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Barb’s Terrible Choices by justinaguy
The free vacation to Cancun seemed too good to be true. And it was. With her husband held captive due to bogus gambling debts, housewife Barbara Anderson must pay off the corrupt resort owner by making porn videos for him to sell. She is forced into choosing between two scenarios, one of which is sexually humiliating for her but devastating for her two teenage daughters, and the other which is basically the other way around. How cruel is that? , Barbara Anderson found herself in a situation that she could never have imagined. She was sitting on a bed in a hotel room wearing a very revealing negligee while she waited for an unknown number of men, who she had never met, to arrive and have sex with her. To make matters even worse, her two teenage daughters, dressed nearly as scantily as she was, were sitting nearby in order to watch. And if that wasn’t bad enough, there were two men there with cameras to record it all. The married 35 year old mother of two shook her head in disbelief and thought back on how she had arrived at this low point in in life.
When they first got the letter informing them that they had won an all expense 14 day paid vacation to Cancun, they were skeptical even though it was delivered by courier. Barb was worried it was a scam, but her husband Tom pointed out that they were not asking for any personal information and provided only a telephone number for confirmation, not some dodgy internet site. So they called the number and by the time the hung up, both were convinced that the offer was legit.
The girls were ecstatic. They had been isolated at home for the last year because of Covid-19 and had been depressed lately. Barb had been especially worried about her oldest since she had just starting showing interest in dating before the lock downs. What would happen when she returned to school in the Fall? Would she go crazy and try to make up for lost time? Maybe a fun vacation on a sunny beach would help her to blow off some of that pent-up frustration.
The all inclusive resort was even more beautiful than in the pictures that were included in the package. The adjoining hotel rooms were big and clean, just like the rest of the grounds, including the beaches. Her daughters wanted to spend most of their time hanging our around the pool and beach areas working on their tans. Barb had begrudgingly allowed them to wear two piece bikinis, even though she thought they were a bit too revealing for girls their age. Her oldest didn’t even have a driver’s license yet, although that day was quickly approaching. But she decided that as long as she was with them, she could head off any trouble.
And they kept her busy that first week. Her older daughter, Heather, had clearly taken after her mom. She already had full C-cup breasts, a tight butt, and long legs. This made her a magnet for the boys and turned the heads of all the men as well. Barb wasn’t sure how much of this Heather noticed, but she doubted the girl missed all of it. In any event, she kept her mother busy keeping an eye on her.
Her younger sister, Theresa (Terri), was more of a tomboy. Physically she was more like her father, although she still had blonde hair like her mother and older sister. Terri had perky A-cup breasts, and even though her mom assured her they would get bigger before she stopped growing, she was impatient and a little jealous of Heather. The only reason she was wearing a bikini was to show her older sister that she wasn’t embarrassed of her little titties and narrow hips.
Terri seemed to be content to hang out with some of the other girls at the resort, which was just fine by Barb as that allowed her to train more of her attention on Heather. For the first week, Tom spent quite a bit of time with them as well. He was not very useful in watching out for his daughters; probably because he was too busy perving on the other women and girls. At first this annoyed the housewife, but then when she realized this was the source of his increased libido every night, she decided it was a reasonable trade-off. She’d always had a higher sex drive than her husband, and the gap between them had only gotten bigger over the last 10 years, so this was a welcome change.
So the first week went by quickly and everybody seemed to relax and enjoy themselves. By the weekend Barb noticed that her husband wasn’t joining them during the day, and at night he was just as absent. They had been fucking like rabbits for the entire week, so she figured he was just a little worn out and needed a break and didn’t ask what he had been doing with his time. It wasn’t until the start of the next week that she found out.
The family was on their way to get breakfast when they were intercepted by hotel security and escorted into an area marked for employees only. Tom was escorted on while Barbara and their daughters were left in a waiting room. After an hour a women came out of the office that Tom had entered and called for Barb. She gave a concerned look to her daughters who were visibly scared, but the woman assured her that she would wait with them.
Inside the office was spacious and everything in it had the look of being very expensive, including the huge desk which sat in the middle of the room. Behind the desk was a fat, middle aged Mexican man smoking a cigar.
“Sit down, Mrs. Anderson.” He said.
“Where’s my husband? What’s going on?” She demanded.
“I said, Sit Down!” He ordered menacingly.
Barbara sat down in the single chair positioned in front of the desk.
“I’ll get right to the point. I am the manager of this resort. I have to inform you that your husband has amassed a rather large gambling debt at my casino over the last few days and I need to collect – immediately.” He said.
“What? How?” Barb stammered, stunned and confused.
“It seems he loves to gamble, but is not good at it. In fact, he is what we call a loser.” He stated flatly.
Of course he omitted the fact that his people had implied the casino was part of the “all inclusive” package, even though it wasn’t. Nor did he mention that many of the games were rigged in order to create this very situation.
But Barbara was having trouble comprehending what was going on. She knew that Tom was not a very good gambler, but he was not addicted to it either. He would never spend money they didn’t have on casino games. It just didn’t make sense what this man was telling her.
“In case you are thinking of denying it, we have plenty of video and witnesses to prove it.” He said, flipping a video monitor around.
On the monitor was a series of videos of Tom placing big bets and losing big at various tables. There was nothing she could say except, “How much?”
“Thirty-three thousand US dollars.” He said with a wicked smile.
Barb felt like she had been punched in the stomach. There was no way they could come up with that kind of cash. Their house and cars were all financed and thanks to the pandemic, were currently worth less than what they owed. Tom’s 401K had enough in it, but most of it was not vested yet; at best they could get $10K out in cash.
“We’ll find a way to pay it, I promise.” She gasped.
“Now that’s the spirit.” He said gleefully. “Let’s get started then.”
“Get started on what?” Barb asked, confused.
“On getting your debt paid. I have a plan right here that shouldn’t take more that a few days; maybe a week.” He replied.
“What? No, I can pay you ten thousand after we get home and then I was thinking we could set up a payment schedule of some kind…” She started to explain, but he cut her off.
“Oh, no, no, no. That is unacceptable. Once you leave my fine country, I have no way of ensuring that you will ever pay me. No, this has to be taken care of before you can be allowed to leave.” He said sternly.
“But that would take years, even if we could get similar jobs to we have back home.” She sputtered.
“I agree, but there is another way. One you have not thought of because you are not the business genius I am.” He explained. “All you and your lovely daughters have to do is to make a few videos for me. I will sell them at special auctions to wealthy connoisseurs to pay off your debt. Of course, I will have to deduct production costs and agent fees, but we will have you back to your vacation in no time.”
“Videos? What kind of videos?” She asked suspiciously.
“Very specialized erotica. You wouldn’t believe what some people will pay to see a mother and her daughters together.” He answered in a matter of fact way.
“PORN? No fucking way!” She stood up and shouted.
“Sit – the – fuck – down, or I’ll have one of your husband’s fingers cut off while you watch!” He growled back.
Barbara sat back down, fear beginning to grip her mind.
“Don’t ever yell at me again, or your husband will pay the price. Do you understand?” He asked.
Unable to talk, she just nodded.
“Now, you may be thinking that you can go to the police, but I wouldn’t advise it. The chief of police is my brother in law, so he’s not going to take the word of a gringo snob like you over me. He might even throw you and your daughters in prison just for wasting his time, and let me tell you, white women never come out of a Mexican prison they way they went in, if they even come out at all.” He warned. “So if you want your family to come out of this in one piece, you will do as I say and not talk back.”
Barb was numb, but still managed to nod her head again.
“OK, let’s get back to the business at hand. I have two stories ready to go. I think the first one will bring in more money, but I will let you choose which one we make. Isn’t that fair?” He said happily, but before she could respond he continued. “Now in this first one the mother, that’s you, is stripped and tied down on a Sybian machine. You know what a Sybian is?”
“Yes.” Barbara whispered.
“Good, good. Clips are clamped onto her nipples and the machine is started on low. Then her daughters are brought into the room by six strong men. They roughly strip off the girl’s clothes and paw aggressively at their soft teenage bodies. Then the men savagely take their virginity with their large cocks – your daughters are virgins, yes?” He asked.
The housewife was too horrified to even compose an answer.
“Well hopefully they are; it will bring a bigger price if they bleed. Anyway, as the men continue to fuck the helpless girls, the intensity of the Sybian machine is turned up and up until the mother is forced to have an orgasm while her daughters are taken again and again, sometimes by more than one man at a time. By the time the video ends, the girls have been well fucked in all their holes at least once by each man and have cum dripping off their bodies everywhere. The mother at this point is exhausted from having so many orgasms and can barely crawl to her daughters to comfort them.” He finished.
Barb was in a state of shock, but knew that she would anything to avoid making that video. Anything.
“My second idea is a bit more tame, but I think it could still sell well. In this video the slut housewife wants to teach her daughters all about sex, so she gets a hotel room and invites some men to gangbang her while the girls watch. They all have large cocks and as they see their mom cum multiple times, they end up getting so excited that they expose themselves and masturbate until they cum. When the men see this, they offer their cocks to the daughters who clean them off and get them hard again so they can fuck the mother more. The video ends with the mother and daughters naked in the bed with the girls cuddling with their well fucked mom.” The fat man recited.
As bad as that story sounded to Barbara, it was infinitely more preferable to the first one. While she had never been involved in a gangbang before, she did have a threesome once with a boyfriend and his brother, so she thought this was something she could do to protect her family. It wouldn’t be easy to do in front of her daughters and hoped it wouldn’t traumatize them too much, but this was the best of all the bad choices open to her.
“Number two. I can do number two.” She croaked. “But I’ll need to explain this to my daughters or they’ll freak out.”
“I’ll give you a few minutes with them out in the waiting room before we go over to the studio.” He replied.
Heather and Terri were, of course, shocked, but actually took it pretty well all things considered.
“I’m so sorry about this girls, you shouldn’t have to go through this, but I can’t see another way out at the moment.” Barb told them with tears in her eyes.
“Don’t worry about us Mom.” Terri said with more confidence than she felt. “We can handle it.”
“Yeah, it’s not like we haven’t seen porn on the Internet or masturbated before.” Heather added.
“But not your mother and not on camera.” Barb pointed out.
“True, but I’m more worried about you. Are you sure you can handle a gangbang? I mean, we don’t even know how many men there’s going to be.” Heather said.
“I’m not as innocent as you think. I was a bit of a wild girl before I met your Father. I’ll be OK.” She responded.
The “studio” turned out to be one of the hotel suites with an adjoining room used as a dressing and makeup room. That’s where the met the “director” of the video, a young Mexican woman named Maria. The first thing she said was, “Get out of your clothes so I can see what I have to work with.”
Her daughters were a bit shy to strip in front of a stranger, so Barbara went first and quickly pulled off her sundress and shimmied out of her swim suit. This did seem to give the teens some courage and soon they were all naked. Maria studied them and then pointed to Barb.
“I like the landing strip, but you need to shave the rest.” She said.
The mother of two did not have a very thick bush, so she liked to keep it shaved except for a small strip above her labia. But she hadn’t shaved all week, and some stubble was showing.
“You two, I want you completely bald.” Maria stated while pointing to Heather and her younger sister.
“Bald?” Terri asked, confused.
“No pussy hair. Bald cunt.” Maria said bluntly.
It looked to Barb like her older daughter probably trimmed her pubic hair so it didn’t stick out her bikini bottoms, but never shaved. Like her mother, her bush was not very thick, so she must have felt it wasn’t necessary. Terri only had a light layer of fuzz that hardly showed, but apparently even that was too much hair for Maria.
So Barb took to the shower to show her girls how to shave their mounds properly without cutting themselves. After she was done, Heather took her place and she let Maria apply some simple makeup “for the camera”. Then she was given a sheer negligee to wear and told to wait in the other room while Maria took care of her daughters.
It was a little unnerving for the housewife to wait, nearly naked, with the two cameramen who were openly ogling her body. At 35 her D-cup tits didn’t have much sag and despite having two children, her stomach was pretty firm thanks to lots of work at the gym. She also still had those killer legs that seemed to go on forever and although her ass was not as tight as it used to be, most women her age would be jealous. So she passed the time by studying the cue cards and her (few) prepared lines.
When her nervous daughters entered the room they were each wearing a camisole that just barely covered their breasts and a pair of bikini briefs. Even though everything was technically covered, she could see their nipples poking into the thin fabric of the camisole and the briefs were so small that you could clearly see their camel toe. Their long blonde hair had also been pulled back into ponytails, making them look even younger than they were.
That brought Barb back to the present and her current crazy situation. But even now as she looked back on all her decisions, she didn’t see any way she could have avoided it.
“OK everybody, the boys are on their way over. Get ready.” Maria called out.
Barb remembered what the fat Mexican had told her just before she left his office.
“Pay attention to the cue cards and just read your lines as naturally as you can. But the most important thing is to stay in character. You are a cock hungry slut that loves to fuck and can’t get enough. You have to convince the audience that you are enjoying every second and don’t want it to end. In fact, if you can convince your daughters of that, then your video will be a big hit and will make a lot of money.”
She didn’t know how well she could do that, but for the sake of her family, but mostly her little girls, she would do her best. Maybe if this video made enough money, she could spare them any more humiliation.
Meanwhile Heather and Terri were thinking about what Maria had said to them after their mother had left to go into the other room. She handed them little pink plastic things shaped kind of like a chili pepper and told the teens to insert it into their cunny. When they asked what it was, she told them it was a remote controlled vibrator, explaining that it would help them with their performance in the video. She also assured them that it wouldn’t break their hymen if they were careful. They were afraid of what was coming up, but did as they were told for the sake of their parents.
There was a knock on the door. Maria opened it partially and talked briefly to whoever was on the other side. Then she closed it again and said loudly, “All right, get the cameras rolling. Ladies, remember your instructions.”
The lights on the cameras snapped on and they were aimed at Barb, making her a bit nervous. There was an awkward pause and then another knock at the door. When she looked up, she saw the cue card with her lines.
“OK my sweet girls, now mama is going to show you how to please a man, or should I say MEN.” She tried to say as wantonly as possible without being a caricature.
Then she got up off the bed and walked to the door. When she opened it, she saw four young men standing in the hallway. It looked like they ranged in age from about 18 to 25, give a year or two, and all were physically fit. Barbara was also pretty sure that they all worked at the resort; at least she recognized two of them for sure and maybe the other two as well. They were all Mexicans except for the youngest who was black.
“Come on in boys.” She said in the sultriest voice she could muster as she opened the door wide.
The men followed the nearly naked housewife into the room and then surrounded her as the cameras captured everything.
“Woah, this is one fine gringo mama.” One of them said.
One of the grounds keepers maybe, Barb thought.
“Fine enough to take my seed.” The black boy responded.
Barb definitely remembered him from the beach. He was one of the “cabana boys” that delivered drinks and cleaned up after the guests.
“I think this bitch is hot for us, guys.” Another one said.
“Is that right, are you hot for us bitch?” The last man asked her.
She didn’t like the idea that for the rest of her stay at the resort, these men would be looking at her differently, and perhaps even expecting her to open her legs for them whenever they desired, but she knew she had no choice but to go along with it for now.
“Oh yes!” She oozed, running her hands over the arms and chest of the two in front of her. “What woman wouldn’t be?”
Now their hands were on her, squeezing, rubbing, probing. She was awash in sensations that were not entirely unpleasant. Soon she felt some tugging at the bottom of the negligee.
“Let’s get this off of her.” The grounds keeper and the one she thought of as the leader said.
But they didn’t even try to take it off properly, they all just pulled from different directions and literally ripped it off her. Now they really began exploring her body in earnest. The cabana boy pressed his mouth against hers and started a deep soul kiss as fingers invaded her ass and pussy from behind and a tongue lashed at one of her nipples.
This was when Maria turned on the teen’s vibrators causing them to jump a little, even though they were on the lowest power setting. Heather had used the massaging shower head at home on her clit from time to time to get off, but it was nothing like what she was feeling now. And Terri had only recently found out how to cum by rubbing her clit with her fingers, so she was completely shocked at how good THIS felt. Maria was satisfied with their reactions and decided to just let them simmer for a bit.
The men pushed Barb down onto her knees and she knew what they wanted. First she just rubbed their cocks through their pants, teasing them. But soon they get tired of that.
“Take it out slut.” The leader ordered.
She pulled down his shorts and his cock sprang free. It was almost at full staff and at least 7 inches long. She griped it with one hand while she pulled down another set of shorts. With a large cock in each hand, Barb took one of them in her mouth. She only got to bob on it for a minute before her head was pulled away and onto the other cock.
Pretty soon Barb had 4 hard cocks in her face and she was doing her best to orally service them all. The men enjoyed vying for the attention of her mouth and hands, never giving her a break. After a few minutes though, the leader said, “I want to taste this gringo mama’s cunt.”
