by Sarah Daltry
Jack’s voice sounds sad. He is the perfect person to help me lose myself, but I feel a little like I’m using him. I make a small sound, but it’s the beginning of a cry and I choke it back.
“Are you okay?” Jack asks. I’m staring at him, my mouth partially open.
“I’m not gonna puke on you. Calm down. I just don’t have anything to say. You’re getting all serious on me.” I close myself off, not liking the way he looks at me. I don’t feel like I deserve to be looked at like anything right now.
“Shit. Okay. Wanna smoke?”
I am about to tell him I don’t smoke, but I don’t drink or ride around on motorcycles, either. Why not, I figure. I follow him out into the cold alleyway behind the bar. He leans against the wall of an insurance agency on the other side of the alley and smiles at me again. It’s the night air that finally makes me recognize the effects of the whiskey.
“I can’t feel my skin,” I tell Jack.
“You’re drunk.”
“I thought it was supposed to be fun.”
“It’s fun when you have nothing in your head to worry you. Otherwise, it’s just a means of covering the pain.”
“You seem to be a real expert.”
“You have no idea,” he replies.
He hands me a cigarette, which I rest between my lips, and then he lights his own. Leaning in close, he uses his to light mine and I notice my body isn’t entirely numb. When he is only an inch away from me, I feel something between my legs and it isn’t the whiskey.
I breathe in the smoke and it burns, but I show nothing in my face. Jack watches me, curious, but also intrigued. I let my eyes drift down to his crotch; he’s definitely feeling the same thing that I am. I wonder if he will make a move or if it is on me. I have never been the kind of girl to be forward enough to do something like this. I suck in on the cigarette and then crush it under my foot. Jack puffs on his as I approach him, but tosses it onto the ground when I loop my fingers through his belt loops.
“Hey,” I whisper.
“Hey.”
“I’m feeling down. Wanna cheer me up?”
“What’d ya have in mind?”
“Oh, you know,” I say, and I let the whiskey excuse me from what I do next. I unzip his pants and reach inside, getting his dick out and stroking him right there in the alleyway. He moans loudly and I smile. “Do you like that?”
“I do.” Based on how quickly he got rock hard in my hand, he isn’t lying.
“Would you like me to do something else?”
“Are you teasing me or are you for real?”
“Do you like to be teased?” I know how this is going to end. Jack is not playing games, but my body doesn’t want to deny him anymore. No matter how rude he has been to me, he’s gorgeous. Maybe it’s the whiskey talking, but right now, I want exactly what he has offered me since the first time we met.
“Oh, fuck this,” he says and slams me against the brick wall. He unbuckles my pants, pushing them down to my knees, and then he works himself against me. He is not gentle and he doesn’t do anything but check to see that I’m wet. I am soaking through my panties. He pulls them down and, now satisfied that I want him, he positions his cock to enter me. He doesn’t say a word as he starts to fuck me against the wall. It’s rough and it’s careless and it’s exactly what I need. Jack lifts my leg to get a better angle and I watch his face as he pounds me.
“Who’s the princess now?” I ask.
“I am going to destroy this pussy,” he says and he slams harder into me. The wall is rough against my back but Jack isn’t going to stop or slow down until he’s satisfied. He holds my arms up over my head with his free hand and I feel like a whore as he fucks me like this. Still, the night needed to end this way, because I have so much anger and resentment building.
I don’t come, but Jack does. He pulls out right before and finishes all over the ground by my feet.
“Do you want another drink or do you wanna head back?” He’s out of breath and his body is still shaking. If we go back now, I’m making a deliberate choice to continue this. I look at him, his eyes bright and his body ready for more. He’s buckled his pants again, but I can almost still feel him inside of me. What’s happening between my legs has more power right now than anything going on in my head does.
“Can I stay with you tonight?” I ask, not ready to go back to reality just yet.
“I’m going to fuck you hard all night if you do.”
“That was the plan,” I reply. Jack seems to know exactly how to help me forget and that’s all that I want to do tonight.
Chapter 8
True to his word, we are barely in his room before Jack is tearing my clothes off. His cock is huge and I play with him while he finishes undressing us both. Once I am naked, I go to wrap my mouth over him, but he stops me.
“I don’t want your mouth. I want your cunt.”
He turns me around so that I am facing the bed. Pushing me down onto the mattress, he works his fingers up inside of me. It is rough and it is intense, but it makes me wild. I am so ready for him to bury himself inside of me and, as the head teases the lips, I start to come already.
“Do you want me to fuck you?” He asks from behind me.
“Yes,” I beg.
“Beg me for it, princess. Beg for my cock.”
I don’t know how to play these kinds of games, but I know I need it. I spread my legs wider and then push myself back against him. I reach down and hold my pussy open for him, but he still doesn’t enter me.
“I told you to beg,” he says and I feel him move further away. I turn around, unable to wait, not wanting to play games. I need him now.
“Please.”
“Scream it,” he says and he moves to his stereo to turn on music. It’s a Thursday night and most of the dorm is out partying anyway, but the music isn’t there just to drown out my screams. The violence in the lyrics and the heavy rhythm get me worked up and I look at Jack. He is grinning, standing there with his giant cock pointed at me, glistening from the precum that has leaked from the tip. I use one hand on my cunt and the other on my breasts as I call his name. I want him desperately.
“I can’t hear you.”
“Jack, fuck me. Fuck me so hard I forget what I am doing,” I scream, louder than the music, and I don’t care who hears us. He comes toward me and turns me around again, pushing me down. He positions himself and then, without warning, he buries his cock all the way inside my pussy. He is throbbing and pulsing and the vibrations of pleasure rip me apart. I clench my cunt around him and he begins to cry out, moaning and pulling my hair. He gets a handful and yanks my head back rough. It is unlike anything I had with Derek, but it is so damn good and I want so much more. I love that Jack treats me so dirty. I come around him, screaming to the music, and once the spasms start to slow, Jack pulls out and turns me to face him.
“You’re not such a sweet, innocent princess, are you? No. You’re my dirty little whore.”
“I am. Fuck me again,” I beg.
This time, we move to his desk and he pushes his computer and papers out of the way so that I can sit on the edge. He strokes my pussy, teasing me, and I massage his cock. The alcohol has worn off, and I have no excuse. Still, I want to be treated like nothing but a fuck doll. Jack is just the guy to do so and he seems more than happy to oblige.
He spreads my legs wide and places the head of his dick against my cunt. He doesn’t move to enter me, though, and I can’t decide whether or not I should keep begging. I want more, but I don’t want to stop the pleasure. Once he is done for the night, I realize I have to go back to reality and I don’t want to just yet. He isn’t going to wait for me to decide, though, and he slips just the head in, my pussy swallowing him; he flicks himself inside of me, teasing me. I’m ready to start begging, but I hold back. When he reaches down and uses his thumb to massage my swollen clit, though, I can’t take it anymore. I scream his name and beg for it; he buries his shaft all the way inside, and I com
e immediately. He doesn’t take long after I finish, now that the tension is growing by the second. Soon, his warm cum explodes inside of me. I feel it drip down my legs and I stand there after he pulls out, the liquid spilling onto the floor.
“Well, I should get some sleep,” he says while he cleans up. He’s all business now that we’re done. “Are you busy tomorrow?”
“It’s my birthday,” I tell him. There is no reason for me to say so, but I don’t know what else to say. Somewhere in the mention of it is the realization of what I’ve done tonight. However, I ignore the realization and think only of tomorrow.
“I have classes early and then I have to work, but if you’re not busy at night, I would be happy to help you enjoy it.”
“That sounds nice,” I tell him. “I’m sure you have something in mind?”
He runs his hand over my breasts and smiles. “Oh, it’ll be a happy birthday indeed.”
“Looking forward to it.”
“All right. I’ll find you. See ya.” He gestures for me to go, and I dress while he watches, before leaving him alone in his room. He doesn’t kiss me or even acknowledge me as I go.
****
True to his word, Jack comes by my room after he gets out of work and has showered. I think I was expecting him to stand me up, so I am both relieved and also turned on when he doesn’t. I didn’t tell anyone about last night and Kristen just raises an eyebrow as I take my things and follow Jack out into the hall.
“Did you want to go out or do you have something else in mind?” I know what “something else” is and I do want that, desperately. Now, though, without the lame excuse of being drunk, it’s embarrassing what I want to ask him to do to me. With Derek, we had good sex but we never experimented. I spent all day today thinking about the sorts of things that Jack could teach me. I don’t know how I know, but he definitely has experiences that are way out of my league. I can’t decide how to ask, either. I probably don’t even know the names for the things he knows how to do. He seems to have worlds of experience that I can only imagine.
“We could stay in,” I suggest. “Unless you don’t-”
He checks me out and nods. “Oh, I do.” I am wearing a short skirt and a tight sweater, both chosen for exactly this reaction. I also wanted to be able to provide easy access in the event that we did go somewhere and another alley scenario occurred. I can’t believe I’m thinking like this; I just broke up with Derek last night. Of course, I handled that by letting another guy fuck my brains out. So, I suppose it can’t be that surprising.
When we get back to Jack’s room, it’s awkward, because I know that he knows that I have things that I want to try. He just watches me as I cross my legs, uncross them, and then cross them again. The tingling is intense. I want to mention things I’d like to try, to gauge how tonight will go. I don’t doubt that Jack is up for almost anything, but I am still afraid that my fantasies are crazier than he might be expecting. I doubt it, but no one I know talks openly about these sorts of things. Abby might be able to help, but of course, I can’t call her. And I am certainly not going to discuss my fantasies online while she’s using an internet cafe in a random European city. I’m still a little embarrassed about my own desires. I really don’t need Jacques or Pierre or some other French-sounding guy to be privy to them. I can’t even express them to Jack and he’s already fucked me several times.
“Princess, there is nothing you can say that will shock me – and there is nothing I would not do with that sweet cunt.”
“I’ve never really tried a lot of things,” I say, relief that he can tell what I’m thinking overcoming my nerves.
“Well, I’ve tried plenty. How about you let me surprise you? I think I have some ideas.”
“Please.” I like leaving it up to him, because it keeps me from feeling like I am weird for what I want. I also get the impression that he knows just what will please me and I’m looking forward to seeing him try. I’m already wet just thinking about how good it was last night. Tonight, I don’t have whiskey or the rage about Derek to stop me from experiencing everything Jack offers.
Jack goes into his dresser drawer and pulls out handcuffs, a black silk scarf, and a ball gag. Apparently, he wasn’t kidding about his experience. I don’t know what to say about the fact that he keeps sex toys in his dorm room dresser. It both scares me and gets me even more excited. Of all the things I could have hoped that he would have planned, the three objects in his hands are the ideal. I want to be told what to do, to be at his mercy. I want to lose myself to Jack. He approaches me, his smile huge. He teases my arms with his fingertips and then flips me over, handcuffing my hands to the metal bed frame. He reaches around my face and slips the ball gag into place. The rubber keeps me from making a sound, but it isn’t uncomfortable. In fact, I have to admit I like the way this whole scenario makes me feel.
“I’m going to enjoy making you scream and being the only one who knows how much you like it,” he whispers. He runs his hand over my ass and I almost come right there. Jack is a lot of things and sexy as hell is at the top of the list. He slides my skirt up around my waist and laughs. “No panties. Oh Christ, you are amazing.” He ties the black silk around my eyes and then he begins to finger me. I couldn’t see anything but the mattress anyway, but it turns me on to be under his control like this. I am completely at his mercy and I get wetter knowing that he can do anything he wants with me. This complete submission is the sexiest thing I have ever known. Jack works harder on my pussy and I feel how wet I am as he finger fucks me into orgasm. I am already a wreck and I know he is just getting started.
He pushes my legs apart with his knee and then he lies on top of me, his breath over my shoulder and against my neck. I can feel him hard against my ass and he slides his hands along my sides, making my skin burst into little fireworks. He pushes closer and speaks into my ear.
“Princess, I am going to fuck you so hard, you won’t know anything but my cock.”
The tip of his cock rests against my pussy lips and he bites my earlobe. Suddenly, he shoves himself all the way inside of me. “Scream for me, baby,” he demands.
I can’t scream because of the gag, but I am losing it. I bite down on the rubber in my mouth and strain against the handcuffs. He is forceful as he fucks me, but he slides in and out easily because I am drenched. I spread my legs wider and he keeps talking. The things he says are so dirty, but they make me feel so good. I can’t believe how hot my body is and I couldn’t have asked for a better introduction to my fantasies.
“Your cunt is so wet. I want to bury myself inside of you and make you come. Come for me, Lily. Let me own you.”
He slaps me hard on the ass as he fucks me and I jerk back against his cock. It feels amazing and he slaps me again and again, harder each time. My cheeks are on fire, but my hips are begging for more as I slam back against him. He pounds me hard and I feel my cunt spread wide. Jack clutches my shoulders and pushes me against the mattress. I can barely breathe with my face shoved down like this but my pussy tightens and holds him as I shudder and come. He sits up and starts riding me raw, slapping me and digging his cock deep. When he finally comes, he leaves the wet load on my ass. The final vibrations and shocks fade and I sob into the mattress. It’s not a sob of agony or sadness, but of total release. I’ve always been a fairly sexual person, but my experiences have still been limited to my one monogamous relationship. This is a welcome escape into something new. In such a short time, Jack has shown me an entire world of pleasure that I had no idea was possible – and there is so much more to discover. This is going to be one hell of a birthday.
He reaches around to uncuff me and flips me over again. He removes the blindfold and the look on his face is terrifying, yet it makes me impatient for whatever he has planned. He has all the power and he knows how much he wields. I realize just how much control he has over me and I let go. There is no stopping him now. He will be done when he chooses to be done and all I can do is enjoy the ride. His stickines
s is still on my ass and I feel dirty as he readies himself again. I watch his hand move along the shaft until his cock is swollen and dark. He takes the gag out of my mouth, and pushes himself into my mouth. He’s huge and I take as much as I can in my throat, listening to the sounds of pleasure coming from him. He holds my hands down and thrusts a few times before pulling out suddenly.
“Are you ready to let me fuck you again?”
I only nod, wanting him more than I have ever wanted a person.
“This time, I want everyone to hear you scream.”
“Anything,” I tell him.
“Really? Anything?”
I nod again, not sure what I have agreed to, but looking forward to it. Jack doesn’t explain; instead, he opens me up and slips inside. Again, I am shocked at how huge and hard he is. I have been fucked harder tonight than ever before and he doesn’t stop. At first, it hurts because he’s aggressive, but soon, the rhythm gets me wet again and I start to push myself against him. He lifts my legs and holds them in the air, burying himself all the way in my pussy. I feel the orgasm ripping down my body and I start to scream.
“Say my name,” he demands.
“Jack!” I scream.
“Louder!”
“Jack! Fuck me, Jack!”
“Keep screaming, princess. Or I stop fucking you.”
I take a deep breath and scream his name with everything I’ve got. “Don’t stop fucking me, Jack. I want your cock all night. I want you to fuck me until I can’t take it anymore!”
I know there is no way our floor mates don’t hear me screaming, but he loves it and so I keep crying out his name. He continues to hold my hands down and fucks me until I orgasm yet again. By the time he comes, I can’t feel any part of my body except the inside of my pussy, which is full of his hard cock. It’s insane. He makes me feel both dirty and thrilled at the same time. Guilt rages in me - guilt about Derek, guilt about how degrading this should be, and guilt about how much I love every second of it. I don’t know what it says about me that I like it like this, but I just feel too good to be truly ashamed.
