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Chapter 6
by claustrophobia
What's next?
Fun with Amy's Asshole
When Amy comes out of the bathroom, she is dressed once again, wearing her crop top, short skirt, and presumably the thong. She keeps her eyes down and looks fragile. You can tell that she has been humiliated by the enemas, and you wonder how she is going to feel once you start working over her asshole.
You take her to your bedroom and put her on hands and knees on the bed, still dressed. Your hands caress her tight ass over the skirt, squeezing the juicy flesh, and then you pull her skirt up onto her back, revealing her thong. You grab it at the base of her spine and pull up so that it it is tight between her cheeks, rubbing against her little pucker. You can see the crinkly lines of her anus poking out behind the thin fabric. Her breathing is getting louder and raspier, and now she lays her face down on the bed, resting on her shoulders, keeping her rear elevated.
You pull the thong down around her thighs and spread her cheeks wide. She whimpers as your index finger traces a circle right on her tiny hole.
"What is this called?" you ask.
"That is my asshole," she says without hesitation.
"Good girl. Did you get it nice and clean?"
"Yes, my asshole is all clean for you."
"That's very good, Amy, but it's not just for me. You will be tasting your asshole a lot today, so for your sake, it's good that you cleaned it."
You can see her face, lying flat on the bed turned toward you, and you enjoy the way her forehead crinkles as she silently groans at your words. But she gamely says, "I understand. I will make sure to always keep my asshole clean so I am ready to taste it whenever you want."
"Good girl," you say again, and then you pick up the glass wand dildo. It is a beautiful, artistic object and you bought it thinking that Amy might be more accepting of something like this up her ass than, say, a lifelike black dildo. It is a smooth, clear curve, 8 inches long, and at each end is a glass ball, one smaller than the other. You bring it to her face, letting her see it, and then you press the smaller ball to her mouth. She opens her lips obediently and sucks on it. As she coats it in her spit, you pick up the lube in your free hand and squirt a generous amount onto her anus. You are excited to get her to the point where she doesn't require lube, but you know she is not there yet.
She moans with the glass ball of the dildo in her mouth as you push a finger into her lubed asshole, all the way to the knuckle with one forceful motion.
"As you know," you say solemnly, "you are no longer allowed to stimulate your vagina. But you are permitted, and even encouraged, to play with your clitoris while your asshole is being stimulated. Do that now, Amy. If you can give yourself an orgasm today while your ass is in use, I will be very pleased with you."
Amy obediently slides her right hand under her and starts to tug and tweak her clit as she continues to slurp on the toy in her mouth, as you move your finger in and out of her butt. When you lift the glass wand away from her mouth and offer Amy the finger from her ass, she sucks on it without resistance, her eyes closing as she takes it all the way into her mouth, bathing it in her spit.
You remove your finger and wipe her saliva against her cheek. Her eyes remain closed and then they clamp shut even tighter as you press the glass dildo against her asshole. Her face contorts with tension as you work the small ball of the tip inside of her.
"Relax," you say in a calming voice, and though she may indeed be relaxing her anal sphincter, her features remain scrunched and tense and she is mewling like a little girl. But you are pleased to see her clit rubbing becoming more frantic.
The glass ball disappears inside her and you slowly push more and more of the curved glass into Amy's butt until only the large ball at the end is sticking out of her. You step back for a moment to admire the way she looks: gorgeous ass in the air with the intrusive dildo hanging out of it, face flat on the bed, eyes closed, whimpering, fingers manipulating her clitoris. Then you begin to fuck her with the glass wand, pulling it out until just the tip is inside her opening, thrusting it back in deep, wiggling it around as you move it in and out of her. You aren't brutal but you are firm, manipulating the smooth toy with decisive strokes, letting it open and expand her anal cavity.
Her whimpers get louder, her face scrunches more. After several minutes of exploration in her ass, you pull the dildo all the way out. Her anus pops audibly and you get a nice view of her dark pink interior before her hole closes itself. The glass toy is coated in a thin sheen of lube and ass juice.
"Beg for a taste, Amy," you command and she immediately cajoles you in a pleading tone.
"Oh, please may I taste my asshole? I am your kinky little anal slut, and I want to suck the flavors of my ass, I want to show you what a good whore I am for you!"
God you are enjoying this. Amy is completely debasing herself, all for your sordid pleasure. You are incredibly turned on. When she eagerly licks and sucks on the dildo, your cock gets even harder. You push the toy deep into her mouth and admire the way her cheeks cave as she slurps on it. Then you move it back to her ass, adding more lube and shoving it up her in one smooth thrust. She cries out, but her fingers are flying over her clit, and her moans are full of lust and excitement. She is definitely starting to enjoy this.
You shove the toy in and out of her butt for several minutes, then let her suck it clean again. The next time you push it into her ass you turn it around so she's taking the larger ball. After a few deep pumps into her, she cries out wildly, fingers pressing against her clit. You watch with a smile as Amy orgasms and falls onto her stomach, the glass wand dildo hanging out of her ass.
What's next?
Whatever it Takes
What will your lovely girlfriend do to keep you?
You're dumping your girlfriend because she doesn't excite you. But what if she'll do whatever it takes to keep you?
Updated on Mar 25, 2021
by Enigma5
Created on Feb 17, 2021
by claustrophobia
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