by Jamie Knight
I take the keys smoothly in one hand, and Shay’s ass in the other. “I will,” I say, and begin to walk her away from the main areas, and toward where he pointed. It doesn’t matter if we don’t find our room right away. I’m enjoy squeezing and caressing her and making plans for what to do when I have that zebra dress all the way off, along with those matching shoes.
It takes about ten minutes or so, but finally we do find the private area of the establishment, and our room. After using the key to unlock it, I let Shay step inside first, following after. I make sure to hang my hat on a peg on the back of the door, enjoying the sound of her curiosity and excitement. The way she exclaims and remarks about everything she sees inside — the decorations and toys.
I turned around to face her, just in time to see her zero in on a whip rack in the room. She steps over to these gingerly, taking one off the hook, pegs or whatever it has in there to keep it wound up nicely. It unfurls for her like a mystical, deadly black snake. Her eyes go wide as it does, but she quickly lifts up the tale of the whip and begins to swing it around and all about.
Shay strikes it against the floor a few times, before bringing the whip up above her head and circling it around. I see the light and fire in her eyes and in her rosy cheeks. “Wow! This is amazing! It’s so light and…!”
If I thought Shay was the one with light and fire in her eyes, I’m next, and I have it so, so much worse. The whip she’s playing around with, it actually comes around and strikes me across my face. Not all that hard, but the sound is horrendous. It’s gut-wrenching, the snap and hiss the whip gives as it strikes my skin.
She didn’t hit hard enough to really hurt — I’ve gotten worse kicks from a horse — but definitely enough to surprise me. I stumble back, holding my face. I know it’s not going to bleed, but Shay doesn’t. She immediately drops the whip and comes over to me, looking and sounding guilty of murder.
“Oh my God! Colton! I’m so, so sorry! I didn’t mean to hit you like that!” Her hands are trembling as she reaches up to examine my face. Tears glisten at the edge of her eyes as well.
“You didn’t hurt me. It’s all right,” I say gently, showing her my face. “But that doesn’t mean you’re out of deep water, Shay.”
I spy a sawhorse — a rectangular, angled piece of wood with a middle part to sit or set stuff on, and two side cushions for knees and feet. There is also a front section — a front rail — to tie wrists to, or to have her hold on to.
“You’re going to have to get a taste of your own medicine for that, I’m afraid.” I point her over to the sawhorse, grabbing a saddle to put on it. “Once I put this on, you’re going to lay over it, and take what punishment I have for you, girl.”
She nods demurely and lets me put the saddle over the sawhorse and secure it. Once it is in place and not going anywhere, I tell her again to lean herself over it. She does as I tell her, and it’s a beautiful sight — her curvy, plump, heart-shaped ass in the air, just waiting for me.
Pressing the front of my jeans down again, I make my way over to her. I caress her curves a moment, before slapping her ass. I do lightly at first, alternating between a light, loving touch, and striking.
It doesn’t take long before Shay is moaning with pleasure. Whining softly, as if this is the best thing I could be doing to her right now. And that just makes my cock all the harder and thicker. I’m ready to take her, and everything else, a little further.
So, I pull up the skintight zebra fabric of her dress and get a look at her red satin panties — how shiny and soft they are, just begging for a squeeze and a slap. Which I give, feeling wetness as I do. While I want to take a finger, and explore just how wet she is and where, I said I was punishing her, so that’s what I have to do.
I spank her across her velvety, warming ass, enjoying the sounds she’s making for me. I enjoy also the tingling in my hand and fingers, how jiggly her ass cheeks are. I like the way they pop back at me after every smack, and how she sounds hot and heavy after each one.
When I feel like she’s had enough punishment I stop and tell her to change positions. “Sit regularly on that saddle, girl.”
Shay does what I ask without a word. As she sits down along the leather saddle, I pull up her zebra striped dress, so I can really see her butt and hips.
“Hold on to the horn,” I add, deciding on the spur of the moment to come around to one side of her.
Again, Shay does as I ask her to. The flush she has in her cheeks and lips, the brightness in her eyes, that’s almost as addicting as punishing her. I give her another slap on her ass, followed by another. I alternate between cheeks, before I decide to take my other hand and use it to pull down the front of her dress.
Her full breasts are immediately exposed. The dress was so skintight, she didn’t wear a bra, so she wore some small pasties instead. Enough to hide her nipples, but those have come off with the dress, leaving nothing but her plump, erect pinkness for me to enjoy.
I lean in for a feel of those nipples before squeezing and slapping her breast. One after the other, as I did her ass cheeks, and again, she loves what I’m doing to her. Shay mewls and whines with ecstasy. I have never seen a woman who loves this as much as she does. Even without going down to check, I know the saddle’s going to be soaked where she’s been sitting.
“You really like this, don’t you?” Asking her this, makes my balls clench and my cock bob in my jeans and briefs.
Shay doesn’t answer. She just leans more directly into another slap I give to her tits and savors it more than all the others.
“You’ve earned a reward,” I tell her. And I need some release. I’ve earned the hard on of the century. “Get off that and get on your knees, girl.”
Again, Shay does what she’s told silently. She gets down on her knees in front of me, looking up for further direction. I give it to her. “You’re going to pleasure me until I come, Shay. I’ll give you another reward after, if you behave for me.”
Tentatively she moves her lips over my hard shaft and I’m immediately in ecstasy. The slick wetness of her mouth feels so good. The sweet, sugary and fruity smell from her perfume overwhelms me the moment she’s got my cock in her mouth. The warmth and softness of her cheeks and lips, the plumpness of them both, is the second thing to overwhelm me.
But it’s when she begins to move, earnestly and sweetly, bringing her lips, mouth and throat down over my thick, hard cock, that I really lose my mind. I’ve had blow jobs before, but not like this. Not from a woman who moves so sweetly and gently, with commitment. Usually, my other dates get loud and obnoxious — oversell this thing to me — but not Shay. She just works her mouth over and around me, brings her tongue in shyly, slurping quietly.
“Good girl,” I say.
In reaction to this, Shay begins to move faster up and down my shaft, closing and opening her lips in a kind of galloping rhythm. Something I’ve never thought I would enjoy, or never thought to ask for. But the way she does it, it’s amazing. It’s almost enough to make me blow my load, as she begins to swirl her tongue along my tip, on the other side of the contractions she does with her lips, but I hold on. I force myself to keep a hold of it.
“Oh, Shay,” I choke out, not knowing if I’ll be able to keep a hold of this bucking bronco, “You really know how to get me going. The way your mouth rides my cock…”
I can’t speak or think past that point. I’m absorbed completely in the slick rotating of her lips and cheeks. I’m infatuated by my own stiffness, by the growing warmth and fullness in my shaft and head. I feel my balls beginning to pump fluid up into my cock, and I know it won’t be long before I lose it in her. I gently grab a hold of the top of her head and stabilize her as I rock back-and-forth inside her.
“Good girl,” I say, as she adapts to me filling her in this way, but what makes it even more pleasurable is when I feel her dragging her lips on me. She tightens them around me, begging me to let her have it. “Here comes dessert, b
aby girl. You better eat what I give you.” Gasping this out, I unload in her mouth, and down her throat. I thrust gently, encouraging the pumping to go until I’m empty.
Through it all, Shay just moans with pleasure. She drinks up what I’m giving her as if it’s nothing more than frosting on a birthday cake.
I gaze down at her knowing two things. She’s the woman for me, and she’s earned herself her next reward. One that wasn’t even on the table until just now.
Chapter Five - Shay
Sucking Colton’s cock was amazing. I’m still breathless from it. Between that and his earlier punishment of me, I’m sopping wet. I’m ready for whatever more he wants with me, since we have this room all to ourselves for the night.
I look up at him, cleaning my lips and putting back my hair — not in an official hairband or anything, just back away from my lips.
“You’ve definitely earned a reward,” he says, lovingly taking me up from the floor.
My cowboy helps me put back on my high heels, since they slipped off during the work I was doing on him and his thick, hard cock. It’s still out, and still hard and lively looking.
“I’d love to be able to give it to you, but I’m not sure if you will take what I’m offering,” he tells me.
I flush hot and bright. His cock, he’s offering it to me. Not just as something to suck on, but something to have inside me… I hesitate, pulling my dress down and back, feeling my pussy quake.
“I’d be open to it. I know I’m a virgin. I know I don’t have any experience with sex, but I would be open to having it with you. I trust you to take command and to tell me to do whatever I need to…” I blush, knowing I’m about to go off on a rambling tangent. “I mean, I’ve had boyfriends before, but they were not anything like you. Too immature and everything, and so I never felt like I wanted to have anything with them, but if you’re worried, I’m going to be too shy, I’m not. I…”
Again, Colton silences me with a pair of his rough fingers along my lips. “That’s good to know, Shay. And I am interested in taking what you are offering, but my reward is for you to come with me. To my ranch.”
My heart stops, and then starts again, as if this dream is what I’ve been waiting to come true for my whole life. “In Texas?”
I already know that’s where his ranch is, but my rational mind can’t believe that he would be offering to take me there tonight. From here in New York, all the way there. My mind starts in on me about school, about commitments, about what my parents would say if they knew. But then I remember what Karen told me about enjoying myself. About not stressing out about every little thing, and never letting myself or anyone else have any fun.
“I know it’s a little ways away,” he’s saying, “but I have a way to get us there quickly and in style. And I’m more than sure that you would enjoy yourself there. We could spend some time together, and then I could fly you back in a day or so.” He smiles. “You wouldn’t miss much school that way, and I would let you contact whoever you needed to, if that makes you feel any better.”
I’m amazed that he knows exactly what I’m thinking about and exactly what I might be worrying for, but I decide that I don’t need to worry about school or anyone else. “I’d love to come with you to your ranch, Colton. And don’t worry about school or anything else on my end. I’ll handle it the way I need to.”
He claps his hands. “Great!” He fishes out his cell phone from one of his pants pockets, goes over to the door and puts back on his hat. “Then while you finish getting yourself in order” — he stuffs his large, still hard cock in his pants and zips up — “I’m gonna get my limo ready to take us to the airport for my private jet.”
With that, he busies himself with texting whomever he needs to, and I busy myself with getting ready to be seen in public again. I readjust my dress and my panties, thinking about that plane ride and what else we’re going to get up to, when we’re miles in the air.
I also take a moment to text all of my friends, as well as send an email to all of my instructors. It says that I’ve had something come up in my family and may be a day or so away from classes.
I hardly ever lie, but in this case, it fills me with an odd bit of excitement. I wonder if Colton would spank me if he knew just what I told my teachers to get away onto a private airplane with him.
From Club Lush, to his private limo, to the relatively private airport in the heart of New York City, everything is a blur. I don’t know how much time really passes, or what he and I actually do in the course of getting from one place to the other, but I’m in another one of my fantasies. I’m already imagining myself on that plane, in those seats, or wherever, enjoying more of his company. More of his hard cock, which I imagine having buried in my virgin pussy this time, instead of my mouth.
When we do arrive at the airstrip, and he guides me out of the limo and toward the private plane, I know he’s like none of the other guys I’ve ever dated or dreamed of dating. The plane even has his name on it with his business logo.
We load into the plane, with a few words from the pilot, and a wish for safe travels from the limo driver.
“You’ll really get to enjoy yourself once we get going,” murmurs Colton, as we board the rest of the way.
I nod at him, becoming quickly distracted by the lush, majestic interior of this plane. Where there would normally be rows upon rows of seats, there are swanky spaces to sit and have a drink, a private bathroom, and as I look through the cabin, and entire master suite — a bedroom fully furnished on this airplane.
“Oh my God,” I say, not sure if I’m dreaming or not. Colton comes up behind me. He guides me into the room. As he does, he makes sure I feel his hand on my ass, and his cock snuggled up against my thighs. “I feel like I’m dreaming.”
“You’re not dreaming,” he says softly, as he leads me into the room, onto the bed, and begins to undress me. “Are you ready to become a member of the mile-high club?” He arches an eyebrow at this, just as I feel the plane beginning to move, and gather speed.
“Yes,” I whisper, and squeal softly as he pulls off my dress, panties, and bra in seemingly one movement, and then pushes open my legs.
“Then get ready for a treat, baby girl,” he says, and brings his mouth to my pussy.
There, he begins to lick and suck on my lower lips, my clit, still tender and wet from everything earlier in the night. I squeal louder this time, the sound turning into a sweet, pouty noise. He continues to lick and nibble me, slapping my tits as he does. The stinging, crackling sensation just turns me on more, and I feel myself getting wetter and crazier for him with each lick, suck and bite.
Colton groans like I’m the best thing he’s ever eaten and goes in deeper. His tongue penetrates my folds, runs around the bud of my clit, before penetrating into my hole. Circling and digging there, he quickly brings me into a state of bliss. I don’t even notice the plane flying anymore; all I feel is his tongue probing and pushing inside me, making my whole body burn up.
“Please,” I beg at him, writhing on his tongue in and around me, “Please, I need you to fuck me.” I stare at him, watching blearily as he takes off his vest, shirt and belt. “You can spank me with that if you think I’m being a bad girl,” I say, hungry for that big, juicy cock.
He tosses the belt to the side and pulls off his jeans and briefs. His shoes spill off his feet.
“You’re too good for that, and I’m too ready,” he admits, positioning himself so that he is lying next to me. His legs, he moves to either side of mine and he lays back. “If you want me to fuck you, you’re going to have to ride me, baby girl.” He slaps my ass here, guiding me forward so that I’m climbing on top of him with my ass towards his face. “Get to it and see how long you can stay in my saddle.”
Wordlessly, I scoot myself so that I can impale myself on his long cock and do so without hesitation or fear. I’m too ready to act like one of those scared, hapless virgins. And I’m rewarded for it. T
he moment I feel his thick, hard cock spear me, and then slip deeper and deeper inside, I’m thrusting up and down on him like a crazed beast. I’m slapping my ass up and down on him, just as his is slapping those same cheeks with his hands.
I feel him grab a hold of my hair like a pair of reigns, and I ride him harder and faster. I’m barely breathing as I do, content to ride the wave of aching, slamming sensations from his hand and his cock. I cry out, feeling my tummy and hips beginning to bunch. They clench and quiver with something building inside, but it’s not the aches and pains of penetration. It’s something deeper, like it’s climbing up from the wall of my pelvis.
Colton’s saying something to me as he paddles my ass with his hand or a bit of his belt that he’s decided to take up off the floor, but I can’t hear him. I don’t care to, either. I’m too focused on chasing the pleasure building in me. I feel like a pot about to boil over, and the second I think this, I do. I explode on him, showering him with clear juices. It happens just as he grabs my hair tighter and says that I could be a regular rodeo queen with these riding skills.
Through my orgasm, I continue to rock myself up and down on him with as much energy and force as I can muster. After what seems like only a few seconds of this, I feel his cock swell up inside me. I feel his shaft twitch and then pump warm, large pools of cum into me. As I feel it cling and coat my insides, I release a second time. My pussy feels tingly and pleasant after it, but I’m too exhausted to do anymore.
I let Colton collect me from his lap and place me in the bed next to him. “Get some sleep, baby girl,” he murmurs. “I’ll wake you up when we land.”
Under these words from my sweet, strong cowboy, I do what he asks. I fall asleep the same way I’ve been doing everything else tonight: soundlessly and without a care in the world.
Chapter Six - Colton
After telling my rainbow dream girl to get some shut eye, I get some myself. I’m not done with her yet. By the time we land in Texas, I’m going to be ready for her again. And again after that, if she is ready for me. I smile lazily to myself, dreaming of just that. Of her on my ranch, letting me fuck her wherever I want, whenever I want, multiple times each and every day, for the rest of our lives.