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Chapter 7 by aika092 aika092

Who does Cassie bring home to suck your cock?

Nobody at all for nearly two weeks!

Two weeks almost pass, and nothing. No mention of the arrangement, and no blowjob. You begin to gain hope that the task was much too difficult, and she's just not managed to make it happen.

That would be fine, and totally within the rules too!

On the evening of the 14th, you casually bring it up.

"So, the double blowjob thing."

"Oh, yeah." Cassie looks at her feet. "I'm sorry, I really did want to make it happen-"

You interrupt her. "But asking your friends to join you in sucking your fiancé's cock is an insane thing to try and bring yourself to do. I get it."

"Yes, something like that." She changes the subject. "Could you go check I didn't leave any windows open upstairs? I feel a draft."

You smile to yourself as you climb the stairs.

Way to go, Cassie! Two weeks down without having to do anything perverse. If I act really loving and caring tonight, hopefully from here on out she'll truly understand that it's totally fine to just say no.

You check each upstairs window, confirming they are all closed, then head back downstairs and into the living room.

"Nothing upstairs. Should I check the down-"

A familiar voice interrupts you.

"Hello again, handsome."

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Sandra from the sex club is standing in your living room. Both her and Cassie are already stripped down to their underwear, Cassie in her only set of lingerie - a set of black lace bra and panties, and Sandra in matching pink panties and a tight little vest top.

"Surprise!" Cassie says, with a hint of shyness.

"S-sandra!" You stutter, unable to take your eyes off her as she slowly and seductively removes her vest top, revealing her juicy natural tits.

"A little birdie told me you wanted more." She says in her most seductive voice. "So here I am, stud."

"W-what about your husband?"

"Oh, we hotwife all the time. If anything, he'll just be disappointed that I'm not coming home with a pussy full of someone else's cum."

Your mind reels.

"Looks like I really did manage to surprise you, huh?" Cassie smiles gently, before unhooking her bra.

"Y-yes, you really did."

"Does that mean I'm making you happy?" Cassie and Sandra both approach you, and get on their knees.

I don't even know any more.

Sandra cups your crotch, and finds that you're rock hard. She laughs. "Very happy, I'd say." She starts to unbutton your pants, and when you don't move to resist, pulls them down to expose your proud erect member.

"Hello big guy, remember me?" She grips the shaft with one hand and gives it a friendly tug. After around three weeks without any action from Cassie, just that feels like heaven.

"Cassie told me she has agreed to let you play with other women until she gets as good as me." Sandra says in a flirty tone. "You're a very lucky man, I hope you know that. Especially because..."

She lowers her voice to a stage whisper. "Nobody is as good as me."

Still holding your shaft with one hand, she wraps her other arm around Cassie's shoulder. "Your fiancée has agreed to a little game of mine, to help broaden her horizons. She's promised that whatever I do to you, she'll try to do exactly the same thing."

Cassie smiles weakly. Sandra continues speaking. "Of course, what's the point in a game without any stakes? So, the rule is..."

Sandra turns to Cassie expectantly, who meekly replies "The loser has to swallow all your cum."

She's never ever considered doing that before. She must be serious about this.

"Now let's get this show on the road."

Sandra begins to tease the head of your cock with her tongue. Not to be outdone, Cassie leaps into action with her own tongue, forcing Sandra to share.

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And so begins the most wild sexual experience of your life. Sandra wraps her mouth around your head and bobs up and down for ten seconds, then Cassie takes over, doing the same. Sandra gobbles on your testicles while stocking your shaft, then Cassie does the same. Sandra performs her signature double-handed blowjob technique, and Cassie watches closely and then does her utmost best to copycat, your nerves exploding with pleasure the whole way through.

"Not bad, not bad." Sandra teases Cassie. "But are you dirty enough to do this?"

Sandra crawls around behind you, and orders you to spread your cheeks. Before you even know what's happening, her hands are stroking your cock while her tongue explores your asshole, giving an extremely undignified 'rusty trombone'. Your eyes are stuck on Cassie, who is wrinkling her nose with disgust.

"That hardly counts as a blowjob." Cassie complains when Sandra pauses for breath.

"It's all oral sex, honey. And I didn't see you complain when it was his testicles. Seems a little inconsistent to me, don't you think?"

"UGH! Fine." Cassie takes Sandra's place, and after taking in a deep breath, tentatively licks the entrance to your asshole whilst jacking you off.

"Is she doing it properly?" Sandra demands. "Be honest."

"Sandra's tongue went much deeper." You admit.

Cassie growls with frustration before digging her tongue inside your butthole.

I'm sorry, I'm so sorry. You think to yourself. But your guilt doesn't stop it feeling incredible. You won't last much longer. Sandra sees it in your face.

"Looks like I've only got time for one more trick." Sandra says as she lies on her front, and then grabs her ankles with her hands. "Shove it all the way in."

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"All the way?" You frown. "There's no way it'll all-"

"Try me." She interrupts.

So you try. And inch by inch, your entire cock disappears down her throat.

"Woah." You and Cassie say simultaneously.

Sandra lets out a proud cackle around your cock, the stimulation sending sparkles to your brain. You slowly pull out, your dick now covered in her thick slobber, and on the brink of orgasm.

"Think you can do that?" Sandra challenges Cassie after catching her breath.

"No chance I'm not even going to try." Cassie admits defeat.

"Well you know what that means." Sandra grabs your dick in one hand and squeezes tight, giving it a few more friendly tugs, not realizing how close you were to the edge.

"C-cumming!" You announce.

"Oh shit!" Sandra urgently clamps her mouth around the head of your cock and you unleash three weeks of backlog onto her waiting tongue. Sandra keeps her lips sealed around you until the last of your dick's twitches fade away.

"I guess I got lucky this time and avoided the forfeit." Cassie muses.

"Mmm mmm mmm." Sandra shakes her head and opens her mouth to reveal that she hasn't swallowed a drop. She beckons Cassie towards her with a commanding finger.

"You don't... you can't expect me to..." Cassie looks from her to you. "I've never kissed a girl!"

"You don't have to do anything you don't want to." You shake your hands, trying to discourage her from even contemplating it. "You can always say no."

But for whatever frustrating reason, that just seems to make Cassie more brave.

"N-no, I'll do it. I'll do it."

You can't peel your eyes away from the sight that a few weeks ago would have been entirely unthinkable. An essential stranger with a mouthful of your cum, guiding your fiancée to lock lips in a French kiss, so that she can transfer the massive load from mouth-to-mouth. It's the most intensely erotic thing you've ever seen. The mere sight of it causes your still-sensitive cock to return to half-mast, and by the time Cassie has finished swallowing everything that Sandra gives her, screwing up her face with distaste at the mixture of bitter cum and another woman's saliva, you are once again fully erect.

Sandra eyes your dick and bites her lip.

"What do you think, Cassie? Can he handle a second round?"


After what feels like the best night's sleep you've ever had, you wake up to the reminder that it's once again the 1st of the month. And that means, you're going to have to make a new request of Cassie. After your blackmailers watch the footage of what happened last night, you can't help but wonder where they'll want you to take it from here. You eye the list, frowning. It's a shorter list than before, and the options are very different from each other. You get the sense that the choice you make here is a very important one that could send your relationship with Cassie down very different paths.

What's next?

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