either showed up at the pier or didn’t.
“If this all works out, I want you to do one favor for me,” I said with a sly smile.
“Anything, if it leads to the ending from last night….several times, in fact,” she giggled.
We were still in our room when we were surprised by the door opening. It was Rebecca! She stripped off her robe and crashed nude, face down on the bed.
“What the….what happened?” we both said in a chorus.
“Too tired, explain later….watch this for now,” she said, handing me a DVD.
Parker and I looked at each other and shrugged. We popped it in the player and pushed play. The first scene was at the beach, where they were being led, naked, pulled along by their nipple chains, some with piercings that were completely fresh. We were mesmerized by it. It was like a slut parade with all the titties bouncing and asses jiggling.
We looked down at Rebecca, her ass was striped and covered with welts and reddish purple bruises. They’d really worked her over. Parker kept whispering reassuring words to her mother as she lightly stroked her skin.
“Careful….” Rebecca moaned softly. “I’m sore….everywhere.”
Parker kissed her mother’s back and caressed her softly as we watched the next scene unfold. It looked like late afternoon judging by the sunlight. It must’ve been shortly after her capture. There were three guys, hunters by their garb, seated together on a large couch. Rebecca was on her knees, her bare ass up, her hands still bound behind her with zip ties. She was fellating one of them, her head was bobbing up and down furiously since she could not use her hands.
At that moment I wondered about all the blowjobs she’d given and all the fantasies she had about it. She’d always been interested in “doing the gloryhole thing,” or bugged me about getting a line of my friends that she’d have to please, one by one. Now that it was real, I wondered if she felt the same.
She was no sooner done choking down the first man’s cum before she was working on the second. I could hear a voice from behind the camera urging her on. I figured it was her captor.
“Yeah, that’s it, devour that cock. You know you love it, MILFs like you are always so eager to please young cock.”
She took the third one in her mouth and finished him off rather quickly. Suddenly, she was shoved, face first, into the couch cushions. Her hunter appeared and had his cock out, which was….pretty sizeable. He positioned himself behind her and without foreplay or mercy he split her open. Her moan was animalistic and guttural. From experience, it didn’t sound like pain. He pounded her like he owned her, which, I suppose he actually did, at the moment. The other three guys hovered around shouting their encouragement.
“Fuck that fat titty slut!” “Stretch out that MILF pussy!”
He rode her like a cowboy, even yanking back on the leash he had attached to her collar. He even smacked her ass like he was riding a bull.
Jealousy. That’s what I felt. I remembered how it felt, how she felt. I hoped he knew how lucky he was, at that moment. I’m sure he did, by the way he blasted his cum deep inside of her with a loud yell. The scene went blank.
Parker and I looked at each other, our eyes ablaze, we needed no words. It was….arousing. She was still lightly caressing her mother’s back and legs, being careful to avoid her ass and all the bruising. I had an idea. I got up and went through the amenities. There it was, exotic body lotion. I returned and squirted some on Parker’s hands as well as my own. We slowly, very carefully rubbed it into her skin. It had aloe in it, I hoped it would ease some of the fire in her backside.
Parker was rubbing it into her back and legs while I started just spreading it out on her ass cheeks. There were no complaints so I continued. I started kneading it into her cheeks. She let out a little appreciative moan. We massaged her for a bit before we played the next scene.
It was dark, you could see the moonlight through the pretty much floor to ceiling walls which overlooked the ocean. I guessed the whole setup, house, buildings, island were in the billions with an “s” for plural.
Rebecca was standing in the center of the huge living room, the size of an airport terminal waiting area for jumbo jets. She was naked, of course, now she had on handcuffs, the fluffy kind, bound behind her. The room was filled with at least 100 people, all dressed in costume, it was a kinky Halloween party after all. These costumes weren’t bought at the temp Halloween stores, no, these looked like they had the help of Hollywood makeup artists. They were quite realistic and detailed. Most of the people in the room had costumes, but there was a row of “judges” I’ll call them, with black robes and hoods, almost reminding me of “death” from Family Guy or something. I assumed these were the bigwigs who were behind the whole thing.
“Rebecca, who are you with and why you are here?” boomed a low voice coming from one of the judges.
With a nervous, shaky voice she answered. “I’m the property of Hunter #19, sir, I’m here to please him.”
“Excellent. 19, would you do the honor of christening your slave?”
“Yes, sir,” he smiled under the face mask. I believe he was the one who fucked her sweet pussy earlier. He must’ve been the alpha. He was dressed as James Bond, Sean Connery era I guessed, based on the type of charcoal suit he wore. He was young, fit. If he was an actor in real life I had no doubt he could play the part.
He forced Rebecca to her knees. “Since we agreed to forego any restrictions, I’ll choose my weapon of choice,” he chuckled.
From a table with various sex paraphenalia he chose a riding crop. He snapped it in front of her face for effect. I saw her wince. The crowd cheered. In my head, I wondered if our experience of me spanking her, whipping her with different things like belts and rulers, would be enough to get her through this.
He laid the first strike across her ass, perfectly placed and she let out a scream. He leaned over and said, “quiet! If you scream again I’ll let everyone in here have a go.”
I saw her eyes widen with fear. It did the trick though. She must’ve been almost biting through her tongue as he worked out that fabulous ass of hers, yet, she managed to do no more than grunt and groan. He made her turn around and show the assembled her flaming red ass, much to their delight and enjoyment. The scene faded. I realized the DVD had been edited, only to show Rebecca. It looked like it was professionally done. They obviously had a ton of money behind their whole project.
Parker was almost in a trance watching it all. She was still massaging her mother, including “helping” me with her worn out ass cheeks. Rebecca was softly moaning and cooing. I saw Parker sliding her slick fingers down Rebecca’s ass crack while her eyes were kind of trancelike. Her mom responded by cooing and moaning.
“That feels so soothing,” she purred, probably assuming I was doing it.
“Flip over,” I urged her. She struggled to do so but I was soon presented with her amazing tits and pussy.
We both caressed her softly as the DVD continued. Parker was spreading the aloe over her mom’s torso. She didn’t shy away from her breasts. I was mesmerized. I saw her kneading the lotion into her tits. I got stiff watching it. Rebecca was gripping Parker’s arm as she did it. I wondered if this wasn’t the first time with this type of massage.
We heard music blasting from our “neighbors” next door. I was kind of glad, it covered the sounds of sex from the DVD, I got to play it louder to hear it better.
The next scene came on and Parker and I snapped back to attention. The low voice loudly said, “we have a special treat for you tonight. Rare is it we honor a request from a slave but…we have decided to allow it. I heard excited murmurs from the crowd. Rebecca was again standing naked, at attention in the center of the room.
“Demeter, proceed,” bade the voice behind the hood.
She stepped forward. She drawfed poor Rebecca, who is probably 5 foot three inches tall. Demeter was probably taller than I am, making her 5 foot 10 inches at least. She was ripped, probably from her days as a TV gladiator or wrestler. Her ass was big, but tight and round. It barely jiggled when she walked. I still marvelled at those tits, though. They were huge, but round. They didn’t look fake, even with the strong musculature and even though you’d expect someone using testosterone or maybe steroids to have their tits reduced in some way. This wasn’t the case, hers hung down naturally. Her nipples were amazing, like hardened gum drops.
“This bitch got me caught,” muttered Demeter with irritation. “I’m looking for payback.”
“Continue,” said the voice.
“On your knees, bitch,” she growled.
Rebecca immediately obeyed.
Demeter went to the table for something. It was a long dildo. She slapped Rebecca’s face with it.
“Do you know how many times I’ve been fucked or am going to be fucked because of you?” she sneered.
Rebecca was apologizing profusely for running into her but she wasn’t having it.
“Hush! I don’t want to hear your voice again! I’m going to show you, and everyone here, what happens to bitches that get caught here.”
She grabbed Rebecca’s collar and dragged her to the couch, ass up. She forced it into Rebecca’s mouth.
“Get it wet, you are going to want it soaked,” she grinned evilly.
Rebecca slathered it with saliva. Demeter showed it to the crowd, it was glistening. She slid it down Rebecca’s ass crack, to her lips. I saw her teasing her with it. Rebecca was panting.
“I think this little bitch likes cock, don’t you?” she taunted.
“Yes! I love cock!” she groaned as Demeter started to work it into her.
“Good thing, you are going to get lots of it tonight. So am I, thanks to you.”
The crowd voiced their pleasure at watching the amazon fuck the big tittied MILF with the dildo. There were many voices calling out their approval.
“But, the thing is, these guys here? They don’t just settle for pussy,” Demeter growled menacingly.
She pulled it out and Rebecca gasped. I recognized that sound, she wanted it back in, she missed it.
“I’m going to fuck your ass and show your hunters how much you love it,” she barked.
Inch by inch she slid it in causing tittering in the crowd. “Look at that whore take that cock! She’s a natural!”
I looked over at Parker, I swear her eyes weren’t even blinking, her mouth was agape. I could see her tits heaving from her breathing.
It was in up to Demeter’s fist. I heard Rebecca making squealing noises that I only remember from when she was getting off hard. Demeter was pistoning it in and out of her rhythmically.
“See? She’s an ass slut! You are going to get it up your butt like I am, baby. These guys here can’t leave my ass alone. It’s all your fault!” she hissed.
Finally, she removed it to the chagrin of the crowd. However, she had one final humiliation. She pulled it out, only to present it to Rebecca’s face. She did what she had to do, what was required of her. She licked it clean as the crowd erupted.
I saw Parker scowl. “Yeah, ass to mouth, it’s not for everybody,” I said, trying to lighten the mood.
“Still, I get it,” Parked sighed. “She’s submitting. She did what came naturally. I know she’s submissive, to you, to others, I just never saw it with….a woman. But I guess it makes sense. We are what we are.”
“Submissives,” I stated. “Both of you.”
“Yesss,” hissed Parker, clearly worked up from the last scene.
I saw her absentmindedly stroking her mother’s legs with the lotion still, coming dangerously close to the top of her inner thighs, to the point where Rebecca instinctively opened her legs a little. Parker’s eyes were on the screen, however.
The rest of the DVD was just snippets of others. It seemed the theme was for public display, basically hunters gloating over their “kill.” One by one, women were brought up and whipped in front of the crowd, or, displayed certain “talents.” For example, one hunter bragged on his prey and her deepthroat skills so he challenged anyone with a big enough dick to see if she could do it.
One man, a black man, dressed as the Black Panther. He was especially impressive looking in his tight body suit. There was an audible gasp when he took out his cock in front of the kneeling, naked woman. It was the blonde tennis player from before, I’d recognize that face anywhere. Her mouth was open, not just from surprise but perhaps a bit of hunger. She got him hard by jerking him. Then, she slathered his cock with her mouth before she started to take him in. I swear she was no more than Rebecca’s height. If she took him all the way in it had to almost reach her stomach, I reckoned. Little by little, she worked it in her throat. She’d take it a few inches, then retreat, with each succeeding thrust it got deeper. Hard, he must’ve been 8 inches at least, probably more. When she got balls deep the crowd erupted, just as he did. His cum probably got injected directly into her tummy. She let him go with a “pop.” The crowd went nuts.
I could see on the sides of the room hunters who were now worked up by all the “showings” were busy with their prey. Many were getting serviced orally, while others had their slave bent over or in various positions. People were fucking all around the room. I saw “Ringo,” a guy dressed as a Beatle, drilling the TV star I’d recognized earlier.
I could see the billionaires, or the “judges” getting theirs as well. There were many slaves under quite a few robes, doing their thing. I could see how they got repaid for their generosity. There were quite a few guests as well, not hunters nor judges. I guess these were well heeled business people or celebrities, invited to partake in the debauchery. Many of them did, by the taped evidence. All were masked, however. The DVD was finished. I had no idea how the rest of Rebecca’s night went.
She was lying face down, fast asleep. I whispered to Parker for us to leave her alone to sleep. We decided to go to the pool and relax for a few hours. The pool was just another example of the hotel’s lavish treatment. The pool snaked everywhere, it seemed to go on for miles. There were palm trees everywhere. The “help” was never more than a call away. I had a nice bottle of wine to enjoy and Parker was sipping on her first Mojito. She had her bikini on at first, covered by a see through swimsuit cover. The pool was “topless-optional” so soon she ditched it. She still had the cover on, though.
Guys swarmed around her like bees. I kept getting the evil eye from many of them as they tried to make small talk, like, “leave us alone grandpa, I’m trying to do business here!”
After a couple of really handsome Australian guys walked away she turned to me and said, “god, I’m so horny now after everything. Seeing all these guys with their junk basically staring me in the face is NOT helping!”
“You are still horny?” I asked, already knowing the answer.
“God yes. First, I thought I might be a sex slave for a night, and that never happened, then, I keep getting hit on, especially when I’m half naked, and then the tape of mom. Fuck, I’ve got it bad. If I was alone I’d probably already have been in one of those Aussie guy’s rooms with my legs up or maybe in one of those private cabanas kneeling on the concrete sucking someone off….like HIM,” she panted, as a beautiful, muscular young guy with perfect features walked by in one of the tiniest bathing suits ever.
“Ah, you like the cocky alphas,” I smiled.
“Yesss,” she moaned. “I’m drawn to them. Just the thought that I’m only there to please THEM, that they don’t give a shit about my pleasure, I’m just a toy….” she said, her voice drifting off.
“Yes, you are a submissive slut, like your mother, she’s totally into those guys, too.”
“I know, it must be nature,” she grinned, her face reddening.
“I think so too, genetics, for that high sex drive. But, I think it’s also nuture, I mean, you had the model for your behavior right there in your mother. She may have inadvertantly shaped your behavior, too.”
“God, I’d fuck a doorknob right now,” she hissed, shifting uncomfortably in her lounge chair.
“I have an idea, if you will be patient,” I smiled.
In the mean time, she took off the cover and was completely bare on top.
She pressed for details but I declined. I said, “hey, look! Your next door neighbor friends are waving!” I pointed to the balcony high above.
Sure enough, the guys had spotted her and were waving. She blushed and waved back.
“There are four of them,” I noted.
“Yeah, that’s their golf foursome. Two of them are married or engaged and staying in the room next to them.”
“Interesting,” I grinned.
Topless, she only attracted more attention. It was like a pack of hyenas circling the carcass of a dead boar. She was digging the attention, though. Each time a group would leave she’d say, “did you see them looking at my tits? My nipples were so hard, god, what they wanted to do to me!”
It was nearing dinner time so we went back to the room. I can’t describe the shock when I opened the door. There was Rebecca, lying on her back on the bed. Her hands were tied to the headboard. Demeter was naked and on top of her, straddling her waist. I could see wetness on her fingers. The smell of sex was evident.
“Get out!” She screamed.
Parker, still in shock, had the sense enough to stammer, “can we watch?”
“You! Stay!” she barked, pointing at Parker. “You, out! We’ve had enough of men for awhile, right hon?” she sneered, looking at Rebecca.
“Let them stay,” Rebecca said in a soft, hoarse voice. “Let them watch.”
Demeter smirked but said, “sit! Do not interrupt, this is between me and her!” She looked at Rebecca. “Those guys are great at giving us cock, they AREN’T so great, or even care, about giving us orgasms, right baby? She’s already had her mind blown a couple times already!” she snickered.
We quickly took seats in chairs next to the bed. Demeter went back to work. She was massaging Rebecca’s sexy tits, toying with her nipples expertly as she did so. Rebecca was writhing from the efforts. Demeter dragged her own bounteous tits down the length of Rebecca’s torso, her hard nipples forging a trail down her body. I could smell her, or both of them, they were worked up. My cock was stirring. Parker was rapt with attention.
Demeter slid her hips down so that their pussys were making contact. She ground her hips in circles over Rebecca’s mound. She was almost purring. She slid off of her. I heard Rebecca sigh. Demeter took two fingers, gave us both a wink and slid them into Rebecca’s wetness. Her fingers were thick, Rebecca had to scootch her hips in order to accommodate her. She finger fucked her while suckling on her nipples, alternating from soft and sensual, to playful biting. Rebecca was responding and groaning with each new tactic.
Parker and I looked at each other with amazed grins. She was digging it as much as I was.
Demeter climbed back onto Rebecca and slowly slid her pussy up from her groin, up, up, up her torso, over her tits, until it was finally in Rebecca’s face. I don’t know if Demeter expected it, or if she thought she’d have to force it, but it didn’t matter, Rebecca had already stuck her tongue out and was already flicking it over Demeter’s soft folds.
I heard the amazon shudder. Rebecca worked her with her tongue. Demeter rode her face while she did so. She had her hand behind Rebecca’s head, guiding it to her pussy. She ground Rebecca’s face like it was a cock. I could see how wet she was, Rebecca’s face was clearly dripping. Demeter threw her head back. I knew where Rebecca’s tongue was, it was centered on her clit. Over and over she battered the amazon’s clit until finally she exploded on her face, completely smothering Rebecca’s face, her nose in the woman’s pussy.
“God,” Demeter panted, falling off of her “victim,” “I swear this woman is lesbian at heart.”
Parker and I smirked. We both knew it wasn’t true.
Demeter got up, dressed quickly and said, “you know where to find me. Call me, we’ll talk about next year.” She threw her a business card. She left us to untie Rebecca, who was coated with her juices. She stayed there, on her back, still exhausted from everything, including this.
Parker went back outside to the balcony in just her bikini bottoms and the see through cover.
“Are you okay?” I asked. Rebecca’s eyes were still almost half closed.
“It’s been….amazing. I don’t think I could do it every week, however,” she giggled softly.
“Yeah, probably not.”
I was looking at Parker, on the balcony, of course the guys next door had figured out she was there. They were chatting her up.
“You guys fucked, didn’t you?” Rebecca asked, her voice barely above a whisper.
“We did. I’m sorry….it was just….”
“It’s ok. I get it. She’s slutty, you’re a man….the situation, I’m not going to throw a fit or anything,” she said. “You two aren’t going to be….like a couple or anything?”
“God no. She’s way too good for me,” I said, not even kidding.
“Good. Very good.”
She fell asleep not long after. Parker had engaged the guys next door. They were all admiring the artwork on her body, which she readily showed them. I waved her in. She came back with a questioning look.
“Remember when you said you’d submit and do anything asked?”
“Yes,” she said lustfully.
“And you’d submit to me, and anything I say goes?”
“Yessss,” she hissed, her arousal evident.
I told her what to say. She went back outside. Her tits were clearly visible through the top. She was talking to them, letting them look. A guy offered her another beer. As instructed, she said, “no beer, but I’d fucking CRAWL over there to get a Mojito!”
A little time passed and, as expected, one of the guys came running out to the balcony, Mojito in hand. He’d no doubt ordered it from room service like we could’ve easily done.
He tried to hand it to her. She declined. They were crestfallen until she said. “I guess a promise is a promise, I’ll be there in a second.” I could hear them celebrating as she came inside to me.
“Now crawl, like the submissive bitch you are. I want you turn the music off, have the screen open so I can hear what they are doing to you. I want you to stay there until you’ve drained every single one of them and they can’t possibly cum again. Understand?”
“Yes, sir.”
I watched that glorious ass sway as she crawled to their door. She wouldn’t be back until early morning. I listened from the balcony to the sounds of her being taken and from hearing it, it sounded like they liked it a little rough. I heard her moaning appreciatively for an hour before I went back inside. I approached the bed. Rebecca was still lying on her back, legs open lewdly. Her ample tits were hanging beautifully, partly to the side. Even gravity hadn’t ruined those beauties. I sighed. She was helpless. I’d never do that to her. I sat on the bed next to her. I caressed her lovingly and only with all my strength did I avoid touching her pussy each time I rubbed my hands up her thighs.
I was lost in thought until I heard her say, “do it, go slow. Be gentle.”
As easy as that sounds it was BRUTAL trying to fuck that hot, wet, wonderous pussy at a slow pace. Each time I inadvertently sped up she winced. I had to slow down. I offered to stop several times but she held my ass with her hands and wouldn’t let me withdraw. Finally, just the mere buildup of frustration and sexual angst of everything got me off. I flooded her pussy. We fell asleep, her on top of me, leg crooked up over mine. When I woke up in the morning, Parker was behind me, her naked tits pressing into my back. Rebecca was in front of me, my morning wood pressing into the crack of her ass. They smelled of spent sex. It was fantastic.
Rebecca and Parker were on the balcony, topless, when I awoke in the morning. They were chatting up their “friends” next door. Rebecca came in and said, “god, I can’t believe you sent Parker over there last night. She said they worked her OUT!”
I was steadying myself for a fight until she smiled and said, “that girl is a slut, for sure. She’s going to outdo me, someday.”
She told me about the rest of the previous night, at the Halloween party.
“After all the preliminaries you saw on the DVD, each hunter took their slave back to one of the many bedrooms and had their ways with us. “19” fucked me three more times, the last in my ass. I found out the men there like their sex cocktail. It’s some combination of Viagra, Levitra, Cialis and natural ingredients. They can stay hard or get it up again and again for as long as they need.”
“So you got fucked, what, four times?”
She grinned with shame. “Six, he gave me to two of his friends. They just came in, in the middle of the night and took me. “19” just watched and smiled.”
“What did Demeter mean about “next year?”
She blushed again. “Oh god. She’s done this…like four times now. She’s been caught every time.”
“I know, I think she’s pissed about it, according to the DVD,” I laughed.
“Actually, I think she’s not,” said Rebecca, to my shock. “I think she purposely gets caught. Those guys focus on that unbelievable ass. I think I heard her ass getting plowed all night. There was like a lineup at her door.”
“That doesn’t mean she wanted to get caught.”
“I think she does, though. Like this time. That whole field and she ran right INTO me. She’s athletic, she’s like a football player. She could outrun most of those hunters. She could make it easily. I think she chooses not to. And, as much as she seems outwardly to be lesbian, according to the moans I heard when they were in her ass, it doesn’t seem to be the case.”
“Wow, so next year….?”
“She told me that anyone who has run the course before has “legacy” status. Meaning, they’ll look favorably on it next year if we should apply. Every year, she has like four or five groups of hunters all tracking her. They ALL want a piece of that ass.”
“Wow. I mean, who wouldn’t?” I joked.
“Exactly.”
We spent the rest of the night watching stupid tv shows about people doing stupid things, eating pizza and relaxing. I had two beauties in my midst. I had no idea how any of it would turn out. At least I had the memory.
We returned home, to normal, it seemed. For the next few weeks I heard (from Parker) that her mom, true to her word, was doing kind of a sexual “reunion” tour. There were many lucky recipients of her charms, especially her mouth. Parker had gone back to college. She often texted me “ideas” for her on what slutty things to do. There were a LOT of frat boys and college guys who benefited. I didn’t hear from Rebecca again, though, until late September the next year.
“Hey, how would you feel about being an observer again?” Rebecca said with a giggle. I can’t wait!
{The end}