My Secret Obsession, a short story by annasguy93. Date added: 2010-07-31. Times viewed: 4889.
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- Intro: When a guy is obsessed with a girl, things can get pretty erotic...
It all started Freshman year. We went to the same school for most of our lives. Well, since the 3rd grade anyways. She had been my secret obsession since I first set my eyes upon her. Her name was Anna. I thought she was the most beautiful thing I had ever seen in my life. I used to watch her during recess while she played on the jungle gym. She never knew I existed...at least that's what I thought. Our lives were pretty much normal. But the summer between 8th grade and Freshman year, something happened. She went to Europe over the summer with her family, and she came back sexier than ever before. Things happened. She grew taller, but she was still shorter than I was, which is something I always loved about her. Her breasts developed overnight it seemed! She had big, beautiful breasts now. Her ass was always on the bigger side, but now it was huge. But it looked delicious. It was perfectly shaped. She had the body of a goddess all of a sudden. I was hooked. From then on out, I couldn't get her out of my sight. It even got to the point to where I started spying on her through her bedroom window at night sometimes. On occasion, I would catch her jacking off. It made me wonder what she fantasized about while she was doing it. I hoped it was me. But who am I kidding? After that summer, things changed.
We're both graduated now and going to the same university. Go figure, right? Right. Her dorm was on the 2nd floor. Fortunately for me, there were plenty of older trees on campus. And there just so happened to be one right outside of her window. It surprised me that she never caught on...or did she?? I made it part of my nightly routine to watch through her window. I watched her do everything. Everything from study for exams to fuck other guys she found interesting. I liked what I saw, but it made me want more. Over time, my craving for her body grew more and more intense. I remember this one time, I saw her having sex with this guy named Josh from the school's football team. He fucked her really good. It was then that I noticed that she kept her pussy clean-shaven. I loved that about her now. I watched as she got fucked on her hands and knees by this guy. I loved the way she took his load of cum in her mouth. Not quite professional at it, but the innocence is what excited me. She took his cock in her mouth right before he blew. I could see the cum dripping off her bottom lip. She moved his cock so that it wiped up the extra cum. Then she sucked it off and, surprisingly, swallowed it all. I had fantasized about doing the same thing to her many, many times. I had to do it. It's my turn. I was tired of sitting back and watching. I needed her pussy. I needed to feel her body against mine. She had been my fantasy for too long. It was my time to make her my reality.
After a series of dangerous attempts, I finally got a copy of her dorm room key. After that, it was a breeze. I had come to learn that she usually jacked off around midnight or so. Especially on the nights when there wasn't a guy over to “help her study.” I was going to make my move. She liked to play music while she masturbated, which made it that much easier to sneak in to her dorm. At about 11:55, I unlocked the door as quietly as possibly and peaked inside through the crack in the door. She was on her bed in the very corner of the room facing away from me. As I thought, there was music playing. Ne-Yo, to be exact. She loved Ne-Yo. As much as she loved the black musicians, she had never fucked a black guy, surprisingly. No matter. Tonight she would fuck ME.
I watched for a while as she touched herself. I had never seen her do this so close-up before. It was a beautiful and quite arousing experience for me. She had a dildo on her bed. I had never seen her use one before. This was new to me, and I was guessing it was new to her, too. My dick was getting harder by the second as I watched her pick up her toy. She licked it first. Just like the cocks she loved to suck off, she stuck the head of the dildo in her mouth. She sucked on it just slightly. Getting it wet. The cock was pretty big, but she was adventurous. She stuck it down her throat as far as she could. I could see her upper body jerk slightly as her gag reflex tried to get the massive cock out of her tight throat. Once she got it wet enough, she brought it down over her tits and rubbed her tiny, pink nipples with it. She rubbed the head of the cock in a circle around her hard nipples. The wetness of the toy was getting her nipples wet as well. She squeezed her titties tightly as she arched her back and let out a little moan. I could only imagine what she was fantasizing about. Whatever it was, I was enjoying myself watching her. My cock was bulging inside my jeans now. I refused to take it out or to eve touch it. I ws determined to make HER touch my cock for me. To suck it. And to fuck her with it. Tonight was the night. I looked back at her just in time to see her shove the huge cock inside of her cunt. She was definitely not a virgin, I had known that much for sure. The cock slipped inside of her without too much of an effort on her part. From where I was observing, I could tell that her pussy was still fresh and tight. She was getting really into it now. She was squeezing her huge tits while fucking herself with her toy at the same time. I could hear her moans getting louder. It was music to my ears. I couldn't take it anymore. I didn't know how I would pull this off, but I was determined. I stepped forward.
“Anna....”
When she heard me say her name, she jumped up out of her bed and wrapped her thin sheet around herself. She look on her face was a look of pure excitement. I wasn't sure if I sensed a bit of excitement on her face as well. Maybe she realized that I had been watching her. Did it excite her?
“I couldn't help it anymore. You're the most beautiful woman I've ever seen in my life.”
“Jacob?”
At least she knew my name. That was more than I expected from the girl who didn't even pretend I existed.
“What are you doing here in my room?! Secur--”
“Shhh! Don't say anything!” I said as I stepped forward and put my finger over her lips to hush her. “I've been watching you for a while now. I haven't been able to get you out of my head ever since that first day of Freshman year. I've watched you on occasion through your bedroom window and now here. I have dreamed of this moment for a very long time. I've dreamed of just talking to you. I've--”
“Jacob stop. I get it.”
“You...do??”
“Yeah...you think I'm sexy. I'm totally okay with that. To be 100% honest with you, I've seen you around school before and I think you're pretty hot actually. I just never said anything because you didn't make the first move.”
This was all beginning to seem like a dream. Did she really just say all of that? She understands why I've done everything that I've done over the years? All the spying? Fantasizing? She really understands?
“So let me get this straight....you never came up to me and talked to me because I didn't make the first move?”
“That's right, Jake. I like my men to make the first move...” she said as she stepped closer to me and placed her hand on my arm. It was the first time I had ever felt her before. Her skin was better than I had imagined. It was the softest thing I had ever felt. So smooth. I could feel her hand slowly crawling up my arm to my shoulder and she stepped around the side of me until she was completely behind me. I was too stunned to move.
“It looks like you finally made the first move, Jake....that turns me on.”
I could feel her warm breath tickling the back of my ear as she whispered it to me. It gave me tingles down my spine. I could feel myself getting harder and harder every second. She still had the sheet wrapped around her naked body. But I imagined that it was only a matter of time before I got her to slip it off.
“What would you like to do to me, Jake? You've waited so long for me. I think your patience should be rewarded. Tell me what you want...” and with that, she kissed the back of my ear and gave it a sensual little lick. By now, her hands were on both of my arms running down them. Once she got to my hips, I turned around to face her.
“I want to fuck you. Please let me fuck you.”
After saying that, she leaned forward and placed her soft lips on mine. It was right then and there that I got the most passionate, sensual, deepest kiss I had ever gotten in my entire life. Every second of the kiss seemed to be intensified by my own lust for her. I could feel her lips sliding across mine. Her tongue sliding across my bottom lip. I gave her bottom lip a gentle nibble and tugged on it before softly pulling it into my mouth.
“Then fuck me...” she said as she pulled my shirt off.
“Wait!” I walked over to her window and shut the blinds. “Just in case...” All she could do was let out a little giggle.
“Now where was I” I said as I untied the loose knot In the sheets wrapped around her angelic body. It dropped to the floor in an instant. Standing before me was Anna, completely naked. My dreams were coming true. I didn't waste any time. I immediately reached out and grabbed her tits in my hands. I massaged them gently, squeezing them. I pinched her hard, pink little nipples. I twisted them in my fingertips as I heard her let out a quiet moan. I had waited too long for this. I bent forward and sucked one of her nipples into my mouth, flicking my tongue all around it at the same time. At that time, I could feel her cool hands running up and down my chest...over my washboard abs...down to my jeans. I felt her hands run over my bulging package that was till being held back, unfortunately. She stroked my hard cock inside my jeans. I couldn't help but to release her nipple from my mouth in order to let out a moan. I looked up to her and said, “Take them off. Take my jeans off.” She didn't hesitate. I could feel her undo the button holding my jeans on me. Next, all I heard was the sound of the zipper then my boxers falling to the floor. My huge, hard dick sprung up and hit her thigh. Next thing I know, she was bending down on her knees right in front of me. Her hand wrapped around my cock so fast that I couldn't help but to moan again. She started stroking it softly. Up and down...up and down. Then, after a while of being treated manually, she opened her mouth and consumed the head of my dick. I could feel her tongue flicking around on my head inside her mouth. I put my hand on the back of her head and shoved her onto my cock more. I could feel my entire shaft sliding past her lips and in to her wet mouth. I could feel the tight, wet, soft hole in the back of her throat. My cock was sliding down it faster now. I assumed that her practice with the dildo paid off, because I couldn't feel her gagging very much. I had had enough of this. I wanted to fuck her. I wanted to fuck her NOW.
I stood her up and gently threw her on her own bed. Then I came forward and got on the bed with her. I rolled her over on to her back and spread her sexy legs, making them stick straight into the air. I could see how wet her pussy was. It was glistening because it was so wet. I leaned forward and ran my tongue up the entire length of her sweet, wet cunt. I could feel her clit on my tongue. I could only imagine what it felt like to her. After so many years of fantasizing about this, her pussy tasted sweeter than ever. I stuck my tongue inside of her pussy and tasted her sweet juices from the inside. I got all the juices on my tongue then came up and kissed her passionately. I stuck my tongue inside her mouth and flicked it around on hers. She licked her own juices off my tongue.
“Do you like how your pussy tastes?”
“I do. I want more. But I want to taste it off of your cock next time...”
I was going to fuck her soon. After I finished eating out her went, tight cunt, I made her suck me off again just to get my cock wet and moist for her pussy. After that, I got back in front of her and stuck my hard dick on her pussy and rubbed her throbbing clit with my dripping cock. She loved it, I could tell. She was moaning louder now and arching her back. This was it. I slowly stuck the tip of my cock in to her tight little pussy, savoring every little second of it. I could feel everything. Her wet, pink cunt was slowly sliding down my shaft as I thrusted deeper and deeper as the seconds went by. Before long, I was almost entirely consumed by her. I couldn't fit all of my cock inside of her, because I was too big. But I fit as much as I could in there. She loved it.
“Oh my god, Jacob! Fuck me harder now! Fuck me!”
I thrusted as deep as I could, as fast as I could. I was shoving my cock inside of her pussy as deep and fast as we could handle. I told her to rub her clit while I fucked her. She started rubbing her swollen clit while I fucked the shit out of her. I was loving it. I rolled her over on to her hands and knees now to fuck her doggy style. It was a totally different experience fucking her from behind. I slapped her huge ass and made it jiggle as I shoved my huge cock in her wet pussy from behind. I bent forward and kissed her back everywhere while I fucked her. That went on for a long time. I could feel my cock dripping the precum inside of her pussy, making it slicker. She was moaning louder now. Almost a quiet scream. I knew she loved it. I could feel how she was rocking her body back and forth, shoving my dick deeper inside of her with every movement we made. I pulled my dick out of her and shoved it in her mouth like she wanted me to. She tasted her pussy off my cock. She licked and sucked every inch of it. She licked the oozing precum off my dick and swallowed it. Then I shoved my dick back in her tight cunt. After a while longer of fucking her like that, I pulled my dick out and stuck it in her tight little asshole. It was so much tighter than her pussy. She loved it. I grabbed her ass and squeezed it passionately with every thrust I made in to her asshole. I fucked her hard. And deep. And fast.
“Fuck me hard, Jacob! Keep going! Don't stop!”
I could feel our bodies sweating together. I kissed her. I tasted the sweet and salty taste of her skin. It was delicious. My free hands were rubbing all over her body. I was soaking it all up.
“I'm going to cum baby! Do you want my cum?”
“ooo I want your sweet, warm cum daddy! Give it to me!”
And with that, I rolled her over on to her back and blew my massive load of cum on her huge titties. My cum shot out all over her tiny, hard nipples. We both moaned this time, because we both had an orgasm at the same time. I reached down and felt her pussy clenching and throbbing with every beat of her orgasm. I could feel my cock jolting and throbbing as it shot out the warm, sweet cum all over her breasts. She sat up and pulled her tits up to her lips and licked all the cum off of her nipples. She licked every last drop of it up. She sucked it all into her mouth. Then she motioned to me to “come here.” She pushed me onto my back and straddled me. Then she came down and kissed me, passing the sweet, delicious cum onto my tongue. Then I swallowed some of it before passing it back to her and making her swallow the rest of it. Then we ended it with a beautiful, passionate kiss.
“That was incredible, Jake.”
“You really think so” I asked surprised.
“Yeah, I do” she said as she kissed me again.
“Maybe we could do it again sometime” I offered with a bit of hesitation in my voice.
“I thought you'd never ask...” she said with a sly smile.
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