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Jake and Anna

I look over at my boyfriend, Jake, and smile. His chest rises and falls slowly as he begins to drift off to sleep. We have been together for over eight months, but I am still a virgin. The farthest I have ever let him go was feel my 34-C breasts. He didn't seem to have a problem with me wanting to hold off, and for that I am always thankful. Even though I'm 20, I am still a virgin and I am completely fine with it. I have had a couple other boyfriends throughout my high school and college years, and every one of them, except Jake, have pressured me to have sex. That's usually why the relationship has never lasted longer than four months. But Jake is perfect for me. So sweet and loving. He makes me dinner every Friday night. It's usually pasta, because that's all he knows how to make. But I usually bring a salad or a loaf of bread or some cookies. I loved to cook and bake, so I almost always brought something to add to our dinners. 

Anyways, I sat at my piano and watched him sleep for a few minutes. My roommate was out of town for the weekend, and he decided to come over to spend the night. His roommate couldn't have cared less about where he was, so he didn't even let him know. But I was completely comfortable with his sleeping over since I knew he would never pressure me to do something I didn't want to do. 

Jake's eye length, wavy brown hair fell over his eyes as he turned his head to the side. I got up and walk quietly over to him to brush the hair away from his eyes. Jake sighed in his sleep and slowly opened his hazel-green eyes. He smiled, his perfect white teeth glowing. 

"Hey beautiful," he said. I smiled back at him. He sat up. "I'm sorry. I must have fallen asleep while you were performing for me. Please continue, I promise I won't dose off again," he said with another smile. I chuckled and lean down over him to give him a kiss. 

"Okay, but only if you promise to play for me next," I said. I nodded in agreement and pushed me away. I walked back over to my piano and sat at the bench. I had wanted a grand piano so badly, but my little apartment did not have the space. I had a beautiful Yamaha grande back at home, but I had had to settle with buying an old, used upright piano. Still, as long as I could play, I didn't mind.

Turning the little lamp back on, I positioned my feet over the peddle and start to play the first notes to Clair de Lune. The music seemed to flow right out of me, and I didn't even need to look at the sheet music to know what came next. When I finished playing the piece, Jake clapped enthusiastically and smiled at me. 

"Play me another one," he begged. I gave in to his warm smile and dimples. I pulled the music out of my binder for Chopin's Fantasy in F minor and began playing the slow march. It got faster and faster and louder and louder. The music once again flowed right out of my finger tips. When the song ended, Jake once again clapped loudly. I grin in embarrassment and walked across the living room to Jake. He grabbed me by the waist and pulled me ontop of him on the couch. Kissing me softly, he rubbed my back with his big, strong, calloused hands. He was so strong and gorgeous and perfect. 

"Why are you so amazing?" I whispered to him. He laughed softly into my ear. 

"You are an incredible piano player, did you know that? Will you play me another one?" Jake asks. 

"It's your turn, Jake! Go play me a couple of songs first," I told him. He sighed. I grinned. I get off of him so he could sit up. Shaking his head at me, but with a smile on his face, he grabbed the guitar he had brought with him from the chair next to us. Jake had been playing the guitar since he was five years old, and he had a large collection of them back at his place. That night, he had brought over his twelve string, which was my absolute favorite.

Jake strummed a few chords and started to play. First he played Blackbird, by the Beatles. His voice was so pure and wonderful. I closed my eyes and hummed along to the song. He then played Uncle John's Band, by Greatful Dead. I knew that song too, and once again sang along. 

"What would you like to hear next, Anna?" He asked. I was pulled out of my reverie, watching him play and listening to his voice. 

"Hmmm," I said. "How about my favorite?" He smiled and rolled his green eyes. He started to play the first few notes of You're Gonna Make Me Lonesome When You Go, by Bob Dylan. I knew all the words by heart and start singing with him. 

"Now I've seen love go by my door, never been so close before, never been so easy or so slow," we started. The song was so pretty, especially on the twelve string. Every time I heard him sing it, I started to love him even more, if possible. We had never told each other we love each other, because he knew how I felt about rushing things. But he knew I loved him, and I knew he loved me. Still when the song ended, I wanted to say it. 

"Jake, I love you," I whispered as I cuddled next to him on the couch, him still holding the guitar. 

"I love you, too, Anna," he told me. Jake put the guitar down on the chair next to us and kissed me. First slowly and sweetly, then more passionately. His tongue poked its way into my mouth, wrestling with my tongue. He lay down on top of me, pushing me back into the couch. His hands found their way to my hair, and grab on to my thick auburn hair. He started to slow down then, and pulled back. 

"No, don't stop, I love you," I told him, closing my eyes again and trying to reach his mouth with mine. He laughed. 

"Anna, if I keep kissing you, I'm going to start to want you even more. It's hard enough resisting you as it is. I mean look at you! You're absolutely gorgeous! I won't be able to restrain myself if I keep kissing you so passionately," he said. Jake looked me up and down, taking in my beauty once again. His face almost looked pained. With my long, straight auburn hair, light brown hazel eyes, 34-C breasts, and perfect body, I guess I couldn't really blame him for having trouble saying no to sex. But still, I wanted him to keep on kissing me like he had been. It felt really really nice. 

"I don't care anymore Jake. Please just kiss me!" I begged him. He chuckled and shook his head. Jake slowly lowered himself back onto me, kissing me once again. I low moan escaped my lips the second his touched mine. He smiled again and picked up the pace with the kissing. As he continued to french kiss me deeply and passionately, I felt myself getting turned on. 

Now of course, I masturbated. I wouldn't have been able to hold out if I didn't. So I knew what it felt like to be horny and want to cum. And it's not like Jake hadn't turned me on before. Because he had, and numerous times. But this time was different. We had just told each other that we loved each other, and I think I was finally ready. I just didn't know how to tell him I wanted him. 

We continued to kiss, his hands tracing patterns up and down my arms, giving me chills. 
"Okay, Anna. I'm sorry. I have to stop. I won't be able to stop if we go any further than this," Jake said, looking sorry but sure of himself. 

"Jake, I want you. Now. I'm ready," I told him. His eyebrows furrow at first, then go up in surprise as he registered what I had just said to him. 

"Wait, really? You're ready now?" he asked. I nodded. 

"Are you sure? Because I would never ever want to rush you into this. I want you to make sure you really want this," he said, clearly concerned that I wasn't ready. I smiled up at him. 
"Jake, I'm sure. I love you so much and I'm finally ready," I whispered. He smiled widely and dove back down for some more kisses. 

"I love you so much," he whispered between kisses. I couldn't help smiling every time he said this. We continued to kiss, and as we did, his hands got more confident that I was telling the truth. His hands started to stray away from the patterns on my arm. First, they caressed my face. Then Jake moves them down and cups my breasts in them. After a few minutes of him squeezing and kneading them, he moved them down even farther. His right hand slipped beneath my plaid pajama pants and pink undies. He twirled the little bit of hair I had down there, then began to rub my clit in circles. His left hand traveled back up to mu face and once again caressed it. 

My hands moved across his big, strong back and massage it. Then they moved up and laced their way through his thick brown hair. Jake's finger pressed at the opening in my vagina, and slowly stuck one finger inside of me. I moaned slightly, my pussy was already wet. Jake slowly stuck a second finger inside of me, and my pussy muscles tightened a little around his fingers. I had fingered myself before, but only with one finger.

"You okay?" He asked. I nodded. Even slower, he sticks in a third finger. It hurt a little, but I quickly adjusted. He continued to hold onto my face with his other hand, gently rubbing it in soothing circles. I kept on rubbing his back with my hands, which were very tiny compared to his.

Once my pussy was nice and wet from his fingers, he pulled out.

"Are you sure you're ready, Anna?" he asked gently, still prepared to be disappointed. I knew he had been waiting for a long time to have me.

"Yes, I'm sure," I replied without hesitation. He smiled at me again.

"I love you."

"I love you too." Jake stood up and took his t-shirt off, revealing his rock hard abs. He removed his sweats pants next, then stripped his boxers off. His cock, now fully erect and eight and a half inches, stands out. My eyes actually grew larger for a few seconds as I stared at it. Jake just laughed at my bewilderedness. I was still laying on the couch, clothed. Jake took the ends of my pajamas pants and pulled them off; I helped by shimmying my hips so they come off easier. On the bottom, I was left with just my soaking pink undies. Jake pulled those off too, then grabbed my shirt to pull it over my head. I unhooked my bra and threw it to the ground, releasing my beautiful breasts.

"Wow, you are so gorgeous," Jake said, just staring at my naked body. Then he couldn't seem to hold back anymore, and he cane back to lay with me. He nestled his head in between my legs and traced kisses up and down my silky smooth legs, circling around my clit. I rested my hands on his hair again, and softly moaned. Slowly, he stuck his tongue inside of me, then darted it back out. In and out it darted, making me moan more. As he did this, he rubbed my clit in circles with his thumb of his right hand. With his left, he reached back up to massage my left breast.

"Oh, Jake. That feels so nice," I murmured as he continued to eat my pussy. "I think I'm going to cum soon!" I continued to say. Jake laughed softly and pulled his head away from my pussy. "What? Don't stop!!" I exclaimed.

"I want to be inside of you when you cum Anna," Jake said softly. He picked himself up and positioned himself over me. Slowly, he stuck the head of his dick inside of me. My pussy muscles tightened around the head. He slid another inch or two in. "This might hurt a little bit," he whispered into my ear.

"Okay," I nodded and braced myself. Slowly, Jake pushed inside of me. My hymen ripped and I let out a gasp of pain. My muscles tightened and Jake held still. I dug my fingernails into his back, then slowly relaxed them.

"Are you okay?" he asked anxiously.

"Yes, yes I'm fine," I whispered back. Jake smiled down at me and kissed me softly. He started to push his dick in more, until it was completely inside of me. His abs and beautiful pecks pressed against my soft breasts and stomach. He was so warm and gentle. Ever the more slower, Jake pulled his dick out and pushed it back in. It felt really good. He did it again and again, still slowly. When I let out a moan of ecstasy, he took it as a cue to pick up the pace a little. His balls gently slapped against my butt as he thrust his dick in and out of me. I met his thrusts with my petite hips, my hands laced through his hair as he continued to kiss me lovingly. 

His thrusts got harder and faster and more anxious. I could tell he wanted to cum, as did I. 

"Anna, I have to cum now, so I'm going to pull out," he said breathlessly. 

"No, don't pull out. I'm on the pill so it's okay. I'm going to cum too!" I exclaimed. He continued to kiss me, and he took up drawing the patterns on my arms with his fingers again. Every time his fingers grazed by my breasts, I shivered. Jake grunted softly and his cock grew stiff for a second as he started to cum. Threads of it spurted into me, filling me up. The sensation of it made me cum, and our juices mixed together and started to flow out of me onto the couch. His cock grew limp inside of me, and he pulled out. 

"Can I lick it off?" I asked shyly. Jake grinned. 

"Of course you can." He stood up and we switched positions; him now laying down on his back with me positioned between his legs. I kissed the tip of his dick, and I grasped it between my delicate hands. His cock started to grow hard again between my hands. 

"Let me know if I do something wrong," I said. 

"Anna, you're perfect. You could never do anything wrong," he said softly. I kissed the head of his cock again, and rubbed it up and down with my hands. I took the first two inches in my mouth with ease, but had trouble getting the rest of it down. I continued to massage his dick between my hands, and I seemed to be doing something right because Jake was softly moaning. I worked on getting another two inches down my throat, but I still only had half of it in my mouth. I wanted more. I tried putting my head in a different position, and tilted it every which way to find the most comfortable. With my head slightly tilted up, I was able to take another two inches in my mouth. I bobbed my head up and down on it. Jake grasped my head with his big hands, and his hips met my face when I bobbed. He continued to moan in ecstasy. I pulled off and kissed his balls, swirling my tongue around them. I still massaged his cock with my hands, and I could tell he was getting ready to cum again. 

Jake grunted again in pleasure, and he tightened his muscles. His cum started to come out of his dick, squirting into my face and mouth. It tasted salty, but sweet at the same time. I hungrily licked it up, savoring every drip. Jake laughed at my eagerness in licking him, and pulled me up on top of him so he could kiss me. 

"I love you so much Anna Richardson," Jake whispered. 

"And I love you Jake Keller," I whispered back. He kissed me again and again. I started to drift off, and Jake threw a blanket over us. We turned on our sides to spoon. I cuddled into him, my back against his stomach. He put his muscular arm underneath my head and I rested it there to use as a pillow. With his other hand, he stroked my hair lovingly. Still stroking my hair, I fell asleep in his arms and woke up the next morning with him looking down at me so incredibly lovingly.
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Comments(9)

ArtMan
Posted 21 Oct 2011 19:44
Great story!
AGreyFoxxx
Posted 19 Aug 2011 07:21
Very Tender! Very romantic! Very hot! Loved it! Keep writing! You have a knack for it!
bbelt1
Posted 21 May 2011 11:27
Why does the name Jake Keller sound so familiar to me?? great story tho
im_a_whore
Posted 03 Apr 2010 12:16
I'm glad you all liked it! Thanks for the positive feedback!
schzae_dayvow
Posted 03 Apr 2010 07:43
sighs... having first time flash backs... thanks for an excellent one!!
NerdsFantasy
Posted 03 Apr 2010 04:15
yummy
SwartCat
Posted 02 Apr 2010 20:50
Very very nice....Dont you wish YOUR first time was THAT perfect...
im_a_whore
Posted 02 Apr 2010 19:08
thank you!
WellMadeMale
Posted 02 Apr 2010 18:32
I really enjoyed your story.
 

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