Chapter 15
by sir oppenheimer
Does Emily have the stamina for another round?
Emily even has enough stamina to fuck your ass.
"Mistress... please..." You start to beg your roommate, and mistress, unsolicited. "Please make me cum as hard as you did."
Emily's eyes shoot open. She doesn't have that playful, predatory look anymore. Now she just seems, angry? Did you do something to anger her? In a flash, she's spun you over onto your back and is pinning your wrists down. "Do you think you deserve to cum?" Emily asks, not letting you answer. "I don't care if you deserve to or not. I will use your body as I see fit. Your orgasm will just be a coincidence, if you're so lucky." Emily lightens up a little now. "Now, I promised I would use the wand on you, but I think you deserve a punishment as well for making such a ridiculous request." Everything she said should terrify you, but it doesn't. You only feel yourself getting more and more aroused at Emily's total domination over you. You can only nod your head in agreement with your mistress. "Good!" She exclaims.
Emily slides off of you and steps away. You just lie on the bed, contemplating what she's planning. You can hear her rummaging around, no doubt looking for some specific toys to use on you. It isn't long before she snuggles up next to you. Emily forces you onto your side, facing away from her. Instantly, her hands are all over you, one groping at your breasts, the other sliding down until it's rubbing against your lips. Emily slips a finger inside your wet pussy. You are **** to moan in response at your first time being penetrated. Without a second thought, the finger withdraws from you, your muscles clenching around the sudden emptiness, longing for more. Emily brings her hands down further and you feel the finger, slick with your juices, pressing against your tight rosebud. You gasp at the sudden pressure. "Don't fight it." Emily whispers in your ear from behind.
You try to follow her order and relax. The finger pops an inch inside of you, giving you all kinds of new sensations. Reflexively, you clench up again, forcing the finger back out. Emily just giggles at your resistance. Once you've calmed down, she slides the finger back inside your ass, deeper this time. When you tense up this time, Emily fights back as well, keeping her finger deep inside you. When you finally exhaust and are **** to let your muscles relax, she starts slowly drawing her finger back out before slamming it back into you. You give a soft squeal, which just makes Emily work your ass and boobs even faster and harder.
After a couple more strokes in your butt, Emily fully withdraws her finger from you. Her other hand leaves your chest as well. You think you hear her squirt something out of a bottle, and your suspicions are confirmed when you feel her hand return between your legs, slick with lube. Emily wrestles one of her legs between yours and forces them apart, giving her an easy target. Two fingers **** you now, forcing you open even wider than before. It hurts a little, but the pain quickly subsides as you get used to it. It starts to feel good, not like stimulating your clit did, though. This is more psychological; knowing your mistress is using your body without regard to your own pleasure makes you feel incredible.
Soon, Emily has three fingers slowly fucking your ass, stretching you out. It takes all of your concentration to keep your muscles relaxed, lest you hurt yourself contracting around them. After a few minutes of this, Emily whispers again to you. "****... Think you could keep this up?"
You don't see any reason why you couldn't. "Yes, mistress." You whisper back. Emily removes her fingers, leaving you achingly empty.
"Good. Then it's time for your punishment to start." Emily rolls you over so you can see her face, fitted with another of her devilish grins. She looks down, and you follow her eyes. Between her legs sits a big, black, strap on. You look back up to Emily, your worried look just turning her on even more. "Don't worry," she tries to reassure you, but it doesn't help much, "it's not much bigger than a few of my fingers..." Emily also pulls a gag out from behind her and holds it in front of your face, you go cross eyed trying to look at it. "And I don't wanna hear you complain about it!" You let her set the red ball in your mouth before she buckles the gag behind your head. She pulls it tight, forcing the ball between your teeth and ensuring it won't come loose, but most importantly, making sure you won't make any intelligible sounds from here on out.
Emily has you climb on top of her, straddling her legs. The strap on sits straight up, showing you how deep it could penetrate you. It's terrifyingly big, but you're thankful Emily didn't have a bigger one. The condom she already rolled onto it is a little slick already, but she has you rub it down with more lube. Better safe than sorry, you assume. You crawl forward onto your mistress until the strap on is sticking up behind you. You swallow your fears and grab it with one hand, using your second to stabilize yourself. You slowly sit down until you feel the tip poking at your back door. You look at Emily for confirmation, and she gives you everything you need to know by slapping your ass. The sudden movement and pain forces the head inside of you and you moan around your gag. You feel fuller than with Emily's fingers, the strap on is obviously much bigger than she claimed. You're **** to slowly move down on the pole an inch, until it starts getting painful. You retreat until just the head is in your ass before you start trying to work it inside again. Each time to follow this cycle, you go just a little bit deeper. It's slow, but it is progress.
Emily seems to have less patience that you. The wheels start turning in her head on how to motivate you to go deeper, faster.
What cruel idea does Emily have?
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X-Change University
New School, New You
You receive an enticing full scholarship offer to go to university. The catch? You'll be doing so as the opposite gender!
Updated on Sep 8, 2024
by sir oppenheimer
Created on Aug 14, 2019
by sir oppenheimer
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