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Chapter 5 by ottoka007
What will you choose?
Ask Laura to wear an anal plug
On Saturday afternoon you decided that this week you are going to ask her about the anal plug, and then next week you are going to ask her if she would like to have anal sex with you.
You pick the anal plug, and click on the send button.
A pop-up message appears You also have to ask Laura to go the nearest sex-shop to buy it alone.
Sunday morning
"Good morning!" she said.
"Good morning! How did you sleep" you ask her.
"I slept well, but I was curious, what are we gonna do this time" she asked.
"What do you mean?" You ask her
"You know you find something every weekend, something naughty, that we never done before. I just love all your ideas, you always find something awesome. You make me feel alive. I love this new you!" She said to you and kissed you passionately.
You didn't know if it was good or not. "I am glad you like it!" you said her.
"So, what do you plan?" She asked you
"I would love it, if you would wear anal plug today afternoon!" you say to her.
"Really?" she asked you
"Yes! I wanna see how you look wearing an anal plug!" you say to her.
"Hmm.. wow, I never thought I would try something like that.. maybe it will be fun... "
"Oh, and what if you would buy it alone?" You asked her
"Wow that's so embarrassing going to the sex shop, but so exciting" she said
"So you would do it?"
"Of course, I love it honey"
"Alright, then you should make a visit after lunch" you tell her.
"Ok" she
She dressed in a black skirt, white blouse and a black jacket. You loved seeing your wife looking so beautiful.
At 1 p.m. she immediately went to sex shop. After an hour you start to wonder how long could it take to buy an anal plug. You start to get worried. After one and half hour you decide to go after her to check on her. Laura sends a message, "Don't worry honey, just met a friend from church, and I help him out", you start to feel better maybe they just chat for a while. At 4 p.m she arrives home. She seemed a bit exhausted, but smiled at you and kissed you on the lips.
"I bought it, but it was so embarrassing. It took forever to find the right size. I felt really bad asking for help."
She raise her skirt and you see surprised that she has no panties on as she turns around you see the she already wears the anal plug.
"It feels weird, but it's ok. I don't know if I can wear it for a whole day though. " she says to you.
"That's fine, you can take it off whenever you want to" you tell her.
"Thank you honey!" she said.
You kiss her again and you both sit down on the couch.
On Monday you receive a text from the blackmailer. If you want to watch the video from your fiancee in the sex shop I can send it to you. If you choose to see it, a random task will be chosen on Saturday.
You are curious about what could have happened, why was she away for so long. So you decide that you watch the video and a random task in this weekend.
***
The video starts with Laura entering the shop. As soon as she enters, she sees two men talking. As she gets closer, she realizes she knows one of them from the church. It's Rob, and sometimes they exchange small talk, but nothing more. He is an average-looking guy, tall, not muscly, and very thin. His face looks pretty average too.Laura hesitates for a moment, wondering if she should leave now, as she felt ashamed that someone she knew from church would see her buying an anal plug. She decides to leave when she hears Rob say, "Laura, is that you?"
"Yeah, hi Rob! I didn't know you worked here," she answers.
"Oh, yeah, I work here on the weekends. What are you doing here?" he asks.
Laura takes a deep breath and musters the courage to answer, "Well, I'm buying an anal plug, but I was wondering if you could help me pick one."
Rob raises an eyebrow and smirks. "Yeah, I can help you with that, but can you help me too?"
"What kind of help do you need?"
"You see that fat man over there? He's here to buy something for his wife, but he's having a hard time picking one."
"But how can I help you with that?"
"He said he wants to buy a product that gives his wife the best orgasm. So, if you tell him, for example, that the Sybian is just awesome, and he should buy it, I'll give you the anal plug for free."
Laura looks at the fat man and then back to Rob. "Ok, I'll try my luck."
She walks up to the fat man. "Hi, my name is Laura. I heard you need a product that gives the woman the best orgasm. I can guarantee this Sybian would be perfect for you!"
"Oh, really? How can I know for sure? It's a lot of money for a sex product, and I want to make sure it's something that satisfies my wife," says the fat man.
"Maybe Laura can show you a little demonstration," Rob suggests.
Both Laura and the fat man seem surprised. "What? No way, I don't even know how it works!" she whispers to Rob.
"You'll just have to sit on it, and I'll turn it on. You're wearing a skirt, so you don't have to worry about anything. Just take off your panties," Rob tells her.
Laura is still hesitant, but she wants to help him. "Ok, let's do it!" she says.
Rob turns on the Sybian, and Laura sits on it. "Wow, that feels amazing! It's like my pussy is getting fucked by a real cock!"
"It's exactly that. The vibrations stimulate all the right spots inside your vagina and ass. The longer you stay on it, the more intense the orgasm will get," Rob explains.
Both men watch this beautiful woman sitting on the Sybian, unable to take their eyes off her. "Tell us, Laura, what do you feel?" Rob asks her.
"I'm feeling the vibrations from the Sybian stimulating my clit and pussy lips. It makes me wet and horny!" she moans and pants.
The fat man looks at her and smiles. "Can it make you cum?" he asks. He has never seen such beauty before in his entire life, and now she's going to have an orgasm in front of him.
"Yes, oh yes, I'm close, yes it's amazing," she moans.
The fat man watches as Laura rides the Sybian and slowly reaches her climax. "Oh, god, I'm coming! Yes, fuck, YESSSS!" she screams out loud, her body shaking and shivers. Her whole body is covered in sweat and her hair is messed up. But she doesn't care, she is completely lost in the pleasure.
As she stood up, the fat man stared at her with his mouth agape. "I had no idea such a machine existed," he said, mesmerized by what he just witnessed. "I think I will buy it. Is there anything else you can offer me?" he asked Rob.
"Well, we have another one that's even better, the Ultimate Obedience Chair with Sex Machine," Rob responded.
Laura is sending a message to her boyfriend, that she met someone from church, and don't worry about her.
"Hey Laura can you come here?" Asks her Rob
"Yeah what do you need?"she asked
Rob leaned in and whispered, "Look, just this one time help me, and I will give you a hundred dollars if he buys it."
Laura hesitated. "No, I don't want to do it again. The previous machine exhausted me."
"Please, Laura, I need to make a big sale, or the shop will be closed," Rob pleaded.
"Okay let me see the machine" she said
They check 'Ultimate Obedience Chair with Sex Machine' she is hesitating, "I don't think it's a good idea" she said
"Look Laura, you don't want everyone at church know that you came here to buy anal plug, and that you orgasmed on Sybian in front of two man, who are not your boyfriends, do you?" Rob asked her.
She was surprised to hear Rob blackmailing her like that, she didn't want anyone to know about it, and he might even tell it to her boyfriend. She was scared and she reluctantly agreed to try it. "Alright, but this better be the last machine I try!"
Rob led her to the chair, where they adjusted the leg height and chair backboard angle.
Laura climbed onto the chair, but she realized that she had left her panties on the previous machines. Her shaved pussy and perfect ass were now visible to the two men in the shop. "If we don't want the woman to move, we can attach restraints around the waist, legs, and arms," Rob explained, as he secured Laura with straps.
Laura was surprised, "Is it necessary?"
"Just for the demonstration, don't worry about it," Rob assured her. He placed a blindfold over her head, "You can also use a blindfold to increase the stimulation."
Rob pushed the sex machine to her pussy and pushed it inside her, while Laura gasp as she felt the machine inside her pussy.
"You didn't said you were going to put something in my pussy!"
Rob turned on the machine at a slow speed. "Let's try the machine with 30 strokes per minute," he suggested.
The machine started to fuck Laura at a slow speed, her body began to shake. She is moaning louder and louder each time the machine fucked her pussy.
The fat man took out his phone and recorded Laura.
"This is the slow setting, should we go to 60 times per minute?" Rob asked the fat man standing near him.
After 2 minutes of staying on the 60 times per minute she started to feel very horny.
"Why stop at 60? Let's keep going at 100 times per minute," said the fat man.
"No, no! This is enough, it feels great" said Laura
"Don't worry Laura this is just a demonstration" said Rob.
"I'm cumming!!!" Laura screamed.
"Wow! That is amazing" said the fat man.
Rob went behind Laura and started to grope her amazing boobs through her blouse. Linda was still cumming and was unable to say anything. She didn't know who was grabbing her her boobs, but it felt good.
Rob said the fat man to turn it to the max, 195 times per minute.
The machine began fucking Laura at high speed. Laura could feel that she was going to orgasm again.
"I can't hold it anymore" she said
Linda is still Cumming hard
"Keep going!" Rob said
"Ohhhhhhh God!!" Laura yelled as her whole body shook and she orgasmed. Laura was unable to get away from the machine, because she was restrained.
"Oh my god, ohhh fuck, yes! Fuck me please, I'm cumming! Aahh, uuuuhhhhhh!"
"See how the sex machine stimulates all the right spots, and the best part is, when she comes she has **** than to stay there and enjoy it, because it won't stop unless you stop it" Rob said to the fat man.
The fat man smiled and said to rob "It looks like she likes it"
"Ohhh, yes, yes! Oh fuck yes! Oooooohhhh fuck me, oooohhh fuck me, fuck meeeeeee!" Laura screamed loudly.
While Laura continuously orgasmed on the machine Rob went to find the anal plus she was looking for.
He put som lubricant on it and while the machine fucked her pussy he pushed the anal plug inside her ass.
"Aaaaahhhh!" she screamed.
The anal plug is slowly inserted into her virgin ass.
"Please take it out" she said.
"This is what you came here, right? Or do you want a bigger one?" Rob asked her.
"Nooo, this one is good, thanks" she said.
Rob turned off the sex machine, and removed the straps from her body.
"Alright, thank you Laura for the demonstration"
"So you buy both of the machines?" Rob asked the fat man
"After this performance, I would buy anything " the fat man said
Laura was exhausted she have never been fucked before only used a dildo one times, and now this sex machine made her orgasm 6 times in a row. She needed some time to gather herself and go home.
The video ended. You are turned on, this was the hottest sex machine video you have ever seen. You wish you were there when it happened. You don't know anymore if you are the luckiest and and unluckiest man. And now you don't even know what's going to happen at the weekend.
On Saturday afternoon you wait for which task will be chosen and wonder when is it going to end. You wish she would finally say no to your request, on the other hand you feel this thing made her more open for sex, maybe you can have sex with her before wedding.
What kind of task will be picked for them now?
Blackmailing
Blackmailing
You feel you are the luckiest man on Earth, because you are going to be married to Laura, who loves you more than anything, and she would do anything for you. If it's not enough she is sexyest woman you have ever seen. But someone is blackmailing you.
Updated on Nov 21, 2025
by Masrt
Created on Apr 22, 2023
by ottoka007
- 333 Likes
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- 19 Chapters Deep
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