An Evening of Firsts by SouthernRoam

“I think you’re finally ready,” you declare, rising again from the bed. Walking over to the chair, you grab the bag of toys. Reaching in, you pull out your toy: the large, thick, ribbed, purple, double-ended strap-on. Stepping back over near me on the bed, you slowly, and carefully, step into one leg strap, then the other, pulling it up. Standing very close to me, you remind me of your promise earlier.

“I told you that if I could slide my toy into me easily, you would get the same courtesy. Now, your job since we’ve started was to make me as wet as possible, so that my toy went in with no issues. Let’s see how well you’ve done your job.” Grasping your side by the head, you start to guide it into you. Laying there, bound up, I can only watch. I notice that your pussy is clearly swollen and wet, and I hope it’s enough. I also realize this was part of your plan; to make me helplessly watch in anxious hope. You start pushing the toy into you, and at the start it slips in without issue. However, much to my despair, as soon as you meet the ridges on it, it starts to meet resistance. I can you see you trying to push harder to get it in, and finally it budges. Eventually, you get the whole thing in to the hilt, mostly without too much difficulty. You kneel back on the bed, sitting on my chest with a leg on either side of my head again, this time putting the blindfold back on so I can’t see your next move. “Well, you get lucky, somewhat,” you say. “ Wasn’t the hardest thing to get in, but it did fight back at some points. Apparently you can’t even get a pussy wet correctly. Such a pathetic slave. So you’ll get it lubed up some from me, but first you’re going to learn how to properly make something wet when you’re ordered to do so.”

Before I can react, you grab my head by the hair in one hand, and your toy in the other, and jump forward, forcing your toy into my mouth. Not relenting, you push forward with your hips, and pull my head toward you, pushing in farther. I’m literally bucking underneath you, trying to get away, but you hold me there for a few seconds. Easing back, you slip the toy out of my mouth, but maintain your grip on my head and your toy. Coughing briefly, I choke out a “What the fuck?” which is immediately met by you thrusting forward again and jamming your cock back in.

“I never said you could talk,” you command. “I told you, you’re going to learn how to use your mouth to get something wet. You couldn’t do it with my pussy, so you’re going to learn the hard way: Do it to my cock before I put it in your ass. Keep fighting, and it’s the only lube you’re going to get.” To drive your point home, you reach back and twist one of my nipples as hard as you can, and at the same time, you push more of your toy into my mouth, to where I can feel it hitting the back of my throat.

“Do you fucking understand me?” you bark. Still fighting somewhat, I eventually nod my head in defeat and acceptance. “Good boy. Now, do what you’re told.” Releasing my now incredibly sensitive nipple, you take my head in both hands, and pull slowly back, until just the head is resting on my lips. You linger there a moment, then pull my head forward as far as you can. This slides my lips an inch or so down the shaft, which isn’t good enough. You let me know with a, “This entire thing is going up your ass, not just the tip. So you’re going to have to do better if you want it all lubed,” you say curtly. As you can’t bring my head any further down on it, you ease your body forward again, watching in delight as my lips slide down the shaft, bit by bit. You stop when it’s gone as far as it will easily.

At that, you pull your hips back again, pulling it all the way out of my mouth. After a second, you jump forward again; thrusting your fake cock back in as far as it will go. You start rocking your hips back and forth, getting wet at the sight of your purple toy sliding and out of my mouth, completely against my will. Not to mention the fact that every time you hit the back of my throat, your side of the toy pushes into you, and rubs against your clit. There’s also the fact that you’re creating a suction with my lips, which causes your toy to gently slip in and out of you, each time it does the same thing in my mouth. Naturally, this starts to get you hotter and wetter. Because of this, you start going faster and faster, and pushing harder, which forces it further down my throat. Lost in your own world, enjoying both the sensations, and the view of my lips tightly wrapped around your toy, you ignore my whimpering and moaning as you invade me further; your body picking up an almost wave-like motion.

It’s not long before you start to feel the all too familiar sensation of you coming, but you stop yourself quickly. You don’t want to cum from this toy unless it’s because you’re pounding at my ass. However, because you were so into it and not paying attention, you look down and notice you’ve forced almost the entire toy in my mouth, with my nose less than an inch from your stomach. Pulling back and all the way out, I begin coughing from it being difficult to breath. I recover after a moment, as you still sit there. Thrilled with what just happen, you lean down next to my ear, and tease me by telling me, “You’re just a good little bitch. I’m very proud of you, but I want to see if you can take it all the way down. I want your nose against my stomach, is that understood my pet?” I hesitate a second, before acknowledging your request. You show how thrilled you are with a soft moan, and plant a taunting kiss on my cheek.

Sitting back up, you scoot yourself forward, so there is less space between you and my mouth. Without asking if I’m ready, you place the tip at my lips again, and lift my head slightly up so the head of your toy slides in my lips. You begin pushing forward; slowly, but with determination. You reach the first wall, and with a brisk “Open!” you see my mouth open wider, allowing to push the intruder in further. Next you feel your toy cock hit the back of my throat, but you’re not letting that stop you. Rising up on your knees a little, you start using your body weight to push, and after a few readjustments of my jaw, you feel my throat give way, and your cock slides the rest of the way in. My nose is now firmly buried against your stomach; your toy the whole way in.

You let out a squeal of delight, and after leaving it there a moment, you pull all the way out. I barely get a chance to catch a breath, before you’ve shoved it back in to the hilt again. Keeping your toy pushed in all the way, you push my head back against the pillow, and lift yourself up on your knees, so you’re almost directly above me. In that position, you start pulling your hips up, withdrawing your toy from deep in my throat, until it’s barely out. Then you let your body fall back down again, driving it back down until it bottoms out. You repeat this over and over. “If I can take it all the way without a problem, so can you. None of your holes is allowed to be any tighter than any of mine,” you tell me, pumping up and down, again and again.

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