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"Oh, Jack..."

By: CaptainPrice626



Hello, reader. Please note that this is my first story submitted to the site, though not the first erotic fiction I have ever written. Any constructive criticism is welcome, because I am not presenting this work as perfect. It is for entertainment purposes and a hobby that I would like to get into. Happy reading, and please let me know what you think.



"So, do you want to make a handout of the main points of the movie, or make a list of questions for the class to answer?" my partner Allison asked.

"Well, he said we should involve the class a little more. We'd better go the question route." 

My friend Allison and I had been assigned a presentation for our history class, and were meeting in the computer lab at school to work on it. We weren't getting anywhere. One guy was listening to his iPod and the volume was so loud WE could hear the lyrics. Another girl over in the corner was talking to her boyfriend on the phone, and was apparently unhappy with him and didn't care who knew it. There was also a nerdy guy at the computer beside me, and he wasn't even doing anything school-related. He was looking at a plot synopsis for some kind of weird-looking anime. But at least he was being quiet.

"Hey, let's go back to my dorm," Allison suggested. "We'll be more relaxed there, and we'll be able to think better."

"Yeah, that sounds good. I'm thirsty." We picked up all our stuff and began walking back to her room. 

While we're walking, let me introduce Allison and myself. I'm Jack, and I'm 22 years old and in my final year of college. I'm not a stud, I'll admit, but there wasn't a lot of competition at my school for female attention. I'm about 6'2" with short, dark brown hair. 

Allison is my friend whom I had met years before at freshman orientation. She's very pretty, with a kind of pale complexion, brown hair with blonde highlights, and beautiful blue eyes. Her figure was perfect: curves in all the right places. We were both from in town, and so we kind of hit it off. At first I thought that we would start dating, but it turned out she had a boyfriend already. Just my luck. So we have continued our awkward friendship ever since because even though I wanted more, that was no reason not to be friends with a nice girl. Enter present day. 

It was a rather hot day in April, and I had (like usual) let Allison walk ahead of me so that I could 'spectate'. She was wearing a blue tee shirt with our school's name, a denim skirt, and flip flops. Most guys go for the tits, but I'm more of a legs kind of guy, and Allison had amazing legs right down to her pink toenails.

I dropped out of my reverie just in time; we were back at her place. She unlocked the door and we went into her room. Her roommate wasn't there, apparently. Allison sat down, kicked her shoes off, and tucked her feet underneath her. She looked up at me with those sparkling eyes and asked me if I was ready.

"Yeah," I said.

"Well sit down, silly!" I sat down opposite her. "You can come closer, I won't bite." She giggled as I hesitantly moved closer. 

"Okay, where do you want to start?" I asked. She sighed heavily.

"I don't really know. I only have a little while. Derrick is making me go with him to a basketball game tonight." Remember the boyfriend I told you about? I've met the guy, and he is a douchebag with serious jealousy issues. And probably a small pee pee.

"Making you?" I asked. I noticed that she was no longer as happy as she had seemed moments before.

"Yeah... He's sweet, but sometimes..." She hesitated, and a tear rolled down her cheek. "Sometimes, he tries to make me have sex with him when I tell him no. I've never had sex before, but I want to enjoy it -- not be forced into it." She wiped her face of tears.

I got brave, putting my hand on the soft, bare skin of her leg. "You don't have to do anything you don't want to do. He should be more considerate of how you feel." She looked first at my hand, and then at me. To my surprise, she smiled.

"You're sweet. I've wanted to break up with him for months now, but I don't know how to tell him. I used to be able to deal with it, but here recently it's been really bothering me." She moved closer, and our eyes met. I saw her glance at my lips, and I glanced at hers. We inched closer, our lips almost meeting -- but then she recoiled. 

"We can't do this. I don't like him, but I can't cheat on him." I put my hand behind her head and rubbed her neck.

"You can't go on like this if you're unhappy. You're such a sweet, beautiful girl. I've known you for a long time now, and I know that you can do better than him. You deserve better." She smiled.

"I know. You're really sweet, Jack. I've decided what I want."

"Good." I reached for my notebook, thinking that my raging erection would go unhelped. I was wrong. She grabbed my hand. "What are you doing?"

"I want you, Jack."

"What? But we can't..."

"Sssshhh..." She put a finger to my lips. "You know you've always wanted it. And so have I. I've had enough of Derrick's bullshit."

She got onto her hands and knees on the bed, pure animal desire in her eyes. Our lips met softly for a few seconds, we pulled away – and then passion took over. Before I knew it, she was on top of me with her tongue in my mouth. This was it. No more holding back. I grabbed one of her breasts (which I neglected to mention are a luscious C-cup) and she grabbed my cock through my pants. Our tongues danced and intertwined for the first time, what we had both secretly been wanting for years. She sat up, still on top of me, and peeled off her shirt to reveal a black lacy bra.

"Like what you see? My boyfriend bought this set for me – except the matching thong is in my drawer." I hadn't noticed until now, but she was right. She had no panties on, and I could see her neatly shaved pussy. I reached to touch her, and she playfully smacked my hand away. "Not yet. You've gotta be patient." Knowing immediately what she meant, I reached behind her to undo the clasp of her bra.

Her tits were amazing, and she leaned down once again to give me access. I cupped them both in my hands, still hardly able to believe we were doing this. I brought one to my mouth, and flicked my tongue across the nipple a few times. "Oh, Jack... That feels so good. Suck on my titties." I was happy to oblige. As I sucked her nipples, she began to grind her pelvis against mine. My cock was about to rip through my pants at this point, and I knew she could feel it. "God, you're making me wet," she whispered into my ear. 

I gently pushed her off of me and laid her on her back. I started at her neck, and kissed slowly all the way down to her bellybutton. Then I undid the button on her skirt, and she tucked her legs up and out of it. Her pussy was so smooth. "You like it when girls shave, I take it," she giggled. I nodded. She rested her feet on my shoulders. "I want you to lick me. You can use fingers too, just not too hard."

I spread her pussy lips and gently licked. Her body tensed up when tongue met skin, and she threw her head back and moaned. I ignored her clit for now, and decided to tease her a little bit. As she moaned and squirmed, I inserted the tip of a finger. Apparently she wasn't expecting this, but continued to moan with pleasure. "Oh, God yes. Lick my clit baby."

"Not yet. I want you to beg me for it." Still slowly moving my finger in and out, I flicked my tongue across her tight little asshole. This drove her crazy, and I had to move my head to keep up with her squirming. I figured I had tortured her enough, and immediately sucked her clit into my mouth. She arched her back, grabbing the back of my head with both hands.

"OH MY GOD......that feels...so good...!" she moaned. I varied intensity, barely touching it with my tongue, and then sucking it back into my mouth. She looked at me, and she was starting to sweat a little. "I want to see what I felt in your pants earlier. Stand up." I stood up, and Allison got on her knees in the floor. She reached up to undo my belt, pulled it off, and unbuttoned my pants. She pulled them down, and her eyes widened. "Wow. It's huge!" Not to brag, but my cock was harder and bigger right now than I had ever remembered it being. Then again, my ex-girlfriend was nowhere near as hot as Allison and never really turned me on.

She lightly stroked my cock with one hand, staring at it like a child would a new toy. That turned me on even more, because I realized that she had probably never given oral before. "Oh gosh, it's getting bigger!" she exclaimed. She continued to stroke it lightly, and then slowly inched her mouth towards it. She licked the tip, which made me shudder. "What's wrong?" she asked.

"Nothing. That just feels really good."

"Oh..." She smiled, pleased and now aware of the control she had over me. She started flicking her tongue across the tip, like I had done to her earlier. She was really enjoying this, knowing that I wanted her to do more. Then, without warning, she took the whole thing into her mouth. She looked up at me with those gorgeous blue eyes and my entire member in her mouth, and I almost came right there. She started to gag a little, and had to breathe for a second. 

"It feels...a lot bigger...in my mouth," she said. She took it back into her mouth, and began moving her head in an in-and-out motion. 

"Oh my God, Allison...I've fantasized about this so many times since we met." She giggled, and started stroking my cock with her hand again. 

"So...what's next?" she said with a grin.

"I...I want to keep going. I've wanted this for so long." I laid down on my back on the bed and she followed, climbing on top of me. For a few minutes, all we could do was look at each other. We both smiled, and she leaned down to kiss me. I ran my hands through her hair as we exchanged passion, and she wrapped her arms around my neck. Then I began to move my hands up and down her smooth back, down to her butt, and then up again. We stopped kissing.

"I want you, Jack. But I also want this to be mutual. Are you sure this is what you want?"

"Yes, Allison. I've wanted this for a very long time, but Derrick always interfered with any thoughts I had of being with you."

"We don't have to worry about him anymore. This is our moment, and I want it to be special." 

"Are you ready?"

"Yes. Just go slowly at first." I positioned myself, and she slowly lowered onto my cock. She groaned a little in pain, but kept going little by little. She was so tight and warm, and again I couldn't believe it was finally happening. At last I was all the way inside her. She locked lips with me again, and in between kisses whispered into my ear: "Fuck me hard, Jack."

I grabbed her ass and began pumping in and out of her pussy. She felt so good. She was still in a little bit of pain, but I could tell that the pleasure was far more overbearing. She bit into my shoulder a little, which has always been a turn-on for me. I leaned up and began sucking on one of her nipples while I fucked her.

"You like that cock in your pussy, baby? Yeah?" I said. All she could manage was a "Mmhmm..." 

"Here, I'll let you rest a bit. Have you ever heard of a 69?" She rolled off of me onto her side.

"Yes. I've always wanted to try it." She climbed back on top of me, in the reverse direction this time. I don't think I had EVER had a better view of the landscape. She immediately began sucking me off, and I went right to my duty as well. I licked her pussy lips while I used a finger to stimulate her clit. She screamed in muffled pleasure and continued sucking me harder. This went on for a few more minutes, and I noticed that she was convulsing a little. "Oh God, keep licking me! Play with that clitty, baby. I think I'm gonna cum..." I kept licking and grabbed her ass with both hands to pull her down onto my tongue.

"Yeah, cum for me baby." She screamed with pleasure, and in a few seconds her legs tightened around my head as she orgasmed. Out of breath, she flopped onto her back. 

"Oh my God, Jack. That was amazing."

"I'm not through with you yet," I said with a wink. "Just lay back and relax." She propped herself up with one elbow, and I lifted her right leg up to my chest and entered her from the front. This time, I was much slower and more deliberate. As I slowly fucked the girl of my dreams, I caressed her smooth leg and brought her foot up to my mouth to suck on her toes.

"Oooh, Jack...that's hot," she moaned. I cupped one of her breasts in my hand and lightly pinched her nipple. "For a moment that's supposed to be romantic, you sure are being a dirty boy," she giggled. 

I laughed. "And you look like you're enjoying it, dirty girl." As I pumped slowly in and out of her, a thought occurred to me. It scared and excited me.

"Hey, what if your roommate comes in and sees us?"

"She's such a slut that she'd probably ask to join us."

"And...?" I asked, half jokingly, half serious.

"Aaaaand I'd say hell no. You're mine tonight. But she is kind of cute..." I kissed her foot again and started fucking her a little bit faster. 

"And so are you." She blushed a little, which was kind of strange considering what we were doing.

"You know what I want now, Jack? I want you to fuck me hard and cum all over my face." I don't think I could have held it in much longer anyway. I began pumping her as hard as I could, and the bed began to creak. "YES! Fuck me harder! Fuck me harder!" This sent me over the edge. I pulled out of her and moved up to her face. She licked her lips with anticipation and began to stroke my cock again. "Cum for me, baby. Shoot that cum all over me." A few more seconds and I exploded onto her face so hard she had to close her eyes and let me finish. When all was over, she had my cum dripping off of her face and onto her bedspread.

"Fuck..." I said, and now I was the one out of breath. "That was...wow." She got some tissues from her nightstand and cleaned up our mess as best she could. Then we both lay down and held each other. She laid her head on my chest.

"I'm glad we did that, Jack. I feel so liberated now. And..." She looked up at me, and a tear rolled down her cheek. But it was a happy tear. "And...I love you."

"I love you too, Allison. I always have." She smiled, and we kissed not as friends, like before, but as lovers. I slid my tongue into her mouth—

And the door opened.

Oh Jakki, When We Meet



Jakki, I was thinking about you being fucked right now. I would love to see your pussy being used. It turned me on and my imagination ran wild. So, I wrote you a story. I hope you will be able to visualise what I have written and I hope it makes you wet. x

Jakki, it has been a while since we have seen each other. I have no idea what you remember of me but I will tell you what I remember of you. Long blonde hair, very sensual, likes to be touched and held, although there may have been an element of 'e' when that was the case. When we were out raving you always used to wear lovely tight, revealing clothes. If I recall correctly, you have incredibly well shaped, sized and weighted breasts. I remember, once, when we got back from wherever we had been, your nipples relaxed and they added a small bulge to your profile. But that was not the best memory I have from the clothes your wore. Your hot pants, wow, shaped your ass so well. I know I never saw your pussy in the flesh, but there was always a defined outline of your pussy lips on show. I wish I had had the courage to just kneel in front of you and trace those lines with my tongue. I would have loved to have heard your breathing quicken. I would love to have seen a wet patch show through. 

We should meet, we should go back to the time we knew each other. We should get some MDMA and dope in. We should make a day of it. We should keep it secret from even our best friends. You should wear hotpants and a tight top. I will wear something that looks good, that you would find attractive. We should start off everything slow. Have a smoke and a small nip of crystal. Let that all sink in to our bodies, increasing all the sensations that are possible. We should share a glass of wine, put some music on and dance with each other, our hands roaming all over. We need to hold off as long as we can. As soon as we kiss, there would be no going back. 

As we dance I would pull you close, I would feel your breasts pushing against me and you would feel my cock, starting to bulge, pushing towards you. You would turn 180 and we could dance with me rubbing my crotch between your ass cheeks. I would lean forward and start by kissing your neck, my hands cupping your breasts, kneading them slow and pinching your nipples. You would feel my cock hardening further against your ass. You push back further and we both know it's time. I push you forwards so your hands grip the arm of the sofa, you legs still straight, your ass outstretched. There is no need to be polite. I kneel behind you and pull your hot pants down to your ankles. I have your gorgeous ass and pussy in my face, I can smell you scent turning me on more. I put my hands on your hips, holding you tight and start to push my face towards your pussy. My tongue makes contact, I hear you catch your breath. I am encouraged by your taste on top of your scent. I understand why you like tasting yourself, it is like nectar. 

I start to fuck you with my tongue from behind. I give your ass hole a little flick with my tongue and you squeal, part surprise, part joy. We become frustrated with the lack of access we have to each other so we stop and both sit on the sofa. You immediately lean towards my crotch and unzip and unbutton my trousers, demanding I stand up and take them off. I do and you jump forward to rub the bulge at the front of my boxers. You then peel them down and your eyes roll as my cock springs out towards your face. You take my big, purple, cut head in your mouth in a second, your hand grip my shaft and start pulling the skin, another goes down and cups my balls, rolling them between your fingers. It feels incredible. You have such a soft tongue and know how to use it, wrapping it around my shaft as you pull me into your mouth further.

But your pussy is calling out for attention. It is warming up and your scent becoming more powerful, I need to taste it more. I push you back on the sofa, holding your legs apart and see for the first time your tight, sweet little pussy open before me. I lower myself and trace your pussy lips with my tongue, flicking your clit every now and again. I slowly insert a finger, pumping it in and out, feeling your pussy moisten all the time. The another finger. The expression on your face is divine. I start to pump my fingers hard and deep into your pussy while sucking your clit. I can tell it is having an effect. You breathing quickens, your chest is heaving and my fingers and face are being oiled with your sweet tasting liquid. I finger fuck you so hard and suck on your clit so strong that the result is inevitable, you cum. You let out a deep moan and then squirt your warm cum in my face, I open my mouth and drink it as it sprays, but I do not swallow. I stand up and lean forward to your lips and let flow all that is in my mouth to yours, you do swallow, then you look me in the eyes and smile. As we are face to face, we are also cock to pussy. I feel nervous, we shouldn't be doing this, at least not penetrative sex. I start to rub my cock up and down your pussy lips, rubbing it over your clit at the top. You are so wet Jakki and my mouth and nose are filled with your essence. Now when I move, I feel the head of my cock sneak past your lips, I never push it in, but it is tantalising close. Wanting to continue exploring each others sex, and wanting to keep sex to the end, I suggest that it would be useful to have another, bigger cock to fuck you with. 

You know what I mean and return with a big black dildo with a sucker on the end. We stick it on a chair so you can rest your legs down either side to allow full penetration. As you slowly lower yourself, the big black cock stretches you further and further open. I would not have believed it if you had told me you would take that all first time, but you did. And now, there is no stopping you, you start to rise and fall. I lean forward and lick you clit and pull on your big tits. This drives you wild and you cum again, forming a puddle on the chair, then slump into my arms, limp and drained. I pick you up and carry you back to the sofa. Your pussy needs a rest so I push your tits together and ram my cock between them, still lubed with your pussy juice and start to fuck them. Each time my cock comes through your tits, you give it a lick. But your pussy does not need a rest. While I have been fucking your tits, one of your hands has moved down and I turn to see you fucking yourself hard with three fingers. I don't want you to fuck your fingers, I want you to fuck my cock and you need my size in you to the hilt.

I want a good view when I am fucking your pussy. I want to be able to see, when I am pulling out, my big cock dragging your labia with and when I push back in, see your lips stretching inwards. You lie on your back with your legs round my shoulders. You will feel this deep. I put the bulbous head of my cock at the opening to your cunt, but I don't get a chance to think, you put your hands round my waist and pull me violently into you. I bottom out in one, I feel my cock hit your cervix, right at the top of your sloppy cunt. I then fuck you, hard. All the way out to the ridge of the head on my cock and then plunged back in up to my balls. I can see your pussy stretching and straining around my cock, I see your eyes rolling back and I can see your cum running down my thick shaft to my balls and then dripping in a puddle on the floor. I want to give it to you harder and I want to see our sex from a different angle. You turn over and stick your tight ass in the air. I need no more encouragement. I bury my hot dick back into your snatch fast and hard, again and again and again. 

You moan in delight as you are loving having a cock that fills you up with the stamina needed to take you to where you want to be. I look down and see your lips stretching out again and also your lovely, puckered, pink ass hole. Now I am not keen on anal sex. I don't know if you are. But that should not negate that hole from attention. I put my finger to your mouth and you suck on it. I then move it back and slide it into your ass while I continue to fuck your pussy. I can feel my finger with my cock and I can feel my cock with my finger. I push the two together through the skin separating the two routes and you scream in delight, sending another rush of cum to the floor. I keep banging and know I am getting close. I warn you and you jump off my cock and turn round. I wank my cock furiously towards your waiting face and then, bang. I can barely stand as I shoot wave after wave of cum onto your pretty face. We collapse onto the sofa together and I start to lick my cum of your face. It doesn't taste as good as your but it tastes of sex and I love sex. We then turn and kiss, sharing my cum between our tongues. We then rest, laying each others arms. We are both totally fucked in every way. Your pussy is feeling loose and electric. My cock glowing red from the friction of your tight pussy. There is only one question hanging in the air. "When's the next time." I want it as soon as I can get my cock hard again. 

Basically Jakki, I want to fuck you brains out! x x x ;-) x