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Chapter 15
by college town perv
Which request do you choose next?
Another Woman's Ass
Finally, the one she will reject.
You approach Cassie during her training session that day. She's got her dildo stuffed in her asshole, and is watching a video where a man has tied a woman to a chair, and then alternates between fucking her ass and forcefully fucking her mouth.
"What's up?" she asks. She's clearly aroused.
"I wanted to ask you something," you say.
"Wait just a minute," she replies breathlessly. She reaches back behind her, pulls out the dildo, and then begins fucking her own mouth with it. She clearly has done this a lot, because she finishes in exactly one minute. Then she turns off the video. "That's one of the best videos," she says.
"Wow," you say. "That was... obscene."
She gives you a funny look. "Hey, it was your idea, mister..."
You give a little laugh. Oops, I have to hide things better. You lean in and give her a hug. "I love you so much," you say.
"Now, what's this question?" she asks, as she inserts her tail again.
You say, "You know how I love ass-to-mouth? I never really told you why. The reason I do is that when my cock goes in your mouth, it feels very intimate to me. Like it is something that only you would do, and only because of the strength of our bond. And one thing I would really love is to be able to do it over and over again in quick succession -- not just as a one time thing at the end of the night."
"Oh, like that video?" she says. "Sure, babe, we can..."
"No," you interrupt. "I mean, that does look nice, but I was thinking of something without any delays." You take a breath. "Specifically, what I would like is to use another woman's ass -- not really to have sex with her, but just as the source, you know? Because it's your mouth I am really thinking about."
She stops and sits back. "You mean you want me to taste another woman's ass."
"Yes!" No! "But just as a means to an end. The full fantasy is that I walk into the bedroom. She is there, on the bed, with her ass up, lubed and ready. You would be kind of straddling her, spreading her ass with your hands, and with your mouth just above... well, her asshole. I would just walk up and have my way with the two of you. I wouldn't need to even see her face, or know who she is -- in fact, I would just leave afterward, without a word."
She raises an eyebrow. "Without a word, huh? Well, that fits, that's for sure. Where exactly is this mythical woman coming from?"
You swallow. "You would have to find her."
"And what about Sunday nights?"
"Those would remain the same. They serve a different purpose, you know?"
"Let me get this straight. In addition to treating me like an object on Sunday nights, you want me to go out, find a woman who, sight unseen, will let you fuck her ass. And then, you want to come home, find us perfectly ready, and just do like an ass-to-mouth merry-go-round between her and me?"
"Yes. When you put it that way, it sounds pretty unreas-"
She interrupts you. "Are there any other changes?"
"I'd also like it if you switched your porn watching to this theme. It's called 'ass-to-other-girl's-mouth' -- a bit of a mouthful."
"I'll say. It's my mouth."
You rock back on your heels. "I get it. This is too gross, a bridge too far. It's..."
"I'll have to think about it," she says. She looks skeptical.
It's your wedding day! Some people act like weddings are all about the bride, but that's an old-fashioned view. A great wedding is a lovely celebration of a couple, a community coming together to give its blessing to a union.
You are a little worried that your blackmailer will ruin the day. You've done everything right, though, haven't you? And the options you've chosen haven't caused anything to sully the purity and beauty of the best day of your lives - your wedding.
These fears are quickly erased by the activities of the day. You get dressed in your tuxedo and head to the church with your best man. You wait nervously at the altar as the music plays. You get your first sight of your beautiful fiancee, soon to be your wife, in her wedding dress. It is long, and silken, and white, and she's never looked more beautiful. Her bridesmaids follow behind in their peach gowns -- ugh! but somehow an ugly bridesmaid dress is tradition, too.
The ceremony, the kiss! And afterward the entire party decamps to a hotel for the reception dinner and dancing. You eat some cake, you drink some champagne, you have your first dance with your wife, you both dance with everyone.
In short, the best wedding ever.
A friend drives you home and drops you off, and you walk arm in arm with Cassie up the walkway. You open the door and walk in. Cassie follows and shuts the door behind you.
What the hell!
There is a woman on the floor of your living room. She's on her knees, with her ass completely bare and her shaved pussy visible underneath. She has her hands stretched in front of her. She looks as though she's doing a lewd yoga pose.
She's a bridesmaid!
You can't see this woman's face, because her peach gown is pulled up over her head. Cassie walks past you and over to her bridesmaid.
Who is it? Amanda?
Cassie hitches up her dress, and straddles the woman, then sits down, apparently directly on her head. Cassie then puts her hands on the woman's ass and pulls it open, exposing the woman's asshole. You can see a bit of lube dripping from it even from where you stand. Then, she slides down so her face is just above the woman's ass. Her mouth is just inches from her bridesmaid's asshole.
Cassie looks you directly in the eyes and, with her most seductive look, opens her mouth wide. She slides out her tongue. And waits.
I can't believe I'm going to do this. But God, I want to.
She doesn't have to wait long, because you drop your trousers in record time and walk over to them. You kneel behind them and Cassie, bless her, guides your cock carefully into the other woman's ass.
It feels fantastic. Cassie's friend must be experienced, because it's much easier to slide your cock into her ass. You hear her grunt quietly as you push in, but once the head is past her sphincter, the rest of your cock slides in effortlessly.
You push deep, pull out, push again. Cassie says, "How's that ass feel, honey? As good as mine?"
You can only groan and push again. Then Cassie, your one true love, and now your wife, says "Well? Are you going to let me taste her?"
She doesn't need to ask twice. Your cock is covered in lube and other juices, but Cassie casually guides into her open, waiting mouth.
I still can't believe she's doing this.
You push into her mouth as deeply as you can, and you can feel her tongue working on your cock. She is sucking hard, but you pull out with a faint pop, and push back into the bridesmaid's waiting ass.
Cassie turns her head to the right and puts her cheek on top of the woman's ass, and opens her mouth wide. She's just waiting passively for you.
You pull out and shove your cock back into Cassie's mouth. The sensations are incredible, and you begin alternating thrusts -- first one roughly into the bridesmaid's ass, then one into Cassie's mouth. You do this over and over, trying to delay your orgasm so you can prolong the experience, but finally it is too much and you cum with your cock in Cassie's mouth.
Cassie doesn't say anything but simply swallows hard.
There's one last thing to do. Your cock is still hard, so you slide it deep into the woman's asshole one last time, and you grind your hips into hers, moving your cock around. Then you slowly pull out and command, "Clean it." It's the only thing you've said since you entered the house.
Cassie dutifully begins licking from the base of your cock, all the way up the shaft, and over the head, swallowing the lube and ass juices as she goes. She moves all around your cock like this, then, as it deflates, she takes the entire thing into her mouth and swirls her tongue over it.
When she is done, you stand up and walk to your bedroom and go to sleep. You're a married man now.
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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.)
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Updated on Jun 21, 2025
by aika092
Created on Dec 2, 2020
by aika092
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