She’s started to whimper, and I let her. On one particularly loud and miserable one, I stick some of the butt plug in her actual ass, not just tease it around the hole. Jane lets out a shuddering moan as I do, and I say softly, “Are you ready to be honest with Daddy yet, or do we need to do this for a longer?” I press the butt plug in a bit more. But not much. I would need more lube to do that safely and comfortably. “I can do this all night,” I remind her unapologetically.
I pause, a sudden delicious realization hitting me: she’s a virgin. She must be, to react that way to every little thing I’ve done to each hole. My mind races hotly with this, and as it does, I shrug myself quickly out of my suit jacket, dress shirt and tie, alternating the hand that holds the vibrator, so she continues to be punished. The butt plug, I don’t need a hand for. She’s puckered up enough to hold it in herself. Even just the little tip I have in there. She doesn’t respond to attention in those places the way a non-virgin does. She’s too excitable. Emotional. Tender about it. I smile, realizing where my interrogation’s got to go next.
So, I bring the vibrator off her a bit. Not enough to relieve her of all sensation, but enough to tickle the edge of her lips with it. I bring down the head of the vibrator toward her fully-direct clit. “Are you a virgin?” The way her entire body shoots up at mention of her virginity confirms it for me. But I need her to say it. To learn that she can’t lie to me and not reap the consequences. Below me, her pulsing so hard, it’s practically begging me for release. “If you want to cum,” I tell her, “you’re going to have to tell me the truth. Otherwise, I’m not going to give you any satisfaction — any release — of any kind, until you do.”
For added emphasis, I bring down the vibrator, and let Jane tremble under it. Let her body try to get away.
Finally, after a few minutes of this, and of me playing with the butt plug in her ass, Jane finally confesses. “Okay, Daddy,” she says, tears starting to stream out from under the blindfold and down her cheeks, “I’m sorry for lying! I’ll tell you the truth! Just let me cum, and please don’t tell anyone else!” Lightly, I bring the vibrator off her. Again, it’s just enough to give her a breather, not to give her an ultimate escape. Not yet.
“So, is Daddy right in assuming you’re a virgin, baby girl?” I ask, dabbing her clit with the head of the vibrator, just in case she gets the bright idea to fib again.
Luckily for me, it looks like she’s trembling too much for that. “Yes, Daddy,” she admits, looking more than a little ashamed. “I’m a virgin!” As she speaks, I can see her back beginning to arch. Her pussy beginning to push out and up.
I pull the vibe away, and take out the butt plug. She’s too close to an orgasm for my liking.
Jane actually makes the sound of surprise and sorrow as I pull away. She was so close, and I know it.
I use this as my moment to hurry to one of my black bags, where I’ve stored condoms. I quickly grab one out and return to her. As I do, I rip open the packet, and press the condom down on my cock. He’s a big boy, but now he looks even bigger wrapped up an extra skin.
I don’t say anything to her until I’ve stood myself right at the edge of the swing. Right up against her shivering pussy. Even with just standing next to her, her pussy has already slobbered on me big time. Big, thick streams of fluid. Some white, some clear. Either way, it’s luscious. Creamy.
I press the tip of my cock into her, saying, “Consider me a man of my word. I’m going to take your virginity now, but I swear that I will never tell anyone else.” I put a hand around each of her ankles, drawing her toward me. Seductively, her lips began to taste me. Cling to me, though I haven’t entered her fully yet. “It’s a secret between you and me.” I pause, trying to steady my racing heartbeat. My shaking fingers. “Now, prepare to be made a woman. Daddy’s gonna make it so you don’t lie about anything anymore.”
Chapter 16
Jane
“Oooooh,” I moan, feeling Alex enter me fully and completely. While it sounds like every bit something coming out of a trained porn star’s mouth, it’s not an act. My long, high moan is an accurate reflection of how much he’s filling me. Whatever I thought I was in for when I felt the tip of his penis teasing me, that’s nothing compared to the full thing.
The sheer width and length pressing past my tight lips, and into my pussy. It’s enough to have my stomach aching. My hips and pelvis feeling a little sore, but in an oddly good way. A similar feeling too when the nipple clamps first went on. Uncomfortable, but not a turnoff. “Oooooh,” I moan again, feeling Alex, push a little more deeply into me. He was all the way and before, but now I actually get to feel his balls right up against me as he begins to thrust.
It’s like being spanked with the softest, squishiest paddle in the whole world. And I love every minute of it. Not just the feeling of being slapped across my ass, but getting to hear the wet, slipping noises my pussy makes with every move. With every pull and push he makes in and out of me.
Put those two things together — the sound and the feeling of being pumped vigorously from behind — and I’m putty in the swing. I’m losing myself to the feeling of delirious itchy-hotness in me. In every inch of my pussy, being rubbed and petted by Alex’s skillful and proud cock. I pant against this, feeling my hands and toes curling. My legs are beginning to stiffen, which only hugs Alex tighter.
Something he obviously enjoys, as he rewards me with a thumb on my clit. Like he’s done a few times tonight, he rubs me with it. Circles my clit with it, jiggling pleasure into my lips and swollen head. With his dick sliding in and out of me as fast as it is now, and doesn’t take long for tenderness to build. Sensitivity to climb from the base of my clit, to the top of it.
Within seconds, I’m about to cum, but it’s different than every other time I’ve masturbated. Those times were with nothing inside me. With Alex’s cock stretching and simulating my ridges and lips, I’m feeling deliciously trapped. Stopped up, which only forces more pleasure to come up and out of my womb area, and down on my clit.
As it does, I feel like I’m getting sucked off by an actual Greek demigod, and it takes every bit of control I have not to cum. But I do let out a shuddering cry, saying, “Daddy! Daaaaaddddy!” Clumsily, I swallow the spit growing in my throat. “Help me, Daddy!” I groan, feeling a pre-cum spasm should through me. At this point, I’m barely able to register the fact that the over-the-door sex swing is now thumping fast and hard into the wall because of what we’re doing.
“I’m right here, baby girl,” says Alex, much to calmly for how hard he’s fucking me. “What do you need me to help you with?” The dark singsong to his voice pushes me closer to that edge know I’m not supposed to cross with his permission. I tremble violently. It’s a completely automatic reaction. If I peed myself right now (which I feel like I’m about to do), I wouldn’t be able to stop it. I begin to whimper uncontrollably. Make noises I don’t even have names for. Half of them sound like I’ve been possessed by a demon, and I’m speaking in tongues. Overall my noise and crying out, I hear Alex whisper, “Could it be that you need to cum?”
I whine at him. The sound is happy/sad. “Oh, yes, Daddy!” I gasp for air. “Oh, please let me cum!” That last word is high and squeaky. As it is, I can barely get my vocal cords to work. They, and everything else in my body has started demanding one thing and one thing only: release. “Please let me cum, Daddy!” I pleaded again, when Alex doesn’t immediately answer me. “Please, before I accidentally become a bad girl!” Teary trembles are actually in those words, and not because I’m feeling so much pleasure that my eyes are leaking. It’s actually because I feel genuinely bad and afraid of the possibility of disobeying him. “You’ve been such a good Daddy to me,” I squeak. “Please let me be good for you!”
“Then cum.” That’s all Alex says, and that’s all it takes. The moment I’m given permission, I release at least two hours’ worth of buildup. Of tortured and denied orgasm. In one hot and heavy second, it all comes out. And
all releases in a spinning, fiery disc of pleasure. Waves of pleasure crash in, out and up through me, stealing my breath. I gasp under them, but no sound comes out. Just more trembling throughout my whole body.
Vaguely, I’m aware of something hot and thick coming out of me. Spraying out around Alex’s hot and sturdy cock. “Good girl,” he says, not saying anything about my liquids or my spray. Or whether he’s gotten wet, or cares. “Get ready to do that again. When I say.”
“Yes, Daddy,” I murmur, feeling relieved and hungry at the same time. While he helped me release one layer of the tensions in me, another is quickly building. And that’s because he started pumping me again. Filling me with his textured thickness. His silky length, which is even more slippery and smooth than before. I know it’s because of what I unleashed on him, but instead of shame, I feel prideful. Naughty. Totally good and bad at the same time, and unlike the first time he entered me, I allow myself to fully enjoy the second round. To not be so concerned about feeling every move, but rather, enjoying the rhythm. The swinging sensation I’m surrounded by, now that he’s going as fast and hard as he wants.
I’m practically floating. Nevermind that there are straps holding me, I’ve chocked that up to Alex’s demigod status. His magic that started the moment he put a blindfold on, and I relinquish myself fully to it. I allow myself to scream and moan. Praise him for all his good work. His kindness and generosity. I tell him what a good girl I want to be from now on. How honest I want to be.
“I’m happy to hear that, baby girl,” answers Alex. This time, I can hear him breathing heavily. Hard. “It means you and I can have more fun.” As he says this, I feel his fingers play with my asshole. I hate to admit it, but I like the attention there. Much more so with his fingers, then any plug. I hum at his touch, hoping this will encourage them to do more. “You would like to have more fun, wouldn’t you?”
“Yes, Daddy,” I say.
“Then you’re going to let me play with this hole—” I gasp, feeling his finger plunge into my ass— “before I let you come again, is that understood, young lady?”
“Yes,” I say loudly, feeling extremely embarrassed and turned on by how much I’m enjoying his finger moving and out of me, while his penis keeps pace in the other hole.
“Good.” With that, Alex eases another finger into my tight, puckering ass. It resists for a moment, but with a bit of extra pressure, and lube from the liquid sloshing out of my gaping pussy, it eventually goes in with no trouble. Soon, I have two fingers jamming in and out of me, stimulating areas I didn’t know can be stimulated. It’s so pleasurable, I’m actually drooling. I have saliva running down my chin, but I don’t bother to wipe it. I let Alex see it, if he’s looking.
“Oh, you’ve got such a hungry hole back here,” he whispers to me. “Shall we try for three?” He pauses. “I think we should. It would give your ass a good stretch.” He eases a third finger in, and I really do feel stretched. But after a few seconds, my ass accommodates him with little trouble. The third finger increases the feeling I have of needing to poop, but that doesn’t decrease my pleasure. It increases it. “Oh, good girl.” As he moves up and down, I feel the ridges on my asshole actually suck on him. Tighten around all three fingers. “You’re definitely going to be ready for some dick back here later.”
I stiffen out of excitement and fear. “Now, Daddy?”
“No,” he says, actually having to work now to maintain a steady rhythm with his fingers and cock. It’s harder to do with three, then with two. But his effort makes him sound sexier. Even more in control, even if he might be losing it. “But think of this as practice, baby girl.” I hear him let out a tight groan. “Now put your fingers down on your clit, and rub her until you come.”
I do as he tells me, and put my two favorite fingers down in front of me. They’re a little numb from gripping the handholds for so long, but they quickly develop a feel for my textures. The engorged feel of my lips and hidden dagger. Though now it’s not so hidden. Quickly, I go to work rubbing both sides of my clit’s shaft, before crawling my fingers up toward the head.
This alone is enough to have me climbing quickly to a second, and equally powerful orgasm. My skin still feels like lava from my previous release, and this just feels like more magma beginning to pour. Indeed, after less than a minute of touching myself, I’ve got thick webs of mucus on my fingers.
Like I do at home, I drag a fingernail across my hard, nubby clit. She’s still swollen, I’m almost not sure if it’s still her I’m touching. But, when I cut my fingernail across the top, and she shudders under a familiar zap of electricity, I know I’ve got her right where I want her.
But now I’ve got a double check with Daddy. “Can I cum, Daddy?” Inside me, I can feel Alex’s members stiffening. Warming to volcanic levels, letting me know he’s about ready to burst. I don’t know how exactly I know, but my pussy feels extra tingly. Extra attuned to him, despite the condom. “Are you going to be okay?”
“Cum,” he says. “I’ll be fine, baby girl.” For the first time since our play began, Alex sounds as gentle as he is strong and manly. As tender as he is in control.
With these thoughts, I quickly climb to orgasm. My body actually rises up out of the swing a bit as I go, but Alex is right there, keeping time. Keeping rhythm with me. Just as a wave of gripping, suffocating pleasure somersault through me, I feel Alex’s tighten with me. I feel him pump hard and fast into me a couple times, before pushing his cock all the way in me and keeping it there.
He cums with a grunt and a groan. There is a gasp as well, but he doesn’t want me to hear that. I do anyway, but I can tell he’s trying to keep that quiet.
Alex and I stay in that position for what feels like forever. But when he does finally pull out, it’s not without a last case of pleasure. Of happy vibration, as my lips finally let go of him with a literal “kiss” sound.
After that, his fingers leave me. And I feel sorrowfully empty. After having my ass plugged like that, I actually miss it when it’s gone.
Nipple clamps come off next, followed unceremoniously by the blindfold.
When I finally get to see the world around me again, I’m feeling like I really died and went to Heaven and just came back. All the colors seem brighter. All the light seems softer. More magical.
And Alex…he’s more beautiful than I ever imagined a human being could be. More tender and strong than any pseudo-boyfriend I’ve ever had. And he’s standing in front of me without a shred of clothing on, but he’s got all the dignity of the demigod I know he is. The condom hangs loosely from him, looking as my entire body feels. Not even 50 runs on the slopes would feel like this.
Alex comes over and unhooks me from the swing. Without a word, he picks me up in his arms like that Daddy’s little girl I’ve been to him for the entire night. I snuggle into his chest, as he pulls back the covers on the bed and sets me down inside of them. He pulls them over me gently, brushing the hair out of my face.
“Rest is important now, baby girl,” murmurs Alex, taking off the condom and trashing it in a nearby trashcan. With his briefs, he wipes up his penis and balls. “Daddy worked you hard, and now he’s going to cuddle you hard.”
Now that I’m in bed, I’m feeling cozy. Tired. Satisfied. But not too tired to cuddle him to me when he climbs into bed on the other side. I wrap my arms and legs around him, happy to use all my soft and curvy bits to cushion him after a night of such strenuous work. I kiss him on his chest, before I have time to think about what I’ve done.
I kiss him again, not bothering to think at all.
With that, it’s not long before I fall asleep. I don’t even know when I do exactly, but after some point, I become aware of nothing except my own breathing. My own heartbeat beating around in a pool of exhaustion, which I submit to readily.
***
When I wake up sometime later, Alex is fast asleep. Or at least I think he is, until I get up and start to play “treasure hunt” with all the clothes I took
off. At that point, he stirs. Looks up, as if not even sleep destroys his sexy, put-together vibe. “Leaving me already?” he asks.
“Just for a while,” I say gently. I’ve gathered all of my clothes, and I’m starting to put them on. Starting with my shoes, and ending with my bra and sweater. The same ones I took off for him a few short hours ago. “I need to go check up on Mariah and take care of some…business.”
Though I can’t see any indication of time for all of the drawn blinds, my internal clock says it’s somewhere in the early morning. Maybe five or 6 AM. While I don’t know what time Mariah will come back to the room (or if she’ll come back at all), I want to be there for her when and if she does show.
Plus, I want to take a shower. Get myself together again before Mariah and I do cross paths.
Luckily, Alex doesn’t seem all that disappointed or surprised by the news. He just smiles and says, “Okay, beautiful. Whatever you need to do, you do.” He sits up on an elbow. “But I expect to see you later.”
“Oh, definitely!” I say, checking my back pocket for my phone. It still there, despite all of the wild activity. “I was going to say I would see you later, but you beat me to it!” God, I think, drinking in his thin, somewhat muscled chest and tummy, you are too sexy to be legal! And to think I got you all to myself!
Alex bites his lip, looking amused. It’s as if he can see into my head, read my thoughts. “It’s a date then, Jane.” He snuggles back into the bed I’ve left, hugging the pillow I slept on to him. “See you soon.”
“Yep!”
With that, I hurry to the door. As I reach to open it, I take a moment to caress the sex wings still hanging there. Even just touching it makes me wet. I smile, and hustle my ass out. Before he changes his mind and decides to fuck it.
Closing the door quietly and firmly behind me, I make my way back to the room I share with Mariah. I knock, before putting the key card in. While I’m sure they wouldn’t have come back here to have sex, I want to make sure I don’t disrupt anything.
Sold at the Ski Resort Page 9
