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Chapter 5
by
aika092
How does it go down?
The curvy woman shows Cassie some tricks
If you were worried about being unable to perform under pressure, it appears that there was no need to be. The sight of two women kneeling at your feet makes your dick as hard as a rock, springing out from behind your waistband as you pull your pants down. The curvy woman looks at it with excited hunger. Cassie looks at it with familiarity and fondness.
"Can I start?" The woman asks, and Cassie nods.
"I'm Sandra, by the way."
Oh god, I almost became intimate with a woman before even learning her first name. This is so wrong.
No further conversation is needed. The woman takes your shaft with one hand and puts her mouth around the head. And suddenly, you are in heaven.
Woah. What is this...
The curvy woman's technique is mind-blowing. She works her hand in tandem with her tongue and lips to create the most incredible warm and wet sensations all the way down your cock. You had no idea blowjobs could feel this good. You can't help but moan in pleasure.
"Now you." The woman has taken her mouth off of your cock and passes it to Cassie. Cassie obediently takes over, using her usual technique of putting the head in her mouth and making gentle massage movements with her lips. It feels nice, but nothing on the same level as what Sandra was doing.
"Am I doing this wrong?" Cassie asks quietly.
Apparently you're not very good at hiding the difference. You are about to try and deny it buy Sandra speaks first.
"There are few wrong ways to suck a cock, but I guess practice makes perfect. Would you like me to teach you what I do?"
Cassie nods. Sandra continues.
"You should focus mainly on the head with your mouth like you were doing, because that's where most of the nerves are, but try to move your lips up and down rather than open and close. And then get bonus points by working your hands on the shaft in tandem. As your lips move down the head, your hands move down the shaft. And the same back up. Give it a try."
You've somehow gone from the big shot receiving a double blowjob to an object of study in a science lesson. Cassie tries to follow the instructions. It does feel a lot better, but she's clearly still a novice. Perhaps it's your fault for never having the heart to give her pointers at home.
"Very good!" Sandra says in a proud voice as Cassie pulls back. "And after ten years of practice, you might be able to do something like this."

Sandra takes your cock back into her mouth and unleashes a torrent of masterful masturbatory work onto your already aroused member. Both hands, lips and tongue work in unison to deliver the most incredible pleasure you have ever felt. It takes what feels like mere moments before you are on the brink.
"I'm gonna blow!" You warn. Cassie always makes you warn her so that she can finish you off with her hand and avoid tasting it.
Sandra speeds up.
It feels like every neuron in your brain is firing at the same time. Your hips shudder as you climax, shooting rope after rope as your balls do their utmost to impregnate Sandra's mouth.
Gulp gulp gulp
Sandra doesn't even wait until you have finished ejaculating. She is swallowing each shot of cum as soon as it touches her tongue. It feels like she's sucking every last bit of cum from your balls, using your dick as a straw. You feel like you can see God.
And then, it's over. Sandra is standing up, licking her lips.
"Delicious." And it sounds like she means it.
Her husband can be heard zipping up in the corner of the room. To be honest you forgot he was even there. Cassie looks at you, then Sandra and then your dick with a mixture of shock and awe.
It's Sandra that breaks the silence that follows.
"It's important for newbies to have some private time to talk and reflect after their first ever play session. We'll leave you alone for now, but feel free to come and chat later if you like."
With a friendly wave, they both leave the booth.
Cassie is looking at the ground, and you think you can see a frown on her face.
"How are you feeling?" You ask with genuine concern.
"I feel like such an idiot." Cassie mutters.
Oh no.
"I'm so sorry, this was a huge mistake. We can leave as soon as you want." You quickly try to repair the damage you feel that you may have caused.
"No, it wasn't. That's what I feel like an idiot about."
"What?"
"I never even considered that I might have things to improve about my sexual techniques. All these years you've been getting third rate blowjobs from me and not once did I think of how I could be making it better for you. I'm so selfish, and I'm so sorry."
"That's not... I've always been entirely satisfied with our sex life..."
"That's kind of you to say, but if that were true, we wouldn't be here right now, would we." Cassie looks up at you. There are a few tears bubbling in her eyes. "So I'm in. Until the day that I can do to you what Sandra just did to you, we should keep doing this."
"Doing what?"
"Finding other women to please you. And I don't want you to feel guilty about it either. I've failed you, and this is the consequence. You shouldn't have to wait for little old me to work out my way around a penis. You deserve the best orgasms in the world, because you're my favorite person in the world, and you deserve them now. So, let's do this. Let's find other women to give you what you need. As long as it's me you love and it's me you marry, I'll be happy."
She said she'll be happy. That makes this okay, right? I'm doing the right thing. She would want me to save the restaurant and the wedding and the house. She would want this.
You decline the invitation to stay and chat, but agree for Cassie and Sandra to exchange phone numbers. This has all been rather emotionally draining for the both of you and you just need to go home and spend some cuddle time in front of the television. You wonder if the blackmailers had anyone follow you to the sex club to observe and confirm that you followed through. Perhaps you'll never know.
The next week and a half passes without much incident. You are both too busy with work to organize any more 'play dates', and the instructions didn't require you to do anything more than once, yet. Cassie is warm and loving and close to you as always, and just as eager to snuggle up close at night, but she rejects your sexual advances, giving standard excuses of being too tired.
Soon it's the 15th of the month and you have to return to the website and choose a new option from a new list. The options all feel insane to you. Surely Cassie would say no to all of these. But then again... after what she said after the blowjob... who knows?
Which option do you choose next?
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Please Don't Say Yes
Your devoted fiancée doesn't know you're only asking these perverse things of her because you're being blackmailed!
The only way to save the family business and avoid losing your home is to request increasingly perverse things of your innocent but suggestible fiancée and secretly record them. But you don't have to her to do anything - as long as she says no, you're safe. But will her love and devotion to you overcome her lack of desire for your disgusting requests? (Spoiler: Yes they will.)
Updated on Jun 21, 2025
by aika092
Created on Dec 2, 2020
by aika092
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