An Evening of Firsts by SouthernRoam

Noticing me starting to squirm in reaction, you take it to the next level and take my cock in your mouth. Slowly, you slide your lips down my shaft, bit by bit, until you reach the bottom. Your mouth tightens around it, and at the same time, you push your fingers into my hole as far as they will go. Inching your way back up, you run your tongue along the side, making me feel every bit of the wild sensation. Reaching the tip again, you lightly flick the tip with your tongue; your hand now running a firm grip up and down. You start to gain a rhythm now.

One hand tightly wrapped around my throbbing cock, working its way up and down. The other exploring my ass as deeply and open as it will go. Your warm, wet mouth running in tandem with the hand on my dick; all while grinding your hips back into my face, burying me in your pussy. Staying at this pace, eventually I feel an orgasm building again. You notice it too, as I’ve started moving, jerking erratically, and breathing more shallow and quicker. You let me enjoy it for a few minutes, before stopping abruptly. Fingers, three of them now, still buried firmly in me, trying to stretch me out, and hand still pumping madly away at my dick, you turn back to look at me, moving your hip away to make eye contact, reminding me, “Don’t you cum. Remember, you are not allowed to cum without me saying so.” To emphasize your point, you push your fingers in deeper and bite the head of my dick. My muffled cry and back arching lets you know your point was made.

Turning back to working, you finally, slowly remove all but one finger from within me. “You’re starting to loosen up, my pet. But we still need a little more. Plus we have to get your tight little hole used to having something rammed in and out of it, because once I’ve got my cock in you, I’m not going easy on you.” With saying that, you reach over the bed and grab a set of anal beads, as well as the lube again. Holding the beads in one hand, you generously apply lube to it. Using two fingers to spread my cheeks open enough, you guide the beads toward my ass. As soon as the first small bead pushes through and into me, my body jerks and I clench shut. This denies you the ability to play and you smack me hard on the thigh, backed by an “Open up!” command. I reluctantly comply; opening back up and allowing you access again. You push the second bead in quickly, not giving me time to adjust to it. Again my body twitches at the unexpected intruder. “If you can take all the beads in at once, and not fight it, you’ll get rewarded after I’ve had my fun. But…don’t forget, each bead gets bigger,” you taunt, popping in the third one.

For the next few beads, you deliberately take your time forcing them in, making my hole expand around them bit by bit, stretching it for your eventual amusement. Reaching the last 4 beads, the biggest ones, you pause briefly. After taking my cock tightly in your hand again, you rapidly shove the final four beads into me. The sudden pressure and sensation of something firmly hitting that sensitive spot makes my dick twitch out of control in your hand. Smirking mischievously, you keep pushing them in deeper, cramming the entire strand in, rotating it so the balls keep rubbing up against the sides, and driving me wild. Still twisting them around inside me, you wrap your lips around my cock, picking back up the rhythmic motions from earlier.

Your goal here is simple: Tease me endlessly, get me as close to coming as I can, but not allowing it, and loosening up my ass for you later. The whole time you’re driving me wild (and succeeding), you’re grinding your hips back into my face harder and harder, loving the feeling of my tongue caressing your most sensitive areas. It’s turning you on more and more, and getting you incredibly wet again, while also serving to put you on the path to getting off again. Starting to pick up your pace again with your mouth and hand, you also start rapidly sliding the entire strand of beads in and out of me, at alternating speeds, which drives my ass insane and starts to violently shove me toward coming.

For a few minutes, this particular torture carries on, doing exactly what you intended it to do, and driving me insane. Yet again tonight, I’m on the verge of having a massive, brilliant orgasm. But unfortunately for me, you again sense it, and stop suddenly, denying me a release. You finally remove the beads from within me, and lift yourself up off of me, standing next to the bed.

“Just about that time, my pet. You know…where I fuck your tight little ass mercilessly  until you’re loose and weak in the knees? Because that’s coming. Hope you’re ready,” you taunt. Not letting me move an inch, you decide to give yourself a little quick pleasure and not let me relax or tighten up. You grab the full black cock plug, and lube it enough to slide home. Reaching back down to spread my cheeks, you line it up with my puckered hole.

“Hold your breath,” you whisper, before beginning to push it in to me. The swollen and bulbous head is the hardest part to get in. I start to push back and clench up, fighting you, but you only pin my legs down, and push harder. Doesn’t take much more, and with a slight pop, my ass swallows the head. I let out a slight moan of discomfort, and start squirming in protest.

“Honey, you better get used to it. My cock is bigger and thicker than this, and won’t be as gentle. Plus one day I might want to get my entire hand up there…” You can hear me react to that statement, and use it to slip the remainder of the toy in me, the edges snug against my ass. “But we’ll see about that another time,” you say with an edge of tease. “For now, we’re going to keep you loose and push you a bit closer.”

You pull on the toy again, holding it in place when my hole is tight around it’s thickest point, before slowly inching in back in; entertained by watching my ass work its way around each vein of the toy and stretching to accommodate. Again you make it all the way to the bottom. Lifting yourself up off of me, you wrap your hand around my still mostly hard and throbbing cock, squeezing it tight. You start stroking and pumping, getting me fully hard again, and straining my cock against the rings. You bring yourself around, running your hand up and down my shaft faster and tightening your grip. Your tongue flicks lightly against the head, making me jump each time. My legs are twitching and shaking, and overwhelmed with the insane desire to cum. You stop your hand, but only so you can wrap your lips around my dick and continue to run them up and down, doing everything you can to get me to cum, and succeeding.

At this point, it’s not hard for you to tell when I’m just about to the point of coming, so after keeping up your teasing, you start to notice me hitting that point. I’m tensing up, breathing quicker, and moving around.  Just as you feel my hips raise up to meet your mouth, and my cock start to swell, you suddenly stop completely, with nothing more than an extremely tight grip at the base and around my balls to prevent me cumming. Amidst my moaning and whimpering at being denied an orgasm I so desperately want, you remind of the rules. “I told you you would only cum if I allowed it, and I’m not ready to let you yet, my little cum slut. I just wanted you to have a little pleasure before what happens next, because you might not enjoy it. Though I know I will,” you declare.

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