Chapter 7 by ottoka007
What will be her next task?
Ask Laura to have anal sex with your neighbor
You decide to go out of the camera room. As you get out you see them coming out of the bedroom together. They were dressed and looked like nothing happened.
"I'm sorry honey, I got really drunk and fell asleep." You say to her.
"Don't worry, it happens even to the best." Said Mr. Jackson
"She was great company, thanks for the invitation!" He said and left the house.
"So did you enjoy the show?" she asked you
You didn't know what to tell her, "Yeah, I enjoyed it, but it was hard for me to see you fuck him"
"What? What do you mean? You said this is what you want!" She yelled.
"Yes, sorry, I wanted to say, I was hard while I was watching you having sex with him. It just turns me on. You are the hottest woman I know, and an old, fat man fucking you.. It's freaking hot. I just can't control my feelings."
"I am glad you enjoyed the show. I can't wait for us to do it. It was amazing with him, I bet it would be even better when I do it with you."
"Well maybe we don't have to wait untill marriage."
"No! We should wait. Don't spoil the fun. It's going to be the best night of our life. "
"Okay, but at least you should give me a blowjob"
"Of course honey, I can do that. But let's do it tomorrow, because I'm really tired now."
"Okay, goodnight honey" you kissed her and go back to the bedroom.
The next morning you wake up, and she is not in the bed.
"Oh god, I slept in, she is already up."
You look for her, but you can't find her. You decide to call her.
"Hello, babe, where are you?"
"Sorry, I have an errand, and I will be home in an hour"
"Ok, no problem. See you later."
"Love you."
"Love you too, bye"
You feel bad for being a cuckold. Your beautiful girlfriend had sex with a fat old man, while you are at home, jerking off. But somehow it turned you on. You were still not used to it, and you are wondering what's going to happen next weekend. You start to wonder why she would agree to such things. Maybe it's because she likes it? Maybe she wants to see what it's like, or maybe she wants to please you?
You are still not sure, but you are curious, what will happen next.
***
You spend the whole week thinking about what is going to happen next Saturday.
"What should I ask her to do this weekend? Should I ask her to have anal sex with me? Or should I ask her to have anal sex with Mr. Jackson? " You keep asking yourself.
You receive a message "If you want to see the video, I can send you, but if you want to watch it, then a random task will be picked for her again".
You get anxious, you wanted to see the video, wanted to know what happened, but you can't risk getting random task again, you have to choose the next task for her.
You reply "Go to the hell"
On Saturday afternoon one hour before you have to choose, you sit down in front of the computer, you are surprised to see that many of the options already gone, and new ones appeared. "What the heck? What should I pick?"
You send the blackmailer a message "I don't do it anymore "
You get a quick reply with a 10 seconds video of Laura is being fucked on all fours by Mr. Jackson.
The video ends.
"I will send it to everyone you, and she knows, every family member of both of you, I bet they would love it" the message said.
You don't know what to do, the blackmailer could do it, and now you have to pick a task for your fiancee.
You read the tasks again and you can't find having anal sex with you. You look for the easier tasks for her, but you don't like any of them.
"Should I ask her to go to strip club and be a stripper for a night? Maybe that would be too much for her. But what if she would do this too?
Ahh, there are two tasks, which are similar to the previous task. But one of them are worse than the other one. One of the task is 'Ask her to have sex with your boss, while you can't watch them at all, and you will not be able to watch it on camera ever' and the other one is ' Ask her to have sex with a stranger homeless while I am watching it tied up'."
You think you should not involve any more people in this even if it means she would lose her anal virginity and it's not with you. Mr. Jackson already seen her naked and fucked, it's just adding anal sex to the list, and maybe she would refuse it, or if she accepts she wouldn't like it.
With that you picked 'Ask Laura to have anal sex with your neighbor'
You walk in the living room and kiss your beautiful Laura. She is beautiful as ever.
"It's Saturday night, I was waiting for this night the whole week" she said
"What? Why?" You ask her
"Because you always have something kinky on your mind, what should we try before our wedding " she said
"Yeah, you're right, I do have something kinky in mind"
"Let's hear it" she said
"I was thinking, if you would try anal sex."
"What? Anal sex?" She asked
"Yeah, you know, anal sex. When a guy puts his dick in a girl's ass" you explain
"I know what is it. I just can't believe that you are asking me this. It's weird, isn't it? And we shouldn't do something like that before marriage either, and I'm not sure even after marriage"
"It's okay to say no, I was just thinking if you would like to try anal sex with Mr. Jackson."
"What? With Mr. Jackson? Okay, let me think about it."
"Umm, so you say, if it's with Mr. Jackson then you would think about it?" You aske her surprised that she would consider to do it with him, but not with you.
"I don't know, maybe. I just don't think it's right, but I'm willing to try if it's with him. I mean he is experienced, he might know how to do it gentle with me, since it would be my first time. And he was very good the last time we were together. I think I learned a lot."
"Okay, so tomorrow you wanna do it?" You ask her
"Maybe we shouldn't wait until tomorrow, let's do it tonight, I'm already excited, I will go and invite him over." She said and went out of the room.
She came back a few minutes later, with a big smile on her face. "He is on his way. Should we drink something while waiting for him?"
"Yeah, let's drink something. Let's just hope that he will come" you said
"Oh, I don't think he would miss a chance to fuck me again." She said.
You both drank a lot of ****, but not so much.
After 10 minutes Mr. Jackson knocked on the door.
Laura opened the door and said "Hi, come in, we are drinking a bit."
"Okay, sounds good" he said and entered the house.
"You know Mr. Jackson I know about what you done last time with Laura, and we were thinking that if you would like to try anal sex with her"
He seemed surprised that you know about it.
"Oh so you know about it. And you are okay with that?" He asked you
"Yes, I thought it would be a great opportunity for her to gain some experience before we get married and we do it together"
"Oh, that makes sense, well, it's been a long time since I have had anal sex.
So are we going to have anal sex here, or should we go somewhere else?"
"Let's go to the bedroom" Laura offered.
As the three of you enter the bedroom, you sit down on a chair in the corner, and watch as Laura and Mr. Jackson undress themselves. They start to kiss each other. She is kissing him with the same passionate as she used to kiss you. You can't believe she is going to lose her anal virginity in front of you, and you just can't do anything.
Mr. Jackson started to undress her slowly, as he removes her bra and panties, you could see her breasts and her perfect ass. And your old neighbor is touching them. You feel jealous, but you can't do anything, and it's turning you on.
You are watching him licking her tits and sucking her nipples.
After 5 minutes he stops and lays her on the bed. He gets on top of her and kisses her deeply. As he continues to kiss her, she begins to moan softly. He then starts to kiss her neck and her collarbone, before going down to her chest and her stomach.
"Oh my god, yes!" She moaned.
He kisses her thighs and then her inner thighs. You are looking at him, while he is going down on your wife.
"Mmm, yes, oh, yes, it feels so good" she moans.
He starts to lick her clit and pussy. He licks her clit and then her pussy lips.
"Oh, yes, Mr. Jackson, yes!" She moaned loudly.
He continued to lick her clit and her pussy lips, and then he stuck his tongue inside her pussy.
"Ooh, ahhhh, oohh, yes, yes, oh, Mr. Jackson, yessss!" She moans loudly.
After a few minutes he stops. "Now, I want you to turn around" he told her.
"Okay" she said and turned around.
You watch as she is on all fours on the bed, with her ass and pussy exposed.
"Now I want you to spread your legs a bit" he said.
She spreads her legs, and then he starts to massage her ass. He massages her ass and then spreads her cheeks apart, revealing her asshole.
"Wow, it's beautiful" he said.
He leans in and starts to lick her ass.
"Ooooh, Mr. Jackson, ohhh, yessss!" She moans.
He then sticks his tongue inside her ass.
"Ahhhh, oooooh, mmm, oh, yessss, oh, ahhhh" she moans.
You watch as he starts to fuck her ass with his tongue.
"Ahhhh, oooh, Mr. Jackson, ahhh, ahhh, yes, ahhhh" she moans loudly.
You can't believe it. Your neighbor is fucking your fiancee's ass with his tongue.
After few minutes he stops and gets up. "Now, I'm gonna put my cock inside your ass."
"Yes, please" she moans.
He takes out his cock and puts the tip on her asshole.
"Mmmm, ooooh, yes, yes, ahhhh" she moans.
She looks at you and she is blushed, you can't believe she is doing it, but it's turning you on so much.
He pushes his cock into her ass.
"Aaaaahhhhhh, aaaah, oooooooh, aaahhhh, Mr. Jackson you are so big" she moans loudly.
"It's just the tip, we have a lot more to go" he tells her.
He slowly pushes his cock into her ass. She is moaning loudly as he goes deeper.
"Ahhhh, YES" she moans loudly.
As his cock enters her ass completely, he starts to move back and forth slowly.
"Ahhhhh, OOOO, Oooohhhh, Ahhh, OOOOooo, Yes!" She moans loudly.
"Mmm, Oooh, Ahhh, Aaaaahhhhh!" He groans.
"Yes, Yess, Yessss, Mr. Jackson, fuck my ass! YES!"
You see him moving his hips back and forth and you see your fiancee's asshole spreading to accept his big dick. He starts to thrust harder and faster. She is moaning loudly. She starts to shake, you know she is close to cum. He is now thrusting hard and fast. You see his balls slapping her ass cheeks. She is moaning loudly as she starts to orgasm. He starts to fuck her even harder and faster.
After a few minutes he tell her to change positions. He sits down on the bed and she is now on top of him and she is facing you. His dick is deep inside her asshole.
You watch as she moves up and down on his cock while he is rubbing her clit with one hand and playing with her tits with another. She is still moaning loudly. You watch as his cock disappears into her asshole.
You can see her biting her lips. She starts to cum.
You watch as her whole body is shaking and shivering. Her eyes are closed as she is in ecstasy.
Mr. Jackson continues to rub her clit. He thrusts his cock even deeper into her ass, she is now moaning even louder.
He cums deep in her ass, her body starts to relax, and you see him pull out his dick from her ass. It's all covered with his cum and her juices.
You see him kissing your fianacee passionately. She is kissing him back with equal passion.
"I think we finished here" you exclamed
She looked at you feeling disappointed, that it's over so soon. She would gladly let Mr. Jackson fuck her in the ass and pussy all night, but decided to get up.
Mr. Jackson looked disappointed too, but didn't want to upset you and just went along with it.
They got dressed and he left.
"I think we should go to take a shower and go to sleep." Laura said
"Yeah" you reply.
As you got into the shower, you asked her if she liked it.
"I loved it. He is amazing at sex. I could never imagine anal sex could be so good."
"Really? I hope we will do it soon too"
"Yes, I would like it a lot. I love the feeling of being full in the ass."
You shower with her. After showering, you went to bed, you just kiss and hug, but she fell asleep almost immediately.
What will be her next task?
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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
- 34,738 Views
- 157 Favorites
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- 27 Chapters
- 19 Chapters Deep
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